DrugBank: D-Glucuronic Acid (DB03156)

targets (3)

Identification

Name

D-Glucuronic Acid

Accession Number

DB03156 (EXPT01175)

Type

small molecule

Groups

experimental

Description

Not Available

Structure

Download: MOL | SDF | SMILES | InChI
Display: 2D Structure | 3D Structure

Synonyms

alpha-D-glucopyranuronic acid
alpha-D-glucuronic acid
alpha-delta-glucopyranuronic acid
alpha-delta-glucuronic acid
D-(+)-glucuronate
D-(+)-glucuronic acid
D-glucuronate
delta-(+)-glucuronate
delta-(+)-glucuronic acid
delta-glucuronate
GCU
Glucosiduronate
Glucosiduronic acid
Glucuronate
Glucuronic acid

Salts

Not Available

Brand names

Not Available

Brand mixtures

Not Available

Categories

Not Available

CAS number

6556-12-3

Weight

Average: 194.1394
Monoisotopic: 194.042652674

Chemical Formula

C₆H₁₀O₇

InChI Key

InChIKey=AEMOLEFTQBMNLQ-QIUUJYRFSA-N

InChI

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

Plain Text

IUPAC Name

(2S,3S,4S,5R,6R)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid

SMILES

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

Plain Text

Mass Spec

Not Available

Taxonomy

Kingdom

Not Available

Classes

Not Available

Substructures

Not Available

Pharmacology

Indication

Not Available

Pharmacodynamics

Not Available

Mechanism of action

Not Available

Absorption

Not Available

Volume of distribution

Not Available

Protein binding

Not Available

Metabolism

Not Available

Route of elimination

Not Available

Half life

Not Available

Clearance

Not Available

Toxicity

Not Available

Affected organisms

Not Available

Pathways

Not Available

Pharmacoeconomics

Manufacturers

Not Available

Packagers

Not Available

Dosage forms

Not Available

Prices

Not Available

Patents

Not Available

Properties

State

solid

Experimental Properties

Property	Value	Source
melting point	165 °C	PhysProp
water solubility	485 mg/mL	HMP experimental
logP	-2.57	HANSCH,C ET AL. (1995)

Predicted Properties

Property	Value	Source
water solubility	2.95e+02 g/l	ALOGPS
logP	-2.3	ALOGPS
logP	-2.6	ChemAxon
logS	0.18	ALOGPS
pKa (strongest acidic)	3.21	ChemAxon
pKa (strongest basic)	-3.7	ChemAxon
physiological charge	-1	ChemAxon
hydrogen acceptor count	7	ChemAxon
hydrogen donor count	5	ChemAxon
polar surface area	127.45	ChemAxon
rotatable bond count	1	ChemAxon
refractivity	35.79	ChemAxon
polarizability	16.37	ChemAxon

References

Synthesis Reference

Not Available

General Reference

Not Available

External Links

Resource	Link
KEGG Compound	C00191
ChEBI	35182
ChEMBL	35182
HET	BDP
Wikipedia	http://en.wikipedia.org/wiki/Glucuronic_acid

ATC Codes

Not Available

AHFS Codes

Not Available

PDB Entries

1MQQ

FDA label

Not Available

MSDS

Not Available

Interactions

Drug Interactions

Not Available

Food Interactions

Not Available

Targets
1. Hyaluronate lyase Pharmacological action: unknown Cleaves hyaluronate chains at a beta-D-GalNAc- (1->4)-beta-D-GlcA bond, ultimately breaking the polysaccharide down to 3-(4-deoxy-beta-D-gluc-4-enuronosyl)-N-acetyl-D- glucosamine Organism class: bacterial UniProt ID: Q54873 Gene: SP_0314 Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report References: Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed 2. Chondroitinase AC Pharmacological action: unknown Eliminative degradation of polysaccharides containing 1,4-beta-D-hexosaminyl and 1,3-beta-D-glucuronosyl linkages to disaccharides containing 4-deoxy-beta-D-gluc-4- enuronosyl groups Organism class: bacterial UniProt ID: Q59288 Gene: cslA Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report References: Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed 3. Alpha-glucuronidase Pharmacological action: unknown Organism class: bacterial UniProt ID: Q8VVD2 Gene: aguA Protein Sequence: FASTA Gene Sequence: FASTA SNPs: SNPJam Report

Targets

1. Hyaluronate lyase

Pharmacological action: unknown

Cleaves hyaluronate chains at a beta-D-GalNAc- (1->4)-beta-D-GlcA bond, ultimately breaking the polysaccharide down to 3-(4-deoxy-beta-D-gluc-4-enuronosyl)-N-acetyl-D- glucosamine

Organism class: bacterial
UniProt ID: Q54873 Link_out

Gene: SP_0314
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

References:

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed

2. Chondroitinase AC

Pharmacological action: unknown

Eliminative degradation of polysaccharides containing 1,4-beta-D-hexosaminyl and 1,3-beta-D-glucuronosyl linkages to disaccharides containing 4-deoxy-beta-D-gluc-4- enuronosyl groups

Organism class: bacterial
UniProt ID: Q59288 Link_out

Gene: cslA
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

References:

Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
Imming P, Sinning C, Meyer A: Drugs, their targets and the nature and number of drug targets. Nat Rev Drug Discov. 2006 Oct;5(10):821-34. Pubmed

3. Alpha-glucuronidase

Pharmacological action: unknown
Organism class: bacterial
UniProt ID: Q8VVD2 Link_out

Gene: aguA
Protein Sequence: FASTA
Gene Sequence: FASTA
SNPs: SNPJam Report Link_out

Comments

Drug created on June 13, 2005 07:24 / Updated on February 08, 2013 16:21