A withanolide glycoside with diverse biological activities
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Withanoside-V

Item No. 11806

Technical Information
Formal Name
(1α,3β,22R)-3-[(6-O-β-D-glucopyranosyl-β-D-glucopyranosyl)oxy]-ergosta-5,24-dien-26-oic acid, δ-lactone
CAS Number
256520-90-8
Molecular Formula
C40H62O14
Formula Weight
Purity
≥98%
A solid
DMSO: Soluble: ≥ 10 mg/ml
SMILES
O=C(C(C)=C(C)C1)O[C@@]1([H])[C@@H](C)[C@@]2([H])CC[C@@]3([H])[C@]4([H])CC=C5C[C@@H](O[C@@H]6O[C@H](CO[C@H]7[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O7)[C@@H](O)[C@H](O)[C@H]6O)C[C@H](O)[C@]5(C)[C@@]4([H])CC[C@@]32C
InChi Code
InChI=1S/C40H62O14/c1-17-12-26(52-36(49)18(17)2)19(3)23-8-9-24-22-7-6-20-13-21(14-29(42)40(20,5)25(22)10-11-39(23,24)4)51-38-35(48)33(46)31(44)28(54-38)16-50-37-34(47)32(45)30(43)27(15-41)53-37/h6,19,21-35,37-38,41-48H,7-16H2,1-5H3/t19-,21+,22-,23+,2
InChi Key
ZBLWKSUMHLVXAM-KFJRISAASA-N
Origin
Plant/Withania somnifera
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Withanoside-V is a withanolide glycoside that has been found in W. somnifera and has diverse biological activities.1,2,3 It inhibits iron-induced lipid peroxidation by 82.5% in a cell-free assay.1 Withanoside-V (100 µM) also inhibits the aggregation of amyloid-β (1-42) (Aβ42) in a cell-free assay.2 It decreases angiotensin-converting enzyme 2 (ACE2) levels in MCF-7 cells when used at a concentration of 5 µM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Jayaprakasam, B., Stasburg, G.A., and Nair, M.G. Potent lipid peroxidation inhibitors from Withania somnifera fruits. Tetrahedron 60(13), 3109-3121 (2004).

    2. Dubey, S., Kallubai, M., and Subramanyam, R. Improving the inhibition of β-amyloid aggregation by withanolide and withanoside derivatives. Int. J. Biol. Macromol. 173, 56-65 (2021).

    3. Kalra, R.S., Kumar, V., Dhanjal, J.K., et alCOVID19-inhibitory activity of withanolides involves targeting of the host cell surface receptor ACE2: Insights from computational and biochemical assays. J. Biomol. Struct. Dyn. 40(17), 7885-7895 (2021).