prethyrsenol A | 1314025-96-1

• 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: prethyrsenol A
• 英文别名: (4R,7S)-1-[(2R,3S,6R)-6-[(2S,5R)-5-bromo-2,6,6-trimethyloxan-2-yl]-3-hydroxy-3-methyloxan-2-yl]-4,7-dihydroxy-4-(hydroxymethyl)-7-[(2R,5R)-5-(2-hydroxypropan-2-yl)-2-methyloxolan-2-yl]heptan-3-one
• CAS: 1314025-96-1
• 化学式: C₃₀H₅₃BrO₉
• 分子量: 637.649
• InChiKey: XJSFNGPNIJKOBD-ROPSBFFGSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.5
• 重原子数：
  40
• 可旋转键数：
  11
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.97
• 拓扑面积：
  146
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  prethyrsenol A 在 DOWEX-50 作用下， 以 氯仿 为溶剂， 反应 2.0h， 以0.4 mg的产率得到Thyrsenol A
  参考文献：
  名称：

  Cytotoxic oxasqualenoids from the red alga Laurencia viridis

  摘要：

  Three new polyether squalene derivatives 15-dehydroxythyrsenol A (2), prethyrsenol A (3) and 13-hydroxyprethyrsenol A (4) have been isolated from the red alga Laurencia viridis. Their structures were determined through the interpretation of NMR spectroscopic data and chemical correlations. In addition, four semi-synthetic compounds modulating the solubility of the lead compound dehydrothyrsiferol (1) were prepared without loss of activity. The cytotoxicity of the new compounds exhibited low mu M activities. In order to explain their biological properties, docking simulations of the natural and synthetic compounds onto the alpha v beta 3 integrin binding region were carried out. (C) 2011 Elsevier Masson SAS. All rights reserved.

  DOI：

  10.1016/j.ejmech.2011.04.051