扁枝衣二酸 | 537-09-7

• 物质功能分类: 有机原料 - 羧酸类化合物及衍生物
• 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
• 中文名称: 扁枝衣二酸
• 中文别名: 煤地衣酸
• 英文名称: evernic acid
• 英文别名: 2-hydroxy-4-methoxy-6-methylbenzoic acid 4'-carboxy-3'-hydroxy-5'-methylphenyl ester；2-hydroxy-4-[(2-hydroxy-4-methoxy-6-methylphenyl)oxomethoxy]-6-methylbenzoic acid；2-hydroxy-4-[(2-hydroxy-4-methoxy-6-methylbenzoyl)oxy]-6-methylbenzoate；2-hydroxy-4-(2-hydroxy-4-methoxy-6-methyl-benzoyloxy)-6-methyl-benzoic acid；2-Hydroxy-4-(2-hydroxy-4-methoxy-6-methyl-benzoyloxy)-6-methyl-benzoesaeure；6-Oxy-4-methoxy-2-methyl-benzoesaeure-(5-oxy-3-methyl-4-carboxy-phenylester)；2-hydroxy-4-(2-hydroxy-4-methoxy-6-methylbenzoyl)oxy-6-methylbenzoic acid
• CAS: 537-09-7
• 化学式: C₁₇H₁₆O₇
• 分子量: 332.31
• InChiKey: GODLCSLPZIBRMG-UHFFFAOYSA-N

物化性质

• 熔点：
  166-167°C
• 溶解度：
  DMF：10 mg/ml； DMSO：10 mg/ml； DMSO:PBS (pH 7.2) (1:1)：0.5 mg/ml；乙醇：0.5 mg/ml
• LogP：
  5.030 (est)

计算性质

• 辛醇/水分配系数(LogP)：
  4
• 重原子数：
  24
• 可旋转键数：
  5
• 环数：
  2.0
• sp3杂化的碳原子比例：
  0.18
• 拓扑面积：
  113
• 氢给体数：
  3
• 氢受体数：
  7

安全信息

• 海关编码：
  2918990090
• 储存条件：
  -20°C，密闭保存，并保持干燥。

制备方法与用途

Evernic酸是由地衣（如Ramalina、Evernia和Hypogymnia）产生的次生代谢产物，已有研究表明它具有抗癌、抗真菌和抗菌作用，并且还表现出神经保护和抗炎效果。

反应信息

• 作为反应物：
  描述：

  扁枝衣二酸 在 氢氧化钾 作用下， 生成 2-羟基-4-甲氧基-6-甲基苯甲酸
  参考文献：
  名称：

  Hesse, Journal fur praktische Chemie (Leipzig 1954), 1915, vol. <2> 92, p. 435,436

  摘要：

  DOI：
• 作为产物：
  描述：

  alkaline earth salt of/the/ methylsulfuric acid 在 sodium hydroxide 作用下， 生成 扁枝衣二酸
  参考文献：
  名称：

  Fujikawa; Ishiguro, Yakugaku Zasshi/Journal of the Pharmaceutical Society of Japan, 1936, vol. 56, p. 837,839; dtsch. Ref. S. 150

  摘要：

  DOI：

文献信息

• Huneck, Siegfried; Schmidt, Juergen; Tabacchi, Raffaele, Zeitschrift fur Naturforschung, B: Chemical Sciences, 1989, vol. 44, # 10, p. 1283 - 1289
  作者：Huneck, Siegfried、Schmidt, Juergen、Tabacchi, Raffaele

  DOI：——

  日期：——
• Stenhouse, Justus Liebigs Annalen der Chemie, 1848, vol. 68, p. 87
  作者：Stenhouse

  DOI：——

  日期：——
• 182. Lichen acids. Part II. The constitution of evernic acid and the synthesis of methyl evernate
  作者：Alexander Robertson、Richard John Stephenson

  DOI：10.1039/jr9320001388

  日期：——
• �ber eine Synthese des Diazetyl-everns�uremethylesters und des Tetraazetylgyrophors�ure-methylesters
  作者：Georg Koller

  DOI：10.1007/bf01552769

  日期：1932.12
• 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.

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