vatdiospyroidol

• 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: vatdiospyroidol
• 英文别名: (1R,4R,5R,11S,12S,15S,16S,22S)-4,15-bis(3,5-dihydroxyphenyl)-5,11,16,22-tetrakis(4-hydroxyphenyl)-6,17-dioxahexacyclo[10.9.1.02,10.03,7.013,21.014,18]docosa-2(10),3(7),8,13(21),14(18),19-hexaene-9,20-diol
• 化学式: C₅₆H₄₂O₁₂
• 分子量: 906.942
• InChiKey: DTAYOOZOCCYGJM-DOMWLAFOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  9.1
• 重原子数：
  68
• 可旋转键数：
  6
• 环数：
  12.0
• sp3杂化的碳原子比例：
  0.14
• 拓扑面积：
  221
• 氢给体数：
  10
• 氢受体数：
  12

反应信息

• 作为反应物：
  描述：

  硫酸二甲酯 、 vatdiospyroidol 在 potassium carbonate 作用下， 以 丙酮 为溶剂， 反应 24.0h， 以3.4 mg的产率得到decamethylvatdiospyroidol
  参考文献：
  名称：

  Resveratrol Tetramers from Vatica diospyroides

  摘要：

  Vatdiospyroidol (1), a novel cytotoxic resveratrol tetramer, was isolated from the stems of Vatica diospyroides Sym. (Dipterocarpaceae) by bioassay-guided fractionation monitored with a human oral epidermoid carcinoma (KB) cell line. Another novel resveratrol tetramer, vaticaphenol B (2), was obtained as a noncytotoxic constituent, along with the known compounds, bergenin, betulin, betulinic acid, mangiferonic acid, and (E)-resveratrol 3-O-beta-D-glucopyranoside. The structures of compounds 1 and 2 were elucidated by spectral analysis, including 1D and 2D NMR experiments, and by molecular modeling.

  DOI：

  10.1021/jo9902087