| 38863-97-7

• 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
• CAS: 38863-97-7
• 化学式: C₃₁H₄₈O₂
• 分子量: 452.721
• InChiKey: LUWZPMVQOODPEG-VIHFRBSVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  8.44
• 重原子数：
  33.0
• 可旋转键数：
  6.0
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.77
• 拓扑面积：
  26.3
• 氢给体数：
  0.0
• 氢受体数：
  2.0

反应信息

• 作为反应物：
  描述：

  在 甲醇 、 potassium hydroxide 作用下， 反应 1.5h， 以49%的产率得到stigmasta-5,24,28-trienol
  参考文献：
  名称：

  “Dinoflagellate Sterols” in marine diatoms

  摘要：

  Sterol compositions for three diatom species, recently shown to contain sterols with side chains typically found in dinoflagellates, were determined by HPLC and (1)H NMR spectroscopic analyses. The centric diatom Triceratium dubium (= Biddulphia sp., CCMP 147) contained the highest percentage of 23-methylated sterols (37.2% (24R)-23-methylergosta-5,22-dienol), whereas the pennate diatom Delphineis sp. (CCMP 1095) contained the cyclopropyl sterol gorgosterol, as well as the 27-norsterol occelasterol. The sterol composition of Ditylum brightwellii (CCMP 358) was the most complex, containing Delta(0)- and Delta(7)-sterols, in addition to the predominant Delta(5)-sterols. A pair of previously unknown sterols, stigmasta-5,24,28-trienol and stigmasta-24,28-dienol, were detected in D. brightwellii and their structures were determined by NMR spectroscopic analysis and by synthesis of the former sterol from saringosterol. Also detected in D. brightwellii was the previously unknown 23-methylcholesta-7,22-dienol. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2011.05.002
• 作为产物：
  描述：

  (24S)-saringosterol 在 吡啶 、 三氯氧磷 作用下， 反应 24.0h， 生成
  参考文献：
  名称：

  “Dinoflagellate Sterols” in marine diatoms

  摘要：

  Sterol compositions for three diatom species, recently shown to contain sterols with side chains typically found in dinoflagellates, were determined by HPLC and (1)H NMR spectroscopic analyses. The centric diatom Triceratium dubium (= Biddulphia sp., CCMP 147) contained the highest percentage of 23-methylated sterols (37.2% (24R)-23-methylergosta-5,22-dienol), whereas the pennate diatom Delphineis sp. (CCMP 1095) contained the cyclopropyl sterol gorgosterol, as well as the 27-norsterol occelasterol. The sterol composition of Ditylum brightwellii (CCMP 358) was the most complex, containing Delta(0)- and Delta(7)-sterols, in addition to the predominant Delta(5)-sterols. A pair of previously unknown sterols, stigmasta-5,24,28-trienol and stigmasta-24,28-dienol, were detected in D. brightwellii and their structures were determined by NMR spectroscopic analysis and by synthesis of the former sterol from saringosterol. Also detected in D. brightwellii was the previously unknown 23-methylcholesta-7,22-dienol. (C) 2011 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2011.05.002