methyl gyrophorate | 22474-42-6

• 分子结构分类: 有机化合物 - 苯丙烷和聚酮 - 缩酚酸和缩酚酸环醚类
• 英文名称: methyl gyrophorate
• 英文别名: Gyrophorsaeure-methylester；Methyl-gyrophorat；[3-Hydroxy-4-(3-hydroxy-4-methoxycarbonyl-5-methylphenoxy)carbonyl-5-methylphenyl] 2,4-dihydroxy-6-methylbenzoate
• CAS: 22474-42-6
• 化学式: C₂₅H₂₂O₁₀
• 分子量: 482.444
• InChiKey: OFJNYUNWWLLTKC-UHFFFAOYSA-N

物化性质

• 沸点：
  657.6±55.0 °C(Predicted)
• 密度：
  1.432±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  5.9
• 重原子数：
  35
• 可旋转键数：
  8
• 环数：
  3.0
• sp3杂化的碳原子比例：
  0.16
• 拓扑面积：
  160
• 氢给体数：
  4
• 氢受体数：
  10

反应信息

• 作为产物：
  描述：

  石耳酸 、 三甲基硅烷化重氮甲烷 反应 0.17h， 生成 methyl gyrophorate
  参考文献：
  名称：

  NMR assignments of depsides and tridepsides of the lichen family umbilicariaceae

  摘要：

  NMR spectral analysis provides important information for the identification of secondary products of chemotaxonomic significance in the lichen genera Umbilicaria and Lasallia (Umbilicariaceae). Two depsides (evernic and lecanoric acids) and eight tridepsides (crustinic, gyrophoric, hiascic, lasallic, 4-O-methylgyrophoric, ovoic and umbilicaric acids and tenuiorin) were isolated from various unrelated lichens. Seven of the ten compounds are important taxonomic characters in the family Umbilicariaceae. H-1 and C-13 NMR spectral signals were assigned for the compounds and for methyl eaters of lecanoric, evernic and gyrophoric acids. Using these NMR data and mass spectrometry, chemical structures were elucidated for two new compounds, papulosic acid (2,6-dihydroxy-3-carboxy-4-methyiphenyl orsellinate) from the umbilicariaceous Lasallia papulosa and deliseic acid (lecanoryl 3-acetoxy-4,6-dihydroxy-2-methylbenzoate) from the parmeliaceous Cetrariella delisei. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.

  DOI：

  10.1016/s0031-9422(97)00958-8

文献信息

• NMR assignments of depsides and tridepsides of the lichen family umbilicariaceae
  作者：Takao Narui、Keiko Sawada、Satoshi Takatsuki、Toru Okuyama、Chicita F. Culberson、William Louis Culberson、Shoji Shibata

  DOI：10.1016/s0031-9422(97)00958-8

  日期：1998.7

  NMR spectral analysis provides important information for the identification of secondary products of chemotaxonomic significance in the lichen genera Umbilicaria and Lasallia (Umbilicariaceae). Two depsides (evernic and lecanoric acids) and eight tridepsides (crustinic, gyrophoric, hiascic, lasallic, 4-O-methylgyrophoric, ovoic and umbilicaric acids and tenuiorin) were isolated from various unrelated lichens. Seven of the ten compounds are important taxonomic characters in the family Umbilicariaceae. H-1 and C-13 NMR spectral signals were assigned for the compounds and for methyl eaters of lecanoric, evernic and gyrophoric acids. Using these NMR data and mass spectrometry, chemical structures were elucidated for two new compounds, papulosic acid (2,6-dihydroxy-3-carboxy-4-methyiphenyl orsellinate) from the umbilicariaceous Lasallia papulosa and deliseic acid (lecanoryl 3-acetoxy-4,6-dihydroxy-2-methylbenzoate) from the parmeliaceous Cetrariella delisei. (C) 1998 Published by Elsevier Science Ltd. All rights reserved.