3-(Hydroxy-phenyl-methyl)-6-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-5,6-dihydro-4H-benzofuran-2-one

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-(Hydroxy-phenyl-methyl)-6-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-5,6-dihydro-4H-benzofuran-2-one
• 英文别名: 3-[hydroxy(phenyl)methyl]-6-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-5,6-dihydro-4H-1-benzofuran-2-one
• 化学式: C₂₁H₂₄O₉
• 分子量: 420.416
• InChiKey: OYGWXJKSVNAKMS-RAXQWNJDSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  30
• 可旋转键数：
  5
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.48
• 拓扑面积：
  146
• 氢给体数：
  5
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  乙酸酐 、 3-(Hydroxy-phenyl-methyl)-6-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-5,6-dihydro-4H-benzofuran-2-one 在 吡啶 作用下， 反应 3.0h， 以100%的产率得到Acetic acid [2-oxo-6-((2R,3R,4S,5R,6R)-3,4,5-triacetoxy-6-acetoxymethyl-tetrahydro-pyran-2-yloxy)-2,4,5,6-tetrahydro-benzofuran-3-yl]-phenyl-methyl ester
  参考文献：
  名称：

  Cochinolide, a New γ-Alkylidene Bicyclic Butenolide with Antiviral Activity, and Its β-Glucopyranoside from Homalium cochinchinensis

  摘要：

  A new gamma-alkylidene bicyclic butenolide designated as cochinolide (1) and its beta-glucopypanoside (3) were isolated from the root bark of Homalium cochinchinensis (Flacoutiaceae). Their structures, except absolute stereochemistries, were determined by spectroscopic means. Cochinolide (1) showed moderate antiviral activities against HSV-1 and -2.

  DOI：

  10.1021/np970341z