4-[(2Z,4Z)-4-[4-hydroxy(3,5-2H2)phenyl](2,5-2H2)hexa-2,4-dien-3-yl](2,6-2H2)phenol

• ChemBase ID: 167103
• Molecular Formular: C18H18O2
• Molecular Mass: 266.33432
• Monoisotopic Mass: 266.13067982
• SMILES: c1cc(ccc1O)/C(=C/C)/C(=C\C)/c1ccc(cc1)O
• Canonical SMILES: C/C=C(\C(=C/C)\c1ccc(cc1)O)/c1ccc(cc1)O
• InChI: InChI=1S/C18H18O2/c1-3-17(13-5-9-15(19)10-6-13)18(4-2)14-7-11-16(20)12-8-14/h3-12,19-20H,1-2H3/b17-3-,18-4-
• InChIKey: NFDFQCUYFHCNBW-XBMAZEBWSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(2Z,4Z)-4-[4-hydroxy(3,5-^2H₂)phenyl](2,5-^2H₂)hexa-2,4-dien-3-yl](2,6-^2H₂)phenol
• IUPAC Traditional name: 4-[(2Z,4Z)-4-[4-hydroxy(3,5-^2H₂)phenyl](2,5-^2H₂)hexa-2,4-dien-3-yl](2,6-^2H₂)phenol
• Synonyms: 3,4-Bis(4-hydroxyphenyl)-2,4-hexadiene-d6; β-Dienestrol-d6; 4,4'-[(1Z,2Z)-1,2-Diethylidene-1,2-ethanediyl]bisphenol-d6; Z,Z-Dienestrol-d6(see D441818)

Database IDs

• CAS Number: 91297-99-3
• PubChem SID: 162261236
• PubChem CID: 71315977

CALCULATED PROPERTIES

• H Donor: 2
• LogD (pH = 5.5): 4.8318524
• LogD (pH = 7.4): 4.8233767
• Log P: 4.831961
• Molar Refractivity: 84.3572 cm^3
• Polarizability: 31.915104 Å^3
• Polar Surface Area: 40.46 Å^2
• Rotatable Bonds: 3
• Lipinski's Rule of Five: true
• Acid pKa: 9.09934
• H Acceptors: 2

PROPERTIES

Physical Property

• Solubility: DMSO; Methanol
• Apperance: Off-White to Pale Orange Solid
• Melting Point: 181-186°C

Safety Information

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

DETAILS

Toronto Research Chemicals - D441817

A labelled metabolite of Diethylstilbestrol.

REFERENCES

• Liehr, J.G., et al.: Steroids, 40, 713 (1982)