1-O-3,4-(Dihydroxyphenyl)ethyl β-D-apiofuranosyl-(1->4)-α-L-rhamnopyranosyl-(1->3)-4-O-caffeoyl-β-D-glucopyranoside

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-O-3,4-(Dihydroxyphenyl)ethyl β-D-apiofuranosyl-(1->4)-α-L-rhamnopyranosyl-(1->3)-4-O-caffeoyl-β-D-glucopyranoside
• 英文别名: Samioside；[(2R,3R,4R,5R,6R)-4-[(2S,3R,4S,5R,6S)-5-[(2S,3R,4R)-3,4-dihydroxy-4-(hydroxymethyl)oxolan-2-yl]oxy-3,4-dihydroxy-6-methyloxan-2-yl]oxy-6-[2-(3,4-dihydroxyphenyl)ethoxy]-5-hydroxy-2-(hydroxymethyl)oxan-3-yl] (E)-3-(3,4-dihydroxyphenyl)prop-2-enoate
• 化学式: C₃₄H₄₄O₁₉
• 分子量: 756.712
• InChiKey: MYTQIOQLRFFFEC-HQQSBTJXSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -1.7
• 重原子数：
  53
• 可旋转键数：
  14
• 环数：
  5.0
• sp3杂化的碳原子比例：
  0.56
• 拓扑面积：
  304
• 氢给体数：
  11
• 氢受体数：
  19

反应信息

• 作为反应物：
  描述：

  1-O-3,4-(Dihydroxyphenyl)ethyl β-D-apiofuranosyl-(1->4)-α-L-rhamnopyranosyl-(1->3)-4-O-caffeoyl-β-D-glucopyranoside 在 盐酸 作用下， 反应 0.33h， 生成 毛蕊花糖苷
  参考文献：
  名称：

  Samioside, a New Phenylethanoid Glycoside with Free-Radical Scavenging and Antimicrobial Activities from Phlomis samia

  摘要：

  A new phenylethanoid glycoside, samioside, was isolated from the aerial parts of Phlomis samia and identified as 1-O-3,4-(dihydroxyphenyl)ethyl- beta -apiofuranosyl-(1 -->4)-alpha -L-rhamnopyranosyl-(1 -->3)-4-O-caffeoyl- -beta -D-glucopyranoside (1). In addition, one known phenylethanoid glycoside and three known flavonoids were identified as acteoside (2), apigenin, chrysoeriol, and ermanin, respectively. The structure of 1 was elucidated on the basis of its spectroscopic data. Samioside (1) demonstrated scavenging properties toward the DPPH radical and antimicrobial activity against Gram-positive and -negative bacteria.

  DOI：

  10.1021/np010128+

文献信息

• Samioside, a New Phenylethanoid Glycoside with Free-Radical Scavenging and Antimicrobial Activities from <i>Phlomis </i><i>s</i><i>amia</i>
  作者：Irene Kyriakopoulou、Prokopios Magiatis、Alexios-Leandros Skaltsounis、Nektarios Aligiannis、Catherine Harvala

  DOI：10.1021/np010128+

  日期：2001.8.1

  A new phenylethanoid glycoside, samioside, was isolated from the aerial parts of Phlomis samia and identified as 1-O-3,4-(dihydroxyphenyl)ethyl- beta -apiofuranosyl-(1 -->4)-alpha -L-rhamnopyranosyl-(1 -->3)-4-O-caffeoyl- -beta -D-glucopyranoside (1). In addition, one known phenylethanoid glycoside and three known flavonoids were identified as acteoside (2), apigenin, chrysoeriol, and ermanin, respectively. The structure of 1 was elucidated on the basis of its spectroscopic data. Samioside (1) demonstrated scavenging properties toward the DPPH radical and antimicrobial activity against Gram-positive and -negative bacteria.