3α,7α,12α-tris(3-azidopropoxy)-5β-cholan-24-(N,N-bis(cyanoethyl))amine | 401494-91-5

• 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: 3α,7α,12α-tris(3-azidopropoxy)-5β-cholan-24-(N,N-bis(cyanoethyl))amine
• 英文别名: 3-[2-cyanoethyl-[(4R)-4-[(3R,5S,7R,8R,9S,10S,12S,13R,14S,17R)-3,7,12-tris(3-azidopropoxy)-10,13-dimethyl-2,3,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-17-yl]pentyl]amino]propanenitrile
• CAS: 401494-91-5
• 化学式: C₃₉H₆₄N₁₂O₃
• 分子量: 749.016
• InChiKey: NQADUHIAEKUKOU-PBHGWEEKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.2
• 重原子数：
  54
• 可旋转键数：
  24
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.95
• 拓扑面积：
  122
• 氢给体数：
  0
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  3α,7α,12α-tris(3-azidopropoxy)-5β-cholan-24-(N,N-bis(cyanoethyl))amine 在 platinum(IV) oxide 氢气 作用下， 以 乙醇 为溶剂， 20.0 ℃ 、5.52 MPa 条件下， 反应 96.0h， 生成 3α,7α,12α-tris(3-aminopropoxy)-5β-cholan-24-(N,N-bis(3-aminopropyl))amine
  参考文献：
  名称：

  Correlation of the Antibacterial Activities of Cationic Peptide Antibiotics and Cationic Steroid Antibiotics

  摘要：

  The antibacterial activities of cationic steroid antibiotics and cationic peptide antibiotics have been compared. Depolarization of bacterial membranes, activation of bacterial stress-related gene promoters, and changes in bacterial morphologies caused by these antibiotics suggest that cationic steroid and peptide antibiotics share mechanistic aspects. Modified cationic steroid antibiotics display improved selectivity for prokaryotic cells over eukaryotic cells presumably due to increased charge recognition.

  DOI：

  10.1021/jm0105070
• 作为产物：
  描述：

  3α,7α,12α-tris(3-azidopropoxy)-5β-cholan-24-ol 在 sodium carbonate 、 三乙胺 、 sodium iodide 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 1.0h， 生成 3α,7α,12α-tris(3-azidopropoxy)-5β-cholan-24-(N,N-bis(cyanoethyl))amine
  参考文献：
  名称：

  Correlation of the Antibacterial Activities of Cationic Peptide Antibiotics and Cationic Steroid Antibiotics

  摘要：

  The antibacterial activities of cationic steroid antibiotics and cationic peptide antibiotics have been compared. Depolarization of bacterial membranes, activation of bacterial stress-related gene promoters, and changes in bacterial morphologies caused by these antibiotics suggest that cationic steroid and peptide antibiotics share mechanistic aspects. Modified cationic steroid antibiotics display improved selectivity for prokaryotic cells over eukaryotic cells presumably due to increased charge recognition.

  DOI：

  10.1021/jm0105070

文献信息

• Correlation of the Antibacterial Activities of Cationic Peptide Antibiotics and Cationic Steroid Antibiotics
  作者：Bangwei Ding、Qunying Guan、Joshua P. Walsh、J. Scott Boswell、Tim W. Winter、Erica S. Winter、Stephanie S. Boyd、Chunhong Li、Paul B. Savage

  DOI：10.1021/jm0105070

  日期：2002.1.1

  The antibacterial activities of cationic steroid antibiotics and cationic peptide antibiotics have been compared. Depolarization of bacterial membranes, activation of bacterial stress-related gene promoters, and changes in bacterial morphologies caused by these antibiotics suggest that cationic steroid and peptide antibiotics share mechanistic aspects. Modified cationic steroid antibiotics display improved selectivity for prokaryotic cells over eukaryotic cells presumably due to increased charge recognition.