Astragalin
Astragalin structure
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
3D model (JSmol)
Beilstein Reference
100568
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard
100.128.596
KEGG
UNII
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
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
C 21 H 20 O 11
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).
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
Flavonols and their conjugates
Backbone
Flavonols
Aglycones Conjugates
Glycosides of herbacetin Glycosides of kaempferol
Afzelin (Kaempferol 3-rhamnoside)
Astragalin (kaempferol 3-O-glucoside)
Kaempferitrin (kaempferol 3,7-dirhamnoside)
Juglanin (Kaempferol 3-O-arabinoside)
Kaempferol 3-alpha-L-arabinopyranoside
Kaempferol 3-alpha-D-arabinopyranoside
Kaempferol 7-alpha-L-arabinoside
Kaempferol 7-O-glucoside
Kaempferol 3-lathyroside
Kaempferol 4'-rhamnoside
Kaempferol 5-rhamnoside
Kaempferol 7-rhamnoside
Kaempferol 7-O-alpha-L-rhamnofuranoside
Kaempferol 3-xyloside
Kaempferol 7-xyloside
Robinin (kaempferol-3-O-robinoside-7-O-rhamnoside)
Kaempferol 3-O-rutinoside
Sophoraflavonoloside (Kaempferol 3-O-sophoroside)
Trifolin (Kaempferol 3-O-beta-D-galactoside)
Glycosides of myricetin
Betmidin (Myricetin 3-O-arabinoside)
Myricetin 3-O-rutinoside
Myricetin-3-O-neohesperidoside
Myricitrin (Myricetin 3-O-rhamnoside)
Conjugates of quercetin
Sulfates Glycosides
Avicularin (quercetin-3-O-α-L-arabinofuranoside)
CTN-986
Guaijaverin (quercetin 3-O-arabinoside )
Heliosin (quercetin 3-digalactoside)
Hyperoside (quercetin 3-O-galactoside)
Isoquercetin (quercetin 3-O-glucoside)
Miquelianin (quercetin 3-O-glucuronide)
Quercetin 3,4'-diglucoside
Quercetin-3-sophorodide
Quercitrin (quercetin 3-O-rhamnoside)
Rutin (quercetin rutinoside)
Reinutrin (quercetin-3-D-xyloside)
Spiraeoside (quercetin 4'-O-glucoside)
Taxillusin (galloylated 3-O-glucoside of quercetin°
O -Methylated flavonols
Aglycones
5-O-methylmyricetin
Annulatin
Ayanin
Axillarin
Azaleatin
Brickellin
Centaureidin
Chrysosplenetin
Combretol
Ermanin
Eupatolitin
Eupalitin
Europetin
Isorhamnetin
Jaceidin
Kaempferide
Kumatakenin
Laricitrin
Natsudaidain
Ombuin
Pachypodol
Patuletin
Retusin
Mearnsetin
Rhamnazin
Rhamnetin
Santin
Spinacetin
Syringetin
Tamarixetin
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
Furanoflavonols
Semisynthetic
Category