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

• ChemBase ID: 127576
• Molecular Formular: C6H10O7
• Molecular Mass: 194.1394
• Monoisotopic Mass: 194.04265266
• SMILES: O=C(O)[C@H]1O[C@H](O)[C@H](O)[C@@H](O)[C@@H]1O
• Canonical SMILES: O[C@H]1O[C@H](C(=O)O)[C@H]([C@@H]([C@H]1O)O)O
• 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
• InChIKey: AEMOLEFTQBMNLQ-WAXACMCWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S,4S,5R,6S)-3,4,5,6-tetrahydroxyoxane-2-carboxylic acid
• IUPAC Traditional name: glucuronic acid
• Synonyms: β-D-glucopyranuronic acid; Glucuronic acid

Database IDs

• CAS Number: 6556-12-3
• PubChem SID: 162221895
• PubChem CID: 441478; 444791
• CHEBI ID: 28860
• Chemspider ID: 392615
• DrugBank ID: DB03156
• KEGG ID: C00191
• MeSH Name: Glucuronic+acid
• Unique Ingredient Identifier: 8A5D83Q4RW
• Wikipedia Title: Glucuronic_acid

CALCULATED PROPERTIES

• H Donor: 5
• LogD (pH = 5.5): -4.8822365
• LogD (pH = 7.4): -6.0563807
• Log P: -2.6122646
• Molar Refractivity: 35.7908 cm^3
• Polarizability: 15.209947 Å^3
• Polar Surface Area: 127.45 Å^2
• Rotatable Bonds: 1
• Lipinski's Rule of Five: true
• Acid pKa: 3.207791
• H Acceptors: 7

PROPERTIES

Physical Property

• Melting Point: 159–161 °C