kaempferol 3-O-sophoroside-7-O-β-D-glucopyranoside | 55136-76-0

• 物质功能分类: 生物化工 - 提取物 - 植物提取物
• 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-sophoroside-7-O-β-D-glucopyranoside
• 英文别名: kaempferol 3-O-sophoroside-7-O-glucoside；quercetin-3-O-sophoroside-7-O-glucoside；Kaempferol-3-β-sophorosid-7-β-glucopyranosid；3-[(2R,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
• CAS: 55136-76-0；83830-85-7；142235-82-3
• 化学式: C₃₃H₄₀O₂₁
• 分子量: 772.668
• InChiKey: MBFNAZBJKVFNKZ-SRHZTHGASA-N

物化性质

• 沸点：
  1155.6±65.0 °C(Predicted)
• 密度：
  1.84±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.7
• 重原子数：
  54
• 可旋转键数：
  10
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.55
• 拓扑面积：
  345
• 氢给体数：
  13
• 氢受体数：
  21

制备方法与用途

Kaempferol 3-sophoroside-7-glucoside 是olib活性成分，存在于Lycium chinense的叶中，并具有抗肥胖作用。

反应信息

• 作为反应物：
  描述：

  kaempferol 3-O-sophoroside-7-O-β-D-glucopyranoside 在 β-glucosidase 作用下， 以 水 为溶剂， 反应 24.0h， 生成 kaempferol 3-O-sophoroside
  参考文献：
  名称：

  Kaempferol glycosides from Hosta ventricosa

  摘要：

  Leaves of Hosta ventricosa yielded eight kaempferol glycosides, of which six: the 3-(2G-glucosylrutinoside)-7-glucoside, 3-sophoroside-7-glucoside, 3-rutinoside-7-glucoside, 3-(2G-glucosylrutinoside), 3-sophoroside, 3-rutinoside were fully characterized and two: the 3-xylosylrutinoside-7-glucoside and 3-xylosylrutinoside were tentatively identified. Investigations included 1H-1H COSY and 1H-1H 2D J NMR analysis.

  DOI：

  10.1016/0031-9422(90)85292-n

文献信息

• Purification and characterization of a flavonol 3-O-β-heterodisaccharidase from the dried herb of Fagopyrum esculentum Moench
  作者：Andreas Baumgertel、Rudi Grimm、Wilhelm Eisenbeiß、Wolfgang Kreis

  DOI：10.1016/s0031-9422(03)00418-7

  日期：2003.9

  A flavonol-3-O-beta-heterodisaccharide glycosidase (FHG I) was isolated from dried aerial tissues of Fagopyrum esculentum Moench (Fagopyri herba). It has a specific enzyme activity of ca. 3.5 nkat mg(-1) protein in buffered extracts when rutin (quercetin-3-O-rutinoside) was used as substrate and an optimal enzyme activity was seen at around pH 4.8 and 30 degreesC. FHG I was purified about 156-fold to apparent homogeneity by hydrophobic interaction, anion exchange and size exclusion chromatographic steps. The apparent molecular mass of FHG I was 74.5 +/- 2 kDa as determined by SDS-PAGE and it is a monomeric glycoprotein with a carbohydrate content of 23%. The isoelectric point as determined by isoelectric focusing was 5.7 and the energy of activation was 32 kJ mol(-1). FHG I exhibits a high substrate specificity, preferring flavonol 3-O-glycosides comprising the disaccharide rutinose. The K-m and V-max values for the natural substrate rutin were calculated to be 0.561 muM and 745 nkat mg(-1) protein, respectively. Two oligopeptide fragments obtained after enzymatic digestion of FHG I were sequenced and showed similarities to sequences of beta-glucohydrolases from other plant species. Polyclonal antibodies were raised and their specificities determined. Another flavonol 3-O-beta-hcterodisaccharide glycosidase (FHG II) could also be detected in buckwheat herb, having a molecular irlass of 85.3 +/- 2 kDa and an isoelectric point between pH 6.0 and 6.5. (C) 2003 Elsevier Ltd. All rights reserved.
• Kaempferol glycosides from Hosta ventricosa
  作者：Jaromir Budzianowski

  DOI：10.1016/0031-9422(90)85292-n

  日期：1990.1

  Leaves of Hosta ventricosa yielded eight kaempferol glycosides, of which six: the 3-(2G-glucosylrutinoside)-7-glucoside, 3-sophoroside-7-glucoside, 3-rutinoside-7-glucoside, 3-(2G-glucosylrutinoside), 3-sophoroside, 3-rutinoside were fully characterized and two: the 3-xylosylrutinoside-7-glucoside and 3-xylosylrutinoside were tentatively identified. Investigations included 1H-1H COSY and 1H-1H 2D J NMR analysis.