60010

Kaempferol

≥97.0% (HPLC)

• Synonym(s): 3,4′,5,7-Tetrahydroxyflavone, 3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, Robigenin
• Empirical Formula (Hill Notation): C₁₅H₁₀O₆
• CAS Number: 520-18-3
• Molecular Weight: 286.24
• Beilstein: 304401
• MDL number: MFCD00016938
• UNSPSC Code: 12352205
• PubChem Substance ID: 57651711
• NACRES: NA.47

Properties

• Assay: ≥97.0% (HPLC)
• impurities: ≤12% water
• application(s): metabolomics; vitamins, nutraceuticals, and natural products
• SMILES string: Oc1ccc(cc1)C2=C(O)C(=O)c3c(O)cc(O)cc3O2
• InChI: 1S/C15H10O6/c16-8-3-1-7(2-4-8)15-14(20)13(19)12-10(18)5-9(17)6-11(12)21-15/h1-6,16-18,20H
• InChI key: IYRMWMYZSQPJKC-UHFFFAOYSA-N
• Gene Information: human ... CDC2(983) , CDK5(1020) , CDK6(1021) , CYP1A2(1544) , CYP2C9(1559) , GSK3A(2931) ; mouse ... Hexa(15211)

Description

General description

Kaempferol is a polyphenolic antioxidant abundantly present in vegetables and fruits. It has a diphenylpropane structure. In many plants, it is present as a glycosidic form namely, kaempferol-3-O-glucoside.

Application

Kaempferol has been used:

• to test its effect on osteoblast proliferation, migration, and differentiation in mouse pre-osteoblast cell line (MC3T3-E1 cells)
• as an antioxidant and a hepatoprotective agent against zearalenone (ZEA)-induced oxidative stress and apoptosis in HEPG2 cells
• as a neuroprotective agent against cadmium chloride (CdCl₂) induced hippocampal damage and memory deficits in rats
• as an anti-inflammatory agent, together with apigenin, for stem-cell therapy on knee osteoarthritic male rats

Chromogenic reagent for antimony in the low ppm range and for gallium and indium in the sub-ppm range.

Biochem/physiol Actions

Kaempferol is hydrophobic in nature due to its diphenylpropane group. It exerts anti-inflammatory actions along with their antioxidant properties and modulates pro-inflammatory enzyme activities. Kaempferol acts as a chemopreventive agent by exerting protective effects on cell viability. It modulates several key elements of cellular signal transduction pathways linked to apoptosis, angiogenesis, metastasis, and inflammation.

Potent inhibitor of osteoclastic bone resorption. The effect is believed to be attributable to both the antioxidant and estrogenic activities of kaempferol.

Safety Information

• Pictograms: GHS07
• Signal Word: Warning
• Hazard Statements: H302
• Precautionary Statements: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class Code: 11 - Combustible Solids
• WGK: WGK 3
• Flash Point(F): Not applicable
• Flash Point(C): Not applicable
• Personal Protective Equipment: dust mask type N95 (US), Eyeshields, Gloves