2-propylpent-2-enoic acid

• ChemBase ID: 177059
• Molecular Formular: C8H14O2
• Molecular Mass: 142.19556
• Monoisotopic Mass: 142.09937969
• SMILES: CC/C=C(/C(=O)O)\CCC
• Canonical SMILES: CCC/C(=C\CC)/C(=O)O
• InChI: InChI=1S/C8H14O2/c1-3-5-7(6-4-2)8(9)10/h5H,3-4,6H2,1-2H3,(H,9,10)
• InChIKey: ZKNJEOBYOLUGKJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-propylpent-2-enoic acid
• IUPAC Traditional name: 2-propyl-2-pentenoic acid
• Synonyms: 2-ene-VPA; 2-Propyl-2-pentenoate; 2-propylpenten-2-oic Acid; (E,Z) 2-Propyl-2-pentenoic Acid

Database IDs

• CAS Number: 60218-41-9
• PubChem SID: 164232969
• PubChem CID: 6437068

CALCULATED PROPERTIES

• Acid pKa: 5.181733
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.1604176
• LogD (pH = 7.4): 0.44866267
• Log P: 2.6488388
• Molar Refractivity: 41.125 cm^3
• Polarizability: 15.733859 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Ether
• Apperance: Light-Yellow Solid

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere
• Storage Warning: Hygroscopic, Light, Temperature and Moisture Sensitive

DETAILS

Toronto Research Chemicals - P838300

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)