walsuronoid B | 942582-15-2

• 物质功能分类: 天然产物 - 萜类
• 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
• 英文名称: walsuronoid B
• 英文别名: (8R,9R,10R,11S,14R,15R)-17-(furan-3-yl)-6,11,15-trihydroxy-4,4,8,10,14-pentamethyl-11,12,15,16-tetrahydro-9H-cyclopenta[a]phenanthrene-3,7-dione
• CAS: 942582-15-2
• 化学式: C₂₆H₃₀O₆
• 分子量: 438.521
• InChiKey: XXFWAJSCCSMNPP-FTGJQZKBSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  1.9
• 重原子数：
  32
• 可旋转键数：
  1
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.54
• 拓扑面积：
  108
• 氢给体数：
  3
• 氢受体数：
  6

反应信息

• 作为反应物：
  描述：

  walsuronoid B 在 air 作用下， 以 氯仿 为溶剂， 反应 2.0h， 以6 mg的产率得到walsuronoid C
  参考文献：
  名称：

  The First Limonoid Peroxide in the Meliaceae Family:  Walsuronoid A from Walsura robusta

  摘要：

  Walsuronoid A (1), a limonoid featuring an unprecedented 3,4-peroxide-bridged A-seco skeleton, together with walsuronoids B (2) and C ( 3) possessing a rare 18(13 -> 14)-abeo-limonoid skeleton, was isolated from Walsura robusta. The structures were elucidated by spectroscopic analysis and chemical correlation, and that of 1 was confirmed by single-crystal X-ray diffraction. Biosynthetic pathway of 2 and 3 was proposed and was chemically mimicked. Compounds 1 and 2 showed weak antimalarial activity.

  DOI：

  10.1021/ol070735+
• 作为产物：
  描述：

  walsuranolide B 在 三氟化硼乙醚 作用下， 以 四氯化碳 为溶剂， 反应 0.5h， 以8 mg的产率得到walsuronoid B
  参考文献：
  名称：

  The First Limonoid Peroxide in the Meliaceae Family:  Walsuronoid A from Walsura robusta

  摘要：

  Walsuronoid A (1), a limonoid featuring an unprecedented 3,4-peroxide-bridged A-seco skeleton, together with walsuronoids B (2) and C ( 3) possessing a rare 18(13 -> 14)-abeo-limonoid skeleton, was isolated from Walsura robusta. The structures were elucidated by spectroscopic analysis and chemical correlation, and that of 1 was confirmed by single-crystal X-ray diffraction. Biosynthetic pathway of 2 and 3 was proposed and was chemically mimicked. Compounds 1 and 2 showed weak antimalarial activity.

  DOI：

  10.1021/ol070735+