Quercetin 3,4'-diglucoside

Quercetin 3,4'-diglucoside is a flavonol glycoside found in onions (Allium cepa)[1][2] and in horse chestnut seeds (Aesculus hippocastanum).[3]

Quercetin 3,4'-diglucoside
Chemical structure of 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
3D model (JSmol)
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
C27H30O17
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).

References

edit
  1. ^ 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.
  2. ^ 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.
  3. ^ 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.