(E)-1-[(3β)-3-(acetyloxy)-androst-5-en-17-yl]-3-(4-fluorophenyl)-2-propen-1-one | 1426076-48-3

• 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: (E)-1-[(3β)-3-(acetyloxy)-androst-5-en-17-yl]-3-(4-fluorophenyl)-2-propen-1-one
• 英文别名: [(3S,8S,9S,10R,13S,14S,17S)-17-[(E)-3-(4-fluorophenyl)prop-2-enoyl]-10,13-dimethyl-2,3,4,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthren-3-yl] acetate
• CAS: 1426076-48-3
• 化学式: C₃₀H₃₇FO₃
• 分子量: 464.62
• InChiKey: KJSGSWUPYQAKMS-WVCVZXOZSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7
• 重原子数：
  34
• 可旋转键数：
  5
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  43.4
• 氢给体数：
  0
• 氢受体数：
  4

反应信息

• 作为反应物：
  描述：

  (E)-1-[(3β)-3-(acetyloxy)-androst-5-en-17-yl]-3-(4-fluorophenyl)-2-propen-1-one 在 双氧水 、 potassium carbonate 作用下， 以 甲醇 、 水 为溶剂， 反应 4.0h， 以69%的产率得到acetic acid 17-[3-(4-fluoro-phenyl)-oxiranecarbonyl]-10,13-dimethyl-2,3,4,7,8,9,10,11,12,13,14,15,16,17-tetradecahydro-1H-cyclopenta[a]phenanthren-3-yl ester
  参考文献：
  名称：

  Rapid microwave assisted synthesis and antimicrobial bioevaluation of novel steroidal chalcones

  摘要：

  A novel class of chalconoyl pregnenolones has been prepared via Claisen-Schmidt condensation under microwave activation and solvent free reaction conditions. The compounds were screened for antimicrobial activity against two bacterial strains Bacillus subtilis and Escherichia coli and two fungal strains Aspergillus niger and Candida albicans. Some of the compounds exhibited significant inhibitory activity against the microbial strains. Presence of the alpha,beta-unsaturated carbonyl moiety in the synthesized compounds was found to be essential for the activity as manipulation of the same through epoxidation of the double bond diminished the activity. (C) 2013 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2012.12.003
• 作为产物：
  描述：

  对氟苯甲醛 在 4-二甲氨基吡啶 、 三乙胺 、 potassium hydroxide 作用下， 以 乙醇 、 二氯甲烷 为溶剂， 反应 28.0h， 生成 (E)-1-[(3β)-3-(acetyloxy)-androst-5-en-17-yl]-3-(4-fluorophenyl)-2-propen-1-one
  参考文献：
  名称：

  OXYSTEROLS AND HEDGEHOG SIGNALING

  摘要：

  本文描述了一些抑制刺猬信号的化合物和含有这些化合物的药物组合物。本文还描述了使用这些刺猬信号抑制剂的方法，单独或与其他化合物结合，用于治疗需要抑制刺猬信号的疾病或病症。

  公开号：

  US20170114089A1

文献信息

• Oxysterols and Hedgehog signaling
  申请人：MAX BIOPHARMA, INC.

  公开号：US10869875B2

  公开（公告）日：2020-12-22

  Described herein are compounds and pharmaceutical compositions containing such compounds which inhibit Hedgehog signaling. Also described herein are methods for using such Hedgehog signaling inhibitors, alone or in combination with other compounds, for treating diseases or conditions that would benefit from inhibition of Hedgehog signaling.

  本文描述了抑制刺猬信号转导的化合物和含有此类化合物的药物组合物。本文还描述了使用此类刺猬信号转导抑制剂（单独使用或与其他化合物联合使用）治疗可从抑制刺猬信号转导中获益的疾病或病症的方法。
• US9637514B1
  申请人：——

  公开号：US9637514B1

  公开（公告）日：2017-05-02
• [EN] OXYSTEROLS AND HEDGEHOG SIGNALING<br/>[FR] OXYSTÉROLS ET SIGNALISATION HEDGEHOG
  申请人：MAX BIOPHARMA INC

  公开号：WO2017074957A1

  公开（公告）日：2017-05-04

  Described herein are compounds and pharmaceutical compositions containing such compounds which inhibit Hedgehog signaling. Also described herein are methods for using such Hedgehog signaling inhibitors, alone or in combination with other compounds, for treating diseases or conditions that would benefit from inhibition of Hedgehog signaling.