2-(3-mercaptopropyl)malonic acid | 854830-67-4

• 分子结构分类: 有机化合物 - 脂质和类脂质分子 - 脂肪酰基
• 英文名称: 2-(3-mercaptopropyl)malonic acid
• 英文别名: δ-Mercapto-α-carboxy-valeriansaeure；(3-mercapto-propyl)-malonic acid；(3-Mercapto-propyl)-malonsaeure；2-(3-Sulfanylpropyl)propanedioic acid
• CAS: 854830-67-4
• 化学式: C₆H₁₀O₄S
• 分子量: 178.209
• InChiKey: RSQIUFZAWQJFQZ-UHFFFAOYSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  0.5
• 重原子数：
  11
• 可旋转键数：
  5
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  75.6
• 氢给体数：
  3
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  2-(3-mercaptopropyl)malonic acid 生成 Tetrahydro-thiopyran-2-on
  参考文献：
  名称：

  Schjaenberg, Svensk Kemisk Tidskrift, 1941, vol. 53, p. 282

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydroxide 作用下， 生成 2-(3-mercaptopropyl)malonic acid
  参考文献：
  名称：

  Schjaenberg, Svensk Kemisk Tidskrift, 1941, vol. 53, p. 282

  摘要：

  DOI：

文献信息

• Toward Understanding the Antitumor Effects of Water-Soluble Fullerene Derivatives on Lung Cancer Cells: Apoptosis or Autophagy Pathways?
  作者：Chui-Wei Wong、Alexander V. Zhilenkov、Olga A. Kraevaya、Denis V. Mischenko、Pavel A. Troshin、Shan-hui Hsu

  DOI：10.1021/acs.jmedchem.9b00652

  日期：2019.8.8

  Here we report the synthesis and investigation of anticancer effects of a series of water-soluble fullerene derivatives bearing amino acid (F1-F7) and thioacid (F8-F10) residues. Compounds F4 and F10 efficiently inhibited proliferation of lung cancer cells in vitro while being nontoxic to endothelial cells. It was revealed that the cancer cell death was caused by either autophagy (F4) or apoptosis (F10). Both fullerene derivatives strongly inhibited the tumor growth in the zebrafish xenograft model. In contrast to the vast majority of known cytostatics, fullerene derivatives do not show any significant acute toxicity effects in mice. Importantly, functional groups attached to the carbon cage affect interaction of the compounds with cancer cells, thus enabling realization of two different cell death mechanisms. The obtained results pave a way to the development of a new generation of selective antitumor drugs suppressing efficiently the proliferation of cancer cells while being nontoxic to normal cells.