monensic acid 2-methoxyethyl ester | 1013335-34-6

• 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: monensic acid 2-methoxyethyl ester
• 英文别名: monensin A 2-methoxyethyl ester
• CAS: 1013335-34-6
• 化学式: C₃₉H₆₈O₁₂
• 分子量: 728.962
• InChiKey: FZIDQUOFKYPSNR-DEVYOPMXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.38
• 重原子数：
  51.0
• 可旋转键数：
  13.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  151.6
• 氢给体数：
  3.0
• 氢受体数：
  12.0

反应信息

• 作为产物：
  描述：

  莫能菌素 、 2-溴乙基甲基醚 在 1,8-二氮杂双环[5.4.0]十一碳-7-烯 作用下， 以 甲苯 为溶剂， 反应 5.0h， 以74%的产率得到monensic acid 2-methoxyethyl ester
  参考文献：
  名称：

  Spectroscopic, mass spectrometry and semiempirical investigation of a new 2-methoxyethyl ester of monensin A and its complexes with Li+, Na+ and K+ cations

  摘要：

  A new 2-methoxyethyl ester of monensin A (MON5) has been synthesized and its capability of complex formation with Li+, Na+ and K+ cations has been studied by ESI MS, H-1 and C-13 NMR, FT-IR and PM5 semiempirical methods. ESI mass spectrometry indicates that MON5 forms complexes with Li+, Na+ and K+ of exclusively 1:1 stoichiometry which are stable up cv = 90 V. The formation of complexes between MON5 and Na+ cations is strongly favoured. Starting from cv = 110 V the fragmentation of the respective complexes is observed, primarily characterized by several dehydration steps. The structures of the MON5 complexes with Li+, Na+ and K+ cations are stabilized by intramolecular hydrogen bonds in which the OH groups are always involved. The structures are visualized and discussed in detail. It has been proved that the formation of a pseudo crown ring structure formed by MON5 is preferred in complexes with Na+ cations. (c) 2007 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.molstruc.2007.03.043