(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl (6-((2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanamido)hexyl)carbamate | 1227203-17-9

• 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: (3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl (6-((2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanamido)hexyl)carbamate
• CAS: 1227203-17-9
• 化学式: C₄₀H₇₀N₂O₈
• 分子量: 707.004
• InChiKey: UZOIRGCBNCFPAO-SEZIBNHPSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.24
• 重原子数：
  50.0
• 可旋转键数：
  18.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.9
• 拓扑面积：
  168.58
• 氢给体数：
  7.0
• 氢受体数：
  8.0

反应信息

• 作为产物：
  描述：

  cholesteryl-6-aminohexyl carbamate 、 葡萄糖酸内酯 以 甲醇 为溶剂， 以51%的产率得到(3S,8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-((R)-6-methylheptan-2-yl)-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl (6-((2R,3S,4R,5R)-2,3,4,5,6-pentahydroxyhexanamido)hexyl)carbamate
  参考文献：
  名称：

  Preparation and gelling properties of sugar-contained low-molecular-mass gelators: Combination of cholesterol and linear glucose

  摘要：

  Four novel amphiphilic cholesterol-based and sugar-contained low-molecular-mass gelators (LMMGs) were designed and prepared. According to the structures of the linkers, which are ethylenediamine, 1,3-propanediamine, 1,4-butanediamine, and 1,6-hexane- diamine, these compounds are denoted as 1, 2, 3 and 4, respectively. Gelation tests revealed that 2,3 and 4 start to gel xylene at concentrations of 0.090%, 0.022%, and 0.016% (w/v), respectively, which are typical 'super-gelators'. Moreover, these xylene gel systems also possess film formation property. Scanning electron microscopy (SEM) measurements demonstrated that the aggregation behaviors of the compounds are greatly affected by the structures of the linkers. H-1 NMR spectroscopy studies revealed that intermolecular hydrogen bonding formation plays an important role for the formation of the gels. X-ray diffraction (XRD) studies showed that 1 possesses a layered structure in its 1-pentanol gel, a similar structure to that of it in solid state. Gelator 3 also possesses a similar structure in its THF gel, but different from that of it in solid state. Transmission electron microscopy (TEM) observation revealed the helical nature of the nanobelt assemblies of 1 in its 1-pentanol gel. Crown Copyright (C) 2010 Published by Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.tet.2010.02.070