methyl (2E,4E,6S)-6-[(2S,3S,4R,5S,6R,8R,9R,10R)-10-[(2R,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-9-ethyl-4-hydroxy-3,5,8-trimethyl-1,7-dioxaspiro[5.5]undecan-2-yl]hepta-2,4-dienoate | 129608-41-9

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: methyl (2E,4E,6S)-6-[(2S,3S,4R,5S,6R,8R,9R,10R)-10-[(2R,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-9-ethyl-4-hydroxy-3,5,8-trimethyl-1,7-dioxaspiro[5.5]undecan-2-yl]hepta-2,4-dienoate
• CAS: 129608-41-9；129705-08-4
• 化学式: C₂₈H₄₆O₉
• 分子量: 526.668
• InChiKey: OUYDJPQKYPBHMD-XVZZLCORSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  37
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.82
• 拓扑面积：
  124
• 氢给体数：
  3
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  methyl (2E,4E,6S)-6-[(2S,3S,4R,5S,6R,8R,9R,10R)-10-[(2R,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-9-ethyl-4-hydroxy-3,5,8-trimethyl-1,7-dioxaspiro[5.5]undecan-2-yl]hepta-2,4-dienoate 在 sodium hydroxide 作用下， 以 四氢呋喃 为溶剂， 反应 2.0h， 生成 (2E,4E)-(S)-6-[(2S,3S,4R,5S,6R,8R,9R,10R)-10-((2R,4S,5S,6S)-4,5-Dihydroxy-6-methyl-tetrahydro-pyran-2-yloxy)-9-ethyl-4-hydroxy-3,5,8-trimethyl-1,7-dioxa-spiro[5.5]undec-2-yl]-hepta-2,4-dienoic acid
  参考文献：
  名称：

  Secondary Metabolites by Chemical Screening 14. Transformation of Elaiophylin in subunits of Naturally Occurring Acid Ionophores: Synthesis, Anticoccidial Activity and Studies Concerning the Ionophoric Properties

  摘要：

  The synthesis of the polyether subunits (8 - 11), starting from elaiophylin (1), as well as their biological properties, nmr spectra and conformational studies were described and discussed. Based upon the missing ability of potassium transport it was deduced that compounds (8 - 11) were new lead structures concerning their anticoccidial activity.

  DOI：

  10.3987/com-91-5778
• 作为产物：
  描述：

  11-O-Methyl-seco-elaiophylin methyl ester 在 三氯化铁 作用下， 以 甲醇 为溶剂， 生成 、 methyl (2E,4E,6S)-6-[(2S,3S,4R,5S,6R,8R,9R,10R)-10-[(2R,4S,5S,6S)-4,5-dihydroxy-6-methyloxan-2-yl]oxy-9-ethyl-4-hydroxy-3,5,8-trimethyl-1,7-dioxaspiro[5.5]undecan-2-yl]hepta-2,4-dienoate
  参考文献：
  名称：

  Secondary Metabolites by Chemical Screening 14. Transformation of Elaiophylin in subunits of Naturally Occurring Acid Ionophores: Synthesis, Anticoccidial Activity and Studies Concerning the Ionophoric Properties

  摘要：

  The synthesis of the polyether subunits (8 - 11), starting from elaiophylin (1), as well as their biological properties, nmr spectra and conformational studies were described and discussed. Based upon the missing ability of potassium transport it was deduced that compounds (8 - 11) were new lead structures concerning their anticoccidial activity.

  DOI：

  10.3987/com-91-5778