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HomeProduct name listKaempferol

Kaempferol

Synonym(s):3,4ʹ,5,7-Tetrahydroxyflavone;3,4′,5,7-Tetrahydroxyflavone;3,5,7-Trihydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one;Kaempferol - CAS 520-18-3 - Calbiochem;Robigenin

  • CAS NO.:520-18-3
  • Empirical Formula: C15H10O6
  • Molecular Weight: 286.24
  • MDL number: MFCD00016938
  • EINECS: 208-287-6
  • SAFETY DATA SHEET (SDS)
  • Update Date: 2024-11-20 11:41:24
Kaempferol Structural

What is Kaempferol?

Description

The flavonoid kaempferol takes its name from one of its sources, aromatic ginger (Kaempferia galanga). It was isolated from forking larkspur (Delphinium consolida?L.) by A. G. Perkin and E. J. Wilkinson in 1902. Since then, it has been found in plants such as grapefruit, tea, broccoli, witch hazel, and apple. Studies on kaempferol show that taking it may lower the risk of contracting pancreatic and lung cancer.

Chemical properties

Yellow Solid

The Uses of Kaempferol

Kaempferol, is used as an inhibitor of Fatty Acid Synthase, Cox-1 activity, and Topo I. It also Induces caspase-9-mediated apoptosis in a variety of cancer cell lines via downregulation of polo-like kinase 1 (PLK1) expression. Exhibits antioxidant activity and attenuates osteoclastic bone reabsorption in vitro. Also blocks EGF-induced histone H3Ser10 phosphorylation in mouse epidermal JB6 C141 cells.

The Uses of Kaempferol

antidepressant, inhibits fatty acid amide hydrolase

The Uses of Kaempferol

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

What are the applications of Application

Kaempferol is an inhibitor of Fatty Acid Synthase, COX-1 activity, and Topo I

Definition

ChEBI: Kaempferol is a tetrahydroxyflavone in which the four hydroxy groups are located at positions 3, 5, 7 and 4'. Acting as an antioxidant by reducing oxidative stress, it is currently under consideration as a possible cancer treatment. It has a role as an antibacterial agent, a plant metabolite, a human xenobiotic metabolite, a human urinary metabolite, a human blood serum metabolite and a geroprotector. It is a member of flavonols, a 7-hydroxyflavonol and a tetrahydroxyflavone. It is a conjugate acid of a kaempferol oxoanion.

General Description

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

Biological Activity

Naturally occurring flavonoid found in Gingko biloba and red wines that activates the mitochondrial Ca 2+ uniporter (EC 50 = 7 μ M). Induces caspase-9-mediated apoptosis in a variety of cancer cell lines via downregulation of polo-like kinase 1 (PLK1) expression. Exhibits antioxidant activity and attenuates osteoclastic bone reabsorption in vitro .

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.

Anticancer Research

Kaempferol is one of the secondary metabolites found in some plants, plant-derivedfoods, and traditional medicines. It is a flavonoid compound obtained from someedible plants including grapes, tea, strawberries, broccoli, tomato, cabbage, leek,kale, endive, and beans. It inhibits growth and migration of pancreatic cancer cellsby acting on proto-oncogene tyrosine kinase (Src), ERK1/2, and AKT pathways(Singh et al. 2016a). It is being investigated in pancreatic and lung cancers toevaluate its antiangiogenic, anticancer, and radical scavenging activities. It showsmoderate cytostatic activity in PC3, HeLa, and K562 human cancer cells. It isidentified as aryl hydrocarbon receptor antagonist and acts against ABCG2 (ATP-bindingcassette subfamily G member 2)-mediated multidrug resistance bypreventing the ABCG2 upregulation in esophageal carcinoma. It induces theapoptosis of ovarian cancer cell by activating p53 in intrinsic pathway mechanism.It is an inhibitor of breast cancer resistance protein (BCRP), quinine reductase-2,and a substrate of BCRP (Calderon-Montano et al. 2011; Wang et al. 2012).

storage

Store at +4°C

Properties of Kaempferol

Melting point: 276°C
Boiling point: 348.61°C (rough estimate)
Density  1.2981 (rough estimate)
refractive index  1.4413 (estimate)
storage temp.  2-8°C
solubility  ethanol: 20 mg/mL
Colour Index  75640
form  powder
pka 6.34±0.40(Predicted)
color  yellow
Merck  14,5274
BRN  304401
Stability: Unstable in Solution
CAS DataBase Reference 520-18-3(CAS DataBase Reference)
IARC 3 (Vol. 31, Sup 7) 1987

Safety information for Kaempferol

Signal word Warning
Pictogram(s)
ghs
Exclamation Mark
Irritant
GHS07
GHS Hazard Statements H302:Acute toxicity,oral
Precautionary Statement Codes P264:Wash hands thoroughly after handling.
P264:Wash skin thouroughly after handling.
P270:Do not eat, drink or smoke when using this product.
P301+P312:IF SWALLOWED: call a POISON CENTER or doctor/physician IF you feel unwell.
P501:Dispose of contents/container to..…

Computed Descriptors for Kaempferol

InChIKey IYRMWMYZSQPJKC-UHFFFAOYSA-N

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