Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C14H16NO8.Na |
| Molecular Weight | 349.2685 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
[Na+].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=OINXIJJEOMGKPB-CYRSAHDMSA-M
InChI=1S/C14H17NO8.Na/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);/q;+1/p-1/t9-,10-,11+,12-,14+;/m0./s1
| Molecular Formula | C14H16NO8 |
| Molecular Weight | 326.2787 |
| Charge | -1 |
| Count |
|
| Stereochemistry | ABSOLUTE |
| Additional Stereochemistry | No |
| Defined Stereocenters | 5 / 5 |
| E/Z Centers | 0 |
| Optical Activity | UNSPECIFIED |
| Molecular Formula | Na |
| Molecular Weight | 22.9898 |
| Charge | 1 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
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 |
|
| 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 |
|
| Effect of enteral vs. parenteral glucose delivery on initial splanchnic glucose uptake in nondiabetic humans. | 2002 Aug |
|
| Effect of nizatidine on paracetamol and its metabolites in human plasma. | 2002 Jun |
|
| Acetaminophen and metabolite: lack of effect on nitric oxide synthase (constitutive or inducible). | 2002 Mar |
|
| 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 |
|
| 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 |
|
| 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 |
|
| Intra- and interindividual variability of glucuronidation of paracetamol during repeated administration of propacetamol in neonates. | 2005 Sep |
|
| 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 |
|
| 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 |
|
| 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 |
|
| Studies of acetaminophen and metabolites in urine and their correlations with toxicity using metabolomics. | 2009 Aug |
|
| 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 |
|
| 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 |
|
| Caco-2 cell monolayers as a tool to study simultaneous phase II metabolism and metabolite efflux of indomethacin, paracetamol and 1-naphthol. | 2010 Jan 4 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Sat Dec 16 19:47:03 UTC 2023
by
admin
on
Sat Dec 16 19:47:03 UTC 2023
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| Record UNII |
2P8DNC7A3V
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| Record Status |
Validated (UNII)
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| Record Version |
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23677081
Created by
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120595-80-4
Created by
admin on Sat Dec 16 19:47:03 UTC 2023 , Edited by admin on Sat Dec 16 19:47:03 UTC 2023
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2P8DNC7A3V
Created by
admin on Sat Dec 16 19:47:03 UTC 2023 , Edited by admin on Sat Dec 16 19:47:03 UTC 2023
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PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
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PARENT -> SALT/SOLVATE |
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