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Merck
CN

K0133

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
UNSPSC Code:
12191503
NACRES:
NA.25
PubChem Substance ID:
24896195
MDL number:
MFCD00016938
Beilstein/REAXYS Number:
304401

Key Documents

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Product Name

Kaempferol, ≥90% (HPLC), 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)

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

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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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.

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

Exclamation mark
GHS07

signalword

Warning

hcodes

H302

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

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

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN4727
BCCN1686
BCCL7877
BCCK1253
BCCK4859

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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
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)
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
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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.

Fatty Acid Synthesis in Cancer Cells

Fatty acid synthesis supports cancer cell proliferation, essential for membrane generation, protein modification, and bioenergetics.

膳食抗氧化剂

抗氧化剂可保护生物系统免受含氧自由基和氧化还原过渡金属离子（如铁、铜和镉）引起的氧化损伤。

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