W4394

Withaferin A

≥95% (HPLC)

• Synonym(s): 5,6-Epoxy-4,27-dihydroxy-1-oxowitha-2,24-dienolide, Withaferine A
• Empirical Formula (Hill Notation): C₂₈H₃₈O₆
• CAS Number: 5119-48-2
• Molecular Weight: 470.60
• MDL number: MFCD10687098
• UNSPSC Code: 12352211
• PubChem Substance ID: 329830709
• NACRES: NA.77

Properties

• biological source: plant (Withania somnifera)
• Quality Level: 200
• Assay: ≥95% (HPLC)
• form: powder
• mp: 252-253 °C
• functional group: epoxy; ketone
• shipped in: ambient
• storage temp.: 2-8°C
• SMILES string: C[C@H]([C@H]1CC(C)=C(CO)C(=O)O1)[C@H]2CC[C@H]3[C@@H]4C[C@H]5O[C@]56[C@@H](O)C=CC(=O)[C@]6(C)[C@H]4CC[C@]23C
• 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

Description

Application

Withaferin A was used to treat HEK293 cells to study its effect on cystic fibrosis inflammation.

Biochem/physiol Actions

Withaferin A is a steroidal lactone that is isolated from the plant Withania somnifera. It has potent anti-inflammatory properties as it inhibits the activation of NF-κ B signaling pathway. The anti-tumor activity of Withaferin A is due to its ability to alter cytoskeletal architecture by binding annexin II and disrupting F actin cross-links. Withaferin A also inhibits angiogenesis by binding to vimentin and F-actin.

Steroidal lactone that exhibits cytotoxicity towards tumor cells. Protective effects attributed to anti-lipid peroxidative, antioxidant and detoxifying functionality.

Preparation Note

Withaferin A yields a clear, colorless solution in methanol at 1 mg/ml.

Safety Information

• Storage Class Code: 13 - Non Combustible Solids
• WGK: WGK 3
• Flash Point(F): 438.8 °F
• Flash Point(C): 226 °C