2-{4-[2-hydroxy-2-(2H3)methyl(3,3,3-2H3)propyl]phenyl}propanoic acid

• ChemBase ID: 170640
• Molecular Formular: C13H18O3
• Molecular Mass: 222.28022
• Monoisotopic Mass: 222.12559444
• SMILES: c1cc(ccc1CC(O)(C)C)C(C)C(=O)O
• Canonical SMILES: CC(c1ccc(cc1)CC(O)(C)C)C(=O)O
• InChI: InChI=1S/C13H18O3/c1-9(12(14)15)11-6-4-10(5-7-11)8-13(2,3)16/h4-7,9,16H,8H2,1-3H3,(H,14,15)
• InChIKey: UJHKVYPPCJBOSG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{4-[2-hydroxy-2-(^2H₃)methyl(3,3,3-^2H₃)propyl]phenyl}propanoic acid
• IUPAC Traditional name: 2-{4-[2-hydroxy-2-(^2H₃)methyl(3,3,3-^2H₃)propyl]phenyl}propanoic acid
• Synonyms: 4-(2-Hydroxy-2-methylpropyl)-α-methylbenzeneacetic Acid-d6; 2,4’-(2-Hydroxy-2-methylpropyl)phenylpropionic Acid-d6; Hydroxyibuprofen-d6; Ibuprofen OH-d6; rac 2-Hydroxy Ibuprofen-d6

Database IDs

• PubChem SID: 164226550
• PubChem CID: 57347707

CALCULATED PROPERTIES

• Acid pKa: 4.629826
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.4482847
• LogD (pH = 7.4): -0.32877558
• Log P: 2.3724434
• Molar Refractivity: 62.568 cm^3
• Polarizability: 24.266506 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H942862

A human labelled metabolite of Ibuprofen.

REFERENCES

• Bales, J., et al.: Clin. Chem., 31, 757 (1985)
• Maurer, H., et al.: J. Anal. Toxicol., 25, 237 (1985)
• Zwiener, C., et al.: Anal. Bioanal. Chem., 372, 569 ( 2002), de Bernardi, B., et al.: J. Clin. Oncol., 21, 1592 (1985)