(2S)-2-[[(2S)-2-[[(2S)-2-[[(2R)-2-acetamido-3-[[(5'R)-5'-hydroxy-2',5',7'-trimethyl-4'-oxospiro[cyclopropane-1,6'-indene]-1'-yl]methylsulfanyl]propanoyl]amino]-4-methylpentanoyl]amino]-4-methylpentanoyl]amino]-4-methylpentanoic acid

• 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: (2S)-2-[[(2S)-2-[[(2S)-2-[[(2R)-2-acetamido-3-[[(5'R)-5'-hydroxy-2',5',7'-trimethyl-4'-oxospiro[cyclopropane-1,6'-indene]-1'-yl]methylsulfanyl]propanoyl]amino]-4-methylpentanoyl]amino]-4-methylpentanoyl]amino]-4-methylpentanoic acid
• 化学式: C₃₈H₅₈N₄O₈S
• 分子量: 730.967
• InChiKey: MTIZCUWNLDBFAH-FKWXJTHWSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  3.3
• 重原子数：
  51
• 可旋转键数：
  18
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.68
• 拓扑面积：
  216
• 氢给体数：
  6
• 氢受体数：
  9

反应信息

• 作为产物：
  描述：

  N-乙酰-L-半胱氨酸 在 硫酸 作用下， 以 丙酮 为溶剂， 反应 22.0h， 生成 (2S)-2-[[(2S)-2-[[(2S)-2-[[(2R)-2-acetamido-3-[[(5'R)-5'-hydroxy-2',5',7'-trimethyl-4'-oxospiro[cyclopropane-1,6'-indene]-1'-yl]methylsulfanyl]propanoyl]amino]-4-methylpentanoyl]amino]-4-methylpentanoyl]amino]-4-methylpentanoic acid
  参考文献：
  名称：

  Preparation and Biological Activity of Amino Acid and Peptide Conjugates of Antitumor Hydroxymethylacylfulvene

  摘要：

  The primary hydroxyl group in hydroxymethylacylfulvene, a potent antitumor drug, is readily replaced by thiols including cysteine, N-acetylcysteine, homocysteine, and glutathione. Best yields are obtained when reaction is carried out in the presence of dilute sulfuric acid. A variety of sulfur-containing analogues have been prepared, and their toxicity to tumor cells was examined.

  DOI：

  10.1021/jm0000315

文献信息

• Preparation and Biological Activity of Amino Acid and Peptide Conjugates of Antitumor Hydroxymethylacylfulvene
  作者：Trevor C. McMorris、Jian Yu、Huan-Tony Ngo、Haixia Wang、Michael J. Kelner

  DOI：10.1021/jm0000315

  日期：2000.9.1

  The primary hydroxyl group in hydroxymethylacylfulvene, a potent antitumor drug, is readily replaced by thiols including cysteine, N-acetylcysteine, homocysteine, and glutathione. Best yields are obtained when reaction is carried out in the presence of dilute sulfuric acid. A variety of sulfur-containing analogues have been prepared, and their toxicity to tumor cells was examined.