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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
Interindividual variability in acetaminophen glucuronidation by human liver microsomes: identification of relevant acetaminophen UDP-glucuronosyltransferase isoforms.
2001 Dec
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
Immune thrombocytopenia resulting from sensitivity to metabolites of naproxen and acetaminophen.
2001 Jun 15
Effect of nizatidine on paracetamol and its metabolites in human plasma.
2002 Jun
Transiently altered acetaminophen metabolism after liver transplantation.
2003 Jun
Higher insulin concentrations are required to suppress gluconeogenesis than glycogenolysis in nondiabetic humans.
2003 Sep
The quantification of paracetamol, paracetamol glucuronide and paracetamol sulphate in plasma and urine using a single high-performance liquid chromatography assay.
2004 Feb 18
Identification of phenacetin metabolites in human urine after administration of phenacetin-C2H3: measurement of futile metabolic deacetylation via HPLC/MS-SPE-NMR and HPLC-ToF MS.
2006 Jul
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
Sources of hepatic glucose production by 2H2O ingestion and Bayesian analysis of 2H glucuronide enrichment.
2008 Sep
Simultaneous RP-HPLC determination of sotalol, metoprolol, alpha-hydroxymetoprolol, paracetamol and its glucuronide and sulfate metabolites in human urine.
2009 Jun
Substance Class Chemical
Created
by admin
on Sat Dec 16 04:37:23 UTC 2023
Edited
by admin
on Sat Dec 16 04:37:23 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 Sat Dec 16 04:37:23 UTC 2023 , Edited by admin on Sat Dec 16 04:37:23 UTC 2023
PRIMARY
MESH
C037386
Created by admin on Sat Dec 16 04:37:23 UTC 2023 , Edited by admin on Sat Dec 16 04:37:23 UTC 2023
PRIMARY
CHEBI
32636
Created by admin on Sat Dec 16 04:37:23 UTC 2023 , Edited by admin on Sat Dec 16 04:37:23 UTC 2023
PRIMARY
FDA UNII
8BE7G9R76X
Created by admin on Sat Dec 16 04:37:23 UTC 2023 , Edited by admin on Sat Dec 16 04:37:23 UTC 2023
PRIMARY
EPA CompTox
DTXSID30936449
Created by admin on Sat Dec 16 04:37:23 UTC 2023 , Edited by admin on Sat Dec 16 04:37:23 UTC 2023
PRIMARY
CAS
16110-10-4
Created by admin on Sat Dec 16 04:37:23 UTC 2023 , Edited by admin on Sat Dec 16 04:37:23 UTC 2023
PRIMARY
Related Record Type Details
SALT/SOLVATE -> PARENT
Related Record Type Details
PARENT -> METABOLITE INACTIVE
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