(6S)-6-[(2S,4R)-2-hydroxy-4-methoxynonyl]-5,6-dihydro-2H-pyran-2-one | 1300023-92-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: (6S)-6-[(2S,4R)-2-hydroxy-4-methoxynonyl]-5,6-dihydro-2H-pyran-2-one
• 英文别名: (2S)-2-[(2S,4R)-2-hydroxy-4-methoxynonyl]-2,3-dihydropyran-6-one
• CAS: 1300023-92-0
• 化学式: C₁₅H₂₆O₄
• 分子量: 270.369
• InChiKey: JJFJQEIHTAJVJL-MJBXVCDLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.1
• 重原子数：
  19
• 可旋转键数：
  9
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  55.8
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  4-methoxy-1-nonene 在 2,6-二甲基吡啶 、 Grubbs catalyst first generation 、 水 、 氧气 、 4-甲基苯磺酸吡啶 、 臭氧 、 N,N-二异丙基乙胺 作用下， 以 甲醇 、 乙醚 、 二氯甲烷 为溶剂， 反应 27.0h， 生成 (6S)-6-[(2S,4R)-2-hydroxy-4-methoxynonyl]-5,6-dihydro-2H-pyran-2-one
  参考文献：
  名称：

  Design and synthesis of pironetin analogues with simplified structure and study of their interactions with microtubules

  摘要：

  The preparation preparation of a series of pironetin analogues with simplified structure is described. Their cytotoxic activity and their interactions with tubulin have been investigated. It has been found that, while less active than the parent molecule, the pironetin analogues still share the mechanism of action of the latter and compete for the same binding site to alpha-tubulin. Variations in the configurations of their stereocenters do not translate into relevant differences between biological activities. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.02.011

文献信息

• Design and synthesis of pironetin analogues with simplified structure and study of their interactions with microtubules
  作者：J. Alberto Marco、Jorge García-Pla、Miguel Carda、Juan Murga、Eva Falomir、Chiara Trigili、Sara Notararigo、J. Fernando Díaz、Isabel Barasoain

  DOI：10.1016/j.ejmech.2011.02.011

  日期：2011.5

  The preparation preparation of a series of pironetin analogues with simplified structure is described. Their cytotoxic activity and their interactions with tubulin have been investigated. It has been found that, while less active than the parent molecule, the pironetin analogues still share the mechanism of action of the latter and compete for the same binding site to alpha-tubulin. Variations in the configurations of their stereocenters do not translate into relevant differences between biological activities. (C) 2011 Elsevier Masson SAS. All rights reserved.