[(Z)-5-Butyl-5-methyl-2',4'-dioxo-5H-[2,3']bifuranyliden-(5'Z)-ylidene]-acetic acid methyl ester | 126228-68-0

• 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: [(Z)-5-Butyl-5-methyl-2',4'-dioxo-5H-[2,3']bifuranyliden-(5'Z)-ylidene]-acetic acid methyl ester
• 英文别名: methyl (2Z)-2-[(4Z)-4-(5-butyl-5-methylfuran-2-ylidene)-3,5-dioxooxolan-2-ylidene]acetate
• CAS: 126228-68-0
• 化学式: C₁₆H₁₈O₆
• 分子量: 306.315
• InChiKey: JXPYUBCGMFPIBF-VYXXYXFFSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  2.6
• 重原子数：
  22
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.44
• 拓扑面积：
  78.9
• 氢给体数：
  0
• 氢受体数：
  6

反应信息

• 作为产物：
  描述：

  italicic acid 生成 [(Z)-5-Butyl-5-methyl-2',4'-dioxo-5H-[2,3']bifuranyliden-(5'Z)-ylidene]-acetic acid methyl ester
  参考文献：
  名称：

  ARAL, KUNIZO;MIYAJIMA, HISAE;MUSHIRODA, TAISEI;YAMAMOTO, YUZURU, CHEM. AND PHARM. BULL., 37,(1989) N2, C. 3229-3235

  摘要：

  DOI：

文献信息

• Metabolites of Penicillium italicum Wehmer: Isolation and structures of new metabolites including naturally occurring 4-ylidene-acyltetronic acids, italicinic acid and italicic acid.
  作者：Kunizo ARAI、Hisae MIYAJIMA、Taisei MUSHIRODA、Yuzuru YAMAMOTO

  DOI：10.1248/cpb.37.3229

  日期：——

  Four new metabolites, italicic acid, dihydro-italicic acid, methyl italicate and italicinic acid, were isolated from culture medium of Penicillium italicum WEHMER. The structures, possessing a 4-ylidene-acyltetronic acid unit, and their biosynthesis were elucidated. Two other new metabolites possessing a chromone skeleton were also isolated and their structures were established as 6, 7-dihydroxy-3-(1'-hydroxy-3'-butanoyl)chromone-5-carboxylic acid and its 1', 2'-dehydrate.

  从Penicillium italicum WEHMER的培养基中分离出了四种新代谢产物：意大利酸、二氢意大利酸、甲基意大利酸酯和意大利酸。对其结构进行了阐明，这些结构具有4-亚烯-酰基四氢吡啶酸单元，并探讨了它们的生物合成。此外，还分离出了另外两种具有色酮骨架的新代谢产物，并确定它们的结构为6, 7-二羟基-3-(1'-羟基-3'-丁酰基)色酮-5-羧酸及其1', 2'-脱水衍生物。