(3β,5α,14α)-3-hydroxy-14-methylcholest-7-en-15-one 15-oxime | 123290-54-0

• 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,5α,14α)-3-hydroxy-14-methylcholest-7-en-15-one 15-oxime
• CAS: 123290-54-0
• 化学式: C₂₈H₄₇NO₂
• 分子量: 429.687
• InChiKey: XOLXTQWCCKDBKZ-UYCARUNBSA-N

物化性质

• 沸点：
  539.7±50.0 °C(Predicted)
• 密度：
  1.13±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(Predicted)

反应信息

• 作为反应物：
  描述：

  (3β,5α,14α)-3-hydroxy-14-methylcholest-7-en-15-one 15-oxime 在 potassium carbonate 作用下， 以 甲醇 、 二氯甲烷 为溶剂， 反应 0.28h， 生成 (3β,5α,14α)-3-hydroxy-14-methyl-15-aza-D-homocholest-7-en-16-one
  参考文献：
  名称：

  Design and synthesis of 14.alpha.-methyl-15-aza-D-homosterols as novel antimycotics

  摘要：

  A novel series of 14 alpha-methyl-15-aza-D-homosterols 3-7 has been synthesized. These compounds display significant antimycotic activity in vitro (MIC = 0.8-3.1 micrograms/mL) that compares quite favorably to the activity observed for fluconazole (MIC = 0.8 micrograms/mL). Azasterols 3 and 4 were active in vivo as reflected in the increased survival time of Candida albicans infected mice. The antimycotic activity of 3-7 is hypothesized to be a consequence of the inhibition of fungal 14,15-sterol reductase.

  DOI：

  10.1021/jm00164a065
• 作为产物：
  描述：

  (3S,5S,9R,10S,13R,14R,17R)-17-((R)-1,5-Dimethyl-hexyl)-3-(1-ethoxy-ethoxy)-10,13,14-trimethyl-1,2,3,4,5,6,9,10,11,12,13,14,16,17-tetradecahydro-cyclopenta[a]phenanthren-15-one oxime 在 硫酸 作用下， 以 2-甲基-2-丁醇 为溶剂， 生成 (3β,5α,14α)-3-hydroxy-14-methylcholest-7-en-15-one 15-oxime
  参考文献：
  名称：

  Design and synthesis of 14.alpha.-methyl-15-aza-D-homosterols as novel antimycotics

  摘要：

  A novel series of 14 alpha-methyl-15-aza-D-homosterols 3-7 has been synthesized. These compounds display significant antimycotic activity in vitro (MIC = 0.8-3.1 micrograms/mL) that compares quite favorably to the activity observed for fluconazole (MIC = 0.8 micrograms/mL). Azasterols 3 and 4 were active in vivo as reflected in the increased survival time of Candida albicans infected mice. The antimycotic activity of 3-7 is hypothesized to be a consequence of the inhibition of fungal 14,15-sterol reductase.

  DOI：

  10.1021/jm00164a065