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W4394

Sigma-Aldrich

Withaferin A

≥95% (HPLC)

别名:

5,6-环氧-4,27-二羟基-1-氧代-2,24-二烯醇内酯, Withaferine A

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About This Item

经验公式（希尔记法）:
C28H38O6
CAS号:
5119-48-2
分子量:
470.60
MDL编号:
MFCD10687098
UNSPSC代码:
12352211
PubChem化学物质编号:
329830709
NACRES:
NA.77

生物来源

plant (Withania somnifera)

质量水平

200

检测方案

≥95% (HPLC)

形式

powder

mp

252-253 °C

官能团

epoxy
ketone

运输

ambient

储存温度

2-8°C

SMILES字符串

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

相关类别

应用

用醉茄素 A 处理 HEK293 细胞，研究其对囊性纤维化炎症的影响。

生化/生理作用

醉茄素 A 是从植物中分离得到的甾体内酯 。具有强大的抗炎属性，可抑制 NF-κ 的活化B 信号通路。醉茄素 A 的抗肿瘤活性是由于它能够通过结合膜联蛋白 II 和破坏 F 肌动蛋白交联来改变细胞骨架结构。醉茄素 A 通过与波形蛋白和肌动蛋白结合抑制血管生成。
对肿瘤细胞具有细胞毒性的甾体内酯。保护作用归因于抗脂质过氧化、抗氧化和解毒功能。

制备说明

醉茄素 A 在 1 mg/mL 甲醇中生成澄清、无色溶液。

储存分类代码

13 - Non Combustible Solids

WGK

WGK 3

闪点(°F)

438.8 °F

闪点(°C)

226 °C

分析证书(COA)

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

    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. See Shipping and Storage for more information.

  2. Which document(s) contains shelf-life or expiration date information for a given product?

    If available for a given product, the recommended re-test date or the expiration date can be found on the Certificate of Analysis.

  3. How do I get lot-specific information or a Certificate of Analysis?

    The lot specific COA document can be found by entering the lot number above under the "Documents" section.

  4. How do I find price and availability?

    There are several ways to find pricing and availability for our products. Once you log onto our website, you will find the price and availability displayed on the product detail page. You can contact any of our Customer Sales and Service offices to receive a quote.  USA customers:  1-800-325-3010 or view local office numbers.

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

    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. 

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

    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.

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

    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.

  8. My question is not addressed here, how can I contact Technical Service for assistance?

    Ask a Scientist here.

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)
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
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
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