4-[3-(hydroxymethyl)phenoxy]phenol

• ChemBase ID: 171122
• Molecular Formular: C13H12O3
• Molecular Mass: 216.23258
• Monoisotopic Mass: 216.07864424
• SMILES: c1cc(cc(c1)Oc1ccc(cc1)O)CO
• Canonical SMILES: OCc1cccc(c1)Oc1ccc(cc1)O
• InChI: InChI=1S/C13H12O3/c14-9-10-2-1-3-13(8-10)16-12-6-4-11(15)5-7-12/h1-8,14-15H,9H2
• InChIKey: PJOAGCNCAOJNKZ-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[3-(hydroxymethyl)phenoxy]phenol
• IUPAC Traditional name: 4-[3-(hydroxymethyl)phenoxy]phenol
• Synonyms: 3-(4-Hydroxyphenoxy)benzenemethanol; 4'-Hydroxy-3-phenoxybenzyl Alcohol

Database IDs

• CAS Number: 63987-19-9
• PubChem SID: 164227032
• PubChem CID: 182393

CALCULATED PROPERTIES

• Acid pKa: 9.6956625
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 2.4025903
• LogD (pH = 7.4): 2.4004374
• Log P: 2.402618
• Molar Refractivity: 61.0956 cm^3
• Polarizability: 23.711166 Å^3
• Polar Surface Area: 49.69 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true

DETAILS

Toronto Research Chemicals - H951235

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)