DIOLAMINE GLUCURONATE

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 Search

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

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
Mechanisms of cancer chemoprevention by curcumin.	2001 Apr	11370761
Probenecid-associated alterations in valproate glucuronide hepatobiliary disposition: mechanistic assessment using mathematical modeling.	2001 Apr	11259538
High-performance liquid chromatography linked to inductively coupled plasma mass spectrometry and orthogonal acceleration time-of-flight mass spectrometry for the simultaneous detection and identification of metabolites of 2-bromo-4-trifluoromethyl.	2001 Apr 1	11321299
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	11350010
The Arabidopsis thaliana ABC transporter AtMRP5 controls root development and stomata movement.	2001 Apr 17	11296221
Efficient preparations of the beta-glucuronides of dihydroartemisinin and structural confirmation of the human glucuronide metabolite.	2001 Apr 26	11311070
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	11334346
Effects of anticancer drugs on the metabolism of the anticancer drug 5,6-dimethylxanthenone-4-acetic (DMXAA) by human liver microsomes.	2001 Aug	11488768
Bisphenol a glucuronide, a major metabolite in rat bile after liver perfusion.	2001 Aug	11454725
Metabolic fate of 2,4-dichloroaniline, prochloraz and nonylphenol diethoxylate in rainbow trout: a comparative in vivo/in vitro approach.	2001 Aug	11408077
Quantitation of entacapone glucuronide in rat plasma by on-line coupled restricted access media column and liquid chromatography-tandem mass spectrometry.	2001 Aug 15	11499476
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	11288198
The acyl glucuronide metabolite of mycophenolic acid inhibits the proliferation of human mononuclear leukocytes.	2001 Feb-Mar	11267199
Cisapride raises the bioavailability of paracetamol by inhibiting its glucuronidation in man.	2001 Jul	11480539
Bexarotene metabolism in rat, dog, and human, synthesis of oxidative metabolites, and in vitro activity at retinoid receptors.	2001 Jul	11408365
Isolation of an unknown metabolite of the non-steroidal anti-inflammatory drug etodolac and its identification as 5-hydroxy etodolac.	2001 Jul	11377082
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	11375986
Importance of vacutainer selection in forensic toxicological analysis of drugs of abuse.	2001 Jul-Aug	11499888
Investigation into some aspects of EMIT d.a.u., TLC, and GC-MS urinalysis of bromazepam.	2001 Jul-Aug	11499884
Establishment of the transformants expressing human cytochrome P450 subtypes in HepG2, and their applications on drug metabolism and toxicology.	2001 Jun	11377097
Isolation and identification of clozapine metabolites in patient urine.	2001 Jun	11353764
Toxicokinetics and metabolism of 1,2-diethylbenzene in male Sprague Dawley rats--part 2: evidence for in vitro and in vivo stereoselectivity of 1,2-diethylbenzene metabolism.	2001 Jun	11353756
In vivo and in vitro percutaneous absorption of [(14)C]di-N-butylphthalate in rat.	2001 Jun	11353753
Metabolism of bisphenol A in isolated rat hepatocytes and oestrogenic activity of a hydroxylated metabolite in MCF-7 human breast cancer cells.	2001 Mar	11465389
Separation and characterization of gall bladder bile metabolites from speckled trout, Salvelinus fontinalis, exposed to individual polycyclic aromatic compounds.	2001 Mar	11349864
Synthesis of the beta-D-glucuronides of 2,3-, 3,4-, and 2,6-dichlorophenol.	2001 Mar	11315335
Tissue distribution, excretion, and metabolism of 1,2,7,8-tetrachlorodibenzo-p-dioxin in the rat.	2001 Mar	11272921
Hydroxytyrosol, as a component of olive mill waste water, is dose- dependently absorbed and increases the antioxidant capacity of rat plasma.	2001 Mar	11264904
Characterisation of glucuronidation and transport in V79 cells co-expressing UGT1A1 and MRP1.	2001 Mar 31	11323160
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	11324603
Adrenal steroids in human prostatic cancer cell lines.	2001 Mar-Apr	11297065
The pharmacokinetics of glycyrrhizic acid evaluated by physiologically based pharmacokinetic modeling.	2001 May	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 May	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 May	11374361
The detection of psilocin in human urine.	2001 May	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 May	11368567
Preparation of pyridine-N-glucuronides of tobacco-specific nitrosamines.	2001 May	11368554
Modulation of multidrug resistance protein 1 (MRP1/ABCC1) transport and atpase activities by interaction with dietary flavonoids.	2001 May	11306701
Charged amino acids in the transmembrane domains are involved in the determination of the substrate specificity of rat Mrp2.	2001 May	11306690
Intestinal bioavailability and biotransformation of 3-hydroxybenzo(a)pyrene in an isolated perfused preparation from channel catfish, Ictalurus punctatus.	2001 May	11302939
Epirubicin glucuronidation is catalyzed by human UDP-glucuronosyltransferase 2B7.	2001 May	11302935
Mutation of a single conserved tryptophan in multidrug resistance protein 1 (MRP1/ABCC1) results in loss of drug resistance and selective loss of organic anion transport.	2001 May 11	11278867
Hyperactivity and alopecia associated with ingestion of valproic acid in a cat.	2001 May 15	11393369
High-performance liquid chromatographic method combining radiochemical and ultraviolet detection for determination of low activities of uridine 5'-diphosphate-glucuronosyltransferase.	2001 May 15	11355849
Applications of liquid chromatography-tandem mass spectrometry in drug and biomedical analyses.	2001 Nov	11694253
Vitellogenin induction in painted turtle, Chrysemys picta, as a biomarker of exposure to environmental levels of estradiol.	2001 Nov 1	11551621
Glucuronidation of nonylphenol and octylphenol eliminates their ability to activate transcription via the estrogen receptor.	2001 Oct	11603961
Single amino acid substitution of rat MRP2 results in acquired transport activity for taurocholate.	2001 Oct	11557524
Functional characterization of human organic anion transporting polypeptide B (OATP-B) in comparison with liver-specific OATP-C.	2001 Sep	11683238
Polymorphisms in OATP-C: identification of multiple allelic variants associated with altered transport activity among European- and African-Americans.	2001 Sep 21	11477075

Patents

Substance Class	Chemical Created by `admin` on `Tue Apr 01 19:26:34 GMT 2025` Edited by `admin` on `Tue Apr 01 19:26:34 GMT 2025`
Record UNII	QV7V2WC3TT
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

D-GLUCURONIC ACID, COMPOUND WITH 2,2'-IMINOBIS(ETHANOL) (1:1)

Preferred Name

English

DIOLAMINE GLUCURONATE

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