420345

Kaempferol

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

• Synonym(s): Kaempferol, 3,4ʹ,5,7-Tetrahydroxyflavone
• Empirical Formula (Hill Notation): C₁₅H₁₀O₆
• CAS Number: 520-18-3
• Molecular Weight: 286.24
• MDL number: MFCD00016938
• UNSPSC Code: 12352200
• NACRES: NA.77

Properties

• Quality Level: 100
• 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
• 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

General description

A cell-permeable phytoestrogen that inhibits topoisomerase I-catalyzed DNA religation in HL-60 cells. Offers protection against Aβ_25-35-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 Aβ_25-35-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).

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

Packaging

Packaged under inert gas

Warning

Toxicity: Carcinogenic / Teratogenic (D)

Reconstitution

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

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.

Legal Information

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

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H302
• pcodes: P264 - P270 - P301 + P312 - P501
• Hazard Classifications: Acute Tox. 4 Oral
• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable