(7R,8S)-cedrusin | 404335-99-5

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 2-芳基苯并呋喃类黄酮
• 英文名称: (7R,8S)-cedrusin
• 英文别名: (7R,8S)-4,3',9,9'-tetrahydroxy-3-methoxyl-7,8-dihydrobenzofuran-1'-propylneolignan；(7R,8S)-4,3',9,9'-tetrahydroxyl-3-methoxyl-7,8-dihydrobenzofuran-1'-propylneolignan；(-)-Cedrusin；(2R,3S)-2-(4-hydroxy-3-methoxyphenyl)-3-(hydroxymethyl)-5-(3-hydroxypropyl)-2,3-dihydro-1-benzofuran-7-ol
• CAS: 404335-99-5
• 化学式: C₁₉H₂₂O₆
• 分子量: 346.38
• InChiKey: PKORXOLYTWDULG-KDOFPFPSSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.8
• 重原子数：
  25
• 可旋转键数：
  6
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.37
• 拓扑面积：
  99.4
• 氢给体数：
  4
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  (7R,8S)-cedrusin 4-O-(3-O-methyl-α-L-rhamnoside) 在 盐酸 、 水 作用下， 反应 2.0h， 生成 6-脱氧-3-O-甲基-L-甘露糖 、 (7R,8S)-cedrusin
  参考文献：
  名称：

  Bioactive Lignans from the Trunk of Abies holophylla

  摘要：

  Six new lignans (1-6) were isolated from the trunk of Abies holophylla MAXIM, together with 11 known lignans (7-17). The structures of 1-7 were elucidated by spectroscopic methods, acid hydrolysis, and use of the modified Mosher's method. The effects of the isolates on nerve growth factor induction in a C6 rat glioma cell line were evaluated. Compounds 6, 7, and 13 showed significant induction of nerve growth factor secretion at concentrations of 10 mu M. Compounds 1, 5, 6, and 16 showed moderate inhibitory effects on nitric oxide production in lipopolysaccharide-activated BV-2 cells (IC50 28.5-36.4 mu M).

  DOI：

  10.1021/np4005322