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Cocaethylene : ウィキペディア英語版
Cocaethylene

Cocaethylene (ethylbenzoylecgonine) is the ethyl ester of benzoylecgonine. It is structurally similar to cocaine, which is the methyl ester of benzoylecgonine. Cocaethylene is formed ''in vivo'' by the liver when cocaine and ethanol coexist in the blood.
==Metabolic production from cocaine==

Normally, cocaine's metabolism produces two primarily biologically inactive metabolitesbenzoylecgonine and ecgonine methyl ester. The hepatic enzyme carboxylesterase is an important part of cocaine's metabolism because it acts as a catalyst for the hydrolysis of cocaine in the liver, which produces these inactive metabolites. If ethanol is present during the metabolism of cocaine, a portion of the cocaine undergoes transesterification with ethanol, rather than undergoing hydrolysis with water, which results in the production of cocaethylene.〔(Cocaethylene metabolism : interaction with cocaine and ethanol ) Cocaethylene metabolism and interaction with cocaine and ethanol: role of carboxylesterases by Laizure SC, Mandrell T, Gades NM, Parker RB (January 31st, 2003).〕
:cocaine + H2O → benzoylecgonine + methanol (with liver carboxylesterase 1)〔http://biocyc.org/META/NEW-IMAGE?type=REACTION&object=RXN-13424〕
:benzoylecgonine + ethanol → cocaethylene + H2O
:cocaine + ethanol → cocaethylene + methanol (with liver carboxylesterase 1)〔http://biocyc.org/META/NEW-IMAGE?type=REACTION&object=RXN-13425〕

抄文引用元・出典: フリー百科事典『 ウィキペディア(Wikipedia)
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