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Merck

K0133

Kaempferol

≥90% (HPLC), powder

Sinónimos:

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

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Fórmula empírica (notación de Hill):
C15H10O6
Número CAS:
520-18-3
Peso molecular:
286.24
UNSPSC Code:
12191503
NACRES:
NA.25
PubChem Substance ID:
24896195
MDL number:
MFCD00016938
Beilstein/REAXYS Number:
304401

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form

powder

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

SMILES string

Oc1ccc(cc1)C2=C(O)C(=O)c3c(O)cc(O)cc3O2

InChI key

IYRMWMYZSQPJKC-UHFFFAOYSA-N

biological source

synthetic

assay

≥90% (HPLC)

storage condition

protect from light

color

yellow

mp

277 °C

solubility

ethanol: 20 mg/mL, DMSO: 50 mg/mL

storage temp.

room temp

Quality Level

100

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 natural dietary flavonoid and a polyphenol antioxidant found in various fruits and vegetables. Kaempferol is present in plants in a different glycosidic form such as astragalin by binding with different sugars.

Application

Chromogenic reagent for antimony in the low ppm range and for gallium and indium in the sub-ppm range.
Kaempferol (KAE) has been used:
  • to check its potential effect as an antioxidant and neuroprotective agent against rotenone-induced Parkinson′s disease (PD) model in SH-S5Y5 cells
  • to test its anti-inflammatory effect on lipopolysaccharide (LPS)-induced inflammatory injury in human aortic endothelial cells (HAECs)
  • to study its apoptosis sensitizing effect on non-small cell lung cancer (NSCLC) cells by inhibiting nuclear factor erythroid 2-related factor 2 (Nrf2)

Biochem/physiol Actions

Potent inhibitor of osteoclastic bone resorption. The effect is believed to be attributable to both the antioxidant and estrogenic activities of kaempferol.
The diphenylpropane component of Kaempferol contributes to its hydrophobic properties. It has shown to revert the transformed phenotype of phorbol ester-treated mouse fibroblasts or v-H-ras-transformed NIH 3T3 cells. Kaempferol induces significant nuclear DNA degradation concurrent with lipid peroxidation. It also inhibits topoisomerase I catalyzed DNA religation. Kaempferol may also inhibit the activity of fatty acid synthase.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Health hazardExclamation mark
GHS08,GHS07

signalword

Warning

Clase de almacenamiento

11 - Combustible Solids

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

Hazard Classifications

Eye Irrit. 2 - Muta. 2 - Skin Irrit. 2

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Certificados de análisis (COA)

Lot/Batch Number
BCCN4727
BCCN1686
BCCL7877
BCCK1253
BCCK4859

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Antioxidant, anti-inflammatory and neuroprotective effect of kaempferol on rotenone-induced Parkinson?s disease model of rats and SH-S5Y5 cells by preventing loss of tyrosine hydroxylase
Pan X, et al.,
Journal of functional foods, 74, 104140-104140 (2020)
S C Sahu et al.
Cancer letters, 85(2), 159-164 (1994-10-14)
The extent of DNA damage and lipid peroxidation induced by kaempferol, a polyphenolic flavonoid with a molecular structure similar to quercetin, was studied under aerobic conditions in isolated rat-liver nuclei. Kaempferol induced significant (P < 0.05) concentration-dependent nuclear DNA degradation
M L Kuo et al.
Cancer letters, 87(1), 91-97 (1994-11-25)
Fifteen flavonoids were employed to examine their effects on the morphological changes, foci formation in soft agar and cellular growth in v-H-ras-transformed NIH3T3 cells. The data presented here demonstrated that only three specific flavonoids--apigenin, kaempferol, and genistein--exhibited the reverting effect
F Boege et al.
The Journal of biological chemistry, 271(4), 2262-2270 (1996-01-26)
Topoisomerases are involved in many aspects of DNA metabolism such as replication and transcription reactions. Camptothecins, which stabilize the covalent intermediate of topoisomerase I and DNA are effective, though toxic, drugs for cancer therapy. In this study, a new class
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
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