异槲皮苷(英语:Isoquercetin或isoquercitrin、isotrifoliin[1],也称为异金丝桃苷槲皮素-3-O-葡萄糖苷,Quercetin-3-O-glucoside)是一种天然黄酮,分子式C21H20O12,是槲皮素的3-O-葡萄糖苷,存在于芒果树Mangifera indica[2]塔黄Rheum nobile)、番荔枝Annona squamosa[3]茶树Camellia sinensis[4]等多种植物中。

Isoquercetin
IUPAC名
3-(β-D-Glucopyranosyloxy)-3′,4′,5,7-tetrahydroxyflavone
系统名
2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy4H-1-benzopyran-4-one
别名 Isoquercitroside
Isoquercitin
Isoquercetin
Trifoliin
Isotrifolin
Trifoliin A
Isohyperoside
Isotrifoliin
Quercetin-3-glucoside
Quercetin-3-O-glucoside
Quercetin 3-O-β-D-glucopyranoside
识别
CAS号 482-35-9  checkY
PubChem 5280804
ChemSpider 4444361
SMILES
 
  • C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O)O
InChI
 
  • 1/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15-,17+,18-,21+/m1/s1
InChIKey OVSQVDMCBVZWGM-QSOFNFLRBX
KEGG C05623
性质
化学式 C21H20O12
摩尔质量 464.38 g·mol−1
若非注明,所有数据均出自标准状态(25 ℃,100 kPa)下。

参考文献

编辑
  1. ^ Isoquercetin. PubChem. [2018-09-11]. (原始内容存档于2024-05-20). 
  2. ^ Singh UP, Singh DP, Singh M, et al. Characterization of phenolic compounds in some Indian mango cultivars. International Journal of Food Sciences and Nutrition. 2004, 55 (2): 163–9. PMID 14985189. doi:10.1080/09637480410001666441. 
  3. ^ Panda S, Kar A. Antidiabetic and antioxidative effects of Annona squamosa leaves are possibly mediated through quercetin-3-O-glucoside. BioFactors. 2007, 31 (3-4): 201–210. PMID 18997283. doi:10.1002/biof.5520310307. 
  4. ^ Sakakibara, H; Honda, Y; Nakagawa, S; Ashida, H; Kanazawa, K. Simultaneous determination of all polyphenols in vegetables, fruits, and teas. Journal of Agricultural and Food Chemistry. 2003, 51 (3): 571–81. PMID 12537425. doi:10.1021/jf020926l.