CAS 152-95-4|Sophoricoside

Introduction:Basic information about CAS 152-95-4|Sophoricoside, including its chemical name, molecular formula, synonyms, physicochemical properties, and safety information, etc.
Common NameSophoricoside
CAS Number152-95-4Molecular Weight432.378
Density1.6±0.1 g/cm3Boiling Point763.3±60.0 °C at 760 mmHg
Molecular FormulaC21H20O10Melting Point285ºC
MSDSChineseUSAFlash Point271.5±26.4 °C

Names

NameSophoricoside
SynonymMore Synonyms

Sophoricoside BiologicalActivity

DescriptionSophoricoside is an isoflavone glycoside isolated from Sophora japonica and has anti-inflammatory, anti-cancer and immunosuppressive effects.
Related CatalogSignaling Pathways >>Others >>OthersNatural Products >>FlavonoidsResearch Areas >>CancerResearch Areas >>Inflammation/Immunology
In VitroSophoricoside is an isoflavone glycoside isolated from Sophora japonica and has anti-inflammatory, anti-cancer and immunosuppressive effects. The results show that Sophoricoside (50 μM) significantly inhibits the PMACI-induced histamine release. The inhibition rate reaches up to 30.24%. The maximal rates of TNF-α, IL-8 and IL-6 inhibition by Sophoricoside (50 μM) are approximately 31.42%, 43.43% and 34.24%, respectively. The rates of the levels of Rel/p65 inhibition in nuclear by Sophoricoside (50 μM) is approximately 50.14%. Results show that the enhanced caspase-1 activity induced by PMACI is significantly reduced by Sophoricoside in a dose-dependent manner[1].
In VivoWhen the Sophoricoside is orally administered 1 h before compound 48/80 injections, the scratching behaviors is reduced. The inhibition rate of Sophoricoside (2 mg/kg) is approximately 41.21%. Orally administered Sophoricoside inhibits the scratching behaviors by 47.31%. When mice are treated for 2 weeks with Sophoricoside, the atopic dermatitis is recovered to a significant extent[1].
Kinase AssayCells are incubated with the Sophoricoside for 1 h, and then incubated with PMACI for 2 h. The reaction is stopped by cooling the tubes in ice. The cells are separated from the released histamine by centrifugation at 400×g for 5 min at 4°C. The histamine levels are measured by ELISA using a histamine assay kit according to the manufacturer’s directions. Duplicate aliquots of supernatant are measured for each sample[1].
Cell AssayTo test the cell viability by each concentration of Sophoricoside, the MTT colorimetric assay is performed. Briefly, HMC-1 cells (3×105 cells/well) are incubated with Sophoricoside (1 to 50 μM) for 12 h. After the addition of MTT solution, the cells are incubated at 37°C for 4 h. The crystallized MTT (formazan) is dissolved in dimethyl sulfoxide and the absorbance is measured at 540 nm[1].
Animal AdminBALB/c mice (5 weeks, 19 to 20 g) are used in this study. The dorsal skin of the BALB/c mice (n=6) is shaved and treated with a depilatory prior to the experiment. The mice are sensitized with 100 μL of 0.15% DNCB in acetone-olive oil (3:1) applied to the dorsal skin twice per week for 5 weeks. Control mice receive vehicle (acetone/olive oil=3:1). After 3 weeks, Sophoricoside (2 mg/kg) is orally administered 2 weeks until the end of the experiment[1].
References

[1]. Kim SJ, et al. The ameliorative effect of sophoricoside on mast cell-mediated allergic inflammation in vivo and in vitro. Molecules. 2013 May 22;18(5):6113-27.

Chemical & Physical Properties

Density1.6±0.1 g/cm3
Boiling Point763.3±60.0 °C at 760 mmHg
Melting Point285ºC
Molecular FormulaC21H20O10
Molecular Weight432.378
Flash Point271.5±26.4 °C
Exact Mass432.105652
PSA170.05000
LogP0.31
Vapour Pressure0.0±2.7 mmHg at 25°C
Index of Refraction1.717
InChIKeyISQRJFLLIDGZEP-CMWLGVBASA-N
SMILESO=c1c(-c2ccc(OC3OC(CO)C(O)C(O)C3O)cc2)coc2cc(O)cc(O)c12

Safety Information

Hazard CodesT,C
Risk PhrasesR23/24/25:Toxic by inhalation, in contact with skin and if swallowed . R36/37/38:Irritating to eyes, respiratory system and skin .
Safety PhrasesS26-S36-S45-S24/25
RIDADRUN 3276 6.1/PG 3
WGK Germany3
RTECSAL7970000
Packaging GroupII
Hazard Class8

Synonyms

4-(5,7-Dihydroxy-4-oxo-4H-chromen-3-yl)phenyl β-D-glucopyranoside
Genistein-4'-glucoside
4H-1-Benzopyran-4-one, 3-[4-(β-D-glucopyranosyloxy)phenyl]-5,7-dihydroxy-
Genistein 4'-Glucoside
4'-(β-D-Glucopyranosyloxy)-5,7-dihydroxyisoflavone
4H-1-Benzopyran-4-one,3-[4-(
4',5,7-Trihydroxyisoflavone-4'-D-glucoside
MFCD01075138
Sophoricoside
3-[4-(b-D-Glucopyranosyloxy)phenyl]-5,7-dihydroxy-411-1-benzopyran-4-one
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