dothideopyrone D | 1132031-01-6

• 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 D
• 英文别名: 6-[(1S)-1-hydroxyheptyl]-3-[[6-[(1S)-1-hydroxyheptyl]-4-methoxy-2-oxopyran-3-yl]methoxymethyl]-4-methoxypyran-2-one
• CAS: 1132031-01-6
• 化学式: C₂₈H₄₂O₉
• 分子量: 522.636
• InChiKey: SGRAZUPUHSLNRS-VXKWHMMOSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  4.3
• 重原子数：
  37
• 可旋转键数：
  18
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.64
• 拓扑面积：
  121
• 氢给体数：
  2
• 氢受体数：
  9

反应信息

• 作为反应物：
  描述：

  dothideopyrone D 、 (R)-(+)-α-甲氧基-α-(三氟甲基)苯乙酸 在 4-二甲氨基吡啶 、 盐酸-N-乙基-Nˊ-(3-二甲氨基丙基)碳二亚胺 作用下， 以 二氯甲烷 为溶剂， 反应 4.0h， 以4.5 mg的产率得到dothideopyrone D (R)-MTPA ester
  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