孕-4,7-二烯-3,20-二酮 | 17398-60-6

• 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: 孕-4,7-二烯-3,20-二酮
• 英文名称: pregna-4,7-diene-3,20-dione
• 英文别名: Pregna-4,7-dien-3,20-dion；Δ⁷-Progesteron；3,20-Dioxopregna-4,7-dien；4,7-Pregnadien-3,20-dion；Pregnadien-4,7-dion-3,20；(9S,10R,13S,14R,17S)-17-acetyl-10,13-dimethyl-1,2,6,9,11,12,14,15,16,17-decahydrocyclopenta[a]phenanthren-3-one
• CAS: 17398-60-6
• 化学式: C₂₁H₂₈O₂
• 分子量: 312.452
• InChiKey: HEXVPTCKNGGVOE-NXNFSMPISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.2
• 重原子数：
  23
• 可旋转键数：
  1
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  34.1
• 氢给体数：
  0
• 氢受体数：
  2

反应信息

• 作为反应物：
  描述：

  孕-4,7-二烯-3,20-二酮 在 palladium on activated charcoal 氢气 、 calcium carbonate 作用下， 以 乙醇 为溶剂， 生成 5α-Pregn-7-en-3,20-dion
  参考文献：
  名称：

  Tschesche,R.; Fuehrer,W., Chemische Berichte, 1979, vol. 112, p. 2692 - 2697

  摘要：

  DOI：
• 作为产物：
  描述：

  9α,10β-dehydroprogesterone diethylene ketal 在 溶剂黄146 作用下， 生成 孕-4,7-二烯-3,20-二酮
  参考文献：
  名称：

  Beiträge zur biochemischen 14β-hydroxylierung von C21-steroiden zu cardenoliden

  摘要：

  DOI：

  10.1016/0031-9422(73)80442-x

文献信息

• Addition to steroid polyenes IV
  作者：J. Lakeman、W.N. Speckamp、H.O. Huisman

  DOI：10.1016/s0040-4039(01)89776-8

  日期：1967.1
• Ephritikhine,M.; Levisalles,J., Bulletin de la Societe Chimique de France, 1975, p. 339 - 344
  作者：Ephritikhine,M.、Levisalles,J.

  DOI：——

  日期：——
• STEROIDAL SAPOGENINS. VIII.¹ STEROIDS. XVIII.² SYNTHESIS OF Δ^7,9(11)-ALLOPREGNADIEN-3β-OL-20-ONE FROM DIOSGENIN AND FROM Δ⁵-PREGNEN-3β-OL-20-ONE
  作者：CARL DJERASSI、J. ROMO、G. ROSENKRANZ

  DOI：10.1021/jo01145a016

  日期：1951.5
• Δ^5,7-Steroids. XIII. Steroidal Cyclic Ketals. II^1,2 the Preparation of Δ^4,7-Pregnadiene-3,20-Dione and Δ^4,7-Pregnadiene-21-Ol-3,20-Dione-Acetate
  作者：Rose Antonucci、Seymour Bernstein、Robert Lenhard、Karl J. Sax、James H. Williams

  DOI：10.1021/jo50010a014

  日期：1952.10
• 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.