GLUCURONIC ACID

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

Structure Search

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

HIDE SMILES / InChI

Molecular Formula	C6H10O7
Molecular Weight	194.1394
Charge	0
Count

Stereochemistry	ABSOLUTE
Additional Stereochemistry	No
Defined Stereocenters	4 / 4
E/Z Centers	0
Optical Activity	UNSPECIFIED

Description
Sources: https://pubchem.ncbi.nlm.nih.gov/compound/D-Glucuronic-Acid | https://www.ncbi.nlm.nih.gov/pubmed/7113260 | https://www.ncbi.nlm.nih.gov/pmc/articles/PMC3641160/

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
An electro-active system of immuno-assay (EASI assay) utilising self assembled monolayer modified electrodes.	2001-12	11679266
Vitellogenin induction in painted turtle, Chrysemys picta, as a biomarker of exposure to environmental levels of estradiol.	2001-11-01	11551621
Applications of liquid chromatography-tandem mass spectrometry in drug and biomedical analyses.	2001-11	11694253
Lamotrigine plasma levels reduced by oral contraceptives.	2001-11	11673029
Fluorogenic assay for beta-glucuronidase using microchip-based capillary electrophoresis.	2001-10-05	11589456
Glucuronidation of nonylphenol and octylphenol eliminates their ability to activate transcription via the estrogen receptor.	2001-10	11603961
HPLC/1H NMR spectroscopic studies of the reactive alpha-1-O-acyl isomer formed during acyl migration of S-naproxen beta-1-O-acyl glucuronide.	2001-10	11599927
Hydrolysis of conjugated metabolites of buprenorphine. I. The quantitative enzymatic hydrolysis of buprenorphine-3-beta-D-glucuronide in human urine.	2001-10	11599605
Tertiary N-glucuronides of clozapine and its metabolite desmethylclozapine in patient urine.	2001-10	11560879
Single amino acid substitution of rat MRP2 results in acquired transport activity for taurocholate.	2001-10	11557524
Polymorphisms in OATP-C: identification of multiple allelic variants associated with altered transport activity among European- and African-Americans.	2001-09-21	11477075
Functional characterization of human organic anion transporting polypeptide B (OATP-B) in comparison with liver-specific OATP-C.	2001-09	11683238
Search for metabolites of ecteinascidin 743, a novel, marine-derived, anti-cancer agent, in man.	2001-09	11604552
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.	2001-09	11599078
[Biological monitoring of occupational exposure to sevoflurane].	2001-08-23	11515150
Quantitation of entacapone glucuronide in rat plasma by on-line coupled restricted access media column and liquid chromatography-tandem mass spectrometry.	2001-08-15	11499476
Importance of vacutainer selection in forensic toxicological analysis of drugs of abuse.	2001-08-14	11499888
Investigation into some aspects of EMIT d.a.u., TLC, and GC-MS urinalysis of bromazepam.	2001-08-14	11499884
Intestinal absorption of rutin in free and conjugated forms.	2001-08-01	11434911
Simultaneous determination of morphine and its glucuronides in rat hair and rat plasma by reversed-phase liquid chromatography with electrospray ionization mass spectrometry.	2001-08	11534602
Identification of the major metabolites of prochloraz in rainbow trout by liquid chromatography and tandem mass spectrometry.	2001-08	11513673
The effect of selective bowel decontamination on the pharmacokinetics of mycophenolate mofetil in liver transplant recipients.	2001-08	11510021
Metabolism of orally administered androstenedione in young men.	2001-08	11502792
Effects of anticancer drugs on the metabolism of the anticancer drug 5,6-dimethylxanthenone-4-acetic (DMXAA) by human liver microsomes.	2001-08	11488768
Bisphenol a glucuronide, a major metabolite in rat bile after liver perfusion.	2001-08	11454725
Metabolic fate of 2,4-dichloroaniline, prochloraz and nonylphenol diethoxylate in rainbow trout: a comparative in vivo/in vitro approach.	2001-08	11408077
Functional expression of multidrug resistance protein 1 in Pichia pastoris.	2001-07-27	11444977
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.	2001-07-27	11375986
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.	2001-07-15	11439101
Cisapride raises the bioavailability of paracetamol by inhibiting its glucuronidation in man.	2001-07	11480539
Bexarotene metabolism in rat, dog, and human, synthesis of oxidative metabolites, and in vitro activity at retinoid receptors.	2001-07	11408365
N-glucuronidation of 2-amino-1-methyl-6-phenylimidazo[4,5-b]pyridine (PhIP) and N_hydroxy-PhIP by specific human UDP-glucuronosyltransferases.	2001-07	11408353
Isolation of an unknown metabolite of the non-steroidal anti-inflammatory drug etodolac and its identification as 5-hydroxy etodolac.	2001-07	11377082
Synthesis, high-performance liquid chromatography-nuclear magnetic resonance characterization and pharmacokinetics in mice of CD271 glucuronide.	2001-06-05	11419733
Disposition of naproxen, naproxen acyl glucuronide and its rearrangement isomers in the isolated perfused rat liver.	2001-06	11513245
GC-FID as a primary method for establishing the purity of organic CRMs used for drugs in sport analysis.	2001-06	11451235
Analysis of urinary metabolites of tea catechins by liquid chromatography/electrospray ionization mass spectrometry.	2001-06	11409941
Establishment of the transformants expressing human cytochrome P450 subtypes in HepG2, and their applications on drug metabolism and toxicology.	2001-06	11377097
Isolation and identification of clozapine metabolites in patient urine.	2001-06	11353764
Hyperactivity and alopecia associated with ingestion of valproic acid in a cat.	2001-05-15	11393369
High-performance liquid chromatographic method combining radiochemical and ultraviolet detection for determination of low activities of uridine 5'-diphosphate-glucuronosyltransferase.	2001-05-15	11355849
Biotransformation of MTBE, ETBE, and TAME after inhalation or ingestion in rats and humans.	2001-05	11504147
The pharmacokinetics of glycyrrhizic acid evaluated by physiologically based pharmacokinetic modeling.	2001-05	11495500
Identification and reactivity of the major metabolite (beta-1-glucuronide) of the anti-tumour agent 5,6-dimethylxanthenone-4-acetic acid (DMXAA) in humans.	2001-05	11491389
Probenecid-associated alterations in valproic acid pharmacokinetics in rats: can in vivo disposition of valproate glucuronide be predicted from in vitro formation data?	2001-05	11374361
The detection of psilocin in human urine.	2001-05	11373000
Rapid and specific detection of hydroxyl radical using an ultraweak chemiluminescence analyzer and a low-level chemiluminescence emitter: application to hydroxyl radical-scavenging ability of aqueous extracts of Food constituents.	2001-05	11368567
Preparation of pyridine-N-glucuronides of tobacco-specific nitrosamines.	2001-05	11368554
Mechanisms of cancer chemoprevention by curcumin.	2001-04	11370761
Metabolism of bisphenol A in isolated rat hepatocytes and oestrogenic activity of a hydroxylated metabolite in MCF-7 human breast cancer cells.	2001-03	11465389

Patents

Substance Class	Chemical Created by `admin` on `Mon Mar 31 18:53:14 GMT 2025` Edited by `admin` on `Mon Mar 31 18:53:14 GMT 2025`
Record UNII	8A5D83Q4RW
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

GLUCURONIC ACID

Official Name

English

D-GLUCURONIC ACID

Preferred Name

English

GLUCURONIC ACID [II]

Common Name

English

GLUCURONIC ACID, D-

Common Name

English

D-GLUCURONIC ACID [MI]

Common Name

English

Glucuronic acid [WHO-DD]

Common Name

English

D-GLUCURONIC ACID [VANDF]

Common Name

English

GLUCOSIDURONIC ACID

Common Name

English

GLUCURONIC ACID [MART.]

Common Name

English

D-GLUCURONIC ACID [USP-RS]

Common Name

English

D-(+)-GLUCURONIC ACID

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C345