甲氧基万寿菊素

化合物

甲氧基万寿菊素(英語:Axillarin,也称为5,7,3',4'-四羟基-3,6-二甲氧基黄酮,3′,4′,5,7-Tetrahydroxy-3,6-dimethoxyflavone,或栎草亭-3,6-二甲醚,Quercetagetin 3,6-dimethyl ether)是一种天然栎草亭衍生O-甲基化黄酮,分子式C17H14O8,存在于线叶菊Filifolium sibiricum[1]菊蒿Tanacetum vulgare[2]等植物中,能人工合成[3]

Axillarin
IUPAC名
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4H-1-benzopyran-4-one
别名
  • 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3,6-dimethoxy-4H-chromen-4-one
  • DMQT
  • 3,6-Dimethoxyquercetagetin
  • Quercetagetin 3,6-dimethyl ether
  • 3',4',5,7-Tetrahydroxy-3,6-dimethoxyflavone
识别
CAS号 5188-73-8  checkY
PubChem 5281603
ChemSpider 4444922
SMILES
 
  • COC1=C(C=C2C(=C1O)C(=O)C(=C(O2)C3=CC(=C(C=C3)O)O)OC)O
InChI
 
  • 1/C17H14O8/c1-23-16-10(20)6-11-12(13(16)21)14(22)17(24-2)15(25-11)7-3-4-8(18)9(19)5-7/h3-6,18-21H,1-2H3
InChIKey KIGVXRGRNLQNNI-UHFFFAOYAX
ChEBI 2941
性质
化学式 C17H14O8
摩尔质量 346.29 g·mol−1
密度 1.659 g/mL
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考文献

  1. ^ Jung Park, Eun; Kim, Youngleem; Kim, Jinwoong. Acylated Flavonol Glycosides from the Flower ofInula britannica. Journal of Natural Products. 2000, 63 (1): 34–36. PMID 10650074. doi:10.1021/np990271r. 
  2. ^ Álvarez, Ángel L.; Habtemariam Solomon; Juan-Badaturuge Malindra; Jackson Caroline; Parra Francisco. In vitro anti HSV-1 and HSV-2 activity of Tanacetum vulgare extracts and isolated compounds: An approach to their mechanisms of action. Phytotherapy Research (Submitted manuscript). 2011, 25 (2): 296–301 [2024-04-30]. PMID 21171142. S2CID 9011931. doi:10.1002/ptr.3382. (原始内容存档于2020-10-28). 
  3. ^ Fukui, K.; Nakayama, M.; Horie, T. The syntheses of axillarin and its related compounds. Experientia. 1968, 24 (8): 769–770. S2CID 33789154. doi:10.1007/BF02144856.