(4S,5S)-4,5,6-trihydroxy-2-oxohexanoic acid

• ChemBase ID: 3163
• Molecular Formular: C6H10O6
• Molecular Mass: 178.14
• Monoisotopic Mass: 178.04773804
• SMILES: OC[C@H](O)[C@@H](O)CC(=O)C(=O)O
• Canonical SMILES: OC[C@@H]([C@H](CC(=O)C(=O)O)O)O
• InChI: InChI=1S/C6H10O6/c7-2-5(10)3(8)1-4(9)6(11)12/h3,5,7-8,10H,1-2H2,(H,11,12)/t3-,5-/m0/s1
• InChIKey: WPAMZTWLKIDIOP-UCORVYFPSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (4S,5S)-4,5,6-trihydroxy-2-oxohexanoic acid
• IUPAC Traditional name: @2-keto-3-deoxygluconate
• Synonyms: 2-Keto-3-Deoxygluconate

Database IDs

• PubChem SID: 160966607; 46508791
• PubChem CID: 11309850

CALCULATED PROPERTIES

JChem

• Acid pKa: 2.9051235
• H Acceptors: 6
• H Donor: 4
• LogD (pH = 5.5): -4.323317
• LogD (pH = 7.4): -5.259867
• Log P: -1.7750312
• Molar Refractivity: 36.3163 cm^3
• Polarizability: 14.570128 Å^3
• Polar Surface Area: 115.06 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -1.87
• LOG S: -0.12
• Solubility (Water): 1.34e+02 g/l

DETAILS

DrugBank - DB03489

Drug information: experimental