3-(4-hydroxyphenoxy)benzoic acid

• ChemBase ID: 171121
• Molecular Formular: C13H10O4
• Molecular Mass: 230.2161
• Monoisotopic Mass: 230.0579088
• SMILES: c1cc(cc(c1)Oc1ccc(cc1)O)C(=O)O
• Canonical SMILES: Oc1ccc(cc1)Oc1cccc(c1)C(=O)O
• InChI: InChI=1S/C13H10O4/c14-10-4-6-11(7-5-10)17-12-3-1-2-9(8-12)13(15)16/h1-8,14H,(H,15,16)
• InChIKey: OSGCDVKVZWMYBG-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 3-(4-hydroxyphenoxy)benzoic acid
• IUPAC Traditional name: 3-(4-hydroxyphenoxy)benzoic acid
• Synonyms: 3-(4-Hydroxyphenoxy)benzoic Acid; 3-(4'-Hydroxy)phenoxybenzoic Acid

Database IDs

• CAS Number: 35065-12-4
• PubChem SID: 164227031
• PubChem CID: 161852

CALCULATED PROPERTIES

• Acid pKa: 3.8236485
• H Acceptors: 3
• H Donor: 2
• LogD (pH = 5.5): 1.1481653
• LogD (pH = 7.4): -0.42598972
• Log P: 2.8275506
• Molar Refractivity: 61.5359 cm^3
• Polarizability: 23.593723 Å^3
• Polar Surface Area: 66.76 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H951225

A metabolite of pyrethroid insecticides such as: Deltamethrin, Permethrin, Cypermethrin, Fenvalerate, Decamethrin.

REFERENCES

• Woollen, B., et al.: Xenobiotica, 22, 983 (1992)
• Saito, K., et al.: Toxicol. Sci., 57, 54 (1992)
• Fang, H., et al.: Chem. Res. Toxicol., 14, 280 (1992)
• Andersen, H., et al.: Toxicol. Appl. Pharmacol., 179, 1 (1992)