6β-hydroxymestranol

• 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: 6β-hydroxymestranol
• 英文别名: 17α-ethinyl-3-methoxyestra-1,3,5(10)-triene-6β,17β-diol；(6R,8R,9S,13S,14S,17R)-17-ethynyl-3-methoxy-13-methyl-7,8,9,11,12,14,15,16-octahydro-6H-cyclopenta[a]phenanthrene-6,17-diol
• 化学式: C₂₁H₂₆O₃
• 分子量: 326.436
• InChiKey: KEBORPGMLOMTJD-SWYLZYKNSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.7
• 重原子数：
  24
• 可旋转键数：
  2
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  炔雌醇 在 Cunninghamella elegans (NRRL 1392) 、 sodium hydride 作用下， 以 四氢呋喃 、 二甲基亚砜 为溶剂， 反应 290.0h， 生成 6β-hydroxymestranol
  参考文献：
  名称：

  Microbial Transformation of Mestranol by Cunninghamella elegans

  摘要：

  一种口服避孕药--美雌醇（1）在优雅杉菌（Cunninghamella elegans）的微生物转化过程中产生了两种羟基代谢产物，即 6β-hydroxymestranol (2) 和 6β,12β-dihydroxymestranol (3)。代谢物 3 是一种新化合物。根据光谱技术对这些代谢物进行了结构鉴定。

  DOI：

  10.1248/cpb.53.1011

文献信息

• Improved synthesis of mestranol and ethinyl estradiol (EE) related degradation products as authentic references
  作者：Hongqi Li、Yanxi Song、Xianfu Peng

  DOI：10.1016/j.steroids.2007.12.024

  日期：2008.5

  Preparative chemical methods for the synthesis of 10 degradation or photodecomposition products of mestranol and ethinyl estradiol (EE) are described. The synthesized compounds are useful as reference materials and standards for pharmaceutical analysis of mestranol and EE as bulk chemical or in formulated product. New synthetic methods were presented and the known synthetic procedures were improved. Detailed structural characterization of the degradation or photodecomposition products of mestranol and EE and related compounds was reported. (C) 2007 Elsevier Inc. All rights reserved.
• Microbial Transformation of Mestranol by Cunninghamella elegans
  作者：Muhammad Iqbal Choudhary、Syed Ghulam Musharraf、Zafar Ali Siddiqui、Naik Tameen Khan、Rahat Azhar Ali、Atta-ur-Rahman

  DOI：10.1248/cpb.53.1011

  日期：——

  The microbial transformation of an oral contraceptive, mestranol (1) by Cunninghamella elegans yielded two hydroxylated metabolites, 6β-hydroxymestranol (2) and 6β,12β-dihydroxymestranol (3). Metabolite 3 was found to be a new compound. These metabolites were structurally characterized on the basis of spectroscopic techniques.

  一种口服避孕药--美雌醇（1）在优雅杉菌（Cunninghamella elegans）的微生物转化过程中产生了两种羟基代谢产物，即 6β-hydroxymestranol (2) 和 6β,12β-dihydroxymestranol (3)。代谢物 3 是一种新化合物。根据光谱技术对这些代谢物进行了结构鉴定。