3-hydroxy-2-propylpentanoic acid

• ChemBase ID: 171433
• Molecular Formular: C8H16O3
• Molecular Mass: 160.21084
• Monoisotopic Mass: 160.10994437
• SMILES: OC(=O)C(C(CC)O)CCC
• Canonical SMILES: CCCC(C(CC)O)C(=O)O
• InChI: InChI=1S/C8H16O3/c1-3-5-6(8(10)11)7(9)4-2/h6-7,9H,3-5H2,1-2H3,(H,10,11)
• InChIKey: LLPFTSMZBSRZDV-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-hydroxy-2-propylpentanoic acid
• IUPAC Traditional name: 3-OH-vpa
• Synonyms: 3-OH-VPA; 2-Propyl-3-hydroxypentanoic Acid; 3-Hydroxy-2-propylpentanoic Acid; 3-Hydroxy Valproic Acid (Mixture of Diastereomers)

Database IDs

• CAS Number: 58888-84-9
• PubChem SID: 164227343
• PubChem CID: 134459

CALCULATED PROPERTIES

• Acid pKa: 4.7900634
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 0.78098816
• LogD (pH = 7.4): -0.99400556
• Log P: 1.56764
• Molar Refractivity: 41.7646 cm^3
• Polarizability: 16.627449 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Ethyl Acetate
• Apperance: Thick Yellow oil

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H993000

A metabolite of Valproic Acid.

REFERENCES

• McLean, M.J., et al.: J. Pharmacol. Exp. Ther., 237, 1001 (1986)
• Lee, R.D., et al.: J. Pharm. Sci., 78, 667 (1986)
• Mergen, F., et al.: J. Pharm. Pharmacol., 43, 815, (1991)