kaempferol 3-O-β-D-galactopyranosyl-(1→3)-β-D-galactopyranoside | 1454577-75-3

• 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-galactopyranosyl-(1→3)-β-D-galactopyranoside
• 英文别名: 3-[(2S,3R,4S,5S,6R)-3,5-dihydroxy-6-(hydroxymethyl)-4-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]oxy-5,7-dihydroxy-2-(4-hydroxyphenyl)chromen-4-one
• CAS: 1454577-75-3
• 化学式: C₂₇H₃₀O₁₆
• 分子量: 610.526
• InChiKey: OKOZVTRKRQJDAV-RRTPZFQISA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.42
• 重原子数：
  43.0
• 可旋转键数：
  7.0
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  269.43
• 氢给体数：
  10.0
• 氢受体数：
  16.0

反应信息

• 作为反应物：
  描述：

  kaempferol 3-O-β-D-galactopyranosyl-(1→3)-β-D-galactopyranoside 在 盐酸 作用下， 以 水 为溶剂， 反应 0.5h， 生成 口服葡萄糖 、 山奈酚
  参考文献：
  名称：

  Flavonoids from the cocoon of Rondotia menciana

  摘要：

  Two flavonol glycosides along with four known flavonoids were isolated from the cocoon of the mulberry white caterpillar, Rondotia menciana (Lepidoptera: Bombycidae: Bombycinae), a closely related species of the domesticated silkworm Bombyx mori, both of which feed on leaves of mulberry (Morus alba). The two glycosides were characterized as quercetin 3-O-beta-D-galactopyranosyl-(1 -> 3)-beta-d-galactopyranoside and kaempferol 3-O-beta-D-galactopyranosyl-(1 -> 3)-beta-D-galactopyranoside, based on spectroscopic data and chemical evidence. The flavonol galactosides found in the cocoon were not present in the host plant, nor in the cocoon of the silkworm, B. mod. Notably, flavonol glucosides, which are the main constituents of cocoon flavonoids in B. mori mod, were not found in the R. menciana cocoon. The present result strongly suggests that R. menciana is quite unique in that they predominantly use an UDP-galactosyltransferase for conjugation of dietary flavonoids, whereas UDP-glucosyltransferases are generally used for conjugation of plant phenolics and xenobiotics in other insects. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2013.05.023

文献信息

• Flavonoids from the cocoon of Rondotia menciana
  作者：Chikara Hirayama、Hiroshi Ono、Yan Meng、Toru Shimada、Takaaki Daimon

  DOI：10.1016/j.phytochem.2013.05.023

  日期：2013.10

  Two flavonol glycosides along with four known flavonoids were isolated from the cocoon of the mulberry white caterpillar, Rondotia menciana (Lepidoptera: Bombycidae: Bombycinae), a closely related species of the domesticated silkworm Bombyx mori, both of which feed on leaves of mulberry (Morus alba). The two glycosides were characterized as quercetin 3-O-beta-D-galactopyranosyl-(1 -> 3)-beta-d-galactopyranoside and kaempferol 3-O-beta-D-galactopyranosyl-(1 -> 3)-beta-D-galactopyranoside, based on spectroscopic data and chemical evidence. The flavonol galactosides found in the cocoon were not present in the host plant, nor in the cocoon of the silkworm, B. mod. Notably, flavonol glucosides, which are the main constituents of cocoon flavonoids in B. mori mod, were not found in the R. menciana cocoon. The present result strongly suggests that R. menciana is quite unique in that they predominantly use an UDP-galactosyltransferase for conjugation of dietary flavonoids, whereas UDP-glucosyltransferases are generally used for conjugation of plant phenolics and xenobiotics in other insects. (C) 2013 Elsevier Ltd. All rights reserved.