16110-10-4

16110-10-4 structure

Name: acetaminophen glucuronide
Chemical Name: acetaminophen O-β-D-glucosiduronic acid
CAS Number: 16110-10-4
Molecular Formula: C₁₄H₁₄D₃NO₈
Molecular Weight: 330.30500
Catalog: analytical chemistry Analytical reagent Ion chromatography reagent
Create Date: 2016-12-06 03:39:24
Modify Date: 2024-01-02 16:18:06
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].

Name	acetaminophen O-β-D-glucosiduronic acid
Synonyms	Acetaminophen D-glucuronide [14C]-Acetaminophen glucuronide paracetamol glucuronide acetaminophen glucuronide acetaminophen O-beta-D-glucosiduronic acid 4-glucuronosido-acetanilide

Description	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].
Related Catalog	Research Areas >> Others
In Vitro	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].
References	[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. [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. [3]. Hinz, B, et al. Acetaminophen (paracetamol) is a selective cyclooxygenase-2 inhibitor in man. FASEB J, 2008. 22(2): p. 383-90. [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.

Symbol	GHS07
Signal Word	Warning
Hazard Statements	H302
Hazard Codes	Xn
Risk Phrases	22
RIDADR	NONH for all modes of transport
HS Code	29389090

30824-21-6

~47%

16110-10-4

Literature: Hayes, John A.; Eccles, Kevin S.; Lawrence, Simon E.; Moynihan, Humphrey A. Carbohydrate Research, 2012 , vol. 349, p. 108 - 112

72692-06-9

16110-10-4

Literature: Hayes, John A.; Eccles, Kevin S.; Lawrence, Simon E.; Moynihan, Humphrey A. Carbohydrate Research, 2012 , vol. 349, p. 108 - 112

92420-89-8

16110-10-4

Literature: Hayes, John A.; Eccles, Kevin S.; Lawrence, Simon E.; Moynihan, Humphrey A. Carbohydrate Research, 2012 , vol. 349, p. 108 - 112

21080-66-0

108-24-7

16110-10-4

Literature: Smith; Williams Biochemical Journal, 1948 , vol. 42, p. 538,541 Biochemical Journal, 1949 , vol. 44, p. 242,245, 250, 251

103-90-2

2616-64-0

16110-10-4

Literature: Boldt, Petra; Rothschild, Markus A.; Kaeferstein, Herbert Arzneimittel-Forschung/Drug Research, 2007 , vol. 57, # 12 p. 787 - 794

103-90-2

78132-48-6

16110-10-4

Literature: Wong; Grace Jr.; Wright; Browning; Grossman; Bai; Christ Xenobiotica, 2006 , vol. 36, # 12 p. 1178 - 1190