4-[(3E)-4-(4-hydroxyphenyl)hex-3-en-3-yl]phenyl acetate

• ChemBase ID: 167291
• Molecular Formular: C20H22O3
• Molecular Mass: 310.38688
• Monoisotopic Mass: 310.15689456
• SMILES: C(=C(\CC)/c1ccc(cc1)O)(/CC)\c1ccc(cc1)OC(=O)C
• Canonical SMILES: CC/C(=C(\c1ccc(cc1)O)/CC)/c1ccc(cc1)OC(=O)C
• InChI: InChI=1S/C20H22O3/c1-4-19(15-6-10-17(22)11-7-15)20(5-2)16-8-12-18(13-9-16)23-14(3)21/h6-13,22H,4-5H2,1-3H3/b20-19+
• InChIKey: KRQVPGASQFBKSX-FMQUCBEESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(3E)-4-(4-hydroxyphenyl)hex-3-en-3-yl]phenyl acetate
• IUPAC Traditional name: 4-[(3E)-4-(4-hydroxyphenyl)hex-3-en-3-yl]phenyl acetate
• Synonyms: (E)-4-[2-[4-(Acetyloxy)phenyl]-1-ethyl-1-butenyl]-phenol; trans-Diethyl Stilbestrol Acetate

Database IDs

• CAS Number: 66320-32-9
• PubChem SID: 162261424
• PubChem CID: 71316043

CALCULATED PROPERTIES

• Acid pKa: 9.430178
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 5.104658
• LogD (pH = 7.4): 5.1007004
• Log P: 5.104709
• Molar Refractivity: 92.3921 cm^3
• Polarizability: 35.91808 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 6
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane
• Apperance: White Solid

DETAILS

Toronto Research Chemicals - D445015

A synthetic, nonsteroidal estrogen derivative.

REFERENCES

• White, W. A. et. al.: J. Agric. Food Chem. 19(2)
• 388-390 (1971).