3β-hydroxycholest-5-en-7-one oxime | 66899-84-1

• 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: 3β-hydroxycholest-5-en-7-one oxime
• 英文别名: 7-(N-hydroxyimino)cholesterol；3β-Hydroxy-cholest-5-en-7-on-oxim
• CAS: 66899-84-1
• 化学式: C₂₇H₄₅NO₂
• 分子量: 415.66
• InChiKey: VHFQNPBWBVKOOM-ABXCMAEBSA-N

物化性质

• 沸点：
  544.0±42.0 °C(Predicted)
• 密度：
  1.15±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  6.83
• 重原子数：
  30.0
• 可旋转键数：
  5.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.89
• 拓扑面积：
  52.82
• 氢给体数：
  2.0
• 氢受体数：
  3.0

反应信息

• 作为反应物：
  描述：

  3β-hydroxycholest-5-en-7-one oxime 在 甲醇 、 溶剂黄146 、 铂 作用下， 生成 7α-amino-5α-cholestanol-(3β) 、 7β-amino-5α-cholestanol-(3β)
  参考文献：
  名称：

  Shoppee et al., Journal of the Chemical Society, 1957, p. 4364,4368

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 氢氧化钾 作用下， 生成 3β-hydroxycholest-5-en-7-one oxime
  参考文献：
  名称：

  Eckhardt, Chemische Berichte, 1938, vol. 71, p. 461,464

  摘要：

  DOI：

文献信息

• Synthesis of oxysterols and nitrogenous sterols with antileishmanial and trypanocidal activities
  作者：Marc-Antoine Bazin、Philippe M. Loiseau、Christian Bories、Yves Letourneux、Sylvain Rault、Laïla El Kihel

  DOI：10.1016/j.ejmech.2006.03.033

  日期：2006.10

  Two sterol families have been synthesized: the first one is nitrogenous sterols containing amino, N-hydroxyimino or cyano group and the second one is oxysterols such as ketosterol and hydroxysterols. These compounds were then evaluated in vitro against Leishmania donovani promastigotes and Thypanosoma brucei brucei trypomastigotes. The most active compounds against L. donovani promastigotes were 7 beta-aminomethylcholesterol and 7 alpha,beta-aminocholesterol (IC50 in a range from 1 to 3 mu M, pentamidine: 2.8 mu M). These compounds were active on intramacrophage amastigotes with IC50 of 1.3 mu M. Such an activity justifies further in vivo antileishmanial evaluation. Against T. b. brucei, (24R, S)-24-hydroxy-24-methyl cholesterol (MEC, 12.5 mu M) was the most active compound from these series. (c) 2006 Published by Elsevier Masson SAS.
• Shaffiullah; Siddiqui, Ishrat Husain; Husain, S., Indian Journal of Chemistry, Section B: Organic Chemistry Including Medicinal Chemistry, 1986, vol. 25, p. 657
  作者：Shaffiullah、Siddiqui, Ishrat Husain、Husain, S.

  DOI：——

  日期：——