1-(4-β-D-glucopyranosyloxybenzyl) 4-ethyl (2R)-2-isobutylmalate | 1454585-34-2

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: 1-(4-β-D-glucopyranosyloxybenzyl) 4-ethyl (2R)-2-isobutylmalate
• 英文别名: 4-O-ethyl 1-O-[[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]methyl] (2R)-2-hydroxy-2-(2-methylpropyl)butanedioate
• CAS: 1454585-34-2
• 化学式: C₂₃H₃₄O₁₁
• 分子量: 486.516
• InChiKey: RPLJZYRBASVQTM-IRWTXIPCSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  34
• 可旋转键数：
  13
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.65
• 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：

  1-(4-β-D-glucopyranosyloxybenzyl) 4-ethyl (2R)-2-isobutylmalate 在 水 、 sodium hydroxide 作用下， 反应 2.0h， 生成 (2R)-2-isobutylmalic acid
  参考文献：
  名称：

  Phenanthrenes, 9,10-dihydrophenanthrenes, bibenzyls with their derivatives, and malate or tartrate benzyl ester glucosides from tubers of Cremastra appendiculata

  摘要：

  Eleven previously unknown compounds and 23 known compounds, including 20 phenanthrene or 9,10-dihydrophenanthrene derivatives, five bibenzyls, seven malate or tartrate benzyl ester glucosides, adenosine and gastrodin were isolated from tubers of Cremastra appendiculata. Among the obtained compounds, two are the first isolated dimers with one phenanthrene or bibenzyl unit connected to C-3 of 2,3,4,5-tetrahydro-phenanthro[2,1-b]furan moiety. In addition, 33 of these compounds were evaluated in vitro for their cytotoxic activity against two cancer cell lines. Among the compounds examined, one compound showed moderate cytotoxic activity, while five showed weak cytotoxic activity against the A549 cell line. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2013.06.001