2-{[(2-ethylhexyl)oxy]carbonyl}benzoic acid

• ChemBase ID: 174730
• Molecular Formular: C16H22O4
• Molecular Mass: 278.34348
• Monoisotopic Mass: 278.15180918
• SMILES: c1ccc(c(c1)C(=O)OCC(CC)CCCC)C(=O)O
• Canonical SMILES: CCCCC(COC(=O)c1ccccc1C(=O)O)CC
• InChI: InChI=1S/C16H22O4/c1-3-5-8-12(4-2)11-20-16(19)14-10-7-6-9-13(14)15(17)18/h6-7,9-10,12H,3-5,8,11H2,1-2H3,(H,17,18)
• InChIKey: DJDSLBVSSOQSLW-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(2-ethylhexyl)oxy]carbonyl}benzoic acid
• IUPAC Traditional name: bar 1
• Synonyms: 2-(((2-Ethylhexyl)oxy)carbonyl)benzoic acid; Mono(2-ethylhexyl) Phthalate-d4; 2-Ethylhexyl Hydrogen Phthalate-d4; Phthalic Acid-d4 Mono(2-ethylhexyl) Ester; 1,2-(Benzene-d4)dicarboxylic Acid Mono(2-ethylhexyl) Ester; MEHP-d4; rac Mono(ethylhexyl) Phthalate-d4; Mono(2-ethylhexyl) Phthalate; 2-Ethylhexyl Hydrogen Phthalate; Phthalic Acid Mono(2-ethylhexyl) Ester; 1,2-Benzenedicarboxylic Acid Mono(2-ethylhexyl) Ester; MEHP; rac Mono(ethylhexyl) Phthalate

Database IDs

• CAS Number: 4376-20-9
• PubChem SID: 164230640
• PubChem CID: 20393

CALCULATED PROPERTIES

• Acid pKa: 3.0846758
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.272064
• LogD (pH = 7.4): 1.1932492
• Log P: 4.6568837
• Molar Refractivity: 77.4877 cm^3
• Polarizability: 29.970394 Å^3
• Polar Surface Area: 63.6 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Methanol
• Apperance: Colorless Oil

Safety Information

• Storage Condition: Refrigerator

Product Information

• Purity: 95+%

DETAILS

Toronto Research Chemicals - M542492

Labelled Phthalate metabolite, responsible for inducing apoptosis in germ and Sertoli cells by disrupting junction complexes.

Toronto Research Chemicals - M542490

Phthalate metabolite, responsible for inducing apoptosis in germ and Sertoli cells by disrupting junction complexes.

REFERENCES

• Ohno, S., et al.: Toxicol., Lett., 191, 353 (2009)
• Yao, P., et al.: Biol. Repro., 82, 516 (2009)
• Clewell, R., et al.: Toxicol. in Vitro, 24, 327 (2009)
• Gupta, R., et al.: Toxicol., App. Pharmacol., 242, 224 (2009)
• Ohno, S., et al.: Toxicol., Lett., 191, 353 (2009)
• Yao, P., et al.: Biol. Repro., 82, 516 (2009)
• Clewell, R., et al.: Toxicol. in Vitro, 24, 327 (2009)
• Gupta, R., et al.: Toxicol., App. Pharmacol., 242, 224 (2009)