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CHEBI:27958 - cocaine

ChEBI IDCHEBI:27958
ChEBI Namecocaine
Stars
DefinitionA tropane alkaloid obtained from leaves of the South American shrub Erythroxylon coca.
Secondary ChEBI IDsCHEBI:3801, CHEBI:23346, CHEBI:41642
Last Modified22 February 2017
DownloadsMolfile

FormulaC17H21NO4
Net Charge0
Average Mass303.358
Monoisotopic Mass303.14706
SMILES[H][C@]12CC[C@]([H])([C@@H](C(=O)OC)[C@@H](OC(=O)c3ccccc3)C1)N2C
InChIInChI=1S/C17H21NO4/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/t12-,13+,14-,15+/m0/s1
InChIKeyZPUCINDJVBIVPJ-LJISPDSOSA-N

Wikipedia
Species of MetaboliteComponentSourceComments
Erythroxylum coca (ncbitaxon:289672) - PubMed (25303034)
Mus musculus (ncbitaxon:10090) - PubMed (19425150) Source: BioModels - MODEL1507180067
Roles Classification

ChEBI Ontology
IUPAC Names 
methyl (1R,2R,3S,5S)-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
(1R,2R,3S,5S)-2-(methoxycarbonyl)tropan-3-yl benzoate
Synonyms  Source
CocaineKEGG COMPOUND
l-CocainKEGG COMPOUND
beta-CocainKEGG COMPOUND
methyl benzoylecgonineChemIDplus
l-cocaineChemIDplus
2-methyl-3β-hydroxy-1αH,5αH-tropane-2β-carboxylate benzoate (ester)NIST Chemistry WebBook
Manual XrefsDatabases
C01416KEGG COMPOUND
COCPDBeChem
D00110KEGG DRUG
DB00907DrugBank
CocaineWikipedia
CPD-9776MetaCyc
C00002285KNApSAcK
723DrugCentral
Registry NumbersSources
Gmelin:170209Gmelin
Beilstein:3621912Beilstein
Reaxys:91034Reaxys
Reaxys:5291037Reaxys
CAS:50-36-2KEGG COMPOUND
CAS:50-36-2ChemIDplus
CAS:50-36-2NIST Chemistry WebBook
Citations