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Merck

SMB00948

Sigma-Aldrich

trans-Resveratrol 3-O-β-D-glucuronide

≥95% (HPLC)

Sinónimos:

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

Fórmula empírica (notación de Hill):
C20H20O9
Número de CAS:
Peso molecular:
404.37
Número MDL:
Código UNSPSC:
12352201
NACRES:
NA.25

origen biológico

synthetic

Nivel de calidad

Ensayo

≥95% (HPLC)

Formulario

solid

mol peso

403.37 g/mol

condiciones de almacenamiento

(Tightly closed. Dry)

técnicas

HPLC: suitable

color

white to beige

temp. de almacenamiento

2-8°C

cadena SMILES

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

Clave InChI

QWSAYEBSTMCFKY-OTPOQTMVSA-N

Descripción general

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.

Aplicación

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

Características y beneficios

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

Otras notas

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

Código de clase de almacenamiento

11 - Combustible Solids

Clase de riesgo para el agua (WGK)

WGK 3

Punto de inflamabilidad (°F)

Not applicable

Punto de inflamabilidad (°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
Juan Antonio Giménez-Bastida et al.
Molecular nutrition & food research, 63(22), e1900629-e1900629 (2019-08-24)
Recent evidence demonstrates that resveratrol (RSV) metabolites, but not free RSV, reach malignant tumors (MT) in breast cancer (BC) patients. Since these metabolites, as detected in MT, do not exert short-term antiproliferative or estrogenic/antiestrogenic activities, long-term tumor-senescent chemoprevention has been

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