potassium 2,3,4,6-tetra-O-acetylgluconasturtiin | 75347-10-3

• 分子结构分类: 有机化合物 - 有机氧化合物
• 英文名称: potassium 2,3,4,6-tetra-O-acetylgluconasturtiin
• 英文别名: 2,3,4,6-tetra-O-acetyl-2-phenetylglucosinolate；potassium;[(Z)-[3-phenyl-1-[(2S,3R,4S,5R,6R)-3,4,5-triacetyloxy-6-(acetyloxymethyl)oxan-2-yl]sulfanylpropylidene]amino] sulfate
• CAS: 75347-10-3
• 化学式: C₂₃H₂₈NO₁₃S₂*K
• 分子量: 629.705
• InChiKey: SVIIQSGXEANTEW-NALGJTNXSA-M

计算性质

• 辛醇/水分配系数(LogP)：
  -1.77
• 重原子数：
  40
• 可旋转键数：
  16
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.52
• 拓扑面积：
  227
• 氢给体数：
  0
• 氢受体数：
  15

反应信息

• 作为反应物：
  描述：

  potassium 2,3,4,6-tetra-O-acetylgluconasturtiin 在 氢氧化钾 、 potassium methanolate 作用下， 生成 gluconasturtiin potassium salt
  参考文献：
  名称：

  Analysis of Intact Glucosinolates by MALDI-TOF Mass Spectrometry

  摘要：

  Glucosinolates are naturally occurring plant compounds that may be important in the dietary prevention of cancer. This study shows that they can be detected in their intact form by matrix-assisted laser desorption/ionization time-of-flight mass spectrometry (MALDI-TOF MS) with a high degree of sensitivity. The methodology was used to characterize a number of individual glucosinolates either produced by synthetic chemistry or isolated from plants. The method was used for crude plant extracts to rapidly examine the glucosinolate profile of the plant. The results for a range of plant extracts showed good agreement with previous LC-MS analysis of the desulfoglucosinolates from the same samples.

  DOI：

  10.1021/jf011129a
• 作为产物：
  描述：

  N-hydroxy-3-phenylpropanimidoyl chloride 在 三氧化硫吡啶 、 三乙胺 作用下， 以 乙醚 、 二氯甲烷 为溶剂， 反应 22.5h， 生成 potassium 2,3,4,6-tetra-O-acetylgluconasturtiin
  参考文献：
  名称：

  Synthesis and anti-inflammatory activity of aromatic glucosinolates

  摘要：

  Aromatic GLs are important members of the glucosinolate family of compounds because of their potential biological activity and medicinal properties. This study has shown success in the high yielding synthesis of some important aromatic GLs as well as the results of testing for anti-inflammatory properties of the synthetic GLs. 3,4-Dimethoxyphenylglucosinolate was found to be the most active anti-inflammatory of the seven glucosinolates assayed. (C) 2013 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmc.2013.07.049

文献信息

• Synthesis of glucosinolates
  作者：V. Gil、A.J. MacLeod

  DOI：10.1016/s0040-4020(01)93694-4

  日期：1980.1