(4α,5α,8xi,9xi,10xi,13xi,14xi,17β)-17-羟基-4-甲基雄甾烷-3-酮 | 10147-53-2

• 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: (4α,5α,8xi,9xi,10xi,13xi,14xi,17β)-17-羟基-4-甲基雄甾烷-3-酮
• 英文名称: 17β-hydroxy-4α-methyl-5α-androstan-3-one
• 英文别名: 4α-methyl-5α-androstan-17β-ol-3-one；17β-Hydroxy-4α-methyl-5α-androstan-3-on；4-α-Methyl-5α-androstan-17β-ol-3-on；4α-Methyl-androstanol-(17β)-on-(3)；17beta-Hydroxy-4alpha-methyl-5-alpha-androstan-3-one；(4S,5S,8R,9S,10R,13S,14S,17S)-17-hydroxy-4,10,13-trimethyl-1,2,4,5,6,7,8,9,11,12,14,15,16,17-tetradecahydrocyclopenta[a]phenanthren-3-one
• CAS: 10147-53-2
• 化学式: C₂₀H₃₂O₂
• 分子量: 304.473
• InChiKey: XHGXHTGXZKYMDE-VDBAHQDGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.2
• 重原子数：
  22
• 可旋转键数：
  0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.95
• 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：

  (4α,5α,8xi,9xi,10xi,13xi,14xi,17β)-17-羟基-4-甲基雄甾烷-3-酮 生成 4α-Methyl-2-methoxymethylen-androstanol-(17β)-on-(3)
  参考文献：
  名称：

  STEROIDS。CLXXXIV。2-甲酰基-2-雄酮和相关化合物。一类新的强效合成代谢剂。

  摘要：

  DOI：

  10.1021/jm01237a021
• 作为产物：
  描述：

  4-methyltestosterone 生成 (4α,5α,8xi,9xi,10xi,13xi,14xi,17β)-17-羟基-4-甲基雄甾烷-3-酮
  参考文献：
  名称：

  STEROIDS。CLXXXIV。2-甲酰基-2-雄酮和相关化合物。一类新的强效合成代谢剂。

  摘要：

  DOI：

  10.1021/jm01237a021

文献信息

• Alvarez, Enrique; Francisco, Cosme G.; Freire, Raimundo, Journal of the Chemical Society. Perkin transactions I, 1986, p. 1523 - 1526
  作者：Alvarez, Enrique、Francisco, Cosme G.、Freire, Raimundo、Hernandez, Rosendo、Salazar, Jose A.、et al.

  DOI：——

  日期：——
• Formation of 5α steroids by biotranformation involving the 5α-reductase activity of Penicillium decumbens
  作者：Herbert L. Holland、Sophia Dore、Xu Weili、Frances M. Brown

  DOI：10.1016/0039-128x(94)90020-5

  日期：1994.11

  The biotransformation of a series of Delta(4)-3-ketosteroids by the fungus Penicillium decumbens ATCC 10436 has been investigated. Conversion to the 5 alpha-dihydrosteroid was observed for several substrates of the androstene and pregnene series: the reaction is tolerant of non-polar subdituents (Cl and CH3) at C-4 of the substrate, but does not occur in the presence of a 4-hydroxyl group, or with additional unsaturation at the Delta(1) or Delta(6) positions. A-nor-, B-nor-, 3-deoxy-, and 3,5-cycloandrostanes are not reduced, but 6-methylenetestosterone is converted to a 6-methylene-5 alpha-dihydro derivative. Several biotransformations are reported which involve oxidoreductase activity at C-3 and/or C-17, either concomitant or independent of Delta(4) reduction: the substrate specificity of the oxidoreductase processes has been examined and defined by the use of 3 alpha-hydroxy, 3 beta-hydroxy, 3-keto, and 17 beta-hydroxy-17-keto substituted steroids. In this way, the existence in P. decumbens of 3 beta-hydroxy-3-keto and 17 beta-hydroxy-17-keto oxidoreductases has been demonstrated.
• Steroids. CCVII. Ring A Modified Hormone Analogs. Part III.¹ 2-Formyl-Δ²-androstenes and Related Compounds. A New Class of Potent Anabolic Agents²
  作者：J. C. Orr、O. Halpern、P. G. Holton、F. Alvarez、I. Delfin、A. De La Roz、A. M. Ruiz、A. Bowers

  DOI：10.1021/jm00338a018

  日期：1963.3
• Dmochowska-Gladysz,J.; Siewinski,A., Bulletin de l'Academie Polonaise des Sciences, Serie des Sciences Chimiques, 1973, vol. 21, # 9, p. 631 - 636
  作者：Dmochowska-Gladysz,J.、Siewinski,A.

  DOI：——

  日期：——