neosakuranin | 31187-54-9

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 黄酮类化合物
• 英文名称: neosakuranin
• 英文别名: (E)-1-[2-hydroxy-4-methoxy-6-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]-3-(4-hydroxyphenyl)prop-2-en-1-one
• CAS: 31187-54-9
• 化学式: C₂₂H₂₄O₁₀
• 分子量: 448.427
• InChiKey: MNYVBVCMMNPLJI-YKCILCNNSA-N

物化性质

• 熔点：
  107-108 °C
• 沸点：
  794.0±60.0 °C(Predicted)
• 密度：
  1.505±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  1.1
• 重原子数：
  32
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.32
• 拓扑面积：
  166
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  neosakuranin 在 苹果酸 作用下， 生成 樱花亭
  参考文献：
  名称：

  Flavonoid 5-glucosides from Prunus cerasus bark and their characteristic weak glycosidic bonding

  摘要：

  Pinostrobin 5-glucoside, a novel flavanone glycoside, was isolated from the bark of Prunus cerasus. As it was not found in P. avium, the substance is useful to distinguish these two species. Apigenin 5-glucoside genkwanin 5-glucoside and neosakuranin were also isolated from the bark of P. cerasus. They occur in both species as minor components. These 5-glucosides together with genistein 5-glucoside, prunetin 5-glucoside, sakuranin, tectochrysin 5-glucoside and luteolin 5-glucoside were hydrolysed in malic acid. The isoflavone and flavone 5-glucosides were shown to be hydrolysed more rapidly than the flavanone 5-glucosides, whereas no hydrolysis was observed with the corresponding 7-glucosides under the same conditions. The chalcone 2'-glucoside neosakuranin was transformed at first to the corresponding flavanone 5-glucoside, which was hydrolysed thereafter.

  DOI：

  10.1016/0031-9422(91)84200-c
• 作为产物：
  描述：

  sakuranin 在 sodium hydroxide 作用下， 生成 neosakuranin
  参考文献：
  名称：

  Puri; Seshadri, Journal Of Scientific and Industrial Research, 1954, vol. 13 B, p. 698,699

  摘要：

  DOI：

文献信息

• Flavonoid 5-glucosides from Prunus cerasus bark and their characteristic weak glycosidic bonding
  作者：Martin Geibel、Walter Feucht

  DOI：10.1016/0031-9422(91)84200-c

  日期：1991.1

  Pinostrobin 5-glucoside, a novel flavanone glycoside, was isolated from the bark of Prunus cerasus. As it was not found in P. avium, the substance is useful to distinguish these two species. Apigenin 5-glucoside genkwanin 5-glucoside and neosakuranin were also isolated from the bark of P. cerasus. They occur in both species as minor components. These 5-glucosides together with genistein 5-glucoside, prunetin 5-glucoside, sakuranin, tectochrysin 5-glucoside and luteolin 5-glucoside were hydrolysed in malic acid. The isoflavone and flavone 5-glucosides were shown to be hydrolysed more rapidly than the flavanone 5-glucosides, whereas no hydrolysis was observed with the corresponding 7-glucosides under the same conditions. The chalcone 2'-glucoside neosakuranin was transformed at first to the corresponding flavanone 5-glucoside, which was hydrolysed thereafter.
• Puri; Seshadri, Journal Of Scientific and Industrial Research, 1954, vol. 13 B, p. 698,699
  作者：Puri、Seshadri

  DOI：——

  日期：——