W4394
Withaferin A
≥95% (HPLC)
Synonym(s):
5,6-Epoxy-4,27-dihydroxy-1-oxowitha-2,24-dienolide, Withaferine A
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About This Item
Empirical Formula (Hill Notation):
C28H38O6
CAS Number:
Molecular Weight:
470.60
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
biological source
plant (Withania somnifera)
Quality Segment
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
Application
Withaferin A was used to treat HEK293 cells to study its effect on cystic fibrosis inflammation.
Biochem/physiol Actions
Steroidal lactone that exhibits cytotoxicity towards tumor cells. Protective effects attributed to anti-lipid peroxidative, antioxidant and detoxifying functionality.
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.
Preparation Note
Withaferin A yields a clear, colorless solution in methanol at 1 mg/ml.
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Storage Class
13 - Non Combustible Solids
wgk
WGK 3
flash_point_f
438.8 °F
flash_point_c
226 °C
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