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Astragalin

CAT: 0013-GTR19159205-06Size: 5 mgDry Ice: NoHazardous: No
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CAT#:0013-GTR19159205-06Size:5 mg
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Description
Astragalin is a flavonoid with anti-inflammatory activity. Astragalin 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) and COX-2 and activation of MAPK and NF-κB signaling. Astragalin also reduces reactive oxygen species (ROS) production, collagen fiber deposition, and autophagosome formation in the epithelial lung tissue of ovalbumin-challenged mice.
CAS Number
480-10-4
Product Name Alternative
Astragalin | Astragaline | K5 | Kaempferol-3-O-glucoside
Purity
>98% (HPLC)
Solubility
DMSO : ≥ 100 mg/mL; 223.03 mM
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
Molecular Formula
C21H20O11
Molecular Weight
448.38
Storage Conditions
Storage temperature: -20°C. Stability: ≥ 2 years
Notes
For research use only.
Other Product Names
4H-1-Benzopyran-4-one, 3- (beta-D-glucopyranosyloxy) -5,7-dihydroxy-2- (4-hydroxyphenyl) -

Chemical Information

Astragalin

Kaempferol 3-O-beta-D-glucoside is a kaempferol O-glucoside in which a glucosyl residue is attached at position 3 of kaempferol via a beta-glycosidic linkage. It has a role as a trypanocidal drug and a plant metabolite. It is a beta-D-glucoside, a trihydroxyflavone, a monosaccharide derivative and a kaempferol O-glucoside. It is a conjugate acid of a kaempferol 3-O-beta-D-glucoside(1-).

CAS Number480-10-4
PubChem CID5282102
IUPAC Name5,7-dihydroxy-2-(4-hydroxyphenyl)-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one
Molecular FormulaC21H20O11
Molecular Weight448.4
XLogP0.7
Topological Polar Surface Area186
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count11
Rotatable Bond Count4
Heavy Atom Count32
Formal Charge0
Complexity719
SMILES
C1=CC(=CC=C1C2=C(C(=O)C3=C(C=C(C=C3O2)O)O)O[C@H]4[C@@H]([C@H]([C@@H]([C@H](O4)CO)O)O)O)O
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
InChIKey
JPUKWEQWGBDDQB-QSOFNFLRSA-N
Chemical Structure
2D Structure
2D structure of Astragalin
CAS: 480-10-4
CID: 5282102
Formula: C21H20O11
MW: 448.4
Interactive 3D Structure
Loading 3D structure...
View on PubChemRaw 3D data
Computed Properties
PropertyValue
Molecular Weight448.4
XLogP30.7
Hydrogen Bond Donor Count7
Hydrogen Bond Acceptor Count11
Rotatable Bond Count4
Exact Mass448.10056145
Monoisotopic Mass448.10056145
Topological Polar Surface Area186 Ų
Heavy Atom Count32
Formal Charge0
Complexity719
Isotope Atom Count0
Defined Atom Stereocenter Count5
Undefined Atom Stereocenter Count0
Defined Bond Stereocenter Count0
Undefined Bond Stereocenter Count0
Covalently-Bonded Unit Count1
Compound Is CanonicalizedYes

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TA020488Astragalin
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