3-[4-(1-carboxyethyl)phenyl]-2-methylpropanoic acid

• ChemBase ID: 157582
• Molecular Formular: C13H16O4
• Molecular Mass: 236.26374
• Monoisotopic Mass: 236.10485899
• SMILES: CC(Cc1ccc(cc1)C(C)C(=O)O)C(=O)O
• Canonical SMILES: OC(=O)C(Cc1ccc(cc1)C(C(=O)O)C)C
• InChI: InChI=1S/C13H16O4/c1-8(12(14)15)7-10-3-5-11(6-4-10)9(2)13(16)17/h3-6,8-9H,7H2,1-2H3,(H,14,15)(H,16,17)
• InChIKey: DIVLBIVDYADZPL-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-[4-(1-carboxyethyl)phenyl]-2-methylpropanoic acid
• IUPAC Traditional name: 3-[4-(1-carboxyethyl)phenyl]-2-methylpropanoic acid
• Synonyms: 2-[4-(2-Carboxypropyl)phenyl]propionic acid; 3-[4-(1-Carboxyethyl)phenyl]-2-methylpropionic acid; Carboxyibuprofen; 4-(1-Carboxyethyl)-α-methyl-benzenepropanoic Acid; 2,4’-(2-Carboxypropyl)phenylpropionic Acid; Carboxyibuprofen; Ibuprofen Carboxylic Acid(Mixture of Diastereomers)

Database IDs

• CAS Number: 15935-54-3
• MDL Number: MFCD08063737
• Beilstein Number: 5951324
• PubChem SID: 162251719
• PubChem CID: 10444113

CALCULATED PROPERTIES

• Acid pKa: 3.972794
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.45117104
• LogD (pH = 7.4): -3.0014312
• Log P: 2.7792835
• Molar Refractivity: 62.4232 cm^3
• Polarizability: 24.263327 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; DMF; DMSO; Ethyl Acetate
• Apperance: White Solid
• Melting Point: 114-116°C

Safety Information

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

Product Information

• Grade: VETRANAL™, analytical standard
• Empirical Formula (Hill Notation): C13H16O4

DETAILS

Sigma Aldrich - 32443

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

Toronto Research Chemicals - I140015

The major metabolite of Ibuprofen; may reduce the risk of cataract by protecting lenticular enzymes.

REFERENCES

• Bhuyan, K., et al.: Life Sci., 38, 1463 (1986)
• Blakytny, R., et al.: Biochem. J., 288, 303 (1986)
• Ganea, E., et al.: Eur. J. Biochem., 231, 181 (1986)
• Mitchell, J., et al.: Br. J. Pharmacol., 128, 1121 (1986)