CHEBI:31529 - ecgonine methyl ester

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ChEBI Name ecgonine methyl ester
ChEBI ID CHEBI:31529
Definition The O-debenzoyl analogue of cocaine.
Stars This entity has been manually annotated by the ChEBI Team.
Supplier Information
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Formula C10H17NO3
Net Charge 0
Average Mass 199.24690
Monoisotopic Mass 199.121
InChI InChI=1S/C10H17NO3/c1-11-6-3-4-7(11)9(8(12)5-6)10(13)14-2/h6-9,12H,3-5H2,1-2H3/t6-,7+,8-,9+/m0/s1
InChIKey QIQNNBXHAYSQRY-UYXSQOIJSA-N
SMILES [H][C@]12CC[C@]([H])([C@H]([C@@H](O)C1)C(=O)OC)N2C
Metabolite of Species Details
Mus musculus (NCBI:txid10090) Source: BioModels - MODEL1507180067 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): opioid analgesic
A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
mouse metabolite
Any mammalian metabolite produced during a metabolic reaction in a mouse (Mus musculus).
metabolite
Any intermediate or product resulting from metabolism. The term 'metabolite' subsumes the classes commonly known as primary and secondary metabolites.
(via alkaloid )
analgesic
An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
Application(s): opioid analgesic
A narcotic or opioid substance, synthetic or semisynthetic agent producing profound analgesia, drowsiness, and changes in mood.
central nervous system depressant
A loosely defined group of drugs that tend to reduce the activity of the central nervous system.
peripheral nervous system drug
A drug that acts principally at one or more sites within the peripheral neuroeffector systems, the autonomic system, and motor nerve-skeletal system.
analgesic
An agent capable of relieving pain without the loss of consciousness or without producing anaesthesia. In addition, analgesic is a role played by a compound which is exhibited by a capability to cause a reduction of pain symptoms.
View more via ChEBI Ontology
ChEBI Ontology
Outgoing ecgonine methyl ester (CHEBI:31529) has functional parent ecgonine (CHEBI:4743)
ecgonine methyl ester (CHEBI:31529) has role analgesic (CHEBI:35480)
ecgonine methyl ester (CHEBI:31529) has role central nervous system depressant (CHEBI:35488)
ecgonine methyl ester (CHEBI:31529) has role metabolite (CHEBI:25212)
ecgonine methyl ester (CHEBI:31529) has role mouse metabolite (CHEBI:75771)
ecgonine methyl ester (CHEBI:31529) has role opioid analgesic (CHEBI:35482)
ecgonine methyl ester (CHEBI:31529) has role peripheral nervous system drug (CHEBI:49110)
ecgonine methyl ester (CHEBI:31529) is a methyl ester (CHEBI:25248)
ecgonine methyl ester (CHEBI:31529) is a tertiary amino compound (CHEBI:50996)
ecgonine methyl ester (CHEBI:31529) is a tropane alkaloid (CHEBI:37332)
ecgonine methyl ester (CHEBI:31529) is conjugate base of ecgoninium methyl ester(1+) (CHEBI:59908)
Incoming O-hydroxy(phenyl)phosphinoyl ecgonine methyl ester (CHEBI:273574) has functional parent ecgonine methyl ester (CHEBI:31529)
ecgoninium methyl ester(1+) (CHEBI:59908) is conjugate acid of ecgonine methyl ester (CHEBI:31529)
IUPAC Names
(1R,2R,3S,5S)-2-(methoxycarbonyl)tropan-3-ol
methyl (1R,2R,3S,5S)-3-hydroxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
Synonyms Sources
Methyl ecgonine ChemIDplus
Methyl ecgonine KEGG COMPOUND
Database Links Databases
C12448 KEGG COMPOUND
DB04688 DrugBank
ECG PDBeChem
View more database links
Registry Numbers Types Sources
7143-09-1 CAS Registry Number NIST Chemistry WebBook
7143-09-1 CAS Registry Number ChemIDplus
83529 Reaxys Registry Number Reaxys
83529 Beilstein Registry Number Beilstein
Citations Waiting for Citations Types Sources
11469854 PubMed citation Europe PMC
16472740 PubMed citation Europe PMC
20052577 PubMed citation Europe PMC
20077067 PubMed citation Europe PMC
21046786 PubMed citation Europe PMC
21885621 PubMed citation Europe PMC
22018173 PubMed citation Europe PMC
Last Modified
27 January 2016