1-[4-羟基-2-[(2S,3R,4S,5S,6R)-3,4,5-三羟基-6-(羟基甲基)四氢吡喃-2-基]氧基苯基]乙酮 | 149561-88-6

• 分子结构分类: 有机化合物 - 有机氧化合物
• 中文名称: 1-[4-羟基-2-[(2S,3R,4S,5S,6R)-3,4,5-三羟基-6-(羟基甲基)四氢吡喃-2-基]氧基苯基]乙酮
• 英文名称: cynanoneside B
• 英文别名: Bungeiside B；1-[4-hydroxy-2-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]ethanone
• CAS: 149561-88-6
• 化学式: C₁₄H₁₈O₈
• 分子量: 314.292
• InChiKey: UEIZKRYEGCOJBJ-RKQHYHRCSA-N

物化性质

• 熔点：
  178-180 °C(Solv: ethanol (64-17-5))
• 沸点：
  634.1±55.0 °C(Predicted)
• 密度：
  1.522±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  22
• 可旋转键数：
  4
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  137
• 氢给体数：
  5
• 氢受体数：
  8

反应信息

• 作为反应物：
  描述：

  1-[4-羟基-2-[(2S,3R,4S,5S,6R)-3,4,5-三羟基-6-(羟基甲基)四氢吡喃-2-基]氧基苯基]乙酮 、 乙酸酐 在 吡啶 作用下， 以11 mg的产率得到Acetic acid (2R,3R,4S,5R,6S)-3,5-diacetoxy-2-acetoxymethyl-6-(2-acetyl-5-hydroxy-phenoxy)-tetrahydro-pyran-4-yl ester
  参考文献：
  名称：

  Two Acetophenone Glucosides, Cynanonesides A and B, from Cynanchum taiwanianum and Revision of the Structure for Cynandione A

  摘要：

  beta-Sitosterol, beta-amyrin, 4-hydroxyacetophenone, 3,4-dihydroxyacetophenone, sitosteryl 3-O-beta-D-glucopyranoside, cynandione A, and cynanonesides A (3) and B (4) were isolated from the roots of Cynanchum taiwanianum. The latter two compounds are new acetophenone glucosides, and their structures were elucidated on the basis of spectral and chemical evidence. Meanwhile, the structure of cynandione A, previously designated as 3',4-diacetyl-2,2',3,6'-tetrahydroxybiphenyl, has been revised as 2,3'-diacetyl-2',3,6,6'-tetrahydroxybiphenyl (9).

  DOI：

  10.1021/np960256b