Quercetin 3,4'-diglucoside
Quercetin 3,4'-diglucoside
Names
IUPAC name
3,4′-Bis(β-D -glucopyranosyloxy)-3′,5,7-trihydroxyflavone
Systematic IUPAC name
5,7-Dihydroxy-2-(3-hydroxy-4-{[(2S ,3R ,4S ,5S ,6R )-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-3-{[(2S ,3R ,4S ,5S ,6R )-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H -1-benzopyran-4-one
Other names
Quercetin 3,4’-di-O-β-glucopyranoside Quercetin-3,4'-O-di-beta-glucopyranoside
Identifiers
ChEBI
ChemSpider
InChI=1S/C27H30O17/c28-6-14-17(33)20(36)22(38)26(42-14)41-12-2-1-8(3-10(12)31)24-25(19(35)16-11(32)4-9(30)5-13(16)40-24)44-27-23(39)21(37)18(34)15(7-29)43-27/h1-5,14-15,17-18,20-23,26-34,36-39H,6-7H2/t14-,15-,17-,18-,20+,21+,22-,23-,26-,27+/m1/s1
Key: RPVIQWDFJPYNJM-DEFKTLOSSA-N
C1=CC(=C(C=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)O)O)OC5C(C(C(C(O5)CO)O)O)O
Properties
C 27 H 30 O 17
Molar mass
626.520 g·mol−1
Except where otherwise noted, data are given for materials in their
standard state (at 25 °C [77 °F], 100 kPa).
Chemical compound
Quercetin 3,4'-diglucoside is a flavonol glycoside found in onions (Allium cepa )[ 1] [ 2] and in horse chestnut seeds (Aesculus hippocastanum ).[ 3]
References
^ Williamson, Gary; Plumb, Geoff W.; Uda, Yasushi; Price, Keith R.; Rhodes, Michael J.C. (1996). "Dietary quercetin glycosides: Antioxidant activity and induction of the anticarcinogenic phase II marker enzyme quinone reductase in Hepalclc7 cells" . Carcinogenesis . 17 (11): 2385–7. doi :10.1093/carcin/17.11.2385 . PMID 8968052 .
^ Olsson, Marie E.; Gustavsson, Karl-Erik; Vågen, Ingunn M. (2010). "Quercetin and Isorhamnetin in Sweet and Red Cultivars of Onion (Allium cepaL.) at Harvest, after Field Curing, Heat Treatment, and Storage". Journal of Agricultural and Food Chemistry . 58 (4): 2323–30. doi :10.1021/jf9027014 . PMID 20099844 .
^ Wagner, J. (1961). "Quercetin-3,4′-diglukosid, ein Flavonolglykosid des Roßkastaniensamens". Die Naturwissenschaften . 48 (2): 54. Bibcode :1961NW.....48Q..54W . doi :10.1007/BF00603428 . S2CID 29060667 .
Flavonols and their conjugates
Backbone
Flavonols
O -Methylated flavonols
Derivative flavonols
Pyranoflavonols
Furanoflavonols
Semisynthetic