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Merck

SMB00948

Sigma-Aldrich

trans-Resveratrol 3-O-β-D-glucuronide

≥95% (HPLC)

Synonym(e):

3-Hydroxy-5-[(1E )-2-(4-hydroxyphenyl)ethenyl]phenyl β-D-glucopyranosiduronic acid, trans-Resveratrol 3-O-glucuronide, trans-Resveratrol 3-glucuronide, RSV 3-O-glucuronide, RSV 3-glucuronide, RSV 3-glur, Resveratrol 3-O-β-D-glucuronide, Resveratrol 3-O-b-D-glucuronide, Resveratrol 3-O-glucuronide, Resveratrol 3-glucuronide

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About This Item

Empirische Formel (Hill-System):
C20H20O9
CAS-Nummer:
Molekulargewicht:
404.37
MDL-Nummer:
UNSPSC-Code:
12352201
NACRES:
NA.25

Biologische Quelle

synthetic

Qualitätsniveau

Assay

≥95% (HPLC)

Form

solid

Mol-Gew.

403.37 g/mol

Lagerbedingungen

(Tightly closed. Dry)

Methode(n)

HPLC: suitable

Farbe

white to beige

Lagertemp.

2-8°C

SMILES String

Canonical SMILES: C1=CC(=CC=C1C=CC2=CC(=CC(=C2)OC3C(C(C(C(O3)C(=O)O)O)O)O)O)OIsomeric SMILES: C1=CC(=CC=C1/C=C/C2=CC(=CC(=C2)O[C@H]3[C@@H]([C@H]([C@@H]([C@H](O3)C(=O)O)O)O)O)O)O

InChI

1S/C20H20O9/c21-12-5-3-10(4-6-12)1-2-11-7-13(22)9-14(8-11)28-20-17(25)15(23)16(24)18(29-20)19(26)27/h1-9,15-18,20-25H,(H,26,27)/b2-1+/t15-,16-,17+,18-,20+/m0/s1

InChIKey

QWSAYEBSTMCFKY-OTPOQTMVSA-N

Allgemeine Beschreibung

Trans-Resveratrol 3-O-glucuronide, also known as Resveratrol 3-O-glucuronide, is a polyphenol belonging to the stilbenoid glycosides class, found in various plants and fruits. This natural compound is an active metabolite and glucuronide derivative of trans-resveratrol, a polyphenol present in grapes and other plants, known for potential health benefits. Extensive research indicates that it possess diverse biological activities including antioxidant, antiproliferative, anti-inflammatory, and anti-cancer properties. Further, It activates the sirtuin pathway, implicated in aging and metabolism regulation. While its mechanism of action is not fully elucidated, it is believed to engage the sirtuin pathway and inhibit enzymes involved in inflammatory mediator production. Notably, it exhibits inhibitory effects on specific cancer cell proliferation and bacterial growth.Furthermore, it also exerts inhibitory effects on specific cancer cell proliferation and bacterial growth. This active form undergoes various metabolic transformations, including hydrolysis, oxidation, reduction, and glucuronidation, exhibiting frequent interaction with human erythrocytes. Such characteristics make it crucial for biochemical and metabolomics research.

Anwendung

trans-Resveratrol 3-O-β-ᴅ-glucuronide is a metabolite that finds application in metabolomics and biochemical research.

Leistungsmerkmale und Vorteile

  • High-purity compound suitable for a wide variety of research applications

Sonstige Hinweise

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

Lagerklassenschlüssel

11 - Combustible Solids

WGK

WGK 3

Flammpunkt (°F)

Not applicable

Flammpunkt (°C)

Not applicable


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Susan J Zunino et al.
Oncology letters, 14(2), 2517-2522 (2017-08-07)
Resveratrol has been reported to inhibit or induce DNA damage, depending upon the type of cell and the experimental conditions. Dietary resveratrol is present in the body predominantly as metabolites and limited data is available concerning the activities of these
Ljubica Svilar et al.
Journal of chromatography. B, Analytical technologies in the biomedical and life sciences, 1104, 119-129 (2018-11-20)
Trans-resveratrol is a stilbene polyphenol with a large spectrum of biological activities. This is why it is widely studied in terms of activities, bioavailability and quantitation in different foods, beverages and biological matrices. Different analytical methods are employed for its

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