dothideopyrone A | 1132030-89-7

• 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: dothideopyrone A
• 英文别名: 6-[(1S)-1-hydroxyheptyl]-3-(hydroxymethyl)-4-methoxypyran-2-one
• CAS: 1132030-89-7
• 化学式: C₁₄H₂₂O₅
• 分子量: 270.326
• InChiKey: OVYURHHSPZUZQE-NSHDSACASA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.2
• 重原子数：
  19
• 可旋转键数：
  8
• 环数：
  1.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  76
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为反应物：
  描述：

  dothideopyrone A 、 乙酸酐 在 吡啶 作用下， 反应 2.0h， 以17.8 mg的产率得到[6-[(1S)-1-acetyloxyheptyl]-4-methoxy-2-oxopyran-3-yl]methyl acetate
  参考文献：
  名称：

  Metabolites from the endophytic mitosporic Dothideomycete sp. LRUB20

  摘要：

  The endophytic mitosporic Dothideomycete sp, LRUB20 was found to produce pyrone derivatives, dot-hideopyrones A-D (1, 3,41, and 5), together with seven known compounds, including questin (9), asterric acid (10), methyl asterrate (11), sulochrin (12), and eugenitin (13), 6-hydroxymethyleugenitin (14), and cis, trans-muconic acid (15). Dothideopyrone D (5) and its acetate derivative 6 exhibited moderate cytotoxic activity. This is the first report on a naturally occurring muconic acid, which is commonly known as a biomarker in environments after exposure to benzene and phenol (or derivatives). Interestingly, the LRUB20 fungus could produce muconic acid in relatively high yield (417.8 mg/L). The utility of endophytic fungi in the field of white biotechnology is discussed. (C) 2008 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.phytochem.2008.10.007