An anti-inflammatory flavonoid
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Kaempferol-3-glucoside

Item No. 25060

Technical Information
Formal Name
3-(β-D-glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one
CAS Number
480-10-4
Synonyms
  • Astragalin
  • Kaempferol 3-β-D-glucopyranoside
Molecular Formula
C21H20O11
Formula Weight
Purity
≥98%
A crystalline solid
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2) (1:6): 0.14 mg/ml
λmax
268, 352 nm
SMILES
O=C(C(O[C@H]1[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O1)=C(C2=CC=C(O)C=C2)O3)C4=C3C=C(O)C=C4O
InChi Code
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
InChi Key
JPUKWEQWGBDDQB-QSOFNFLRSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Kaempferol-3-glucoside is an orally bioavailable flavonoid that has been isolated from the leaves of D. kaki and R. agrestis and has anti-inflammatory activity.1,2 Kaempferol-3-glucoside (20-80 µg/ml) dose-dependently inhibits IL-1β-stimulated nitric oxide and prostaglandin E2 (PGE2; Item No. 14010) production in patient-derived osteoarthritis chondrocytes, an effect that is blocked by the PPAR-γ inhibitor GW 9662 (Item No. 70785).2 It also inhibits IL-1β-stimulated expression of nitric oxide synthase (NOS) and COX-2 and activation of MAPK and NF-κB signaling. Kaempferol-3-glucoside (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.3 Kaempferol-3-glucoside (1.5 mg/kg, p.o.) inhibits ear swelling and the production of IL-2 and IL-4 as well as reduces serum IgE levels in a mouse model of atopic dermatitis.1 Kaempferol-3-glucoside (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.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Kotani, M., Matsumoto, M., Fujita, A., et alPersimmon leaf extract and astragalin inhibit development of dermatitis and IgE elevation in NC/Nga mice. J. Allergy Clin. Immunol. 106(1 Pt 1), 159-166 (2000).

    2. Ma, Z., Piao, T., Wang, Y., et alAstragalin inhibits IL-1β-induced inflammatory mediators production in human osteoarthritis chondrocyte by inhibiting NF-κB and MAPK activation. Int. Immunopharmacol. 25(1), 83-87 (2015).

    3. Cho, I.-H., Choi, Y.-J., Gong, J.-H., et alAstragalin inhibits autophagy-associated airway epithelial fibrosis. Respir. Res. 16:51, (2015).