3α-acetoxy-17β-[1-methyl-3-((4-(pyridin-2-yl)piperazin-1-yl)carbonyl)-propyl]etiocholane | 1076863-32-5

• 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-acetoxy-17β-[1-methyl-3-((4-(pyridin-2-yl)piperazin-1-yl)carbonyl)-propyl]etiocholane
• CAS: 1076863-32-5
• 化学式: C₃₅H₅₃N₃O₃
• 分子量: 563.824
• InChiKey: HQANWLNCKUWMRB-SEZBDSNNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  6.74
• 重原子数：
  41.0
• 可旋转键数：
  6.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.8
• 拓扑面积：
  62.74
• 氢给体数：
  0.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  3α-acetoxy-17β-[1-methyl-3-((4-(pyridin-2-yl)piperazin-1-yl)carbonyl)-propyl]etiocholane 在 氢氧化钾 作用下， 以 乙醇 为溶剂， 反应 24.0h， 以30%的产率得到17β-[1-methyl-3-((4-(pyridin-2-yl)piperazin-1-yl)carbonyl)-propyl]etiocholan-3α-ol
  参考文献：
  名称：

  New lithocholic and chenodeoxycholic piperazinylcarboxamides with antiproliferative and pro-apoptotic effects on human cancer cell lines

  摘要：

  Six new synthetic bile acid derivatives were synthesized and tested in vitro against various human cancer cells (glioblastoma multiforme (GBM), multiple myeloma (KMS-11), and colonic carcinoma (HCT-116) cell lines. The best activity was obtained with compound IIIb on multiple myeloma cells (LD50: 8.5 +/- 0.5 mu M). This activity was associated with Mcl-1 and PARP-1 cleavage, inhibition of NF kappa B signaling, and DNA fragmentation, demonstrating an apoptotic cell death signaling pathway. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.07.046
• 作为产物：
  描述：

  1-(2-吡啶基)哌嗪 、 在 三乙胺 作用下， 以 氯仿 为溶剂， 反应 16.0h， 以43%的产率得到3α-acetoxy-17β-[1-methyl-3-((4-(pyridin-2-yl)piperazin-1-yl)carbonyl)-propyl]etiocholane
  参考文献：
  名称：

  New lithocholic and chenodeoxycholic piperazinylcarboxamides with antiproliferative and pro-apoptotic effects on human cancer cell lines

  摘要：

  Six new synthetic bile acid derivatives were synthesized and tested in vitro against various human cancer cells (glioblastoma multiforme (GBM), multiple myeloma (KMS-11), and colonic carcinoma (HCT-116) cell lines. The best activity was obtained with compound IIIb on multiple myeloma cells (LD50: 8.5 +/- 0.5 mu M). This activity was associated with Mcl-1 and PARP-1 cleavage, inhibition of NF kappa B signaling, and DNA fragmentation, demonstrating an apoptotic cell death signaling pathway. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2008.07.046