(1R,4aS,4bR,8aR,9R,10aS)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-eth-(Z)-ylidene]-8a,9-dihydroxy-1,4b,8,8-tetramethyl-dodecahydro-phenanthren-3-one | 845894-99-7

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (1R,4aS,4bR,8aR,9R,10aS)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-eth-(Z)-ylidene]-8a,9-dihydroxy-1,4b,8,8-tetramethyl-dodecahydro-phenanthren-3-one
• 英文别名: (1R,2Z,4aS,4bR,8aR,9R,10aS)-2-[2-[tert-butyl(dimethyl)silyl]oxyethylidene]-8a,9-dihydroxy-1,4b,8,8-tetramethyl-4,4a,5,6,7,9,10,10a-octahydro-1H-phenanthren-3-one
• CAS: 845894-99-7
• 化学式: C₂₆H₄₆O₄Si
• 分子量: 450.734
• InChiKey: SVUKTLUEXLEHCG-NHKXKGFYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.49
• 重原子数：
  31
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.88
• 拓扑面积：
  66.8
• 氢给体数：
  2
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (1R,4aS,4bR,8aR,9R,10aS)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-eth-(Z)-ylidene]-8a,9-dihydroxy-1,4b,8,8-tetramethyl-dodecahydro-phenanthren-3-one 在 sodium tetrahydroborate 、 cerium(III) chloride 作用下， 以 乙醇 为溶剂， 反应 0.5h， 以55%的产率得到(1R,3R,4aS,4bR,8aR,9R,10aS)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-eth-(Z)-ylidene]-1,4b,8,8-tetramethyl-dodecahydro-phenanthrene-3,8a,9-triol
  参考文献：
  名称：

  Indonesian Medicinal Plants. XI. Chemical Structures of Caesaldekarins a and b, Two New Cassane-Type Furanoditerpenes from the Roots of Caesalpinia major (Fabaceae).

  摘要：

  Five new cassane-type furanoditerpenes named caesaldekarins a (1), b (2), c, d, and e were isolated from the roots of Caesalpinia major (Fabaceae), an Indonesian medicinal plant. The chemical structures of 1 and 2 have been elucidated on the bases of physicochemical evidence and chemical derivations. The major diterpenoid caesadekarin a (1) was shown to inhibit mitogen responses of mouse spleen cells and interleukin-1 production.

  DOI：

  10.1248/cpb.42.1798
• 作为产物：
  描述：

  caesaldekarin B 在 咪唑 、 sodium tetrahydroborate 、 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 3.52h， 生成 (1R,4aS,4bR,8aR,9R,10aS)-2-[2-(tert-Butyl-dimethyl-silanyloxy)-eth-(Z)-ylidene]-8a,9-dihydroxy-1,4b,8,8-tetramethyl-dodecahydro-phenanthren-3-one
  参考文献：
  名称：

  Indonesian Medicinal Plants. XI. Chemical Structures of Caesaldekarins a and b, Two New Cassane-Type Furanoditerpenes from the Roots of Caesalpinia major (Fabaceae).

  摘要：

  Five new cassane-type furanoditerpenes named caesaldekarins a (1), b (2), c, d, and e were isolated from the roots of Caesalpinia major (Fabaceae), an Indonesian medicinal plant. The chemical structures of 1 and 2 have been elucidated on the bases of physicochemical evidence and chemical derivations. The major diterpenoid caesadekarin a (1) was shown to inhibit mitogen responses of mouse spleen cells and interleukin-1 production.

  DOI：

  10.1248/cpb.42.1798