2-[(benzyloxy)carbonyl](2H4)benzoic acid

• ChemBase ID: 174704
• Molecular Formular: C15H12O4
• Molecular Mass: 256.25338
• Monoisotopic Mass: 256.07355886
• SMILES: c1ccc(c(c1)C(=O)OCc1ccccc1)C(=O)O
• Canonical SMILES: O=C(c1ccccc1C(=O)O)OCc1ccccc1
• InChI: InChI=1S/C15H12O4/c16-14(17)12-8-4-5-9-13(12)15(18)19-10-11-6-2-1-3-7-11/h1-9H,10H2,(H,16,17)
• InChIKey: XIKIUQUXDNHBFR-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(benzyloxy)carbonyl](^2H₄)benzoic acid
• IUPAC Traditional name: 2-[(benzyloxy)carbonyl](^2H₄)benzoic acid
• Synonyms: 1,2-(Benzene-d4)dicarboxylic Acid 1-(Phenylmethyl) Ester; 1,2-(Benzene-d4)dicarboxylic Acid Mono(phenylmethyl) Ester; Phthalic Acid-d4 Benzyl Ester; 2-[(Benzyloxy-d4)carbonyl]benzoic Acid; Benzyl Hydrogen Phthalate-d4; MBzP-d4; NSC 402008-d4; Monobenzyl Phthalate-d4

Database IDs

• CAS Number: 478954-83-5
• PubChem SID: 164230614
• PubChem CID: 71750778

CALCULATED PROPERTIES

• Acid pKa: 3.0835369
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 0.972906
• LogD (pH = 7.4): -0.105015464
• Log P: 3.3587787
• Molar Refractivity: 69.9521 cm^3
• Polarizability: 26.693525 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 5
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M524902

Labelled Phthalate metabolite, which has been shown to influence preterm deliveries.

REFERENCES

• Mineno, T., et al.: Chem. Pharm. Bull., 57, 1167 (2009)
• Aylward, L., et al.: Reg. Toxicol. Pharmacol., 55, 259 (2009)
• Engel, S., et al.: NeuroToxicol., 30, 522 (2009)