benzyl 3-(4-hydroxyphenyl)propanoate

• ChemBase ID: 161587
• Molecular Formular: C16H16O3
• Molecular Mass: 256.29644
• Monoisotopic Mass: 256.10994437
• SMILES: c1c(ccc(c1)CCC(=O)OCc1ccccc1)O
• Canonical SMILES: O=C(OCc1ccccc1)CCc1ccc(cc1)O
• InChI: InChI=1S/C16H16O3/c17-15-9-6-13(7-10-15)8-11-16(18)19-12-14-4-2-1-3-5-14/h1-7,9-10,17H,8,11-12H2
• InChIKey: QOXWTUFCSBOGAB-UHFFFAOYSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: benzyl 3-(4-hydroxyphenyl)propanoate
• IUPAC Traditional name: benzyl 3-(4-hydroxyphenyl)propanoate
• Synonyms: 4-Hydroxy-benzenepropanoic Acid Phenylmethyl Ester; (p-Hydroxyphenyl)propionic Acid Benzyl Ester; Benzyl β-(p-Hydroxyphenyl)propionate; Benzyl 3-(4-Hydroxyphenyl)propionate

Database IDs

• CAS Number: 31770-76-0
• PubChem SID: 162255722
• PubChem CID: 14211262

CALCULATED PROPERTIES

• Acid pKa: 9.505236
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 3.622322
• LogD (pH = 7.4): 3.6189892
• Log P: 3.6223645
• Molar Refractivity: 73.3292 cm^3
• Polarizability: 28.652292 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Ether
• Apperance: White Solid
• Melting Point: 170-174°C

REFERENCES

• Nelson, N., et al.: Biochem., 35, 8429 (1996)
• Wengatz, I., et al.: J. Agric. Food Chem., 46, 2211 (1996)