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CHEBI:141643 - 3-O-acetyl-4'-O-demethylpapaveroxine

ChEBI IDCHEBI:141643
ChEBI Name3-O-acetyl-4'-O-demethylpapaveroxine
Stars
ASCII Name3-O-acetyl-4'-O-demethylpapaveroxine
DefinitionA benzylisoquinoline alkaloid that is 8-hydroxy-2-methyl-6,7-methylenedioxy-1,2,3,4-tetrahydroisoquinoline which is substituted at the 1-pro-R position by an (acetyloxy)(2-formyl-3,4-dimethoxyphenyl)methyl group. An intermediate in the biosynthesis of noscarpine in the opium poppy, Papaver somniferum.
Last Modified19 July 2022
SubmitterKristian Axelsen
DownloadsMolfile
FormulaC23H25NO8
Net Charge0
Average Mass443.452
Monoisotopic Mass443.15802
SMILES[H][C@]1([C@@H](OC(C)=O)c2ccc(OC)c(OC)c2C=O)c2c(cc3c(c2O)OCO3)CCN1C
InChIInChI=1S/C23H25NO8/c1-12(26)32-22(14-5-6-16(28-3)21(29-4)15(14)10-25)19-18-13(7-8-24(19)2)9-17-23(20(18)27)31-11-30-17/h5-6,9-10,19,22,27H,7-8,11H2,1-4H3/t19-,22+/m1/s1
InChIKeyXKBBRFAPWMBHPG-KNQAVFIVSA-N
Species of MetaboliteComponentSourceComments
Papaver somniferum (ncbitaxon:3469) - PubMed (29723437) stem protein extracts used
Roles Classification
Chemical Role:
Bronsted base  A molecular entity capable of accepting a hydron from a donor (Brønsted acid).
Biological Roles:
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)
3-O-acetyl-4'-O-demethylpapaveroxine (CHEBI:141643) has role plant metabolite (CHEBI:76924)
3-O-acetyl-4'-O-demethylpapaveroxine (CHEBI:141643) is a acetate ester (CHEBI:47622)
3-O-acetyl-4'-O-demethylpapaveroxine (CHEBI:141643) is a benzaldehydes (CHEBI:22698)
3-O-acetyl-4'-O-demethylpapaveroxine (CHEBI:141643) is a benzylisoquinoline alkaloid (CHEBI:22750)
3-O-acetyl-4'-O-demethylpapaveroxine (CHEBI:141643) is a cyclic acetal (CHEBI:59770)
3-O-acetyl-4'-O-demethylpapaveroxine (CHEBI:141643) is a organic heterotricyclic compound (CHEBI:26979)
3-O-acetyl-4'-O-demethylpapaveroxine (CHEBI:141643) is a phenols (CHEBI:33853)
3-O-acetyl-4'-O-demethylpapaveroxine (CHEBI:141643) is a tertiary amino compound (CHEBI:50996)
Incoming Relation(s)
3-O-acetylpapaveroxine (CHEBI:141645) has functional parent 3-O-acetyl-4'-O-demethylpapaveroxine (CHEBI:141643)
IUPAC Name 
(S)-(2-formyl-3,4-dimethoxyphenyl)[(5R)-4-hydroxy-6-methyl-5,6,7,8-tetrahydro[1,3]dioxolo[4,5-g]isoquinolin-5-yl]methyl acetate
Synonym  Source
4'-O-desmethyl-3-O-acetylpapaveroxineKEGG COMPOUND
UniProt Name  Source
3-O-acetyl-4'-O-demethylpapaveroxineUniProt
Manual XrefsDatabases
CPD-14831MetaCyc
C21590KEGG COMPOUND
Citations