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CHEBI:66701 - (+)-N-(methoxycarbonyl)-N-norboldine

ChEBI IDCHEBI:66701
ChEBI Name(+)-N-(methoxycarbonyl)-N-norboldine
Stars
ASCII Name(+)-N-(methoxycarbonyl)-N-norboldine
DefinitionAn aporphine alkaloid that is laurolistine with a N-methoxycarbonyl group. Isolated from the aerial parts of Litsea cubeba, it exhibits antimicrobial activities.
Last Modified4 January 2017
DownloadsMolfile
FormulaC20H21NO6
Net Charge0
Average Mass371.389
Monoisotopic Mass371.13689
SMILES[H][C@]12Cc3cc(O)c(OC)cc3-c3c(OC)c(O)cc(c31)CCN2C(=O)OC
InChIInChI=1S/C20H21NO6/c1-25-16-9-12-11(8-14(16)22)6-13-17-10(4-5-21(13)20(24)27-3)7-15(23)19(26-2)18(12)17/h7-9,13,22-23H,4-6H2,1-3H3/t13-/m0/s1
InChIKeyRYEXLSDOKVGMTN-ZDUSSCGKSA-N
Species of MetaboliteComponentSourceComments
Litsea cubeba (ncbitaxon:155299) aerial part (BTO:0001658) PubMed (18991207)
Roles Classification
Biological Roles:
antimicrobial agent  A substance that kills or slows the growth of microorganisms, including bacteria, viruses, fungi and protozoans.
plant metabolite  Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
metabolite  Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
ChEBI Ontology
Outgoing Relation(s)
(+)-N-(methoxycarbonyl)-N-norboldine (CHEBI:66701) has functional parent laurolistine (CHEBI:66557)
(+)-N-(methoxycarbonyl)-N-norboldine (CHEBI:66701) has role antimicrobial agent (CHEBI:33281)
(+)-N-(methoxycarbonyl)-N-norboldine (CHEBI:66701) has role plant metabolite (CHEBI:76924)
(+)-N-(methoxycarbonyl)-N-norboldine (CHEBI:66701) is a aporphine alkaloid (CHEBI:134209)
(+)-N-(methoxycarbonyl)-N-norboldine (CHEBI:66701) is a aromatic ether (CHEBI:35618)
(+)-N-(methoxycarbonyl)-N-norboldine (CHEBI:66701) is a carboxylic ester (CHEBI:33308)
(+)-N-(methoxycarbonyl)-N-norboldine (CHEBI:66701) is a phenols (CHEBI:33853)
IUPAC Name 
methyl (6aS)-2,9-dihydroxy-1,10-dimethoxy-4,5,6a,7-tetrahydro-6H-dibenzo[de,g]quinoline-6-carboxylate
Citations