eudesm-4(15),11(13)-diene-12,5β-olide | 132209-65-5

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 内酯类
• 英文名称: eudesm-4(15),11(13)-diene-12,5β-olide
• 英文别名: (1S,6R,9R)-6-methyl-2,10-dimethylidene-12-oxatricyclo[7.3.1.01,6]tridecan-11-one
• CAS: 132209-65-5
• 化学式: C₁₅H₂₀O₂
• 分子量: 232.323
• InChiKey: LGGISTNQEQBGNY-YUELXQCFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  17
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  26.3
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为产物：
  描述：

  异木香酸 在 4,5,6,7-tetrachloro-2',4',5',7'-tetraiodofluorescein disodium salt 、 氧气 、 三苯基膦 、 吡啶 、 乙酸酐 作用下， 以 异丙醇 、 甲醇 为溶剂， 反应 48.0h， 以92%的产率得到eudesm-4(15),11(13)-diene-12,5β-olide
  参考文献：
  名称：

  Gastric cytoprotective activity of ilicic aldehyde: Structure–activity relationships

  摘要：

  A series of sesquiterpene compounds possessing both eudesmane and eremophilane skeletons were tested as gastric cyto-protective agents on male Wistar rats. The presence of an alpha,beta-unsaturated aldehyde on the C-7 side chain together with a hydroxyl group at C-4 is the requirement for the observed antiulcerogenic activity. In an attempt to establish new molecular structural requirements for this gastric cytoprotective activity, a structure-activity study was performed. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.05.053

文献信息

• Gastric cytoprotective activity of ilicic aldehyde: Structure–activity relationships
  作者：Osvaldo J. Donadel、Eduardo Guerreiro、Alejandra O. María、Graciela Wendel、Ricardo D. Enriz、Oscar S. Giordano、Carlos E. Tonn

  DOI：10.1016/j.bmcl.2005.05.053

  日期：2005.8

  A series of sesquiterpene compounds possessing both eudesmane and eremophilane skeletons were tested as gastric cyto-protective agents on male Wistar rats. The presence of an alpha,beta-unsaturated aldehyde on the C-7 side chain together with a hydroxyl group at C-4 is the requirement for the observed antiulcerogenic activity. In an attempt to establish new molecular structural requirements for this gastric cytoprotective activity, a structure-activity study was performed. (c) 2005 Elsevier Ltd. All rights reserved.