4-(1-{4-[2-(methylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl)phenol hydrate hydrochloride

• ChemBase编号: 154611
• 分子式: C25H30ClNO3
• 平均质量: 427.9636
• 单一同位素质量: 427.19142151
• SMILES: CC/C(=C(/c1ccc(cc1)O)\c1ccc(cc1)OCCNC)/c1ccccc1.O.Cl
• Canonical SMILES: CNCCOc1ccc(cc1)/C(=C(/c1ccccc1)\CC)/c1ccc(cc1)O.O.Cl
• InChI: InChI=1S/C25H27NO2.ClH.H2O/c1-3-24(19-7-5-4-6-8-19)25(20-9-13-22(27)14-10-20)21-11-15-23(16-12-21)28-18-17-26-2;;/h4-16,26-27H,3,17-18H2,1-2H3;1H;1H2
• InChIKey: BISAMGUAXFFKDX-UHFFFAOYSA-N

名称和登记号

名称

• IUPAC标准名: 4-(1-{4-[2-(methylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl)phenol hydrate hydrochloride
• IUPAC传统名: 4-(1-{4-[2-(methylamino)ethoxy]phenyl}-2-phenylbut-1-en-1-yl)phenol hydrate hydrochloride
• 别名: (E/Z)-4-Hydroxy-N-desmethyltamoxifen hydrochloride hydrate; (E/Z)-4-[1-[4-[2-(Methylamino)ethoxy]phenyl]-2-phenyl-1-buten-1-yl]-phenol hydrochloride hydrate (1:1 E/Z mixture); (E/Z)-4OHNDtam hydrochloride hydrate; (E/Z)-Endoxifen hydrochloride hydrate; (E/Z)-Endoxifen Hydrochloride Hydrate

登记号

• MDL号: MFCD16875406
• PubChem SID: 162248749
• PubChem CID: 71311909

理论计算性质

• Acid pKa: 9.122582
• 质子受体: 3
• 质子供体: 2
• LogD (pH = 5.5): 2.4970224
• LogD (pH = 7.4): 3.6150854
• Log P: 4.9199395
• 摩尔折射率: 125.117 cm^3
• 极化性: 45.190342 Å^3
• 极化表面积: 41.49 Å^2
• 可自由旋转的化学键: 8
• 里宾斯基五规则: true

分子性质

理化性质

• 溶解度: DMSO: >10 mg/mL
• 外观: white to beige solid

安全信息

• 保存条件: desiccated
• 德国WGK号: nwg
• 保存温度: 2-8°C

产品相关信息

• 纯度: ≥98% (HPLC)
• Empirical Formula (Hill Notation): C25H27NO2 · HCl · xH2O

详细说明

Sigma Aldrich - E8284

Biochem/physiol Actions
(E/Z)-Endoxifen hydrochloride ((E/Z)-4-Hydroxy-N-desmethyltamoxifen hydrochloride) is a tamoxifen metabolite and potent Selective Estrogen Response Modifier (SERM). It is equipotent to 4-hydroxytamoxifen with respect to estrogen receptor binding and inhibition of 17-estradiol (E2)-induced cell proliferation. It is primarily catalyzed by cytochrome P450 2D6 (CYP2D6). Mutations in CYP2D6 may prevent response to tamoxifen by preventing formation of endoxifen. The gene expression patterns of five genes have been validated to be differentially regulated by endoxifen and 4-OH-Tamoxifen. Endoxifen and 4-OH-Tam have similar effects on global gene expression patterns in MCF-7 cells and the majority of the affected genes are estrogen-regulated genes.