4-((3S,5R,8R,9S,10S,13R,14S,17R)-3-((benzyloxy)((3S,4R,5S)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)amino)-14-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)furan-2(5H)-one | 1012080-07-7

• 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: 4-((3S,5R,8R,9S,10S,13R,14S,17R)-3-((benzyloxy)((3S,4R,5S)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)amino)-14-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)furan-2(5H)-one
• CAS: 1012080-07-7
• 化学式: C₃₅H₄₉NO₈
• 分子量: 611.776
• InChiKey: NJTSXVQVXCGPTM-AIEZEEFMSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.48
• 重原子数：
  44.0
• 可旋转键数：
  6.0
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.74
• 拓扑面积：
  128.92
• 氢给体数：
  4.0
• 氢受体数：
  9.0

反应信息

• 作为产物：
  描述：

  3β-benzyloxyaminodigitoxigenin 、 L-xylopyranose 在 溶剂黄146 作用下， 以 甲醇 、 氯仿 为溶剂， 反应 96.0h， 生成 4-((3S,5R,8R,9S,10S,13R,14S,17R)-3-((benzyloxy)((3S,4R,5S)-3,4,5-trihydroxytetrahydro-2H-pyran-2-yl)amino)-14-hydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[a]phenanthren-17-yl)furan-2(5H)-one
  参考文献：
  名称：

  Modifying the glycosidic linkage in digitoxin analogs provides selective cytotoxins

  摘要：

  A chemoselective reaction between oxyamines and unprotected, unactivated reducing sugars was used to construct for the first time a panel of linkage-diversified neoglycosides. This panel of digitoxin analogs included potent and selective tumor cytotoxins; cytotoxicity was dependent on the structure of the glycosidic linkage. These results validate linkage diversification through neoglycosylation as a unique and simple strategy to powerfully complement existing methods for the optimization of glycoconjugates. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2007.11.058