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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:
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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.[1] 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.[2] Withaferin A also inhibits angiogenesis by binding to vimentin and F-actin.[3]

Preparation Note

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

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This Item
68153589910PHL89824
biological source

plant (Withania somnifera)

biological source

-

biological source

-

biological source

-

assay

≥95% (HPLC)

assay

≥94% (HPLC)

assay

≥95.0% (HPLC)

assay

≥95.0% (HPLC)

functional group

epoxy, ketone

functional group

-

functional group

-

functional group

-

form

powder

form

solid

form

-

form

-

shipped in

ambient

shipped in

ambient

shipped in

-

shipped in

-

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C

storage temp.

2-8°C


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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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Global Trade Item Number

SKUGTIN
W4394-5MG04061837541537

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. 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.

      Helpful?

  3. 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.

      Helpful?

  4. 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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