3-(2-methylpropyl)pentanedioic acid

• ChemBase ID: 174282
• Molecular Formular: C9H16O4
• Molecular Mass: 188.22094
• Monoisotopic Mass: 188.10485899
• SMILES: C(CC(CC(=O)O)CC(=O)O)(C)C
• Canonical SMILES: CC(CC(CC(=O)O)CC(=O)O)C
• InChI: InChI=1S/C9H16O4/c1-6(2)3-7(4-8(10)11)5-9(12)13/h6-7H,3-5H2,1-2H3,(H,10,11)(H,12,13)
• InChIKey: UATSLDZQNXAKMA-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(2-methylpropyl)pentanedioic acid
• IUPAC Traditional name: 3-(2-methylpropyl)pentanedioic acid
• Synonyms: 3-Isobutylglutaric Acid; 3-(2-Methylpropyl)pentanedioic Acid; 3-Isobutylglutaric acid

Database IDs

• CAS Number: 75143-89-4
• MDL Number: MFCD15529751
• PubChem SID: 164230192
• PubChem CID: 10976240

CALCULATED PROPERTIES

• Acid pKa: 4.2351837
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -0.39575085
• LogD (pH = 7.4): -3.9144478
• Log P: 1.5092613
• Molar Refractivity: 46.4372 cm^3
• Polarizability: 18.41525 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Pale Brown Solid
• Melting Point: 52-55°C

Safety Information

• Storage Condition: -20°C Freezer

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - M326335

An impurity of Pregabalin (P704800) with anticonvulsant properties.

REFERENCES

• Yang, J. et al.: Gaox. Huax. Gong. Xueb., 23, 825 (2009)
• Zhang, G. et al.: Zhong. Yiyao Gong. Zaz., 38, 617 (2009)