Acetaminophen glucuronide  (Synonyms: APAP-glu)

Acetaminophen glucuronide (APAP-glu) is an inactive glucuronide metabolite of Acetaminophen (HY-66005)^[1][2]. Acetaminophen is a selective cyclooxygenase-2 (COX-2) inhibitor and a potent hepatic N-acetyltransferase 2 (NAT2) inhibitor^[3][4].

Acetaminophen is metabolized in the liver mainly by glucuronidation and sulfation, thus generating the nontoxic metabolites, Acetaminophen glucuronide (APAP-glu). Acetaminophen glucuronide is a substrate for both canalicular Mrp2 and basolateral Mrp3 in rodents^[1].

MedChemExpress (MCE) has not independently confirmed the accuracy of these methods. They are for reference only.

327.29

C₁₄H₁₇NO₈

16110-10-4

Solid

White to off-white

OC([C@H]([C@H]([C@@H]([C@H]1O)O)O)O[C@H]1OC2=CC=C(C=C2)NC(C)=O)=O

Room temperature in continental US; may vary elsewhere.

• [1]. Carolina I Ghanem, et al. Shift from biliary to urinary elimination of acetaminophen-glucuronide in acetaminophen-pretreated rats. J Pharmacol Exp Ther. 2005 Dec;315(3):987-95.  [Content Brief]

  [2]. Liudmila L Mazaleuskaya, et al. PharmGKB summary: pathways of acetaminophen metabolism at the therapeutic versus toxic doses. Pharmacogenet Genomics. 2015 Aug;25(8):416-26.  [Content Brief]

  [3]. Hinz, B, et al. Acetaminophen (paracetamol) is a selective cyclooxygenase-2 inhibitor in man. FASEB J, 2008. 22(2): p. 383-90.  [Content Brief]

  [4]. Rothen JP, et al. Acetaminophen is an inhibitor of hepatic N-acetyltransferase 2 in vitro and in vivo. Pharmacogenetics. 1998 Dec;8(6):553-9.  [Content Brief]