(2S,3S)-2-hydroxy-3-(propan-2-yl)butanedioic acid

• ChemBase ID: 3889
• Molecular Formular: C7H12O5
• Molecular Mass: 176.16718
• Monoisotopic Mass: 176.06847348
• SMILES: CC(C)[C@@H]([C@H](O)C(=O)O)C(=O)O
• Canonical SMILES: CC([C@@H]([C@@H](C(=O)O)O)C(=O)O)C
• InChI: InChI=1S/C7H12O5/c1-3(2)4(6(9)10)5(8)7(11)12/h3-5,8H,1-2H3,(H,9,10)(H,11,12)/t4-,5-/m0/s1
• InChIKey: RNQHMTFBUSSBJQ-WHFBIAKZSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2S,3S)-2-hydroxy-3-(propan-2-yl)butanedioic acid
• IUPAC Traditional name: @3-isopropylmalic acid
• Synonyms: 3-Isopropylmalic Acid

Database IDs

• PubChem SID: 46509193; 160967325
• PubChem CID: 5488912

CALCULATED PROPERTIES

JChem

• Acid pKa: 3.6770577
• H Acceptors: 5
• H Donor: 3
• LogD (pH = 5.5): -1.9481872
• LogD (pH = 7.4): -5.033675
• Log P: 0.16093262
• Molar Refractivity: 38.5993 cm^3
• Polarizability: 15.484841 Å^3
• Polar Surface Area: 94.83 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

ALOGPS 2.1

• Log P: 0.28
• LOG S: -0.33
• Solubility (Water): 8.33e+01 g/l

DETAILS

DrugBank - DB04279

Drug information: experimental