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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
Cisapride raises the bioavailability of paracetamol by inhibiting its glucuronidation in man.
2001 Jul
Type I diabetes mellitus does not alter initial splanchnic glucose extraction or hepatic UDP-glucose flux during enteral glucose administration.
2001 Jun
Hepatobiliary excretion of acetaminophen glutathione conjugate and its derivatives in transport-deficient (TR-) hyperbilirubinemic rats.
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
A pharmacokinetic study of paracetamol in Thai beta-thalassemia/HbE patients.
2006 Sep
Effects of combined UDP-glucuronosyltransferase (UGT) 1A1*28 and 1A6*2 on paracetamol pharmacokinetics in beta-thalassemia/HbE.
2007
Hepatic synthesis and urinary elimination of acetaminophen glucuronide are exacerbated in bile duct-ligated rats.
2008 Mar
In vivo glucuronidation activity of drugs in neonates: extensive interindividual variability despite their young age.
2009 Aug
Effect of repeated administration with subtoxic doses of acetaminophen to rats on enterohepatic recirculation of a subsequent toxic dose.
2009 May 15
Does rapid metabolism ensure negligible risk from bisphenol A?
2009 Nov
Substance Class Chemical
Created
by admin
on Sat Dec 16 04:37:23 GMT 2023
Edited
by admin
on Sat Dec 16 04:37:23 GMT 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 Sat Dec 16 04:37:23 GMT 2023 , Edited by admin on Sat Dec 16 04:37:23 GMT 2023
PRIMARY
MESH
C037386
Created by admin on Sat Dec 16 04:37:23 GMT 2023 , Edited by admin on Sat Dec 16 04:37:23 GMT 2023
PRIMARY
CHEBI
32636
Created by admin on Sat Dec 16 04:37:23 GMT 2023 , Edited by admin on Sat Dec 16 04:37:23 GMT 2023
PRIMARY
FDA UNII
8BE7G9R76X
Created by admin on Sat Dec 16 04:37:23 GMT 2023 , Edited by admin on Sat Dec 16 04:37:23 GMT 2023
PRIMARY
EPA CompTox
DTXSID30936449
Created by admin on Sat Dec 16 04:37:23 GMT 2023 , Edited by admin on Sat Dec 16 04:37:23 GMT 2023
PRIMARY
CAS
16110-10-4
Created by admin on Sat Dec 16 04:37:23 GMT 2023 , Edited by admin on Sat Dec 16 04:37:23 GMT 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
PARENT -> METABOLITE INACTIVE
MAJOR
URINE