methyl (20S)-2α-hydroxy-7-oxa-7a-homo-6-oxo-5α-pregnane-20-carboxylate | 1610825-90-5

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: methyl (20S)-2α-hydroxy-7-oxa-7a-homo-6-oxo-5α-pregnane-20-carboxylate
• CAS: 1610825-90-5
• 化学式: C₂₃H₃₆O₅
• 分子量: 392.536
• InChiKey: RPFQPPRJECUNKV-OMYHHRNUSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.58
• 重原子数：
  28.0
• 可旋转键数：
  2.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.91
• 拓扑面积：
  72.83
• 氢给体数：
  1.0
• 氢受体数：
  5.0

反应信息

• 作为反应物：
  描述：

  methyl (20S)-2α-hydroxy-7-oxa-7a-homo-6-oxo-5α-pregnane-20-carboxylate 在 potassium hydroxide 、 盐酸 作用下， 以 甲醇 、 水 为溶剂， 反应 10.5h， 以73%的产率得到(20S)-2α-hydroxy-7-oxa-7a-homo-6-oxo-5α-pregnane-20-carboxylic acid
  参考文献：
  名称：

  Biological activities of new monohydroxylated brassinosteroid analogues with a carboxylic group in the side chain

  摘要：

  Thirteen monohydroxylated brassinosteroids analogues were synthesized and tested for their biological activity in plant and animal systems. The cytotoxic activity of the products was studied using human normal and cancer cell lines with 28-homocastasterone as positive control, their brassinolide type activity was established using the bean second-internode test with 24-epibrassinolide as standard. (C) 2014 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2014.04.007
• 作为产物：
  描述：

  methyl (20S)-6,6-ethylenedioxy-5α-pregn-2-en-20-carboxylate 在 双氧水 、 三氟乙酸酐 、 diborane(6) 作用下， 以 四氢呋喃 、 二氯甲烷 为溶剂， 反应 11.0h， 生成 methyl (20S)-2α-hydroxy-7-oxa-7a-homo-6-oxo-5α-pregnane-20-carboxylate
  参考文献：
  名称：

  Biological activities of new monohydroxylated brassinosteroid analogues with a carboxylic group in the side chain

  摘要：

  Thirteen monohydroxylated brassinosteroids analogues were synthesized and tested for their biological activity in plant and animal systems. The cytotoxic activity of the products was studied using human normal and cancer cell lines with 28-homocastasterone as positive control, their brassinolide type activity was established using the bean second-internode test with 24-epibrassinolide as standard. (C) 2014 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2014.04.007