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60010

Sigma-Aldrich

Kaempferol

≥97.0% (HPLC)

Sinónimos:

3,4′,5,7-Tetrahydroxyflavone, 3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, Robigenin

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About This Item

Fórmula empírica (notación de Hill):
C15H10O6
Número de CAS:
520-18-3
Peso molecular:
286.24
Beilstein/REAXYS Number:
304401
MDL number:
MFCD00016938
UNSPSC Code:
12352205
PubChem Substance ID:
57651711
NACRES:
NA.47

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)

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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.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Faceshields, Gloves, type P2 (EN 143) respirator cartridges

Certificados de análisis (COA)

Busque Certificados de análisis (COA) introduciendo el número de lote del producto. Los números de lote se encuentran en la etiqueta del producto después de las palabras «Lot» o «Batch»

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Kaempferol 3-glucoside primary reference standard

04500585

Kaempferol 3-glucoside

Luteolin ≥98% (TLC), powder

Sigma-Aldrich

L9283

Luteolin

Myricetin ≥96.0%, crystalline

Sigma-Aldrich

M6760

Myricetin

Myricetin analytical standard

Supelco

72576

Myricetin

Isorhamnetin United States Pharmacopeia (USP) Reference Standard

USP

1351800

Isorhamnetin

Kaempferol protects against cadmium chloride-induced hippocampal damage and memory deficits by activation of silent information regulator 1 and inhibition of poly (ADP-Ribose) polymerase-1
El-kott A F, et al.,
The Science of the Total Environment, 138832-138832 (2020)
Firoozeh Estakhri et al.
The Knee, 27(3), 817-832 (2020-04-28)
Based on the anti-inflammatory and anti-oxidant properties of kaempferol and apigenin, we hypothesized that co-injection of these phytochemicals would increase the effectiveness of cell therapy in knee osteoarthritic rats. Anterior cruciate ligament transection (ACLT) was used to induce osteoarthritis (OA).
Kasi Pandima Devi et al.
Pharmacological research, 99, 1-10 (2015-05-20)
Inflammation is an important process of human healing response, wherein the tissues respond to injuries induced by many agents including pathogens. It is characterized by pain, redness and heat in the injured tissues. Chronic inflammation seems to be associated with
Gil Fraqueza et al.
Dalton transactions (Cambridge, England : 2003), 41(41), 12749-12758 (2012-09-13)
Recently we demonstrated that the decavanadate (V(10)) ion is a stronger Ca(2+)-ATPase inhibitor than other oxometalates, such as the isoelectronic and isostructural decaniobate ion, and the tungstate and molybdate monomer ions, and that it binds to this protein with a
Yang Wang et al.
Artificial cells, nanomedicine, and biotechnology, 47(1), 1050-1056 (2019-04-04)
Osteoblast has been found to exert indispensable functions during fracture healing. This study aimed to investigate the effects of kaempferol, a natural flavonoid compound, on osteoblast proliferation, migration and differentiation, as well as possible molecular mechanisms. qRT-PCR was performed to
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Artículos

Dietary Antioxidants

Antioxidants protect biological systems from oxidative damage produced by oxygen-containing free radicals and from redoxactive transition metal ions such as iron, copper, and cadmium.

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