7α-obacunyl acetate

• 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: 7α-obacunyl acetate
• 英文别名: Cneorin I；[(1S,2R,4S,7S,8S,12R,20R)-7-(furan-3-yl)-1,8,12,17,17-pentamethyl-5,15-dioxo-3,6,16-trioxapentacyclo[9.9.0.02,4.02,8.012,18]icos-13-en-20-yl] acetate
• 化学式: C₂₈H₃₄O₈
• 分子量: 498.573
• InChiKey: VGEVFODMPBFOHX-QFCOIDFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  36
• 可旋转键数：
  3
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  105
• 氢给体数：
  0
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  obacunone 在 sodium tetrahydroborate 作用下， 以 甲醇 为溶剂， 反应 3.0h， 生成 7α-obacunyl acetate
  参考文献：
  名称：

  Insight into reduction of obacunone, and their ester derivatives as insecticidal agents against Mythimna separata Walker

  摘要：

  Here we have prepared a series of ester compounds of obacunone, a naturally occurring limonoid, isolated from plants such as Citrus and Dictamnus angustifolius. Their insecticidal activity was evaluated at 1 mg/mL against the pre-third-instar larvae of oriental armyworm (Mythimna separata Walker), a typical lepidopteran pest. When obacunone reacted with NaBH4, the ratio of two reduction products, C7 alpha-hydroxyobacunone (2) and C7 beta-hydroxyobacunone(3), was related to the reaction mixing solvents. C7 alpha-Propionyloxybacunone (4b) and C7 beta-(n) heptanoyloxybacunone (5g) exhibited the more promising insecticidal activity than their precursor obacunone and toosendanin. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.11.027