euglobal-G10

• 分子结构分类: 有机化合物 - 有机杂环化合物 - 苯并吡喃
• 英文名称: euglobal-G10
• 英文别名: (8aR,10aR)-1,3-dihydroxy-8a-methyl-4-(3-methylbutanoyl)-6-propan-2-yl-7,8,9,10a-tetrahydroxanthene-2-carbaldehyde
• 化学式: C₂₃H₃₀O₅
• 分子量: 386.488
• InChiKey: GOJIPFWYRKXSJU-WZONZLPQSA-N

计算性质

• 辛醇/水分配系数(LogP)：
  5.1
• 重原子数：
  28
• 可旋转键数：
  5
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.57
• 拓扑面积：
  83.8
• 氢给体数：
  2
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  3-甲基-1-(2,4,6-三羟基-3-甲基苯基)-1-丁酮 在 三氯化铝 、 2,3-二氯-5,6-二氰基-1,4-苯醌 作用下， 以 硝基甲烷 为溶剂， 反应 0.5h， 生成 euglobal-G10
  参考文献：
  名称：

  Five phloroglucinol-monoterpene adducts from Eucalyptus grandis

  摘要：

  Five new euglobals possessing the phlorogiucinol-monoterpene structure, euglobals G8-G12, together with a known euglobal-IIc were isolated from the hexane fraction of the methanol extract of the leaves of Eucalyptus grandis. Euglobal-G8 is an adduct of formyl-isovaleroyl-phloroglucinol and gamma-terpinene whereas -G9, -G10 and -G11 have the same phloroglucinol moiety fused with alpha-terpinene, while Euglobal-G12 has terpinolene fused with the same phloroglucinol moiety. The structures of these compounds were elucidated on the basis of spectral evidences. Biomimetic synthesis of euglobals suggests that these compounds are derived biogenetically by the Diels-Alder type cycloaddition of the corresponding terpenes with an ortho-quinone methide generated from grandinol. (C) 1998 Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(98)00289-1

文献信息

• Five phloroglucinol-monoterpene adducts from Eucalyptus grandis
  作者：Kazuhiro Umehara、Inder Pal Singh、Hideo Etoh、Midori Takasaki、Takao Konoshima

  DOI：10.1016/s0031-9422(98)00289-1

  日期：1998.11

  Five new euglobals possessing the phlorogiucinol-monoterpene structure, euglobals G8-G12, together with a known euglobal-IIc were isolated from the hexane fraction of the methanol extract of the leaves of Eucalyptus grandis. Euglobal-G8 is an adduct of formyl-isovaleroyl-phloroglucinol and gamma-terpinene whereas -G9, -G10 and -G11 have the same phloroglucinol moiety fused with alpha-terpinene, while Euglobal-G12 has terpinolene fused with the same phloroglucinol moiety. The structures of these compounds were elucidated on the basis of spectral evidences. Biomimetic synthesis of euglobals suggests that these compounds are derived biogenetically by the Diels-Alder type cycloaddition of the corresponding terpenes with an ortho-quinone methide generated from grandinol. (C) 1998 Elsevier Science Ltd. All rights reserved.