CHEBI:41001 - ecgonine benzoate

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ChEBI Name ecgonine benzoate
ChEBI ID CHEBI:41001
Definition A benzoate ester metabolite of cocaine formed by hydrolysis of the methyl ester group, catalysed by carboxylesterases.
Stars This entity has been manually annotated by the ChEBI Team.
Secondary ChEBI IDs CHEBI:3041
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Formula C16H19NO4
Net Charge 0
Average Mass 289.32640
Monoisotopic Mass 289.131
InChI InChI=1S/C16H19NO4/c1-17-11-7-8-12(17)14(15(18)19)13(9-11)21-16(20)10-5-3-2-4-6-10/h2-6,11-14H,7-9H2,1H3,(H,18,19)/t11-,12+,13-,14+/m0/s1
InChIKey GVGYEFKIHJTNQZ-RFQIPJPRSA-N
SMILES [H][C@]12CC[C@]([H])([C@H]([C@H](C1)OC(=O)c1ccccc1)C(O)=O)N2C
Roles Classification
Biological Role(s): marine xenobiotic metabolite
Any metabolite produced by metabolism of a xenobiotic compound in marine macro- and microorganisms.
plant metabolite
Any eukaryotic metabolite produced during a metabolic reaction in plants, the kingdom that include flowering plants, conifers and other gymnosperms.
human xenobiotic metabolite
Any human metabolite produced by metabolism of a xenobiotic compound in humans.
epitope
The biological role played by a material entity when bound by a receptor of the adaptive immune system. Specific site on an antigen to which an antibody binds.
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 ecgonine benzoate (CHEBI:41001) has functional parent ecgonine (CHEBI:4743)
ecgonine benzoate (CHEBI:41001) has role epitope (CHEBI:53000)
ecgonine benzoate (CHEBI:41001) has role human xenobiotic metabolite (CHEBI:76967)
ecgonine benzoate (CHEBI:41001) has role marine xenobiotic metabolite (CHEBI:83399)
ecgonine benzoate (CHEBI:41001) has role plant metabolite (CHEBI:76924)
ecgonine benzoate (CHEBI:41001) is a benzoate ester (CHEBI:36054)
ecgonine benzoate (CHEBI:41001) is a tropane alkaloid (CHEBI:37332)
IUPAC Name
(1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid
Synonyms Sources
(-)-benzoylecgonine DrugBank
(1R,2R,3S,5S)-8-methyl-3-[(phenylcarbonyl)oxy]-8-azabicyclo[3.2.1]octane-2-carboxylic acid PDBeChem
3-(Benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid NIST Chemistry WebBook
BCG DrugBank
BEG DrugBank
Benzoylecgonine ChemIDplus
O-Benzoyl-(-)-ecgonine NIST Chemistry WebBook
O-benzoylecgonine ChemIDplus
Database Links Databases
1QYG PDB
C00002280 KNApSAcK
C10847 KEGG COMPOUND
DB01515 DrugBank
Ecgonine_benzoate Wikipedia
HMDB0041836 HMDB
View more database links
Registry Numbers Types Sources
519-09-5 CAS Registry Number KEGG COMPOUND
519-09-5 CAS Registry Number NIST Chemistry WebBook
519-09-5 CAS Registry Number ChemIDplus
89637 Reaxys Registry Number Reaxys
89637 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
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Last Modified
19 November 2014