N-[(E)-[(8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-7-ylidene]amino]-2-nitroaniline | 1450594-13-4

• 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: N-[(E)-[(8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-7-ylidene]amino]-2-nitroaniline
• CAS: 1450594-13-4
• 化学式: C₃₃H₄₇N₃O₂
• 分子量: 517.755
• InChiKey: YOLGARXWNAKFNW-GOVOHFBWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  11.2
• 重原子数：
  38
• 可旋转键数：
  7
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  70.2
• 氢给体数：
  1
• 氢受体数：
  4

反应信息

• 作为产物：
  描述：

  胆固醇 在 吡啶 、 chromium(VI) oxide 、 叔丁基过氧化氢 、 对甲苯磺酸 、 溶剂黄146 、 三乙胺 作用下， 以 乙醇 、 二氯甲烷 、 水 、 乙腈 为溶剂， 反应 27.0h， 生成 N-[(E)-[(8S,9S,10R,13R,14S,17R)-10,13-dimethyl-17-[(2R)-6-methylheptan-2-yl]-1,2,8,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-7-ylidene]amino]-2-nitroaniline
  参考文献：
  名称：

  Semisynthesis and quantitative structure–activity relationship (QSAR) study of some cholesterol-based hydrazone derivatives as insecticidal agents

  摘要：

  In continuation of our program aimed at the discovery and development of natural-product-based insecticidal agents, four series of novel cholesterol-based hydrazone derivatives were synthesized, and their insecticidal activity was tested against the pre-third-instar larvae of oriental armyworm, Mythimna separata (Walker) in vivo at 1 mg/mL. All the derivatives showed the better insecticidal activity than their precursor cholesterol. Quantitative structure activity relationship (QSAR) model demonstrated that six descriptors such as RDF085v, Mor06u, Mor11u, Dv, HATS0v and H-046, are likely to influence the insecticidal activity of these compounds. Among them, two important ones are the Mor06u and RDF085v. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2013.06.099

文献信息

• Semisynthesis and quantitative structure–activity relationship (QSAR) study of some cholesterol-based hydrazone derivatives as insecticidal agents
  作者：Chun Yang、Yonghua Shao、Xiaoyan Zhi、Qu Huan、Xiang Yu、Xiaojun Yao、Hui Xu

  DOI：10.1016/j.bmcl.2013.06.099

  日期：2013.9

  In continuation of our program aimed at the discovery and development of natural-product-based insecticidal agents, four series of novel cholesterol-based hydrazone derivatives were synthesized, and their insecticidal activity was tested against the pre-third-instar larvae of oriental armyworm, Mythimna separata (Walker) in vivo at 1 mg/mL. All the derivatives showed the better insecticidal activity than their precursor cholesterol. Quantitative structure activity relationship (QSAR) model demonstrated that six descriptors such as RDF085v, Mor06u, Mor11u, Dv, HATS0v and H-046, are likely to influence the insecticidal activity of these compounds. Among them, two important ones are the Mor06u and RDF085v. (C) 2013 Elsevier Ltd. All rights reserved.