Withaferin A (WFA) effectively inhibits NF-κB activation by preventing tumor necrosis factor-induced IκB kinase β activation through a REDOX mechanism that is sensitive to thioalkylation. Withaferin A binds to the intermediate filamentous protein (IF) vimentin and has antitumor and antiangiogenic activities. Withaferin A is a steroid-containing ester isolated from Withania somnifera.

 

Brand: BCM

 

Target: Ferroptosis; NF-κB

 

Signaling Pathways: Apoptosis; NF-κB

 

In vitro: WITHAFERIN A,potently inhibits NFkappaB activation by preventing the tumor necrosis factor-induced activation of IkappaB kinase beta via a thioalkylation-sensitive redox mechanism.

 

In Vivo: WITHAFERIN A Displays Anti-inflammatory Properties in Vivo—Because NFκB is a critical player in the inflammatory signaling pathway and because WITHAFERIN A inhibits NFκB activation.

 

Melting Point: 252-253℃

 

Specific Rotation: D28 +125° (c = 1.30 in CHCl3)

 

Boiling Point: 680.7±55.0 °C(Predicted)

 

Flash Point: 226℃

 

pKa: 13.49±0.70(Predicted)

 

Solubility: Soluble in DMSO; Soluble in Ethanol. Insoluble in Water.

 

GHS: GHS07

 

Isomeric SMILES: CC1=C(C(=O)O[C@H](C1)[C@@H](C)[C@H]2CC[C@@H]3[C@@]2(CC[C@H]4[C@H]3C[C@@H]5[C@]6([C@@]4(C(=O)C=C[C@@H]6O)C)O5)C)CO  

 

InChIKey: DBRXOUCRJQVYJQ-CKNDUULBSA-N  

 

InChI: 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

 

Attribute
[Chem Name]	(1S,2R,6S,7R,9R,11S,12S,15R,16S)-6-hydroxy-15-[(1S)-1-[(2R)-5-(hydroxymethyl)-4-methyl-6-oxo-2,3-dihydropyran-2-yl]ethyl]-2,16-dimethyl-8-oxapentacyclo[9.7.0.02,7.07,9.012,16]octadec-4-en-3-one
[Synonym]	Withaferin A; WFA; WA
[CAS No.]	5119-48-2
[MDL No.]	MFCD10687098
[Formula]	C28H38O6
[Molecular]	470.6
[Form]	White solid
[Storage]	Sealed in dry, 2-8°C

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