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Merck
CN

681535

Withaferin A

from Withania somnifera, ≥94% (HPLC), solid, anti-inflammatory lactone, Calbiochem®

别名:

Withaferin A, Withania somnifera

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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:
5119-48-2
分子量:
470.60
UNSPSC Code:
12352200
NACRES:
NA.77
MDL number:
MFCD10687098

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产品名称

Withaferin A, Withania somnifera, A cell-permeable steroidal lactone that displays antitumor, anti-inflammatory, radiosensitizing, and immunosuppressive properties.

SMILES string

O1[C@H](CC(=C(C1=O)CO)C)[C@H]([C@@H]2[C@@]3([C@H]([C@H]4[C@@H]([C@@]5([C@@]6(O[C@@H]6C4)[C@H](C=CC5=O)O)C)CC3)CC2)C)C

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

description

RTECS - KE7288500

assay

≥94% (HPLC)

form

solid

manufacturer/tradename

Calbiochem®

storage condition

OK to freeze, protect from light

color

white

solubility

DMSO: 10 mg/mL, ethanol: 5 mg/mL

shipped in

ambient

Quality Level

100

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相关类别

General description

A cell-permeable steroidal lactone that displays antitumor, anti-inflammatory, radiosensitizing, and immunosuppressive properties. Potently inhibits angiogenesis both in vitro (IC50 = 12 nM against HUVEC proliferation) and in vivo (80% inhibition at 7 µg/kg/day in C57BL/6J mice, s.c.) and NF-κB activation (IC50 = 500 nM in TNF-α-induced endothelial cells) by targeting the ubiquitin-mediated proteasome pathway. At higher concentrations (~5 µM) also affects AP-1 transcription and induces cell death.

Biochem/physiol Actions

Cell permeable: yes
Primary Target
A steroidal lactone that displays antitumor, anti-inflammatory, radiosensitizing, and immunosuppressive properties.
Product does not compete with ATP.
Reversible: no
Target IC50: 12 nM against angiogenesis in vitro by inhibiting HUVEC proliferation

Packaging

Packaged under inert gas

Other Notes

Mohan, R., et al. 2004. Angiogenesis7, 115.
Jeyaprakasam, B., et al. 2003. Life Sci.74, 125.
Devi, P.U., et al. 1995. Cancer Lett.95, 189.
Kupchan, S.M., et al. 1969. J. Org. Chem.34, 3858.

Legal Information

CALBIOCHEM is a registered trademark of Merck KGaA, Darmstadt, Germany

Disclaimer

Toxicity: Carcinogenic / Teratogenic (D)

存储类别

11 - Combustible Solids

wgk

WGK 3

flash_point_f

438.8 °F

flash_point_c

226 °C

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