Cocaethylene
General
Type :
Chemical_Nomenclature : ethyl (1R,2R,3S,5S)-3-benzoyloxy-8-methyl-8-azabicyclo[3.2.1]octane-2-carboxylate
Canonical SMILES : CCOC(=O)[C@@H]1[C@H]2CC[C@H](N2C)C[C@@H]1OC(=O)C3=CC=CC=C3
InChI : InChI=1S\/C18H23NO4\/c1-3-22-18(21)16-14-10-9-13(19(14)2)11-15(16)23-17(20)12-7-5-4-6-8-12\/h4-8,13-16H,3,9-11H2,1-2H3\/t13-,14+,15-,16+\/m0\/s1
InChIKey : NMPOSNRHZIWLLL-XUWVNRHRSA-N
Other name(s) : Ethylcocaine || Homococaine || Ethyl benzoylecgonine || Cocaethyline || Homocaine || Benzoylethylecgonin || SCHEMBL25282 || CHEBI:174315
MW : 317.4
Formula : C18H23NO4
CAS_number : 529-38-4
PubChem : 644006
UniChem : NMPOSNRHZIWLLL-XUWVNRHRSA-N
Target
Structures : No structure
Families : No family
References (7)
| Title : Catalytic activities of cocaine hydrolases against the most toxic cocaine metabolite norcocaethylene - Zheng_2020_Org.Biomol.Chem__ |
| Author(s) : Zheng X , Chen X , Zhang T , Zhan M , Zhan CG , Zheng F |
| Ref : Org Biomol Chem , : , 2020 |
| Abstract : |
| PubMedSearch : Zheng_2020_Org.Biomol.Chem__ |
| PubMedID: 32101217 |
| Title : Kinetic characterization of human butyrylcholinesterase mutants for the hydrolysis of cocaethylene - Hou_2014_Biochem.J_460_447 |
| Author(s) : Hou S , Zhan M , Zheng X , Zhan CG , Zheng F |
| Ref : Biochemical Journal , 460 :447 , 2014 |
| Abstract : |
| PubMedSearch : Hou_2014_Biochem.J_460_447 |
| PubMedID: 24870023 |
| Title : Crystal structure of a cocaine-binding antibody - Larsen_2001_J.Mol.Biol_311_9 |
| Author(s) : Larsen NA , Zhou B , Heine A , Wirsching P , Janda KD , Wilson IA |
| Ref : Journal of Molecular Biology , 311 :9 , 2001 |
| Abstract : |
| PubMedSearch : Larsen_2001_J.Mol.Biol_311_9 |
| PubMedID: 11469854 |
| Title : Quinidine inhibition of cocaethylene degradation in human serum in vitro: a preliminary study - Bailey_1999_Ther.Drug.Monit_21_301 |
| Author(s) : Bailey DN |
| Ref : Ther Drug Monit , 21 :301 , 1999 |
| Abstract : |
| PubMedSearch : Bailey_1999_Ther.Drug.Monit_21_301 |
| PubMedID: 10365641 |
| Title : In vitro transesterification of cocaethylene (ethylcocaine) in the presence of ethanol. esterase-mediated ethyl ester exchange esterase- mediated ethyl ester exchange - Bourland_1998_Drug.Metab.Dispos_26_203 |
| Author(s) : Bourland JA , Martin DK , Mayersohn M |
| Ref : Drug Metabolism & Disposition: The Biological Fate of Chemicals , 26 :203 , 1998 |
| Abstract : |
| PubMedSearch : Bourland_1998_Drug.Metab.Dispos_26_203 |
| PubMedID: 9492381 |
| Title : Human liver carboxylesterase hCE-1: binding specificity for cocaine, heroin, and their metabolites and analogs - Brzezinski_1997_Drug.Metab.Dispos_25_1089 |
| Author(s) : Brzezinski MR , Spink BJ , Dean RA , Berkman CE , Cashman JR , Bosron WF |
| Ref : Drug Metabolism & Disposition: The Biological Fate of Chemicals , 25 :1089 , 1997 |
| Abstract : |
| PubMedSearch : Brzezinski_1997_Drug.Metab.Dispos_25_1089 |
| PubMedID: 9311626 |
| Title : Purification and characterization of a human liver cocaine carboxylesterase that catalyzes the production of benzoylecgonine and the formation of cocaethylene from alcohol and cocaine - Brzezinski_1994_Biochem.Pharmacol_48_1747 |
| Author(s) : Brzezinski MR , Abraham TL , Stone CL , Dean RA , Bosron WF |
| Ref : Biochemical Pharmacology , 48 :1747 , 1994 |
| Abstract : |
| PubMedSearch : Brzezinski_1994_Biochem.Pharmacol_48_1747 |
| PubMedID: 7980644 |
| Gene_locus related to this paper: human-CES1 |