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Key Documents

91211

Sigma-Aldrich

Oxyresveratrol

≥97.0% (HPLC)

Synonym(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

Empirical Formula (Hill Notation):
C14H12O4
CAS Number:
Molecular Weight:
244.24
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.25

Quality Level

assay

≥97.0% (HPLC)

form

solid

application(s)

metabolomics
vitamins, nutraceuticals, and natural products

SMILES string

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+

InChI key

PDHAOJSHSJQANO-OWOJBTEDSA-N

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General description

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)

Biochem/physiol Actions

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.

Packaging

Bottomless glass bottle. Contents are inside inserted fused cone.

pictograms

CorrosionExclamation mark

signalword

Danger

Hazard Classifications

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

target_organs

Respiratory system

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable


Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Mounir Maafi et al.
Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy, 188, 64-71 (2017-07-12)
A new Φ-order kinetic method was proposed in this study for the investigation of trans-cis photoisomerization reaction of Oxyresveratrol (ORVT) subjected to non-isosbestic irradiation. In ethanolic media, it has been proven that forward (Φ
I Galindo et al.
Antiviral research, 91(1), 57-63 (2011-05-12)
Stilbenols are polyphenolic phytoalexins produced by plants in response to biotic or abiotic stress. These compounds have received much attention because of their significant biological effects. One of these is their antiviral action, which has previously been documented for two
Ju-Hee Lee et al.
Chemico-biological interactions, 289, 68-74 (2018-04-28)
Oxyresveratrol (OXY) is a naturally occurring polyhydroxylated stilbene that is abundant in mulberry wood (Morus alba L.), which has frequently been supplied as a herbal medicine. It has been shown that OXY has regulatory effects on inflammation and oxidative stress
Yi-Ching Chen et al.
BMC complementary and alternative medicine, 13, 45-45 (2013-02-26)
Morus alba has long been used in traditional Chinese medicine to treat inflammatory diseases; however, the scientific basis for such usage and the mechanism of action are not well understood. This study investigated the action of M. alba on leukocyte
John T Weber et al.
European journal of pharmacology, 680(1-3), 55-62 (2012-04-11)
Oxyresveratrol is a potent antioxidant and free-radical scavenger found in mulberry wood (Morus alba L.) with demonstrated protective effects against cerebral ischemia. We analyzed the neuroprotective ability of oxyresveratrol using an in vitro model of stretch-induced trauma in co-cultures of

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