Astragalin - Misplaced Pages

Astragalin
Names

IUPAC name 3-(β-D-Glucopyranosyloxy)-4′,5,7-trihydroxyflavone
Systematic IUPAC name 5,7-Dihydroxy-2-(4-hydroxyphenyl)-3-{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
3D model (JSmol)	Interactive image
Beilstein Reference	100568
ChEBI	CHEBI:30200
ChEMBL	ChEMBL453290
ChemSpider	4445311
ECHA InfoCard	100.128.596
KEGG	C12249
PubChem CID	5282102
UNII	APM8UQ3Z9O
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/s1Key: JPUKWEQWGBDDQB-QSOFNFLRSA-N 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/s1Key: JPUKWEQWGBDDQB-QSOFNFLRBV
SMILES O=C2C(\O1O((O)(O)1O)CO)=C(/Oc3cc(O)cc(O)c23)c4ccc(O)cc4
Properties
Chemical formula	C₂₁H₂₀O₁₁
Molar mass	448.380 g·mol
Density	1.791 g/mL
Except where otherwise noted, data are given for materials in their standard state (at 25 °C , 100 kPa). N verify (what is ?) Infobox references

Chemical compound

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

Astragalin is a 3-O-glucoside of kaempferol.

References

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.

Flavonols and their conjugates

Backbone

Aglycones	3-Hydroxyflavone (synthetic) and derivatives

Aglycones

Conjugates

Glycosides of herbacetin

Glycosides of kaempferol

Glycosides of myricetin

Conjugates of quercetin

Sulfates

Glycosides

O-Methylated flavonols

Aglycones

Glycosides

of isorhamnetin	Narcissin (Isorhamnetin 3-O-rutinoside) Isorhamnetin 3-O-glucoside Tamarixetin 7-rutinoside
other	Azalein (Azaleatin 3-O-α-L-rhamnoside) Centaurein (Centaureidin 7-O-glucoside) Eupalin (Eupalitin 3-0-rhamnoside) Eupatolin (Eupatolitin 3-O-rhamnoside) Jacein (Jaceidin 7-O-glucoside) Patulitrin (Patuletin 7-O-glucoside Xanthorhamnin (Rhamnetin glycoside)

Derivative flavonols

Aglycones	Noricaritin Dihydronoricaritin
Glycosides	Amurensin Icariin Phelloside Dihydrophelloside Rutin S

Pyranoflavonols

Aglycones	Karanjachromene

Furanoflavonols

Aglycones	Karanjin
Glycosides	Pongamoside A, B and C

Semisynthetic

Glycosides	Hydroxyethylrutosides Monoxerutin Troxerutin

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