Spiraeoside

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
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	464.379 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Last updated July 02, 2025

Spiraeoside is a chemical compound. It can be isolated from flowers of meadowsweet (Filipendula ulmaria) or from 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.

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[2]

Names
Spiraeoside structure
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 ^Y
3D model (JSmol)	Interactive image
Beilstein Reference	68011
ChEBI	CHEBI:75839 ^N
ChEMBL	ChEMBL402947 ^N
ChemSpider	4478811 ^N
ECHA InfoCard	100.039.634
EC Number	243-614-6
PubChem CID	5320844
UNII	K2B74751XI ^N
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^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
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	464.379 g·mol⁻¹
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). N verify (what is ^YN ?) Infobox references