[(1R,4aS,4bR,8aR,9R,10aS)-8a,9-Dihydroxy-1,4b,8,8-tetramethyl-3-oxo-dodecahydro-phenanthren-(2Z)-ylidene]-acetaldehyde | 163558-99-4

• 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)-8a,9-Dihydroxy-1,4b,8,8-tetramethyl-3-oxo-dodecahydro-phenanthren-(2Z)-ylidene]-acetaldehyde
• 英文别名: (2Z)-2-[(1R,4aS,4bR,8aR,9R,10aS)-8a,9-dihydroxy-1,4b,8,8-tetramethyl-3-oxo-4,4a,5,6,7,9,10,10a-octahydro-1H-phenanthren-2-ylidene]acetaldehyde
• CAS: 163558-99-4
• 化学式: C₂₀H₃₀O₄
• 分子量: 334.456
• InChiKey: JUXCQNYNTYPLJX-FPPKLJCXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.1
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  74.6
• 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)-8a,9-Dihydroxy-1,4b,8,8-tetramethyl-3-oxo-dodecahydro-phenanthren-(2Z)-ylidene]-acetaldehyde 在 sodium tetrahydroborate 作用下， 以 二氯甲烷 为溶剂， 反应 3.0h， 生成 (1R,4aS,4bR,8aR,9R,10aS)-8a,9-Dihydroxy-2-[2-hydroxy-eth-(Z)-ylidene]-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
• 作为产物：
  描述：

  caesaldekarin B 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 0.5h， 以77%的产率得到[(1R,4aS,4bR,8aR,9R,10aS)-8a,9-Dihydroxy-1,4b,8,8-tetramethyl-3-oxo-dodecahydro-phenanthren-(2Z)-ylidene]-acetaldehyde
  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