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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

Approval Year

PubMed

PubMed

TitleDatePubMed
Localization of cell wall polysaccharides in nonarticulated laticifers of Asclepias speciosa Torr.
2001
Simultaneous, two-color fluorescence detection of total protein profiles and beta-glucuronidase activity in polyacrylamide gel.
2001 Mar
Teratogenicity of isotretinoin revisited: species variation and the role of all-trans-retinoic acid.
2001 Nov
Conformation of heparin pentasaccharide bound to antithrombin III.
2001 Oct 15
Polymorphisms of UDP-glucuronosyltransferase and pharmacokinetics of irinotecan.
2002 Feb
Synthesis and biological activity of the prodrug of class I major histocompatibility peptide GILGFVFTL activated by beta-glucuronidase.
2002 Feb 14
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 Feb 22
An improved formulation of SYPRO Ruby protein gel stain: comparison with the original formulation and with a ruthenium II tris (bathophenanthroline disulfonate) formulation.
2002 May
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 Sep
Interaction of heparin with internally quenched fluorogenic peptides derived from heparin-binding consensus sequences, kallistatin and anti-thrombin III.
2002 Sep 1
Hapten-directed targeting to single-chain antibody receptors.
2004 May
Detection of stanozolol and its metabolites in equine urine by liquid chromatography-electrospray ionization ion trap mass spectrometry.
2004 Nov 5
Clinical pharmacogenetics of irinotecan (CPT-11).
2005
Distribution of small proteoglycans and glycosaminoglycans in humerus-related articular cartilage of chickens.
2005 Mar
A phase I clinical and pharmacokinetic study of capecitabine (Xeloda) and irinotecan combination therapy (XELIRI) in patients with metastatic gastrointestinal tumours.
2005 Mar 14
Discovery, biosynthesis, and structure elucidation of metabolites of a doping agent and a direct analogue, tetrahydrogestrinone and gestrinone, using human hepatocytes.
2005 May 15
A phase II trial of gefitinib with 5-fluorouracil, leucovorin, and irinotecan in patients with colorectal cancer.
2005 May 23
Irinotecan therapy in a 12-year-old girl with recurrent brain stem glioma and without functional polymorphisms in UGT1A1 activity: case report.
2005 Sep
A gadolinium chelate for detection of beta-glucuronidase: a self-immolative approach.
2005 Sep 21
NMR characterization of an S-linked glucuronide metabolite of the potent, novel, nonsteroidal progesterone agonist tanaproget.
2006 Aug
Increase in hyaluronic acid production by Streptococcus equi subsp. zooepidemicus strain deficient in beta-glucuronidase in laboratory conditions.
2006 Jul
Cytokines and proteoglycans: an introductory overview.
2006 Jun
Minor groove binder antibody conjugates employing a water soluble beta-glucuronide linker.
2007 Apr 15
Selectin blocking activity of a fucosylated chondroitin sulfate glycosaminoglycan from sea cucumber. Effect on tumor metastasis and neutrophil recruitment.
2007 May 18
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
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 Jul 1
Vibrational analysis of N-acetyl-alpha-D-glucosamine and beta-D-glucuronic acid.
2008 May 8
The structure of Cryptococcus neoformans galactoxylomannan contains beta-D-glucuronic acid.
2009 May 12
Application of a key events dose-response analysis to nutrients: a case study with vitamin A (retinol).
2009 Sep
Conformational properties of the disaccharide building units of hyaluronan.
2009 Sep 8
NMR spectroscopy evaluation of direct relationship between soils and molecular composition of red wines from Aglianico grapes.
2010 Jul 19
Understanding chemotherapy treatment pathways of advanced colorectal cancer patients to inform an economic evaluation in the United Kingdom.
2010 Jul 27
Biotransformation of fluorobiphenyl by Cunninghamella elegans.
2010 Mar
Conformational free energies of methyl-alpha-L-iduronic and methyl-beta-D-glucuronic acids in water.
2010 Mar 14
Patents
Name Type Language
.BETA.-D-GLUCOURONIC ACID
Common Name English
GLUCOPYRANURONIC ACID, .BETA.-D-
Common Name English
.BETA.-D-GLUCOPYRANOSYLURONIC ACID
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 Sat Dec 16 10:00:48 GMT 2023 , Edited by admin on Sat Dec 16 10:00:48 GMT 2023
PRIMARY
PUBCHEM
441478
Created by admin on Sat Dec 16 10:00:48 GMT 2023 , Edited by admin on Sat Dec 16 10:00:48 GMT 2023
PRIMARY
CAS
23018-83-9
Created by admin on Sat Dec 16 10:00:48 GMT 2023 , Edited by admin on Sat Dec 16 10:00:48 GMT 2023
PRIMARY
EPA CompTox
DTXSID801336828
Created by admin on Sat Dec 16 10:00:48 GMT 2023 , Edited by admin on Sat Dec 16 10:00:48 GMT 2023
PRIMARY
DRUG BANK
DB03156
Created by admin on Sat Dec 16 10:00:48 GMT 2023 , Edited by admin on Sat Dec 16 10:00:48 GMT 2023
PRIMARY
RXCUI
2569975
Created by admin on Sat Dec 16 10:00:48 GMT 2023 , Edited by admin on Sat Dec 16 10:00:48 GMT 2023
PRIMARY
FDA UNII
00A9JB14O6
Created by admin on Sat Dec 16 10:00:48 GMT 2023 , Edited by admin on Sat Dec 16 10:00:48 GMT 2023
PRIMARY