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Merck

89910

Withaferin A

analytical standard

Synonym(s):

4β,5β,6β,22R)-5,6-Epoxy-4,22,27-trihydroxy-1-oxo-ergosta-2,24-dien-26-oic acid δ-lactone, Withaferine

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About This Item

Empirical Formula (Hill Notation):
C28H38O6
CAS Number:
5119-48-2
Molecular Weight:
470.60
NACRES:
NA.24
PubChem Substance ID:
329769558
UNSPSC Code:
85151701
MDL number:
MFCD10687098

Product Name

Withaferin A, analytical standard

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

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 key

DBRXOUCRJQVYJQ-CKNDUULBSA-N

grade

analytical standard

assay

≥95.0% (HPLC)

shelf life

limited shelf life, expiry date on the label

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

application(s)

food and beverages

format

neat

storage temp.

2-8°C

Quality Level

100

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Application

Refer to the product′s Certificate of Analysis for more information on a suitable instrument technique. Contact Technical Service for further support.

Other Notes

This compound is commonly found in plants of the genus: withania

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Storage Class

11 - Combustible Solids

wgk

WGK 3

flash_point_f

438.8 °F

flash_point_c

226 °C

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Certificates of Analysis (COA)

Lot/Batch Number
BCCN5266
BCCK6328
BCCH1574
BCCF1705
BCCF7572

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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
S Kushwaha et al.
Parasite immunology, 34(4), 199-209 (2012-03-08)
Withania somnifera is an ayurvedic Indian medicinal plant whose immunomodulatory activities have been widely used as a home remedy for several ailments. We recently observed immunostimulatory properties in the root extracts of chemotypes NMITLI-101, NMITLI-118, NMITLI-128 and pure withanolide, withaferin
Miranda Y Fong et al.
PloS one, 7(7), e42265-e42265 (2012-08-04)
Application of doxorubicin (Dox) for the treatment of cancer is restricted due to its severe side effects. We used combination strategy by combining doxorubicin (Dox) with withaferin A (WFA) to minimize the ill effects of Dox. Treatment of various epithelial
Stephanie M Cohen et al.
American journal of surgery, 204(6), 895-900 (2012-12-13)
Sorafenib (SO), a multikinase-targeted inhibitor in clinical trials for papillary and anaplastic cancers, shows limited efficacy with moderate toxicity. Withaferin A (WA), a natural withanolide, shows potent preclinical anticancer activity in thyroid cancers through multiple cytotoxic mechanisms including heat-shock protein
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
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