2-(4-phenylphenyl)propanoic acid

• ChemBase ID: 162131
• Molecular Formular: C15H14O2
• Molecular Mass: 226.27046
• Monoisotopic Mass: 226.09937969
• SMILES: c1c(ccc(c1)C(C)C(=O)O)c1ccccc1
• Canonical SMILES: OC(=O)C(c1ccc(cc1)c1ccccc1)C
• InChI: InChI=1S/C15H14O2/c1-11(15(16)17)12-7-9-14(10-8-12)13-5-3-2-4-6-13/h2-11H,1H3,(H,16,17)
• InChIKey: JALUUBQFLPUJMY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(4-phenylphenyl)propanoic acid
• IUPAC Traditional name: 2-(4-phenylphenyl)propanoic acid
• Synonyms: α-Methyl-[1,1'-biphenyl]-4-acetic Acid; p-Phenylhydratropic Acid; (+/-)-2-(4-Biphenyl)propionic Acid; 16300Y1; 2-(4-Biphenyl)propionic Acid; 2-(4-Biphenylyl)propionic Acid; 2-(4-Phenylphenyl)propionic Acid; NSC 16300; Biprofen

Database IDs

• CAS Number: 6341-72-6
• PubChem SID: 162256266
• PubChem CID: 22810

CALCULATED PROPERTIES

• Acid pKa: 4.7122602
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 2.9486625
• LogD (pH = 7.4): 1.1709902
• Log P: 3.8012056
• Molar Refractivity: 67.0763 cm^3
• Polarizability: 27.360498 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - B399050

A metabolite of Isopropylbiphenyl, a COX-2 selective inhibitor. Also an impurity of Flurbiprofen (F598700).

REFERENCES

• Sullivan, H.R., et al.: Xenobiotica, 8, 333 (1978)
• Smith, W., et al.: J. Biol .Chem., 271, 33157 (1978)