urolithin B
6H-dibenzo[b,d]pyran-6-one, 3-hydroxy-
Identification
| Name | urolithin B |
| CAS Number | 1139-83-9 |
| FDA UNII | B1S2YM5F6G |
| Molecular Formula | C13 H8 O3 |
| Molecular Weight | 212.20436000 |
| MDL Number | MFCD00034338 |
| Nikkaji Number | J13.162H |
Regulatory
Physical Properties
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Boiling Point | 432.55 °C. @ 760.00 mm Hg (est) |
| Flash Point | 386.00 °F. TCC ( 196.60 °C. ) (est) |
| logP (o/w) | 2.947 (est) |
| Soluble in | water, 576.7 mg/L @ 25 °C (est) |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for urolithin B usage levels up to | not for fragrance use. |
| Recommendation for urolithin B flavor usage levels up to | not for flavor use. |
No supplier data available
Potential Uses
Natural Occurrence
Synonyms
6H-
dibenzo(b,d)pyran-6-one, 3-hydroxy-
6H-
dibenzo[b,d]pyran-6-one, 3-hydroxy-
3-
hydroxy-6H-benzo[c]chromen-6-one
3-
hydroxy-benzo[c]chromen-6-one
3-
hydroxybenzo[c]chromen-6-one
PubMed:
Gastrointestinal stability of urolithins: an in vitro approach.
PubMed:
Chemopreventive activity of ellagitannins and their derivatives from black raspberry seeds on HT-29 colon cancer cells.
PubMed:
Preparative isolation and purification of urolithins from the intestinal metabolites of pomegranate ellagitannins by high-speed counter-current chromatography.
PubMed:
Pilot walnut intervention study of urolithin bioavailability in human volunteers.
PubMed:
Pomegranate phenolics inhibit formation of advanced glycation endproducts by scavenging reactive carbonyl species.
PubMed:
Walnut polyphenol metabolites, urolithins A and B, inhibit the expression of the prostate-specific antigen and the androgen receptor in prostate cancer cells.
PubMed:
Influence of gut microbiota-derived ellagitannins' metabolites urolithins on pro-inflammatory activities of human neutrophils.
PubMed:
Ellagic acid metabolism by human gut microbiota: consistent observation of three urolithin phenotypes in intervention trials, independent of food source, age, and health status.
PubMed:
Role of human gut microbiota metabolism in the anti-inflammatory effect of traditionally used ellagitannin-rich plant materials.
PubMed:
Description of urolithin production capacity from ellagic acid of two human intestinal Gordonibacter species.
PubMed:
Urolithins display both antioxidant and pro-oxidant activities depending on assay system and conditions.
PubMed:
Phase-II metabolism limits the antiproliferative activity of urolithins in human colon cancer cells.
PubMed:
In vitro antioxidant and antiproliferative effects of ellagic acid and its colonic metabolite, urolithins, on human bladder cancer T24 cells.
PubMed:
Ellagitannin metabolites, urolithin A glucuronide and its aglycone urolithin A, ameliorate TNF-α-induced inflammation and associated molecular markers in human aortic endothelial cells.
PubMed:
Intestinal ellagitannin metabolites ameliorate cytokine-induced inflammation and associated molecular markers in human colon fibroblasts.
PubMed:
Metabolism of oak leaf ellagitannins and urolithin production in beef cattle.
PubMed:
Strawberry processing does not affect the production and urinary excretion of urolithins, ellagic acid metabolites, in humans.
PubMed:
Bioavailability of anthocyanins and ellagitannins following consumption of raspberries by healthy humans and subjects with an ileostomy.
PubMed:
Pomegranate ellagitannin-derived compounds exhibit antiproliferative and antiaromatase activity in breast cancer cells in vitro.
PubMed:
Effects of pomegranate chemical constituents/intestinal microbial metabolites on CYP1B1 in 22Rv1 prostate cancer cells.
PubMed:
Occurrence of urolithins, gut microbiota ellagic acid metabolites and proliferation markers expression response in the human prostate gland upon consumption of walnuts and pomegranate juice.
PubMed:
A concise synthesis of glucuronide metabolites of urolithin-B, resveratrol, and hydroxytyrosol.
PubMed:
Dissimilar in vitro and in vivo effects of ellagic acid and its microbiota-derived metabolites, urolithins, on the cytochrome P450 1A1.
PubMed:
Gene expression, cell cycle arrest and MAPK signalling regulation in Caco-2 cells exposed to ellagic acid and its metabolites, urolithins.
PubMed:
Iberian pig as a model to clarify obscure points in the bioavailability and metabolism of ellagitannins in humans.
PubMed:
Absorption, metabolism, and antioxidant effects of pomegranate (Punica granatum l.) polyphenols after ingestion of a standardized extract in healthy human volunteers.
PubMed:
Pomegranate juice ellagitannin metabolites are present in human plasma and some persist in urine for up to 48 hours.
PubMed:
Urolithins, ellagic acid-derived metabolites produced by human colonic microflora, exhibit estrogenic and antiestrogenic activities.
PubMed:
Metabolism of antioxidant and chemopreventive ellagitannins from strawberries, raspberries, walnuts, and oak-aged wine in humans: identification of biomarkers and individual variability.