1,3-bis[(N-acetyl-L-cystein-S-yl)thiocarbamoyl]propane

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 羧酸及其衍生物
• 英文名称: 1,3-bis[(N-acetyl-L-cystein-S-yl)thiocarbamoyl]propane
• 英文别名: 1,3-propane dithiocarbamoylmercapturate；(2R)-2-acetamido-3-[3-[[(2R)-2-acetamido-2-carboxyethyl]sulfanylcarbothioylamino]propylcarbamothioylsulfanyl]propanoic acid
• 化学式: C₁₅H₂₄N₄O₆S₄
• 分子量: 484.643
• InChiKey: WCCSLJOMQCUHIQ-QWRGUYRKSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.2
• 重原子数：
  29
• 可旋转键数：
  14
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.6
• 拓扑面积：
  272
• 氢给体数：
  6
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  N-乙酰-L-半胱氨酸 、 1,3-丙二异硫氰酸酯 在 碳酸氢钠 作用下， 以 水 、 异丙醇 为溶剂， 以43%的产率得到1,3-bis[(N-acetyl-L-cystein-S-yl)thiocarbamoyl]propane
  参考文献：
  名称：

  Synthesis and biological activity of diisothiocyanate-derived mercapturic acids

  摘要：

  This Letter deals with new non-natural diisothiocyanates, their mercapturic acid derivatives-conjugated with N-acetylcysteine as well as their antiproliferative activity towards human colon cancer cell lines and their inhibitory potency towards histone deacetylase activity. The activity of analysed isothio-cyanates is not significantly different than their N-acetylcysteine conjugates. In comparison to simple mono-isothiocyanate analogues, aliphatic diisothiocyanates and their conjugates are much more active than the simple presence of two isothiocyanate functionalities could indicate. (C) 2015 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2015.11.045