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Details

Stereochemistry ABSOLUTE
Molecular Formula C14H17NO8
Molecular Weight 327.2867
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of ACETAMINOPHEN GLUCURONIDE

SMILES

CC(=O)NC1=CC=C(O[C@@H]2O[C@@H]([C@@H](O)[C@H](O)[C@H]2O)C(O)=O)C=C1

InChI

InChIKey=IPROLSVTVHAQLE-BYNIDDHOSA-N
InChI=1S/C14H17NO8/c1-6(16)15-7-2-4-8(5-3-7)22-14-11(19)9(17)10(18)12(23-14)13(20)21/h2-5,9-12,14,17-19H,1H3,(H,15,16)(H,20,21)/t9-,10-,11+,12-,14+/m0/s1

HIDE SMILES / InChI

Molecular Formula C14H17NO8
Molecular Weight 327.2867
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Intracellular inhibition of UDP-glucose dehydrogenase during ethanol oxidation.
1983 Mar
Effect of enteral vs. parenteral glucose delivery on initial splanchnic glucose uptake in nondiabetic humans.
2002 Aug
Mechanisms of impaired biliary excretion of acetaminophen glucuronide after acute phenobarbital treatment or phenobarbital pretreatment.
2002 Sep
Noninvasive evaluation of liver metabolism by 2H and 13C NMR isotopomer analysis of human urine.
2003 Jan 15
Paracetamol and metabolite pharmacokinetics in infants.
2003 Jul
Transiently altered acetaminophen metabolism after liver transplantation.
2003 Jun
Induction of multidrug resistance protein 3 in rat liver is associated with altered vectorial excretion of acetaminophen metabolites.
2003 Sep
Altered disposition of acetaminophen in mice with a disruption of the Mrp3 gene.
2005 Nov
Pathways of galactose metabolism by galactosemics: evidence for galactose conversion to hepatic UDPglucose.
2006 Feb
Monitoring paracetamol metabolism after single and repeated administration in pediatric patients with neoplastic diseases.
2007 Sep
Effect of the acute phase response induced by endotoxin administration on the expression and activity of UGT isoforms in rats.
2008 Dec
Evidence that processes other than gluconeogenesis may influence the ratio of deuterium on the fifth and third carbons of glucose: implications for the use of 2H2O to measure gluconeogenesis in humans.
2008 Jan
Hepatic synthesis and urinary elimination of acetaminophen glucuronide are exacerbated in bile duct-ligated rats.
2008 Mar
Development of an HPLC-MS/MS method for the selective determination of paracetamol metabolites in mouse urine.
2008 Mar 1
Prandial insulin and the systemic appearance of meal-derived glucose in people with type 1 diabetes.
2008 Nov
Altered disposition of acetaminophen in Nrf2-null and Keap1-knockdown mice.
2009 May
Substance Class Chemical
Created
by admin
on Thu Jul 06 10:29:31 UTC 2023
Edited
by admin
on Thu Jul 06 10:29:31 UTC 2023
Record UNII
8BE7G9R76X
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
ACETAMINOPHEN GLUCURONIDE
Common Name English
.BETA.-D-GLUCOPYRANOSIDURONIC ACID, 4-(ACETYLAMINO)PHENYL
Common Name English
4-GLUCURONOSIDOACETANILIDE
Common Name English
PARACETAMOL GLUCURONIDE
Common Name English
Code System Code Type Description
PUBCHEM
83944
Created by admin on Thu Jul 06 10:29:31 UTC 2023 , Edited by admin on Thu Jul 06 10:29:31 UTC 2023
PRIMARY
MESH
C037386
Created by admin on Thu Jul 06 10:29:31 UTC 2023 , Edited by admin on Thu Jul 06 10:29:31 UTC 2023
PRIMARY
CHEBI
32636
Created by admin on Thu Jul 06 10:29:31 UTC 2023 , Edited by admin on Thu Jul 06 10:29:31 UTC 2023
PRIMARY
FDA UNII
8BE7G9R76X
Created by admin on Thu Jul 06 10:29:31 UTC 2023 , Edited by admin on Thu Jul 06 10:29:31 UTC 2023
PRIMARY
EPA CompTox
DTXSID30936449
Created by admin on Thu Jul 06 10:29:31 UTC 2023 , Edited by admin on Thu Jul 06 10:29:31 UTC 2023
PRIMARY
CAS
16110-10-4
Created by admin on Thu Jul 06 10:29:31 UTC 2023 , Edited by admin on Thu Jul 06 10:29:31 UTC 2023
PRIMARY
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