3-(1-carboxyethyl)benzoic acid

• ChemBase ID: 163772
• Molecular Formular: C10H10O4
• Molecular Mass: 194.184
• Monoisotopic Mass: 194.0579088
• SMILES: c1c(cc(cc1)C(C)C(=O)O)C(=O)O
• Canonical SMILES: CC(c1cccc(c1)C(=O)O)C(=O)O
• InChI: InChI=1S/C10H10O4/c1-6(9(11)12)7-3-2-4-8(5-7)10(13)14/h2-6H,1H3,(H,11,12)(H,13,14)
• InChIKey: RIXOZEBXQQUHQW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(1-carboxyethyl)benzoic acid
• IUPAC Traditional name: 3-(1-carboxyethyl)benzoic acid
• Synonyms: rac-3-Carboxy-α-methyl-benzeneacetic Acid; 3-Carboxy-α-methylbenzeneacetic Acid(Ketoprofen Impurity)

Database IDs

• CAS Number: 68432-95-1
• PubChem SID: 162257907
• PubChem CID: 44398682

CALCULATED PROPERTIES

• Acid pKa: 3.5287755
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): -1.4625401
• LogD (pH = 7.4): -4.6287675
• Log P: 1.8115633
• Molar Refractivity: 49.1963 cm^3
• Polarizability: 18.747715 Å^3
• Polar Surface Area: 74.6 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - C178745

A impurity of Ketoprofen (K200800).

REFERENCES

• Dvorak, J., et al.: J. Pharm. Biomed. Anal., 36, 625 (2004)
• Allegretti, M., et al.: J. Med. Chem., 48, 4312 (2004)