Details
Stereochemistry | ABSOLUTE |
Molecular Formula | C6H10O7.C4H11NO2 |
Molecular Weight | 299.275 |
Optical Activity | UNSPECIFIED |
Defined Stereocenters | 4 / 4 |
E/Z Centers | 0 |
Charge | 0 |
SHOW SMILES / InChI
SMILES
OCCNCCO.O[C@@H](C=O)[C@@H](O)[C@H](O)[C@H](O)C(O)=O
InChI
InChIKey=XQUKNPFXQIBKCF-JSCKKFHOSA-N
InChI=1S/C6H10O7.C4H11NO2/c7-1-2(8)3(9)4(10)5(11)6(12)13;6-3-1-5-2-4-7/h1-5,8-11H,(H,12,13);5-7H,1-4H2/t2-,3+,4-,5-;/m0./s1
Glucuronic acid is a sugar acid that was first identified in urine. It is an intermediate metabolite of the uronic acid pathway. Moreover, glucuronic acid is involved in detoxification of certain drugs and toxins by conjugating with them and forming glucuronides. Glucuronic acid has been found to cause an increase in TLR4-dependent reporter protein expression in a cell line transfected with TLR4 and associated co-signaling molecules, and can cause TLR4-dependent pain in humans.
Approval Year
PubMed
Title | Date | PubMed |
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p-Aminophenol-induced liver toxicity: tentative evidence of a role for acetaminophen. | 2001 |
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Probenecid-associated alterations in valproate glucuronide hepatobiliary disposition: mechanistic assessment using mathematical modeling. | 2001 Apr |
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Cryopreservation of rat precision-cut liver slices by ultrarapid freezing: influence on phase I and II metabolism and on cell viability upon incubation for 24 hours. | 2001 Apr 13 |
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The Arabidopsis thaliana ABC transporter AtMRP5 controls root development and stomata movement. | 2001 Apr 17 |
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Rapid and simultaneous determination of mycophenolic acid and its glucuronide conjugate in human plasma by ion-pair reversed-phase high-performance liquid chromatography using isocratic elution. | 2001 Apr 5 |
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Identification of the major metabolites of prochloraz in rainbow trout by liquid chromatography and tandem mass spectrometry. | 2001 Aug |
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Bisphenol a glucuronide, a major metabolite in rat bile after liver perfusion. | 2001 Aug |
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Metabolic fate of 2,4-dichloroaniline, prochloraz and nonylphenol diethoxylate in rainbow trout: a comparative in vivo/in vitro approach. | 2001 Aug |
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Intestinal absorption of rutin in free and conjugated forms. | 2001 Aug 1 |
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An electro-active system of immuno-assay (EASI assay) utilising self assembled monolayer modified electrodes. | 2001 Dec |
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Mass spectrometry of steroid glucuronide conjugates. I. Electron impact fragmentation of 5alpha-/5beta-androstan-3alpha-ol-17-one glucuronides, 5alpha-estran-3alpha-ol-17-one glucuronide and deuterium-labelled analogues. | 2001 Feb |
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Pharmacokinetic, pharmacodynamic, and outcome investigations as the basis for mycophenolic acid therapeutic drug monitoring in renal and heart transplant patients. | 2001 Feb |
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Metabolism and disposition of alpha-methylstyrene in rats. | 2001 Feb |
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Evidence for significant differences in microsomal drug glucuronidation by canine and human liver and kidney. | 2001 Feb |
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Bioconcentration and distribution of 4-tert-octylphenol residues in tissues of the rainbow trout (Oncorhynchus mykiss). | 2001 Feb |
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The ABC-like vacuolar transporter for rye mesophyll flavone glucuronides is not species-specific. | 2001 Jan |
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LC-1H NMR used for determination of the elution order of S-naproxen glucuronide isomers in two isocratic reversed-phase LC-systems. | 2001 Jan |
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Cisapride raises the bioavailability of paracetamol by inhibiting its glucuronidation in man. | 2001 Jul |
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Isolation of an unknown metabolite of the non-steroidal anti-inflammatory drug etodolac and its identification as 5-hydroxy etodolac. | 2001 Jul |
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Determination of the chemical structure of the capsular polysaccharide of strain B33, a fast-growing soya bean-nodulating bacterium isolated from an arid region of China. | 2001 Jul 15 |
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Functional expression of multidrug resistance protein 1 in Pichia pastoris. | 2001 Jul 27 |
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Importance of vacutainer selection in forensic toxicological analysis of drugs of abuse. | 2001 Jul-Aug |
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Disposition of naproxen, naproxen acyl glucuronide and its rearrangement isomers in the isolated perfused rat liver. | 2001 Jun |
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GC-FID as a primary method for establishing the purity of organic CRMs used for drugs in sport analysis. | 2001 Jun |
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Establishment of the transformants expressing human cytochrome P450 subtypes in HepG2, and their applications on drug metabolism and toxicology. | 2001 Jun |
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In vivo and in vitro percutaneous absorption of [(14)C]di-N-butylphthalate in rat. | 2001 Jun |
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Synthesis, high-performance liquid chromatography-nuclear magnetic resonance characterization and pharmacokinetics in mice of CD271 glucuronide. | 2001 Jun 5 |
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Separation and characterization of gall bladder bile metabolites from speckled trout, Salvelinus fontinalis, exposed to individual polycyclic aromatic compounds. | 2001 Mar |
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Synthesis of the beta-D-glucuronides of 2,3-, 3,4-, and 2,6-dichlorophenol. | 2001 Mar |
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Tissue distribution, excretion, and metabolism of 1,2,7,8-tetrachlorodibenzo-p-dioxin in the rat. | 2001 Mar |
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Application of LC-MS analysis to the characterisation of the in vitro and in vivo metabolite profiles of RGH-1756 in the rat. | 2001 Mar |
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Investigation of the in vitro metabolism profile of a phosphodiesterase-IV inhibitor, CDP-840: leading to structural optimization. | 2001 Mar |
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Determination of salicylate, gentisic acid and salicyluric acid in human urine by capillary electrophoresis with laser-induced fluorescence detection. | 2001 Mar 5 |
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Determination of 3-trifluoromethyl-4-nitrophenol and 3-trifluoromethyl-4-nitrophenol glucuronide in edible fillet tissue of rainbow trout and channel catfish by solid-phase extraction and liquid chromatography. | 2001 Mar-Apr |
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Adrenal steroids in human prostatic cancer cell lines. | 2001 Mar-Apr |
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Biotransformation of MTBE, ETBE, and TAME after inhalation or ingestion in rats and humans. | 2001 May |
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Epirubicin glucuronidation is catalyzed by human UDP-glucuronosyltransferase 2B7. | 2001 May |
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Applications of liquid chromatography-tandem mass spectrometry in drug and biomedical analyses. | 2001 Nov |
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Lamotrigine plasma levels reduced by oral contraceptives. | 2001 Nov |
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Single amino acid substitution of rat MRP2 results in acquired transport activity for taurocholate. | 2001 Oct |
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Fluorogenic assay for beta-glucuronidase using microchip-based capillary electrophoresis. | 2001 Oct 5 |
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Functional characterization of human organic anion transporting polypeptide B (OATP-B) in comparison with liver-specific OATP-C. | 2001 Sep |
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Search for metabolites of ecteinascidin 743, a novel, marine-derived, anti-cancer agent, in man. | 2001 Sep |
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Mass spectrometry of steroid glucuronide conjugates. II-Electron impact fragmentation of 3-keto-4-en- and 3-keto-5alpha-steroid-17-O-beta glucuronides and 5alpha-steroid-3alpha,17beta-diol 3- and 17-glucuronides. | 2001 Sep |
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94108-04-0
Created by
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QV7V2WC3TT
Created by
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100000181267
Created by
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302-341-3
Created by
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44148640
Created by
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95444-99-8
Created by
admin on Sat Dec 16 12:34:24 GMT 2023 , Edited by admin on Sat Dec 16 12:34:24 GMT 2023
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NON-SPECIFIC STEREOCHEMISTRY | |||
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DTXSID60240561
Created by
admin on Sat Dec 16 12:34:24 GMT 2023 , Edited by admin on Sat Dec 16 12:34:24 GMT 2023
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PRIMARY |
PARENT (SALT/SOLVATE)
PARENT (SALT/SOLVATE)
SUBSTANCE RECORD