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Alternative_name
5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one; kaempferol-3-glucoside; 3-(β-D-glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; Kaempferol 3-β-D-glucopyranoside; 3,4′,5,7-Tetrahydroxyflavone 3-glucoside
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Description
Astragalin is a flavonoid isolated from leaves of persimmon, green tea seeds, wine and American pokeweed. It shows anti-inflammatory and anti-oxidant activity. It dose-dependently (20-80 µg/ml) inhibits IL-1β-stimulated nitric oxide and prostaglandin E2 (PGE2) production in patient-derived osteoarthritis chondrocytes. It also inhibits IL-1β-stimulated expression of nitric oxide synthase (NOS), COX-2 and activation of MAPK and NF-κB signaling. It (1-20 µM) dose-dependently prevents the loss of E-cadherin, expression of vimentin, and production of collagen type-1 in hydrogen peroxide-exposed human bronchial epithelial cells in vitro. It (10-20 mg/kg, p.o.) also reduces reactive oxygen species (ROS) production, collagen fiber deposition, and autophagosome formation in the epithelial lung tissue of ovalbumin-challenged mice.
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CAS Number
480-10-4
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Structure Available
True
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Salt Form
false
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Molecular Formula
C₂₁H₂₀O₁₁
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Molecular Weight
448.38
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Cell Permeable
True
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Purity
95%
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Solubilities
~30 mg/ml in DMSO and DMF in 0
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Handling
Do not take internally. Wear gloves and mask when handling the product! Avoid contact by all modes of exposure.
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Tag Line
A flavonoid with anti-inflammatory and anti-oxidant activity
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Storage Condition
-20ºC
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Shipping Condition
RT
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Shelf Life
36 months
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PubChem CID
5282102
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SMILES
C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)OC4C(C(C(C(O4)CO)O)O)O)O
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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
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InChi Key
JPUKWEQWGBDDQB-QSOFNFLRSA-N
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MSDS Available
True