coagulin O | 220381-52-2

• 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: coagulin O
• 英文别名: coagulin K；3,4-dihydro-3β-O-β-D-glucopyranosylwithanolide I；(2R)-2-[(1R)-1-hydroxy-1-[(3R,8R,9S,10R,13R,14R,17S)-14-hydroxy-10,13-dimethyl-1-oxo-3-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-3,4,7,8,9,11,12,15,16,17-decahydro-2H-cyclopenta[a]phenanthren-17-yl]ethyl]-4,5-dimethyl-2,3-dihydropyran-6-one
• CAS: 220381-52-2
• 化学式: C₃₄H₅₀O₁₁
• 分子量: 634.764
• InChiKey: ZGFSMKCODQJWHY-DKZVLZAESA-N

物化性质

• 沸点：
  828.5±65.0 °C(Predicted)
• 密度：
  1.38±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.7
• 重原子数：
  45
• 可旋转键数：
  5
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  183
• 氢给体数：
  6
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 coagulin O 在 吡啶 作用下， 生成 coagulin O tetraacetate
  参考文献：
  名称：

  New Withanolides from Withania coagulans.

  摘要：

  Three new withanolides, coagulins M, N, and O were isolated from the whole plant of Withania coagulans. Their structures were established as (14R, 17R, 20ζ, 22R)-5α, 6β, 27-trihydroxy-14, 20-epoxy-1-oxo-witha-24-enolide (1), (14R, 17S, 20ζ, 22R)-15α, 17-dihydroxy-14, 20-epoxy-3β-(O-β-D-glucopyranosyl)-1-oxo-witha-5, 24-dienolide (2) and (14R, 20ζ, 22R)-14, 20-dihydroxy-3β-(O-β-D-glucopyranosyl)-1-oxo-witha-5, 24-dienolide (3) respectively, by extensive spectroscopic studies.

  DOI：

  10.1248/cpb.46.1853
• 作为产物：
  描述：

  coagulin N 在 盐酸 作用下， 反应 4.0h， 生成 coagulin O
  参考文献：
  名称：

  New Withanolides from Withania coagulans.

  摘要：

  Three new withanolides, coagulins M, N, and O were isolated from the whole plant of Withania coagulans. Their structures were established as (14R, 17R, 20ζ, 22R)-5α, 6β, 27-trihydroxy-14, 20-epoxy-1-oxo-witha-24-enolide (1), (14R, 17S, 20ζ, 22R)-15α, 17-dihydroxy-14, 20-epoxy-3β-(O-β-D-glucopyranosyl)-1-oxo-witha-5, 24-dienolide (2) and (14R, 20ζ, 22R)-14, 20-dihydroxy-3β-(O-β-D-glucopyranosyl)-1-oxo-witha-5, 24-dienolide (3) respectively, by extensive spectroscopic studies.

  DOI：

  10.1248/cpb.46.1853