(3S,5R,6S,8S,9S,10R,13R,14S,16S,17R)-17-[(R)-3-Hydroxy-1-methyl-3-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-propyl]-4,4,13,14-tetramethyl-tetradecahydro-cyclopropa[9,10]cyclopenta[a]phenanthrene-3,6,16-triol | 726139-61-3

• 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: (3S,5R,6S,8S,9S,10R,13R,14S,16S,17R)-17-[(R)-3-Hydroxy-1-methyl-3-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-propyl]-4,4,13,14-tetramethyl-tetradecahydro-cyclopropa[9,10]cyclopenta[a]phenanthrene-3,6,16-triol
• CAS: 726139-61-3
• 化学式: C₃₃H₅₆O₆
• 分子量: 548.804
• InChiKey: PTGZBRKXYFNRFW-JTDUGVRPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.05
• 重原子数：
  39.0
• 可旋转键数：
  4.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  99.38
• 氢给体数：
  4.0
• 氢受体数：
  6.0

反应信息

• 作为反应物：
  描述：

  (3S,5R,6S,8S,9S,10R,13R,14S,16S,17R)-17-[(R)-3-Hydroxy-1-methyl-3-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-propyl]-4,4,13,14-tetramethyl-tetradecahydro-cyclopropa[9,10]cyclopenta[a]phenanthrene-3,6,16-triol 在 吡啶 、 溶剂黄146 作用下， 反应 168360.0h， 生成 cycloorbicoside D
  参考文献：
  名称：

  Triterpene Glycosides of Astragalus and Their Genins. LXVIII. Cycloorbigenin C, a New Cycloartane Genin

  摘要：

  The new triterpenoid cycloartane cycloorbigenin C, the structure of which is 23xi,24xi-cycloartan-3beta,6alpha,16beta,23,24,25-hexaol, was obtained from the aerial part of Astragalus orbiculatus Ledeb. (Leguminosae). The structure of cycloorbigenin C was proved using chemical transformations, IR spectroscopy, electron-impact mass spectrometry, and PMR and C-13 NMR spectra interpreted using J-modulation and the 2D NMR spectroscopies: H-1-H-1 COSY, TOCSY, ROESY, HSQC, and HMBC.

  DOI：

  10.1023/b:conc.0000011122.41260.98
• 作为产物：
  描述：

  丙酮 、 cycloorbigenin C 在 硫酸 作用下， 反应 24.0h， 以100 mg的产率得到(3S,5R,6S,8S,9S,10R,13R,14S,16S,17R)-17-[(R)-3-Hydroxy-1-methyl-3-(2,2,5,5-tetramethyl-[1,3]dioxolan-4-yl)-propyl]-4,4,13,14-tetramethyl-tetradecahydro-cyclopropa[9,10]cyclopenta[a]phenanthrene-3,6,16-triol
  参考文献：
  名称：

  Triterpene Glycosides of Astragalus and Their Genins. LXVIII. Cycloorbigenin C, a New Cycloartane Genin

  摘要：

  The new triterpenoid cycloartane cycloorbigenin C, the structure of which is 23xi,24xi-cycloartan-3beta,6alpha,16beta,23,24,25-hexaol, was obtained from the aerial part of Astragalus orbiculatus Ledeb. (Leguminosae). The structure of cycloorbigenin C was proved using chemical transformations, IR spectroscopy, electron-impact mass spectrometry, and PMR and C-13 NMR spectra interpreted using J-modulation and the 2D NMR spectroscopies: H-1-H-1 COSY, TOCSY, ROESY, HSQC, and HMBC.

  DOI：

  10.1023/b:conc.0000011122.41260.98