N,N'-bis(3β,16α-dihydroxy-olean-12-en-28-oyl)-(1,1'-(1,4-phenylenebis(methylene)) bis(1H-1,2,3-triazole-4,1-diyl))dimethanamine | 1443225-68-0

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: N,N'-bis(3β,16α-dihydroxy-olean-12-en-28-oyl)-(1,1'-(1,4-phenylenebis(methylene)) bis(1H-1,2,3-triazole-4,1-diyl))dimethanamine
• 英文别名: (4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-N-[[1-[[4-[[4-[[[(4aR,5R,6aR,6aS,6bR,8aR,10S,12aR,14bS)-5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carbonyl]amino]methyl]triazol-1-yl]methyl]phenyl]methyl]triazol-4-yl]methyl]-5,10-dihydroxy-2,2,6a,6b,9,9,12a-heptamethyl-1,3,4,5,6,6a,7,8,8a,10,11,12,13,14b-tetradecahydropicene-4a-carboxamide
• CAS: 1443225-68-0
• 化学式: C₇₄H₁₁₀N₈O₆
• 分子量: 1207.74
• InChiKey: FLKYOHYIQQWGRX-AELUQYNLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.47
• 重原子数：
  88.0
• 可旋转键数：
  10.0
• 环数：
  13.0
• sp3杂化的碳原子比例：
  0.78
• 拓扑面积：
  200.54
• 氢给体数：
  6.0
• 氢受体数：
  12.0

反应信息

• 作为产物：
  描述：

  N-propargyl 3β, 16α-dihydroxyolean-12-en-28-amide 、 1,4-二甲苯二叠氮化 在 copper(II) sulfate 、 sodium ascorbate 作用下， 以 二氯甲烷 、 水 为溶剂， 反应 8.0h， 以80%的产率得到N,N'-bis(3β,16α-dihydroxy-olean-12-en-28-oyl)-(1,1'-(1,4-phenylenebis(methylene)) bis(1H-1,2,3-triazole-4,1-diyl))dimethanamine
  参考文献：
  名称：

  Development of bivalent oleanane-type triterpenes as potent HCV entry inhibitors

  摘要：

  The development of entry inhibitors is an emerging approach to the prevention and reduction of HCV infection. Starting from echinocystic acid (EA), a mu M HCV entry inhibitor, we have developed a series of bivalent oleanane-type triterpenes which, upon optimization of the length, rigidity and hydrophobicity of the linker, exert dramatically potent enhancement of inhibition with IC50 values extending into the nM level. This study establishes the importance of triterpene natural products as new leads in the development of potential HCV entry inhibitors. (c) 2014 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2014.03.017