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InChI=1S/CH4O/c1-2/h2H,1H3
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ChEBI
> Main
CHEBI:41001 - ecgonine benzoate
Main
ChEBI Ontology
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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
Supplier Information
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Molfile
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Read full article at Wikipedia
Formula
C16H19NO4
Net Charge
0
Average Mass
289.32640
Monoisotopic Mass
289.13141
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
)
View more via ChEBI Ontology
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
(1
R
,2
R
,3
S
,5
S
)-
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
Manual Xrefs
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
Types
Sources
11095584
PubMed citation
Europe PMC
11303043
PubMed citation
Europe PMC
11384570
PubMed citation
Europe PMC
11469854
PubMed citation
Europe PMC
12908939
PubMed citation
Europe PMC
14606999
PubMed citation
Europe PMC
15885702
PubMed citation
Europe PMC
16389661
PubMed citation
Europe PMC
17610217
PubMed citation
Europe PMC
18819113
PubMed citation
Europe PMC
18974960
PubMed citation
Europe PMC
19127949
PubMed citation
Europe PMC
Last Modified
19 November 2014