Acetic acid (3R,4R,5R,6R,7R,8R,9S,10R,13R,14R,17R)-3,6,15-triacetoxy-17-[1-((2S,4S)-6-acetoxy-4-isopropyl-tetrahydro-pyran-2-yl)-ethyl]-4-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-7-yl ester | 137571-34-7

• 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: Acetic acid (3R,4R,5R,6R,7R,8R,9S,10R,13R,14R,17R)-3,6,15-triacetoxy-17-[1-((2S,4S)-6-acetoxy-4-isopropyl-tetrahydro-pyran-2-yl)-ethyl]-4-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-7-yl ester
• CAS: 137571-34-7
• 化学式: C₃₉H₆₀O₁₂
• 分子量: 720.898
• InChiKey: BFZXNCZFZIJYJI-WDTQKWDNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.15
• 重原子数：
  51.0
• 可旋转键数：
  8.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  160.96
• 氢给体数：
  1.0
• 氢受体数：
  12.0

反应信息

• 作为产物：
  描述：

  乙酸酐 、 (3R,4R,5R,6R,7R,8R,9S,10R,13R,14R,17R)-17-[1-((2S,4S)-6-Hydroxy-4-isopropyl-tetrahydro-pyran-2-yl)-ethyl]-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthrene-3,4,6,7,15-pentaol 在 吡啶 作用下， 反应 17.0h， 生成 Acetic acid (3R,4R,5R,6R,7R,8R,9S,10R,13R,14R,17R)-3,6,15-triacetoxy-17-[1-((2S,4S)-6-acetoxy-4-isopropyl-tetrahydro-pyran-2-yl)-ethyl]-4-hydroxy-10,13-dimethyl-hexadecahydro-cyclopenta[a]phenanthren-7-yl ester
  参考文献：
  名称：

  Contignasterol, a highly oxygenated steroid with the unnatural 14.beta. configuration from the marine sponge Petrosia contignata Thiele, 1899

  摘要：

  Contignasterol (1), a highly oxygenated steroid with the ''unnatural'' 14-beta proton configuration and a cyclic hemiacetal functionality in its side chain, has been isolated from the marine sponge Petrosia contignata. The structure of contignasterol was elucidated via spectroscopic studies of its tetraacetate 2 and its reduction product pentaacetate 5. Contignasterol (1) is the first example of a naturally occurring steroid with the ''unnatural'' 14-beta proton configuration.

  DOI：

  10.1021/jo00028a024