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60010

Sigma-Aldrich

Kaempferol

≥97.0% (HPLC)

Synonyme(s) :

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

Formule empirique (notation de Hill):
C15H10O6
Numéro CAS:
520-18-3
Poids moléculaire :
286.24
Beilstein:
304401
Numéro MDL:
MFCD00016938
Code UNSPSC :
12352205
ID de substance PubChem :
57651711
Nomenclature NACRES :
NA.47

201,00 $

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Niveau de qualité

100

Essai

≥97.0% (HPLC)

Impuretés

≤12% water

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Chaîne SMILES 

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

Clé InChI

IYRMWMYZSQPJKC-UHFFFAOYSA-N

Informations sur le gène

human ... CDC2(983) , CDK5(1020) , CDK6(1021) , CYP1A2(1544) , CYP2C9(1559) , GSK3A(2931)
mouse ... Hexa(15211)

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Catégories apparentées

Description générale

Kaempferol is a polyphenolic antioxidant abundantly present in vegetables and fruits.[1] It has a diphenylpropane structure. In many plants, it is present as a glycosidic form namely, kaempferol-3-O-glucoside.[2]

Application

Kaempferol has been used:
  • to test its effect on osteoblast proliferation, migration, and differentiation in mouse pre-osteoblast cell line (MC3T3-E1 cells)[3]
  • as an antioxidant and a hepatoprotective agent against zearalenone (ZEA)-induced oxidative stress and apoptosis in HEPG2 cells[4]
  • as a neuroprotective agent against cadmium chloride (CdCl2) induced hippocampal damage and memory deficits in rats[5]
  • as an anti-inflammatory agent, together with apigenin, for stem-cell therapy on knee osteoarthritic male rats[6]

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

Actions biochimiques/physiologiques

Kaempferol is hydrophobic in nature due to its diphenylpropane group.[2] It exerts anti-inflammatory actions along with their antioxidant properties and modulates pro-inflammatory enzyme activities.[2] Kaempferol acts as a chemopreventive agent by exerting protective effects on cell viability.[1] It modulates several key elements of cellular signal transduction pathways linked to apoptosis, angiogenesis, metastasis, and inflammation.[1]
Potent inhibitor of osteoclastic bone resorption. The effect is believed to be attributable to both the antioxidant and estrogenic activities of kaempferol.

Pictogrammes

Exclamation mark
GHS07

Mention d'avertissement

Warning

Mentions de danger

H302

Classification des risques

Acute Tox. 4 Oral

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable

Équipement de protection individuelle

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

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Certificats d'analyse (COA)

Lot/Batch Number
BCCL7217
BCCK3585
BCCH6661
BCCG0186
BCCD3403

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Les clients ont également consulté

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Kaempferol 3-rutinoside phyproof® Reference Substance

PHL80700

Kaempferol 3-rutinoside

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
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
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
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Articles

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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    1. Products may be shipped at a different temperature than the recommended long-term storage temperature. If the product quality is sensitive to short-term exposure to conditions other than the recommended long-term storage, it will be shipped on wet or dry-ice. If the product quality is NOT affected by short-term exposure to conditions other than the recommended long-term storage, it will be shipped at ambient temperature. As shipping routes are configured for minimum transit times, shipping at ambient temperature helps control shipping costs for our customers. For more information, please refer to the Storage and Transport Conditions document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/316/622/storage-transport-conditions-mk.pdf

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    1. If this product has an expiration or retest date, it will be shown on the Certificate of Analysis (COA, CofA). If there is no retest or expiration date listed on the product's COA, we do not have suitable stability data to determine a shelf life. For these products, the only date on the COA will be the release date; a retest, expiration, or use-by-date will not be displayed.
      For all products, we recommend handling per defined conditions as printed in our product literature and website product descriptions. We recommend that products should be routinely inspected by customers to ensure they perform as expected.
      For products without retest or expiration dates, our standard warranty of 1 year from the date of shipment is applicable.
      For more information, please refer to the Product Dating Information document: https://www.sigmaaldrich.com/deepweb/assets/sigmaaldrich/marketing/global/documents/449/386/product-dating-information-mk.pdf

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