Penicerol-diacetat | 864-15-3

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: Penicerol-diacetat
• 英文别名: peniocerol diacetate；Peniocerol-diacetat
• CAS: 864-15-3
• 化学式: C₃₁H₅₀O₄
• 分子量: 486.736
• InChiKey: MXMSYPQSYIIQQF-DQQBEWNTSA-N

物化性质

• 熔点：
  50-51 °C
• 沸点：
  536.7±50.0 °C(Predicted)
• 密度：
  1.04±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  7.65
• 重原子数：
  35.0
• 可旋转键数：
  7.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.87
• 拓扑面积：
  52.6
• 氢给体数：
  0.0
• 氢受体数：
  4.0

反应信息

• 作为反应物：
  描述：

  Penicerol-diacetat 在 palladium on activated charcoal 氢气 、 potassium carbonate 作用下， 反应 72.0h， 生成 5α-Cholest-8(14)-en-3β,6α-diol-6-acetat
  参考文献：
  名称：

  204.仙人掌固醇，peniocerol（胆甾8-烯-3β，6α-二醇）的结构

  摘要：

  DOI：

  10.1039/jr9650001160
• 作为产物：
  描述：

  乙酸酐 、 peniocerol 在 吡啶 作用下， 反应 48.0h， 以41 mg的产率得到Penicerol-diacetat
  参考文献：
  名称：

  Insect growth regulatory effects of some extracts and sterols from Myrtillocactus geometrizans (Cactaceae) against Spodoptera frugiperda and Tenebrio molitor

  摘要：

  A methanol extract from the roots and aerial parts of Myrtillocactus geometrizans (Cactaceae) yielded peniocerol 1, macdougallin 2, and chichipegenin 3. The natural products 1, 2 their mixtures, MeOH and CH2Cl2 extracts showed insecticidal and insect growth regulatory activity against fall armyworm [Spodoptera frugiperda J. E. Smith (Lepidoptera: Noctuidae)], an important insect pest of corn, and [Tenebrio molitor (Coleoptera)], a pest of stored grains in Mexico. The most active compounds were 1, 2, and a mixture (M-2) of 1 and 2 (6:4). All these extracts, compounds and the mixture had insect growth regulating (IGR) activity between 5.0 and 50.0 ppm and insecticidal effects between 50 and 300 ppm in diets. The extracts were insecticidal to larvae, with lethal doses between 100 and 200 ppm. These compounds appear to have selective effects on the pre-emergence metabolism of Coleoptera, because in all treatments of the larvae of T molitor, pupation were shortened and this process show precociousness in relation to controls. In contrast to S. frugiperda larvae, onset of pupation was noticeably delayed. Emergence in both cases was drastically diminished. In both pupae and in the few adults that were able to emerge, many deformations were observed. The results of these assays indicated that the compounds were more active than other known natural insect growth inhibitors such as gedunin and methanol extracts of Cedrela salvadorensis and Yucca periculosa. Peniocerol, macdougallin and chichipegenin, as well as mixtures of these substances, may be useful as natural insecticidal agents. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2005.07.010