Spiraeoside
Spiraeoside structure
Names
IUPAC name
4′-(β-D-Glucopyranosyloxy)-3,3′,5,7-tetrahydroxyflavone
Systematic IUPAC name
3,5,7-Trihydroxy-2-(3-hydroxy-4-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}phenyl)-4H-1-benzopyran-4-one
Other names
Spiraeosid
Spiraein
Quercetin-4'-glucoside
Quercetin 4'-O-glucoside
Quercetin-4-O-β-D-glucoside
Identifiers
3D model (JSmol)
68011
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.039.634 Edit this at Wikidata
EC Number
  • 243-614-6
UNII
  • InChI=1S/C21H20O12/c22-6-13-15(26)17(28)19(30)21(33-13)32-11-2-1-7(3-9(11)24)20-18(29)16(27)14-10(25)4-8(23)5-12(14)31-20/h1-5,13,15,17,19,21-26,28-30H,6H2/t13-,15-,17+,19-,21-/m1/s1 ☒N
    Key: OIUBYZLTFSLSBY-HMGRVEAOSA-N ☒N
  • InChI=1/C21H20O12/c22-6-13-15(26)17(28)19(30)21(33-13)32-11-2-1-7(3-9(11)24)20-18(29)16(27)14-10(25)4-8(23)5-12(14)31-20/h1-5,13,15,17,19,21-26,28-30H,6H2/t13-,15-,17+,19-,21-/m1/s1
    Key: OIUBYZLTFSLSBY-HMGRVEAOBO
  • c1cc(c(cc1c2c(c(=O)c3c(cc(cc3o2)O)O)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O
Properties
C21H20O12
Molar mass 464.37 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Spiraeoside is a chemical compound. It can be isolated from flowers of Filipendula ulmaria (L.) (a.k.a. Spiraea ulmaria or meadowsweet) or from the garden onion (Allium cepa).[1][2]

Spiraeoside is the 4'-O-glucoside of quercetin.

References

  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.


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