dimethyl(2-{4-[(1E)-2-phenyl-1-[(1,2,3,4,5,6-13C6)phenyl]but-1-en-1-yl]phenoxy}ethyl)amine

• ChemBase ID: 177985
• Molecular Formular: C26H29NO
• Molecular Mass: 377.47048903
• Monoisotopic Mass: 377.24504358
• SMILES: c1c(ccc(c1)/C(=C(/CC)\c1ccccc1)/[13c]1[13cH][13cH][13cH][13cH][13cH]1)OCCN(C)C
• Canonical SMILES: CC/C(=C(\[13c]1[13cH][13cH][13cH][13cH][13cH]1)/c1ccc(cc1)OCCN(C)C)/c1ccccc1
• InChI: InChI=1S/C26H29NO/c1-4-25(21-11-7-5-8-12-21)26(22-13-9-6-10-14-22)23-15-17-24(18-16-23)28-20-19-27(2)3/h5-18H,4,19-20H2,1-3H3/b26-25-/i6+1,9+1,10+1,13+1,14+1,22+1
• InChIKey: NKANXQFJJICGDU-JTAPQUQISA-N

NAMES AND DATABASE IDS

Names

• IUPAC name: dimethyl(2-{4-[(1E)-2-phenyl-1-[(1,2,3,4,5,6-^1^3C₆)phenyl]but-1-en-1-yl]phenoxy}ethyl)amine
• IUPAC Traditional name: dimethyl(2-{4-[(1E)-2-phenyl-1-[(1,2,3,4,5,6-^1^3C₆)phenyl]but-1-en-1-yl]phenoxy}ethyl)amine
• Synonyms: (Z)-2-[4-[1-(phenyl-13C6)-2-phenyl-1-butenyl]phenoxy]-N,N-dimethylethanamine; ICI 47699-13C6; Mammaton-13C6; Novaldex-13C6; Tamoxifen-13C6; Z-Tamoxifen-13C6; trans-Tamoxifen-13C6; Tamoxifen-13C6

Database IDs

• PubChem SID: 164233895
• PubChem CID: 71752288

CALCULATED PROPERTIES

• H Acceptors: 2
• H Donor: 0
• LogD (pH = 5.5): 3.2851102
• LogD (pH = 7.4): 4.971639
• Log P: 6.351222
• Molar Refractivity: 128.4308 cm^3
• Polarizability: 46.4946 Å^3
• Polar Surface Area: 12.47 Å^2
• Rotatable Bonds: 8
• Lipinski's Rule of Five: false

DETAILS

Toronto Research Chemicals - T006002

A labelled Tamoxifen; a selective estrogen response modifier (SERM), protein kinase C inhibitor and anti-angiogenetic factor. Tamoxifen is a prodrug that is metabolized to active metabolites 4-hydroxytamoxifen (4-OHT) and endoxifen by cytochrome P450 isof

REFERENCES

• Sutherland, R., et al.: Nature, 267, 434 (1977)
• Lerner, L., et al.: Cancer Res., 50, 4177 (1977)
• Love, R., et al.: J. Clin. Oncol., 20 2559 (1977)