(1S,2R,5S,8R,9R)-1,4,4-trimethyltricyclo[6.3.1.02,5]dodecane-5,8,9-triol | 1323437-52-0

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (1S,2R,5S,8R,9R)-1,4,4-trimethyltricyclo[6.3.1.02,5]dodecane-5,8,9-triol
• CAS: 1323437-52-0
• 化学式: C₁₅H₂₆O₃
• 分子量: 254.37
• InChiKey: PKSBUYLQJCALRI-NXRJPMIISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.6
• 重原子数：
  18
• 可旋转键数：
  0
• 环数：
  3.0
• sp3杂化的碳原子比例：
  1.0
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  石竹素 在 四氰基乙烯 、 lithium bromide 作用下， 以 丙酮 为溶剂， 反应 96.0h， 生成 (1S,2R,5S,8R,9R)-1,4,4-trimethyltricyclo[6.3.1.02,5]dodecane-5,8,9-triol 、 (3S,8R,9R)-isocaryolane-3,8,9-triol 、 (6R,8S,9R)-isocaryolane-6,8,9-triol 、 (1S,2S,5R,6S,8S,9R)-1,4,4-trimethyltricyclo[6.3.1.02,5]dodecane-6,8,9-triol 、 (4R,8R,9R)-isocaryolane-8,9,15-triol 、 dihydrobotrydial
  参考文献：
  名称：

  Biotransformation of Bioactive Isocaryolanes by Botrytis cinerea

  摘要：

  The metabolism of the fungistatic agent (8R,9R)-8-methoxyisocaryolan-9-ol (4) by the fungus Botrytis cinerea has been investigated. Biotransformation of compound 4 yielded compounds 5 and 6-9. No dihydrobotrydial is observed after 4 days of incubation of compound 4. Separate biotransformation of (8R,9R)-isocaryolane-8,9-diol (5) yielded compounds 7-11. The evaluation of the fungistatic activity against B. cinerea of compounds 4, 5, and 6 is reported. (4R,8R,9R)-8-Methoxyisocaryolane-9,15-diol (6), a major metabolite of (8R,9R)-8-methoxyisocaryolan-9-ol (4), shows a much reduced biological activity when compared with the parent compound. Isocaryolane derivatives 6-11 are described for the first time.

  DOI：

  10.1021/np1009465

文献信息

• Biotransformation of Bioactive Isocaryolanes by <i>Botrytis cinerea</i>
  作者：Jociani Ascari、Maria Amélia Diamantino Boaventura、Jacqueline Aparecida Takahashi、Rosa Durán-Patrón、Rosario Hernández-Galán、Antonio J. Macías-Sánchez、Isidro G. Collado

  DOI：10.1021/np1009465

  日期：2011.8.26

  The metabolism of the fungistatic agent (8R,9R)-8-methoxyisocaryolan-9-ol (4) by the fungus Botrytis cinerea has been investigated. Biotransformation of compound 4 yielded compounds 5 and 6-9. No dihydrobotrydial is observed after 4 days of incubation of compound 4. Separate biotransformation of (8R,9R)-isocaryolane-8,9-diol (5) yielded compounds 7-11. The evaluation of the fungistatic activity against B. cinerea of compounds 4, 5, and 6 is reported. (4R,8R,9R)-8-Methoxyisocaryolane-9,15-diol (6), a major metabolite of (8R,9R)-8-methoxyisocaryolan-9-ol (4), shows a much reduced biological activity when compared with the parent compound. Isocaryolane derivatives 6-11 are described for the first time.