6-(5-ethyl-11,17,26,29-tetraisobutyl-14,32-diisopropyl-1,7,10,16,20,23,25,28,31-nonamethyl-3,6,9,12,15,18,21,24,27,30,33-undecaoxo-1,4,7,10,13,16,19,22,25,28,31undecaaza-cyclotritriacont-2-yl)-6-hydroxy-5-methyl-hex-2-enoic acid methyl ester | 122547-85-7

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 肽模拟物
• 英文名称: 6-(5-ethyl-11,17,26,29-tetraisobutyl-14,32-diisopropyl-1,7,10,16,20,23,25,28,31-nonamethyl-3,6,9,12,15,18,21,24,27,30,33-undecaoxo-1,4,7,10,13,16,19,22,25,28,31undecaaza-cyclotritriacont-2-yl)-6-hydroxy-5-methyl-hex-2-enoic acid methyl ester
• CAS: 122547-85-7
• 化学式: C₆₃H₁₁₁N₁₁O₁₄
• 分子量: 1246.64
• InChiKey: PXLRDWAHUZQVBZ-KSXRZMIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.42
• 重原子数：
  88.0
• 可旋转键数：
  16.0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  305.1
• 氢给体数：
  5.0
• 氢受体数：
  14.0

反应信息

• 作为反应物：
  描述：

  6-(5-ethyl-11,17,26,29-tetraisobutyl-14,32-diisopropyl-1,7,10,16,20,23,25,28,31-nonamethyl-3,6,9,12,15,18,21,24,27,30,33-undecaoxo-1,4,7,10,13,16,19,22,25,28,31undecaaza-cyclotritriacont-2-yl)-6-hydroxy-5-methyl-hex-2-enoic acid methyl ester 在 platinum(IV) oxide 氢气 作用下， 以 甲醇 为溶剂， 反应 18.0h， 以100%的产率得到methyl (5R,6R)-6-[(2S,5S,11S,14S,17S,20S,23R,26S,29S,32S)-5-ethyl-1,7,10,16,20,23,25,28,31-nonamethyl-11,17,26,29-tetrakis(2-methylpropyl)-3,6,9,12,15,18,21,24,27,30,33-undecaoxo-14,32-di(propan-2-yl)-1,4,7,10,13,16,19,22,25,28,31-undecazacyclotritriacont-2-yl]-6-hydroxy-5-methylhexanoate
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Novel Cyclosporin A Analogues:  Potential Soft Drugs for the Treatment of Autoimmune Diseases

  摘要：

  Cyclosporin A is effective in the treatment of asthma patients, but its chronic use is limited by toxicity. Novel cyclosporin A analogues were synthesized utilizing the olefin metathesis reaction and evaluated in a calcineurin A inhibition assay. The novel analogues demonstrated activity comparable to activity of the parent molecule and are potential soft drugs.

  DOI：

  10.1021/jm025595i
• 作为产物：
  描述：

  cyclosporin A 、 马来酸二甲酯 在 dichloro(o-isporopoxyphenylmethylene)(triphenylphosphine)ruthenium(II) 作用下， 以 二氯甲烷 为溶剂， 反应 18.0h， 生成 6-(5-ethyl-11,17,26,29-tetraisobutyl-14,32-diisopropyl-1,7,10,16,20,23,25,28,31-nonamethyl-3,6,9,12,15,18,21,24,27,30,33-undecaoxo-1,4,7,10,13,16,19,22,25,28,31undecaaza-cyclotritriacont-2-yl)-6-hydroxy-5-methyl-hex-2-enoic acid methyl ester
  参考文献：
  名称：

  Synthesis and Biological Evaluation of Novel Cyclosporin A Analogues:  Potential Soft Drugs for the Treatment of Autoimmune Diseases

  摘要：

  Cyclosporin A is effective in the treatment of asthma patients, but its chronic use is limited by toxicity. Novel cyclosporin A analogues were synthesized utilizing the olefin metathesis reaction and evaluated in a calcineurin A inhibition assay. The novel analogues demonstrated activity comparable to activity of the parent molecule and are potential soft drugs.

  DOI：

  10.1021/jm025595i