(2R,3R,5R)-2,3,5-trihydroxyhexanedioate

• ChemBase ID: 2910
• Molecular Formular: C6H8O7--
• Molecular Mass: 192.12352
• Monoisotopic Mass: 192.0270026
• SMILES: O[C@H](C[C@@H](O)C(=O)[O-])[C@@H](O)C(=O)[O-]
• Canonical SMILES: [O-]C(=O)[C@@H](C[C@H]([C@H](C(=O)[O-])O)O)O
• InChI: InChI=1S/C6H10O7/c7-2(4(9)6(12)13)1-3(8)5(10)11/h2-4,7-9H,1H2,(H,10,11)(H,12,13)/p-2/t2-,3-,4-/m1/s1
• InChIKey: WZLURCXZSPTANB-BXXZVTAOSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3R,5R)-2,3,5-trihydroxyhexanedioate
• IUPAC Traditional name: 4-deoxyglucarate
• Synonyms: 4-Deoxyglucarate

Database IDs

• PubChem SID: 46509159; 160966357
• PubChem CID: 46936608

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.9560702
• H Acceptors: 7
• H Donor: 3
• LogD (pH = 5.5): -6.725073
• LogD (pH = 7.4): -9.221361
• Log P: -2.3991752
• Molar Refractivity: 58.7155 cm^3
• Polarizability: 14.908865 Å^3
• Polar Surface Area: 140.95 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.45
• LOG S: 0.39
• Solubility (Water): 5.60e+02 g/l

DETAILS

DrugBank - DB03212

Drug information: experimental