2-[4-(2-methylpropyl)(1,2,3,4,5,6-13C6)phenyl]propanoic acid

• ChemBase ID: 171491
• Molecular Formular: C13H18O2
• Molecular Mass: 212.23674903
• Monoisotopic Mass: 212.15080884
• SMILES: [13cH]1[13cH][13c]([13cH][13cH][13c]1C(C)C(=O)O)CC(C)C
• Canonical SMILES: CC(C[13c]1[13cH][13cH][13c]([13cH][13cH]1)C(C(=O)O)C)C
• InChI: InChI=1S/C13H18O2/c1-9(2)8-11-4-6-12(7-5-11)10(3)13(14)15/h4-7,9-10H,8H2,1-3H3,(H,14,15)/i4+1,5+1,6+1,7+1,11+1,12+1
• InChIKey: HEFNNWSXXWATRW-HNHUTNRMSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[4-(2-methylpropyl)(1,2,3,4,5,6-^1^3C₆)phenyl]propanoic acid
• IUPAC Traditional name: 2-[4-(2-methylpropyl)(1,2,3,4,5,6-^1^3C₆)phenyl]propanoic acid
• Synonyms: 2-(4-Isobutylphenyl)propionic Acid-13C6; Ibuprofen-13C6

Database IDs

• PubChem SID: 164227401
• PubChem CID: 46781932

CALCULATED PROPERTIES

• Acid pKa: 4.851939
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.1079764
• LogD (pH = 7.4): 1.3373861
• Log P: 3.8435583
• Molar Refractivity: 60.7319 cm^3
• Polarizability: 23.648134 Å^3
• Polar Surface Area: 37.3 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - I140003

Labelled Ibuprofen, a selective cyclooxygenase inhibitor (IC50=14.9uM). Inhibits PGH synthase-1 and PGH synthase-2 with comparable potency.

REFERENCES

• Busson, M., et al.: J. Int. Med Res., 14, 53 (1986)
• Meade, E.A., et al.: J. Biol. Chem., 268, 6610 (1986)
• Davies, N.M., et al.: Clin. Pharmacokinet., 34, 101 (1986)