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91211

Sigma-Aldrich

Oxyresveratrol

≥97.0% (HPLC)

Synonyme(s) :

(E)-2,3′,4,5′-Stilbenetetrol, 2,3′,4,5′-Tetrahydroxy-trans-stilbene, 4-[(1E)-2-(3,5-Dihydroxyphenyl)ethenyl]-1,3-benzenediol

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About This Item

Formule empirique (notation de Hill):
C14H12O4
Numéro CAS:
Poids moléculaire :
244.24
Numéro MDL:
Code UNSPSC :
12352200
ID de substance PubChem :
Nomenclature NACRES :
NA.25

Niveau de qualité

Pureté

≥97.0% (HPLC)

Forme

solid

Application(s)

metabolomics
vitamins, nutraceuticals, and natural products

Chaîne SMILES 

Oc1ccc(\C=C\c2cc(O)cc(O)c2)c(O)c1

InChI

1S/C14H12O4/c15-11-4-3-10(14(18)8-11)2-1-9-5-12(16)7-13(17)6-9/h1-8,15-18H/b2-1+

Clé InChI

PDHAOJSHSJQANO-OWOJBTEDSA-N

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Description générale

Oxyresveratrol (OXY or ORV) is a naturally occurring polyphenolic stilbene that is predominantly present in the heartwood of many plants. It is primarily extracted from Artocarpus lakoocha Roxb. plant, and is one of the main constituents of this plant. ORV has a very simple chemical structure with a trans-1,2-diphenylethylene in its core and two hydroxyls (OH) groups attached to each aromatic ring.

Application

Oxyresveratrol has been used:
  • with poly(lactic-co-glycolic acid) (PLGA) nanoparticles to test its antioxidant effects and to investigate its role in the inhibition of superoxide anion (O2-) generation
  • to test its effects as an anti-neuroinflammatory agent on interleukin-1 beta (IL-1β)-induced HMC3 human microglial cell line
  • as a reference standard to determine its existence in Artocarpus lakoocha Roxb. (AL) extract using high-performance liquid chromatography (HPLC)

Actions biochimiques/physiologiques

Oxyresveratrol is well-known due to its diverse biological and pharmacological properties. It is a potent antioxidant and anti-inflammatory agent. ORV also exerts neuroprotective activities and protects against cerebral ischemia, stroke, and several neurodegenerative disorders. It also displays anti-cancer, antimicrobial, hepatoprotective properties and protects against several other metabolic disorders. It is also a potent tyrosinase inhibitor.

Conditionnement

Bottomless glass bottle. Contents are inside inserted fused cone.

Pictogrammes

CorrosionExclamation mark

Mention d'avertissement

Danger

Mentions de danger

Classification des risques

Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3

Organes cibles

Respiratory system

Code de la classe de stockage

11 - Combustible Solids

Classe de danger pour l'eau (WGK)

WGK 3

Point d'éclair (°F)

Not applicable

Point d'éclair (°C)

Not applicable


Certificats d'analyse (COA)

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The phytochemical oxyresveratrol has been shown to exert diverse biological activities including prevention of obesity. However, the exact reason underlying the anti-obese effects of oxyresveratrol is not fully understood. Here, we investigated the effects and mechanism of oxyresveratrol in adipocytes
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