β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→3)-[6-O-(E)-p-methoxycinnamoyl]-β-D-glucopyranosyl-(1→2)-[4-O-((E)-2-(4-acetamidobutylcarbamoyl)vinyl)-phenyl]-α-L-rhamnopyranoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→3)-[6-O-(E)-p-methoxycinnamoyl]-β-D-glucopyranosyl-(1→2)-[4-O-((E)-2-(4-acetamidobutylcarbamoyl)vinyl)-phenyl]-α-L-rhamnopyranoside
• 英文别名: clerodendiod A
• 化学式: C₄₉H₆₈N₂O₂₄
• 分子量: 1069.08
• InChiKey: YOSAWIWVZZRDHT-OFANGZLTSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -4.32
• 重原子数：
  75.0
• 可旋转键数：
  22.0
• 环数：
  6.0
• sp3杂化的碳原子比例：
  0.61
• 拓扑面积：
  390.1
• 氢给体数：
  13.0
• 氢受体数：
  24.0

反应信息

• 作为反应物：
  描述：

  β-D-glucopyranosyl-(1→3)-β-D-glucopyranosyl-(1→3)-[6-O-(E)-p-methoxycinnamoyl]-β-D-glucopyranosyl-(1→2)-[4-O-((E)-2-(4-acetamidobutylcarbamoyl)vinyl)-phenyl]-α-L-rhamnopyranoside 在 盐酸 作用下， 以 1,4-二氧六环 为溶剂， 反应 2.0h， 生成 D-葡萄糖 、 L-rhamnopyranose
  参考文献：
  名称：

  Two new glycosidated coumaramides from Clerodendron cyrtophyllum

  摘要：

  Two new glycosidated coumaramides clerodendiod A (1) and B (2), together with seven known glycosidic compounds were isolated from the branches of Clerodendron cyrrophyllum Turcz. Clerodendiod A and B were elucidated as beta-D-glucopyranosyl-(1 -> 3)-beta-D-glucopyranosyl-(1 -> 3)-[6-O-(E)-p-methoxycinnamoyl]-beta-D-glucopyranosyl-(1 -> 2)-[4-O-4((E)-2-(4-acetamidobutylcarbamoyl)vinyl)-phenyl]-alpha-L-rhamnopyranoside (1) and 6-O-(E)-p-coumaroyl-beta-D-glucopyranosyl-(1 -> 3)-beta-D-glucopyranosyl-(1 -> 3)-[6-O-(E)-p-methoxycinnamoyl]-beta-D-glucopyranosyl-(1 -> 2)-[4-O-((E)-2-(4-acetamidobutylcarbamoyl)vinyl)-phenyl]-alpha-L-rhamnopyranoside (2) on the basis of chemical and spectral evidence. The isolated new compound 2 was assayed for the inhibition of the NF-kappa B pathway and showed potent activity in inhibiting NF-kappa B which its IC50 values was found to be 24.9 nM. (C) 2012 Elsevier B.V. All rights reserved.

  DOI：

  10.1016/j.fitote.2012.08.016