gardoside methyl ester

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: gardoside methyl ester
• 英文别名: gargoside methyl ester；methyl (1S,4aS,6S,7aS)-6-hydroxy-7-methylidene-1-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-4a,5,6,7a-tetrahydro-1H-cyclopenta[c]pyran-4-carboxylate
• 化学式: C₁₇H₂₄O₁₀
• 分子量: 388.372
• InChiKey: AFFNBNJOIDYUQN-QUQWIGIVSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -2.1
• 重原子数：
  27
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.71
• 拓扑面积：
  155
• 氢给体数：
  5
• 氢受体数：
  10

反应信息

• 作为反应物：
  描述：

  gardoside methyl ester 在 rhodium contaminated with carbon 氢气 作用下， 以 甲醇 为溶剂， 反应 4.0h， 生成 8-epiloganin
  参考文献：
  名称：

  Iridoid glucosides from Parentucellia Viscosa

  摘要：

  DOI：

  10.1016/s0031-9422(00)82566-2

文献信息

• Synthesis of deuterium-labelled substrates for the study of oleuropein biosynthesis in<i>Olea europaea</i>callus cultures
  作者：Anna Maria Serrilli、Agnese Maggi、Valentina Casagrande、Armandodoriano Bianco

  DOI：10.1080/14786419.2015.1079525

  日期：2016.4.17

  We propose the cell culture approach to investigate oleuropein (1) biogenesis in Olea europaea L. We suggest employing olive callus cultures to identify the iridoidic precursor of oleuropein. In fact, we confirmed that callus cells from olive shoot explants are able to produce key secoiridoid as 1. To enable this approach, we synthesised and characterised deuterium-labelled iridoidic precursors belonging both to the loganin and the 8-epiloganin series. These iridoids are [7,8-H-2(2)]-7-deoxy-8-epi-loganin (2(D)), [8,10-H-2(2)]-8-epi-loganin (4(D)) and [7,8-H-2(2)]-7-deoxy-loganin (3(D)).
• Iridoid glucosides from Melampyrum
  作者：Søren Damtoft、Søren Brun Hansen、Birthe Jacobsen、Søren Rosendal Jensen、Bent Juhl Nielsen

  DOI：10.1016/s0031-9422(00)80564-6

  日期：1984.1
• Bianco, Armandodoriano; Passacantilli, Pietro; Righi, Giuliana, Gazzetta Chimica Italiana, 1986, vol. 116, # 2, p. 67 - 68
  作者：Bianco, Armandodoriano、Passacantilli, Pietro、Righi, Giuliana、Nicoletti, Marcello、Serafini, Mauro、et al.

  DOI：——

  日期：——
• Bianco, Armandodoriano; Passacantilli, Pietro; Righi, Giuliana, Gazzetta Chimica Italiana, <hi>1986</hi>, vol. 116, # 2, p. 67 - 68
  作者：Bianco, Armandodoriano、Passacantilli, Pietro、Righi, Giuliana、Nicoletti, Marcello、Serafini, Mauro、et al.

  DOI：——

  日期：——
• Iridoid glucosides from Parentucellia Viscosa
  作者：Armandodoriano Bianco、Pietro Passacantilli、Giuliana Righi、Marcello Nicoletti

  DOI：10.1016/s0031-9422(00)82566-2

  日期：1985.1