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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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5 MG
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CHF 700.00

About This Item

Formula empirica (notazione di Hill):
C28H38O6
Numero CAS:
5119-48-2
Peso molecolare:
470.60
Numero MDL:
MFCD10687098
Codice UNSPSC:
12352211
ID PubChem:
329830709
NACRES:
NA.77

CHF 700.00

Spedizione prevista il01 giugno 2025

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Origine biologica

plant (Withania somnifera)

Livello qualitativo

200

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

Categorie correlate

Applicazioni

Withaferin A was used to treat HEK293 cells to study its effect on cystic fibrosis inflammation.[1]

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.[2] 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.[3] Withaferin A also inhibits angiogenesis by binding to vimentin and F-actin.[4]

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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Certificati d'analisi (COA)

Lot/Batch Number
SLCN2765
SLCM9129
SLCM8033
SLCN0222
SLCM7668

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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
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
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)
Wim Vanden Berghe et al.
Biochemical pharmacology, 84(10), 1282-1291 (2012-09-18)
Herbal medicine which involves the use of plants for their medicinal value, dates as far back as the origin of mankind and demonstrates an array of applications including cardiovascular protection and anti-cancer activities, via antioxidant, anti-inflammatory and metabolic activities. Even
Hee Jung Um et al.
Biochemical and biophysical research communications, 427(1), 24-29 (2012-09-18)
Withaferin A, the active component of Withania somnifera, causes cytotoxicity in a variety of tumor cell lines. In this study, we show that withaferin A inhibits constitutive and IL-6-induced phosphorylation of STAT3 (on Tyr705), but not IFN-γ-induced STAT1 phosphorylation. Withaferin
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Questions

1–4 of 4 Questions  

  1. How does the storage temperature relate to shipping conditions?

    1 answer

    1. The storage conditions that a Sigma-Aldrich catalog and label recommend for products are deliberately conservative. For many products, long-term storage at low temperatures will increase the time during which they are expected to remain in specification and therefore are labeled accordingly. Where short-term storage, shipping time frame, or exposure to conditions other than those recommended for long-term storage will not affect product quality, Sigma-Aldrich will ship at ambient temperature. The products sensitive to short-term exposure to conditions other than their recommended long-term storage are shipped on wet or dry ice. Ambient temperature shipping helps to control shipping costs for our customers. At any time, our customers can request wet- or dry-ice shipment, but the special handling is at customer expense if our product history indicates that the product is stable for regular shipment.

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  2. What is the solution stability of Product W4394, Withaferin A?

    1 answer

    1. Sigma-Aldrich does not test the Product W4394, Withaferin A, for solution stability. Information in our files indicates that although it is best to use freshly prepared solution when possible. However, if stock solutions must be stored, we would recommend they be stored in frozen aliquots at -20°C or below for about one month.

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  3. What is the Department of Transportation shipping information for this product?

    1 answer

    1. Transportation information can be found in Section 14 of the product's (M)SDS.To access the shipping information for this material, use the link on the product detail page for the product.

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  4. How does one solubilize Product W4394, Withaferin A?

    1 answer

    1. Sigma-Aldrich tests Product W4394, Withaferin A, for solubility using methanol at a concentration of 1 mg/mL. Information in our files indicates that it is also soluble in DMSO and ethanol.

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