4-[(3Z)-4-(4-hydroxyphenyl)hex-3-en-3-yl]phenol

• ChemBase ID: 167363
• Molecular Formular: C18H20O2
• Molecular Mass: 268.3502
• Monoisotopic Mass: 268.14632988
• SMILES: C(=C(\CC)/c1ccc(cc1)O)(/c1ccc(cc1)O)\CC
• Canonical SMILES: CC/C(=C(/c1ccc(cc1)O)\CC)/c1ccc(cc1)O
• InChI: InChI=1S/C18H20O2/c1-3-17(13-5-9-15(19)10-6-13)18(4-2)14-7-11-16(20)12-8-14/h5-12,19-20H,3-4H2,1-2H3/b18-17-
• InChIKey: RGLYKWWBQGJZGM-ZCXUNETKSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(3Z)-4-(4-hydroxyphenyl)hex-3-en-3-yl]phenol
• IUPAC Traditional name: 4-[(3Z)-4-(4-hydroxyphenyl)hex-3-en-3-yl]phenol
• Synonyms: 4,4'-[(1Z)-1,2-Diethyl-1,2-ethenediyl]bis-phenol; (Z)-3,4-Bis(4-hydroxyphenyl)-3-hexene; (Z)-DES; cis-Diethylstilbestrol; cis-Diethyl Stilbestrol

Database IDs

• CAS Number: 22610-99-7
• PubChem SID: 162261496
• PubChem CID: 688057

CALCULATED PROPERTIES

• Acid pKa: 9.129198
• H Acceptors: 2
• H Donor: 2
• LogD (pH = 5.5): 5.1937814
• LogD (pH = 7.4): 5.185866
• Log P: 5.193883
• Molar Refractivity: 83.2406 cm^3
• Polarizability: 32.122524 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 4
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: DMF; DMSO; Ethanol; Methanol
• Apperance: White Solid
• Melting Point: 169-171°C

Safety Information

• Storage Condition: Amber Vial, -20°C Freezer, Under Inert Atmosphere

DETAILS

Toronto Research Chemicals - D445025

A synthetic, nonsteroidal estrogen.Recomended solvents are DMSO, DMF and ethanol, even in these solvents do not store in solution for any prolonged period of time.

REFERENCES

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