3-[(6-O-protocatechuoyl-β-D-glucopyranosyloxy)methyl]-2(5H)-furanone | 1187547-08-5

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 3-[(6-O-protocatechuoyl-β-D-glucopyranosyloxy)methyl]-2(5H)-furanone
• 英文别名: cibotiumbaroside A；[(2R,3S,4S,5R,6R)-3,4,5-trihydroxy-6-[(5-oxo-2H-furan-4-yl)methoxy]oxan-2-yl]methyl 3,4-dihydroxybenzoate
• CAS: 1187547-08-5
• 化学式: C₁₈H₂₀O₁₁
• 分子量: 412.35
• InChiKey: MPWNIHQZXAKHOM-VPKNTQAGSA-N

物化性质

• 沸点：
  758.4±60.0 °C(Predicted)
• 密度：
  1.65±0.1 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -1.3
• 重原子数：
  29
• 可旋转键数：
  7
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  172
• 氢给体数：
  5
• 氢受体数：
  11

反应信息

• 作为反应物：
  描述：

  3-[(6-O-protocatechuoyl-β-D-glucopyranosyloxy)methyl]-2(5H)-furanone 在 盐酸 、 水 、 L-半胱氨酸甲酯盐酸盐 作用下， 以 1,4-二氧六环 、 吡啶 为溶剂， 反应 6.5h， 生成 D-葡萄糖
  参考文献：
  名称：

  Inhibitors of Osteoclast Formation from Rhizomes of Cibotium barometz

  摘要：

  Eight compounds (1-8) were isolated from a methanol extract of Cibotium barometz rhizomes including two new furan derivatives, cibotiumbarosides A (1) and B (2), and a new glycoglycerolipid, cibotiglycerol (4). Their structures were elucidated by chemical and spectroscopic methods. Compounds 2-5 each showed inhibition of osteoclast formation with no affect on BMM cell viability.

  DOI：

  10.1021/np9004097

文献信息

• Inhibitors of Osteoclast Formation from Rhizomes of <i>Cibotium barometz</i>
  作者：Nguyen Xuan Cuong、Chau Van Minh、Phan Van Kiem、Hoang Thanh Huong、Ninh Khac Ban、Nguyen Xuan Nhiem、Nguyen Huu Tung、Ji-Won Jung、Hyun-Ju Kim、Shin-Yoon Kim、Jeong Ah Kim、Young Ho Kim

  DOI：10.1021/np9004097

  日期：2009.9.25

  Eight compounds (1-8) were isolated from a methanol extract of Cibotium barometz rhizomes including two new furan derivatives, cibotiumbarosides A (1) and B (2), and a new glycoglycerolipid, cibotiglycerol (4). Their structures were elucidated by chemical and spectroscopic methods. Compounds 2-5 each showed inhibition of osteoclast formation with no affect on BMM cell viability.