17β-tertbutyldimethylsilyloxy-17α-([5-cyclodecen-3,7-diynylmethyl]-2-propynoate)-β-estradiol

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: 17β-tertbutyldimethylsilyloxy-17α-([5-cyclodecen-3,7-diynylmethyl]-2-propynoate)-β-estradiol
• 英文别名: [(5Z)-cyclodec-5-en-3,7-diyn-1-yl]methyl 3-[(8R,9S,13S,14S,17S)-17-[tert-butyl(dimethyl)silyl]oxy-3-hydroxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthren-17-yl]prop-2-ynoate
• 化学式: C₃₈H₄₈O₄Si
• 分子量: 596.882
• InChiKey: ALQZJRJDDJFGQZ-QLFVTKGESA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.92
• 重原子数：
  43
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  3-(O-tert-butyl(dimethyl)silyl)estrone 在 正丁基锂 、 cerium(III) chloride 、 potassium carbonate 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 、 lithium hexamethyldisilazane 作用下， 以 四氢呋喃 、 正己烷 、 二氯甲烷 为溶剂， 反应 47.0h， 生成 17β-tertbutyldimethylsilyloxy-17α-([5-cyclodecen-3,7-diynylmethyl]-2-propynoate)-β-estradiol
  参考文献：
  名称：

  Target-Directed Enediynes:  Designed Estramycins

  摘要：

  The goal of selective targeting of enediyne cytotoxins has been investigated using estrogenic delivery vehicles. A series of estrogen-enediyne conjugates were assembled, and affinity for human estrogen receptor [hERalpha] was determined. The most promising candidate induced receptor degradation following Bergman cycloaromatization and caused inhibition of estrogen-induced transcription in T47-D human breast cancer cells.

  DOI：

  10.1021/jo0055842

文献信息

• Target-Directed Enediynes:  Designed Estramycins
  作者：Graham B. Jones、George Hynd、Justin M. Wright、Ajay Purohit、Gary W. Plourde、Robert S. Huber、Jude E. Mathews、Aiwen Li、Michael W. Kilgore、Glenn J. Bubley、Molly Yancisin、Myles A. Brown

  DOI：10.1021/jo0055842

  日期：2001.6.1

  The goal of selective targeting of enediyne cytotoxins has been investigated using estrogenic delivery vehicles. A series of estrogen-enediyne conjugates were assembled, and affinity for human estrogen receptor [hERalpha] was determined. The most promising candidate induced receptor degradation following Bergman cycloaromatization and caused inhibition of estrogen-induced transcription in T47-D human breast cancer cells.