An active metabolite of resveratrol
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Parent Compound(s)
10004235cis-Resveratrol 70675trans-Resveratrol
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Resveratrol-3-O-Sulfate (sodium salt)

Item No. 14942

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-[(1E)-2-(4-hydroxyphenyl)ethenyl]-1,3-benzenediol, 1-(hydrogen sulfate), monosodium salt
CAS Number
858127-11-4
Molecular Formula
C14H11O6S • Na
Formula Weight
330.3
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Slightly Soluble
SMILES
O=S(OC1=CC(O)=CC(/C=C/C2=CC=C(O)C=C2)=C1)([O-])=O.[Na+]
InChi Code
InChI=1S/C14H12O6S.Na/c15-12-5-3-10(4-6-12)1-2-11-7-13(16)9-14(8-11)20-21(17,18)19;/h1-9,15-16H,(H,17,18,19);/q;+1/p-1/b2-1+;
InChi Key
OWGXRCOCVOPKAM-TYYBGVCCSA-M
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    500 µg

    $211

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    1 mg

    $382

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    Product Description

    Resveratrol-3-O-sulfate is a metabolite of resveratrol (Item Nos. 70675 | 10004235).1 In U-937 cells stimulated with LPS, resveratrol-3-O-sulfate (1 µM) decreases the expression of IL-1α, IL-1β, and IL-6 by 61.2, 76.6, and 42.2%, respectively, and decreases the release of TNF-α and IL-6 to similar levels as resveratrol. It has antioxidant activity in a Trolox assay, dose-dependently decreases growth of Caco-2 colorectal adenocarcinoma cells when used at concentrations ranging from 10 to 100 µM, and induces apoptosis at concentrations of 25 and 50 µM.2 Resveratrol-3-O-sulfate also displaces rosiglitazone (Item No. 71740) from the outer mitochondrial protein mitoNEET (IC50 = 3.36 µM for the human protein), indicating that it binds to the thiazolidine-2,4-dione (TZD) binding pocket.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Walker, J., Schueller, K., Schaefer, L.-M., et al. Resveratrol and its metabolites inhibit pro-inflammatory effects of lipopolysaccharides in U-937 macrophages in plasma-representative concentrations. Food Funct. 5(1), 74-84 (2014).

    2. Storniolo, C.E., and Moreno, J.J. Resveratrol metabolites have an antiproliferative effect on intestinal epithelial cancer cells. Food Chem. 134(3), 1385-1391 (2012).

    3. Geldenhuys, W.J., Funk, M.O., Awale, P.S., et al. A novel binding assay identifies high affinity ligands to the rosiglitazone binding site of mitoNEET. Bioorg. Med. Chem. Lett. 21(18), 5498-5501 (2011).