2-{3-[hydroxy(phenyl)methyl]phenyl}(3-13C,3,3,3-2H3)propanoic acid

• ChemBase ID: 167643
• Molecular Formular: C16H16O3
• Molecular Mass: 257.28909484
• Monoisotopic Mass: 257.11329921
• SMILES: c1cccc(c1)C(c1cccc(c1)C([13CH3])C(=O)O)O
• Canonical SMILES: OC(=O)C(c1cccc(c1)C(c1ccccc1)O)[13CH3]
• InChI: InChI=1S/C16H16O3/c1-11(16(18)19)13-8-5-9-14(10-13)15(17)12-6-3-2-4-7-12/h2-11,15,17H,1H3,(H,18,19)/i1+1
• InChIKey: KBVIDAVUDXDUPS-OUBTZVSYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{3-[hydroxy(phenyl)methyl]phenyl}(3-^1^3C,3,3,3-^2H₃)propanoic acid
• IUPAC Traditional name: 2-{3-[hydroxy(phenyl)methyl]phenyl}(3-^1^3C,3,3,3-^2H₃)propanoic acid
• Synonyms: 3-(Hydroxyphenylmethyl)-α-(methyl-13C,d3)benzeneacetic Acid; Dihydroketoprofen-13C,d3; Dihydro Ketoprofen-13C,d3(Mixture of Diastereomers)

Database IDs

• PubChem SID: 162261776
• PubChem CID: 46781311

CALCULATED PROPERTIES

• Acid pKa: 4.297981
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.9444373
• LogD (pH = 7.4): 0.2064078
• Log P: 3.1708708
• Molar Refractivity: 73.0388 cm^3
• Polarizability: 28.401598 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D449177

A labelled metabolite of Ketoprofen.

REFERENCES

• Jamali, F., et al.: J. Pharma. Sci., 79, 460 (1990)
• Lindon, J., et al.: Drug Metab. Rev., 29, 705 (1990)
• Akira, K., et al.: Drug Metab. Dispos., 26, 457 (1990)
• Rudy, A., et al.: J. Clin. Pharmacol., 38, 3S (1990)