CAS 29700-22-9|Oxyresveratrol

Introduction:Basic information about CAS 29700-22-9|Oxyresveratrol, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameOxyresveratrol
CAS Number29700-22-9Molecular Weight244.243
Density1.5±0.1 g/cm3Boiling Point523.8±30.0 °C at 760 mmHg
Molecular FormulaC14H12O4Melting Point201ºC
MSDS/Flash Point260.8±19.2 °C

Names

Name4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]benzene-1,3-diol
SynonymMore Synonyms

Oxyresveratrol BiologicalActivity

DescriptionOxyresveratrol is neuroprotective and inhibits the apoptotic cell death in transient cerebral ischemia. It effectively scavenges H2O2, NO (IC50 = 45.3 μM), and the artificial free radical 2,2-diphenyl-l-picrylhydrazyl (IC50 = 28.9 μM) In vitro: 1)oxyresveratrol exhibited more than 50% inhibition at 100 μM on L-tyrosine oxidation by murine tyrosinase activity.2) oxyresveratrol showed an IC50 value of 52.7 μM on the enzyme activity. 3) oxyresveratrol works through reversible inhibition of tyrosinase activity rather than suppression of the expression and synthesis of the enzyme.[2] In vivo: 1) Oxyresveratrol (10 or 20 mg/kg) significantly reduced the brain infarct volume by approximately 54% and 63%, respectively, when compared to vehicle-treated MCAO rats.2) oxyresveratrol treatment diminished cytochrome c release and decreasedcaspase-3 activation in MCAO rats. [3]
Related CatalogSignaling Pathways >>Autophagy >>AutophagySignaling Pathways >>Metabolic Enzyme/Protease >>TyrosinaseResearch Areas >>OthersNatural Products >>Phenols
References

[1]. Lorenz. et al. Oxyresveratrol and resveratrol are potent antioxidants and free radical scavengers: Effect on nitrosative and oxidative stress derived from microglial cells. Nitric Oxide 9(2) 64-76 (2003).

[2]. Kim, Y.M., Yun, J., Lee, C., et al. Oxyresveratrol and hydroxystilbene compounds. Inhbitory effect on tyrosinase and mechanism of action. J Biol Chem277(18) 16340-16344 (2002).

[3]. Shaida A Andrabi et al. Oxyresveratrol (trans-2,3′,4,5′-tetrahydroxystilbene) is neuroprotective and inhibits the apoptotic cell death in transient cerebral ischemia. Brain Res, 2004 Aug 13, 1017(1-2):98-107.

Chemical & Physical Properties

Density1.5±0.1 g/cm3
Boiling Point523.8±30.0 °C at 760 mmHg
Melting Point201ºC
Molecular FormulaC14H12O4
Molecular Weight244.243
Flash Point260.8±19.2 °C
Exact Mass244.073563
PSA80.92000
LogP3.17
Vapour Pressure0.0±1.4 mmHg at 25°C
Index of Refraction1.801
InChIKeyPDHAOJSHSJQANO-OWOJBTEDSA-N
SMILESOc1cc(O)cc(C=Cc2ccc(O)cc2O)c1

Safety Information

Hazard CodesXi
Risk Phrases36
Safety Phrases26

Synonyms

4-[(E)-2-(3,5-Dihydroxyphenyl)ethenyl]benzene-1,3-diol
Puag-haad
2,4,3',5'-Tetrahydroxystilbene
3,4,3',5'-tetrahydroxy-trans-stilbene
OXYLRESVERATROL
trans-oxyresveratrol
2,3',4,5'-Tetrahydroxy-trans-stilbene
(E)-4-(3,5-Dihydroxystyryl)benzene-1,3-diol
Oxyresveratrol
1,3-Benzenediol, 4-(2-(3,5-dihydroxyphenyl)ethenyl)-, (E)-
EINECS 300-008-4
2,3',4,5'-Tetrahydroxystilbene
4-[(E)-2-(3,5-Dihydroxyphenyl)vinyl]-1,3-benzenediol
trans-2,3',4,5'-tetrahydroxystilbene
4-[(E)-2-(3,5-Dihydroxyphenyl)vinyl]benzene-1,3-diol
1,3-Benzenediol, 4-(2-(3,5-dihydroxyphenyl)ethenyl)-
1,3-Benzenediol, 4-[(E)-2-(3,5-dihydroxyphenyl)ethenyl]-
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