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CHEBI:613010 - cocaine hydrochloride

Default Structure
ChEBI IDCHEBI:613010
ChEBI Namecocaine hydrochloride
Stars
DefinitionThe hydrochloride salt of cocaine. It is a local anesthetic and vasoconstrictor and is clinically used for that purpose, particularly in the eye, ear, nose, and throat. It also has powerful central nervous system effects similar to the amphetamines and is a drug of abuse.
Last Modified13 August 2010
DownloadsMolfile
FormulaC17H22NO4.Cl
Net Charge0
Average Mass339.819
Monoisotopic Mass339.12374
SMILES[Cl-].[H][C@]12CC[C@]([H])([C@@H](C(=O)OC)[C@@H](OC(=O)c3ccccc3)C1)[NH+]2C
InChIInChI=1S/C17H21NO4.ClH/c1-18-12-8-9-13(18)15(17(20)21-2)14(10-12)22-16(19)11-6-4-3-5-7-11;/h3-7,12-15H,8-10H2,1-2H3;1H/t12-,13+,14-,15+;/m0./s1
InChIKeyPIQVDUKEQYOJNR-VZXSFKIWSA-N
Roles Classification
Applications:
local anaesthetic  Any member of a group of drugs that reversibly inhibit the propagation of signals along nerves. Wide variations in potency, stability, toxicity, water-solubility and duration of action determine the route used for administration, e.g. topical, intravenous, epidural or spinal block.
central nervous system stimulant  Any drug that enhances the activity of the central nervous system.
ChEBI Ontology
Outgoing Relation(s)
cocaine hydrochloride (CHEBI:613010) has part cocaine(1+) (CHEBI:60056)
cocaine hydrochloride (CHEBI:613010) has role central nervous system stimulant (CHEBI:35337)
cocaine hydrochloride (CHEBI:613010) has role local anaesthetic (CHEBI:36333)
cocaine hydrochloride (CHEBI:613010) is a hydrochloride (CHEBI:36807)
IUPAC Name 
(1R,2R,3S,5S)-3-(benzoyloxy)-2-(methoxycarbonyl)-8-methyl-8-azoniabicyclo[3.2.1]octane chloride
Synonyms  Source
Cocain-chlorhydratChemIDplus
Cocaine chlorideChemIDplus
Cocaine HClChemIDplus
Cocaine muriateChemIDplus
l-Cocaine hydrochlorideChemIDplus
Manual XrefsDatabases
D02182KEGG DRUG
DB00907DrugBank
Registry NumbersSources
Gmelin:188889Gmelin
Beilstein:4302866Beilstein
CAS:53-21-4KEGG DRUG
CAS:53-21-4ChemIDplus