4-[(1Z)-1-{4-[2-(dimethylamino)ethoxy]phenyl}-2-phenyl(2H5)but-1-en-1-yl]phenol

• ChemBase ID: 171340
• Molecular Formular: C26H29NO2
• Molecular Mass: 387.51396
• Monoisotopic Mass: 387.21982917
• SMILES: c1c(ccc(c1)/C(=C(/CC)\c1ccccc1)/c1ccc(cc1)O)OCCN(C)C
• Canonical SMILES: CC/C(=C(\c1ccc(cc1)O)/c1ccc(cc1)OCCN(C)C)/c1ccccc1
• InChI: InChI=1S/C26H29NO2/c1-4-25(20-8-6-5-7-9-20)26(21-10-14-23(28)15-11-21)22-12-16-24(17-13-22)29-19-18-27(2)3/h5-17,28H,4,18-19H2,1-3H3/b26-25-
• InChIKey: TXUZVZSFRXZGTL-QPLCGJKRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1Z)-1-{4-[2-(dimethylamino)ethoxy]phenyl}-2-phenyl(^2H₅)but-1-en-1-yl]phenol
• IUPAC Traditional name: 4-[(1Z)-1-{4-[2-(dimethylamino)ethoxy]phenyl}-2-phenyl(^2H₅)but-1-en-1-yl]phenol
• Synonyms: 4-[(1Z)-1-[4-[2-(Dimethylamino)ethoxy]phenyl]-2-phenyl-1-butenyl]phenol; (Z)-4-Hydroxytamoxifen; trans-4-Hydroxytamoxifen; 4-Hydroxy-(Z)-tamoxifen; 4-Hydroxytamoxifen; Hydroxytamoxifen; ICI 79280; (Z)-4-Hydroxy Tamoxifen-d5

Database IDs

• CAS Number: 164365-20-2
• PubChem SID: 164227250
• PubChem CID: 45039530

CALCULATED PROPERTIES

• Acid pKa: 9.451544
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.9840212
• LogD (pH = 7.4): 4.6672516
• Log P: 5.694083
• Molar Refractivity: 130.4117 cm^3
• Polarizability: 47.038223 Å^3
• Polar Surface Area: 32.7 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Dichloromethane; Ethyl Acetate; Methanol
• Apperance: White Solid
• Melting Point: 157-159°C

Safety Information

• Storage Condition: -20°C Freezer

DETAILS

Toronto Research Chemicals - H954757

A labelled metabolite of Tamoxifen (T006000). A hydroxylated analogue of Tamoxifen with anti-estrogenic properties.

REFERENCES

• Ruenitz, P.C. et al.: J. Med. Chem., 25, 1056 (1982)
• Ogura, K., et al.: Biochem. Pharmacol., 71, 1358 (1982)
• Oleson, L., et al.: J. Pharm. Pharmacol., 60, 1175 (1982)