Preferred Name |
cocaine |
|
Synonyms |
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 COCAINE Cocaine (-)-cocaine [1R-(exo,exo)]-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid, methyl ester beta-Cocain 2-methyl-3beta-hydroxy-1alphaH,5alphaH-tropane-2beta-carboxylate benzoate (ester) methyl [1R-(exo,exo)]-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate methyl benzoylecgonine Benzoylmethylecgonine Cocain Cocaina Kokain Neurocaine cocainum l-Cocain l-cocaine |
|
Definitions |
A tropane alkaloid obtained from leaves of the South American shrub Erythroxylon coca. |
|
ID |
http://purl.obolibrary.org/obo/CHEBI_27958 |
|
charge |
0 |
|
database_cross_reference |
Gmelin:170209 Reaxys:5291037 PMID:11853120 PMID:25303034 MetaCyc:CPD-9776 Beilstein:5291037 KEGG:D00110 Beilstein:91034 PMID:17551070 PMID:11416615 DrugBank:DB00907 Reaxys:91034 Beilstein:3621912 PMID:21150772 KEGG:C01416 Drug_Central:723 KNApSAcK:C00002285 CAS:50-36-2 PDBeChem:COC PMID:19536276 Wikipedia:Cocaine PMID:14962054 |
|
definition |
A tropane alkaloid obtained from leaves of the South American shrub Erythroxylon coca. |
|
formula |
C17H21NO4 |
|
has role |
http://purl.obolibrary.org/obo/CHEBI_35337 http://purl.obolibrary.org/obo/CHEBI_76924 http://purl.obolibrary.org/obo/CHEBI_51039 http://purl.obolibrary.org/obo/CHEBI_35524 http://purl.obolibrary.org/obo/CHEBI_50949 http://purl.obolibrary.org/obo/CHEBI_35703 http://purl.obolibrary.org/obo/CHEBI_36333 http://purl.obolibrary.org/obo/CHEBI_75771 http://purl.obolibrary.org/obo/CHEBI_38633 http://purl.obolibrary.org/obo/CHEBI_35640 |
|
has_alternative_id |
CHEBI:41642 CHEBI:23346 CHEBI:3801 |
|
has_exact_synonym |
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 COCAINE Cocaine |
|
has_obo_namespace |
chebi_ontology |
|
has_related_synonym |
(-)-cocaine [1R-(exo,exo)]-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylic acid, methyl ester beta-Cocain 2-methyl-3beta-hydroxy-1alphaH,5alphaH-tropane-2beta-carboxylate benzoate (ester) methyl [1R-(exo,exo)]-3-(benzoyloxy)-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate methyl benzoylecgonine Benzoylmethylecgonine Cocain Cocaina Kokain Neurocaine cocainum l-Cocain l-cocaine |
|
has_RxCUI |
2653 |
|
id |
CHEBI:27958 |
|
in_subset | ||
inchi |
InChI=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 |
|
inchikey |
ZPUCINDJVBIVPJ-LJISPDSOSA-N |
|
is conjugate base of | ||
is_bearer_of | ||
label |
Cocaine cocaine |
|
mass |
303.35290 |
|
monoisotopicmass |
303.14706 |
|
notation |
CHEBI:27958 |
|
prefLabel |
cocaine |
|
smiles |
[H][C@]12CC[C@]([H])([C@H]([C@H](C1)OC(=O)c1ccccc1)C(=O)OC)N2C |
|
subClassOf |
http://purl.obolibrary.org/obo/CHEBI_37332 http://purl.obolibrary.org/obo/CHEBI_36054 |