5-(2,4-difluorophenyl)-2-(sulfooxy)benzoic acid

• ChemBase ID: 167420
• Molecular Formular: C13H8F2O6S
• Molecular Mass: 330.2608264
• Monoisotopic Mass: 330.00096542
• SMILES: c1cc(cc(c1OS(=O)(=O)O)C(=O)O)c1ccc(cc1F)F
• Canonical SMILES: Fc1ccc(c(c1)F)c1ccc(c(c1)C(=O)O)OS(=O)(=O)O
• InChI: InChI=1S/C13H8F2O6S/c14-8-2-3-9(11(15)6-8)7-1-4-12(21-22(18,19)20)10(5-7)13(16)17/h1-6H,(H,16,17)(H,18,19,20)
• InChIKey: HPRHSJVGEHBDGJ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 5-(2,4-difluorophenyl)-2-(sulfooxy)benzoic acid
• IUPAC Traditional name: 5-(2,4-difluorophenyl)-2-(sulfooxy)benzoic acid
• Synonyms: 2',4'-Difluoro-4-(sulfooxy)-[1,1'-Biphenyl]-3-carboxylic Acid Diammonium Salt; Diflunisal Sulfate Diammonium Salt

Database IDs

• PubChem SID: 162261553
• PubChem CID: 11724153

CALCULATED PROPERTIES

• Acid pKa: -2.5365596
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.8011259
• LogD (pH = 7.4): -3.0236833
• Log P: 2.7845793
• Molar Refractivity: 70.8559 cm^3
• Polarizability: 28.480957 Å^3
• Polar Surface Area: 100.9 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - D445805

A major metabolite of Diflunisal (D445751).

REFERENCES

• Loewen, G.R. et al.: Drug Metab. Disp., 14, 127 (1986)
• Little, S., et al.: J. Biol. Chem., 272, 25135 (1986)
• Diamandis, E., et al.: Clin. Biochem., 33, 369 (1986)