17β-hydroxy-17α-propynyl-11β-<4-(trifluoroacetamidomethyl)phenyl>estra-4,9-dien-3-one | 153536-49-3

• 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-hydroxy-17α-propynyl-11β-<4-(trifluoroacetamidomethyl)phenyl>estra-4,9-dien-3-one
• 英文别名: 17β-hydroxy-17α-propynyl-11β-[4-(trifluoroacetamidomethyl)phenyl]estra-4,9-dien-3-one；2,2,2-trifluoro-N-[[4-[(8S,11R,13S,14S,17S)-17-hydroxy-13-methyl-3-oxo-17-prop-1-ynyl-1,2,6,7,8,11,12,14,15,16-decahydrocyclopenta[a]phenanthren-11-yl]phenyl]methyl]acetamide
• CAS: 153536-49-3
• 化学式: C₃₀H₃₂F₃NO₃
• 分子量: 511.584
• InChiKey: YSKYGWAPSNHAPS-DQFOBABISA-N

物化性质

• 沸点：
  687.0±55.0 °C(predicted)
• 密度：
  1.30±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  3.9
• 重原子数：
  37
• 可旋转键数：
  4
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.53
• 拓扑面积：
  66.4
• 氢给体数：
  2
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  17β-hydroxy-17α-propynyl-11β-<4-(trifluoroacetamidomethyl)phenyl>estra-4,9-dien-3-one 在 sodium hydroxide 作用下， 以 1,4-二氧六环 为溶剂， 反应 0.5h， 生成
  参考文献：
  名称：

  Synthesis of a fluorescent steroid derivative with high affinities for the glucocorticoid and progesterone receptors

  摘要：

  The synthesis of RU 45196, an 11 beta-substituted 19-norsteroid of the estra-4,9-diene series, incorporating the nitrobenzoxadiazole (NBD) fluorophore, is reported. The highly fluorescent target compound displayed remarkable affinity for both the progesterone and glucocorticoid receptors. The present work demonstrates for the first time that it is indeed possible to design fluorescent steroid conjugates which maintain very high affinities for their cognate receptors and which are potentially useful for mechanistic and diagnostic purposes.

  DOI：

  10.1016/0039-128x(94)90040-x
• 作为产物：
  描述：

  3,3-二甲氧基雌甾-5(10),9(11)-二烯-17-酮 在 盐酸 、 四溴化碳 、 双氧水 、 sodium hydride 、 三乙胺 、 六氟丙酮 、 三苯基膦 作用下， 以 四氢呋喃 、 甲醇 、 二氯甲烷 为溶剂， 反应 43.33h， 生成 17β-hydroxy-17α-propynyl-11β-<4-(trifluoroacetamidomethyl)phenyl>estra-4,9-dien-3-one
  参考文献：
  名称：

  Synthesis of a fluorescent steroid derivative with high affinities for the glucocorticoid and progesterone receptors

  摘要：

  The synthesis of RU 45196, an 11 beta-substituted 19-norsteroid of the estra-4,9-diene series, incorporating the nitrobenzoxadiazole (NBD) fluorophore, is reported. The highly fluorescent target compound displayed remarkable affinity for both the progesterone and glucocorticoid receptors. The present work demonstrates for the first time that it is indeed possible to design fluorescent steroid conjugates which maintain very high affinities for their cognate receptors and which are potentially useful for mechanistic and diagnostic purposes.

  DOI：

  10.1016/0039-128x(94)90040-x