5α-cholestan-3β-yl azidoethanoate | 950172-86-8

• 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: 5α-cholestan-3β-yl azidoethanoate
• CAS: 950172-86-8
• 化学式: C₂₉H₄₉N₃O₂
• 分子量: 471.727
• InChiKey: AJORYXFIQZSCLM-DVNBGNEZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.33
• 重原子数：
  34.0
• 可旋转键数：
  8.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  75.06
• 氢给体数：
  0.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  5α-cholestan-3β-yl azidoethanoate 在 甲酸 、 sodium azide 作用下， 以 二氯甲烷 、 N,N-二甲基甲酰胺 为溶剂， 反应 20.0h， 生成 4-(2-carboxyethyl)-4-[3-(5α-cholestan-3β-yloxycarbonylmethyl)ureido]heptanedioic acid
  参考文献：
  名称：

  Synthesis and antimicrobial evaluation of water-soluble, dendritic derivatives of epimeric 5α-cholestan-3-amines and 5α-cholestan-3-yl aminoethanoates

  摘要：

  To examine the effect of negatively charged steroidal amphiphiles on antimicrobial activity, two pairs of epimeric, dendritic tricarboxylato amphiphiles -4-(2-carboxyethyl)-4-[3-(5 alpha-cholestan-3-yl)ureido]heptanedioic acid (1) and 4-(2-carboxyethyl)-4-[3-(5 alpha-cholestan-3-yloxycarbonylmethyl)ureido]heptanedioic acid (2) - were synthesized. Abroad antimicrobial screen of 11 microbes revealed that these amphiphiles only showed good activity against a methicillin -resistant isolate of Staphylococcus aureus (MRSA) and modest activity against an unrelated strain of S aureus The best activity a minimal inhibitory concentration (MIC) of 27 mu M, was found for the 3 beta epimer of 1 against MRSA. (c) 2007 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2007.04.001
• 作为产物：
  描述：

  3β-胆甾烷醇 在 4-二甲氨基吡啶 、 sodium azide 、 三乙胺 作用下， 以 N,N-二甲基甲酰胺 、 苯 为溶剂， 反应 26.0h， 生成 5α-cholestan-3β-yl azidoethanoate
  参考文献：
  名称：

  Synthesis and antimicrobial evaluation of water-soluble, dendritic derivatives of epimeric 5α-cholestan-3-amines and 5α-cholestan-3-yl aminoethanoates

  摘要：

  To examine the effect of negatively charged steroidal amphiphiles on antimicrobial activity, two pairs of epimeric, dendritic tricarboxylato amphiphiles -4-(2-carboxyethyl)-4-[3-(5 alpha-cholestan-3-yl)ureido]heptanedioic acid (1) and 4-(2-carboxyethyl)-4-[3-(5 alpha-cholestan-3-yloxycarbonylmethyl)ureido]heptanedioic acid (2) - were synthesized. Abroad antimicrobial screen of 11 microbes revealed that these amphiphiles only showed good activity against a methicillin -resistant isolate of Staphylococcus aureus (MRSA) and modest activity against an unrelated strain of S aureus The best activity a minimal inhibitory concentration (MIC) of 27 mu M, was found for the 3 beta epimer of 1 against MRSA. (c) 2007 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2007.04.001