(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]-N-[[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]methyl]phenyl]methyl]pentanamide | 158012-15-8

• 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)-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]-N-[[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]methyl]phenyl]methyl]pentanamide
• CAS: 158012-15-8
• 化学式: C₅₆H₈₈N₂O₈
• 分子量: 917.323
• InChiKey: TYIQVAQKYRYPLX-STIDPLFASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.7
• 重原子数：
  66
• 可旋转键数：
  12
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  180
• 氢给体数：
  8
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  (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]-N-[[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]methyl]phenyl]methyl]pentanamide 、 5-羧基荧光素 以 甲醇 为溶剂， 生成
  参考文献：
  名称：

  三脚架二氨基胆酰基共轭物的合成，阴离子识别和跨膜阴离子活性

  摘要：

  在本文中，我们介绍了基于1,3,5-三（氨基甲基）-2,4,6-三乙苯的三脚架3α-羟基-7α，12α-二氨基-5β-胆碱的合成，阴离子识别和阴离子活性-24-oate共轭物1和相应的基于三（2-氨基乙基）胺的类似物2和胆酰类似物3。使用5-羧基荧光素（5-FAM）作为荧光指示剂，通过竞争性置换分析评估了它们对阴离子的亲和力。结果表明，化合物1和2对多种重要的生物阴离子，尤其是硫酸根和磷酸根阴离子具有很强的识别力。在MeOH–HEPES（4/1，pH 7）中，化合物1和硫酸盐分别比氯化物高2到416倍和168倍，磷酸盐比氯化物高35到25倍。通过使用pH放电测定法和氯离子选择电极技术测量阴离子的转运活性。结果表明，化合物1和2按ClO 4 – > I – > NO 3 – > Br – > Cl – > SO 4 2– > H 2 PO 4 –的顺序起有效的阴离子选择性转运子的作用。并通过

  DOI：

  10.1021/acs.joc.7b02447
• 作为产物：
  描述：

  1,4-苯二甲胺 、 cholic acid N-succinimidyl ester 以 氯仿 为溶剂， 生成 (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]-N-[[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]methyl]phenyl]methyl]pentanamide
  参考文献：
  名称：

  Synthesis and ionophoric activities of functionalized bis(choloyl) conjugates with a rigid core

  摘要：

  Three bis(choloyl) conjugates bearing a rigid p-phenylenediamine/p-bis(aminomethyl) benzene linker and amino/acetamido groups were synthesized, and fully characterized on the basis of H-1 NMR, ESI-MS and HRMS. Their ionophoric activities were investigated by means of pH discharge assay. The results indicate that these conjugates exhibit potent ionophoric activities across egg-yolk L-alpha-phosphatidylcholine (EYPC)-based liposomal membranes, via a cation/proton antiport mechanism. They show moderate ion selectivity among alkali metal ions. Of the three conjugates, the ones having amino groups transport alkali metal ions in the order of Na+ > Li+ > K+ approximate to Rb+ approximate to Cs+, whereas the one having acetamido groups functions in the order of Li+ > Na+ > K+ approximate to Rb+ approximate to Cs+. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.04.022

文献信息

• Synthesis and ionophoric activities of functionalized bis(choloyl) conjugates with a rigid core
  作者：Jia Zhou、Yong-Ming Lu、Li-Qun Deng、Zhong-Zhen Zhou、Wen-Hua Chen

  DOI：10.1016/j.bmcl.2013.04.022

  日期：2013.6

  Three bis(choloyl) conjugates bearing a rigid p-phenylenediamine/p-bis(aminomethyl) benzene linker and amino/acetamido groups were synthesized, and fully characterized on the basis of H-1 NMR, ESI-MS and HRMS. Their ionophoric activities were investigated by means of pH discharge assay. The results indicate that these conjugates exhibit potent ionophoric activities across egg-yolk L-alpha-phosphatidylcholine (EYPC)-based liposomal membranes, via a cation/proton antiport mechanism. They show moderate ion selectivity among alkali metal ions. Of the three conjugates, the ones having amino groups transport alkali metal ions in the order of Na+ > Li+ > K+ approximate to Rb+ approximate to Cs+, whereas the one having acetamido groups functions in the order of Li+ > Na+ > K+ approximate to Rb+ approximate to Cs+. (C) 2013 Elsevier Ltd. All rights reserved.
• Synthesis, Anion Recognition, and Transmembrane Anionophoric Activity of Tripodal Diaminocholoyl Conjugates
  作者：Zhi Li、Xi-Hui Yu、Yun Chen、De-Qi Yuan、Wen-Hua Chen

  DOI：10.1021/acs.joc.7b02447

  日期：2017.12.15

  In this paper, we present the synthesis, anion recognition, and anionophoric activity of 1,3,5-tris(aminomethyl)-2,4,6-triethylbenzene-based tripodal 3α-hydroxy-7α,12α-diamino-5β-cholan-24-oate conjugate 1 and the corresponding tris(2-aminoethyl)amine-based analogue 2 and choloyl analogue 3. Their affinity toward anions was evaluated by means of competitive displacement assay using 5-carboxyfluorescein

  在本文中，我们介绍了基于1,3,5-三（氨基甲基）-2,4,6-三乙苯的三脚架3α-羟基-7α，12α-二氨基-5β-胆碱的合成，阴离子识别和阴离子活性-24-oate共轭物1和相应的基于三（2-氨基乙基）胺的类似物2和胆酰类似物3。使用5-羧基荧光素（5-FAM）作为荧光指示剂，通过竞争性置换分析评估了它们对阴离子的亲和力。结果表明，化合物1和2对多种重要的生物阴离子，尤其是硫酸根和磷酸根阴离子具有很强的识别力。在MeOH–HEPES（4/1，pH 7）中，化合物1和硫酸盐分别比氯化物高2到416倍和168倍，磷酸盐比氯化物高35到25倍。通过使用pH放电测定法和氯离子选择电极技术测量阴离子的转运活性。结果表明，化合物1和2按ClO 4 – > I – > NO 3 – > Br – > Cl – > SO 4 2– > H 2 PO 4 –的顺序起有效的阴离子选择性转运子的作用。并通过