Monensin A | 17090-79-8

• 物质功能分类: 原料药 - 抗寄生虫病药 - 抗原虫药
• 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: Monensin A
• 英文别名: Monensin；(2S,3R,4S)-4-[(2S,5R,7S,8R,9S)-2-[(2R,5S)-5-ethyl-5-[(2R,3S)-5-[(2S,3S,5R,6R)-6-hydroxy-6-(hydroxymethyl)-3,5-dimethyloxan-2-yl]-3-methyloxolan-2-yl]oxolan-2-yl]-7-hydroxy-2,8-dimethyl-1,10-dioxaspiro[4.5]decan-9-yl]-3-methoxy-2-methylpentanoic acid
• CAS: 17090-79-8
• 化学式: C₃₆H₆₂O₁₁
• 分子量: 670.882
• InChiKey: GAOZTHIDHYLHMS-FGFHVOCVSA-N

物化性质

• 熔点：
  103-105°C
• 比旋光度：
  D +47.7°
• 沸点：
  608.24°C (rough estimate)
• 密度：
  1.0773 (rough estimate)

计算性质

• 辛醇/水分配系数(LogP)：
  4.27
• 重原子数：
  47.0
• 可旋转键数：
  10.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  153.37
• 氢给体数：
  4.0
• 氢受体数：
  10.0

安全信息

• 危险品标志：
  T
• 安全说明：
  S36/37/39,S45
• 危险类别码：
  R25
• WGK Germany：
  3
• 危险品运输编号：
  UN 3462 6.1/PG 2
• RTECS号：
  JH2830000
• 包装等级：
  II
• 危险类别：
  6.1(a)

制备方法与用途

概述

莫能菌素在消化道内几乎不能吸收，因此一般不存在组织残留或向可食性畜产品转移的问题。在高精料肥育时使用莫能菌素，可以增加丙酸的产生，减少饲料中蛋白质在瘤胃中的降解，从而增加过瘤胃蛋白质的总量，并提高净能及氮的利用率。此外，它还能使肠壁变薄，有利于营养物质的渗透和吸收；瘤胃中纤毛虫和细菌总量可增加1~2倍；同时刺激脑下垂体分泌激素，促进生长发育，从而提高增重速率和饲料转化率。

用途

莫能菌素又称莫能霉素或瘤胃素，是一种广泛应用于反刍动物的饲料添加剂。最初由链霉菌产生的一种聚醚类抗生素，具有控制瘤胃中挥发性脂肪酸比例、减少瘤胃中蛋白质降解、降低饲料干物质消耗和改善营养物质利用率及提高动物能量利用率等多种作用。

生物活性

莫能菌素（Monensin）是由链霉菌属产生的脂溶性天然生物活性离子载体，能够结合质子和一价阳离子。它在药物敏感和耐药菌株中均具有针对人类机会病原体的广谱抗菌活性，并且能够诱导多种癌细胞系发生凋亡。

反应信息

• 作为反应物：
  描述：

  Monensin A 在 potassium methanolate 作用下， 以 甲醇 为溶剂， 生成 Monensin potassium salt
  参考文献：
  名称：

  Thermodynamics of reaction in heterogeneous systems (water-organic phases) between the ionophore monensin and alkali-metal cations

  摘要：

  Gibbs functions, enthalpies, entropies, and volumes of reaction for the reaction of the bacterial ionophore monensin with alkali-metal cations in various water-organic biphasic solvent systems are obtained by using various experimental methods. In addition, weak but perceptible solubilization of the complexes formed is shown to occur in the aqueous phase. Their dissociation in water is studied. All the data are discussed in terms of structure and solvation of the various species. The selectivity sequence is not solvent dependent though the enthalpic and entropic contributions for different cations vary with the solvent system involved. On the basis of these data, both biological functional aspects and analytical aspects relevant to the testing of such ionophores are discussed.

  DOI：

  10.1021/j100162a041

文献信息

• Gaboyard, Catherine; Dauphin, Gerard; Vaufrey, Francoise, Agricultural and Biological Chemistry, <hi>1990</hi>, vol. 54, # 5, p. 1149 - 1155
  作者：Gaboyard, Catherine、Dauphin, Gerard、Vaufrey, Francoise、Jeminet, Georges

  DOI：——

  日期：——
• Thermodynamics of reaction in heterogeneous systems (water-organic phases) between the ionophore monensin and alkali-metal cations
  作者：Marc Hebrant、Yvon Pointud、Jean Juillard

  DOI：10.1021/j100162a041

  日期：1991.5

  Gibbs functions, enthalpies, entropies, and volumes of reaction for the reaction of the bacterial ionophore monensin with alkali-metal cations in various water-organic biphasic solvent systems are obtained by using various experimental methods. In addition, weak but perceptible solubilization of the complexes formed is shown to occur in the aqueous phase. Their dissociation in water is studied. All the data are discussed in terms of structure and solvation of the various species. The selectivity sequence is not solvent dependent though the enthalpic and entropic contributions for different cations vary with the solvent system involved. On the basis of these data, both biological functional aspects and analytical aspects relevant to the testing of such ionophores are discussed.