Spiraeoside

Spiraeoside
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
CAS Number	20229-56-5;
3D model (JSmol)	Interactive image;
Beilstein Reference	68011
ChEBI	CHEBI:75839;
ChEMBL	ChEMBL402947;
ChemSpider	4478811;
ECHA InfoCard	100.039.634
EC Number	243-614-6;
PubChemCID	5320844;
UNII	K2B74751XI;
CompTox Dashboard(EPA)	DTXSID00174078;
	InChI 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 Key: OIUBYZLTFSLSBY-HMGRVEAOSA-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;
	SMILES 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
Chemical formula	C21H20O12
Molar mass	464.37 g/mol
	Except where otherwise noted, data are given for materials in theirstandard state(at 25 °C [77 °F], 100 kPa). verify(what is?) Infobox references

Spiraeosideis a chemical compound. It can be isolated from flowers ofFilipendula ulmaria(L.) (a.k.a.Spiraea ulmariaormeadowsweet) or from the garden onion (Allium cepa).^[1]^[2]

Spiraeoside is the 4'-O-glucosideofquercetin.

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.

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[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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