2-[3-(2-methylpropyl)phenyl]propanoic acid

• ChemBase ID: 171756
• Molecular Formular: C13H18O2
• Molecular Mass: 206.28082
• Monoisotopic Mass: 206.13067982
• SMILES: c1cc(cc(c1)C(C(=O)O)C)CC(C)C
• Canonical SMILES: CC(Cc1cccc(c1)C(C(=O)O)C)C
• InChI: InChI=1S/C13H18O2/c1-9(2)7-11-5-4-6-12(8-11)10(3)13(14)15/h4-6,8-10H,7H2,1-3H3,(H,14,15)
• InChIKey: SFVKLYXPBKITCE-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[3-(2-methylpropyl)phenyl]propanoic acid
• IUPAC Traditional name: 2-[3-(2-methylpropyl)phenyl]propanoic acid
• Synonyms: α-Methyl-3-(2-methylpropyl)benzeneacetic Acid, α-(3-Isobutylphenyl)propionic Acid; α-Methyl-3-(2-methylpropyl)phenylacetic Acid; 2-(3-Isobutylphenyl)propionic Acid; m-Isobutyl Ibuprofen

Database IDs

• CAS Number: 66622-47-7
• PubChem SID: 164227666
• PubChem CID: 11424295

CALCULATED PROPERTIES

• Acid pKa: 4.852385
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.1083395
• LogD (pH = 7.4): 1.3377883
• Log P: 3.8435583
• Molar Refractivity: 60.7319 cm^3
• Polarizability: 23.648167 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I780080

An Ibuprofen (I140000) impurity used in the study of potent noncompetitive interleukin-8 inhibitors.

REFERENCES

• Moriconi, A. et al.: J. Med. Chem., 50, 3984 (2007)
• Allegretti, M. et al.: J. Med. Chem., 48, 4312 (2007)