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K0133

Sigma-Aldrich

Kaempferol

≥90% (HPLC), powder

Synonym(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

Empirical Formula (Hill Notation):
C15H10O6
CAS Number:
520-18-3
Molecular Weight:
286.24
Beilstein:
304401
MDL number:
MFCD00016938
UNSPSC Code:
12191503
PubChem Substance ID:
24896195
NACRES:
NA.25

biological source

synthetic

Quality Level

100

Assay

≥90% (HPLC)

form

powder

storage condition

protect from light

color

yellow

mp

277 °C

solubility

ethanol: 20 mg/mL
DMSO: 50 mg/mL

storage temp.

room temp

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 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

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)

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

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

Exclamation mark
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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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
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
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
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)
Shuxian Cui et al.
Biomedicine & pharmacotherapy = Biomedecine & pharmacotherapie, 115, 108888-108888 (2019-04-26)
Hypertension is a common public health problem due to its high morbidity and potential risk, which is related to inflammatory actions. Kaempferol (KAE) has anti-inflammation activities. Herein, we explored the effects of KAE on LPS-induced inflammatory injury in human aortic
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