(2R,3S)-2,3-dihydroxy-5-oxohexanedioate

• ChemBase ID: 2934
• Molecular Formular: C6H6O7--
• Molecular Mass: 190.10764
• Monoisotopic Mass: 190.01135253
• SMILES: O[C@@H](CC(=O)C(=O)[O-])[C@@H](O)C(=O)[O-]
• Canonical SMILES: O[C@H]([C@H](CC(=O)C(=O)[O-])O)C(=O)[O-]
• InChI: InChI=1S/C6H8O7/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-,4+/m0/s1
• InChIKey: QUURPCHWPQNNGL-ZAFYKAAXSA-L

NAMES AND DATABASE IDS

Names

• IUPAC name: (2R,3S)-2,3-dihydroxy-5-oxohexanedioate
• IUPAC Traditional name: 5-dehydro-4-deoxy-D-glucarate
• Synonyms: 2,3-Dihydroxy-5-Oxo-Hexanedioate

Database IDs

• PubChem SID: 160966381; 46506322
• PubChem CID: 5288442

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.497088
• H Acceptors: 7
• H Donor: 2
• LogD (pH = 5.5): -6.505047
• LogD (pH = 7.4): -8.397762
• Log P: -1.4547567
• Molar Refractivity: 57.8579 cm^3
• Polarizability: 14.392379 Å^3
• Polar Surface Area: 137.79 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.36
• LOG S: 0.06
• Solubility (Water): 2.62e+02 g/l

DETAILS

DrugBank - DB03237

Drug information: experimental