delphinidin 3-O-[6-O-malonyl-β-D-glucopyranoside]-7-O-[6-O-(4-O-(6-O-(4-O-(β-D-glucopyranosyl)-trans-caffeoyl)-β-D-glucopyranosyl)-trans-caffeoyl)-β-D-glucopyranoside]

• 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: delphinidin 3-O-[6-O-malonyl-β-D-glucopyranoside]-7-O-[6-O-(4-O-(6-O-(4-O-(β-D-glucopyranosyl)-trans-caffeoyl)-β-D-glucopyranosyl)-trans-caffeoyl)-β-D-glucopyranoside]
• 英文别名: 3-oxo-3-[[(2R,3S,4S,5R,6S)-3,4,5-trihydroxy-6-[5-hydroxy-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(E)-3-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoyl]oxymethyl]oxan-2-yl]oxyphenyl]prop-2-enoyl]oxymethyl]oxan-2-yl]oxy-2-(3,4,5-trihydroxyphenyl)chromenylium-3-yl]oxyoxan-2-yl]methoxy]propanoic acid
• 化学式: C₆₀H₆₅O₃₆
• 分子量: 1362.15
• InChiKey: SOZRHWHFXBRBBE-BHKYSLMUSA-O

计算性质

• 辛醇/水分配系数(LogP)：
  -4.12
• 重原子数：
  96
• 可旋转键数：
  25
• 环数：
  9.0
• sp3杂化的碳原子比例：
  0.42
• 拓扑面积：
  575
• 氢给体数：
  20
• 氢受体数：
  35

反应信息

• 作为反应物：
  描述：

  delphinidin 3-O-[6-O-malonyl-β-D-glucopyranoside]-7-O-[6-O-(4-O-(6-O-(4-O-(β-D-glucopyranosyl)-trans-caffeoyl)-β-D-glucopyranosyl)-trans-caffeoyl)-β-D-glucopyranoside] 在 盐酸 作用下， 以 水 为溶剂， 反应 432.0h， 以7 mg的产率得到delphinidin 3-O-[β-D-glucopyranoside]-7-O-[6-O-(4-O-(6-O-(4-O-(β-D-glucopyranosyl)-trans-caffeoyl)-β-D-glucopyranosyl)-trans-caffeoyl)-β-D-glucopyranoside]
  参考文献：
  名称：

  7-Polyacylated delphinidin 3,7-diglucosides from the blue flowers of Leschenaultia cv. Violet Lena

  摘要：

  The triacyl anthocyanins, Leschenaultia blue anthocyanins 1 and 2 (LBAs 1 and 2) were isolated from the blue flowers of Leschenaultia R. Br. cv. Violet Lena (Goodeniaceae), in which LBA 1 was present as a dominant pigment. The structure of LBA I was elucidated to be delphinidin 3-O-[6-O-(malonyl)-beta-D-glucopyranoside]-7-O-[beta-D-(4-O-(beta-O-(4-O-(P-D-glucopyranosyl)-trans-caffeoyl)-beta-D-glueopyranosyl)-trans-caffeoyl)-beta-D-glucopyranoside] by application of chemical and spectroscopic methods. Since LAB 2 was isolated in small amount, its structure was tentatively assigned as either delphinidin 3-(malonylglucoside)-7-[(glucosyl-p-coumaroyl)-(glucosylcaffeoyl)glucoside] or delphinidin 3-(malonyl-gluco side)-7-[(glucosyl-caffeoyl)(glucosyl-p-coumaroyl)-glucoside]. This is the first report of the occurrence of 7-polyacylated anthocyanins in the family of Goodeniaceae, although others have been found in the families of the Ranunculaceac, Campanulaceae, and Compositae. Moreover, delphinidin 3-glycoside-7-di-(glucosylcaffeoyl)-glucoside has been reported only in the flowers of Platycodon grandflorum (Campanulaceae). From a chemotaxonomical viewpoint, the Goodeniaceae may be closely related to the Campanulaceae. (c) 2006 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2006.11.012

文献信息

• 7-Polyacylated delphinidin 3,7-diglucosides from the blue flowers of Leschenaultia cv. Violet Lena
  作者：Norio Saito、Fumi Tatsuzawa、Yoshikazu Yazaki、Atsushi Shigihara、Toshio Honda

  DOI：10.1016/j.phytochem.2006.11.012

  日期：2007.3

  The triacyl anthocyanins, Leschenaultia blue anthocyanins 1 and 2 (LBAs 1 and 2) were isolated from the blue flowers of Leschenaultia R. Br. cv. Violet Lena (Goodeniaceae), in which LBA 1 was present as a dominant pigment. The structure of LBA I was elucidated to be delphinidin 3-O-[6-O-(malonyl)-beta-D-glucopyranoside]-7-O-[beta-D-(4-O-(beta-O-(4-O-(P-D-glucopyranosyl)-trans-caffeoyl)-beta-D-glueopyranosyl)-trans-caffeoyl)-beta-D-glucopyranoside] by application of chemical and spectroscopic methods. Since LAB 2 was isolated in small amount, its structure was tentatively assigned as either delphinidin 3-(malonylglucoside)-7-[(glucosyl-p-coumaroyl)-(glucosylcaffeoyl)glucoside] or delphinidin 3-(malonyl-gluco side)-7-[(glucosyl-caffeoyl)(glucosyl-p-coumaroyl)-glucoside]. This is the first report of the occurrence of 7-polyacylated anthocyanins in the family of Goodeniaceae, although others have been found in the families of the Ranunculaceac, Campanulaceae, and Compositae. Moreover, delphinidin 3-glycoside-7-di-(glucosylcaffeoyl)-glucoside has been reported only in the flowers of Platycodon grandflorum (Campanulaceae). From a chemotaxonomical viewpoint, the Goodeniaceae may be closely related to the Campanulaceae. (c) 2006 Elsevier Ltd. All rights reserved.