Astragalin

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Astragalin
Astragalin structure Astragalin.svg
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
3D model (JSmol)
100568
ChEBI
ChEMBL
ChemSpider
ECHA InfoCard 100.128.596 OOjs UI icon edit-ltr-progressive.svg
KEGG
PubChem CID
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 Yes check.svgY
    Key: JPUKWEQWGBDDQB-QSOFNFLRSA-N Yes check.svgY
  • 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
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).
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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

  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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