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Merck
CN

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

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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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

Other Notes

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

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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Abbas K Samadi et al.
Tumour biology : the journal of the International Society for Oncodevelopmental Biology and Medicine, 33(4), 1179-1189 (2012-04-06)
Uveal melanoma (UM) is the most common primary intraocular malignancy in adults. While effective therapy exists for the primary tumor, there is a lack of effective treatment for metastatic disease currently. Natural withanolide withaferin A (WA) has shown efficacy in
Madhavi Doma et al.
Indian journal of experimental biology, 50(7), 484-490 (2012-07-25)
Leaves of Withania somnifera contained more withaferin A and withanolide A than roots indicating that these compounds mainly accumulate in leaves. With an increase in age of the plant, withaferin A was enhanced with a corresponding decrease in withanolide A.
Ganeshan Sivanandhan et al.
Natural product communications, 7(10), 1271-1272 (2012-11-20)
This study optimized carbon sources in half MS liquid medium for maximum biomass accumulation and withanolides production in hairy root culture of Withania somnifera. The highest production of withaferin A and withanone was achieved when sucrose and sucrose+glucose were used
Gabriel G Llanos et al.
European journal of medicinal chemistry, 54, 499-511 (2012-06-19)
Six new withanolides (1-6) along with eleven known ones (7-17) were isolated from the leaves of Withania aristata. Their structures were elucidated on the basis of spectroscopic analysis, including 1D and 2D NMR techniques. Semisynthesis of the minority metabolites 7
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
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