A CYP3A4 and CYP2E1 metabolite of acetaminophen that at high doses depletes liver reserves of glutathione

N-Acetyl-4-benzoquinone imine – 500 µg

Brand:
Cayman
CAS:
50700-49-7
Storage:
-20
UN-No:
Non-Hazardous - /

N-Acetyl-4-benzoquinone imine (NAPQI) is a cytochrome P450 3A4 and 2E1 metabolite of acetaminophen that can be toxic to the liver when acetaminophen is consumed in large doses.{7361} At therapeutic doses of acetaminophen, NAPQI is inactivated by conjugation with glutathione. However, following toxic doses of acetaminophen, available liver reserves of glutathione are quickly depleted due to clearance of excess NAPQI, which enables hepatic proteins to become covalently modified by reactive metabolites and eventually results in hepatocyte necrosis.{7361}  

 

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Description

A CYP3A4 and CYP2E1 metabolite of acetaminophen that at high doses depletes liver reserves of glutathione, which allows hepatic proteins to become covalently modified by reactive metabolites and results in hepatocyte necrosis

Formal name: N-(4-oxo-2,5-cyclohexadien-1-ylidene)-acetamide

Synonyms:  N-Acetyl-p-benzoquinonimine|NAPQI

Molecular weight: 149.2

CAS: 50700-49-7

Purity: ≥90%

Formulation: A crystalline solid

Product Type|Biochemicals|Xenobiotic Metabolites||Research Area|Cell Biology|Cell Death|Necrosis||Research Area|Toxicology|Drug Metabolism|Cytochrome P450

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