7α-methyl-17α-ethynyl-3α,11α,17β-trihydroxy-19-norandrost-4-en-3-one | 1155267-33-6

• 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
• 英文名称: 7α-methyl-17α-ethynyl-3α,11α,17β-trihydroxy-19-norandrost-4-en-3-one
• 英文别名: 3α,11α-dihydroxy-Δ(4)-tibolone；7α-methyl-17α-ethynl-3α,11α,17β-trihydroxy-19-norandrost-4-en-3-one；(3R,7R,8S,9S,10R,11R,13S,14S,17R)-17-ethynyl-7,13-dimethyl-2,3,6,7,8,9,10,11,12,14,15,16-dodecahydro-1H-cyclopenta[a]phenanthrene-3,11,17-triol
• CAS: 1155267-33-6
• 化学式: C₂₁H₃₀O₃
• 分子量: 330.467
• InChiKey: FFMXNEMFXFABMB-KSPJGVLTSA-N

物化性质

• 熔点：
  199-201 °C
• 沸点：
  490.4±45.0 °C(predicted)
• 密度：
  1.20±0.1 g/cm3(Temp: 20 °C; Press: 760 Torr)(predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.81
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  (3alpha,14Xi)-17-乙炔基-7-甲基雌甾-5(10)-烯-3,17-二醇 在 Cunninghamella elegans TSY 0865 作用下， 以 水 、 丙酮 为溶剂， 反应 288.0h， 以4.6 mg的产率得到7α-methyl-17α-ethynyl-3α,17β-dihydroxy-19-norandrost-5-en-3-one
  参考文献：
  名称：

  Alpha-glucosidase and tyrosinase inhibitors from fungal hydroxylation of tibolone and hydroxytibolones

  摘要：

  Sixteen new and one known metabolites 4-20 were obtained by incubation of tibolone (1) and hydroxytibolones (2 and 3) with various fungi. Their structures were elucidated by means of a homo and heteronuclear 2D NMR and by HREI-MS techniques. The relative stereochemistry was deduced by 2D NOESY experiment. Metabolites of tibolone (1) exhibited significant inhibitory activities against alpha-glucosidase and tyrosinase enzymes. Hydroxylations at C-6, C-10, C-11, C-15 positions and alpha,beta-unsaturation at C-1/C-2, C-4/C-5 showed potent inhibitory activities against these enzymes. (C) 2010 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2010.05.017

文献信息

• Method of producing tibolone metabolites by fermentation with Rhizopus stolonifer
  申请人：——

  公开号：US08148556B2

  公开（公告）日：2012-04-03

  A new method of producing metabolites of tibolone comprising fermenting tibolone with Rhizopus stolonifer (ATCC 12938) resulting in the formation of Δ4-Tibolone (C21H28O2), 6β-Hydroxytibolone, and 15β-Hydroxytibolone (C21H28O3) is reported.

  一种生产地泼龙代谢产物的新方法，包括将地泼龙与根霉菌（ATCC 12938）发酵，从而形成Δ4-地泼龙（C21H28O2）、6β-羟基地泼龙和15β-羟基地泼龙（C21H28O3）。