A metabolite of ellagic acid
Related Products
Parent Compound(s)
10569Ellagic Acid
Technical Support & Resources

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Urolithin B

Item No. 33757

Technical Information
Formal Name
3-hydroxy-6H-dibenzo[b,d]pyran-6-one
CAS Number
1139-83-9
Synonyms
  • NSC 94726
  • 3-hydroxy Urolithin
Molecular Formula
C13H8O3
Formula Weight
Purity
≥98%
A solid
DMF: 30 mg/mlDMSO: 30 mg/mlEthanol: 30 mg/ml
λmax
231, 279, 304 nm
SMILES
O=C1OC2=C(C3=C1C=CC=C3)C=CC(O)=C2
InChi Code
InChI=1S/C13H8O3/c14-8-5-6-10-9-3-1-2-4-11(9)13(15)16-12(10)7-8/h1-7,14H
InChi Key
WXUQMTRHPNOXBV-UHFFFAOYSA-N
Origin
Synthetic
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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    Product Description

    Urolithin B is a metabolite of the polyphenolic antioxidant ellagic acid (Item No. 10569) that has diverse biological activities.1,2,3,4 It is formed from ellagic acid via several intermediates by gut microbiota.1 Urolithin B reduces the levels of advanced glycation end products (AGEs) in a cell-free assay in a concentration-dependent manner.2 It inhibits aromatase activity in human placental microsomes and aromatase-sensitive MCF-7 (MCF-7aro) human breast cancer cells when used at concentrations of 47 and 4.7 µM, respectively.3 Urolithin B (1.18-4.7 nM) inhibits testosterone-induced proliferation of MCF-7aro cells. It also inhibits LPS-induced increases in inducible nitric oxide synthase (iNOS), TNF-α, IL-6, IL-1β, and COX-2, as well as increases levels of IL-10, in BV-2 microglia when used at concentrations of 50 and 100 µM.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Tomás-Barberán, F.A., González-Sarrías, A., García-Villalba, R., et alUrolithins, the rescue of "old" metabolites to understand a "new" concept: Metabotypes as a nexus among phenolic metabolism, microbiota dysbiosis, and host health status. Mol. Nutr. Food Res. 61(1), (2017).

    2. Liu, W., Ma, H., Frost, L., et alPomegranate phenolics inhibit formation of advanced glycation endproducts by scavenging reactive carbonyl species. Food Funct. 5(11), 2996-3004 (2014).

    3. Adams, L.S., Zhang, Y., Seeram, N.P., et alPomegranate ellagitannin-derived compounds exhibit antiproliferative and antiaromatase activity in breast cancer cells in vitro. Cancer Prev. Res. (Phila.) 3(1), 108-113 (2010).

    4. Lee, G., Park, J.-S., Lee, E.-J., et alAnti-inflammatory and antioxidant mechanisms of urolithin B in activated microglia. Phytomedicine 55, 50-57 (2019).