2-[4-(2-hydroxy-2-methylpropyl)phenyl]propanoic acid

• ChemBase ID: 157583
• Molecular Formular: C13H18O3
• Molecular Mass: 222.28022
• Monoisotopic Mass: 222.12559444
• SMILES: CC(c1ccc(cc1)CC(C)(C)O)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-methylpropyl)phenyl]propanoic acid
• IUPAC Traditional name: 2-[4-(2-hydroxy-2-methylpropyl)phenyl]propanoic acid
• Synonyms: 4-(2-Hydroxy-2-methylpropyl)-α-methyl-benzeneacetic Acid; 2,4’-(2-Hydroxy-2-methylpropyl)phenylpropionic Acid; Hydroxyibuprofen; Ibuprofen OH; rac 2-Hydroxy Ibuprofen; 2-[4-(2-Hydroxy-2-methylpropyl)phenyl]propionic acid; 2-Hydroxyibuprofen

Database IDs

• CAS Number: 51146-55-5
• MDL Number: MFCD08275592
• Beilstein Number: 3051852
• PubChem SID: 162251720
• PubChem CID: 10443535

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: 24.266338 Å^3
• Polar Surface Area: 57.53 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Cyclohexane
• Melting Point: 120-122°C

Safety Information

• Storage Condition: -20°C Freezer
• German water hazard class: 3

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C13H18O3

DETAILS

Sigma Aldrich - 32451

Legal Information
VETRANAL is a trademark of Sigma-Aldrich Co. LLC

Toronto Research Chemicals - H942860

A human 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)