3-furanylmethyl 6-O-acetyl-β-D-glucopyranoside

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 3-furanylmethyl 6-O-acetyl-β-D-glucopyranoside
• 英文别名: angularide A
• 化学式: C₁₃H₁₈O₈
• 分子量: 302.281
• InChiKey: CSDXZYBRWKXRFQ-UJPOAAIJSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.83
• 重原子数：
  21.0
• 可旋转键数：
  5.0
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.62
• 拓扑面积：
  118.59
• 氢给体数：
  3.0
• 氢受体数：
  8.0

反应信息

• 作为反应物：
  描述：

  3-furanylmethyl 6-O-acetyl-β-D-glucopyranoside 在 水 、 三氟乙酸 作用下， 反应 6.0h， 生成 3-呋喃甲醇 、 葡萄糖
  参考文献：
  名称：

  Constituents of Vigna angularis and their in vitro anti-inflammatory activity

  摘要：

  Nine non-phenolic compounds, including four furanylmethyl glycosides, angularides A-D, one ent-kaurane diterpene glycoside, angularin A, and four triterpenoid saponins, angulasaponins A-D, were isolated from seeds of Vigna angularis, together with eight known compounds. Their structures were elucidated on the basis of extensive 1D and 2D NMR spectroscopic analysis as well as chemical methods. Angularin A, angulasaponins A-C, and azukisaponins III and VI showed inhibition of nitric oxide production in LPS-activated RAW264.7 macrophages, with IC50 values ranging from 13 mu M to 24 mu M. (C) 2014 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2014.08.011

文献信息

• Constituents of Vigna angularis and their in vitro anti-inflammatory activity
  作者：Yong Jiang、Ke-Wu Zeng、Bruno David、Georges Massiot

  DOI：10.1016/j.phytochem.2014.08.011

  日期：2014.11

  Nine non-phenolic compounds, including four furanylmethyl glycosides, angularides A-D, one ent-kaurane diterpene glycoside, angularin A, and four triterpenoid saponins, angulasaponins A-D, were isolated from seeds of Vigna angularis, together with eight known compounds. Their structures were elucidated on the basis of extensive 1D and 2D NMR spectroscopic analysis as well as chemical methods. Angularin A, angulasaponins A-C, and azukisaponins III and VI showed inhibition of nitric oxide production in LPS-activated RAW264.7 macrophages, with IC50 values ranging from 13 mu M to 24 mu M. (C) 2014 Elsevier Ltd. All rights reserved.