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sulfurein

Names

[ CAS No. ]:
120-05-8

[ Name ]:
sulfurein

[Synonym ]:
Sulfuretin
(Z)-2-((3,4-Dihydroxyphenyl)methylene)-6-hydroxy-2H-benzofuran-3-one
3(2H)-Benzofuranone, 2-[(3,4-dihydroxyphenyl)methylene]-6-hydroxy-, (2Z)-
(2Z)-2-[(3,4-dihydroxyphenyl)methylidene]-6-hydroxy-1-benzofuran-3-one
2-(3,4-Dihydroxybenzylidene)-6-hydroxy-3(2H)-benzofuranone
sulfurein
7,3',4'-trihydroxyaurone
Sulphuretin
MFCD00017304
3',4',6-Trihydroxybenzalcoumaranone
3',4',6-trihydroxyaurone
(2Z)-2-(3,4-Dihydroxybenzylidene)-6-hydroxy-1-benzofuran-3(2H)-one
2-[(3,4-Dihydroxyphenyl)methylene]-6-hydroxy-3(2H)-benzofuranone

Biological Activity

[Description]:

Sulfuretin inhibits the inflammatory response by suppressing the NF-κB pathway. Sulfuretin can be used for the research of allergic airway inflammation. Sulfuretin reduces oxidative stress, platelet aggregation, and mutagenesis[1]. Sulfuretin is a competitive and potent inhibitor of monophenolase and diphenolase activities with the IC50 of 13.64 μM[2].

[Related Catalog]:

Research Areas >> Inflammation/Immunology

[In Vitro]

Sulfuretin is one of the main flavonoids produced by Rhus verniciflua. Sulfuretin efficiently inhibits the infiltration of inflammatory cells and attenuates allergic airway inflammation.

[In Vivo]

Sulfuretin inhibits the inflammatory responses by suppressing the NF-κB pathway in type 1 diabetes models. Sulfuretin (40 μg/kg; single intraperitoneal injection 2 h after the last OVA challenge) suppresses ovalbumin (OVA)-induced chemotaxis and airway inflammation[1]. Animal Model: Pathogen-free male BALB/c mice (7-8 weeks old)[1] Dosage: 40 μg/kg Administration: A single intraperitoneal injection was administered 2 h after the last OVA challenge Result: Suppressed OVA-induced chemotaxis and airway inflammation.

[References]

[1]. Mi-Young Song, et al. Sulfuretin attenuates allergic airway inflammation in mice. Biochem Biophys Res Commun. 2010 Sep 10;400(1):83-8.

[2]. Chen, H., et al. Isolation of sulfuretin and butin from Rhus verniciflua Stokes using medium-pressure liquid chromatography and their tyrosinase inhibitory effects. BioRes. 11(1), 759-771.

Chemical & Physical Properties

[ Density]:
1.6±0.1 g/cm3

[ Boiling Point ]:
585.0±50.0 °C at 760 mmHg

[ Melting Point ]:
295ºC

[ Molecular Formula ]:
C15H10O5

[ Molecular Weight ]:
270.237

[ Flash Point ]:
228.8±23.6 °C

[ Exact Mass ]:
270.052826

[ PSA ]:
86.99000

[ LogP ]:
1.98

[ Vapour Pressure ]:
0.0±1.7 mmHg at 25°C

[ Index of Refraction ]:
1.793

Safety Information

[ Hazard Codes ]:
Xi