(2R,4aS,6aR,6aS,14aS,14bR)-10-[5-(dithiolan-3-yl)pentanoyloxy]-2,4a,6a,6a,9,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylic acid | 1242248-15-2

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: (2R,4aS,6aR,6aS,14aS,14bR)-10-[5-(dithiolan-3-yl)pentanoyloxy]-2,4a,6a,6a,9,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylic acid
• CAS: 1242248-15-2
• 化学式: C₃₇H₅₀O₅S₂
• 分子量: 638.933
• InChiKey: XIKILYNHNAGATH-QWTBKVJVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.9
• 重原子数：
  44
• 可旋转键数：
  8
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  131
• 氢给体数：
  1
• 氢受体数：
  7

反应信息

• 作为产物：
  描述：

  雷公藤红素 、 Thioctic acid 在 4-二甲氨基吡啶 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 12.75h， 以25%的产率得到(2R,4aS,6aR,6aS,14aS,14bR)-10-[5-(dithiolan-3-yl)pentanoyloxy]-2,4a,6a,6a,9,14a-hexamethyl-11-oxo-1,3,4,5,6,13,14,14b-octahydropicene-2-carboxylic acid
  参考文献：
  名称：

  Synthesis and preliminary evaluation of neuroprotection of celastrol analogues in PC12 cells

  摘要：

  A series of celastrol analogues were synthesized, and their neuroprotective effect against t-BHP-induced cytotoxicity was investigated in neuronal PC12 cells. Their effects on Hsp70 protein expression were quantified by Western blot analysis. The study found that compound CL12 is more effective than the parent celastrol against t-BHP-induced cytotoxicity. CL12 up-regulates Hsp70 protein expression dose-dependently. These results suggest that CL12 is a potential candidate for the intervention of neurodegenerative diseases. (c) 2010 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2010.05.066

文献信息

• Synthesis and preliminary evaluation of neuroprotection of celastrol analogues in PC12 cells
  作者：Hongli Sun、Lipeng Xu、Pei Yu、Jie Jiang、Gaoxiao Zhang、Yuqiang Wang

  DOI：10.1016/j.bmcl.2010.05.066

  日期：2010.7

  A series of celastrol analogues were synthesized, and their neuroprotective effect against t-BHP-induced cytotoxicity was investigated in neuronal PC12 cells. Their effects on Hsp70 protein expression were quantified by Western blot analysis. The study found that compound CL12 is more effective than the parent celastrol against t-BHP-induced cytotoxicity. CL12 up-regulates Hsp70 protein expression dose-dependently. These results suggest that CL12 is a potential candidate for the intervention of neurodegenerative diseases. (c) 2010 Elsevier Ltd. All rights reserved.