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

• ChemBase ID: 4117
• Molecular Formular: C6H10O6
• Molecular Mass: 178.14
• Monoisotopic Mass: 178.04773804
• SMILES: O[C@H]1C[C@H](O[C@@H](O)[C@@H]1O)C(=O)O
• Canonical SMILES: O[C@H]1C[C@H](O[C@H]([C@@H]1O)O)C(=O)O
• InChI: InChI=1S/C6H10O6/c7-2-1-3(5(9)10)12-6(11)4(2)8/h2-4,6-8,11H,1H2,(H,9,10)/t2-,3-,4+,6+/m0/s1
• InChIKey: OGDYCNQXUUBOMI-RFPGKLGKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,4S,5R,6R)-4,5,6-trihydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: @4-deoxy-D-glucuronic acid
• Synonyms: 4-Deoxy-D-Glucuronic Acid

Database IDs

• PubChem SID: 160967549; 46506544
• PubChem CID: 446228

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.3730443
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -4.035298
• LogD (pH = 7.4): -5.3315926
• Log P: -1.92197
• Molar Refractivity: 34.6937 cm^3
• Polarizability: 14.475793 Å^3
• Polar Surface Area: 107.22 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -2.19
• LOG S: 0.42
• Solubility (Water): 4.72e+02 g/l

DETAILS

DrugBank - DB04548

Drug information: experimental