Spiraeoside

Spiraeoside
Names
	IUPAC name 3,5,7-trihydroxy-2-[3-hydroxy-4-[(2S,3R,4S,5S,6R)-3,4, 5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-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;
PubChem CID	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 their standard state (at 25 °C [77 °F], 100 kPa).
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	Infobox references

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

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.