pelargonidin 3-O-[2-O-(β-D-glucosyl)-6-O-(caffeoyl)-β-D-glucoside]-5-O-β-D-glucoside | 140614-88-6

• 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: pelargonidin 3-O-[2-O-(β-D-glucosyl)-6-O-(caffeoyl)-β-D-glucoside]-5-O-β-D-glucoside
• 英文别名: pelargonidin 3-O-[6-O-(E)-caffeoyl-2-O-(β-D-glucopyranosyl)-β-D-glucopyranoside]-5-O-β-D-glucopyranoside；pelargonidin 3-O-(6-O-(trans-caffeyl)-2-O-(β-D-glucopyranosyl)-β-D-glucopyranoside)-5-O-(β-D-glucopyranoside)；pelargonidin 3-O-<2-O-(β-D-glucopyranosyl)-6-O-(trans-caffeyl)-β-D-glucopyranoside>-5-O-<β-D-glucopyranoside>；Pharbitis Red anthocyanin 1；[(2R,3S,4S,5R,6S)-3,4-dihydroxy-6-[7-hydroxy-2-(4-hydroxyphenyl)-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromenylium-3-yl]oxy-5-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxan-2-yl]methyl (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• CAS: 140614-88-6
• 化学式: C₄₂H₄₇O₂₃
• 分子量: 919.821
• InChiKey: VYJJDFOUGLIVBC-GXKMNUNHSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  -2.35
• 重原子数：
  65
• 可旋转键数：
  14
• 环数：
  7.0
• sp3杂化的碳原子比例：
  0.43
• 拓扑面积：
  366
• 氢给体数：
  14
• 氢受体数：
  22

反应信息

• 作为产物：
  描述：

  pelargonidin 3-O-(2-O-{6-O-[trans-3-O-(β-D-glucopyranosyl)-caffeyl]-β-D-glucopyranosyl}-6-O-{trans-4-O-[6-O-(trans-caffeyl)-β-D-glucopyranosyl]-caffeyl}-β-D-glucopyranoside)-5-O-(β-D-glucopyranoside) 在 水 、 hydroxide 作用下， 生成 pelargonidin 3-O-[2-O-(β-D-glucosyl)-6-O-(caffeoyl)-β-D-glucoside]-5-O-β-D-glucoside
  参考文献：
  名称：

  Acylated pelargonidin glycosides in red-purple flowers of Ipomoea purpurea

  摘要：

  Four acylated pelargonidin glycosides were isolated from the red-purple flowers of Ipomoea purpurea. The acylated anthocyanins were all based on pelargonidin 3-sophoroside-5-glucoside, acylated with caffeic acid and/or glucosylcaffeic acids. Three novel anthocyanins were elucidated to be pelargonidin 3-O-[2-O-(6-O-(trans-3 -O-(beta-D-glucopyranosyl)-caffeyl)-beta-D-glucopyranosyl)-6-O-(trans-4-O-(6-O-(trans-caffeyl)-beta-D-glucopyranosyl)- caffeyl)-beta-D-glucopyranoside], pelargonidin 3-O-[2-O-(6-O-(trans-caffeyl)-beta-D- glucopyranosyl)-6-O-(trans-4-O-(6-O-(trans-caffeyl)-beta-D- glucopyranosyl)-caffeyl)-beta-D-glucopyranoside]-5-O- [beta-D-glucopyranoside] and pelargonidin 3-O-[2-O-(6-O-(trans-caffeyl)-beta-D-glucopyranosyl)-6-O-(trans-caffeyl)-beta-D-glucopyranoside]-5-O-[beta-D-glucpyosdide]. Another anthocyanin was pelargonidin 3-O-[2-O-(glucosylcaffeylglucosyl)-6-O-(caffeyl)-glucoside]-5- gluoside, which was reported to be present in the red-purple flowers of Pharbitis nil. Apart from the second pigment cited, these are analogous pigments of the violet-blue Ipomoea anthocyanins which are composed of acylated cyanidin glycosides, instead of pelargonidin. Copyright (C) 1996 Elevier Science Ltd

  DOI：

  10.1016/s0031-9422(96)00501-8