U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C6H10O7
Molecular Weight 194.1394
Optical Activity UNSPECIFIED
Defined Stereocenters 5 / 5
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of .BETA.-D-GLUCOURONIC ACID

SMILES

O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)C(O)=O

InChI

InChIKey=AEMOLEFTQBMNLQ-QIUUJYRFSA-N
InChI=1S/C6H10O7/c7-1-2(8)4(5(10)11)13-6(12)3(1)9/h1-4,6-9,12H,(H,10,11)/t1-,2-,3+,4-,6+/m0/s1

HIDE SMILES / InChI

Molecular Formula C6H10O7
Molecular Weight 194.1394
Charge 0
Count
Stereochemistry ABSOLUTE
Additional Stereochemistry No
Defined Stereocenters 5 / 5
E/Z Centers 0
Optical Activity UNSPECIFIED

Approval Year

PubMed

PubMed

TitleDatePubMed
Understanding chemotherapy treatment pathways of advanced colorectal cancer patients to inform an economic evaluation in the United Kingdom.
2010-07-27
NMR spectroscopy evaluation of direct relationship between soils and molecular composition of red wines from Aglianico grapes.
2010-07-19
Regio- and stereospecific synthesis of mono-beta-d-glucuronic acid derivatives of combretastatin A-1.
2010-06-25
Conformational free energies of methyl-alpha-L-iduronic and methyl-beta-D-glucuronic acids in water.
2010-03-14
Biotransformation of fluorobiphenyl by Cunninghamella elegans.
2010-03
Conformational properties of the disaccharide building units of hyaluronan.
2009-09-08
Application of a key events dose-response analysis to nutrients: a case study with vitamin A (retinol).
2009-09
The structure of Cryptococcus neoformans galactoxylomannan contains beta-D-glucuronic acid.
2009-05-12
Kinetic and J-resolved statistical total correlation NMR spectroscopy approaches to structural information recovery in complex reacting mixtures: application to acyl glucuronide intramolecular transacylation reactions.
2008-07-01
Vibrational analysis of N-acetyl-alpha-D-glucosamine and beta-D-glucuronic acid.
2008-05-08
Effects of monoglycerides on rhodamine 123 accumulation, estradiol 17 beta-D-glucuronide bidirectional transport and MRP2 protein expression within Caco-2 cells.
2008
Oral absorption enhancement of dipeptide L-Glu-L-Trp-OH by lipid and glycosyl conjugation.
2008
Predominant contribution of UDP-glucuronosyltransferase 2B7 in the glucuronidation of racemic flurbiprofen in the human liver.
2007-07
Selectin blocking activity of a fucosylated chondroitin sulfate glycosaminoglycan from sea cucumber. Effect on tumor metastasis and neutrophil recruitment.
2007-05-18
Minor groove binder antibody conjugates employing a water soluble beta-glucuronide linker.
2007-04-15
[Identification of metabolites of environmental hormone butylbenzyl phthalate in mice urine by liquid chromatography/ion trap mass spectrometry].
2007-03
Glycosidation-anomerisation reactions of 6,1-anhydroglucopyranuronic acid and anomerisation of beta-D-glucopyranosiduronic acids promoted by SnCl(4).
2007
Evaluation of novel fluorogenic substrates for the detection of glycosidases in Escherichia coli and enterococci.
2006-11
NMR characterization of an S-linked glucuronide metabolite of the potent, novel, nonsteroidal progesterone agonist tanaproget.
2006-08
Increase in hyaluronic acid production by Streptococcus equi subsp. zooepidemicus strain deficient in beta-glucuronidase in laboratory conditions.
2006-07
Cytokines and proteoglycans: an introductory overview.
2006-06
Development and properties of beta-glucuronide linkers for monoclonal antibody-drug conjugates.
2006-05-18
Optimization of an enzymatic method for the determination of lysosomal N-acetyl-beta-D-hexosaminidase and beta-glucuronidase in synovial fluid.
2006
A gadolinium chelate for detection of beta-glucuronidase: a self-immolative approach.
2005-09-21
Irinotecan therapy in a 12-year-old girl with recurrent brain stem glioma and without functional polymorphisms in UGT1A1 activity: case report.
2005-09
A phase II trial of gefitinib with 5-fluorouracil, leucovorin, and irinotecan in patients with colorectal cancer.
2005-05-23
Discovery, biosynthesis, and structure elucidation of metabolites of a doping agent and a direct analogue, tetrahydrogestrinone and gestrinone, using human hepatocytes.
2005-05-15
A phase I clinical and pharmacokinetic study of capecitabine (Xeloda) and irinotecan combination therapy (XELIRI) in patients with metastatic gastrointestinal tumours.
2005-03-14
Distribution of small proteoglycans and glycosaminoglycans in humerus-related articular cartilage of chickens.
2005-03
Density functional study of the conformational space of 4C1 D-glucuronic acid.
2005-02-10
Clinical pharmacogenetics of irinotecan (CPT-11).
2005
Detection of stanozolol and its metabolites in equine urine by liquid chromatography-electrospray ionization ion trap mass spectrometry.
2004-11-05
Pharmacokinetics, metabolism and excretion of intravenous [l4C]-palonosetron in healthy human volunteers.
2004-11
Estradiol 3-glucuronide is transported by the multidrug resistance-associated protein 2 but does not activate the allosteric site bound by estradiol 17-glucuronide.
2004-10
Hapten-directed targeting to single-chain antibody receptors.
2004-05
Biopharmaceutics of beta-cyclodextrin derivative-based formulations of acitretin in Sprague-Dawley rats.
2004-04
Structural studies of the capsular polysaccharide of a non-neoformans Cryptococcus species identified as C. laurentii, which was reclassified as Cryptococcus flavescens, from a patient with AIDS.
2004-02-25
Venous and arterial thrombosis in rat models: dissociation of the antithrombotic effects of glycosaminoglycans.
2004-01
The detection of piroxicam, tenoxicam and their metabolites in equine urine by electrospray ionisation ion trap mass spectrometry.
2004
Gender differences in the levels of bisphenol A metabolites in urine.
2003-12-12
Conformational behavior of chondroitin and chondroitin sulfate in relation to their physical properties as inferred by molecular modeling.
2003-05
Structural features of an arabinogalactan gum exudates from Spondias dulsis (Anacardiaceae).
2003-03-28
gem-Diamine 1-N-iminosugars and related iminosugars, candidate of therapeutic agents for tumor metastasis.
2003
Induction of breast cancer resistance protein by the camptothecin derivative DX-8951f is associated with minor reduction of antitumour activity.
2002-09-09
Interaction of heparin with internally quenched fluorogenic peptides derived from heparin-binding consensus sequences, kallistatin and anti-thrombin III.
2002-09-01
Repeated intravenous doses of all-trans-retinoyl beta-D-glucuronide is not effective in the treatment of bacterial bronchopneumonia in lambs but is devoid of gross and acute toxicity.
2002-09
An improved formulation of SYPRO Ruby protein gel stain: comparison with the original formulation and with a ruthenium II tris (bathophenanthroline disulfonate) formulation.
2002-05
Transcellular transport of organic anions across a double-transfected Madin-Darby canine kidney II cell monolayer expressing both human organic anion-transporting polypeptide (OATP2/SLC21A6) and Multidrug resistance-associated protein 2 (MRP2/ABCC2).
2002-02-22
Synthesis and biological activity of the prodrug of class I major histocompatibility peptide GILGFVFTL activated by beta-glucuronidase.
2002-02-14
Polymorphisms of UDP-glucuronosyltransferase and pharmacokinetics of irinotecan.
2002-02
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 22:58:03 GMT 2025
Edited
by admin
on Mon Mar 31 22:58:03 GMT 2025
Record UNII
00A9JB14O6
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
.BETA.-D-GLUCOPYRANOSYLURONIC ACID
Preferred Name English
.BETA.-D-GLUCOURONIC ACID
Common Name English
GLUCOPYRANURONIC ACID, .BETA.-D-
Common Name English
BETA-GLUCOURONIC ACID
Common Name English
GLUCURONIC ACID, .BETA.-D
Common Name English
BETA-D-GLUCOURONIC ACID
Common Name English
(2S,3S,4S,5R,6R)-3,4,5,6-TETRAHYDROXYOXANE-2-CARBOXYLIC ACID
Systematic Name English
Code System Code Type Description
DAILYMED
00A9JB14O6
Created by admin on Mon Mar 31 22:58:03 GMT 2025 , Edited by admin on Mon Mar 31 22:58:03 GMT 2025
PRIMARY
PUBCHEM
441478
Created by admin on Mon Mar 31 22:58:03 GMT 2025 , Edited by admin on Mon Mar 31 22:58:03 GMT 2025
PRIMARY
CAS
23018-83-9
Created by admin on Mon Mar 31 22:58:03 GMT 2025 , Edited by admin on Mon Mar 31 22:58:03 GMT 2025
PRIMARY
EPA CompTox
DTXSID801336828
Created by admin on Mon Mar 31 22:58:03 GMT 2025 , Edited by admin on Mon Mar 31 22:58:03 GMT 2025
PRIMARY
DRUG BANK
DB03156
Created by admin on Mon Mar 31 22:58:03 GMT 2025 , Edited by admin on Mon Mar 31 22:58:03 GMT 2025
PRIMARY
RXCUI
2569975
Created by admin on Mon Mar 31 22:58:03 GMT 2025 , Edited by admin on Mon Mar 31 22:58:03 GMT 2025
PRIMARY
FDA UNII
00A9JB14O6
Created by admin on Mon Mar 31 22:58:03 GMT 2025 , Edited by admin on Mon Mar 31 22:58:03 GMT 2025
PRIMARY