deglucosyl euphorbioside A | 403740-68-1

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: deglucosyl euphorbioside A
• 英文别名: (1S,2R,3R,5R,8R)-8-[(E,3R)-3-hydroxybut-1-enyl]-1,5-dimethyl-6-oxabicyclo[3.2.1]octane-2,3-diol
• CAS: 403740-68-1
• 化学式: C₁₃H₂₂O₄
• 分子量: 242.315
• InChiKey: OSIJBLWRVJSSLF-PNYOQAKHSA-N

物化性质

• 沸点：
  392.1±42.0 °C(Predicted)
• 密度：
  1.290±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  17
• 可旋转键数：
  2
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.85
• 拓扑面积：
  69.9
• 氢给体数：
  3
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  甲氧基-三氟甲基苯 、 deglucosyl euphorbioside A 在 4-二甲氨基吡啶 作用下， 以 吡啶 为溶剂， 以39%的产率得到
  参考文献：
  名称：

  Bisnorsesquiterpenoids from Euphorbia resinifera Berg. and an Expeditious Procedure to Obtain Resiniferatoxin from Its Fresh Latex

  摘要：

  The fresh latex of cultivated E. resinifera Berg. is a convenient source of the ultrapotent vanilloid resiniferatoxin, and a transesterification-reesterification procedure that substantially alleviates the hazards associated with the direct isolation of this obnoxious diterpenoid has been developed. Various known phorboid constituents of the diterpenoid fraction were obtained in pure form and have been spectroscopically characterized for the first time, while the non-diterpenoid fraction of the latex gave, besides some common triterpenoids, three new bisnorsesquiterpenes of the dihydroionol type. The structures of these compounds were established through a combination of spectroscopic data and chemical reactions.

  DOI：

  10.1002/1099-0690(20021)2002:1<71::aid-ejoc71>3.0.co;2-c
• 作为产物：
  描述：

  甲醇 、 euphorbioside A 在 盐酸 作用下， 以 水 为溶剂， 反应 2.0h， 以42%的产率得到deglucosyl euphorbioside A
  参考文献：
  名称：

  Bisnorsesquiterpenoids from Euphorbia resinifera Berg. and an Expeditious Procedure to Obtain Resiniferatoxin from Its Fresh Latex

  摘要：

  The fresh latex of cultivated E. resinifera Berg. is a convenient source of the ultrapotent vanilloid resiniferatoxin, and a transesterification-reesterification procedure that substantially alleviates the hazards associated with the direct isolation of this obnoxious diterpenoid has been developed. Various known phorboid constituents of the diterpenoid fraction were obtained in pure form and have been spectroscopically characterized for the first time, while the non-diterpenoid fraction of the latex gave, besides some common triterpenoids, three new bisnorsesquiterpenes of the dihydroionol type. The structures of these compounds were established through a combination of spectroscopic data and chemical reactions.

  DOI：

  10.1002/1099-0690(20021)2002:1<71::aid-ejoc71>3.0.co;2-c

文献信息

• Bisnorsesquiterpenoids from Euphorbia resinifera Berg. and an Expeditious Procedure to Obtain Resiniferatoxin from Its Fresh Latex
  作者：Ernesto Fattorusso、Virginia Lanzotti、Orazio Taglialatela-Scafati、Gian Cesare Tron、Giovanni Appendino

  DOI：10.1002/1099-0690(20021)2002:1<71::aid-ejoc71>3.0.co;2-c

  日期：2002.1

  The fresh latex of cultivated E. resinifera Berg. is a convenient source of the ultrapotent vanilloid resiniferatoxin, and a transesterification-reesterification procedure that substantially alleviates the hazards associated with the direct isolation of this obnoxious diterpenoid has been developed. Various known phorboid constituents of the diterpenoid fraction were obtained in pure form and have been spectroscopically characterized for the first time, while the non-diterpenoid fraction of the latex gave, besides some common triterpenoids, three new bisnorsesquiterpenes of the dihydroionol type. The structures of these compounds were established through a combination of spectroscopic data and chemical reactions.