harmala alkaloid (CHEBI:61379)

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CHEBI:61379 - harmala alkaloid

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ChEBI Name	harmala alkaloid

ChEBI ID	CHEBI:61379

Definition	Any member of a class of naturally occurring alkaloids based on a 1-methyl-9H-β-carboline skeleton.

Stars	This entity has been manually annotated by the ChEBI Team.

Roles Classification
Biological Role(s):	metabolite Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites. (via alkaloid )

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ChEBI Ontology
Outgoing	harmala alkaloid (CHEBI:61379) is a β-carbolines (CHEBI:60834) harmala alkaloid (CHEBI:61379) is a alkaloid (CHEBI:22315)

Incoming	(-)-7-bromohomotrypargine (CHEBI:69416) is a harmala alkaloid (CHEBI:61379) (1R)-1'-(benzenesulfonyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-N-propyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:125789) is a harmala alkaloid (CHEBI:61379) (1R)-1'-(cyclohexylmethyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-N-propyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:127861) is a harmala alkaloid (CHEBI:61379) (1R)-1'-(cyclopropylmethyl)-N-(3,5-dimethyl-4-isoxazolyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:130705) is a harmala alkaloid (CHEBI:61379) (1R)-1'-(cyclopropylmethyl)-N-(3-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:130306) is a harmala alkaloid (CHEBI:61379) (1R)-1'-[(2,5-difluorophenyl)methyl]-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:126659) is a harmala alkaloid (CHEBI:61379) (1R)-1'-[(3-fluorophenyl)-oxomethyl]-1-(hydroxymethyl)-7-methoxy-N-propyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:130342) is a harmala alkaloid (CHEBI:61379) (1R)-1'-[(3-fluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-N-propyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:128391) is a harmala alkaloid (CHEBI:61379) (1R)-1'-[(4-fluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-N-propan-2-yl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:129323) is a harmala alkaloid (CHEBI:61379) (1R)-1'-[1,3-benzodioxol-5-yl(oxo)methyl]-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:130429) is a harmala alkaloid (CHEBI:61379) (1R)-1'-[2-(dimethylamino)-1-oxoethyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-N-propyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:128228) is a harmala alkaloid (CHEBI:61379) (1R)-1'-[cyclopentyl(oxo)methyl]-1-(hydroxymethyl)-7-methoxy-N-propan-2-yl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:126686) is a harmala alkaloid (CHEBI:61379) (1R)-1'-ethylsulfonyl-1-(hydroxymethyl)-7-methoxy-9-methyl-N-propan-2-yl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:126947) is a harmala alkaloid (CHEBI:61379) (1R)-1'-ethylsulfonyl-1-(hydroxymethyl)-7-methoxy-N-propyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:126199) is a harmala alkaloid (CHEBI:61379) (1R)-1-(hydroxymethyl)-7-methoxy-1'-[(3-methoxyphenyl)methyl]-9-methyl-N-propyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:129053) is a harmala alkaloid (CHEBI:61379) (1R)-1-(hydroxymethyl)-7-methoxy-1'-[1-oxo-2-(3-pyridinyl)ethyl]-N-propyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:126572) is a harmala alkaloid (CHEBI:61379) (1R)-1-(hydroxymethyl)-7-methoxy-1'-[4-oxanyl(oxo)methyl]-N-propyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:125907) is a harmala alkaloid (CHEBI:61379) (1R)-1-(hydroxymethyl)-7-methoxy-1'-[oxo(2-pyrazinyl)methyl]-N-propan-2-yl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:128030) is a harmala alkaloid (CHEBI:61379) (1R)-1-(hydroxymethyl)-7-methoxy-1'-[oxo(2-pyrazinyl)methyl]-N-propyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:126573) is a harmala alkaloid (CHEBI:61379) (1R)-1-(hydroxymethyl)-7-methoxy-1'-[oxo(3-pyridinyl)methyl]-N-propan-2-yl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:127070) is a harmala alkaloid (CHEBI:61379) (1R)-1-(hydroxymethyl)-7-methoxy-2,9-dimethyl-N-propan-2-yl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:128268) is a harmala alkaloid (CHEBI:61379) (1R)-1-(hydroxymethyl)-7-methoxy-2-(1-oxobutyl)-N-propan-2-yl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:129138) is a harmala alkaloid (CHEBI:61379) (1R)-1-(hydroxymethyl)-7-methoxy-2-(2-methoxy-1-oxoethyl)-N-propyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:129578) is a harmala alkaloid (CHEBI:61379) (1R)-1-(hydroxymethyl)-7-methoxy-2-(phenylmethyl)-N-propan-2-yl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:131053) is a harmala alkaloid (CHEBI:61379) (1R)-1-(hydroxymethyl)-7-methoxy-2-[(3-methoxyphenyl)methyl]-N-propyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:128844) is a harmala alkaloid (CHEBI:61379) (1R)-1-(hydroxymethyl)-7-methoxy-2-[(3-methoxyphenyl)methyl]-N-propyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:128700) is a harmala alkaloid (CHEBI:61379) (1R)-1-(hydroxymethyl)-7-methoxy-2-[2-(4-morpholinyl)-1-oxoethyl]-N-propyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:126243) is a harmala alkaloid (CHEBI:61379) (1R)-1-(hydroxymethyl)-7-methoxy-2-[4-oxanyl(oxo)methyl]-N-propan-2-yl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:128393) is a harmala alkaloid (CHEBI:61379) (1R)-1-(hydroxymethyl)-7-methoxy-2-methylsulfonyl-N-phenyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:128343) is a harmala alkaloid (CHEBI:61379) (1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-methylsulfonyl-N-propyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:126871) is a harmala alkaloid (CHEBI:61379) (1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-methylsulfonyl-N-propyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:128669) is a harmala alkaloid (CHEBI:61379) (1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-N-propan-2-yl-1'-(2-thiazolylmethyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:129980) is a harmala alkaloid (CHEBI:61379) (1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-N-propan-2-yl-2-(3-pyridinylmethyl)-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:126303) is a harmala alkaloid (CHEBI:61379) (1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-N-propyl-1'-(3-pyridinylmethyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:128161) is a harmala alkaloid (CHEBI:61379) (1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-N-propyl-2-(2-pyridinylmethyl)-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:126801) is a harmala alkaloid (CHEBI:61379) (1R)-1-(hydroxymethyl)-7-methoxy-N-(4-methoxyphenyl)-2-[2-(4-morpholinyl)-1-oxoethyl]-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:127785) is a harmala alkaloid (CHEBI:61379) (1R)-2-(1,3-benzodioxol-5-ylmethyl)-N-(3,5-dimethyl-4-isoxazolyl)-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:128517) is a harmala alkaloid (CHEBI:61379) (1R)-2-(2-cyclopropyl-1-oxoethyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-N-propyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:130171) is a harmala alkaloid (CHEBI:61379) (1R)-2-(cyclopentylmethyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-N-phenyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:129984) is a harmala alkaloid (CHEBI:61379) (1R)-2-(cyclopropylmethyl)-N-(2,4-difluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:127562) is a harmala alkaloid (CHEBI:61379) (1R)-2-(cyclopropylmethyl)-N-(2,4-difluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:128292) is a harmala alkaloid (CHEBI:61379) (1R)-2-(cyclopropylmethyl)-N-(3-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:129727) is a harmala alkaloid (CHEBI:61379) (1R)-2-[(3,5-dimethoxyphenyl)methyl]-N-(3,5-dimethyl-4-isoxazolyl)-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:130207) is a harmala alkaloid (CHEBI:61379) (1R)-2-[(3,5-dimethoxyphenyl)methyl]-N-(3,5-dimethyl-4-isoxazolyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:127395) is a harmala alkaloid (CHEBI:61379) (1R)-2-[(4-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-N-propan-2-yl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:126647) is a harmala alkaloid (CHEBI:61379) (1R)-2-[(4-fluorophenyl)-oxomethyl]-1-(hydroxymethyl)-7-methoxy-N-propan-2-yl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:126907) is a harmala alkaloid (CHEBI:61379) (1R)-2-[(4-fluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-N-propyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:129080) is a harmala alkaloid (CHEBI:61379) (1R)-2-[cyclobutyl(oxo)methyl]-1-(hydroxymethyl)-7-methoxy-N-(4-methoxyphenyl)-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:130865) is a harmala alkaloid (CHEBI:61379) (1R)-2-acetyl-1-(hydroxymethyl)-7-methoxy-N-(4-methoxyphenyl)-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:126697) is a harmala alkaloid (CHEBI:61379) (1R)-2-acetyl-N-(2,4-difluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:126100) is a harmala alkaloid (CHEBI:61379) (1R)-2-acetyl-N-(2-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:126549) is a harmala alkaloid (CHEBI:61379) (1R)-2-benzoyl-1-(hydroxymethyl)-7-methoxy-N-propyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:127924) is a harmala alkaloid (CHEBI:61379) (1R)-N-(1,3-benzodioxol-5-yl)-1-(hydroxymethyl)-7-methoxy-1'-spiro[1,2,3,9-tetrahydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:129829) is a harmala alkaloid (CHEBI:61379) (1R)-N-(1,3-benzodioxol-5-yl)-1-(hydroxymethyl)-7-methoxy-1'-spiro[1,2,3,9-tetrahydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:127902) is a harmala alkaloid (CHEBI:61379) (1R)-N-(1,3-benzodioxol-5-yl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:126925) is a harmala alkaloid (CHEBI:61379) (1R)-N-(2,4-difluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:128989) is a harmala alkaloid (CHEBI:61379) (1R)-N-(2-fluorophenyl)-1'-[(2-fluorophenyl)-oxomethyl]-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:128000) is a harmala alkaloid (CHEBI:61379) (1R)-N-(2-fluorophenyl)-1'-[(2-fluorophenyl)-oxomethyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:127765) is a harmala alkaloid (CHEBI:61379) (1R)-N-(2-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-(2-methoxy-1-oxoethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:129243) is a harmala alkaloid (CHEBI:61379) (1R)-N-(2-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-spiro[1,2,3,9-tetrahydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:128657) is a harmala alkaloid (CHEBI:61379) (1R)-N-(2-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-2-(1-oxo-2-phenylethyl)-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:127215) is a harmala alkaloid (CHEBI:61379) (1R)-N-(2-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:126483) is a harmala alkaloid (CHEBI:61379) (1R)-N-(2-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:128749) is a harmala alkaloid (CHEBI:61379) (1R)-N-(3,5-dimethyl-4-isoxazolyl)-1'-ethylsulfonyl-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:128265) is a harmala alkaloid (CHEBI:61379) (1R)-N-(3,5-dimethyl-4-isoxazolyl)-1'-ethylsulfonyl-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:127701) is a harmala alkaloid (CHEBI:61379) (1R)-N-(3,5-dimethyl-4-isoxazolyl)-1-(hydroxymethyl)-7-methoxy-1'-(4-oxanylmethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:129839) is a harmala alkaloid (CHEBI:61379) (1R)-N-(3,5-dimethyl-4-isoxazolyl)-1-(hydroxymethyl)-7-methoxy-2-(1-oxopropyl)-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:127609) is a harmala alkaloid (CHEBI:61379) (1R)-N-(3-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-(3-methylphenyl)sulfonyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:129314) is a harmala alkaloid (CHEBI:61379) (1R)-N-(3-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-(4-oxanylmethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:126863) is a harmala alkaloid (CHEBI:61379) (1R)-N-(3-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-2-(phenylmethyl)-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:126581) is a harmala alkaloid (CHEBI:61379) (1R)-N-(3-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-2-[oxo(3-pyridinyl)methyl]-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:129412) is a harmala alkaloid (CHEBI:61379) (1R)-N-(3-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(1-oxobutyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:130704) is a harmala alkaloid (CHEBI:61379) (1R)-N-(3-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(2-thiazolylmethyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:130382) is a harmala alkaloid (CHEBI:61379) (1R)-N-(3-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-(pyridin-4-ylmethyl)-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:130969) is a harmala alkaloid (CHEBI:61379) (1R)-N-(3-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-[2-(4-morpholinyl)-1-oxoethyl]-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:127231) is a harmala alkaloid (CHEBI:61379) (1R)-N-(3-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-methylsulfonyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:129338) is a harmala alkaloid (CHEBI:61379) (1R)-N-(4-fluorophenyl)-1'-[(2-fluorophenyl)-oxomethyl]-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:128329) is a harmala alkaloid (CHEBI:61379) (1R)-N-(4-fluorophenyl)-1'-[(2-fluorophenyl)-oxomethyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:129415) is a harmala alkaloid (CHEBI:61379) (1R)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-(1-oxo-2-pyridin-4-ylethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:124972) is a harmala alkaloid (CHEBI:61379) (1R)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-(2-thiazolylmethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:129103) is a harmala alkaloid (CHEBI:61379) (1R)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-(4-methylphenyl)sulfonyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:128951) is a harmala alkaloid (CHEBI:61379) (1R)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-(4-oxanylmethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:127086) is a harmala alkaloid (CHEBI:61379) (1R)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-(4-oxanylmethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:126564) is a harmala alkaloid (CHEBI:61379) (1R)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-[(1-methyl-4-imidazolyl)sulfonyl]-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:130142) is a harmala alkaloid (CHEBI:61379) (1R)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-[(5-phenyl-3-isoxazolyl)methyl]-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:127486) is a harmala alkaloid (CHEBI:61379) (1R)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-[oxo(2-pyridinyl)methyl]-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:127944) is a harmala alkaloid (CHEBI:61379) (1R)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-[oxo(2-pyridinyl)methyl]-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:129508) is a harmala alkaloid (CHEBI:61379) (1R)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-spiro[1,2,3,9-tetrahydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:125997) is a harmala alkaloid (CHEBI:61379) (1R)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(1-oxo-2-pyridin-4-ylethyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:124971) is a harmala alkaloid (CHEBI:61379) (1R)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(2-pyridinylmethyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:129013) is a harmala alkaloid (CHEBI:61379) (1R)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(2-pyridinylmethyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:127319) is a harmala alkaloid (CHEBI:61379) (1R)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(3-methylphenyl)sulfonyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:129436) is a harmala alkaloid (CHEBI:61379) (1R)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-[(1-methyl-4-imidazolyl)sulfonyl]-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:127865) is a harmala alkaloid (CHEBI:61379) (1R)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-[2-(4-morpholinyl)-1-oxoethyl]-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:126886) is a harmala alkaloid (CHEBI:61379) (1R)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-[oxo(3-pyridinyl)methyl]-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:131121) is a harmala alkaloid (CHEBI:61379) (1R)-N-(4-fluorophenyl)-2-[(4-fluorophenyl)-oxomethyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:126971) is a harmala alkaloid (CHEBI:61379) (1R)-N-cyclohexyl-1-(hydroxymethyl)-7-methoxy-1',9-dimethyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:128400) is a harmala alkaloid (CHEBI:61379) (1R)-N-cyclopentyl-1-(hydroxymethyl)-7-methoxy-1'-(2-methoxy-1-oxoethyl)-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:129274) is a harmala alkaloid (CHEBI:61379) (1R)-N-cyclopentyl-2-(cyclopropylmethyl)-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:126533) is a harmala alkaloid (CHEBI:61379) (1R)-N-cyclopentyl-2-(cyclopropylmethyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:127275) is a harmala alkaloid (CHEBI:61379) (1R)-N1'-(1,3-benzodioxol-5-yl)-N2-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxyspiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]-1',2-dicarboxamide (CHEBI:127460) is a harmala alkaloid (CHEBI:61379) (1R)-N1'-(3,5-dimethyl-4-isoxazolyl)-N2-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methylspiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]-1',2-dicarboxamide (CHEBI:125948) is a harmala alkaloid (CHEBI:61379) (1R)-N1'-(3-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-N2-propylspiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]-1',2-dicarboxamide (CHEBI:127450) is a harmala alkaloid (CHEBI:61379) (1R)-N1'-cyclopentyl-N2-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methylspiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]-1',2-dicarboxamide (CHEBI:128831) is a harmala alkaloid (CHEBI:61379) (1R)-N2-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-N1'-propylspiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]-1',2-dicarboxamide (CHEBI:129569) is a harmala alkaloid (CHEBI:61379) (1R)-N2-cyclopentyl-N1'-(3-fluorophenyl)-1-(hydroxymethyl)-7-methoxyspiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]-1',2-dicarboxamide (CHEBI:128984) is a harmala alkaloid (CHEBI:61379) (1R,3R,3'S*)-1,2,3,4-Tetrahydro-1-(2-thio-3-pyrrolidinyl)-beta-carboline-3-carboxylic acid (CHEBI:193547) is a harmala alkaloid (CHEBI:61379) (1R,3S)-2-(2-chloro-1-oxoethyl)-1-(4-methoxycarbonylphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole-3-carboxylic acid methyl ester (CHEBI:94173) is a harmala alkaloid (CHEBI:61379) (1S)-1'-(benzenesulfonyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-N-propyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:127552) is a harmala alkaloid (CHEBI:61379) (1S)-1'-(cyclohexylmethyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-N-propyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:131084) is a harmala alkaloid (CHEBI:61379) (1S)-1'-(cyclopropylmethyl)-N-(3,5-dimethyl-4-isoxazolyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:126161) is a harmala alkaloid (CHEBI:61379) (1S)-1'-[(2,5-difluorophenyl)methyl]-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:127245) is a harmala alkaloid (CHEBI:61379) (1S)-1'-[(2,5-difluorophenyl)methyl]-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:127138) is a harmala alkaloid (CHEBI:61379) (1S)-1'-[(3-fluorophenyl)-oxomethyl]-1-(hydroxymethyl)-7-methoxy-N-propyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:126609) is a harmala alkaloid (CHEBI:61379) (1S)-1'-[(3-fluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-N-propyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:125775) is a harmala alkaloid (CHEBI:61379) (1S)-1'-[(4-fluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-N-propan-2-yl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:130226) is a harmala alkaloid (CHEBI:61379) (1S)-1'-[1,3-benzodioxol-5-yl(oxo)methyl]-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:129111) is a harmala alkaloid (CHEBI:61379) (1S)-1'-[2-(dimethylamino)-1-oxoethyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-N-propyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:125884) is a harmala alkaloid (CHEBI:61379) (1S)-1'-[cyclopentyl(oxo)methyl]-1-(hydroxymethyl)-7-methoxy-N-propan-2-yl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:127981) is a harmala alkaloid (CHEBI:61379) (1S)-1'-ethylsulfonyl-1-(hydroxymethyl)-7-methoxy-9-methyl-N-propan-2-yl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:130440) is a harmala alkaloid (CHEBI:61379) (1S)-1'-ethylsulfonyl-1-(hydroxymethyl)-7-methoxy-N-propyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:129397) is a harmala alkaloid (CHEBI:61379) (1S)-1-(hydroxymethyl)-7-methoxy-1'-[(3-methoxyphenyl)methyl]-9-methyl-N-propyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:130047) is a harmala alkaloid (CHEBI:61379) (1S)-1-(hydroxymethyl)-7-methoxy-1'-[1-oxo-2-(3-pyridinyl)ethyl]-N-propyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:128500) is a harmala alkaloid (CHEBI:61379) (1S)-1-(hydroxymethyl)-7-methoxy-1'-[4-oxanyl(oxo)methyl]-N-propyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:130225) is a harmala alkaloid (CHEBI:61379) (1S)-1-(hydroxymethyl)-7-methoxy-1'-[oxo(2-pyrazinyl)methyl]-N-propan-2-yl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:126877) is a harmala alkaloid (CHEBI:61379) (1S)-1-(hydroxymethyl)-7-methoxy-1'-[oxo(2-pyrazinyl)methyl]-N-propyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:129418) is a harmala alkaloid (CHEBI:61379) (1S)-1-(hydroxymethyl)-7-methoxy-1'-[oxo(3-pyridinyl)methyl]-N-propan-2-yl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:129632) is a harmala alkaloid (CHEBI:61379) (1S)-1-(hydroxymethyl)-7-methoxy-2,9-dimethyl-N-propan-2-yl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:126887) is a harmala alkaloid (CHEBI:61379) (1S)-1-(hydroxymethyl)-7-methoxy-2-(1-oxobutyl)-N-propan-2-yl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:125900) is a harmala alkaloid (CHEBI:61379) (1S)-1-(hydroxymethyl)-7-methoxy-2-(2-methoxy-1-oxoethyl)-N-propyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:127679) is a harmala alkaloid (CHEBI:61379) (1S)-1-(hydroxymethyl)-7-methoxy-2-[(3-methoxyphenyl)methyl]-N-propyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:130518) is a harmala alkaloid (CHEBI:61379) (1S)-1-(hydroxymethyl)-7-methoxy-2-[2-(4-morpholinyl)-1-oxoethyl]-N-propyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:130839) is a harmala alkaloid (CHEBI:61379) (1S)-1-(hydroxymethyl)-7-methoxy-2-[4-oxanyl(oxo)methyl]-N-propan-2-yl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:126899) is a harmala alkaloid (CHEBI:61379) (1S)-1-(hydroxymethyl)-7-methoxy-2-methylsulfonyl-N-phenyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:127422) is a harmala alkaloid (CHEBI:61379) (1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(4-oxanylmethyl)-N-propan-2-yl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:130827) is a harmala alkaloid (CHEBI:61379) (1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-methylsulfonyl-N-propyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:129907) is a harmala alkaloid (CHEBI:61379) (1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-methylsulfonyl-N-propyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:126216) is a harmala alkaloid (CHEBI:61379) (1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-N-propan-2-yl-1'-(2-thiazolylmethyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:128156) is a harmala alkaloid (CHEBI:61379) (1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-N-propan-2-yl-2-(2-pyridinylmethyl)-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:128376) is a harmala alkaloid (CHEBI:61379) (1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-N-propan-2-yl-2-(3-pyridinylmethyl)-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:128893) is a harmala alkaloid (CHEBI:61379) (1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-N-propyl-1'-(3-pyridinylmethyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:129526) is a harmala alkaloid (CHEBI:61379) (1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-N-propyl-2-(2-pyridinylmethyl)-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:128960) is a harmala alkaloid (CHEBI:61379) (1S)-1-(hydroxymethyl)-7-methoxy-N-(4-methoxyphenyl)-2-[2-(4-morpholinyl)-1-oxoethyl]-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:127084) is a harmala alkaloid (CHEBI:61379) (1S)-1-(hydroxymethyl)-7-methoxy-N-propyl-1'-(2-thiazolylmethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:126271) is a harmala alkaloid (CHEBI:61379) (1S)-2-(2-cyclopropyl-1-oxoethyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-N-propan-2-yl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:128703) is a harmala alkaloid (CHEBI:61379) (1S)-2-(2-cyclopropyl-1-oxoethyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-N-propyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:127411) is a harmala alkaloid (CHEBI:61379) (1S)-2-(cyclopentylmethyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-N-phenyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:130166) is a harmala alkaloid (CHEBI:61379) (1S)-2-(cyclopropylmethyl)-N-(2,4-difluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:130505) is a harmala alkaloid (CHEBI:61379) (1S)-2-(cyclopropylmethyl)-N-(3-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:129792) is a harmala alkaloid (CHEBI:61379) (1S)-2-[(3,5-dimethoxyphenyl)methyl]-N-(3,5-dimethyl-4-isoxazolyl)-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:126790) is a harmala alkaloid (CHEBI:61379) (1S)-2-[(3,5-dimethoxyphenyl)methyl]-N-(3,5-dimethyl-4-isoxazolyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:129881) is a harmala alkaloid (CHEBI:61379) (1S)-2-[(4-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-N-propan-2-yl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:127595) is a harmala alkaloid (CHEBI:61379) (1S)-2-[(4-fluorophenyl)-oxomethyl]-1-(hydroxymethyl)-7-methoxy-N-propan-2-yl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:130844) is a harmala alkaloid (CHEBI:61379) (1S)-2-[(4-fluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-N-propyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:125747) is a harmala alkaloid (CHEBI:61379) (1S)-2-[cyclobutyl(oxo)methyl]-1-(hydroxymethyl)-7-methoxy-N-(4-methoxyphenyl)-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:128071) is a harmala alkaloid (CHEBI:61379) (1S)-2-acetyl-1-(hydroxymethyl)-7-methoxy-N-(4-methoxyphenyl)-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:129620) is a harmala alkaloid (CHEBI:61379) (1S)-2-acetyl-N-(2,4-difluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:128352) is a harmala alkaloid (CHEBI:61379) (1S)-2-acetyl-N-(2-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:130030) is a harmala alkaloid (CHEBI:61379) (1S)-2-benzoyl-1-(hydroxymethyl)-7-methoxy-N-propyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:127483) is a harmala alkaloid (CHEBI:61379) (1S)-N-(1,3-benzodioxol-5-yl)-1-(hydroxymethyl)-7-methoxy-1'-spiro[1,2,3,9-tetrahydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:126820) is a harmala alkaloid (CHEBI:61379) (1S)-N-(1,3-benzodioxol-5-yl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:129715) is a harmala alkaloid (CHEBI:61379) (1S)-N-(2,4-difluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-spiro[1,2,3,9-tetrahydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:126911) is a harmala alkaloid (CHEBI:61379) (1S)-N-(2,4-difluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:128829) is a harmala alkaloid (CHEBI:61379) (1S)-N-(2,4-difluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:127043) is a harmala alkaloid (CHEBI:61379) (1S)-N-(2-fluorophenyl)-1'-[(2-fluorophenyl)-oxomethyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:129287) is a harmala alkaloid (CHEBI:61379) (1S)-N-(2-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-(2-methoxy-1-oxoethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:127278) is a harmala alkaloid (CHEBI:61379) (1S)-N-(2-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-spiro[1,2,3,9-tetrahydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:126601) is a harmala alkaloid (CHEBI:61379) (1S)-N-(2-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-2-(1-oxo-2-phenylethyl)-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:127321) is a harmala alkaloid (CHEBI:61379) (1S)-N-(2-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:127817) is a harmala alkaloid (CHEBI:61379) (1S)-N-(3,5-dimethyl-4-isoxazolyl)-1'-ethylsulfonyl-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:130489) is a harmala alkaloid (CHEBI:61379) (1S)-N-(3,5-dimethyl-4-isoxazolyl)-1'-ethylsulfonyl-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:128495) is a harmala alkaloid (CHEBI:61379) (1S)-N-(3,5-dimethyl-4-isoxazolyl)-1-(hydroxymethyl)-7-methoxy-1'-(4-oxanylmethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:129325) is a harmala alkaloid (CHEBI:61379) (1S)-N-(3,5-dimethyl-4-isoxazolyl)-1-(hydroxymethyl)-7-methoxy-2-(1-oxopropyl)-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:128222) is a harmala alkaloid (CHEBI:61379) (1S)-N-(3-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-(3-methylphenyl)sulfonyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:128742) is a harmala alkaloid (CHEBI:61379) (1S)-N-(3-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-2-(phenylmethyl)-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:128073) is a harmala alkaloid (CHEBI:61379) (1S)-N-(3-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-2-[oxo(3-pyridinyl)methyl]-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:125920) is a harmala alkaloid (CHEBI:61379) (1S)-N-(3-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(1-oxobutyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:128987) is a harmala alkaloid (CHEBI:61379) (1S)-N-(3-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(2-thiazolylmethyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:126721) is a harmala alkaloid (CHEBI:61379) (1S)-N-(3-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-(pyridin-4-ylmethyl)-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:126033) is a harmala alkaloid (CHEBI:61379) (1S)-N-(3-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-[2-(4-morpholinyl)-1-oxoethyl]-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:126584) is a harmala alkaloid (CHEBI:61379) (1S)-N-(3-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-[4-oxanyl(oxo)methyl]-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:128982) is a harmala alkaloid (CHEBI:61379) (1S)-N-(3-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-methylsulfonyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:126782) is a harmala alkaloid (CHEBI:61379) (1S)-N-(4-fluorophenyl)-1'-[(2-fluorophenyl)-oxomethyl]-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:129327) is a harmala alkaloid (CHEBI:61379) (1S)-N-(4-fluorophenyl)-1'-[(2-fluorophenyl)-oxomethyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:130331) is a harmala alkaloid (CHEBI:61379) (1S)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-(1-oxo-2-phenylethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:125875) is a harmala alkaloid (CHEBI:61379) (1S)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-(4-methylphenyl)sulfonyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:128686) is a harmala alkaloid (CHEBI:61379) (1S)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-[(1-methyl-4-imidazolyl)sulfonyl]-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:126714) is a harmala alkaloid (CHEBI:61379) (1S)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-[(5-phenyl-3-isoxazolyl)methyl]-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:127549) is a harmala alkaloid (CHEBI:61379) (1S)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-1'-[oxo(2-pyridinyl)methyl]-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:131027) is a harmala alkaloid (CHEBI:61379) (1S)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(1-oxo-2-pyridin-4-ylethyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:124980) is a harmala alkaloid (CHEBI:61379) (1S)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(2-pyridinylmethyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:126328) is a harmala alkaloid (CHEBI:61379) (1S)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(3-methylphenyl)sulfonyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:127323) is a harmala alkaloid (CHEBI:61379) (1S)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-[(1-methyl-4-imidazolyl)sulfonyl]-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:128784) is a harmala alkaloid (CHEBI:61379) (1S)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-[2-(4-morpholinyl)-1-oxoethyl]-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:130144) is a harmala alkaloid (CHEBI:61379) (1S)-N-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-[oxo(3-pyridinyl)methyl]-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:130620) is a harmala alkaloid (CHEBI:61379) (1S)-N-(4-fluorophenyl)-2-[(4-fluorophenyl)-oxomethyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:127219) is a harmala alkaloid (CHEBI:61379) (1S)-N-cyclohexyl-1-(hydroxymethyl)-7-methoxy-1',9-dimethyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:126753) is a harmala alkaloid (CHEBI:61379) (1S)-N-cyclopentyl-1-(hydroxymethyl)-7-methoxy-1'-(2-methoxy-1-oxoethyl)-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:130191) is a harmala alkaloid (CHEBI:61379) (1S)-N-cyclopentyl-1-(hydroxymethyl)-7-methoxy-1'-methylsulfonyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:126295) is a harmala alkaloid (CHEBI:61379) (1S)-N-cyclopentyl-2-(cyclopropylmethyl)-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]carboxamide (CHEBI:126185) is a harmala alkaloid (CHEBI:61379) (1S)-N-cyclopentyl-2-(cyclopropylmethyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]carboxamide (CHEBI:130410) is a harmala alkaloid (CHEBI:61379) (1S)-N1'-(1,3-benzodioxol-5-yl)-N2-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxyspiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]-1',2-dicarboxamide (CHEBI:129665) is a harmala alkaloid (CHEBI:61379) (1S)-N1'-(1,3-benzodioxol-5-yl)-N2-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxyspiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]-1',2-dicarboxamide (CHEBI:127435) is a harmala alkaloid (CHEBI:61379) (1S)-N1'-(3,5-dimethyl-4-isoxazolyl)-N2-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methylspiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]-1',2-dicarboxamide (CHEBI:131079) is a harmala alkaloid (CHEBI:61379) (1S)-N1'-(3,5-dimethyl-4-isoxazolyl)-N2-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxyspiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]-1',2-dicarboxamide (CHEBI:130351) is a harmala alkaloid (CHEBI:61379) (1S)-N1'-(3-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-N2-propylspiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]-1',2-dicarboxamide (CHEBI:129737) is a harmala alkaloid (CHEBI:61379) (1S)-N1'-cyclopentyl-N2-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-9-methylspiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]-1',2-dicarboxamide (CHEBI:128019) is a harmala alkaloid (CHEBI:61379) (1S)-N2-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-N1'-phenylspiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]-1',2-dicarboxamide (CHEBI:128543) is a harmala alkaloid (CHEBI:61379) (1S)-N2-(4-fluorophenyl)-1-(hydroxymethyl)-7-methoxy-N1'-propylspiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]-1',2-dicarboxamide (CHEBI:129025) is a harmala alkaloid (CHEBI:61379) (1S)-N2-cyclopentyl-N1'-(3-fluorophenyl)-1-(hydroxymethyl)-7-methoxyspiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]-1',2-dicarboxamide (CHEBI:129363) is a harmala alkaloid (CHEBI:61379) (1xi,3S)-1,2,3,4-Tetrahydro-1-methyl-beta-carboline-1,3-dicarboxylic acid (CHEBI:173959) is a harmala alkaloid (CHEBI:61379) (1xi,3xi)-1,2,3,4-Tetrahydro-1-methyl-beta-carboline-3-carboxylic acid (CHEBI:172470) is a harmala alkaloid (CHEBI:61379) (2-fluorophenyl)-[(1R)-1-(hydroxymethyl)-7-methoxy-2,9-dimethyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:126516) is a harmala alkaloid (CHEBI:61379) (2-fluorophenyl)-[(1R)-1-(hydroxymethyl)-7-methoxy-2-methyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:129554) is a harmala alkaloid (CHEBI:61379) (2-fluorophenyl)-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-(phenylmethyl)-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:127950) is a harmala alkaloid (CHEBI:61379) (2-fluorophenyl)-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-(phenylmethyl)-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:129786) is a harmala alkaloid (CHEBI:61379) (2S,4R)-4-(9H-Pyrido[3,4-b]indol-1-yl)-1,2,4-butanetriol (CHEBI:173933) is a harmala alkaloid (CHEBI:61379) (3-fluorophenyl)-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:130473) is a harmala alkaloid (CHEBI:61379) (3-fluorophenyl)-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:127855) is a harmala alkaloid (CHEBI:61379) (3-fluorophenyl)-[(1R)-2-[(3-fluorophenyl)-oxomethyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:127796) is a harmala alkaloid (CHEBI:61379) (3-fluorophenyl)-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:126101) is a harmala alkaloid (CHEBI:61379) (3-fluorophenyl)-[(1S)-2-[(3-fluorophenyl)-oxomethyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:127905) is a harmala alkaloid (CHEBI:61379) (3S)-1,1-dimethyl-2,3,4,9-tetrahydropyrido[3,4-b]indole-3-carboxylic acid (CHEBI:92589) is a harmala alkaloid (CHEBI:61379) (3S)-2-(2-chloro-1-oxoethyl)-1,1-dimethyl-4,9-dihydro-3H-pyrido[3,4-b]indole-3-carboxylic acid methyl ester (CHEBI:93372) is a harmala alkaloid (CHEBI:61379) (4-fluorophenyl)-[(1R)-1-(hydroxymethyl)-7-methoxy-1',9-dimethyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:127826) is a harmala alkaloid (CHEBI:61379) (4-fluorophenyl)-[(1R)-1-(hydroxymethyl)-7-methoxy-1'-(3-pyridinylmethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:129000) is a harmala alkaloid (CHEBI:61379) (4-fluorophenyl)-[(1R)-1-(hydroxymethyl)-7-methoxy-1'-thiophen-2-ylsulfonyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:129047) is a harmala alkaloid (CHEBI:61379) (4-fluorophenyl)-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(4-oxanylmethyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:126628) is a harmala alkaloid (CHEBI:61379) (4-fluorophenyl)-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:126042) is a harmala alkaloid (CHEBI:61379) (4-fluorophenyl)-[(1S)-1-(hydroxymethyl)-7-methoxy-1',9-dimethyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:129790) is a harmala alkaloid (CHEBI:61379) (4-fluorophenyl)-[(1S)-1-(hydroxymethyl)-7-methoxy-1'-(3-pyridinylmethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:130621) is a harmala alkaloid (CHEBI:61379) (4-fluorophenyl)-[(1S)-1-(hydroxymethyl)-7-methoxy-1'-thiophen-2-ylsulfonyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:130727) is a harmala alkaloid (CHEBI:61379) (4-fluorophenyl)-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(4-oxanylmethyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:129311) is a harmala alkaloid (CHEBI:61379) (4-fluorophenyl)-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:129883) is a harmala alkaloid (CHEBI:61379) 1,2,3,4-Tetrahydro-beta-carboline-1,3-dicarboxylic acid (CHEBI:165178) is a harmala alkaloid (CHEBI:61379) 1,3-benzodioxol-5-yl-[(1R)-1-(hydroxymethyl)-7-methoxy-2,9-dimethyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:128677) is a harmala alkaloid (CHEBI:61379) 1,3-benzodioxol-5-yl-[(1R)-2-(cyclopropylmethyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:130054) is a harmala alkaloid (CHEBI:61379) 1,3-benzodioxol-5-yl-[(1S)-1-(hydroxymethyl)-7-methoxy-2,9-dimethyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:127153) is a harmala alkaloid (CHEBI:61379) 1,3-benzodioxol-5-yl-[(1S)-2-(cyclopropylmethyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:128118) is a harmala alkaloid (CHEBI:61379) 1,3-benzodioxol-5-yl-[(1S)-2-(cyclopropylmethyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:129239) is a harmala alkaloid (CHEBI:61379) 1-(1,2,3,4,5-Pentahydroxypent-1-yl)-1,2,3,4-tetrahydro-beta-carboline-3-carboxylate (CHEBI:169367) is a harmala alkaloid (CHEBI:61379) 1-(1,3-benzodioxol-5-yl)-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid (CHEBI:108491) is a harmala alkaloid (CHEBI:61379) 1-(9H-Pyrido[3,4-b]indol-1-yl)-1,4-butanediol (CHEBI:172497) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1'-(benzenesulfonyl)-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:130185) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1'-(benzenesulfonyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:129163) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1'-(cyclohexylmethyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-2-(2-pyridinyl)ethanone (CHEBI:124973) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1'-(cyclopentylmethyl)-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-2-(4-morpholinyl)ethanone (CHEBI:126318) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1'-(cyclopropylmethyl)-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-2-(dimethylamino)ethanone (CHEBI:128456) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1'-[(2-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:125831) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1'-[(2-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-1-propanone (CHEBI:128923) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1'-[(4-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-2-methoxyethanone (CHEBI:126355) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1'-[(4-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:130341) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1'-[(4-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-1-propanone (CHEBI:129615) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1'-[(4-fluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-1-propanone (CHEBI:130655) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1'-[1,3-benzodioxol-5-yl(oxo)methyl]-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:128873) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1'-[cyclopropyl(oxo)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-1-butanone (CHEBI:130210) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1'-acetyl-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-1-propanone (CHEBI:127049) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1'-benzoyl-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-2-cyclopropylethanone (CHEBI:126085) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1'-benzoyl-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-2-cyclopropylethanone (CHEBI:128324) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1'-ethylsulfonyl-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-2-(2-pyridinyl)ethanone (CHEBI:124977) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1'-ethylsulfonyl-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-1-butanone (CHEBI:127632) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-1',9-dimethyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-2-phenylethanone (CHEBI:127542) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-1',9-dimethyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-2-(2-pyridinyl)ethanone (CHEBI:124979) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-1'-(2-thiazolylmethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-1-butanone (CHEBI:130801) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-1'-(phenylmethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-2-(4-morpholinyl)ethanone (CHEBI:130735) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-1'-(phenylmethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-2-methoxyethanone (CHEBI:128452) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-1'-[(2-methoxyphenyl)methyl]-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:128092) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-1'-[(5-phenyl-3-isoxazolyl)methyl]-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:127183) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-1'-methyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-2-phenylethanone (CHEBI:128811) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-1'-methylsulfonyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-1-butanone (CHEBI:129851) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-1'-spiro[1,2,3,9-tetrahydropyrido[3,4-b]indole-4,4'-piperidine]yl]-1-butanone (CHEBI:129254) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-1'-spiro[1,2,3,9-tetrahydropyrido[3,4-b]indole-4,4'-piperidine]yl]-2-(3-pyridinyl)ethanone (CHEBI:126726) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-2,9-dimethyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-2-(4-morpholinyl)ethanone (CHEBI:127068) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-2-(2-pyridinylmethyl)-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:131126) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-2-(3-pyridinylmethyl)-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-1-butanone (CHEBI:126298) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-2-(4-methylphenyl)sulfonyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-1-butanone (CHEBI:126502) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-2-(4-methylphenyl)sulfonyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-2-(3-pyridinyl)ethanone (CHEBI:128205) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-2-[(2-methoxyphenyl)methyl]-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:129992) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-2-[(3-methoxyphenyl)methyl]-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-2-methoxyethanone (CHEBI:130841) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-2-[(4-methoxyphenyl)methyl]-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-2-pyridin-4-ylethanone (CHEBI:124981) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-2-[(4-methoxyphenyl)methyl]-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:129136) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-2-[1-oxo-2-(2-pyridinyl)ethyl]-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-1-butanone (CHEBI:124978) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-2-methylsulfonyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-2-methoxyethanone (CHEBI:130769) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(1-oxo-2-phenylethyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-1-propanone (CHEBI:126928) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(3-pyridinylmethyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-2-methoxyethanone (CHEBI:126862) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(phenylmethyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-2-methoxyethanone (CHEBI:125808) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(pyridin-4-ylmethyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-2-(4-morpholinyl)ethanone (CHEBI:127438) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-[oxo(2-pyrazinyl)methyl]-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:130976) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-[oxo(2-pyridinyl)methyl]-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-2-methoxyethanone (CHEBI:130109) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-methylsulfonyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-2-methoxyethanone (CHEBI:129116) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-2-methoxyethanone (CHEBI:128193) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-(2-thiazolylmethyl)-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-2-methoxyethanone (CHEBI:129849) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-(pyridin-4-ylmethyl)-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-2-pyridin-4-ylethanone (CHEBI:124976) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-[oxo(2-pyrazinyl)methyl]-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-1-propanone (CHEBI:125841) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-[oxo(2-pyridinyl)methyl]-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-2-phenylethanone (CHEBI:128413) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-[oxo(pyridin-4-yl)methyl]-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:127804) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-methylsulfonyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-2-methoxyethanone (CHEBI:129384) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-(1,3-benzodioxol-5-ylmethyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-2-methoxyethanone (CHEBI:129398) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-(benzenesulfonyl)-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-1-propanone (CHEBI:130063) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-(cyclopropylmethyl)-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-1-butanone (CHEBI:128087) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-[(2,5-difluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-2-(dimethylamino)ethanone (CHEBI:130676) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-[(2,5-difluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-1-propanone (CHEBI:128611) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-[(2,5-difluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-2-methoxyethanone (CHEBI:126774) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-[(2-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:128496) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-[(2-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-2-methoxyethanone (CHEBI:126405) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-[(2-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-2-(dimethylamino)ethanone (CHEBI:130957) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-[(2-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-2-cyclopropylethanone (CHEBI:127755) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-[(2-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-2-cyclopropylethanone (CHEBI:130423) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-[(2-fluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-2-methoxyethanone (CHEBI:128467) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-[(2-fluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-1-butanone (CHEBI:126373) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-[(3,5-dimethoxyphenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-2-(4-morpholinyl)ethanone (CHEBI:127362) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-[(3-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-1-propanone (CHEBI:126386) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-[(3-fluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:126401) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-[(3-fluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-2-methoxyethanone (CHEBI:129202) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-[(3-fluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-2-phenylethanone (CHEBI:126552) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-[(4-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-1-butanone (CHEBI:128477) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-[(4-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-1-propanone (CHEBI:126267) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-[(4-fluorophenyl)-oxomethyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-1-butanone (CHEBI:127551) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-[cyclopentyl(oxo)methyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-1-butanone (CHEBI:126279) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-[cyclopentyl(oxo)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-2-cyclopropylethanone (CHEBI:129065) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-[cyclopropyl(oxo)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-2-(dimethylamino)ethanone (CHEBI:129535) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-acetyl-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-2-(4-morpholinyl)ethanone (CHEBI:129833) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-acetyl-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:128225) is a harmala alkaloid (CHEBI:61379) 1-[(1R)-2-acetyl-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-1-butanone (CHEBI:126418) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1'-(benzenesulfonyl)-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:129007) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1'-(cyclopentylmethyl)-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-2-(4-morpholinyl)ethanone (CHEBI:125754) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1'-(cyclopropylmethyl)-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-2-(dimethylamino)ethanone (CHEBI:130451) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1'-[(2-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:127287) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1'-[(2-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-1-propanone (CHEBI:130566) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1'-[(4-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-2-methoxyethanone (CHEBI:125889) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1'-[(4-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:127918) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1'-[(4-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-1-propanone (CHEBI:126637) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1'-[(4-fluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-1-propanone (CHEBI:128396) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1'-[1,3-benzodioxol-5-yl(oxo)methyl]-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:130911) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1'-[cyclopropyl(oxo)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-1-butanone (CHEBI:128988) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1'-acetyl-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-1-propanone (CHEBI:126137) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1'-benzoyl-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-2-cyclopropylethanone (CHEBI:127118) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1'-ethylsulfonyl-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-2-(2-pyridinyl)ethanone (CHEBI:124970) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1'-ethylsulfonyl-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-1-butanone (CHEBI:128527) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-1',9-dimethyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-2-phenylethanone (CHEBI:130743) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-1'-(2-thiazolylmethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-1-butanone (CHEBI:128389) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-1'-(phenylmethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-2-methoxyethanone (CHEBI:128189) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-1'-[(2-methoxyphenyl)methyl]-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:130373) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-1'-[(5-phenyl-3-isoxazolyl)methyl]-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:128198) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-1'-methyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-2-phenylethanone (CHEBI:130584) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-1'-methylsulfonyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-1-butanone (CHEBI:126370) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-1'-spiro[1,2,3,9-tetrahydropyrido[3,4-b]indole-4,4'-piperidine]yl]-1-butanone (CHEBI:131058) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-2,9-dimethyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-2-(4-morpholinyl)ethanone (CHEBI:128106) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-2-(3-pyridinylmethyl)-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-1-butanone (CHEBI:130037) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-2-(4-methylphenyl)sulfonyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-1-butanone (CHEBI:130673) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-2-(4-methylphenyl)sulfonyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-2-(3-pyridinyl)ethanone (CHEBI:130022) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-2-[(2-methoxyphenyl)methyl]-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:130983) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-2-[(3-methoxyphenyl)methyl]-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-1-propanone (CHEBI:126148) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-2-[(4-methoxyphenyl)methyl]-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:130993) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-2-[1-oxo-2-(2-pyridinyl)ethyl]-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-1-butanone (CHEBI:124974) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-2-methylsulfonyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-2-methoxyethanone (CHEBI:127789) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(1-oxo-2-phenylethyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-1-propanone (CHEBI:129428) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(3-pyridinylmethyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-2-methoxyethanone (CHEBI:130870) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(phenylmethyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-2-methoxyethanone (CHEBI:125730) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(pyridin-4-ylmethyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-2-(4-morpholinyl)ethanone (CHEBI:127156) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-[4-oxanyl(oxo)methyl]-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:127143) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-[oxo(2-pyrazinyl)methyl]-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:129891) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-[oxo(2-pyridinyl)methyl]-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-2-methoxyethanone (CHEBI:125724) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-methylsulfonyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-2-methoxyethanone (CHEBI:128994) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-propyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-2-(4-morpholinyl)ethanone (CHEBI:127326) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:127772) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-1-butanone (CHEBI:129124) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-2-methoxyethanone (CHEBI:126664) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-(2-thiazolylmethyl)-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-2-methoxyethanone (CHEBI:127786) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-(pyridin-4-ylmethyl)-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-2-pyridin-4-ylethanone (CHEBI:124975) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-[oxo(2-pyrazinyl)methyl]-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-1-propanone (CHEBI:126663) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-[oxo(2-pyridinyl)methyl]-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-2-phenylethanone (CHEBI:127718) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-[oxo(pyridin-4-yl)methyl]-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:128232) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-methylsulfonyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-2-methoxyethanone (CHEBI:126435) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-2-(1,3-benzodioxol-5-ylmethyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-2-methoxyethanone (CHEBI:130547) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-2-(benzenesulfonyl)-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-1-propanone (CHEBI:130326) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-2-[(2,5-difluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-2-(dimethylamino)ethanone (CHEBI:125745) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-2-[(2,5-difluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-2-methoxyethanone (CHEBI:129341) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-2-[(2-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-1-propanone (CHEBI:128880) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-2-[(2-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-2-methoxyethanone (CHEBI:130156) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-2-[(2-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-2-cyclopropylethanone (CHEBI:126387) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-2-[(2-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-2-cyclopropylethanone (CHEBI:128793) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-2-[(2-fluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-2-methoxyethanone (CHEBI:127893) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-2-[(3,5-dimethoxyphenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-2-(4-morpholinyl)ethanone (CHEBI:128101) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-2-[(3-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-1-propanone (CHEBI:127102) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-2-[(3-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-2-methoxyethanone (CHEBI:129402) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-2-[(3-fluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:131067) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-2-[(3-fluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-2-methoxyethanone (CHEBI:131108) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-2-[(3-fluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-2-phenylethanone (CHEBI:129549) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-2-[(4-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-1-butanone (CHEBI:127753) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-2-[(4-fluorophenyl)-oxomethyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-1-butanone (CHEBI:129978) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-2-[cyclopentyl(oxo)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-2-cyclopropylethanone (CHEBI:130871) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-2-[cyclopropyl(oxo)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-2-(dimethylamino)ethanone (CHEBI:131086) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-2-acetyl-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-2-(4-morpholinyl)ethanone (CHEBI:125932) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-2-acetyl-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:130974) is a harmala alkaloid (CHEBI:61379) 1-[(1S)-2-acetyl-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-1-butanone (CHEBI:128585) is a harmala alkaloid (CHEBI:61379) 1-[3-[[4-(4-fluorophenyl)-1-piperazinyl]methyl]-4-methoxyphenyl]-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-3-carboxylic acid (CHEBI:116680) is a harmala alkaloid (CHEBI:61379) 1-acetyl-3-methoxycarbonyl-beta-carboline (CHEBI:70227) is a harmala alkaloid (CHEBI:61379) 1-Acetyl-beta-carboline (CHEBI:69598) is a harmala alkaloid (CHEBI:61379) 1-cyclohexyl-2-(1H-imidazol-2-ylmethyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole (CHEBI:121399) is a harmala alkaloid (CHEBI:61379) 1-cyclohexyl-2-[(1-ethyl-2-imidazolyl)methyl]-1,3,4,9-tetrahydropyrido[3,4-b]indole (CHEBI:105566) is a harmala alkaloid (CHEBI:61379) 1-Ethyl-9H-pyrido[3,4-b]indole (CHEBI:182548) is a harmala alkaloid (CHEBI:61379) 1-ethyl-beta-carboline-3-carboxylic acid (CHEBI:225519) is a harmala alkaloid (CHEBI:61379) 1-Hydroxymethyl-beta-carboline (CHEBI:228962) is a harmala alkaloid (CHEBI:61379) 1-methyl-2,9-dihydropyrido[3,4-b]indol-7-one (CHEBI:95347) is a harmala alkaloid (CHEBI:61379) 1-methyl-4-methylthio-beta-carboline (CHEBI:208044) is a harmala alkaloid (CHEBI:61379) 1-Phenyl-2,3,4,9-tetrahydro-1H-beta-carboline-3-carboxylic acid (CHEBI:172378) is a harmala alkaloid (CHEBI:61379) 1-vinyl-beta-carboline-3-carboxylic acid (CHEBI:215806) is a harmala alkaloid (CHEBI:61379) 2-(dimethylamino)-1-[(1R)-1-(hydroxymethyl)-7-methoxy-1'-(4-oxanylmethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:127224) is a harmala alkaloid (CHEBI:61379) 2-(dimethylamino)-1-[(1R)-1-(hydroxymethyl)-7-methoxy-1'-(5-pyrimidinylmethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:125767) is a harmala alkaloid (CHEBI:61379) 2-(dimethylamino)-1-[(1R)-1-(hydroxymethyl)-7-methoxy-1'-[oxo(pyridin-4-yl)methyl]-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:131315) is a harmala alkaloid (CHEBI:61379) 2-(dimethylamino)-1-[(1R)-1-(hydroxymethyl)-7-methoxy-2-(3-pyridinylmethyl)-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:130787) is a harmala alkaloid (CHEBI:61379) 2-(dimethylamino)-1-[(1R)-1-(hydroxymethyl)-7-methoxy-2-(pyridin-4-ylmethyl)-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:130380) is a harmala alkaloid (CHEBI:61379) 2-(dimethylamino)-1-[(1R)-1-(hydroxymethyl)-7-methoxy-2-[oxo(3-pyridinyl)methyl]-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:129539) is a harmala alkaloid (CHEBI:61379) 2-(dimethylamino)-1-[(1R)-1-(hydroxymethyl)-7-methoxy-2-methyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:127516) is a harmala alkaloid (CHEBI:61379) 2-(dimethylamino)-1-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(2-thiazolylmethyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:127027) is a harmala alkaloid (CHEBI:61379) 2-(dimethylamino)-1-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-methylsulfonyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:129082) is a harmala alkaloid (CHEBI:61379) 2-(dimethylamino)-1-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-(2-thiazolylmethyl)-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:131099) is a harmala alkaloid (CHEBI:61379) 2-(dimethylamino)-1-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-(4-oxanylmethyl)-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:127738) is a harmala alkaloid (CHEBI:61379) 2-(dimethylamino)-1-[(1S)-1-(hydroxymethyl)-7-methoxy-1'-(5-pyrimidinylmethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:126900) is a harmala alkaloid (CHEBI:61379) 2-(dimethylamino)-1-[(1S)-1-(hydroxymethyl)-7-methoxy-1'-[oxo(pyridin-4-yl)methyl]-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:126837) is a harmala alkaloid (CHEBI:61379) 2-(dimethylamino)-1-[(1S)-1-(hydroxymethyl)-7-methoxy-2-(3-pyridinylmethyl)-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:130251) is a harmala alkaloid (CHEBI:61379) 2-(dimethylamino)-1-[(1S)-1-(hydroxymethyl)-7-methoxy-2-(pyridin-4-ylmethyl)-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:129164) is a harmala alkaloid (CHEBI:61379) 2-(dimethylamino)-1-[(1S)-1-(hydroxymethyl)-7-methoxy-2-[oxo(3-pyridinyl)methyl]-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:129870) is a harmala alkaloid (CHEBI:61379) 2-(dimethylamino)-1-[(1S)-1-(hydroxymethyl)-7-methoxy-2-methyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:127089) is a harmala alkaloid (CHEBI:61379) 2-(dimethylamino)-1-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(2-thiazolylmethyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:130178) is a harmala alkaloid (CHEBI:61379) 2-(dimethylamino)-1-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(5-pyrimidinylmethyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:129590) is a harmala alkaloid (CHEBI:61379) 2-(dimethylamino)-1-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-methylsulfonyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:129749) is a harmala alkaloid (CHEBI:61379) 2-(dimethylamino)-1-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-(2-thiazolylmethyl)-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:128188) is a harmala alkaloid (CHEBI:61379) 2-[(1-ethyl-3-methyl-4-pyrazolyl)methyl]-1-(4-fluoro-3-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indole (CHEBI:116758) is a harmala alkaloid (CHEBI:61379) 2-cyclopropyl-1-[(1R)-1-(hydroxymethyl)-7-methoxy-1'-(3-pyridinylmethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:129685) is a harmala alkaloid (CHEBI:61379) 2-cyclopropyl-1-[(1R)-1-(hydroxymethyl)-7-methoxy-2-(2-pyridinylmethyl)-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:129872) is a harmala alkaloid (CHEBI:61379) 2-cyclopropyl-1-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(pyridin-4-ylmethyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:130141) is a harmala alkaloid (CHEBI:61379) 2-cyclopropyl-1-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:128550) is a harmala alkaloid (CHEBI:61379) 2-cyclopropyl-1-[(1R)-2-(2-cyclopropyl-1-oxoethyl)-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:130503) is a harmala alkaloid (CHEBI:61379) 2-cyclopropyl-1-[(1R)-2-(cyclopropylmethyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:127136) is a harmala alkaloid (CHEBI:61379) 2-cyclopropyl-1-[(1R)-2-[(3-fluorophenyl)-oxomethyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:125814) is a harmala alkaloid (CHEBI:61379) 2-cyclopropyl-1-[(1S)-1-(hydroxymethyl)-7-methoxy-1'-(3-pyridinylmethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:128289) is a harmala alkaloid (CHEBI:61379) 2-cyclopropyl-1-[(1S)-1-(hydroxymethyl)-7-methoxy-2-(2-pyridinylmethyl)-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:128632) is a harmala alkaloid (CHEBI:61379) 2-cyclopropyl-1-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-(pyridin-4-ylmethyl)-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:128538) is a harmala alkaloid (CHEBI:61379) 2-cyclopropyl-1-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:128802) is a harmala alkaloid (CHEBI:61379) 2-cyclopropyl-1-[(1S)-2-(2-cyclopropyl-1-oxoethyl)-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]ethanone (CHEBI:126819) is a harmala alkaloid (CHEBI:61379) 2-cyclopropyl-1-[(1S)-2-(cyclopropylmethyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:129996) is a harmala alkaloid (CHEBI:61379) 2-cyclopropyl-1-[(1S)-2-[(3-fluorophenyl)-oxomethyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]ethanone (CHEBI:127409) is a harmala alkaloid (CHEBI:61379) 20-O-desmethylchaetogline F (CHEBI:210722) is a harmala alkaloid (CHEBI:61379) 3-(7-hydroxy-9H-beta-carboline-1-yl)propanoic acid (CHEBI:223079) is a harmala alkaloid (CHEBI:61379) 3-Carboxy-2,3,4,9-tetrahydro-1H-pyrido[3,4-b]indole-1-propanoic acid (CHEBI:169490) is a harmala alkaloid (CHEBI:61379) 4,9-Dimethoxy-1-vinyl-beta-carboline (CHEBI:229014) is a harmala alkaloid (CHEBI:61379) 4-(9H-beta-carbolin-1-yl)-4-oxobut-2-enoic acid methyl ester (CHEBI:223365) is a harmala alkaloid (CHEBI:61379) 5-[[1-(2-methoxyphenyl)-1,3,4,9-tetrahydropyrido[3,4-b]indol-2-yl]methyl]-2-methylthiazole (CHEBI:120868) is a harmala alkaloid (CHEBI:61379) 6-(3-dimethylallyl)harmol (CHEBI:192559) is a harmala alkaloid (CHEBI:61379) 6-Hydroxyinfractin (CHEBI:212645) is a harmala alkaloid (CHEBI:61379) 6-hydroxymetatacarboline A (CHEBI:202920) is a harmala alkaloid (CHEBI:61379) 6-hydroxymetatacarboline C (CHEBI:210695) is a harmala alkaloid (CHEBI:61379) 6-hydroxymetatacarboline D (CHEBI:200042) is a harmala alkaloid (CHEBI:61379) 6-hydroxymetatacarboline E (CHEBI:209010) is a harmala alkaloid (CHEBI:61379) 6-hydroxymetatacarboline F (CHEBI:215388) is a harmala alkaloid (CHEBI:61379) 6-hydroxymetatacarboline G (CHEBI:201160) is a harmala alkaloid (CHEBI:61379) 6-hydroxymetatacarboline I (CHEBI:225773) is a harmala alkaloid (CHEBI:61379) 6-methoxy-1-methyl-3,4-dihydro-2H-pyrido[3,4-b]indole (CHEBI:92962) is a harmala alkaloid (CHEBI:61379) 7-methoxy-1-methyl-3,4-dihydro-2H-pyrido[3,4-b]indole (CHEBI:95328) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-(3-fluorophenyl)sulfonyl-7-methoxy-2,9-dimethyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:127002) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-(benzenesulfonyl)-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-(2-pyrazinyl)methanone (CHEBI:130010) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-(benzenesulfonyl)-7-methoxy-9-methyl-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:129641) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-(cyclohexylmethyl)-7-methoxy-2-[(1-methyl-4-imidazolyl)sulfonyl]-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:129531) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-(cyclohexylmethyl)-7-methoxy-9-methyl-2-methylsulfonyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:128465) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-(cyclopentylmethyl)-7-methoxy-2-methylsulfonyl-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:130427) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-(cyclopentylmethyl)-7-methoxy-9-methyl-2-(2-thiazolylmethyl)-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:125835) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-(cyclopropylmethyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-pyridin-4-ylmethanone (CHEBI:126796) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-(cyclopropylmethyl)-2-[(2-fluorophenyl)methyl]-7-methoxy-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:129094) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-(cyclopropylmethyl)-7-methoxy-2,9-dimethyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:127171) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-(cyclopropylmethyl)-7-methoxy-2-[(2-methoxyphenyl)methyl]-9-methyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:127261) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-(cyclopropylmethyl)-7-methoxy-9-methyl-2-(phenylmethyl)-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:127561) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-(cyclopropylmethyl)-7-methoxy-9-methyl-2-(phenylmethyl)-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:126944) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-[(2,5-difluorophenyl)methyl]-7-methoxy-9-methyl-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:129223) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-[(2,5-difluorophenyl)methyl]-7-methoxy-9-methyl-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:128024) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-[(2-chlorophenyl)methyl]-7-methoxy-9-methyl-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:130662) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-[(2-chlorophenyl)methyl]-7-methoxy-9-methyl-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:126258) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-[(2-fluorophenyl)methyl]-7-methoxy-2-[(1-methyl-4-imidazolyl)sulfonyl]-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:127148) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-[(2-fluorophenyl)methyl]-7-methoxy-9-methyl-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:128224) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-[(2-fluorophenyl)methyl]-7-methoxy-9-methyl-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:129033) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-[(3-fluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-(4-oxanyl)methanone (CHEBI:126977) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-[(4-chlorophenyl)methyl]-7-methoxy-9-methyl-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:129361) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-[(4-fluorophenyl)methyl]-7-methoxy-9-methyl-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:129433) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-ethylsulfonyl-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-(4-fluorophenyl)methanone (CHEBI:126589) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-ethylsulfonyl-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-(4-fluorophenyl)methanone (CHEBI:129487) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-ethylsulfonyl-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-(3-fluorophenyl)methanone (CHEBI:125843) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-ethylsulfonyl-2-[(2-fluorophenyl)methyl]-7-methoxy-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:128485) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-ethylsulfonyl-7-methoxy-1-spiro[1,2,3,9-tetrahydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:127088) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-ethylsulfonyl-7-methoxy-2,9-dimethyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:127368) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-ethylsulfonyl-7-methoxy-2-(3-methoxyphenyl)sulfonyl-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:127973) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-ethylsulfonyl-7-methoxy-2-(4-methylphenyl)sulfonyl-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:129096) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-ethylsulfonyl-7-methoxy-2-[(1-methyl-4-imidazolyl)sulfonyl]-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:129983) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-ethylsulfonyl-7-methoxy-9-methyl-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:126722) is a harmala alkaloid (CHEBI:61379) [(1R)-1'-ethylsulfonyl-7-methoxy-9-methyl-2-(4-oxanylmethyl)-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:125757) is a harmala alkaloid (CHEBI:61379) [(1R)-1-(hydroxymethyl)-7-methoxy-1'-(2-thiazolylmethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-(4-oxanyl)methanone (CHEBI:126134) is a harmala alkaloid (CHEBI:61379) [(1R)-1-(hydroxymethyl)-7-methoxy-1'-(4-methoxyphenyl)sulfonyl-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-(3-pyridinyl)methanone (CHEBI:128854) is a harmala alkaloid (CHEBI:61379) [(1R)-1-(hydroxymethyl)-7-methoxy-1'-(phenylmethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-(3-pyridinyl)methanone (CHEBI:128520) is a harmala alkaloid (CHEBI:61379) [(1R)-1-(hydroxymethyl)-7-methoxy-1'-methyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-pyridin-4-ylmethanone (CHEBI:126804) is a harmala alkaloid (CHEBI:61379) [(1R)-1-(hydroxymethyl)-7-methoxy-1'-methyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-phenylmethanone (CHEBI:130625) is a harmala alkaloid (CHEBI:61379) [(1R)-1-(hydroxymethyl)-7-methoxy-1'-methylsulfonyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-(2-pyridinyl)methanone (CHEBI:128778) is a harmala alkaloid (CHEBI:61379) [(1R)-1-(hydroxymethyl)-7-methoxy-1'-methylsulfonyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-(2-pyrazinyl)methanone (CHEBI:126482) is a harmala alkaloid (CHEBI:61379) [(1R)-1-(hydroxymethyl)-7-methoxy-1'-methylsulfonyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-(4-oxanyl)methanone (CHEBI:127468) is a harmala alkaloid (CHEBI:61379) [(1R)-1-(hydroxymethyl)-7-methoxy-1'-spiro[1,2,3,9-tetrahydropyrido[3,4-b]indole-4,4'-piperidine]yl]-(4-oxanyl)methanone (CHEBI:127346) is a harmala alkaloid (CHEBI:61379) [(1R)-1-(hydroxymethyl)-7-methoxy-1'-spiro[1,2,3,9-tetrahydropyrido[3,4-b]indole-4,4'-piperidine]yl]-phenylmethanone (CHEBI:130069) is a harmala alkaloid (CHEBI:61379) [(1R)-1-(hydroxymethyl)-7-methoxy-2,9-dimethyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-(3-pyridinyl)methanone (CHEBI:128439) is a harmala alkaloid (CHEBI:61379) [(1R)-1-(hydroxymethyl)-7-methoxy-2-[(4-methoxyphenyl)methyl]-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-phenylmethanone (CHEBI:128219) is a harmala alkaloid (CHEBI:61379) [(1R)-1-(hydroxymethyl)-7-methoxy-2-methylsulfonyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-(3-pyridinyl)methanone (CHEBI:126094) is a harmala alkaloid (CHEBI:61379) [(1R)-1-(hydroxymethyl)-7-methoxy-2-methylsulfonyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-phenylmethanone (CHEBI:130520) is a harmala alkaloid (CHEBI:61379) [(1R)-1-(hydroxymethyl)-7-methoxy-2-methylsulfonyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-pyridin-4-ylmethanone (CHEBI:130134) is a harmala alkaloid (CHEBI:61379) [(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-[oxo(pyridin-4-yl)methyl]-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-(4-oxanyl)methanone (CHEBI:126056) is a harmala alkaloid (CHEBI:61379) [(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-(3-pyridinylmethyl)-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-(3-pyridinyl)methanone (CHEBI:125822) is a harmala alkaloid (CHEBI:61379) [(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-(4-methylphenyl)sulfonyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-(2-pyridinyl)methanone (CHEBI:129947) is a harmala alkaloid (CHEBI:61379) [(1R)-2-(1,3-benzodioxol-5-ylmethyl)-1'-ethylsulfonyl-7-methoxy-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:126106) is a harmala alkaloid (CHEBI:61379) [(1R)-2-(1,3-benzodioxol-5-ylmethyl)-1'-ethylsulfonyl-7-methoxy-9-methyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:126815) is a harmala alkaloid (CHEBI:61379) [(1R)-2-(benzenesulfonyl)-1'-ethylsulfonyl-7-methoxy-9-methyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:126359) is a harmala alkaloid (CHEBI:61379) [(1R)-2-(cyclopropylmethyl)-1'-(3-fluorophenyl)sulfonyl-7-methoxy-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:129154) is a harmala alkaloid (CHEBI:61379) [(1R)-2-(cyclopropylmethyl)-1'-[(4-fluorophenyl)methyl]-7-methoxy-9-methyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:127741) is a harmala alkaloid (CHEBI:61379) [(1R)-2-(cyclopropylmethyl)-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-(4-fluorophenyl)methanone (CHEBI:126597) is a harmala alkaloid (CHEBI:61379) [(1R)-2-(cyclopropylmethyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-(3-fluorophenyl)methanone (CHEBI:127868) is a harmala alkaloid (CHEBI:61379) [(1R)-2-(cyclopropylmethyl)-7-methoxy-9-methyl-1'-[(1-methyl-4-imidazolyl)sulfonyl]-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:128746) is a harmala alkaloid (CHEBI:61379) [(1R)-2-(cyclopropylmethyl)-7-methoxy-9-methyl-1'-thiophen-2-ylsulfonyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:128688) is a harmala alkaloid (CHEBI:61379) [(1R)-2-[(2,5-difluorophenyl)methyl]-1'-ethylsulfonyl-7-methoxy-9-methyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:130716) is a harmala alkaloid (CHEBI:61379) [(1R)-2-[(2,5-difluorophenyl)methyl]-7-methoxy-1'-methyl-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:129389) is a harmala alkaloid (CHEBI:61379) [(1R)-2-[(2-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-cyclopropylmethanone (CHEBI:127200) is a harmala alkaloid (CHEBI:61379) [(1R)-2-[(2-fluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-(4-oxanyl)methanone (CHEBI:126555) is a harmala alkaloid (CHEBI:61379) [(1R)-2-[(3,5-dimethoxyphenyl)methyl]-1'-(3-fluorophenyl)sulfonyl-7-methoxy-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:127317) is a harmala alkaloid (CHEBI:61379) [(1R)-2-[(3,5-dimethoxyphenyl)methyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-(3-pyridinyl)methanone (CHEBI:127836) is a harmala alkaloid (CHEBI:61379) [(1R)-2-[(3,5-dimethoxyphenyl)methyl]-7-methoxy-9-methyl-1'-[(1-methyl-4-imidazolyl)sulfonyl]-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:127000) is a harmala alkaloid (CHEBI:61379) [(1R)-2-[(3-chlorophenyl)methyl]-1'-ethylsulfonyl-7-methoxy-9-methyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:128573) is a harmala alkaloid (CHEBI:61379) [(1R)-2-[(3-chlorophenyl)methyl]-7-methoxy-1'-methyl-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:130562) is a harmala alkaloid (CHEBI:61379) [(1R)-2-[(3-fluorophenyl)-oxomethyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-phenylmethanone (CHEBI:130744) is a harmala alkaloid (CHEBI:61379) [(1R)-2-[(4-chlorophenyl)methyl]-1'-(cyclopropylmethyl)-7-methoxy-9-methyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:126140) is a harmala alkaloid (CHEBI:61379) [(1R)-2-[(4-chlorophenyl)methyl]-1'-(cyclopropylmethyl)-7-methoxy-9-methyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:127852) is a harmala alkaloid (CHEBI:61379) [(1R)-2-[(4-chlorophenyl)methyl]-7-methoxy-1'-(2-thiazolylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:127243) is a harmala alkaloid (CHEBI:61379) [(1R)-2-[(4-chlorophenyl)methyl]-7-methoxy-1'-methylsulfonyl-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:129572) is a harmala alkaloid (CHEBI:61379) [(1R)-2-[(4-fluorophenyl)methyl]-7-methoxy-1'-(2-pyridinylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:130616) is a harmala alkaloid (CHEBI:61379) [(1R)-2-[(4-fluorophenyl)methyl]-7-methoxy-1'-methyl-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:129817) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-1',9-dimethyl-2-(4-methylphenyl)sulfonyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:129284) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-1',9-dimethyl-2-[(1-methyl-4-imidazolyl)sulfonyl]-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:129233) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-1'-(3-pyridinylmethyl)-2-(2-thiazolylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:127437) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-1'-(4-methoxyphenyl)sulfonyl-2-(pyridin-4-ylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:128074) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-1'-(4-methylphenyl)sulfonyl-2-(phenylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:129536) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-1'-(4-oxanylmethyl)-2-(pyridin-4-ylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:128955) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-1'-(4-oxanylmethyl)-2-(pyridin-4-ylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:130960) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-1'-(phenylmethyl)-1-spiro[1,2,3,9-tetrahydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:130524) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-1'-(pyridin-4-ylmethyl)-2-(2-thiazolylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:129944) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-1'-thiophen-2-ylsulfonyl-1-spiro[1,2,3,9-tetrahydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:127985) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-2,9-dimethyl-1'-(3-methylphenyl)sulfonyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:128694) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-2,9-dimethyl-1'-thiophen-2-ylsulfonyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:129752) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-2-(3-methoxyphenyl)sulfonyl-1'-methyl-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:127510) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-2-(4-methylphenyl)sulfonyl-1'-(2-thiazolylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:130164) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-2-(4-methylphenyl)sulfonyl-1'-(phenylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:128203) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-2-(pyridin-4-ylmethyl)-1'-[[4-(2-pyridinyl)phenyl]methyl]-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:129893) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-2-[(2-methoxyphenyl)methyl]-1',9-dimethyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:129355) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-2-[(2-methoxyphenyl)methyl]-1'-(4-methoxyphenyl)sulfonyl-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:130397) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-2-[(3-methoxyphenyl)methyl]-1',9-dimethyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:129227) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-2-[(3-methoxyphenyl)methyl]-1'-(2-pyridinylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:127097) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-2-[(3-methoxyphenyl)methyl]-1'-(2-pyridinylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:130442) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-2-[(3-methoxyphenyl)methyl]-1'-(4-oxanylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:130512) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-2-[(3-methoxyphenyl)methyl]-1'-methyl-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:130213) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-2-[(3-methoxyphenyl)methyl]-9-methyl-1'-methylsulfonyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:128531) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-2-methyl-1'-(4-methylphenyl)sulfonyl-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:130023) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-2-methyl-1'-[(1-methyl-4-imidazolyl)sulfonyl]-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:126556) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-2-methylsulfonyl-1'-(4-oxanylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:130955) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-9-methyl-1',2-bis(2-pyridinylmethyl)-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:126008) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-9-methyl-1'-(3-methylphenyl)sulfonyl-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:126879) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-9-methyl-1'-(4-methylphenyl)sulfonyl-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:125751) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-9-methyl-1'-(4-methylphenyl)sulfonyl-2-(phenylmethyl)-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:130803) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-9-methyl-1'-(4-oxanylmethyl)-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:125742) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-9-methyl-1'-(pyridin-4-ylmethyl)-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:128196) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-9-methyl-1'-[(5-phenyl-3-isoxazolyl)methyl]-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:129210) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-9-methyl-1'-[(5-phenyl-3-isoxazolyl)methyl]-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:129730) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-9-methyl-1'-[[4-(2-pyridinyl)phenyl]methyl]-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:127220) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-9-methyl-1'-[[4-(2-pyridinyl)phenyl]methyl]-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:130157) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-9-methyl-2-(4-methylphenyl)sulfonyl-1'-(3-pyridinylmethyl)-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:130435) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-9-methyl-2-(4-oxanylmethyl)-1'-(2-thiazolylmethyl)-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:130788) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-9-methyl-2-methylsulfonyl-1'-(2-thiazolylmethyl)-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:126627) is a harmala alkaloid (CHEBI:61379) [(1R)-7-methoxy-9-methyl-2-methylsulfonyl-1'-(4-oxanylmethyl)-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:126865) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-(3-fluorophenyl)sulfonyl-7-methoxy-2,9-dimethyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:127329) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-(cyclohexylmethyl)-7-methoxy-2-[(1-methyl-4-imidazolyl)sulfonyl]-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:130184) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-(cyclohexylmethyl)-7-methoxy-9-methyl-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:125728) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-(cyclohexylmethyl)-7-methoxy-9-methyl-2-methylsulfonyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:130311) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-(cyclopentylmethyl)-7-methoxy-2-methylsulfonyl-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:130511) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-(cyclopentylmethyl)-7-methoxy-9-methyl-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:127863) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-(cyclopentylmethyl)-7-methoxy-9-methyl-2-(2-thiazolylmethyl)-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:128321) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-(cyclopropylmethyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-pyridin-4-ylmethanone (CHEBI:127297) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-(cyclopropylmethyl)-2-[(2-fluorophenyl)methyl]-7-methoxy-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:129234) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-(cyclopropylmethyl)-2-[(2-fluorophenyl)methyl]-7-methoxy-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:127553) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-(cyclopropylmethyl)-7-methoxy-2,9-dimethyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:129332) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-(cyclopropylmethyl)-7-methoxy-2-[(2-methoxyphenyl)methyl]-9-methyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:126890) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-(cyclopropylmethyl)-7-methoxy-9-methyl-2-(phenylmethyl)-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:129246) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-[(2,5-difluorophenyl)methyl]-7-methoxy-1-spiro[1,2,3,9-tetrahydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:125874) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-[(2,5-difluorophenyl)methyl]-7-methoxy-9-methyl-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:129977) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-[(2,5-difluorophenyl)methyl]-7-methoxy-9-methyl-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:128313) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-[(2-chlorophenyl)methyl]-7-methoxy-9-methyl-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:126474) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-[(2-chlorophenyl)methyl]-7-methoxy-9-methyl-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:128986) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-[(2-fluorophenyl)methyl]-7-methoxy-2-[(1-methyl-4-imidazolyl)sulfonyl]-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:129717) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-[(2-fluorophenyl)methyl]-7-methoxy-9-methyl-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:130173) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-[(3-fluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-(4-oxanyl)methanone (CHEBI:127280) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-[(4-chlorophenyl)methyl]-7-methoxy-9-methyl-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:128066) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-[(4-fluorophenyl)methyl]-7-methoxy-1-spiro[1,2,3,9-tetrahydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:129657) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-ethylsulfonyl-1-(hydroxymethyl)-7-methoxy-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-(4-fluorophenyl)methanone (CHEBI:128556) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-ethylsulfonyl-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-(4-fluorophenyl)methanone (CHEBI:130842) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-ethylsulfonyl-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-(3-fluorophenyl)methanone (CHEBI:129132) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-ethylsulfonyl-2-[(2-fluorophenyl)methyl]-7-methoxy-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:126608) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-ethylsulfonyl-7-methoxy-2,9-dimethyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:128621) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-ethylsulfonyl-7-methoxy-2-(3-methoxyphenyl)sulfonyl-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:129196) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-ethylsulfonyl-7-methoxy-2-(4-methylphenyl)sulfonyl-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:130898) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-ethylsulfonyl-7-methoxy-2-[(1-methyl-4-imidazolyl)sulfonyl]-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:130867) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-ethylsulfonyl-7-methoxy-9-methyl-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:126206) is a harmala alkaloid (CHEBI:61379) [(1S)-1'-ethylsulfonyl-7-methoxy-9-methyl-2-(4-oxanylmethyl)-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:130001) is a harmala alkaloid (CHEBI:61379) [(1S)-1-(hydroxymethyl)-7-methoxy-1',9-dimethyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-(4-oxanyl)methanone (CHEBI:128706) is a harmala alkaloid (CHEBI:61379) [(1S)-1-(hydroxymethyl)-7-methoxy-1'-(2-thiazolylmethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-(4-oxanyl)methanone (CHEBI:127661) is a harmala alkaloid (CHEBI:61379) [(1S)-1-(hydroxymethyl)-7-methoxy-1'-(phenylmethyl)-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-(3-pyridinyl)methanone (CHEBI:128869) is a harmala alkaloid (CHEBI:61379) [(1S)-1-(hydroxymethyl)-7-methoxy-1'-methyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-pyridin-4-ylmethanone (CHEBI:127115) is a harmala alkaloid (CHEBI:61379) [(1S)-1-(hydroxymethyl)-7-methoxy-1'-methyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-phenylmethanone (CHEBI:126526) is a harmala alkaloid (CHEBI:61379) [(1S)-1-(hydroxymethyl)-7-methoxy-1'-methylsulfonyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-(2-pyridinyl)methanone (CHEBI:126214) is a harmala alkaloid (CHEBI:61379) [(1S)-1-(hydroxymethyl)-7-methoxy-1'-methylsulfonyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-(2-pyrazinyl)methanone (CHEBI:127742) is a harmala alkaloid (CHEBI:61379) [(1S)-1-(hydroxymethyl)-7-methoxy-1'-methylsulfonyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-(4-oxanyl)methanone (CHEBI:128733) is a harmala alkaloid (CHEBI:61379) [(1S)-1-(hydroxymethyl)-7-methoxy-1'-spiro[1,2,3,9-tetrahydropyrido[3,4-b]indole-4,4'-piperidine]yl]-(4-oxanyl)methanone (CHEBI:128375) is a harmala alkaloid (CHEBI:61379) [(1S)-1-(hydroxymethyl)-7-methoxy-1'-spiro[1,2,3,9-tetrahydropyrido[3,4-b]indole-4,4'-piperidine]yl]-phenylmethanone (CHEBI:128909) is a harmala alkaloid (CHEBI:61379) [(1S)-1-(hydroxymethyl)-7-methoxy-2,9-dimethyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-(3-pyridinyl)methanone (CHEBI:130353) is a harmala alkaloid (CHEBI:61379) [(1S)-1-(hydroxymethyl)-7-methoxy-2-(2-pyridinylmethyl)-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-(2-pyridinyl)methanone (CHEBI:129128) is a harmala alkaloid (CHEBI:61379) [(1S)-1-(hydroxymethyl)-7-methoxy-2-[(4-methoxyphenyl)methyl]-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-phenylmethanone (CHEBI:129982) is a harmala alkaloid (CHEBI:61379) [(1S)-1-(hydroxymethyl)-7-methoxy-2-methylsulfonyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-(3-pyridinyl)methanone (CHEBI:126860) is a harmala alkaloid (CHEBI:61379) [(1S)-1-(hydroxymethyl)-7-methoxy-2-methylsulfonyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-pyridin-4-ylmethanone (CHEBI:130439) is a harmala alkaloid (CHEBI:61379) [(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-[oxo(pyridin-4-yl)methyl]-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-(4-oxanyl)methanone (CHEBI:127969) is a harmala alkaloid (CHEBI:61379) [(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]-phenylmethanone (CHEBI:129811) is a harmala alkaloid (CHEBI:61379) [(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-(3-pyridinylmethyl)-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-(3-pyridinyl)methanone (CHEBI:128545) is a harmala alkaloid (CHEBI:61379) [(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-(4-methylphenyl)sulfonyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-(2-pyridinyl)methanone (CHEBI:126958) is a harmala alkaloid (CHEBI:61379) [(1S)-2-(1,3-benzodioxol-5-ylmethyl)-1'-ethylsulfonyl-7-methoxy-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:129045) is a harmala alkaloid (CHEBI:61379) [(1S)-2-(1,3-benzodioxol-5-ylmethyl)-1'-ethylsulfonyl-7-methoxy-9-methyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:130971) is a harmala alkaloid (CHEBI:61379) [(1S)-2-(1,3-benzodioxol-5-ylmethyl)-7-methoxy-1'-propyl-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:126725) is a harmala alkaloid (CHEBI:61379) [(1S)-2-(benzenesulfonyl)-1'-ethylsulfonyl-7-methoxy-9-methyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:127366) is a harmala alkaloid (CHEBI:61379) [(1S)-2-(cyclohexylmethyl)-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-(4-oxanyl)methanone (CHEBI:130570) is a harmala alkaloid (CHEBI:61379) [(1S)-2-(cyclopentylmethyl)-7-methoxy-1'-methyl-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:129197) is a harmala alkaloid (CHEBI:61379) [(1S)-2-(cyclopropylmethyl)-1'-[(2,5-difluorophenyl)methyl]-7-methoxy-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:127165) is a harmala alkaloid (CHEBI:61379) [(1S)-2-(cyclopropylmethyl)-1'-[(4-fluorophenyl)methyl]-7-methoxy-9-methyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:130501) is a harmala alkaloid (CHEBI:61379) [(1S)-2-(cyclopropylmethyl)-1'-[(4-fluorophenyl)methyl]-7-methoxy-9-methyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:128406) is a harmala alkaloid (CHEBI:61379) [(1S)-2-(cyclopropylmethyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]-phenylmethanone (CHEBI:131110) is a harmala alkaloid (CHEBI:61379) [(1S)-2-(cyclopropylmethyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-(3-fluorophenyl)methanone (CHEBI:127995) is a harmala alkaloid (CHEBI:61379) [(1S)-2-(cyclopropylmethyl)-7-methoxy-9-methyl-1'-[(1-methyl-4-imidazolyl)sulfonyl]-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:130419) is a harmala alkaloid (CHEBI:61379) [(1S)-2-(cyclopropylmethyl)-7-methoxy-9-methyl-1'-thiophen-2-ylsulfonyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:130970) is a harmala alkaloid (CHEBI:61379) [(1S)-2-[(2,5-difluorophenyl)methyl]-1'-ethylsulfonyl-7-methoxy-9-methyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:130811) is a harmala alkaloid (CHEBI:61379) [(1S)-2-[(2,5-difluorophenyl)methyl]-7-methoxy-1'-methyl-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:130943) is a harmala alkaloid (CHEBI:61379) [(1S)-2-[(2-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]-cyclopropylmethanone (CHEBI:126875) is a harmala alkaloid (CHEBI:61379) [(1S)-2-[(2-fluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-(4-oxanyl)methanone (CHEBI:130083) is a harmala alkaloid (CHEBI:61379) [(1S)-2-[(3,5-dimethoxyphenyl)methyl]-1'-(3-fluorophenyl)sulfonyl-7-methoxy-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:126219) is a harmala alkaloid (CHEBI:61379) [(1S)-2-[(3,5-dimethoxyphenyl)methyl]-7-methoxy-9-methyl-1'-[(1-methyl-4-imidazolyl)sulfonyl]-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:126641) is a harmala alkaloid (CHEBI:61379) [(1S)-2-[(3-chlorophenyl)methyl]-1'-ethylsulfonyl-7-methoxy-9-methyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:127693) is a harmala alkaloid (CHEBI:61379) [(1S)-2-[(3-chlorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]-cyclopropylmethanone (CHEBI:129915) is a harmala alkaloid (CHEBI:61379) [(1S)-2-[(3-chlorophenyl)methyl]-7-methoxy-1'-methyl-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:130148) is a harmala alkaloid (CHEBI:61379) [(1S)-2-[(4-chlorophenyl)methyl]-1'-(cyclopropylmethyl)-7-methoxy-9-methyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:130120) is a harmala alkaloid (CHEBI:61379) [(1S)-2-[(4-chlorophenyl)methyl]-7-methoxy-1'-(2-thiazolylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:126644) is a harmala alkaloid (CHEBI:61379) [(1S)-2-[(4-chlorophenyl)methyl]-7-methoxy-1'-methylsulfonyl-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:127230) is a harmala alkaloid (CHEBI:61379) [(1S)-2-[(4-fluorophenyl)methyl]-7-methoxy-1',9-dimethyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:129869) is a harmala alkaloid (CHEBI:61379) [(1S)-2-[(4-fluorophenyl)methyl]-7-methoxy-1'-(2-pyridinylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:125942) is a harmala alkaloid (CHEBI:61379) [(1S)-2-[(4-fluorophenyl)methyl]-7-methoxy-1'-methyl-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:128291) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-1',9-dimethyl-2-(4-methylphenyl)sulfonyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:129701) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-1',9-dimethyl-2-[(1-methyl-4-imidazolyl)sulfonyl]-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:126322) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-1'-(3-methylphenyl)sulfonyl-1-spiro[1,2,3,9-tetrahydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:130868) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-1'-(3-pyridinylmethyl)-2-(2-thiazolylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:131093) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-1'-(4-methoxyphenyl)sulfonyl-2-(pyridin-4-ylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:128392) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-1'-(4-methylphenyl)sulfonyl-2-(phenylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:128877) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-1'-(4-oxanylmethyl)-2-(pyridin-4-ylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:131092) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-1'-(pyridin-4-ylmethyl)-2-(2-thiazolylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:127279) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-1'-[(3-methoxyphenyl)methyl]-2-methylsulfonyl-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:129957) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-1'-thiophen-2-ylsulfonyl-1-spiro[1,2,3,9-tetrahydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:128214) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-2,9-dimethyl-1'-(3-methylphenyl)sulfonyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:125987) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-2,9-dimethyl-1'-thiophen-2-ylsulfonyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:127993) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-2-(3-methoxyphenyl)sulfonyl-1'-methyl-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:129623) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-2-(4-methylphenyl)sulfonyl-1'-(2-thiazolylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:126021) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-2-(4-methylphenyl)sulfonyl-1'-(phenylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:125883) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-2-(phenylmethyl)-1'-(5-pyrimidinylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:125735) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-2-(pyridin-4-ylmethyl)-1'-[[4-(2-pyridinyl)phenyl]methyl]-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:126612) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-2-[(2-methoxyphenyl)methyl]-1',9-dimethyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:126773) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-2-[(2-methoxyphenyl)methyl]-1'-(4-methoxyphenyl)sulfonyl-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:129486) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-2-[(2-methoxyphenyl)methyl]-9-methyl-1'-propyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:128945) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-2-[(3-methoxyphenyl)methyl]-1',9-dimethyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:128532) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-2-[(3-methoxyphenyl)methyl]-1'-(2-pyridinylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:126509) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-2-[(3-methoxyphenyl)methyl]-1'-(4-oxanylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:129321) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-2-[(3-methoxyphenyl)methyl]-1'-methyl-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:131010) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-2-[(3-methoxyphenyl)methyl]-9-methyl-1'-methylsulfonyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:130206) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-2-methyl-1'-(4-methylphenyl)sulfonyl-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:128046) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-2-methyl-1'-[(1-methyl-4-imidazolyl)sulfonyl]-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:130276) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-2-methyl-1'-methylsulfonyl-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:128959) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-2-methylsulfonyl-1'-(4-oxanylmethyl)-1-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:128491) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-9-methyl-1',2-bis-(4-methylphenyl)sulfonyl-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:127303) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-9-methyl-1'-(3-methylphenyl)sulfonyl-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:127402) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-9-methyl-1'-(3-methylphenyl)sulfonyl-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:130953) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-9-methyl-1'-(4-methylphenyl)sulfonyl-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:130444) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-9-methyl-1'-(4-methylphenyl)sulfonyl-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:127277) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-9-methyl-1'-(4-methylphenyl)sulfonyl-2-(phenylmethyl)-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:129429) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-9-methyl-1'-(4-oxanylmethyl)-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:128759) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-9-methyl-1'-(pyridin-4-ylmethyl)-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:126550) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-9-methyl-1'-[(5-phenyl-3-isoxazolyl)methyl]-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:129533) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-9-methyl-1'-[[4-(2-pyridinyl)phenyl]methyl]-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:127218) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-9-methyl-1'-[[4-(2-pyridinyl)phenyl]methyl]-1-spiro[2,3-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:129177) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-9-methyl-2-(4-methylphenyl)sulfonyl-1'-(3-pyridinylmethyl)-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:128796) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-9-methyl-2-(4-oxanylmethyl)-1'-(2-thiazolylmethyl)-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanol (CHEBI:130678) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-9-methyl-2-methylsulfonyl-1'-(2-thiazolylmethyl)-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:126920) is a harmala alkaloid (CHEBI:61379) [(1S)-7-methoxy-9-methyl-2-methylsulfonyl-1'-(5-pyrimidinylmethyl)-1-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanol (CHEBI:127316) is a harmala alkaloid (CHEBI:61379) [3-(1-methyl-2-pyrrolyl)-1H-pyrazol-5-yl]-[1-(2-pyridinyl)-1,3,4,9-tetrahydropyrido[3,4-b]indol-2-yl]methanone (CHEBI:120792) is a harmala alkaloid (CHEBI:61379) beta-carboline-1-propionic acid (CHEBI:190929) is a harmala alkaloid (CHEBI:61379) beta-Carboline-2-carbaldehyde, 1-(quinolin-8-yl)-1,3,4,9-tetrahydro- (CHEBI:182604) is a harmala alkaloid (CHEBI:61379) Borrerine (CHEBI:3155) is a harmala alkaloid (CHEBI:61379) Brevicarine (CHEBI:182703) is a harmala alkaloid (CHEBI:61379) Brevicolline (CHEBI:3174) is a harmala alkaloid (CHEBI:61379) Brunnein A (CHEBI:208729) is a harmala alkaloid (CHEBI:61379) Brunnein B (CHEBI:204037) is a harmala alkaloid (CHEBI:61379) Calligonine (CHEBI:3323) is a harmala alkaloid (CHEBI:61379) Ceceline (CHEBI:3477) is a harmala alkaloid (CHEBI:61379) cyclobutyl-[(1R)-1'-(cyclopentylmethyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:130493) is a harmala alkaloid (CHEBI:61379) cyclobutyl-[(1R)-1-(hydroxymethyl)-7-methoxy-1'-[oxo(2-pyridinyl)methyl]-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:126376) is a harmala alkaloid (CHEBI:61379) cyclobutyl-[(1R)-1-(hydroxymethyl)-7-methoxy-1'-methylsulfonyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:127216) is a harmala alkaloid (CHEBI:61379) cyclobutyl-[(1R)-1-(hydroxymethyl)-7-methoxy-1'-spiro[1,2,3,9-tetrahydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:130262) is a harmala alkaloid (CHEBI:61379) cyclobutyl-[(1R)-1-(hydroxymethyl)-7-methoxy-2,9-dimethyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:126623) is a harmala alkaloid (CHEBI:61379) cyclobutyl-[(1R)-1-(hydroxymethyl)-7-methoxy-2-[oxo(pyridin-4-yl)methyl]-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:127727) is a harmala alkaloid (CHEBI:61379) cyclobutyl-[(1R)-2-[(2,5-difluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:130417) is a harmala alkaloid (CHEBI:61379) cyclobutyl-[(1R)-2-[(2,5-difluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:129579) is a harmala alkaloid (CHEBI:61379) cyclobutyl-[(1S)-1'-(cyclopentylmethyl)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:127723) is a harmala alkaloid (CHEBI:61379) cyclobutyl-[(1S)-1-(hydroxymethyl)-7-methoxy-1'-[oxo(2-pyridinyl)methyl]-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:126794) is a harmala alkaloid (CHEBI:61379) cyclobutyl-[(1S)-1-(hydroxymethyl)-7-methoxy-1'-methylsulfonyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:125954) is a harmala alkaloid (CHEBI:61379) cyclobutyl-[(1S)-1-(hydroxymethyl)-7-methoxy-2,9-dimethyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:131124) is a harmala alkaloid (CHEBI:61379) cyclobutyl-[(1S)-1-(hydroxymethyl)-7-methoxy-2-[oxo(pyridin-4-yl)methyl]-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:127519) is a harmala alkaloid (CHEBI:61379) cyclobutyl-[(1S)-2-[(2,5-difluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:126527) is a harmala alkaloid (CHEBI:61379) cyclobutyl-[(1S)-2-[(2,5-difluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:128029) is a harmala alkaloid (CHEBI:61379) cyclohexyl-[(1R)-1-(hydroxymethyl)-7-methoxy-1'-methyl-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:129824) is a harmala alkaloid (CHEBI:61379) cyclohexyl-[(1R)-1-(hydroxymethyl)-7-methoxy-2-(2-thiazolylmethyl)-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:126168) is a harmala alkaloid (CHEBI:61379) cyclohexyl-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-(pyridin-4-ylmethyl)-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:129825) is a harmala alkaloid (CHEBI:61379) cyclohexyl-[(1S)-1-(hydroxymethyl)-7-methoxy-2-(2-thiazolylmethyl)-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:126960) is a harmala alkaloid (CHEBI:61379) cyclohexyl-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-(pyridin-4-ylmethyl)-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:128544) is a harmala alkaloid (CHEBI:61379) cyclopentyl-[(1R)-1-(hydroxymethyl)-7-methoxy-2-(2-thiazolylmethyl)-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:128849) is a harmala alkaloid (CHEBI:61379) cyclopentyl-[(1R)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-methylsulfonyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:130115) is a harmala alkaloid (CHEBI:61379) cyclopentyl-[(1S)-1-(hydroxymethyl)-7-methoxy-9-methyl-2-methylsulfonyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:129079) is a harmala alkaloid (CHEBI:61379) cyclopropyl-[(1R)-1'-[(3-fluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:126789) is a harmala alkaloid (CHEBI:61379) cyclopropyl-[(1R)-1-(hydroxymethyl)-7-methoxy-1'-[(2-methoxyphenyl)methyl]-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:126846) is a harmala alkaloid (CHEBI:61379) cyclopropyl-[(1R)-1-(hydroxymethyl)-7-methoxy-1'-[(3-methoxyphenyl)methyl]-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:130198) is a harmala alkaloid (CHEBI:61379) cyclopropyl-[(1R)-1-(hydroxymethyl)-7-methoxy-2-methyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:126967) is a harmala alkaloid (CHEBI:61379) cyclopropyl-[(1R)-2-[(2,5-difluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:130931) is a harmala alkaloid (CHEBI:61379) cyclopropyl-[(1S)-1'-[(3-fluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:128153) is a harmala alkaloid (CHEBI:61379) cyclopropyl-[(1S)-1-(hydroxymethyl)-7-methoxy-1'-[(2-methoxyphenyl)methyl]-9-methyl-2-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:126699) is a harmala alkaloid (CHEBI:61379) cyclopropyl-[(1S)-1-(hydroxymethyl)-7-methoxy-1'-[(3-methoxyphenyl)methyl]-2-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:130062) is a harmala alkaloid (CHEBI:61379) cyclopropyl-[(1S)-1-(hydroxymethyl)-7-methoxy-2-methyl-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:126362) is a harmala alkaloid (CHEBI:61379) cyclopropyl-[(1S)-2-[(2,5-difluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-9-methyl-1'-spiro[1,3-dihydropyrido[3,4-b]indole-4,3'-azetidine]yl]methanone (CHEBI:128347) is a harmala alkaloid (CHEBI:61379) cyclopropyl-[(1S)-2-[(2-fluorophenyl)methyl]-1-(hydroxymethyl)-7-methoxy-1'-spiro[3,9-dihydro-1H-pyrido[3,4-b]indole-4,4'-piperidine]yl]methanone (CHEBI:129960) is a harmala alkaloid (CHEBI:61379) daibucarboline A (CHEBI:69067) is a harmala alkaloid (CHEBI:61379) daibucarboline B (CHEBI:69068) is a harmala alkaloid (CHEBI:61379) daibucarboline C (CHEBI:69069) is a harmala alkaloid (CHEBI:61379) Dehydroxymethylflazine (CHEBI:190030) is a harmala alkaloid (CHEBI:61379) Deoxytubulosine (CHEBI:4433) is a harmala alkaloid (CHEBI:61379) Dialdehyde 11678 (CHEBI:4484) is a harmala alkaloid (CHEBI:61379) Dichotomide IX (CHEBI:70217) is a harmala alkaloid (CHEBI:61379) Dichotomide VII (CHEBI:70215) is a harmala alkaloid (CHEBI:61379) Dichotomide VIII (CHEBI:70216) is a harmala alkaloid (CHEBI:61379) Dichotomide X (CHEBI:70218) is a harmala alkaloid (CHEBI:61379) Dichotomide XI (CHEBI:70219) is a harmala alkaloid (CHEBI:61379) Dichotomide XII, (rel)- (CHEBI:70220) is a harmala alkaloid (CHEBI:61379) Dichotomide XIII, (rel)- (CHEBI:70221) is a harmala alkaloid (CHEBI:61379) Dichotomide XIV (CHEBI:70222) is a harmala alkaloid (CHEBI:61379) Eudistomin G (CHEBI:80764) is a harmala alkaloid (CHEBI:61379) Eudistomin H (CHEBI:80956) is a harmala alkaloid (CHEBI:61379) flazin (CHEBI:69443) is a harmala alkaloid (CHEBI:61379) Flazine methyl ether (CHEBI:175110) is a harmala alkaloid (CHEBI:61379) Glucodichotomine B (CHEBI:70226) is a harmala alkaloid (CHEBI:61379) Harmalan (CHEBI:168077) is a harmala alkaloid (CHEBI:61379) harmaline (CHEBI:28172) is a harmala alkaloid (CHEBI:61379) harmalol (CHEBI:27943) is a harmala alkaloid (CHEBI:61379) harman (CHEBI:5623) is a harmala alkaloid (CHEBI:61379) harmine (CHEBI:28121) is a harmala alkaloid (CHEBI:61379) Harmine HCl (CHEBI:228876) is a harmala alkaloid (CHEBI:61379) harmol (CHEBI:192558) is a harmala alkaloid (CHEBI:61379) Infractin (CHEBI:222843) is a harmala alkaloid (CHEBI:61379) Isoeudistomine U (CHEBI:221813) is a harmala alkaloid (CHEBI:61379) Lavendamycin (CHEBI:214556) is a harmala alkaloid (CHEBI:61379) Marinacarboline A (CHEBI:69592) is a harmala alkaloid (CHEBI:61379) Marinacarboline C (CHEBI:69594) is a harmala alkaloid (CHEBI:61379) Marinacarboline D (CHEBI:69595) is a harmala alkaloid (CHEBI:61379) Marinacarboline M (CHEBI:224634) is a harmala alkaloid (CHEBI:61379) Marinacarboline N (CHEBI:224640) is a harmala alkaloid (CHEBI:61379) Metatacarboline A (CHEBI:215285) is a harmala alkaloid (CHEBI:61379) Metatacarboline C (CHEBI:224916) is a harmala alkaloid (CHEBI:61379) Metatacarboline D (CHEBI:209584) is a harmala alkaloid (CHEBI:61379) Metatacarboline E (CHEBI:216802) is a harmala alkaloid (CHEBI:61379) Metatacarboline F (CHEBI:202849) is a harmala alkaloid (CHEBI:61379) Metatacarboline G (CHEBI:198071) is a harmala alkaloid (CHEBI:61379) methyl 1-((2-methyl carbamate)ethyl)-beta-carboline-3-carboxylate (CHEBI:198346) is a harmala alkaloid (CHEBI:61379) methyl 1-(methyl propionate)-beta-carboline-3-carboxylate (CHEBI:221811) is a harmala alkaloid (CHEBI:61379) methyl 1-(propionic acid)-beta-carboline-3-carboxylate (CHEBI:202889) is a harmala alkaloid (CHEBI:61379) N-(2,3-dimethylphenyl)-1-methyl-9H-pyrido[3,4-b]indole-3-carboxamide (CHEBI:121460) is a harmala alkaloid (CHEBI:61379) N-Methoxy-1-vinyl-beta-carboline (CHEBI:174150) is a harmala alkaloid (CHEBI:61379) Nonocarboline A (CHEBI:223340) is a harmala alkaloid (CHEBI:61379) Nonocarboline B (CHEBI:223344) is a harmala alkaloid (CHEBI:61379) Nonocarboline C (CHEBI:223347) is a harmala alkaloid (CHEBI:61379) Nonocarboline D (CHEBI:223351) is a harmala alkaloid (CHEBI:61379) Nonocarboline E (CHEBI:223354) is a harmala alkaloid (CHEBI:61379) Ochrolifuanine A (CHEBI:7720) is a harmala alkaloid (CHEBI:61379) Oxopropaline A (CHEBI:216645) is a harmala alkaloid (CHEBI:61379) Oxopropaline D (CHEBI:199661) is a harmala alkaloid (CHEBI:61379) Oxopropaline G (CHEBI:197836) is a harmala alkaloid (CHEBI:61379) Penipaline B (CHEBI:213984) is a harmala alkaloid (CHEBI:61379) Pityriacitrin (CHEBI:206617) is a harmala alkaloid (CHEBI:61379) Pityriacitrin B (CHEBI:199503) is a harmala alkaloid (CHEBI:61379) Pityriarubin A (CHEBI:207551) is a harmala alkaloid (CHEBI:61379) Pyridindolol (CHEBI:214433) is a harmala alkaloid (CHEBI:61379) Pyridindolol K1 (CHEBI:203801) is a harmala alkaloid (CHEBI:61379) Pyridindolol K2 (CHEBI:200096) is a harmala alkaloid (CHEBI:61379) Sphecoline B (CHEBI:215296) is a harmala alkaloid (CHEBI:61379) Sphecoline C (CHEBI:215320) is a harmala alkaloid (CHEBI:61379) Sphecoline D (CHEBI:215302) is a harmala alkaloid (CHEBI:61379) Stellarine A (CHEBI:70224) is a harmala alkaloid (CHEBI:61379) Stellarine B (CHEBI:70225) is a harmala alkaloid (CHEBI:61379) TCMDC-138263 (CHEBI:189396) is a harmala alkaloid (CHEBI:61379) Tetrahydroharmine (CHEBI:9485) is a harmala alkaloid (CHEBI:61379) Tetrahydroharmol (CHEBI:191646) is a harmala alkaloid (CHEBI:61379) Usambarensine (CHEBI:9910) is a harmala alkaloid (CHEBI:61379) Usambarine (CHEBI:9911) is a harmala alkaloid (CHEBI:61379)

Synonym	Source
harmala alkaloids	ChEBI

Last Modified

19 February 2013