420345

Kaempferol

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

• Sinônimo(s): Kaempferol, 3,4ʹ,5,7-Tetrahydroxyflavone
• Fórmula empírica (Notação de Hill): C₁₅H₁₀O₆
• Número CAS: 520-18-3
• Peso molecular: 286.24
• Número MDL: MFCD00016938
• Código UNSPSC: 12352200
• NACRES: NA.77

Propriedades

• Nível de qualidade: 100
• descrição: Merck USA index - 14, 5274
• Ensaio: ≥97% (HPLC)
• Formulário: solid
• fabricante/nome comercial: Calbiochem^®
• condição de armazenamento: OK to freeze; protect from light
• cor: yellow
• solubilidade: ethanol: 20 mg/mL; DMSO: 25 mg/mL
• Condições de expedição: ambient
• temperatura de armazenamento: −20°C
• cadeia de caracteres SMILES: [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
• chave InChI: IYRMWMYZSQPJKC-UHFFFAOYSA-N

Descrição

Descrição geral

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).

Ações bioquímicas/fisiológicas

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

Embalagem

Packaged under inert gas

Advertência

Toxicity: Carcinogenic / Teratogenic (D)

Reconstituição

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

Outras notas

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.

Informações legais

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

Informações de segurança

• Pictogramas: GHS07
• Palavra indicadora: Warning
• Frases de perigo: H302
• Declarações de precaução: P264 - P270 - P301 + P312 - P501
• Classificações de perigo: Acute Tox. 4 Oral
• Código de classe de armazenamento: 11 - Combustible Solids
• Classe de risco de água (WGK): WGK 3
• Ponto de fulgor (°F): Not applicable
• Ponto de fulgor (°C): Not applicable