(1S,2S)-1-hydroxypropane-1,2,3-tricarboxylic acid

• ChemBase ID: 1501
• Molecular Formular: C6H8O7
• Molecular Mass: 192.12352
• Monoisotopic Mass: 192.0270026
• SMILES: O[C@@H]([C@H](CC(=O)O)C(=O)O)C(=O)O
• Canonical SMILES: OC(=O)C[C@@H]([C@@H](C(=O)O)O)C(=O)O
• InChI: InChI=1S/C6H8O7/c7-3(8)1-2(5(10)11)4(9)6(12)13/h2,4,9H,1H2,(H,7,8)(H,10,11)(H,12,13)/t2-,4-/m0/s1
• InChIKey: ODBLHEXUDAPZAU-OKKQSCSOSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (1S,2S)-1-hydroxypropane-1,2,3-tricarboxylic acid
• IUPAC Traditional name: D-erythro-isocitric acid
• Synonyms: Isocitric Acid

Database IDs

• CAS Number: 320-77-4
• PubChem SID: 160964960; 46506619
• PubChem CID: 447805

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.0683239
• H Acceptors: 7
• H Donor: 4
• LogD (pH = 5.5): -5.0456996
• LogD (pH = 7.4): -9.57552
• Log P: -1.4463283
• Molar Refractivity: 35.7161 cm^3
• Polarizability: 14.4795475 Å^3
• Polar Surface Area: 132.13 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: -0.35
• LOG S: -0.56
• Solubility (Water): 5.25e+01 g/l

DETAILS

DrugBank - DB01727

Drug information: experimental