acetic acid (3R,5R,8R,9S,10S,12S,13R,14S,17R)-3-acetoxy-17-((R)-3-benzylamino-1-methylpropyl)-10,13-dimethyl-hexadecahydrocyclopenta[a]phenanthren-12-yl ester | 1059124-64-9

• 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: acetic acid (3R,5R,8R,9S,10S,12S,13R,14S,17R)-3-acetoxy-17-((R)-3-benzylamino-1-methylpropyl)-10,13-dimethyl-hexadecahydrocyclopenta[a]phenanthren-12-yl ester
• 英文别名: [(3R,5R,8R,9S,10S,12S,13R,14S,17R)-12-acetyloxy-10,13-dimethyl-17-[(2R)-4-(propan-2-ylamino)butan-2-yl]-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
• CAS: 1059124-64-9
• 化学式: C₃₀H₅₁NO₄
• 分子量: 489.739
• InChiKey: AHLJDXHGAVZXBV-KPOBGGGBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.9
• 重原子数：
  35
• 可旋转键数：
  9
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  64.6
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  异丙胺 、 acetic acid (3R,5R,8R,9S,10S,12S,13R,14S,17R)-3-acetoxy-17-((R)-3-iodo-1-methylpropyl)-10,13-dimethylhexadecahydrocyclopenta[a]phenanthren-12-yl ester 在 potassium carbonate 、 乙腈 作用下， 反应 2.0h， 以57%的产率得到acetic acid (3R,5R,8R,9S,10S,12S,13R,14S,17R)-3-acetoxy-17-((R)-3-benzylamino-1-methylpropyl)-10,13-dimethyl-hexadecahydrocyclopenta[a]phenanthren-12-yl ester
  参考文献：
  名称：

  Amino steroids as antimalarial agents

  摘要：

  Using easily accessible deoxycholic acid as the starting material, amino compounds 8a-e and 9a-c were prepared and screened against P. falciparum in vitro. Amino steroid 8d was the most active of the series with a minimum inhibiting concentration (MIC) of 0.5 mu g/mL.

  DOI：

  10.1007/s00044-007-9068-x