xuxuarine Eα | 256377-16-9

• 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: xuxuarine Eα
• 英文别名: dimethyl (3S,8S,11S,14R,16R,17S,20R,24S,29R,32S,33R,35R,38S,41S)-24-hydroxy-3,8,11,14,17,20,29,32,35,38,41,46-dodecamethyl-23,44-dioxo-2,25-dioxaundecacyclo[24.20.0.03,24.04,21.07,20.08,17.011,16.028,45.029,42.032,41.033,38]hexatetraconta-1(26),4,6,21,27,42,45-heptaene-14,35-dicarboxylate
• CAS: 256377-16-9
• 化学式: C₆₀H₇₈O₉
• 分子量: 943.274
• InChiKey: ZSUIKYWXQBBQHV-XPFLZTEOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  12.5
• 重原子数：
  69
• 可旋转键数：
  4
• 环数：
  11.0
• sp3杂化的碳原子比例：
  0.7
• 拓扑面积：
  125
• 氢给体数：
  1
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  扁塑藤素 、 2,3-二氯-5,6-二氰基-1,4-苯醌 以 1,4-二氧六环 为溶剂， 反应 6.0h， 以4.8 mg的产率得到xuxuarin Eβ
  参考文献：
  名称：

  Biomimetic synthesis of xuxuarines Eα and Eβ: Structure revision of Rzedowskia bistriterpenoids

  摘要：

  Reaction of pristimerin with 2,3-dichloro-5,6-dicyano-1,4-benzoquinone (DDQ) resulted in a biomimetic-type coupling leading to xuxuarines E alpha and E beta and not the previously reported Rzedowskia bistriterpenoids I and II suggesting that the structures proposed for these natural products need revision. A product obtained in this reaction by an unusual Diels-Alder addition followed by retro-Diels-Alder-type elimination was characterized as pristimerin dicyanophenalenedione. Complete H-1, and C-13 NMR spectral assignments of xuxuarines Ea and Eb have been made by the application of 1D and 2D NMR techniques. (c) 2007 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2007.11.008