Details
| Stereochemistry | ABSOLUTE |
| Molecular Formula | C6H10O7 |
| Molecular Weight | 194.1394 |
| Optical Activity | UNSPECIFIED |
| Defined Stereocenters | 4 / 4 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
O[C@@H](C=O)[C@@H](O)[C@H](O)[C@H](O)C(O)=O
InChI
InChIKey=IAJILQKETJEXLJ-QTBDOELSSA-N
InChI=1S/C6H10O7/c7-1-2(8)3(9)4(10)5(11)6(12)13/h1-5,8-11H,(H,12,13)/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 |
|---|---|---|
| p-Aminophenol-induced liver toxicity: tentative evidence of a role for acetaminophen. | 2001 |
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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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| Pronounced antitumor efficacy of doxorubicin when given as the prodrug DOX-GA3 in combination with a monoclonal antibody beta-glucuronidase conjugate. | 2001 Feb 15 |
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| Changes in androgenic steroid profile due to urine contamination by microorganisms: a prospective study in the context of doping control. | 2001 Feb 15 |
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| Dipeptidyl peptidase IV is a target for covalent adduct formation with the acyl glucuronide metabolite of the anti-inflammatory drug zomepirac. | 2001 Jan 5 |
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| N-glucuronidation of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) and N_hydroxy-PhIP by specific human UDP-glucuronosyltransferases. | 2001 Jul |
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| Transport of the beta -O-glucuronide conjugate of the tobacco-specific carcinogen 4-(methylnitrosamino)-1-(3-pyridyl)-1-butanol (NNAL) by the multidrug resistance protein 1 (MRP1). Requirement for glutathione or a non-sulfur-containing analog. | 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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| 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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| Analysis of urinary metabolites of tea catechins by liquid chromatography/electrospray ionization mass spectrometry. | 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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| 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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| Enhanced multispecificity of arabidopsis vacuolar multidrug resistance-associated protein-type ATP-binding cassette transporter, AtMRP2. | 2001 Mar 23 |
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| Biotransformation of MTBE, ETBE, and TAME after inhalation or ingestion in rats and humans. | 2001 May |
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| The pharmacokinetics of glycyrrhizic acid evaluated by physiologically based pharmacokinetic modeling. | 2001 May |
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| Probenecid-associated alterations in valproic acid pharmacokinetics in rats: can in vivo disposition of valproate glucuronide be predicted from in vitro formation data? | 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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| 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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| Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C345
Created by
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DSLD |
3838 (Number of products:14)
Created by
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| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
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65041
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PRIMARY | |||
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15748
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PRIMARY | |||
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m5771
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PRIMARY | Merck Index | ||
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24298
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8A5D83Q4RW
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PRIMARY | |||
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1294319
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PRIMARY | |||
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DTXSID40273973
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8A5D83Q4RW
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PRIMARY | |||
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SUB13988MIG
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PRIMARY | |||
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229-486-4
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PRIMARY | |||
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6556-12-3
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PRIMARY | |||
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4178
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314584
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ALTERNATIVE | |||
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GLUCURONIC ACID
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42717
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PRIMARY | |||
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47952
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PRIMARY | |||
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24297
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C63810
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1426906
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100000078213
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47953
Created by
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PRIMARY |
SALT/SOLVATE (PARENT)
SALT/SOLVATE (PARENT)
SUBSTANCE RECORD
