22E,24R-stigmast-22-ene-3,6-dione | 88661-99-8

• 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: 22E,24R-stigmast-22-ene-3,6-dione
• 英文别名: 5α-stigmastene-(22t)-dione-(3.6)；5α-Stigmasten-(22t)-dion-(3.6)；(5alpha,22E)-Stigmast-22-ene-3,6-dione；(5S,8S,9S,10R,13R,14S,17R)-17-[(E,2R,5S)-5-ethyl-6-methylhept-3-en-2-yl]-10,13-dimethyl-2,4,5,7,8,9,11,12,14,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,6-dione
• CAS: 88661-99-8
• 化学式: C₂₉H₄₆O₂
• 分子量: 426.683
• InChiKey: FJQGCLCMDPGZHC-YREUODSCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.3
• 重原子数：
  31
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.86
• 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：

  22E,24R-stigmast-22-ene-3,6-dione 在 溶剂黄146 、 铂 作用下， 生成 Stigmastane-3,6-diol, diacetate, (3b,5a,6a,24S)-
  参考文献：
  名称：

  Sterols. CXXX. 3,6-Diketo Sterols and their Reduction Products^*

  摘要：

  DOI：

  10.1021/ja01254a006
• 作为产物：
  描述：

  (22E)-5α-22-stigmasten-3β,5α,6β-trihydroxy 在 chromium(VI) oxide 、 盐酸 、 氯仿 、 溶剂黄146 、 锌 作用下， 生成 22E,24R-stigmast-22-ene-3,6-dione
  参考文献：
  名称：

  Fernholz, Justus Liebigs Annalen der Chemie, 1934, vol. 508, p. 215,223

  摘要：

  DOI：

文献信息

• Steroidal oxidation product and method of obtaining same
  申请人：PARKE DAVIS & CO

  公开号：US02337564A1

  公开（公告）日：1943-12-28
• Keto-steroids and method of obtaining same
  申请人：PARKE DAVIS & CO

  公开号：US02366204A1

  公开（公告）日：1945-01-02
• Synthesis and biological activity of ring-A difluorinated brassinosteroids
  作者：Sofía L. Acebedo、Fernando Alonso、Lydia R. Galagovsky、Javier A. Ramírez

  DOI：10.1016/j.steroids.2011.04.004

  日期：2011.9

  In this paper we report the synthesis of four ring-A difluorinated analogs of brassinosteroids. The bioactivity of these new compounds was evaluated using the rice lamina inclination test. The results show that one of these analogs elicits a bioactivity comparable to that of 28-homocastasterone, a highly active natural brassinosteroid. This finding suggests that both hydroxyls at C-2 and C-3 in active brassinosteroids are involved as hydrogen bond acceptors in their interactions with the cellular receptor. (C) 2011 Elsevier Inc. All rights reserved.
• Synthesis and biological activity of brassinosteroids fluorinated at C-2
  作者：Sofía L. Acebedo、Javier A. Ramírez、Lydia R. Galagovsky

  DOI：10.1016/j.steroids.2008.12.006

  日期：2009.4

  In this paper we report the synthesis of four fluorinated analogues of brassinosteroids in which fluorine was introduced stereoselectively at C-2. The bioactivity of these new compounds was evaluated using the rice lamina inclination test. The results show that two of these analogues elicit high bioactivity, suggesting the involvernent of hydrogen bond interactions between the active brassinosteroids and their cellular receptor. (C) 2008 Elsevier Inc. All rights reserved.
• Sterols. CXXX. 3,6-Diketo Sterols and their Reduction Products^*
  作者：Russell E. Marker、Harry M. Crooks、Eldon M. Jones、Emerson L. Wittbecker

  DOI：10.1021/ja01254a006

  日期：1942.2