(2Z,4Z)-3,4-bis[4-(acetyloxy)phenyl]hexa-2,4-dien-1-yl acetate

• ChemBase ID: 159177
• Molecular Formular: C24H24O6
• Molecular Mass: 408.44376
• Monoisotopic Mass: 408.15728849
• SMILES: c1cc(ccc1/C(=C/C)/C(=C\COC(=O)C)/c1ccc(cc1)OC(=O)C)OC(=O)C
• Canonical SMILES: C/C=C(\C(=C/COC(=O)C)\c1ccc(cc1)OC(=O)C)/c1ccc(cc1)OC(=O)C
• InChI: InChI=1S/C24H24O6/c1-5-23(19-6-10-21(11-7-19)29-17(3)26)24(14-15-28-16(2)25)20-8-12-22(13-9-20)30-18(4)27/h5-14H,15H2,1-4H3/b23-5-,24-14-
• InChIKey: IXMLDOABYANMNR-LRFLAKLXSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: (2Z,4Z)-3,4-bis[4-(acetyloxy)phenyl]hexa-2,4-dien-1-yl acetate
• IUPAC Traditional name: (2Z,4Z)-3,4-bis[4-(acetyloxy)phenyl]hexa-2,4-dien-1-yl acetate
• Synonyms: (Z,Z)-4,4'-[1-[2-(Acetyloxy)ethylidene]-2-ethylidene-1,2-ethanediyl]bis-phenol Diacetate; w-Acetoxy-Β-dienestroldiacetate; 1-O-Acetyl-3,4-bis-(4-acetoxyphenyl)-hexa-2,4-dien-1-ol

Database IDs

• CAS Number: 70101-24-5
• PubChem SID: 162253312
• PubChem CID: 20839458

CALCULATED PROPERTIES

• H Acceptors: 3
• H Donor: 0
• LogD (pH = 5.5): 3.813968
• LogD (pH = 7.4): 3.813968
• Log P: 3.813968
• Molar Refractivity: 113.5864 cm^3
• Polarizability: 43.929466 Å^3
• Polar Surface Area: 78.9 Å^2
• Rotatable Bonds: 10
• Lipinski's Rule of Five: true

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Toluene
• Apperance: Off-White Solid

DETAILS

Toronto Research Chemicals - A171125

Intermediate in the preparation of Diethylstilbestrol metabolites

REFERENCES

• Hill, K., et al.: Steroids, 37, 327 (1981)