[2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-1-(5-oxo-2H-furan-4-yl)ethyl] 4-nitrobenzoate | 947699-19-6

• 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: [2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-1-(5-oxo-2H-furan-4-yl)ethyl] 4-nitrobenzoate
• CAS: 947699-19-6
• 化学式: C₂₇H₃₃NO₈
• 分子量: 499.561
• InChiKey: HBRINPDEGRJESI-VEFZPMEVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  36
• 可旋转键数：
  7
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  139
• 氢给体数：
  2
• 氢受体数：
  8

反应信息

• 作为产物：
  描述：

  穿心莲内酯 在 4-二甲氨基吡啶 、 重铬酸吡啶 、 水 、 4-甲基苯磺酸吡啶 、 溶剂黄146 、 N,N'-二环己基碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 生成 [2-[(1R,4aS,5R,6R,8aS)-6-hydroxy-5-(hydroxymethyl)-5,8a-dimethyl-2-methylidene-3,4,4a,6,7,8-hexahydro-1H-naphthalen-1-yl]-1-(5-oxo-2H-furan-4-yl)ethyl] 4-nitrobenzoate
  参考文献：
  名称：

  穿心莲内酯衍生物作为抗HIV有效剂的合成及生物学评价

  摘要：

  摘要描述了一系列Andro衍生物并对其体外抗HIV活性进行了评估。TI> 10的化合物10和16b在体外具有一定的抗HIV-1活性。其中，最有效的化合物10可以作为抗艾滋病药物进一步开发的新先导。

  DOI：

  10.1016/j.cclet.2011.01.015

文献信息

• Synthesis of andrographolide derivatives and their TNF-α and IL-6 expression inhibitory activities
  作者：Jing Li、Wenlong Huang、Huibin Zhang、Xinyang Wang、Huiping Zhou

  DOI：10.1016/j.bmcl.2007.10.009

  日期：2007.12

  The synthesis of a series of andrographolide derivatives was described and their inhibitory effects on TNF-alpha and IL-6 secretion in mouse macrophages were also evaluated. Most of the tested compounds showed inhibitory effects, and the compounds with the structure of 12-hydroxy-14-dehydroandrographolide showed better inhibitory activity than the compounds with the structure of isoandrographolide. (c) 2007 Elsevier Ltd. All rights reserved.
• Synthesis and biological evaluation of andrographolide derivatives as potent anti-HIV agents
  作者：Bin Wang、Jing Li、Wen Long Huang、Hui Bin Zhang、Hai Qian、Yong Tang Zheng

  DOI：10.1016/j.cclet.2011.01.015

  日期：2011.7

  Abstract A series of Andro derivatives were described and evaluated for their anti-HIV activity in vitro . Compound 10 and 16b , of which TI were >10, had some anti-HIV-1 activity in vitro . Therein, compound 10 which was the best potent compound, could serve as a new lead for further development of anti-AIDS agents.

  摘要描述了一系列Andro衍生物并对其体外抗HIV活性进行了评估。TI> 10的化合物10和16b在体外具有一定的抗HIV-1活性。其中，最有效的化合物10可以作为抗艾滋病药物进一步开发的新先导。