15,16-diacetoxy-15,16-epoxy-ent-cleroda-4(18),12Z-diene | 96888-17-4

• 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: 15,16-diacetoxy-15,16-epoxy-ent-cleroda-4(18),12Z-diene
• 英文别名: [(4Z)-4-[2-[(1S,2R,4aR,8aR)-1,2,4a-trimethyl-5-methylidene-3,4,6,7,8,8a-hexahydro-2H-naphthalen-1-yl]ethylidene]-5-acetyloxyoxolan-2-yl] acetate
• CAS: 96888-17-4
• 化学式: C₂₄H₃₆O₅
• 分子量: 404.547
• InChiKey: DQENVRIDXFEYAZ-UEDHELBHSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.3
• 重原子数：
  29
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.75
• 拓扑面积：
  61.8
• 氢给体数：
  0
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  15,16-diacetoxy-15,16-epoxy-ent-cleroda-4(18),12Z-diene 在 溶剂黄146 作用下， 以 乙醚 为溶剂， 反应 3.0h， 生成 Z-isolinaridial
  参考文献：
  名称：

  Neo-clerodane diterpenoids from aerial parts of linaria saxatilis var. glutinosa

  摘要：

  DOI：

  10.1016/s0040-4020(01)91223-2

文献信息

• Further -clerodane diterpenes from
  作者：Arturo San Feliciano、Alejandro F. Barrero、Jose M.Miguel Del Corral、Marina Gordaliza、Manuel Medarde

  DOI：10.1016/s0040-4020(01)96445-2

  日期：1985.1
• Structure- and Species-Dependent Insecticidal Effects of <i>neo</i>-Clerodane Diterpenes
  作者：Azucena González-Coloma、Carmen Gutiérrez、José M. Miguel del Corral、Marina Gordaliza、Ma. Luz de la Puente、Arturo San Feliciano

  DOI：10.1021/jf990843d

  日期：2000.8.1

  Several natural neo-clerodane diterpenoids isolated from Linaria saxatilis and some semisynthetic derivatives were tested against several insect species with different feeding adaptations. The antifeedant tests showed that the oliphagous Leptinotarsa decemlineata was the most sensitive insect, followed by the aphid Myzus persicae. The polyphagous Spodoptera littoralis was not deterred by these diterpenoids; however, following oral administration, some of these compounds did have postingestive antifeedant effects on this insect. In general terms, the antifeedant effects of these compounds were species-dependent and more selective than their toxic/postingestive effects; The study of their structure-activity relationships showed that both the decalin moiety and the chain at C-9 determined their bioactivity. Furthermore, the presence of a 4,18-epoxy/diol moiety was an important feature for both the antifeedant and the toxic/postingestive effects.
• Neo-clerodane diterpenoids from aerial parts of linaria saxatilis var. glutinosa
  作者：Arturo San Feliciano、Marina Gordaliza、José M. Miguel del Corral、María L. de la Puente、Santiago García-Granda、Miguel A. Salvado

  DOI：10.1016/s0040-4020(01)91223-2

  日期：1993.1