A phytochemical with diverse biological activities
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Withanone

Item No. 11804

Technical Information
Formal Name
6α,7α-epoxy-5α,17,22R-trihydroxy-1-oxo-ergosta-2,24-dien-26-oic acid, δ-lactone
CAS Number
27570-38-3
Synonyms
  • NSC 179884
Molecular Formula
C28H38
Formula Weight
Purity
≥90%
A solid
Chloroform: SolubleEthyl Acetate: Slightly solubleMethanol: Slightly soluble
SMILES
O=C(C(C)=C(C)C1)O[C@@]1([H])[C@@H](C)[C@@]2(O)CC[C@@]3([H])[C@]4([H])[C@H]5[C@H](O5)[C@@]([C@@]6(C)[C@@]4([H])CC[C@@]32C)(O)CC=CC6=O
InChi Code
InChI=1S/C28H38O6/c1-14-13-19(33-24(30)15(14)2)16(3)27(31)12-9-17-21-18(8-11-25(17,27)4)26(5)20(29)7-6-10-28(26,32)23-22(21)34-23/h6-7,16-19,21-23,31-32H,8-13H2,1-5H3/t16-,17+,18+,19-,21+,22+,23+,25+,26+,27+,28+/m1/s1
InChi Key
FAZIYUIDUNHZRG-PCTWTJKKSA-N
Origin
Plant/Withania sp.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Withanone is a phytochemical that has been found in W. somnifera and has diverse biological activities.1,2,3 It inhibits the protein-protein interaction between human angiotensin-converting enzyme 2 (ACE2) and the SARS-CoV-2 spike protein receptor-binding domain (IC50 = 0.33 ng/ml).1 Withanone (10 µg/ml) protects against DNA damage, oxidative stress, and premature senescence induced by the industrial contaminant methoxyacetic acid in TIG-1 human fibroblasts.2 In vivo, withanone (5-20 mg/kg) decreases brain levels of amyloid-β 1-42 (Aβ42), malondialdehyde (MDA), TNF-α, IL-1β, and IL-6, increases brain levels of acetylcholine, and improves cognitive function in a rat model of streptozotocin-induced sporadic Alzheimer’s disease.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Balkrishna, A., Pokhrel, S., Singh, H., et alWithanone from Withania somnifera attenuates SARS-CoV-2 RBD and host ACE2 interactions to rescue spike protein induced pathologies in humanized zebrafish mode. Drug Des. Devel. Ther. 15, 1111-1133 (2021).

    2. Priyandoko, D., Ishii, T., Kaul, S.C., et alAshwagandha leaf derived withanone protects normal human cells against the toxicity of methoxyacetic acid, a major industrial metabolite. PLoS One 6(5), e19552 (2011).

    3. Pandey, A., Bani, S., Dutt, P., et alMultifunctional neuroprotective effect of withanone, a compound from Withania somnifera roots in alleviating cognitive dysfunction. Cytokine 102, 211-221 (2018).