urolithin C

Base Information

• Chemical Name: urolithin C
• CAS No.: 165393-06-6
• Molecular Formula: C₁₃H₈O₅
• Molecular Weight: 244.204
• Mol file: 165393-06-6.mol

Synonyms:

Chemical Property of urolithin C

Chemical Property:

• Melting Point: >300°C
• Boiling Point: 605.4±55.0 °C(Predicted)
• PKA: 7.51±0.20(Predicted)
• Density: 1.640±0.06 g/cm3(Predicted)
• Storage Temp.: Inert atmosphere,Room Temperature
• Solubility.: DMSO (Slightly), Methanol (Slightly, Heated)

Purity/Quality:

99% ^*data from raw suppliers

UrolithinC ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Uses: Urolithin C is used in biological studies to evaluate the metabolite antioxidant activity.

Technology Process of urolithin C

There total 7 articles about urolithin C which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 79.0%

3-methoxy-6H-[1,3]dioxolo[4',5':4,5]benzo[1,2-c]chromen-6-one (1459238-45-9) → urolithin C (165393-06-6)

Guidance literature:

With boron tribromide; In dichloromethane; at 0 ℃; Inert atmosphere;

DOI:10.1016/j.tet.2013.08.045

Reference yield: 50.0%

3-hydroxy-8,9-dimethoxy-6H-dibenzo-[b,d]pyran-6-one (126438-35-5) → urolithin C (165393-06-6)

Guidance literature:

With aluminum (III) chloride; In chlorobenzene; at 100 ℃;

DOI:10.1039/c7ra01548h

Reference yield:

3-hydroxy-8,9-dimethoxy-6H-dibenzo-[b,d]pyran-6-one (126438-35-5) → 3,8-dihydroxy-9-methoxy-6H-dibenzo[b,d]pyran-6-one (1006683-96-0) + urolithin C (165393-06-6) + 3,9-dihydroxy-8-methoxy-6H-dibenzo[b,d]pyran-6-one (713519-19-8)

Guidance literature:

With aluminum (III) chloride; In chlorobenzene; at 100 ℃; for 6h;

DOI:10.1021/jf0726942

upstream raw materials:

urolithin B

3-hydroxy-8,9-dimethoxy-6H-dibenzo-[b,d]pyran-6-one

3-methoxy-6H-[1,3]dioxolo[4',5':4,5]benzo[1,2-c]chromen-6-one

methyl 6-(2-bromo-4-methoxyphenyl)benzo[d][1,3]dioxole-5-carboxylate

Refernces

• 1、 -. "ENHANCING AUTOPHAGY OR INCREASING LONGEVITY BY ADMINISTRATION OF UROLITHINS OR PRECURSORS THEREOF". Page/Page column 225-226. . Retrieved 2014/01/17.
• 2、 Dobroslawa, Bialonska,Kasimsetty, Sashi G.,Khan, Shabana I.,Daneel, Ferreira. "Urolithins, intestinal microbial metabolites of pomegranate ~ellagitannins, exhibit potent antioxidant activity in a cell-based assay". experimental part. p. 10181 - 10186. Retrieved 2010/07/18.