2-cis-4-trans-S-methoprenic acid | 207597-76-0

• 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: 2-cis-4-trans-S-methoprenic acid
• 英文别名: (2Z,4E,7S)-11-Methoxy-3,7,11-trimethyl-2,4-dodecadienoic acid；(2Z,4E,7S)-11-methoxy-3,7,11-trimethyldodeca-2,4-dienoic acid
• CAS: 207597-76-0
• 化学式: C₁₆H₂₈O₃
• 分子量: 268.397
• InChiKey: MNYBEULOKRVZKY-SADDZVMRSA-N

物化性质

• 沸点：
  394.1±25.0 °C(Predicted)
• 密度：
  0.954±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  4.4
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.69
• 拓扑面积：
  46.5
• 氢给体数：
  1
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  2-cis-4-trans-S-methoprenic acid 在 氯化亚砜 作用下， 以 N,N-二甲基甲酰胺 为溶剂， 生成 (2Z,4E)-(S)-11-Methoxy-3,7,11-trimethyl-dodeca-2,4-dienoyl chloride
  参考文献：
  名称：

  Photoproducts and Metabolites of a Common Insect Growth Regulator Produce Developmental Deformities in Xenopus

  摘要：

  In the past decade, numerous sights across North America have been found which contain abnormal levels of deformed amphibians. This deformation was not limited to species, geography, or climate and spanned a wide range of phenotypes. This report begins to explain these findings by examining the effects of pesticide degradation in early amphibian development through directly exposing Xenopus laevis embryos to trace levels of synthetically prepared degradates. This method specifically determines the risk posed by each individual chemical resulting from the natural fate of the host pesticide. Through this approach, we find that while the common insect growth regulator, S-methoprene, poses minimal developmental determent, products of its reaction with sunlight, water, and microorganisms dramatically interfere with normal amphibian development. The addition of 1 mu L/L of several of S-methoprene's degradates to the environment of developing embryos resulted in juveniles with deformation similar to that found naturally. Current developmental assessments examine only the risk posed by host pesticides. This study now suggest that the simple examination of the these materials is not sufficient, but now forward the need for critically examining the temporal relation between both development and chemical degradation.

  DOI：

  10.1021/es971024h

文献信息

• Photoproducts and Metabolites of a Common Insect Growth Regulator Produce Developmental Deformities in <i>Xenopus</i>
  作者：James J. La Clair、John A. Bantle、James Dumont

  DOI：10.1021/es971024h

  日期：1998.5.1

  In the past decade, numerous sights across North America have been found which contain abnormal levels of deformed amphibians. This deformation was not limited to species, geography, or climate and spanned a wide range of phenotypes. This report begins to explain these findings by examining the effects of pesticide degradation in early amphibian development through directly exposing Xenopus laevis embryos to trace levels of synthetically prepared degradates. This method specifically determines the risk posed by each individual chemical resulting from the natural fate of the host pesticide. Through this approach, we find that while the common insect growth regulator, S-methoprene, poses minimal developmental determent, products of its reaction with sunlight, water, and microorganisms dramatically interfere with normal amphibian development. The addition of 1 mu L/L of several of S-methoprene's degradates to the environment of developing embryos resulted in juveniles with deformation similar to that found naturally. Current developmental assessments examine only the risk posed by host pesticides. This study now suggest that the simple examination of the these materials is not sufficient, but now forward the need for critically examining the temporal relation between both development and chemical degradation.