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Documenti fondamentali

W4394

Sigma-Aldrich

Withaferin A

≥95% (HPLC)

Sinonimo/i:

5,6-Epoxy-4,27-dihydroxy-1-oxowitha-2,24-dienolide, Withaferine A

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About This Item

Formula empirica (notazione di Hill):
C28H38O6
Numero CAS:
Peso molecolare:
470.60
Numero MDL:
Codice UNSPSC:
12352211
ID PubChem:
NACRES:
NA.77

Origine biologica

plant (Withania somnifera)

Livello qualitativo

Saggio

≥95% (HPLC)

Stato

powder

Punto di fusione

252-253 °C

Gruppo funzionale

epoxy
ketone

Condizioni di spedizione

ambient

Temperatura di conservazione

2-8°C

Stringa SMILE

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
DBRXOUCRJQVYJQ-CKNDUULBSA-N

Applicazioni

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

Azioni biochim/fisiol

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.

Nota sulla preparazione

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

Codice della classe di stoccaggio

13 - Non Combustible Solids

Classe di pericolosità dell'acqua (WGK)

WGK 3

Punto d’infiammabilità (°F)

438.8 °F

Punto d’infiammabilità (°C)

226 °C


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I clienti hanno visto anche

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Paola Bargagna-Mohan et al.
Chemistry & biology, 14(6), 623-634 (2007-06-23)
The natural product withaferin A (WFA) exhibits antitumor and antiangiogenesis activity in vivo, which results from this drug's potent growth inhibitory activities. Here, we show that WFA binds to the intermediate filament (IF) protein, vimentin, by covalently modifying its cysteine
Silvia D Stan et al.
Nutrition and cancer, 60 Suppl 1, 51-60 (2008-11-15)
Withaferin A (WA) is derived from the medicinal plant Withania somnifera that has been safely used for centuries in the Indian Ayurvedic medicine for treatment of various ailments. We now demonstrate that WA treatment causes G2 and mitotic arrest in
Inhibition of NFκB by the natural product Withaferin A in cellular models of Cystic Fibrosis inflammation
Maitra R et al
Journal of Inflammation (London, England), 6, doi: 10-doi: 10 (2009)
Kirti Vaishnavi et al.
PloS one, 7(9), e44419-e44419 (2012-09-14)
Withanolides are naturally occurring chemical compounds. They are secondary metabolites produced via oxidation of steroids and structurally consist of a steroid-backbone bound to a lactone or its derivatives. They are known to protect plants against herbivores and have medicinal value
Azariyas A Challa et al.
PloS one, 7(8), e42989-e42989 (2012-08-18)
Type I collagen is the most abundant protein in the human body. Its excessive synthesis results in fibrosis of various organs. Fibrosis is a major medical problem without an existing cure. Excessive synthesis of type I collagen in fibrosis is

Protocolli

Separation of Withanoside IV; Withanoside V; Withaferin A; 12-Deoxywithastramonolide; Withanolide A; Withanolide B

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