4-[(1E)-1-(4-hydroxyphenyl)-2-phenylbut-1-en-1-yl]phenyl 2,2-dimethylpropanoate

• ChemBase ID: 171112
• Molecular Formular: C27H28O3
• Molecular Mass: 400.50942
• Monoisotopic Mass: 400.20384476
• SMILES: c1cc(ccc1OC(=O)C(C)(C)C)/C(=C(\CC)/c1ccccc1)/c1ccc(cc1)O
• Canonical SMILES: CC/C(=C(/c1ccc(cc1)O)\c1ccc(cc1)OC(=O)C(C)(C)C)/c1ccccc1
• InChI: InChI=1S/C27H28O3/c1-5-24(19-9-7-6-8-10-19)25(20-11-15-22(28)16-12-20)21-13-17-23(18-14-21)30-26(29)27(2,3)4/h6-18,28H,5H2,1-4H3/b25-24+
• InChIKey: PPSLXHBJNGQPGG-OCOZRVBESA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1E)-1-(4-hydroxyphenyl)-2-phenylbut-1-en-1-yl]phenyl 2,2-dimethylpropanoate
• IUPAC Traditional name: 4-[(1E)-1-(4-hydroxyphenyl)-2-phenylbut-1-en-1-yl]phenyl 2,2-dimethylpropanoate
• Synonyms: (E/Z)-2,2-Dimethyl-propanoic Acid 4-[1-(4-hydroxyphenyl)-2-phenyl-1-butenyl]phenyl Ester; (E/Z)-1-(4-Hydroxyphenyl)-1-[4-(trimethylacetoxy)phenyl]-2-phenylbut-1-ene; (E)-2,2-Dimethyl-propanoic Acid 4-[1-(4-hydroxyphenyl)-2-phenyl-1-butenyl]phenyl Ester; (E)-1-(4-Hydroxyphenyl)-1-[4-(trimethylacetoxy)phenyl]-2-phenylbut-1-ene

Database IDs

• CAS Number: 177748-17-3; 364635-60-9
• PubChem SID: 164227022
• PubChem CID: 6026493

CALCULATED PROPERTIES

• Acid pKa: 9.350305
• H Acceptors: 2
• H Donor: 1
• LogD (pH = 5.5): 7.59342
• LogD (pH = 7.4): 7.5886674
• Log P: 7.5934806
• Molar Refractivity: 130.7642 cm^3
• Polarizability: 47.38204 Å^3
• Polar Surface Area: 46.53 Å^2
• Rotatable Bonds: 7
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Acetone; Dichloromethane; Ethyl Acetate; Methanol
• Apperance: Off-White Solid
• Melting Point: 171-173°C

DETAILS

Toronto Research Chemicals - H950950

A analogue of tamoxifen with anti-estrogenic properties.

Toronto Research Chemicals - H950945

A analogue of tamoxifen with anti-estrogenic properties.

REFERENCES

• Ruenitz, P.C. et al.: J. Med. Chem., 25, 1056-1060 (1982)
• Rubin, V., et al.: Bioorg. Med. Chem., 9, 1579 (2001)