681535

Withaferin A, Withania somnifera

A cell-permeable steroidal lactone that displays antitumor, anti-inflammatory, radiosensitizing, and immunosuppressive properties.

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

Propiedades

• Quality Level: 100
• assay: ≥94% (HPLC)
• form: solid
• manufacturer/tradename: Calbiochem^®
• storage condition: OK to freeze; protect from light
• color: white
• solubility: DMSO: 10 mg/mL; ethanol: 5 mg/mL
• shipped in: ambient
• storage temp.: 2-8°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
• InChI key: DBRXOUCRJQVYJQ-CKNDUULBSA-N

Descripción

General description

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.

Biochem/physiol Actions

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

Packaging

Packaged under inert gas

Warning

Toxicity: Carcinogenic / Teratogenic (D)

Other Notes

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.

Legal Information

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

Información de seguridad

• Storage Class: 11 - Combustible Solids
• wgk_germany: WGK 3
• flash_point_f: 438.8 °F
• flash_point_c: 226 °C