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

Main ChEBI Ontology Automatic Xrefs Reactions Pathways Models
ChEBI Name 3-O-acetyl-4'-O-demethylpapaveroxine
ChEBI ID CHEBI:141643
ChEBI ASCII Name 3-O-acetyl-4'-O-demethylpapaveroxine
Definition A 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.
Stars This entity has been manually annotated by the ChEBI Team.
Submitter Kristian Axelsen
Supplier Information
Download Molfile XML SDF
Formula C23H25NO8
Net Charge 0
Average Mass 443.447
Monoisotopic Mass 443.15802
InChI InChI=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
InChIKey XKBBRFAPWMBHPG-KNQAVFIVSA-N
SMILES C1=C2CCN([C@](C2=C(C=3OCOC13)O)([C@H](C=4C=CC(=C(C4C=O)OC)OC)OC(C)=O)[H])C
Metabolite of Species Details
Papaver somniferum (NCBI:txidtxid3469) stem protein extracts used See: PubMed
Roles Classification
Chemical Role(s): Bronsted base
A molecular entity capable of accepting a hydron from a donor (Bronsted acid).
(via organic amino compound )
Biological Role(s): plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
disinfectant
An antimicrobial agent that is applied to non-living objects to destroy harmful microorganisms or to inhibit their activity.
(via phenol )
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
(via phenol )
human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
(via phenol )
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
Application(s): antiseptic drug
A substance used locally on humans and other animals to destroy harmful microorganisms or to inhibit their activity (cf. disinfectants, which destroy microorganisms found on non-living objects, and antibiotics, which can be transported through the lymphatic system to destroy bacteria within the body).
(via phenol )
View more via ChEBI Ontology
ChEBI Ontology
Outgoing 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 phenol (CHEBI:15882)
3-O-acetyl-4'-O-demethylpapaveroxine (CHEBI:141643) is a tertiary amino compound (CHEBI:50996)
Incoming 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
Synonyms Sources
3-O-acetyl-4'-O-demethylpapaveroxine UniProt
4'-O-desmethyl-3-O-acetylpapaveroxine KEGG COMPOUND
Manual Xrefs Databases
C21590 KEGG COMPOUND
CPD-14831 MetaCyc
View more database links
Citations Waiting for Citations Types Sources
27378283 PubMed citation SUBMITTER
29723437 PubMed citation SUBMITTER
Last Modified
05 October 2018