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Merck
CN

W4394

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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关于此项目

经验公式(希尔记法):
C28H38O6
化学文摘社编号:
分子量:
470.60
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352211
MDL number:
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biological source

plant (Withania somnifera)

Quality Level

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

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Application

用醉茄素 A 处理 HEK293 细胞,研究其对囊性纤维化炎症的影响。

Biochem/physiol Actions

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。
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。

Preparation Note

醉茄素 A 在 1 mg/mL 甲醇中生成澄清、无色溶液。

存储类别

13 - Non Combustible Solids

wgk

WGK 3

flash_point_f

438.8 °F

flash_point_c

226 °C


历史批次信息供参考:

分析证书(COA)

Lot/Batch Number

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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)
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
Abhinav Grover et al.
BMC genomics, 13 Suppl 7, S20-S20 (2013-01-11)
Leishmaniasis is caused by several species of leishmania protozoan and is one of the major vector-born diseases after malaria and sleeping sickness. Toxicity of available drugs and drug resistance development by protozoa in recent years has made Leishmaniasis cure difficult
Huanjie Yang et al.
PloS one, 7(8), e41214-e41214 (2012-08-23)
The medicinal plant Withania somnifera has been used for over centuries in Indian Ayurvedic Medicine to treat a wide spectrum of disorders. Withaferin A (WA), a bioactive compound that is isolated from this plant, has anti-inflammatory, immuno-modulatory, anti-angiogenic, and anti-cancer

全球贸易项目编号

货号GTIN
W4394-5MG04061837541537

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