2α-hydroxyspironolactone

• 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: 2α-hydroxyspironolactone
• 英文别名: S-[(2R,7R,8R,9S,10R,13S,14S,17R)-2-hydroxy-10,13-dimethyl-3,5'-dioxospiro[2,6,7,8,9,11,12,14,15,16-decahydro-1H-cyclopenta[a]phenanthrene-17,2'-oxolane]-7-yl] ethanethioate
• 化学式: C₂₄H₃₂O₅S
• 分子量: 432.581
• InChiKey: RWMKWBGAXPSXIX-IHODQYHISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.4
• 重原子数：
  30
• 可旋转键数：
  2
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.79
• 拓扑面积：
  106
• 氢给体数：
  1
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  螺内酯 在 Cunninghamella elegans ATCC 9245 作用下， 以 乙醇 为溶剂， 反应 72.0h， 以60 mg的产率得到12β-hydroxyspironolactone
  参考文献：
  名称：

  Synthesis of two new hydroxylated derivatives of spironolactone by microbial transformation

  摘要：

  Spironolactone is a medicinally important molecule that is clinically used in the treatment and management of many diseases such as oedema and ascites in cirrhosis of the liver, malignant ascites, nephrotic syndrome, chronic lung disease, resistant hypertension, congestive heart failure, and primary hyperaldosteronism. Microbial transformations of spironolactone by Cunninghamella elegans ATCC 9245 was carried out Two new hydroxylated derivatives, 12 beta-hydroxy-spironolactone and 2 alpha-hydroxy-spironolactone, were synthesized. Their structures were characterized on the basis of the spectroscopic data. The substrate can be efficiently converted into the products within 72 h after its addition to the fermentation broth of C elegans ATCC 9245. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2014.05.038

文献信息

• Synthesis of two new hydroxylated derivatives of spironolactone by microbial transformation
  作者：Jianfeng Mei、Luoyi Wang、Siyuan Wang、Jixun Zhan

  DOI：10.1016/j.bmcl.2014.05.038

  日期：2014.7

  Spironolactone is a medicinally important molecule that is clinically used in the treatment and management of many diseases such as oedema and ascites in cirrhosis of the liver, malignant ascites, nephrotic syndrome, chronic lung disease, resistant hypertension, congestive heart failure, and primary hyperaldosteronism. Microbial transformations of spironolactone by Cunninghamella elegans ATCC 9245 was carried out Two new hydroxylated derivatives, 12 beta-hydroxy-spironolactone and 2 alpha-hydroxy-spironolactone, were synthesized. Their structures were characterized on the basis of the spectroscopic data. The substrate can be efficiently converted into the products within 72 h after its addition to the fermentation broth of C elegans ATCC 9245. (C) 2014 Elsevier Ltd. All rights reserved.