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Merck
CN

420345

Kaempferol

≥97% (HPLC), topoisomerase I-catalyzed DNA religation inhibitor, solid

Synonym(s):

Kaempferol, 3,4ʹ,5,7-Tetrahydroxyflavone

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About This Item

Empirical Formula (Hill Notation):
C15H10O6
CAS Number:
520-18-3
Molecular Weight:
286.24
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD00016938

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Product Name

Kaempferol, A cell-permeable phytoestrogen that inhibits topoisomerase I-catalyzed DNA religation in HL-60 cells.

SMILES string

[o]1c2c([c](c(c1c3ccc(cc3)O)O)=O)c(cc(c2)O)O

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

description

Merck USA index - 14, 5274

assay

≥97% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze
protect from light

color

yellow

solubility

ethanol: 20 mg/mL
DMSO: 25 mg/mL

shipped in

ambient

storage temp.

−20°C

Quality Level

100

Related Categories

Biochem/physiol Actions

Cell permeable: yes
Primary Target
Topoisomerase I-catalyzed DNA religation in HL-60 cells
Product does not compete with ATP.
Reversible: no
Target IC50: 180 µM against COX-1 activity

Disclaimer

Toxicity: Carcinogenic / Teratogenic (D)

General description

A cell-permeable phytoestrogen that inhibits topoisomerase I-catalyzed DNA religation in HL-60 cells. Offers protection against Aβ25-35-induced cell death in neonatal cortical neurons. Its protective effects are comparable to that of estradiol. Blocks the Aβ-induced activation of caspase-2, -3, -8, and -9, and reduces NMDA-induced neuronal apoptosis. Reported to be a potent inhibitor of monoamine oxidases. Acts as an inhibitor of COX-1 activity (IC50 = 180 µM), and of transcriptional activation of COX-2 (IC50<15 µM).
A cell-permeable, phytoestrogen that offers protection against Aβ25-35-induced cell death in neonatal cortical neurons. Its protective effects are comparable to that of estradiol. Reduces the activation of caspases 2, 3, 8, and 9 by Aβ. Inhibits topoisomerase I-catalyzed DNA religation in HL-60 cells. Also shown to protect against NMDA-induced neuronal toxicity in vitro in cultured rat cortical neurons. Acts as an inhibitor of cyclooxygenases (COX-1, IC50 = 180 µM) and COX-2 (IC50 = ~15 µM).

Other Notes

Wang, C.N., et al. 2001. J. Biol. Chem.276, 5287.
Sloley, B.D., et al. 2000. J. Pharm. Pharmacol.52, 451.
Wang, H., et al. 2000. Phytomedicine7, 15.
Liang, Y.C., et al. 1999. Carcinogenesis20, 1945.
Roth, A., et al. 1999. J. Neurosci. Res.57, 399.
Boege, F., et al. 1996. J. Biol. Chem.271, 2262.
Constantinou, A., et al. 1995. J. Nat. Prod.58, 217.

Packaging

Packaged under inert gas

Preparation Note

Following reconstitution, aliquot and freeze (-20°C). Stock solutions are stable for up to 3 months at -20°C.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

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

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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