(-)-6-((2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxytetrahydro-2H-pyran-2-yloxy)-8-hydroxy-3-methyl-1H-isochromen-1-one | 1160239-13-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: (-)-6-((2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxytetrahydro-2H-pyran-2-yloxy)-8-hydroxy-3-methyl-1H-isochromen-1-one
• 英文别名: 6-[(2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxyoxan-2-yl]oxy-8-hydroxy-3-methylisochromen-1-one
• CAS: 1160239-13-3
• 化学式: C₁₇H₂₀O₉
• 分子量: 368.34
• InChiKey: JJNFYWPRBHMFEY-WDGOXLLCSA-N

物化性质

• 熔点：
  191.7-193.0 °C
• 沸点：
  665.6±55.0 °C(Predicted)
• 密度：
  1.54±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  0.3
• 重原子数：
  26
• 可旋转键数：
  4
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.47
• 拓扑面积：
  135
• 氢给体数：
  4
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  (-)-6-((2S,3R,4R,5S,6R)-3,4-dihydroxy-6-(hydroxymethyl)-5-methoxytetrahydro-2H-pyran-2-yloxy)-8-hydroxy-3-methyl-1H-isochromen-1-one 在 盐酸 、 水 作用下， 反应 12.0h， 以15.2 mg的产率得到4-O-methyl-D-glucopyranose
  参考文献：
  名称：

  Isocoumarin Glucosides from the Scale Insect Fungus Torrubiella tenuis BCC 12732

  摘要：

  Three new isocoumarin glucosides (1, 3, and 4), 6,8-dihydroxy-3-methylisocoumarin (2), and 6,8-dihydroxy-3-hydroxymethylisocoumarin (5) were isolated from the scale insect pathogenic fungus Torrubiella tenuis BCC 12732. Structures of these compounds were elucidated using NMR spectroscopic and MS spectrometric analyses. Compound 5 exhibited moderate anti-HSV-1 and antimycobacterial activities with IC50 and MIC values of 50 and 25 mu g/mL, respectively.

  DOI：

  10.1021/np900082h

文献信息

• Isocoumarin Glucosides from the Scale Insect Fungus <i>Torrubiella tenuis</i> BCC 12732
  作者：Jittra Kornsakulkarn、Chawanee Thongpanchang、Sanisa Lapanun、Kitlada Srichomthong

  DOI：10.1021/np900082h

  日期：2009.7.24

  Three new isocoumarin glucosides (1, 3, and 4), 6,8-dihydroxy-3-methylisocoumarin (2), and 6,8-dihydroxy-3-hydroxymethylisocoumarin (5) were isolated from the scale insect pathogenic fungus Torrubiella tenuis BCC 12732. Structures of these compounds were elucidated using NMR spectroscopic and MS spectrometric analyses. Compound 5 exhibited moderate anti-HSV-1 and antimycobacterial activities with IC50 and MIC values of 50 and 25 mu g/mL, respectively.