203900

Bufalin

A cardiotonic steroid isolated from toads of Bufo species that potently inhibits ouabain-sensitive Na⁺,K⁺-ATPase activity (IC₅₀ = 1.4 nM).

• Sinónimos: Bufalin, 5β, 20(22)-Bufadienolide-3β, 14-diol
• Fórmula empírica (notación de Hill): C₂₄H₃₄O₄
• Número de CAS: 465-21-4
• Peso molecular: 386.52
• Código UNSPSC: 12352211
• NACRES: NA.77

Propiedades

• Nivel de calidad: 100
• Ensayo: ≥98% (HPLC)
• Formulario: solid
• fabricante / nombre comercial: Calbiochem^®
• condiciones de almacenamiento: OK to freeze; protect from light
• color: white to off-white
• solubilidad: DMSO: 25 mg/mL; warm ethanol: 25 mg/mL
• Condiciones de envío: ambient
• temp. de almacenamiento: −20°C
• InChI: 1S/C24H34O4/c1-22-10-7-17(25)13-16(22)4-5-20-19(22)8-11-23(2)18(9-12-24(20,23)27)15-3-6-21(26)28-14-15/h3,6,14,16-20,25,27H,4-5,7-13H2,1-2H3/t16-,17+,18-,19?,20?,22+,23-,24+/m1/s1
• Clave InChI: QEEBRPGZBVVINN-ZXRSHIDQSA-N

Descripción

Descripción general

A cardiotonic steroid isolated from Bufo species toads that potently inhibits ouabain-sensitive Na⁺,K⁺-ATPase activity. Induces apoptosis in various human cell lines such as leukemia HL60 and U937 cells by altering the expression of apoptosis-related genes. Reported to stimulate the activities of p21 activated kinase (PAK) and c-Jun Kinase (JNK) in leukemic cell lines. Induces a transient increase in the expression of Tiam1 mRNA in U937 cell lines (~100 nM). Bufalin also down-regulates gene expression of the intracellular signaling protein 14-3-3 in rat lens, probably a consequence of Na⁺-K⁺-ATPase inhibitors. Reduces the level of topoisomerase II in human leukemia cells.

A cardiotonic steroid isolated from toads of Bufo species that potently inhibits ouabain-sensitive Na⁺,K⁺-ATPase activity (IC₅₀ = 1.4 nM). Induces apoptosis in various human cell lines such as leukemia HL-60 and U937 cells by altering the expression of apoptosis-related genes. Reported to stimulate the activities of p21 activated kinase (PAK) and c-Jun Kinase (JNK) in leukemic cell lines. Induces a transient increase in the expression of Tiam1 mRNA in U937 cell lines (~100 nM). Bufalin also down-regulates gene expression of the intracellular signaling protein 14-3-3 in rat lens, probably a consequence of Na⁺,K⁺-ATPase inhibition. Reduces the level of topoisomerase II in human leukemia cells.

Acciones bioquímicas o fisiológicas

Cell permeable: no

Primary Target
Ouabain-sensitive Na+,K+-ATPase activity

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 1.4 nM against ouabain-sensitive Na+,K+-ATPase activity

Envase

Packaged under inert gas

Advertencia

Toxicity: Highly Toxic (H)

Reconstitución

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

Otras notas

Due to the nature of the Hazardous Materials in this shipment, additional shipping charges may be applied to your order. Certain sizes may be exempt from the additional hazardous materials shipping charges. Please contact your local sales office for more information regarding these charges.

Kurosawa, M., et al. 2000. Am. J. Physiol.278, C500.
Kawazoe, N., et al. 1999. Oncogene 18, 2413.
McGowan, M.H., et al. 1999. J. Pharmacol. Exp. Ther. 289, 1559.
Watabe, M., et al. 1998. Oncogene 16, 779.
Hashimoto, S., et al. 1997. Leuk. Res. 21, 875.
Morris, J.F., et al. 1997. Comp. Biochem. Physiol. A Physiol. 118, 599.
Brownlee, A.A., et al. 1990. Clin. Sci.78, 169.

Información legal

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

Información de seguridad

• Pictogramas: GHS06
• Palabra de señalización: Danger
• Frases de peligro: H300
• Consejos de prudencia: P264 - P270 - P301 + P310 - P405 - P501
• Clasificaciones de peligro: Acute Tox. 2 Oral
• Código de clase de almacenamiento: 6.1A - Combustible acute toxic Cat. 1 and 2 / very toxic hazardous materials
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable