methyl (4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-[4-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-[4-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]butanoylamino]-7,12-dihydroxy-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]butanoylamino]-7,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate | 1097192-82-9

• 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: methyl (4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-[4-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-[4-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]butanoylamino]-7,12-dihydroxy-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]butanoylamino]-7,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate
• CAS: 1097192-82-9
• 化学式: C₆₉H₁₀₇N₅O₁₁S
• 分子量: 1214.7
• InChiKey: ZKZJZJVALSJZFZ-NORMZKKRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.6
• 重原子数：
  86
• 可旋转键数：
  22
• 环数：
  10.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  252
• 氢给体数：
  8
• 氢受体数：
  13

反应信息

• 作为反应物：
  描述：

  methyl (4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-[4-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-[4-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]butanoylamino]-7,12-dihydroxy-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]butanoylamino]-7,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate 在 lithium hydroxide 、 水 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 生成 C₆₈H₁₀₅N₅O₁₁S
  参考文献：
  名称：

  Conformation of Oligocholate Foldamers with 4-Aminobutyroyl Spacers

  摘要：

  Extended oligocholates with 4-aminobutyroyl groups in between the cholate units were labeled with a naphthyl and a dansyl at the chain ends. Fluorescence resonance energy transfer (FRET) from the naphthyl to the dansyl was observed in 2:1 hexane/ethyl acetate (EA) containing a few percent of methanol. An increase of methanol in the solvent caused unfolding of the extended oligocholates, diminishing the energy-transfer efficiency. The 4-aminobutyroyl spacers strongly influenced the conformation of the oligocholates. Whereas the parent oligocholates (with no spacing groups in between the cholates) require at least five cholate groups to fold cooperatively, the 4-aminobutyroyl-spaced oligocholates could do so in more competitive solvents with as few as three or four cholates.

  DOI：

  10.1021/jo802201b
• 作为产物：
  描述：

  、 丹酰氯 在 N,N-二异丙基乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 24.0h， 以65%的产率得到methyl (4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-[4-[[(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3-[4-[[5-(dimethylamino)naphthalen-1-yl]sulfonylamino]butanoylamino]-7,12-dihydroxy-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]butanoylamino]-7,12-dihydroxy-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentanoate
  参考文献：
  名称：

  Conformation of Oligocholate Foldamers with 4-Aminobutyroyl Spacers

  摘要：

  Extended oligocholates with 4-aminobutyroyl groups in between the cholate units were labeled with a naphthyl and a dansyl at the chain ends. Fluorescence resonance energy transfer (FRET) from the naphthyl to the dansyl was observed in 2:1 hexane/ethyl acetate (EA) containing a few percent of methanol. An increase of methanol in the solvent caused unfolding of the extended oligocholates, diminishing the energy-transfer efficiency. The 4-aminobutyroyl spacers strongly influenced the conformation of the oligocholates. Whereas the parent oligocholates (with no spacing groups in between the cholates) require at least five cholate groups to fold cooperatively, the 4-aminobutyroyl-spaced oligocholates could do so in more competitive solvents with as few as three or four cholates.

  DOI：

  10.1021/jo802201b