2-propylpentanedioic acid

• ChemBase ID: 177037
• Molecular Formular: C8H14O4
• Molecular Mass: 174.19436
• Monoisotopic Mass: 174.08920893
• SMILES: OC(=O)C(CCC(=O)O)CCC
• Canonical SMILES: CCCC(C(=O)O)CCC(=O)O
• InChI: InChI=1S/C8H14O4/c1-2-3-6(8(11)12)4-5-7(9)10/h6H,2-5H2,1H3,(H,9,10)(H,11,12)
• InChIKey: IFNXFIJXYVEYLF-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-propylpentanedioic acid
• IUPAC Traditional name: 2-propylglutaric acid
• Synonyms: 2-PGA; 2-Propyl-pentanedioic Acid; 2-Propylglutaric Acid

Database IDs

• CAS Number: 32806-62-5
• PubChem SID: 164232947
• PubChem CID: 134970

CALCULATED PROPERTIES

• Acid pKa: 4.125311
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.6109672
• LogD (pH = 7.4): -4.1115336
• Log P: 1.4782093
• Molar Refractivity: 41.9145 cm^3
• Polarizability: 16.595043 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 61-63°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - P835300

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)