SML1791

Urolithin A

≥97% (HPLC), powder, anti-inflammatory

• Synonym(s): 3,8-Dihydroxy-6H-benzo[c]chromen-6-one
• Empirical Formula (Hill Notation): C₁₃H₈O₄
• CAS Number: 1143-70-0
• Molecular Weight: 228.20
• NACRES: NA.77
• UNSPSC Code: 12352200
• MDL number: MFCD20275235
• Assay: ≥97% (HPLC)
• Form: powder

Properties

• Product Name: Urolithin A, ≥97% (HPLC)
• Quality Segment: 100
• 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

Description

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 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.

Safety Information

• pictograms: GHS07
• signalword: Warning
• hcodes: H315,H319
• pcodes: P264 - P280 - P302 + P352 - P305 + P351 + P338 - P332 + P313 - P337 + P313
• Hazard Classifications: Eye Irrit. 2 - Skin Irrit. 2
• Storage Class: 11 - Combustible Solids
• wgk: WGK 3
• flash_point_f: Not applicable
• flash_point_c: Not applicable