Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C14H17NO8 |
| Molecular Weight | 327.2872 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
CC(=Nc1ccc(cc1)O[C@@]2([H])[C@@]([H])([C@]([H])([C@@]([H])([C@@]([H])(C(=O)O)O2)O)O)O)O
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
| Molecular Formula | C14H17NO8 |
| Molecular Weight | 327.2872 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Intracellular inhibition of UDP-glucose dehydrogenase during ethanol oxidation. | 1983 Mar |
|
| High-performance liquid chromatographic assay for acetaminophen glucuronide in human liver microsomes. | 2001 Apr 5 |
|
| Cisapride raises the bioavailability of paracetamol by inhibiting its glucuronidation in man. | 2001 Jul |
|
| 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 |
|
| 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 |
|
| 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 |
|
| Induction of multidrug resistance protein 3 in rat liver is associated with altered vectorial excretion of acetaminophen metabolites. | 2003 Sep |
|
| Glucose production pathways by 2H and 13C NMR in patients with HIV-associated lipoatrophy. | 2004 Apr |
|
| 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 |
|
| 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 |
|
| Expression of 25 human ABC transporters in the yeast Pichia pastoris and characterization of the purified ABCC3 ATPase activity. | 2007 Jul 10 |
|
| Urinary metabolites to assess in vivo ontogeny of hepatic drug metabolism in early neonatal life. | 2007 May |
|
| Effect of the acute phase response induced by endotoxin administration on the expression and activity of UGT isoforms in rats. | 2008 Dec |
|
| 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 |
|
| Sources of hepatic glucose production by 2H2O ingestion and Bayesian analysis of 2H glucuronide enrichment. | 2008 Sep |
|
| Simultaneous modelling of the Michaelis-Menten kinetics of paracetamol sulphation and glucuronidation. | 2009 Jan |
|
| Additional evidence that transaldolase exchange, isotope discrimination during the triose-isomerase reaction, or both occur in humans: effects of type 2 diabetes. | 2009 Jul |
|
| Altered disposition of acetaminophen in Nrf2-null and Keap1-knockdown mice. | 2009 May |
|
| Evaluating human liver reserve function by measuring serum concentrations of phenacetin and its metabolites. | 2010 Dec |
|
| The effect of transcatheter arterial chemoembolization on phase II drug metabolism enzymes in patients with hepatocellular carcinoma. | 2010 Jan |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Jun 26 10:59:50 UTC 2021
by
admin
on
Sat Jun 26 10:59:50 UTC 2021
|
| Record UNII |
8BE7G9R76X
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| Record Status |
Validated (UNII)
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| Record Version |
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-
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83944
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C037386
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8BE7G9R76X
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16110-10-4
Created by
admin on Sat Jun 26 10:59:50 UTC 2021 , Edited by admin on Sat Jun 26 10:59:50 UTC 2021
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| Related Record | Type | Details | ||
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PARENT -> METABOLITE INACTIVE |
