[(2R,3R,3aR,6S,7R,7aS)-6,7-dihydroxy-5-oxo-2-phenyl-2,3,3a,6,7,7a-hexahydrofuro[3,2-b]pyran-3-yl] acetate | 242150-07-8

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: [(2R,3R,3aR,6S,7R,7aS)-6,7-dihydroxy-5-oxo-2-phenyl-2,3,3a,6,7,7a-hexahydrofuro[3,2-b]pyran-3-yl] acetate
• CAS: 242150-07-8
• 化学式: C₁₅H₁₆O₇
• 分子量: 308.288
• InChiKey: STBOUQNKAXYZRD-QQOHENMQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.1
• 重原子数：
  22
• 可旋转键数：
  3
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  102
• 氢给体数：
  2
• 氢受体数：
  7

反应信息

• 作为反应物：
  描述：

  二甲基亚砜 、 [(2R,3R,3aR,6S,7R,7aS)-6,7-dihydroxy-5-oxo-2-phenyl-2,3,3a,6,7,7a-hexahydrofuro[3,2-b]pyran-3-yl] acetate 在 三甲基氯硅烷 、 三乙胺 作用下， 以 二氯甲烷 为溶剂， 反应 15.0h， 以54%的产率得到[(1S,2S,6S,9R,10R,11R)-7-oxo-11-phenyl-3,5,8,12-tetraoxatricyclo[7.3.0.02,6]dodecan-10-yl] acetate
  参考文献：
  名称：

  Semisynthesis and Cytotoxicity of Styryl-Lactone Derivatives

  摘要：

  The cytotoxicity and the cell-cycle action of altholactone (1), goniofufurone (2), and eight altholactone derivatives. (5-12), were determined in vitro on L-1210 cells. Semisyntheses and structure-activity relationships of these compounds are described. The results of this study suggest that the cytotoxicity of altholactone (1), 11-nitro-altholactone (8), and 7-chloro-6,7-dihydroaltholactone (10) is due to the accumulation of the cells in the G2 + M phase of the cell cycle.

  DOI：

  10.1021/np990089q
• 作为产物：
  描述：

  全内酯 在 吡啶 、 四氧化锇 、 N-甲基吲哚酮 、 水 作用下， 以 丙酮 为溶剂， 反应 2.5h， 生成 [(2R,3R,3aR,6S,7R,7aS)-6,7-dihydroxy-5-oxo-2-phenyl-2,3,3a,6,7,7a-hexahydrofuro[3,2-b]pyran-3-yl] acetate
  参考文献：
  名称：

  Semisynthesis and Cytotoxicity of Styryl-Lactone Derivatives

  摘要：

  The cytotoxicity and the cell-cycle action of altholactone (1), goniofufurone (2), and eight altholactone derivatives. (5-12), were determined in vitro on L-1210 cells. Semisyntheses and structure-activity relationships of these compounds are described. The results of this study suggest that the cytotoxicity of altholactone (1), 11-nitro-altholactone (8), and 7-chloro-6,7-dihydroaltholactone (10) is due to the accumulation of the cells in the G2 + M phase of the cell cycle.

  DOI：

  10.1021/np990089q