pregnane-3,6,20-trione | 30802-24-5

• 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: pregnane-3,6,20-trione
• 英文别名: Pregnan-3,6,20-trion；(8S,9S,10R,13S,14S,17S)-17-acetyl-10,13-dimethyl-2,4,5,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6-dione
• CAS: 30802-24-5
• 化学式: C₂₁H₃₀O₃
• 分子量: 330.467
• InChiKey: MRURHGKZPVRRKA-PHANEAFLSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.8
• 重原子数：
  24
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  51.2
• 氢给体数：
  0
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  黄体酮 在 Hortaea werneckii B-763 at all growth phases 作用下， 以 YNB growth medium 、 N,N-二甲基甲酰胺 为溶剂， 反应 24.0h， 生成 16-去氢黄体酮 、 17-甲睾酮 、 孕烯醇酮 、 去氧皮质酮 、 孕-4,7-二烯-3,20-二酮 、 pregnane-3,6,20-trione 、 3,20-别孕甾烷二酮
  参考文献：
  名称：

  Aspects of the progesterone response in Hortaea werneckii: Steroid detoxification, protein induction and remodelling of the cell wall

  摘要：

  Progesterone in sublethal concentrations temporarily inhibits growth of Hortaea werneckii. This study investigates some of the compensatory mechanisms which are activated in the presence of progesterone and are most probably contributing to escape from growth inhibition. These mechanisms lead on the one hand to progesterone biotransformation/detoxification but, on the other, are suggested to increase the resistance of H. werneckii to the steroid. Biotransformation can detoxify progesterone efficiently in the early logarithmic phase, with mostly inducible steroid transforming enzymes, while progesterone biotransformation/detoxification in the late logarithmic and stationary phases of growth is not very efficient. The relative contribution of constitutive steroid transforming enzymes to progesterone biotransformation is increased in these latter phases of growth. In the presence of progesterone, activation of the cell wall integrity pathway is suggested by the overexpression of Pck2 which was detected in the stationary as well as the logarithmic phase of growth of the yeast. Progesterone treated H. werneckii cells were found to be more resistant to cell lysis than mock treated cells, indicating for the first time changes in the yeast cell wall as a result of treatment with progesterone. (C) 2008 Elsevier Inc. All rights reserved.

  DOI：

  10.1016/j.steroids.2008.08.004

文献信息

• Novel 6-oxygenated-3,20-dioxo-pregnane derivatives, process for the preparation thereof, and pharmaceutical compositions containing them
  申请人：Technobiotic Ltd.

  公开号：EP0001864A1

  公开（公告）日：1979-05-16

  Disclosed are novel 6-oxygenated-3,20-dioxo-pregnane derivatives of the general formula I and specified 1,2-dihydroderivatives thereof. D is ,wherein Z represents specified acylgroups. The other substituents of formula I include those commonly met in known corticosteroids. The novel compounds may be prepared by methods known per se. The 6-acyloxy compounds of formula I are preferably prepared by subjecting a corresponding 6-oxo-compound of formula II, as herein defined, to esterification conditions. The 6-oxo-compounds of formula I are preferably prepared by oxidation of the corresponding 6-hydroxy-6,7-dihydro compounds. The novel compounds exhibit anti-inflammatory activity and are therefore useful in the treatment and control of inflammatory conditions.

  公开了通式 I 的新型 6-氧代-3,20-二氧代孕甾烷衍生物 及其特定的 1,2-二氢衍生物。D 是 其中 Z 代表特定的酰基。 式 I 的其它取代基包括已知皮质类固醇中常见的取代基。 新型化合物可通过本身已知的方法制备。式 I 的 6-乙酰氧基化合物优选通过将相应的式 II 的 6-氧代化合物（如本文所定义）置于酯化条件下制备。式 I 的 6-氧代化合物优选通过氧化相应的 6-羟基-6,7-二氢 化合物制备。新型化合物具有抗炎活性，因此可用于治疗和控制炎症。
• Aspects of the progesterone response in Hortaea werneckii: Steroid detoxification, protein induction and remodelling of the cell wall
  作者：Lidija Križančić Bombek、Ajda Lapornik、Marjeta Ukmar、Maja Matis、Bronislava Črešnar、Jasna Peter Katalinić、Marija Žakelj-Mavrič

  DOI：10.1016/j.steroids.2008.08.004

  日期：2008.12

  Progesterone in sublethal concentrations temporarily inhibits growth of Hortaea werneckii. This study investigates some of the compensatory mechanisms which are activated in the presence of progesterone and are most probably contributing to escape from growth inhibition. These mechanisms lead on the one hand to progesterone biotransformation/detoxification but, on the other, are suggested to increase the resistance of H. werneckii to the steroid. Biotransformation can detoxify progesterone efficiently in the early logarithmic phase, with mostly inducible steroid transforming enzymes, while progesterone biotransformation/detoxification in the late logarithmic and stationary phases of growth is not very efficient. The relative contribution of constitutive steroid transforming enzymes to progesterone biotransformation is increased in these latter phases of growth. In the presence of progesterone, activation of the cell wall integrity pathway is suggested by the overexpression of Pck2 which was detected in the stationary as well as the logarithmic phase of growth of the yeast. Progesterone treated H. werneckii cells were found to be more resistant to cell lysis than mock treated cells, indicating for the first time changes in the yeast cell wall as a result of treatment with progesterone. (C) 2008 Elsevier Inc. All rights reserved.