2-[(2-butyl-3-carboxypropoxy)carbonyl]benzoic acid

• ChemBase ID: 174714
• Molecular Formular: C16H20O6
• Molecular Mass: 308.3264
• Monoisotopic Mass: 308.12598836
• SMILES: c1ccc(c(c1)C(=O)OCC(CCCC)CC(=O)O)C(=O)O
• Canonical SMILES: CCCCC(CC(=O)O)COC(=O)c1ccccc1C(=O)O
• InChI: InChI=1S/C16H20O6/c1-2-3-6-11(9-14(17)18)10-22-16(21)13-8-5-4-7-12(13)15(19)20/h4-5,7-8,11H,2-3,6,9-10H2,1H3,(H,17,18)(H,19,20)
• InChIKey: CCNOZWPVQWCJFK-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-[(2-butyl-3-carboxypropoxy)carbonyl]benzoic acid
• IUPAC Traditional name: 2-[(2-butyl-3-carboxypropoxy)carbonyl]benzoic acid
• Synonyms: Mono[2-(carboxymethyl)hexyl] Phthalate; 1,2-Benzenedicarboxylic Acid 1-[2-(Carboxymethyl)hexyl] Ester; MCMHP; 1,2-Benzenedicarboxylic Acid Mono[2-(carboxymethyl)hexyl] Ester

Database IDs

• CAS Number: 82975-93-7
• PubChem SID: 164230624
• PubChem CID: 187353

CALCULATED PROPERTIES

• Acid pKa: 3.00051
• H Acceptors: 5
• H Donor: 2
• LogD (pH = 5.5): -0.47559056
• LogD (pH = 7.4): -3.21043
• Log P: 3.3366418
• Molar Refractivity: 79.1531 cm^3
• Polarizability: 30.558773 Å^3
• Polar Surface Area: 100.9 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Methanol
• Apperance: Light Yellow Oil

Safety Information

• Storage Condition: Hygroscopic, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - M525585

An oxidative metabolite of Bis(2-ethylhexyl)phthalate (DEHP) (B433850), as biomarker for human exposure assessment.

REFERENCES

• Gray, T., et al.: Toxicol. Lett., 11, 141 (1982)
• Albro, P., et al.: Drug Metab. Rev., 21, 13 (1982)
• Gray, L., et al.: Toxicol. Sci., 58, 350 (1982)