(2E)-2-propylpenta-2,4-dienoic acid

• ChemBase ID: 177058
• Molecular Formular: C8H12O2
• Molecular Mass: 140.17968
• Monoisotopic Mass: 140.08372962
• SMILES: C=C/C=C(/C(=O)O)\CCC
• Canonical SMILES: CCC/C(=C\C=C)/C(=O)O
• InChI: InChI=1S/C8H12O2/c1-3-5-7(6-4-2)8(9)10/h3,5H,1,4,6H2,2H3,(H,9,10)/b7-5+
• InChIKey: UUILWXIBBZVJDU-FNORWQNLSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2E)-2-propylpenta-2,4-dienoic acid
• IUPAC Traditional name: 2,4-diene-vpa
• Synonyms: 2,4-diene-VPA; (E,Z)-2-Propyl-2,4-pentadienoic Acid

Database IDs

• CAS Number: 72010-18-5
• PubChem SID: 164232968
• PubChem CID: 6441809

CALCULATED PROPERTIES

• Acid pKa: 5.0865192
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 1.7899581
• LogD (pH = 7.4): 0.05490487
• Log P: 2.3448508
• Molar Refractivity: 41.1691 cm^3
• Polarizability: 15.490965 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform
• Apperance: Pale Yellow Oil

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - P838290

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)