dammar-(E)-20(22)-ene-3β,12β,25-triol

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 异戊烯醇脂质
• 英文名称: dammar-(E)-20(22)-ene-3β,12β,25-triol
• 英文别名: Neopanaxadiol；(3S,5R,8R,9R,10R,12R,13R,14R,17S)-17-[(E)-6-hydroxy-6-methylhept-2-en-2-yl]-4,4,8,10,14-pentamethyl-2,3,5,6,7,9,11,12,13,15,16,17-dodecahydro-1H-cyclopenta[a]phenanthrene-3,12-diol
• 化学式: C₃₀H₅₂O₃
• 分子量: 460.741
• InChiKey: CZMPRYZUTNMZPT-XFDQNDEISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  7.2
• 重原子数：
  33
• 可旋转键数：
  4
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.93
• 拓扑面积：
  60.7
• 氢给体数：
  3
• 氢受体数：
  3

反应信息

• 作为反应物：
  描述：

  dammar-(E)-20(22)-ene-3β,12β,25-triol 在 吡啶 、 氯磺酸 、 sodium hydroxide 作用下， 以 正丁醇 为溶剂， 反应 2.0h， 生成
  参考文献：
  名称：

  CN108420793

  摘要：

  公开号：
• 作为产物：
  描述：

  乙醇 、 原人参二醇 在 Aspergillus niger AS 3.1858 作用下， 以16.2 mg的产率得到(20S)-dammar-24-ene-3β,20,26-triol
  参考文献：
  名称：

  Biotransformation of 20( S )-protopanaxadiol by Aspergillus niger AS 3.1858

  摘要：

  The biotransformation of 20(S)-protopanaxadiol (1) by Aspergillus niger AS 3.1858 was conducted. Seven metabolites 26-hydroxyl-20(S)-protopanaxadiol (2); 23, 24-en-25-hydroxyl-20(S)-protopanaxadiol (3); 25, 26-en-20(S)-protopanaxadiol (4); (E)-20, 22-en-25-hydroxyl-20(S)-protopanaxadiol (5); 25, 26-en-24(R)-hydroxyl-20(S)-protopanaxadiol (6); 25, 26-en-24(S)hydroxyl-20(S)-protopanaxadiol (7); and 23, 24-en-25-ethoxyl-20(S)-protopanaxadiol (8) were afforded. Among them, 6, 7, and 8 are new compounds. The chemical structures of these metabolites were elucidated based on extensive spectral data including 2D NMR and HRMS. In addition, the cytotoxicity of substrate and all transformed products was evaluated by MTT assay using a panel of seven human tumor cell lines (Du-145, Hela, K562, K562/ADR, SH-SYSY, HepG2, and MCF-7 cells) and one normal cell line Vero. (C) 2013 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.fitote.2013.09.019

文献信息

• Biotransformation of 20( S )-protopanaxadiol by Aspergillus niger AS 3.1858
  作者：Guangtong Chen、Xue Yang、Jianlin Li、Hongjuan Ge、Yan Song、Jie Ren

  DOI：10.1016/j.fitote.2013.09.019

  日期：2013.12

  The biotransformation of 20(S)-protopanaxadiol (1) by Aspergillus niger AS 3.1858 was conducted. Seven metabolites 26-hydroxyl-20(S)-protopanaxadiol (2); 23, 24-en-25-hydroxyl-20(S)-protopanaxadiol (3); 25, 26-en-20(S)-protopanaxadiol (4); (E)-20, 22-en-25-hydroxyl-20(S)-protopanaxadiol (5); 25, 26-en-24(R)-hydroxyl-20(S)-protopanaxadiol (6); 25, 26-en-24(S)hydroxyl-20(S)-protopanaxadiol (7); and 23, 24-en-25-ethoxyl-20(S)-protopanaxadiol (8) were afforded. Among them, 6, 7, and 8 are new compounds. The chemical structures of these metabolites were elucidated based on extensive spectral data including 2D NMR and HRMS. In addition, the cytotoxicity of substrate and all transformed products was evaluated by MTT assay using a panel of seven human tumor cell lines (Du-145, Hela, K562, K562/ADR, SH-SYSY, HepG2, and MCF-7 cells) and one normal cell line Vero. (C) 2013 Elsevier B.V. All rights reserved.
• CN108420793
  申请人：——

  公开号：——

  公开（公告）日：——