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Identification
NameD-Glucuronic Acid
Accession NumberDB03156  (EXPT01175)
Typesmall molecule
Groupsexperimental
DescriptionNot Available
Structure
Thumb
Synonyms
SynonymLanguageCode
alpha-D-glucopyranuronic acidNot AvailableNot Available
alpha-D-glucuronic acidNot AvailableNot Available
alpha-delta-glucopyranuronic acidNot AvailableNot Available
alpha-delta-glucuronic acidNot AvailableNot Available
D-(+)-glucuronateNot AvailableNot Available
D-(+)-glucuronic acidNot AvailableNot Available
D-glucuronateNot AvailableNot Available
delta-(+)-glucuronateNot AvailableNot Available
delta-(+)-glucuronic acidNot AvailableNot Available
delta-glucuronateNot AvailableNot Available
GCUNot AvailableNot Available
GlucosiduronateNot AvailableNot Available
Glucosiduronic acidNot AvailableNot Available
GlucuronateNot AvailableNot Available
Glucuronic acidNot AvailableNot Available
SaltsNot Available
Brand namesNot Available
Brand mixturesNot Available
CategoriesNot Available
CAS number6556-12-3
WeightAverage: 194.1394
Monoisotopic: 194.042652674
Chemical FormulaC6H10O7
InChI KeyAEMOLEFTQBMNLQ-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
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
Mass SpecNot Available
Taxonomy
KingdomOrganic Compounds
SuperclassOrganooxygen Compounds
ClassCarbohydrates and Carbohydrate Conjugates
SubclassSugar Acids and Derivatives
Direct parentGlucuronic Acid Derivatives
Alternative parentsHexoses; Pyran Carboxylic Acids; Beta Hydroxy Acids and Derivatives; Oxanes; Secondary Alcohols; Hemiacetals; 1,2-Diols; Enolates; Polyamines; Carboxylic Acids
Substituentspyran carboxylic acid or derivative; pyran carboxylic acid; beta-hydroxy acid; hydroxy acid; monosaccharide; oxane; polyol; hemiacetal; 1,2-diol; secondary alcohol; polyamine; enolate; ether; carboxylic acid derivative; carboxylic acid; alcohol
Classification descriptionThis compound belongs to the glucuronic acid derivatives. These are compounds containing a glucuronic acid moeity (or a derivative), which consists of a glucose moiety with the C6 carbon oxidized to a carboxylic acid.
Pharmacology
IndicationNot Available
PharmacodynamicsNot Available
Mechanism of actionNot Available
AbsorptionNot Available
Volume of distributionNot Available
Protein bindingNot Available
Metabolism
Route of eliminationNot Available
Half lifeNot Available
ClearanceNot Available
ToxicityNot Available
Affected organismsNot Available
PathwaysNot Available
SNP Mediated EffectsNot Available
SNP Mediated Adverse Drug ReactionsNot Available
ADMET
Predicted ADMET features
Property Value Probability
Human Intestinal Absorption - 0.578
Blood Brain Barrier + 0.5892
Caco-2 permeable - 0.7
P-glycoprotein substrate Non-substrate 0.6735
P-glycoprotein inhibitor I Non-inhibitor 0.9619
P-glycoprotein inhibitor II Non-inhibitor 0.9857
Renal organic cation transporter Non-inhibitor 0.9366
CYP450 2C9 substrate Non-substrate 0.8459
CYP450 2D6 substrate Non-substrate 0.9061
CYP450 3A4 substrate Non-substrate 0.7387
CYP450 1A2 substrate Non-inhibitor 0.9586
CYP450 2C9 substrate Non-inhibitor 0.977
CYP450 2D6 substrate Non-inhibitor 0.9713
CYP450 2C19 substrate Non-inhibitor 0.9793
CYP450 3A4 substrate Non-inhibitor 0.8309
CYP450 inhibitory promiscuity Low CYP Inhibitory Promiscuity 0.97
Ames test Non AMES toxic 0.9426
Carcinogenicity Non-carcinogens 0.9428
Biodegradation Ready biodegradable 0.7998
Rat acute toxicity 1.6092 LD50, mol/kg Not applicable
hERG inhibition (predictor I) Weak inhibitor 0.9828
hERG inhibition (predictor II) Non-inhibitor 0.9744
Pharmacoeconomics
ManufacturersNot Available
PackagersNot Available
Dosage formsNot Available
PricesNot Available
PatentsNot Available
Properties
Statesolid
Experimental Properties
PropertyValueSource
melting point165 °CPhysProp
water solubility485 mg/mLHMP experimental
logP-2.57HANSCH,C ET AL. (1995)
Predicted Properties
PropertyValueSource
water solubility2.95e+02 g/lALOGPS
logP-2.3ALOGPS
logP-2.6ChemAxon
logS0.18ALOGPS
pKa (strongest acidic)3.21ChemAxon
pKa (strongest basic)-3.7ChemAxon
physiological charge-1ChemAxon
hydrogen acceptor count7ChemAxon
hydrogen donor count5ChemAxon
polar surface area127.45ChemAxon
rotatable bond count1ChemAxon
refractivity35.79ChemAxon
polarizability16.37ChemAxon
number of rings1ChemAxon
bioavailability1ChemAxon
rule of fiveYesChemAxon
Ghose filterNoChemAxon
Veber's ruleNoChemAxon
MDDR-like ruleNoChemAxon
Spectra
SpectraNot Available
References
Synthesis Reference

Gerhard Weber, Karlheinz Schrader, “D-glucuronic acid-urea condensate preparation for smoothing human skin.” U.S. Patent US4703041, issued October 27, 1987.

US4703041
General ReferenceNot Available
External Links
ResourceLink
KEGG CompoundC00191
ChEBI35182
ChEMBL
HETBDP
WikipediaGlucuronic_acid
ATC CodesNot Available
AHFS CodesNot Available
PDB Entries
FDA labelNot Available
MSDSNot Available
Interactions
Drug InteractionsNot Available
Food InteractionsNot Available

Targets

1. Hyaluronate lyase

Kind: protein

Organism: Streptococcus pneumoniae serotype 4 (strain ATCC BAA-334 / TIGR4)

Pharmacological action: unknown

Components

Name UniProt ID Details
Hyaluronate lyase Q54873 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. 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

Kind: protein

Organism: Pedobacter heparinus (strain ATCC 13125 / DSM 2366 / NCIB 9290)

Pharmacological action: unknown

Components

Name UniProt ID Details
Chondroitinase-AC Q59288 Details

References:

  1. Overington JP, Al-Lazikani B, Hopkins AL: How many drug targets are there? Nat Rev Drug Discov. 2006 Dec;5(12):993-6. Pubmed
  2. 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

Kind: protein

Organism: Geobacillus stearothermophilus

Pharmacological action: unknown

Components

Name UniProt ID Details
Alpha-glucuronidase Q8VVD2 Details
Comments
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Drug created on June 13, 2005 07:24 / Updated on September 16, 2013 17:20