(4R)-N-[4-[[3,4-dioxo-2-[4-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]anilino]cyclobuten-1-yl]amino]phenyl]-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanamide

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 类固醇和类固醇衍生物
• 英文名称: (4R)-N-[4-[[3,4-dioxo-2-[4-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]anilino]cyclobuten-1-yl]amino]phenyl]-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanamide
• 化学式: C₆₄H₉₀N₄O₁₀
• 分子量: 1075.44
• InChiKey: HSDUYLQYPIMVHB-SMBIYJGZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9
• 重原子数：
  78
• 可旋转键数：
  14
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.72
• 拓扑面积：
  238
• 氢给体数：
  10
• 氢受体数：
  12

反应信息

• 作为产物：
  描述：

  (R)-N-(4-aminophenyl)-4-((3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethylhexadecahydro-1H-cyclopenta[α]phenanthren-17-yl)pentanamide 、 方酸二乙酯 在 zinc trifluoromethanesulfonate 作用下， 以 N,N-二甲基甲酰胺 、 甲苯 为溶剂， 反应 12.0h， 以24%的产率得到(4R)-N-[4-[[3,4-dioxo-2-[4-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoyl]amino]anilino]cyclobuten-1-yl]amino]phenyl]-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-trihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanamide
  参考文献：
  名称：

  Synthesis and potent ionophoric activity of a squaramide-linked bis(choloyl) conjugate

  摘要：

  A squaramide-linked bis(choloyl) conjugate was synthesized and fully characterized on the basis of NMR (H-1 and C-13) and ESI MS (LR and HR) data. Fluorescence and chloride ion selective electrode assays indicate that this compound exhibits potent ionophoric activity across egg-yolk L-alpha-phosphatidylcholine-based liposomal membranes, presumably via an anion-modulating anion-cation co-transport/symport process. A Hill analysis reveals that three molecules of this compound are assembled into the transport-active species. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.04.093

文献信息

• Synthesis and potent ionophoric activity of a squaramide-linked bis(choloyl) conjugate
  作者：Li-Qun Deng、Yong-Ming Lu、Chun-Qiong Zhou、Jin-Xiang Chen、Bo Wang、Wen-Hua Chen

  DOI：10.1016/j.bmcl.2014.04.093

  日期：2014.7

  A squaramide-linked bis(choloyl) conjugate was synthesized and fully characterized on the basis of NMR (H-1 and C-13) and ESI MS (LR and HR) data. Fluorescence and chloride ion selective electrode assays indicate that this compound exhibits potent ionophoric activity across egg-yolk L-alpha-phosphatidylcholine-based liposomal membranes, presumably via an anion-modulating anion-cation co-transport/symport process. A Hill analysis reveals that three molecules of this compound are assembled into the transport-active species. (C) 2014 Elsevier Ltd. All rights reserved.