681535

Withaferin A

from Withania somnifera, ≥94% (HPLC), solid, anti-inflammatory lactone, Calbiochem^®

• Sinónimos: Withaferin A, Withania somnifera
• Fórmula empírica (notación de Hill): C₂₈H₃₈O₆
• Número de CAS: 5119-48-2
• Peso molecular: 470.60
• Número MDL: MFCD10687098
• Código UNSPSC: 12352200
• NACRES: NA.77

Propiedades

• Nombre del producto: Withaferin A, Withania somnifera, A cell-permeable steroidal lactone that displays antitumor, anti-inflammatory, radiosensitizing, and immunosuppressive properties.
• Nivel de calidad: 100
• descripción: RTECS - KE7288500
• Ensayo: ≥94% (HPLC)
• Formulario: solid
• fabricante / nombre comercial: Calbiochem^®
• condiciones de almacenamiento: OK to freeze; protect from light
• color: white
• solubilidad: DMSO: 10 mg/mL; ethanol: 5 mg/mL
• Condiciones de envío: ambient
• temp. de almacenamiento: 2-8°C
• cadena SMILES: O1[C@H](CC(=C(C1=O)CO)C)[C@H]([C@@H]2[C@@]3([C@H]([C@H]4[C@@H]([C@@]5([C@@]6(O[C@@H]6C4)[C@H](C=CC5=O)O)C)CC3)CC2)C)C
• InChI: 1S/C28H38O6/c1-14-11-21(33-25(32)17(14)13-29)15(2)18-5-6-19-16-12-24-28(34-24)23(31)8-7-22(30)27(28,4)20(16)9-10-26(18,19)3/h7-8,15-16,18-21,23-24,29,31H,5-6,9-13H2,1-4H3/t15-,16-,18+,19-,20-,21+,23-,24+,26+,27-,28+/m0/s1
• Clave InChI: DBRXOUCRJQVYJQ-CKNDUULBSA-N

Descripción

Descripción general

A cell-permeable steroidal lactone that displays antitumor, anti-inflammatory, radiosensitizing, and immunosuppressive properties. Potently inhibits angiogenesis both in vitro (IC₅₀ = 12 nM against HUVEC proliferation) and in vivo (80% inhibition at 7 µg/kg/day in C57BL/6J mice, s.c.) and NF-κB activation (IC₅₀ = 500 nM in TNF-α-induced endothelial cells) by targeting the ubiquitin-mediated proteasome pathway. At higher concentrations (~5 µM) also affects AP-1 transcription and induces cell death.

Acciones bioquímicas o fisiológicas

Cell permeable: yes

Primary Target
A steroidal lactone that displays antitumor, anti-inflammatory, radiosensitizing, and immunosuppressive properties.

Product does not compete with ATP.

Reversible: no

Target IC₅₀: 12 nM against angiogenesis in vitro by inhibiting HUVEC proliferation

Envase

Packaged under inert gas

Advertencia

Toxicity: Carcinogenic / Teratogenic (D)

Otras notas

Mohan, R., et al. 2004. Angiogenesis7, 115.
Jeyaprakasam, B., et al. 2003. Life Sci.74, 125.
Devi, P.U., et al. 1995. Cancer Lett.95, 189.
Kupchan, S.M., et al. 1969. J. Org. Chem.34, 3858.

Información legal

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

Información de seguridad

• Código de clase de almacenamiento: 11 - Combustible Solids
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): 438.8 °F
• Punto de inflamabilidad (°C): 226 °C