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

• ChemBase ID: 171335
• Molecular Formular: C26H29NO2
• Molecular Mass: 387.51396
• Monoisotopic Mass: 387.21982917
• SMILES: c1cc(ccc1)/C(=C(\CC)/c1ccc(cc1)O)/c1ccc(cc1)OCCN(C)C
• Canonical SMILES: CC/C(=C(\c1ccccc1)/c1ccc(cc1)OCCN(C)C)/c1ccc(cc1)O
• InChI: InChI=1S/C26H29NO2/c1-4-25(20-10-14-23(28)15-11-20)26(21-8-6-5-7-9-21)22-12-16-24(17-13-22)29-19-18-27(2)3/h5-17,28H,4,18-19H2,1-3H3/b26-25-
• InChIKey: DODQJNMQWMSYGS-QPLCGJKRSA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: 4-[(1Z)-1-{4-[2-(dimethylamino)ethoxy]phenyl}-1-phenylbut-1-en-2-yl]phenol
• IUPAC Traditional name: 4'-hydroxytamoxifen
• Synonyms: 4-[(1Z)-1-[[4-[2-(Dimethylamino)ethoxy]phenyl]phenylmethylene]propyl]phenol; 4'-Hydroxytamoxifen; 4'-Hydroxy Tamoxifen (contains up to 10% E isomer)

Database IDs

• CAS Number: 82413-23-8
• PubChem SID: 164227245
• PubChem CID: 5284643

CALCULATED PROPERTIES

• Acid pKa: 9.483123
• H Acceptors: 3
• H Donor: 1
• LogD (pH = 5.5): 2.9838905
• LogD (pH = 7.4): 4.6674476
• Log P: 5.705439
• Molar Refractivity: 130.4117 cm^3
• Polarizability: 47.037117 Å^3
• Polar Surface Area: 32.7 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

PROPERTIES

Physical Property

• Solubility: Chloroform; Dichloromethane; Methanol
• Apperance: White to Off-White Solid
• Melting Point: 150-153°C

Safety Information

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

DETAILS

Toronto Research Chemicals - H954730

A metabolite of Tamoxifen (T006000).

REFERENCES

• Clarke, R., et al.: Pharmacol. Rev., 53, 25, (2001)
• Rae, J.M., et al.: Drug Metab. Dispos., 30, 525 (2001)
• Coller, J.K., et al.: Br. J. Clin. Pharmacol., 57, 105 (2004)