2-(2-methoxyethoxy)ethyl ester of Monensin A | 1031269-38-1

• 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: 2-(2-methoxyethoxy)ethyl ester of Monensin A
• CAS: 1031269-38-1
• 化学式: C₄₁H₇₂O₁₃
• 分子量: 773.015
• InChiKey: KXCAJZYIKIKPMP-JJUNZZDBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.39
• 重原子数：
  54.0
• 可旋转键数：
  16.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.98
• 拓扑面积：
  160.83
• 氢给体数：
  3.0
• 氢受体数：
  13.0

反应信息

• 作为产物：
  描述：

  莫能菌素 、 二乙二醇单甲醚 在 4-吡咯烷基吡啶 对甲苯磺酸 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 48.0h， 以72%的产率得到2-(2-methoxyethoxy)ethyl ester of Monensin A
  参考文献：
  名称：

  Synthesis and antimicrobial properties of Monensin A esters

  摘要：

  The esters (2-10) of the ionophore antibiotic Monensin (1) were synthesized by four different methods, which are discussed in detail. These new esters were characterized by various spectroscopic techniques and subsequently tested in the face of their antimicrobial properties. Three derivatives (3, 8 and 10) showed activity against Gram-positive bacteria. Additionally derivative (10) exhibited a relatively low antifungal activity against Candida in contrast to Monensin A. (c) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2008.03.038

文献信息

• Spectroscopic, mass spectrometry, and semiempirical investigations of a new 2-(2-methoxyethoxy)ethyl ester of Monensin A and its complexes with monovalent cations
  作者：Adam Huczyński、Daniel Łowicki、Bogumil Brzezinski、Franz Bartl

  DOI：10.1016/j.molstruc.2007.08.004

  日期：2008.5

  A new 2-(2-methoxyethoxy)ethyl ester of Monensin A (MON7) 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 MON7 forms complexes with Li+, Na+, and K+ of exclusively 1:1 stoichiometry which are stable up to cv = 70 V. The formation of complexes between MON7 and Na+ cations is strongly favored. Starting from about cv = 90 V fragmentation of the respective complexes is observed, primarily characterized by several dehydration steps. The structures of the MON7 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 MON7 is preferred in complexes with Na+ cations. (C) 2007 Elsevier B.V. All rights reserved.