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681535

Sigma-Aldrich

Withaferin A

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

Synonym(s):

Withaferin A, Withania somnifera

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About This Item

Empirical Formula (Hill Notation):
C28H38O6
CAS Number:
5119-48-2
Molecular Weight:
470.60
MDL number:
MFCD10687098
UNSPSC Code:
12352200
NACRES:
NA.77

product name

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

Quality Level

100

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

storage temp.

2-8°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

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

Warning

Toxicity: Carcinogenic / Teratogenic (D)

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

wgk_germany

WGK 3

flash_point_f

438.8 °F

flash_point_c

226 °C

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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