17Alpha-甲基-17Β-羟基雄甾-1,4,6-三烯-3-酮 | 28816-02-6

• 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
• 中文名称: 17Alpha-甲基-17Β-羟基雄甾-1,4,6-三烯-3-酮
• 中文别名: 17Α-甲基-17Β-羟基雄甾-1,4,6-三烯-3-酮
• 英文名称: 17β-Hydroxy-3-oxo-17α-methyl-Δ^1,4,6-androstatrien
• 英文别名: 17α-Methyl-androstatrien-(1,4,6)-ol-(17β)-on-(3)；17-Methyl-17-hydroxyandrosta-1,4,6-trien-3-one；(8R,9S,10R,13S,14S,17S)-17-hydroxy-10,13,17-trimethyl-9,11,12,14,15,16-hexahydro-8H-cyclopenta[a]phenanthren-3-one
• CAS: 28816-02-6
• 化学式: C₂₀H₂₆O₂
• 分子量: 298.425
• InChiKey: KHBNWZGCDWWANS-HLXURNFRSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.5
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.65
• 拓扑面积：
  37.3
• 氢给体数：
  1
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  17Alpha-甲基-17Β-羟基雄甾-1,4,6-三烯-3-酮 在 sodium hydroxide 、 双氧水 作用下， 以 甲醇 为溶剂， 生成 17α-Methyl-1,2-Seco-A-nor-5α-androstan-1,2,17β-triol
  参考文献：
  名称：

  Steroids—XI

  摘要：

  DOI：

  10.1016/s0040-4020(01)82964-1
• 作为产物：
  描述：

  美雄酮 在 dioxide titanium 作用下， 以 水 、 乙腈 为溶剂， 生成 17Alpha-甲基-17Β-羟基雄甾-1,4,6-三烯-3-酮
  参考文献：
  名称：

  Imitation of phase I oxidative metabolism of anabolic steroids by titanium dioxide photocatalysis

  摘要：

  The aim of this study was to investigate the feasibility of titanium dioxide (TiO2) photocatalysis for oxidation of anabolic steroids and for imitation of their phase I metabolism. The photocatalytic reaction products of five anabolic steroids were compared to their phase I in vitro metabolites produced by human liver microsomes (HLM). The same main reaction types - hydroxylation, dehydrogenation and combination of these two - were observed both in TiO2 photocatalysis and in microsomal incubations. Several isomers of each product type were formed in both systems. Based on the same mass, retention time and similarity of the product ion spectra, many of the products observed in HLM reactions were also formed in TiO2 photocatalytic reactions. However, products characteristic to only either one of the systems were also formed. In conclusion, TiO2 photocatalysis is a rapid, simple and inexpensive method for imitation of phase I metabolism of anabolic steroids and production of metabolite standards. (C) 2014 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.ejps.2014.08.009

文献信息

• US3931167A
  申请人：——

  公开号：US3931167A

  公开（公告）日：1976-01-06