2-(propoxycarbonyl)(2H4)benzoic acid

• ChemBase ID: 174771
• Molecular Formular: C11H12O4
• Molecular Mass: 208.21058
• Monoisotopic Mass: 208.07355886
• SMILES: c1ccc(c(c1)C(=O)OCCC)C(=O)O
• Canonical SMILES: CCCOC(=O)c1ccccc1C(=O)O
• InChI: InChI=1S/C11H12O4/c1-2-7-15-11(14)9-6-4-3-5-8(9)10(12)13/h3-6H,2,7H2,1H3,(H,12,13)
• InChIKey: NFOQRIXSEYVCJP-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-(propoxycarbonyl)(^2H₄)benzoic acid
• IUPAC Traditional name: 2-(propoxycarbonyl)(^2H₄)benzoic acid
• Synonyms: 1,2-(Benzene-d4)dicarboxylic Acid 1-Propyl Ester; 1,2-(Benzene-d4)dicarboxylic Acid Monopropyl Ester; Phthalic Acid-d4 Monopropyl Ester; Phthalic Acid-d4 Propyl Ester; Mono-n-propyl phthalate-d4; NSC 309966-d4; Monopropyl Phthalate-d4

Database IDs

• PubChem SID: 164230681
• PubChem CID: 71750820

CALCULATED PROPERTIES

• Acid pKa: 3.0847287
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.12886533
• LogD (pH = 7.4): -0.94999075
• Log P: 2.513636
• Molar Refractivity: 54.6121 cm^3
• Polarizability: 20.81908 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M567102

Labelled analogue of a phthalate ester metabolite used to study the role of peroxisome proliferator-activated receptor (PPAR) in the mediating effects of phthalates and metabolites in the liver. Studies suggest that it may possess testicular toxicity.

REFERENCES

• Lapinskas, P.J. et al.: Toxicology, 207, 149 (2005)
• Watanabe, N. et al.: J. Health Sci., 48, 527 (2005)