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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

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

Signal Word

Danger

Hazard Statements

Hazard Classifications

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

Target Organs

Respiratory system

Storage Class Code

11 - Combustible Solids

WGK

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
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
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
Marta Donini et al.
Molecules (Basel, Switzerland), 26(14) (2021-07-25)
Oxyresveratrol, a polyphenol extracted from the plant Artocarpus lakoocha Roxb, has been reported to be an antioxidant and an oxygen-free radical scavenger. We investigated whether oxyresveratrol affects the generation of superoxide anion (O2-) by human monocytes, which are powerful reactive
Jin Hee Choi et al.
International journal of molecular sciences, 20(1) (2018-12-24)
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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