2-{[(2-ethyl-5-hydroxyhexyl)oxy]carbonyl}(2H4)benzoic acid

• ChemBase ID: 174732
• Molecular Formular: C16H22O5
• Molecular Mass: 294.34288
• Monoisotopic Mass: 294.1467238
• SMILES: c1ccc(c(c1)C(=O)OCC(CCC(O)C)CC)C(=O)O
• Canonical SMILES: CCC(COC(=O)c1ccccc1C(=O)O)CCC(O)C
• InChI: InChI=1S/C16H22O5/c1-3-12(9-8-11(2)17)10-21-16(20)14-7-5-4-6-13(14)15(18)19/h4-7,11-12,17H,3,8-10H2,1-2H3,(H,18,19)
• InChIKey: RYPQSGURZSTFSX-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 2-{[(2-ethyl-5-hydroxyhexyl)oxy]carbonyl}(^2H₄)benzoic acid
• IUPAC Traditional name: 2-{[(2-ethyl-5-hydroxyhexyl)oxy]carbonyl}(^2H₄)benzoic acid
• Synonyms: 1,2-Benzene-3,4,5,6-d4-dicarboxylic Acid Mono(2-ethyl-5-hydroxyhexyl) Ester; Mono(2-ethyl-5-hydroxyhexyl) Phthalate-d4(Mixture of Diastereomers)

Database IDs

• CAS Number: 679789-43-6
• PubChem SID: 164230642
• PubChem CID: 12080046

CALCULATED PROPERTIES

• Acid pKa: 3.0846837
• H Acceptors: 4
• H Donor: 2
• LogD (pH = 5.5): 0.8073916
• LogD (pH = 7.4): -0.27142298
• Log P: 3.1922112
• Molar Refractivity: 79.2342 cm^3
• Polarizability: 30.637196 Å^3
• Polar Surface Area: 83.83 Å^2
• Rotatable Bonds: 9
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - M542512

An isotope labelled derivative of Mono(2-ethyl-5-hydroxyhexyl) Phthalate (M542510), a phthalate metabolite.

REFERENCES

• Ye, X., et al.: Environ. Res., 108, 260 (2008)
• Engel, S., et al.: NeuroToxicol., 30, 522 (2008)
• Samandar, E., et al.: Environ. Res., 109, 641 (2008)
• Anderson, W., et al.: Food Chem. Toxicol., 49, 2022 (2008)