A metabolite of ellagic acid with diverse biological activities
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Parent Compound(s)
10569Ellagic Acid
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Urolithin A

Item No. 22607

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
3,8-dihydroxy-6H-dibenzo[b,d]pyran-6-one
CAS Number
1143-70-0
Synonyms
  • 2',7-Dihydroxy-3,4-benzocoumarin
  • 3,8-Dihydroxy Urolithin
Molecular Formula
C13H8O4
Formula Weight
228.2
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 30 mg/mlDMSO:PBS (pH 7.2)(1:9): 0.1 mg/mlEthanol: Slightly soluble
λmax
221, 233, 282, 308, 357 nm
SMILES
OC(C=C1)=CC2=C1C3=CC=C(O)C=C3C(O2)=O
InChi Code
InChI=1S/C13H8O4/c14-7-1-3-9-10-4-2-8(15)6-12(10)17-13(16)11(9)5-7/h1-6,14-15H
InChi Key
RIUPLDUFZCXCHM-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    25 mg

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    Product Description

    Urolithin A is a secondary metabolite of ellagic acid (Item No. 10569), a polyphenolic antioxidant, that has antiproliferative, anti-inflammatory, and anti-oxidant properties.1 It decreases proliferation in ECC-1, Ishikawa, and HEC-1A human endometrial cancer cell lines at a concentration of 1 µM, arrests the cell cycle at the G2/M transition, and modulates estrogen receptor-regulated gene expression.2 It also potentiates the antiproliferative effect of 5-fluorouracil (Item No. 14416) in Caco-2, SW480, and HT-29 cells.3 In a rat model of colitis, urolithin A reduces inflammation, decreasing prostaglandin E2 (PGE2; Item No. 14010) levels and preventing upregulation of COX-2 gene expression and protein levels in colonic mucosa.4 It also induces mitophagy in C. elegans, C2C12 myoblasts, and Mode-K intestinal cells in correlation with improved fitness and extended lifespan in C. elegans and increased exercise capacity in mice.5

    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 al. Urolithins, 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. Zhang, W., Chen, J.-H., Aguilera-Barrantes, I., et al. Urolithin A suppresses the proliferation of endometrial cancer cells by mediating estrogen receptor-α-dependent gene expression. mol. Nutr. Food Res. 60(11), 2387-2395 (2016).

    3. González-Sarrías, A., Tomé-Carneiro, J., Bellesia, A., et al. The ellagic acid-derived gut microbiota metabolite, urolithin A, potentiates the anticancer effects of 5-fluorouracil chemotherapy on human colon cancer cells. Food Funct. 6(5), 1460-1469 (2015).

    4. Larrosa, M., González-Sarrías, A., Yáñez-Gascón, M.J., et al. Anti-inflammatory properties of a pomegranate extract and its metabolite urolithin-A in a colitis rat model and the effect of colon inflammation on phenolic metabolism. J. Nutr. Biochem. 21(8), 717-725 (2010).

    5. Ryu, D., Mouchiroud, L., Andreux, P.A., et al. Urolithin A induces mitophagy and prolongs lifespan in C. elegans and increases muscle function in rodents. Nat. Med. 22(8), 879-888 (2016).