kaempferol 3-O-β-D-galactopyranoside 7-O-α-L-rhamnopyranoside | 38784-79-1

• 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: kaempferol 3-O-β-D-galactopyranoside 7-O-α-L-rhamnopyranoside
• 英文别名: kaempferol 3-O-β-D-galactopyranoside-7-O-α-L-rhamnopyranoside；kaempferol 3-O-β-D-galactopyranosyl-7-O-α-L-rhamnopyranoside；kaempferol 3-O-β-D-glucopyranoside-7-O-α-L-rhamnopyranoside；kaempferol 3-O-galactopyranoside-7-O-rhamnopyranoside；kaempferol 3-O-beta-D-galactopyranosyl-7-O-alpha-L-rhamnopyranoside；5-hydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxychromen-4-one
• CAS: 38784-79-1
• 化学式: C₂₇H₃₀O₁₅
• 分子量: 594.526
• InChiKey: JYXSWDCPHRTYGU-VYARGGPUSA-N

物化性质

• 沸点：
  957.5±65.0 °C(Predicted)
• 密度：
  1.76±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -0.6
• 重原子数：
  42
• 可旋转键数：
  6
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  245
• 氢给体数：
  9
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  kaempferol 3-O-β-D-galactopyranoside 7-O-α-L-rhamnopyranoside 在 glucosidase 作用下， 生成 山柰酚-7-O-alpha-L-鼠李糖苷
  参考文献：
  名称：

  Nectar Flavonol Rhamnosides Are Floral Markers of Acacia (Robinia pseudacacia) Honey

  摘要：

  With the objective of finding floral markers for the determination of the botanical origin of acacia (robinia) honey, the phytochemicals present in nectar collected from Robinia pseudacacia flowers were analyzed by high-performance liquid chromatography-tandem mass spectrometry. Eight flavonoid glycosides were detected and characterized as kaempferol combinations with rhamnose and hexose. Acacia honey produced in the same location where the nectar was collected contained nectar-derived kaempferol rhamnosides. This is the first time that flavonoid glycosides have been found as honey constituents. Differences in the stability of nectar flavonoids during honey elaboration and ripening in the hive were shown to be due to hydrolytic enzymatic activity and to oxidation probably related to hydrogen peroxide (glucose-oxidase) activity. Acacia honeys contained propolis-derived flavonoid aglycones (468-4348 mu g/100 g) and hydroxycinnamic acid derivatives (281-3249 mu g/100 g). In addition, nectar-derived kaempferol glycosides were detected in all of the acacia honey samples analyzed (100-800 mu g/100 g). These flavonoids were not detected in any of the different honey samples analyzed previously from different floral origins other than acacia. Finding flavonoid glycosides in honey related to floral origin is particularly relevant as it considerably enlarges the number of possible suitable markers to be used for the determination of the floral origin of honeys.

  DOI：

  10.1021/jf801625t

文献信息

• Kaempferol and its glycosides from Equisetum silvaticum L. from the Khanty-Mansi autonomous area
  作者：V. M. Bonacheva、E. Kh. Botirov

  DOI：10.1134/s1068162014070048

  日期：2014.12

  Three flavonoids were isolated from the aerial part of the wood horsetail (Equisetum silvaticum L.); two of them were found for the first time. The compounds were identified as kaempferol, kaempferol 3-O-beta-D-galactopyranosyl-7-O-alpha-L-rhamnopyranoside and kaempferol 3-O-rutinosyl-7-O-L-rhamnopyranoside on the basis of the chemical transformations and IR, UV, H-1-NMR and mass spectra.
• Nectar Flavonol Rhamnosides Are Floral Markers of Acacia (<i>Robinia pseudacacia</i>) Honey
  作者：Pilar Truchado、Federico Ferreres、Laura Bortolotti、Anna Gloria Sabatini、Francisco A. Tomás-Barberán

  DOI：10.1021/jf801625t

  日期：2008.10.8

  With the objective of finding floral markers for the determination of the botanical origin of acacia (robinia) honey, the phytochemicals present in nectar collected from Robinia pseudacacia flowers were analyzed by high-performance liquid chromatography-tandem mass spectrometry. Eight flavonoid glycosides were detected and characterized as kaempferol combinations with rhamnose and hexose. Acacia honey produced in the same location where the nectar was collected contained nectar-derived kaempferol rhamnosides. This is the first time that flavonoid glycosides have been found as honey constituents. Differences in the stability of nectar flavonoids during honey elaboration and ripening in the hive were shown to be due to hydrolytic enzymatic activity and to oxidation probably related to hydrogen peroxide (glucose-oxidase) activity. Acacia honeys contained propolis-derived flavonoid aglycones (468-4348 mu g/100 g) and hydroxycinnamic acid derivatives (281-3249 mu g/100 g). In addition, nectar-derived kaempferol glycosides were detected in all of the acacia honey samples analyzed (100-800 mu g/100 g). These flavonoids were not detected in any of the different honey samples analyzed previously from different floral origins other than acacia. Finding flavonoid glycosides in honey related to floral origin is particularly relevant as it considerably enlarges the number of possible suitable markers to be used for the determination of the floral origin of honeys.