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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
Structure of DIOLAMINE GLUCURONATE

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

HIDE SMILES / InChI

Molecular Formula C4H11NO2
Molecular Weight 105.1356
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

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

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

PubMed

TitleDatePubMed
p-Aminophenol-induced liver toxicity: tentative evidence of a role for acetaminophen.
2001
Comparison of the modulatory effects of human and rat liver microsomal metabolism on the estrogenicity of bisphenol A: implications for extrapolation to humans.
2001 Apr
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
The Arabidopsis thaliana ABC transporter AtMRP5 controls root development and stomata movement.
2001 Apr 17
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
Identification of the major metabolites of prochloraz in rainbow trout by liquid chromatography and tandem mass spectrometry.
2001 Aug
The effect of selective bowel decontamination on the pharmacokinetics of mycophenolate mofetil in liver transplant recipients.
2001 Aug
Bisphenol a glucuronide, a major metabolite in rat bile after liver perfusion.
2001 Aug
An electro-active system of immuno-assay (EASI assay) utilising self assembled monolayer modified electrodes.
2001 Dec
Pronounced antitumor efficacy of doxorubicin when given as the prodrug DOX-GA3 in combination with a monoclonal antibody beta-glucuronidase conjugate.
2001 Feb 15
Changes in androgenic steroid profile due to urine contamination by microorganisms: a prospective study in the context of doping control.
2001 Feb 15
The ABC-like vacuolar transporter for rye mesophyll flavone glucuronides is not species-specific.
2001 Jan
LC-1H NMR used for determination of the elution order of S-naproxen glucuronide isomers in two isocratic reversed-phase LC-systems.
2001 Jan
Dipeptidyl peptidase IV is a target for covalent adduct formation with the acyl glucuronide metabolite of the anti-inflammatory drug zomepirac.
2001 Jan 5
Stability of morphine, morphine-3-glucuronide, and morphine-6-glucuronide in fresh blood and plasma and postmortem blood samples.
2001 Jan-Feb
Bexarotene metabolism in rat, dog, and human, synthesis of oxidative metabolites, and in vitro activity at retinoid receptors.
2001 Jul
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
Isolation of an unknown metabolite of the non-steroidal anti-inflammatory drug etodolac and its identification as 5-hydroxy etodolac.
2001 Jul
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
Functional expression of multidrug resistance protein 1 in Pichia pastoris.
2001 Jul 27
Importance of vacutainer selection in forensic toxicological analysis of drugs of abuse.
2001 Jul-Aug
Investigation into some aspects of EMIT d.a.u., TLC, and GC-MS urinalysis of bromazepam.
2001 Jul-Aug
Disposition of naproxen, naproxen acyl glucuronide and its rearrangement isomers in the isolated perfused rat liver.
2001 Jun
GC-FID as a primary method for establishing the purity of organic CRMs used for drugs in sport analysis.
2001 Jun
Establishment of the transformants expressing human cytochrome P450 subtypes in HepG2, and their applications on drug metabolism and toxicology.
2001 Jun
Metabolism of bisphenol A in isolated rat hepatocytes and oestrogenic activity of a hydroxylated metabolite in MCF-7 human breast cancer cells.
2001 Mar
Synthesis of the beta-D-glucuronides of 2,3-, 3,4-, and 2,6-dichlorophenol.
2001 Mar
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
Characterization of 2-[[4-[[2-(1H-tetrazol-5-ylmethyl)phenyl]methoxy]methyl]quinoline N-glucuronidation by in vitro and in vivo approaches.
2001 Mar
Investigation of the in vitro metabolism profile of a phosphodiesterase-IV inhibitor, CDP-840: leading to structural optimization.
2001 Mar
Characterisation of glucuronidation and transport in V79 cells co-expressing UGT1A1 and MRP1.
2001 Mar 31
Metabolites of a tobacco-specific lung carcinogen in nonsmoking women exposed to environmental tobacco smoke.
2001 Mar 7
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
Biotransformation of MTBE, ETBE, and TAME after inhalation or ingestion in rats and humans.
2001 May
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
The detection of psilocin in human urine.
2001 May
Preparation of pyridine-N-glucuronides of tobacco-specific nitrosamines.
2001 May
Epirubicin glucuronidation is catalyzed by human UDP-glucuronosyltransferase 2B7.
2001 May
High-performance liquid chromatographic method combining radiochemical and ultraviolet detection for determination of low activities of uridine 5'-diphosphate-glucuronosyltransferase.
2001 May 15
Applications of liquid chromatography-tandem mass spectrometry in drug and biomedical analyses.
2001 Nov
Lamotrigine plasma levels reduced by oral contraceptives.
2001 Nov
Glucuronidation of nonylphenol and octylphenol eliminates their ability to activate transcription via the estrogen receptor.
2001 Oct
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 Oct
Hydrolysis of conjugated metabolites of buprenorphine. I. The quantitative enzymatic hydrolysis of buprenorphine-3-beta-D-glucuronide in human urine.
2001 Oct
Tertiary N-glucuronides of clozapine and its metabolite desmethylclozapine in patient urine.
2001 Oct
Fluorogenic assay for beta-glucuronidase using microchip-based capillary electrophoresis.
2001 Oct 5
Functional characterization of human organic anion transporting polypeptide B (OATP-B) in comparison with liver-specific OATP-C.
2001 Sep
Search for metabolites of ecteinascidin 743, a novel, marine-derived, anti-cancer agent, in man.
2001 Sep
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
Polymorphisms in OATP-C: identification of multiple allelic variants associated with altered transport activity among European- and African-Americans.
2001 Sep 21
Patents
Substance Class Chemical
Created
by admin
on Sat Dec 16 12:34:24 GMT 2023
Edited
by admin
on Sat Dec 16 12:34:24 GMT 2023
Record UNII
QV7V2WC3TT
Record Status Validated (UNII)
Record Version
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Name Type Language
DIOLAMINE GLUCURONATE
Common Name English
D-GLUCURONIC ACID, COMPOUND WITH 2,2'-IMINOBIS(ETHANOL) (1:1)
Common Name English
DIETHANOLAMINE GLUCURONATE
Common Name English
ETHANOL, 2,2'-IMINOBIS-, D-GLUCURONATE (SALT)
Common Name English
Diethanolamine glucuronate [WHO-DD]
Common Name English
Code System Code Type Description
CAS
94108-04-0
Created by admin on Sat Dec 16 12:34:24 GMT 2023 , Edited by admin on Sat Dec 16 12:34:24 GMT 2023
PRIMARY
FDA UNII
QV7V2WC3TT
Created by admin on Sat Dec 16 12:34:24 GMT 2023 , Edited by admin on Sat Dec 16 12:34:24 GMT 2023
PRIMARY
SMS_ID
100000181267
Created by admin on Sat Dec 16 12:34:24 GMT 2023 , Edited by admin on Sat Dec 16 12:34:24 GMT 2023
PRIMARY
ECHA (EC/EINECS)
302-341-3
Created by admin on Sat Dec 16 12:34:24 GMT 2023 , Edited by admin on Sat Dec 16 12:34:24 GMT 2023
PRIMARY
PUBCHEM
44148640
Created by admin on Sat Dec 16 12:34:24 GMT 2023 , Edited by admin on Sat Dec 16 12:34:24 GMT 2023
PRIMARY
CAS
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
NON-SPECIFIC STEREOCHEMISTRY
EPA CompTox
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
PRIMARY
Related Record Type Details
PARENT -> SALT/SOLVATE
PARENT -> SALT/SOLVATE