7,8-epoxy-13-O-acetylroussoellol A | 1435941-27-7

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 氧杂环己烷
• 英文名称: 7,8-epoxy-13-O-acetylroussoellol A
• 英文别名: [(1R,3R,7S,9S,11S,12S,14R,17R)-14-hydroxy-9,12-dimethyl-6-propan-2-yl-2,15-dioxapentacyclo[9.5.1.01,3.05,9.014,17]heptadec-5-en-7-yl] acetate
• CAS: 1435941-27-7
• 化学式: C₂₂H₃₂O₅
• 分子量: 376.493
• InChiKey: LUKRODRFNPMQAU-DGQKRVOWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.3
• 重原子数：
  27
• 可旋转键数：
  3
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.86
• 拓扑面积：
  68.3
• 氢给体数：
  1
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  13-O-acetylroussoellol A 在 间氯过氧苯甲酸 作用下， 以 二氯甲烷 为溶剂， 反应 14.0h， 以2 mg的产率得到7,8-epoxy-13-O-acetylroussoellol A
  参考文献：
  名称：

  Roussoellols A and B, Tetracyclic Fusicoccanes from Roussoella hysterioides

  摘要：

  The structures of the tetracyclic fusicoccanes roussoellols A (1) and B (2) from Roussoella hysterioides KT1651 are described. NMR spectroscopic analyses involving NOESY experiments revealed that these molecules possessed unique bent structures that were supported by chemical derivatizations as well as chemical shift comparisons with theoretical shifts based on the density functional theory (DFT) at the EDF2/6-31G* level. Absolute configurations were established by the ECD couplet of positive chirality in both 1 and 2 at vacuum UV (VUV) region, which were further confirmed by successful reproduction of VUVCD spectra using theoretical calculations.

  DOI：

  10.1021/np400045z