SML1791
Urolithin A
≥97% (HPLC), powder, anti-inflammatory
Synonym(s):
3,8-Dihydroxy-6H-benzo[c]chromen-6-one
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About This Item
Empirical Formula (Hill Notation):
C13H8O4
CAS Number:
Molecular Weight:
228.20
MDL number:
UNSPSC Code:
12352200
NACRES:
NA.77
Recommended Products
product name
Urolithin A, ≥97% (HPLC)
Quality Level
Assay
≥97% (HPLC)
form
powder
color
white to beige
solubility
DMSO: 20 mg/mL, clear
storage temp.
2-8°C
SMILES string
OC1=CC=C(C(C=CC(O)=C2)=C2C(O3)=O)C3=C1
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
Application
Urolithin A has been used:
- to test its antileukemic activities on leukemic cell lines by in vitro cell proliferation assay
- as a mitophagy activator to study the effect of phosphoglycerate mutase 5 (PGAM5) expression on mitophagic cell death during ischemia-reperfusion (I/R) injury
- to study its inhibitory effect on epithelial-to-mesenchymal transition (EMT) in lung cancer cells via P53-Mdm2-Snail pathway
- to study its effects on streptozotocin-induced diabetic cardiomyopathy in rats by activating sirtuin 1/silent mating type information regulation 2 homolog 1 (SIRT1) signaling
Biochem/physiol Actions
Urolithin A is a natural product with antiproliferative and antioxidant activity. Urolithin A is formed by metabolism from polyphenols found in some nuts and fruits, particularly pomegranates. Urolithin A has been shown to cross the blood brain barrier, and may have neuroprotective effects against Alzheimer′s Disease.
Urolithin A is the most studied urolithin with anti-inflammatory and anti-obesity properties. It may also prevent the progression of various cancer types including colon, prostate, and bladder cancer by downregulating several oncogenes such as the mammalian target of rapamycin (mTOR) and Kirsten rat sarcoma viral oncogene(K-Ras), upregulating tumor suppressor genes such as p53 and epidermal growth factor receptor (EGFR) in various tumor pathways.
Signal Word
Warning
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Irrit. 2 - Skin Irrit. 2
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Certificates of Analysis (COA)
Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.
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Tao Yuan et al.
ACS chemical neuroscience, 7(1), 26-33 (2015-11-13)
Pomegranate shows neuroprotective effects against Alzheimer's disease (AD) in several reported animal studies. However, whether its constituent ellagitannins and/or their physiologically relevant gut microbiota-derived metabolites, namely, urolithins (6H-dibenzo[b,d]pyran-6-one derivatives), are the responsible bioactive constituents is unknown. Therefore, from a pomegranate
Gadah Albasher et al.
Saudi journal of biological sciences, 29(2), 1210-1220 (2022-03-05)
This study examined the cardiac anti-cardiomyopathy (DC) protective effect of urolithin A in streptozotocin (STZ)-treated rats and investigated if this protection involves activation of SIRT1 signaling. Diabetes was induced first STZ (65 mg/kg, i.p.) before starting the experiments. Adult male rats
Abdulaziz Musa Alzahrani et al.
International journal of molecular sciences, 22(11) (2021-06-03)
Leukemia is persistently a significant cause of illness and mortality worldwide. Urolithins, metabolites of ellagic acid and ellagitannins produced by gut microbiota, showed better bioactive compounds liable for the health benefits exerted by ellagic acid and ellagitannins containing pomegranate and
Sheng-Long Ding et al.
Journal of inflammation (London, England), 17, 13-13 (2020-03-27)
Osteoarthritis (OA) is characterized by inflammation and extracellular matrix (ECM) degradation and is one of the most common chronic degenerative joint diseases that causes pain and disability in adults. Urolithin A (UA) has been widely reported for its anti-inflammatory properties
Antonio González-Sarrías et al.
European journal of nutrition, 56(2), 831-841 (2015-12-19)
Urolithins, metabolites produced by the gut microbiota from ellagic acid, have been acknowledged with cancer chemopreventive activity. Although urolithin A (Uro-A) has been reported to be the most active one, 10-50 % of humans can also produce the isomer isourolithin A
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