All Photos(1)
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
Empirical Formula (Hill Notation):
C14H12O4
CAS Number:
Molecular Weight:
244.24
MDL number:
UNSPSC Code:
12352200
PubChem Substance ID:
NACRES:
NA.25
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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.
Signal Word
Danger
Hazard Statements
Precautionary Statements
Hazard Classifications
Eye Dam. 1 - Skin Irrit. 2 - STOT SE 3
Target Organs
Respiratory system
WGK
WGK 3
Flash Point(F)
Not applicable
Flash Point(C)
Not applicable
Regulatory Information
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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
Shaida A Andrabi et al.
Brain research, 1017(1-2), 98-107 (2004-07-21)
Oxidative stress is one of the major pathological factors in the cascade that leads to cell death in cerebral ischemia. Here, we investigated the neuroprotective effect of a naturally occurring antioxidant, oxyresveratrol, to reduce brain injury after cerebral stroke. We
Oxyresveratrol: Sources, Productions, Biological Activities, Pharmacokinetics, and Delivery Systems.
Kittisak Likhitwitayawuid
Molecules (Basel, Switzerland), 26(14) (2021-07-25)
Oxyresveratrol has recently attracted much research attention due to its simple chemical structure and diverse therapeutic potentials. Previous reviews describe the chemistry and biological activities of this phytoalexin, but additional coverage and greater accessibility are still needed. The current review
Huilian Huang et al.
Biomedical chromatography : BMC, 24(4), 426-432 (2009-08-08)
Oxyresveratrol (trans-2,4,3',5'-tetrahydroxystilbene) is a major compound isolated from Smilax china, a Chinese herbal medicine. The rat urine and bile samples were pretreated by solid-phase extraction method after oral administration at a dose of 100 mg/kg of oxyresveratrol. Seven metabolites were
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
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