DIOLAMINE GLUCURONATE

Possibly Marketed Outside US

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
The disposition of gemifloxacin, a new fluoroquinolone antibiotic, in rats and dogs.	2001 Apr	11259328
Presence of endogenous morphine and morphine 6 glucuronide in human heart tissue.	2001 Apr	11254885
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
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
The effect of selective bowel decontamination on the pharmacokinetics of mycophenolate mofetil in liver transplant recipients.	2001 Aug	11510021
Effects of anticancer drugs on the metabolism of the anticancer drug 5,6-dimethylxanthenone-4-acetic (DMXAA) by human liver microsomes.	2001 Aug	11488768
Metabolic fate of 2,4-dichloroaniline, prochloraz and nonylphenol diethoxylate in rainbow trout: a comparative in vivo/in vitro approach.	2001 Aug	11408077
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
In vitro and in vivo interactions of bisphenol A and its metabolite, bisphenol A glucuronide, with estrogen receptors alpha and beta.	2001 Feb	11258963
Pharmacokinetic, pharmacodynamic, and outcome investigations as the basis for mycophenolic acid therapeutic drug monitoring in renal and heart transplant patients.	2001 Feb	11239510
Pronounced antitumor efficacy of doxorubicin when given as the prodrug DOX-GA3 in combination with a monoclonal antibody beta-glucuronidase conjugate.	2001 Feb 15	11251980
The acyl glucuronide metabolite of mycophenolic acid inhibits the proliferation of human mononuclear leukocytes.	2001 Feb-Mar	11267199
Valproic acid has temporal variability in urinary clearance of metabolites.	2001 Jan	11247111
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
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	11408353
Isolation of an unknown metabolite of the non-steroidal anti-inflammatory drug etodolac and its identification as 5-hydroxy etodolac.	2001 Jul	11377082
Investigation into some aspects of EMIT d.a.u., TLC, and GC-MS urinalysis of bromazepam.	2001 Jul-Aug	11499884
Analysis of urinary metabolites of tea catechins by liquid chromatography/electrospray ionization mass spectrometry.	2001 Jun	11409941
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
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
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	11248481
Characterisation of glucuronidation and transport in V79 cells co-expressing UGT1A1 and MRP1.	2001 Mar 31	11323160
Determination of salicylate, gentisic acid and salicyluric acid in human urine by capillary electrophoresis with laser-induced fluorescence detection.	2001 Mar 5	11254191
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
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
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
[Biological monitoring of occupational exposure to sevoflurane].	2001 May-Jun	11515150
Lamotrigine plasma levels reduced by oral contraceptives.	2001 Nov	11673029
Glucuronidation of nonylphenol and octylphenol eliminates their ability to activate transcription via the estrogen receptor.	2001 Oct	11603961
Search for metabolites of ecteinascidin 743, a novel, marine-derived, anti-cancer agent, in man.	2001 Sep	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 Sep	11599078
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 `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