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SMB01339

Sigma-Aldrich

Urolithin D

Synonym(s):

3,4,8,9-Tetaihydroxy-6H-dibenzo[b,d]pyran-6-one, 3,4,8,9-Tetrahydroxy-6H-benzo[c]chromen-6-one, 3,4,8,9-Tetrahydroxybenzo[c]chromen-6-one, 3,4,8,9-Tetrahydroxyurolithin, Uro D, Uro-D, UroD

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About This Item

Empirical Formula (Hill Notation):
C13H8O6
CAS Number:
131086-98-1
Molecular Weight:
260.20
MDL number:
MFCD00954508
UNSPSC Code:
12352205
NACRES:
NA.77

assay

95% (HPLC)

Quality Level

200

form

solid

mp

>227  °C

storage temp.

2-8°C

InChI

1S/C13H8O6/c14-8-2-1-5-6-3-9(15)10(16)4-7(6)13(18)19-12(5)11(8)17/h1-4,14-17H

InChI key

NEZDQSKPNPRYAW-UHFFFAOYSA-N

General description

Urolithins are microflora human metabolites of dietary ellagic acid (EA) derivatives, such as ellagitannins (ETs). They are produced in the human gut, and found in urine in the form of urolithin B glucuronide after absorption of ellagitannins-containing food such as pomegranate, strawberries, red raspberries, walnuts or oak-aged red wine. During intestinal metabolism by bacteria, ellagitannins and punicalagins are converted to urolithins.

Application

Metabolomics research

Other Notes

For additional information on our range of Biochemicals, please complete this form.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

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Certificates of Analysis (COA)

Lot/Batch Number
0000330362
0000330364
0000330362
0000330364
0000238664

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Adrián Cortés-Martín et al.
Journal of agricultural and food chemistry, 68(45), 12606-12616 (2020-11-03)
The maternal-infant transmission of several urolithins through breast milk and the gut colonization of infants by the urolithin-producing bacterium Gordonibacter during their first year of life were explored. Two trials (proof-of-concept study: n = 11; validation study: n = 30)
Kristen M Roberts et al.
Molecular nutrition & food research, 64(10), e1900800-e1900800 (2020-03-01)
Black raspberry (BRB) phytochemicals demonstrate anti-carcinogenic properties in experimental models, including prostate cancer. Two BRB foods, a confection and nectar, providing a consistent and reproducible product for human clinical studies are designed and characterized. Men with clinically localized prostate cancer
Francisco A Tomás-Barberán et al.
Molecular nutrition & food research, 61(1) (2016-05-10)
Urolithins are dibenzo[b,d]pyran-6-one derivatives that are produced by the human gut microbiota from ellagitannins and ellagic acid (EA). These metabolites are much better absorbed than their precursors and have been suggested to be responsible for the health effects attributed to

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