21-(1,3-benzodioxol-5-ylmethylidene)-digoxin | 1241819-92-0

• 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: 21-(1,3-benzodioxol-5-ylmethylidene)-digoxin
• 英文别名: (5Z)-5-(1,3-benzodioxol-5-ylmethylidene)-4-[(3S,5R,8R,9S,10S,12R,13S,14S,17R)-3-[(2R,4S,5S,6R)-5-[(2S,4S,5S,6R)-5-[(2S,4S,5S,6R)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-4-hydroxy-6-methyloxan-2-yl]oxy-12,14-dihydroxy-10,13-dimethyl-1,2,3,4,5,6,7,8,9,11,12,15,16,17-tetradecahydrocyclopenta[a]phenanthren-17-yl]furan-2-one
• CAS: 1241819-92-0
• 化学式: C₄₉H₆₈O₁₆
• 分子量: 913.069
• InChiKey: CNYIHXBBDIIJSN-PHHILHJVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  65
• 可旋转键数：
  8
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  222
• 氢给体数：
  6
• 氢受体数：
  16

反应信息

• 作为产物：
  描述：

  胡椒醛 、 地高辛 在 sodium carbonate 作用下， 以 甲醇 为溶剂， 反应 6.0h， 以86%的产率得到21-(1,3-benzodioxol-5-ylmethylidene)-digoxin
  参考文献：
  名称：

  Digoxin derivatives substituted by alkylidene at the butenolide part

  摘要：

  A series of digoxin derivatives containing the gamma-alkylidene butenolide moiety were synthesised by way of stereoselective vinylogous aldol reaction of the unactivated butenolide in simple conditions. The structures of compounds synthesised were characterised by infrared (IR), nuclear magnetic resonance (NMR) and FIR-MS. Preliminary bioassay shows that some of them have cardiac functions, especially compound 2g that induced a marked increase in myocardial contractility at 10 ng ml(-1) and 20 ng ml(-1) concentrations without digitalis toxicity. (C) 2010 Published by Elsevier Inc.

  DOI：

  10.1016/j.steroids.2010.02.007