Astragalin

Astragalin
	Astragalin structure source ↗
Names
	IUPAC name 3-(β-D-Glucopyranosyloxy)-4′,5,7-trihydroxyflavone
	Systematic IUPAC name 5,7-Dihydroxy-2-(4-hydroxyphenyl)-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-1-benzopyran-4-one
	Other names Astragaline; asragalin; kaempferol-3-glucoside; Kaempferol 3-glucoside; Kaempferol 3-O-glucoside; Kaempferol-3-O-glucoside; Kaempferol-3-D-glucoside; Kaempferol-3-beta-monoglucoside; Kaempferol 3-O-β-D-glucopyranoside
Identifiers
CAS Number	480-10-4 N;
3D model (JSmol)	Interactive image;
Beilstein Reference	100568
ChEBI	CHEBI:30200 Y;
ChEMBL	ChEMBL453290 N;
ChemSpider	4445311 Y;
ECHA InfoCard	100.128.596
KEGG	C12249 Y;
PubChem CID	5282102;
UNII	APM8UQ3Z9O Y;
CompTox Dashboard (EPA)	DTXSID801017739 ;
	InChI InChI=1S/C21H20O11/c22-7-13-15(26)17(28)18(29)21(31-13)32-20-16(27)14-11(25)5-10(24)6-12(14)30-19(20)8-1-3-9(23)4-2-8/h1-6,13,15,17-18,21-26,28-29H,7H2/t13-,15-,17+,18-,21+/m1/s1 Y Key: JPUKWEQWGBDDQB-QSOFNFLRSA-N Y; InChI=1/C21H20O11/c22-7-13-15(26)17(28)18(29)21(31-13)32-20-16(27)14-11(25)5-10(24)6-12(14)30-19(20)8-1-3-9(23)4-2-8/h1-6,13,15,17-18,21-26,28-29H,7H2/t13-,15-,17+,18-,21+/m1/s1 Key: JPUKWEQWGBDDQB-QSOFNFLRBV;
	SMILES O=C2C(\O[C@@H]1O[C@@H]([C@@H](O)[C@H](O)[C@H]1O)CO)=C(/Oc3cc(O)cc(O)c23)c4ccc(O)cc4;
Properties
Chemical formula	C21H20O11
Molar mass	448.380 g·mol−1
Density	1.791 g/mL
	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

Astragalin is a naturally occurring flavanoid chemical compound with a yellow colour. It was first isolated from Astragalus sinicus after which it is named.¹

It can be isolated from Phytolacca americana (the American pokeweed) or in the methanolic extract of fronds of the fern Phegopteris connectilis.² It is also found in wine.

Astragalin is a 3-O-glucoside of kaempferol.

References

Nakabayashi (1952). ""Astragalin" (Kaempferol-3-glucoside)". J. Agr. Chem. Soc. Japan. 26 (10): 539–541. doi:10.1271/nogeikagaku1924.26.539.
Adam, Klaus-Peter (1999). "Phenolic constituents of the fern Phegopteris connectilis". Phytochemistry. 52 (5): 929–934. Bibcode:1999PChem..52..929A. doi:10.1016/S0031-9422(99)00326-X.

[1] Nakabayashi (1952). ""Astragalin" (Kaempferol-3-glucoside)". J. Agr. Chem. Soc. Japan. 26 (10): 539–541. doi:10.1271/nogeikagaku1924.26.539.

[2] Adam, Klaus-Peter (1999). "Phenolic constituents of the fern Phegopteris connectilis". Phytochemistry. 52 (5): 929–934. Bibcode:1999PChem..52..929A. doi:10.1016/S0031-9422(99)00326-X.

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