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K0133

Sigma-Aldrich

Kaempferol

≥90% (HPLC), powder

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 :
12191503
ID de substance PubChem :
24896195
Nomenclature NACRES :
NA.25
Le tarif et la disponibilité ne sont pas disponibles actuellement.

Source biologique

synthetic

Essai

≥90% (HPLC)

Forme

powder

Conditions de stockage

protect from light

Couleur

yellow

Pf

277 °C

Solubilité

ethanol: 20 mg/mL
DMSO: 50 mg/mL

Température de stockage

room temp

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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Description générale

Kaempferol is a natural dietary flavonoid and a polyphenol antioxidant found in various fruits and vegetables.[1] Kaempferol is present in plants in a different glycosidic form such as astragalin by binding with different sugars.[2]

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[3]
  • to test its anti-inflammatory effect on lipopolysaccharide (LPS)-induced inflammatory injury in human aortic endothelial cells (HAECs)[4]
  • to study its apoptosis sensitizing effect on non-small cell lung cancer (NSCLC) cells by inhibiting nuclear factor erythroid 2-related factor 2 (Nrf2)[5]

Actions biochimiques/physiologiques

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.[2] 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.[6] It also inhibits topoisomerase I catalyzed DNA religation.[7] Kaempferol may also inhibit the activity of fatty acid synthase.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

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
BCCL7877
BCCK1253
BCCK4859
BCCH5283
BCCD4517

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Apigenin ≥95.0% (HPLC)

Sigma-Aldrich

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Kaempferol 3-glucoside primary reference standard

04500585

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Galangin autophagy inducing flavonoid

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Quercetin dihydrate United States Pharmacopeia (USP) Reference Standard

USP

1592409

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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

Fatty Acid Synthesis in Cancer Cells

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

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.

Questions

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  1. How can I determine the shelf life / expiration / retest date of this product?

    1 answer

    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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  2. How is shipping temperature determined? And how is it related to the product storage temperature?

    1 answer

    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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