cis-2,5-dihydroxy-2,5-dihydrofuran | 87891-64-3

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 二氢呋喃
• 英文名称: cis-2,5-dihydroxy-2,5-dihydrofuran
• 英文别名: cis-2,5-Dihydroxy-2,5-dihydrofuran；(2S,5R)-2,5-dihydrofuran-2,5-diol
• CAS: 87891-64-3
• 化学式: C₄H₆O₃
• 分子量: 102.09
• InChiKey: AQSRSYODIBLNLR-ZXZARUISSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  -0.8
• 重原子数：
  7
• 可旋转键数：
  0
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.5
• 拓扑面积：
  49.7
• 氢给体数：
  2
• 氢受体数：
  3

反应信息

• 作为产物：
  描述：

  cis-butenedial 在 phosphate buffer 作用下， 以 丙酮 为溶剂， 生成 cis-2,5-dihydroxy-2,5-dihydrofuran 、 (2S,5S)-2,5-Dihydro-furan-2,5-diol
  参考文献：
  名称：

  Identification of cis-2-Butene-1,4-dial as a Microsomal Metabolite of Furan

  摘要：

  The hepatocarcinogen furan is believed to be activated to the reactive aldehyde, cis-2-butene-1,4-dial, by microsomal enzymes. The rat liver microsomal metabolism of furan was examined in the presence of NADPH and semicarbazide. HPLC analysis of incubation mixtures revealed the formation of a metabolite that coeluted with standards for the bis-semicarbazone adduct of cis-2-butene-1,4-dial. The formation of this compound required the presence of NADPH, semicarbazide, and microsomes. Preparative isolation and chemical characterization of this metabolite confirmed the structural assignment. These data provide evidence that the reactive aldehyde, cis-2-butene-1,4-dial, is a major metabolic product of furan.

  DOI：

  10.1021/tx00049a001

文献信息

• Catalytic oxidation of furan and hydrofuran compounds. 5. Hydroxy- and ethoxydihydrofurans and ethoxyfuran-new products from the reaction of furan with hydrogen peroxide
  作者：V. V. Poskonin、L. A. Badovskaya、L. V. Povarova

  DOI：10.1007/bf02311323

  日期：1998.8
• Tee, Oswald S.; Swedlund, B. E., Canadian Journal of Chemistry, 1983, vol. 61, p. 2171 - 2176
  作者：Tee, Oswald S.、Swedlund, B. E.

  DOI：——

  日期：——
• Identification of cis-2-Butene-1,4-dial as a Microsomal Metabolite of Furan
  作者：Ling-Jen Chen、Stephen S. Hecht、Lisa A. Peterson

  DOI：10.1021/tx00049a001

  日期：1995.10

  The hepatocarcinogen furan is believed to be activated to the reactive aldehyde, cis-2-butene-1,4-dial, by microsomal enzymes. The rat liver microsomal metabolism of furan was examined in the presence of NADPH and semicarbazide. HPLC analysis of incubation mixtures revealed the formation of a metabolite that coeluted with standards for the bis-semicarbazone adduct of cis-2-butene-1,4-dial. The formation of this compound required the presence of NADPH, semicarbazide, and microsomes. Preparative isolation and chemical characterization of this metabolite confirmed the structural assignment. These data provide evidence that the reactive aldehyde, cis-2-butene-1,4-dial, is a major metabolic product of furan.