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
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
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| 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 |
|
| An integrated (2)H and (13)C NMR study of gluconeogenesis and TCA cycle flux in humans. | 2001 Oct |
|
| Methods for measuring glycogen cycling. | 2001 Sep |
|
| Mechanisms of impaired biliary excretion of acetaminophen glucuronide after acute phenobarbital treatment or phenobarbital pretreatment. | 2002 Sep |
|
| Feasibility of atmospheric pressure desorption/ionization on silicon mass spectrometry in analysis of drugs. | 2003 |
|
| Noninvasive evaluation of liver metabolism by 2H and 13C NMR isotopomer analysis of human urine. | 2003 Jan 15 |
|
| Analysis of acetaminophen glucuronide conjugate accompanied by adduct ion production by liquid chromatography-atmospheric pressure chemical ionization-mass spectrometry. | 2003 Jan 15 |
|
| Transiently altered acetaminophen metabolism after liver transplantation. | 2003 Jun |
|
| Hepatobiliary excretion of acetaminophen glutathione conjugate and its derivatives in transport-deficient (TR-) hyperbilirubinemic rats. | 2003 Jun |
|
| Higher insulin concentrations are required to suppress gluconeogenesis than glycogenolysis in nondiabetic humans. | 2003 Sep |
|
| Glucose production pathways by 2H and 13C NMR in patients with HIV-associated lipoatrophy. | 2004 Apr |
|
| The quantification of paracetamol, paracetamol glucuronide and paracetamol sulphate in plasma and urine using a single high-performance liquid chromatography assay. | 2004 Feb 18 |
|
| Effect of taurine on biliary excretion and metabolism of acetaminophen in male hamsters. | 2004 Nov |
|
| Altered disposition of acetaminophen in mice with a disruption of the Mrp3 gene. | 2005 Nov |
|
| Intra- and interindividual variability of glucuronidation of paracetamol during repeated administration of propacetamol in neonates. | 2005 Sep |
|
| Global systems biology, personalized medicine and molecular epidemiology. | 2006 |
|
| Noninvasive analysis of hepatic glycogen kinetics before and after breakfast with deuterated water and acetaminophen. | 2006 Aug |
|
| Glucuronidation in the chimpanzee (Pan troglodytes): studies with acetaminophen, oestradiol and morphine. | 2006 Dec |
|
| Comments on "shift from biliary to urinary elimination of acetaminophen-glucuronide in acetaminophen-pretreated rats". | 2006 Feb |
|
| Pathways of galactose metabolism by galactosemics: evidence for galactose conversion to hepatic UDPglucose. | 2006 Feb |
|
| 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 |
|
| Ethynylestradiol increases expression and activity of rat liver MRP3. | 2006 Jun |
|
| 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 |
|
| Expression of 25 human ABC transporters in the yeast Pichia pastoris and characterization of the purified ABCC3 ATPase activity. | 2007 Jul 10 |
|
| Evidence for function of UDP galactose pyrophosphorylase in mice with absent galactose-1-phosphate uridyltransferase. | 2007 Jun |
|
| Urinary metabolites to assess in vivo ontogeny of hepatic drug metabolism in early neonatal life. | 2007 May |
|
| Beneficial effect of spironolactone administration on ethynylestradiol-induced cholestasis in the rat: involvement of up-regulation of multidrug resistance-associated protein 2. | 2007 Nov |
|
| 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 |
|
| Prandial insulin and the systemic appearance of meal-derived glucose in people with type 1 diabetes. | 2008 Nov |
|
| In vivo glucuronidation activity of drugs in neonates: extensive interindividual variability despite their young age. | 2009 Aug |
|
| Simultaneous RP-HPLC determination of sotalol, metoprolol, alpha-hydroxymetoprolol, paracetamol and its glucuronide and sulfate metabolites in human urine. | 2009 Jun |
|
| Altered disposition of acetaminophen in Nrf2-null and Keap1-knockdown mice. | 2009 May |
|
| 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 |
|
| Evaluating human liver reserve function by measuring serum concentrations of phenacetin and its metabolites. | 2010 Dec |
| Name | Type | Language | ||
|---|---|---|---|---|
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
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 | |||
|
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 | |||
|
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 | |||
|
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 | |||
|
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 | |||
|
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 |
PARENT (METABOLITE INACTIVE)
SALT/SOLVATE (PARENT)
SUBSTANCE RECORD
