(5R,6R,E)-6-((2S,5S,11S,14S,17S,20S,23R,26S,29S,32S)-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-1,4,7,10,13,16,19,22,25,28,31-undecaazacyclotritriacontan-2-yl)-6-hydroxy-5-methylhex-2-enoic acid | 100364-58-7

• 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: (5R,6R,E)-6-((2S,5S,11S,14S,17S,20S,23R,26S,29S,32S)-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-1,4,7,10,13,16,19,22,25,28,31-undecaazacyclotritriacontan-2-yl)-6-hydroxy-5-methylhex-2-enoic acid
• 英文别名: (2E,5R,6R)-6-[(2S,5S,11S,14S,17S,20S,23R,26S,29S,32S)-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-1,4,7,10,13,16,19,22,25,28,31-undecaazacyclotritriacontan-2-yl]-6-hydroxy-5-methylhex-2-enoic acid；(E,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-methylhex-2-enoic acid
• CAS: 100364-58-7
• 化学式: C₆₂H₁₀₉N₁₁O₁₄
• 分子量: 1232.61
• InChiKey: BEDOPNJARNLRIQ-ZGBBRUJZSA-N

物化性质

• 沸点：
  1348.5±65.0 °C(Predicted)
• 密度：
  1.046±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.5
• 重原子数：
  87
• 可旋转键数：
  16
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  316
• 氢给体数：
  6
• 氢受体数：
  14

反应信息

• 作为反应物：
  描述：

  (5R,6R,E)-6-((2S,5S,11S,14S,17S,20S,23R,26S,29S,32S)-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-1,4,7,10,13,16,19,22,25,28,31-undecaazacyclotritriacontan-2-yl)-6-hydroxy-5-methylhex-2-enoic acid 在 platinum(IV) oxide 氢气 、 碳酸氢钠 作用下， 以 甲醇 、 N,N-二甲基甲酰胺 为溶剂， 反应 42.0h， 生成
  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 在 Hoveyda-Grubbs catalyst second generation 、 三氟乙酸 作用下， 以 二氯甲烷 、 1,2-二氯乙烷 为溶剂， 反应 5.0h， 生成 (5R,6R,E)-6-((2S,5S,11S,14S,17S,20S,23R,26S,29S,32S)-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-1,4,7,10,13,16,19,22,25,28,31-undecaazacyclotritriacontan-2-yl)-6-hydroxy-5-methylhex-2-enoic acid
  参考文献：
  名称：

  [EN] IMMUNOPHILIN-DEPENDENT INHIBITORS AND USES THEREOF
  [FR] INHIBITEURS DÉPENDANTS D'IMMUOPHILINE ET LEURS UTILISATIONS

  摘要：

  本公开的内容包括免疫蛋白结合化合物及其使用方法。

  公开号：

  WO2020163598A1

文献信息

• [EN] IMMUNOPHILIN BINDING AGENTS AND USES THEREOF<br/>[FR] AGENTS DE LIAISON À L'IMMUNOPHILINE ET LEURS UTILISATIONS
  申请人：UNIV CALIFORNIA

  公开号：WO2020163594A1

  公开（公告）日：2020-08-13

  Described herein, inter alia, are immunophilin binding compounds and methods of treating CNS diseases, including co-administering outside the CNS of a subject an anti-CNS disease drug and a compound described herein.

  本文描述了免疫蛋白结合化合物以及治疗中枢神经系统疾病的方法，包括在主体的中枢神经系统外联合给予一种抗中枢神经系统疾病药物和本文描述的化合物。
• Cyclosporin analogs for the treatment of immunoregulatory disorders and respiratory diseases
  申请人：Hunt W. Kevin

  公开号：US20060035821A1

  公开（公告）日：2006-02-16

  Provided are novel cyclosporin analogs, methods for their production, and their use for treating immunoregulatory and respiratory diseases, disorders, and conditions.

  提供了新颖的环孢素类似物，其生产方法，以及它们用于治疗免疫调节和呼吸系统疾病、紊乱和症状的用途。
• CYCLOSPORIN CONJUGATES
  申请人：Selwood David

  公开号：US20120157385A1

  公开（公告）日：2012-06-21

  A conjugate which comprises a cyclosporin moiety of formula (I) linked to one or more mitochondrial targeting groups, or a pharmaceutically acceptable salt thereof: wherein: A represents or, B represents methyl or ethyl, one Of R 1 and R 1 represents hydrogen and the other represents methyl, R 2 represents ethyl or isopropyl, R 3 represents hydrogen or methyl, and R 4 represents —CH 2 CH(CH 3 )CH 3 , —CH 2 CH(CH 3 )CH 2 CH 3 , —CH(CH 3 )CH 3 or —CH(CH 3 )CH 2 CH 3 .
• [EN] IMMUNOPHILIN-DEPENDENT INHIBITORS AND USES THEREOF<br/>[FR] INHIBITEURS DÉPENDANTS D'IMMUOPHILINE ET LEURS UTILISATIONS
  申请人：UNIV CALIFORNIA

  公开号：WO2020163598A1

  公开（公告）日：2020-08-13

  Disclosed herein, inter alia, are immunophilin binding compounds and methods of using the same.

  本公开的内容包括免疫蛋白结合化合物及其使用方法。
• Synthesis and Biological Evaluation of Novel Cyclosporin A Analogues:  Potential Soft Drugs for the Treatment of Autoimmune Diseases
  作者：Tsvetelina Lazarova、Jason S. Chen、Blake Hamann、Jane M. Kang、Daniela Homuth-Trombino、Feng Han、Ethan Hoffmann、Christopher McClure、Jens Eckstein、Yat Sun Or

  DOI：10.1021/jm025595i

  日期：2003.2.1

  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.