barbatoside B

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: barbatoside B
• 英文别名: wahlenbergioside-3'-O-(2'''-(p-methoxycinnamoyl))-glucoside；3-[(2S,3R,4S,5S,6R)-4,5-dihydroxy-6-(hydroxymethyl)-3-[(E)-3-(4-methoxyphenyl)prop-2-enoyl]oxyoxan-2-yl]oxy-5-[(E)-3-[3-hydroxy-5-methoxy-4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]prop-2-enoxy]-3-methyl-5-oxopentanoic acid
• 化学式: C₃₈H₄₈O₂₀
• 分子量: 824.787
• InChiKey: PQBVRHUINJXVQC-YEHOQWFJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.3
• 重原子数：
  58
• 可旋转键数：
  20
• 环数：
  4.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  307
• 氢给体数：
  9
• 氢受体数：
  20

反应信息

• 作为反应物：
  描述：

  barbatoside B 在 β-glucosidase 作用下， 以 acetate buffer 为溶剂， 反应 14.0h， 生成 3-{(2S,3R,4S,5S,6R)-4,5-Dihydroxy-6-hydroxymethyl-3-[(E)-3-(4-methoxy-phenyl)-acryloyloxy]-tetrahydro-pyran-2-yloxy}-3-methyl-pentanedioic acid mono-[(E)-3-(3,4-dihydroxy-5-methoxy-phenyl)-allyl] ester
  参考文献：
  名称：

  Flavonoids and phenylpropanoid derivatives from Campanula barbata

  摘要：

  Four new phenylpropanoid derivatives, barbatosides A-D, and a new catechin, barbatoflavan, were isolated from the whole plant of Campanula barbata L. (Campanulaceae) and identified as wahlenbergioside-3'-O-glucoside, wahlenbergioside-3'-O-(2"'-(p-methoxycinnamoyl))-glucoside, wahlenbergioside-3'-O-(4"'-(trans-p-coumaroyl))-glucoside, wahlenbergioside-3'-O-(4"'-(cis-p-coumaroyl))-glucoside and 3-acetyl-5-methoxy-7,3',4'-trihydroxy-8-O-glucoside-flavan-3-ol, respectively, by spectroscopic methods. In addition, four flavonols were isolated and identified as kaempferol-3-O-glucoside, kaempferol-3-O-rutinoside, quercetin-3-O-glucoside and quercetin-3-O-rutinoside. Barbatoflavan demonstrated scavenging properties towards the DPPH radical. (C) 2001 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(00)00423-4

表征谱图