2-[(carboxymethoxy)carbonyl]benzoic acid

• ChemBase ID: 174716
• Molecular Formular: C10H8O6
• Molecular Mass: 224.16692
• Monoisotopic Mass: 224.03208798
• SMILES: c1ccc(c(c1)C(=O)OCC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)COC(=O)c1ccccc1C(=O)O
• InChI: InChI=1S/C10H8O6/c11-8(12)5-16-10(15)7-4-2-1-3-6(7)9(13)14/h1-4H,5H2,(H,11,12)(H,13,14)
• InChIKey: SWYJHJPNXKOMKD-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(carboxymethoxy)carbonyl]benzoic acid
• IUPAC Traditional name: 2-[(carboxymethoxy)carbonyl]benzoic acid
• Synonyms: 1,2-Benzenedicarboxylic Acid 1-(Carboxymethyl) Ester; 1,2-Benzenedicarboxylic Acid Mono(carboxymethyl) Ester; Phthalic Ecid monoester with Glycolic Acid; Glycolyl Hydrogen Phthalate; Mono(carboxymethyl) Phthalate

Database IDs

• CAS Number: 30435-30-4
• PubChem SID: 164230626
• PubChem CID: 20371873

CALCULATED PROPERTIES

• Acid pKa: 2.6318095
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -3.5357213
• LogD (pH = 7.4): -5.737127
• Log P: 1.112289
• Molar Refractivity: 51.4241 cm^3
• Polarizability: 19.638285 Å^3
• Polar Surface Area: 100.9 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M525600

An oxidative metabolite of Di-n-octyl Phthalate (D481750).

REFERENCES

• Silva, M.J. et al.: Toxicol., 210, 123 (2005)
• Albro, P.W. et al.: Xenobiotica, 14, 389 (2005)