2-[(4-carboxybutoxy)carbonyl](2H4)benzoic acid

• ChemBase ID: 174709
• Molecular Formular: C13H14O6
• Molecular Mass: 266.24666
• Monoisotopic Mass: 266.07903817
• SMILES: c1ccc(c(c1)C(=O)OCCCCC(=O)O)C(=O)O
• Canonical SMILES: OC(=O)CCCCOC(=O)c1ccccc1C(=O)O
• InChI: InChI=1S/C13H14O6/c14-11(15)7-3-4-8-19-13(18)10-6-2-1-5-9(10)12(16)17/h1-2,5-6H,3-4,7-8H2,(H,14,15)(H,16,17)
• InChIKey: UPTFBZUGRJWQKY-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(4-carboxybutoxy)carbonyl](^2H₄)benzoic acid
• IUPAC Traditional name: 2-[(4-carboxybutoxy)carbonyl](^2H₄)benzoic acid
• Synonyms: 1,2-(Benzene-d4)dicarboxylic Acid 1-(4-Carboxybutyl) Ester; MCBP-d4; 1,2-(Benzene-d4)dicarboxylic Acid Mono(4-carboxybutyl) Ester; Mono(4-carboxybutyl) Phthalate-d4

Database IDs

• PubChem SID: 164230619
• PubChem CID: 71750782

CALCULATED PROPERTIES

• Acid pKa: 2.956959
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -1.9928479
• LogD (pH = 7.4): -4.613786
• Log P: 2.0825317
• Molar Refractivity: 65.4795 cm^3
• Polarizability: 25.106754 Å^3
• Polar Surface Area: 100.9 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M525322

A labelled metabolite of Di-n-pentyl phthalate (DPP), used mainly as a plasticizer in nitrocellulose.

REFERENCES

• Schmid, P., et al.: Xenobiotica, 1985, 15, 251 (1985)
• Nativelle, C., et al.: Food Chem. Toxicol., 37, 905 (1985)
• Howdeshell, K., et al.: Toxicol. Sci., 105, 153 (1985)