CAS Number152-95-4
Synonyms4-(5,7-Dihydroxy-4-oxo-4H-chromen-3-yl)phenyl β-D-glucopyranoside; Genistein-4'-glucoside; 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
Molecular FormulaC21H20O10
Molecular Weight432.38
Purity≥98 (HPLC)%
Density1.6±0.1 g/cm3
Boiling Point763.3±60.0 °C at 760 mmHg
Melting Point285ºC
Appearancepowder
Symbol
Signal WordWarning
| Chemical & Physical Properties | |
|---|---|
| CAS Number | 152-95-4 |
| Catalog No. | 2A-9012484 |
| Chinese Name | 槐角苷 |
| Synonyms | 4-(5,7-Dihydroxy-4-oxo-4H-chromen-3-yl)phenyl β-D-glucopyranoside; Genistein-4'-glucoside; 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 |
| Molecular Formula | C21H20O10 |
| Molecular Weight | 432.38 |
| Purity | ≥98 (HPLC) |
| Density | 1.6±0.1 g/cm3 |
| Boiling Point | 763.3±60.0 °C at 760 mmHg |
| Melting Point | 285ºC |
| Appearance | powder |
| Storage Condition | Room Temperature |
| Packaging | II |
| Application | Sophoricoside is an isoflavone glycoside isolated from Sophora japonica and has anti-inflammatory, anti-cancer and immunosuppressive effects. |
| PubChem ID | 329825016 |
| SMILES | OC1=CC(O)=C(C(C(C2=CC=C(O[C@H]3O[C@@H](CO)[C@H](O)[C@@H](O)[C@@H]3O)C=C2)=CO4)=O)C4=C1 |
| InChI | 1S/C21H20O10/c22-7-15-18(26)19(27)20(28)21(31-15)30-11-3-1-9(2-4-11)12-8-29-14-6-10(23)5-13(24)16(14)17(12)25/h1-6,8,15,18-24,26-28H,7H2/t15-,18-,19+,20-,21-/m0/s1 |
| InChI Key | ISQRJFLLIDGZEP-JDCPMNFLSA-N |
| NACRES Code | NA.25 |
| UNSPSC | 12352205 |
| Hazard Symbols | 8 |
| MSDS | msds/12484_1_152_95_4.pdf |
| Bioactivity | Sophoricoside is an isoflavone glycoside isolated from Sophora japonica and has anti-inflammatory, anti-cancer and immunosuppressive effects. Related Catalog Signaling Pathways >> Others >> Others Natural Products >> Flavonoids Research Areas >> Cancer Research Areas >> Inflammation/Immunology In Vitro Sophoricoside 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 Vivo When 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 Assay Cells 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 Assay To 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 Admin BALB/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 Density 1.6±0.1 g/cm3 Boiling Point 763.3±60.0 °C at 760 mmHg Melting Point 285ºC Molecular Formula C21H20O10 Molecular Weight 432.378 Flash Point 271.5±26.4 °C Exact Mass 432.105652 PSA 170.05000 LogP 0.31 Vapour Pressure 0.0±2.7 mmHg at 25°C Index of Refraction 1.717 InChIKey ISQRJFLLIDGZEP-CMWLGVBASA-N SMILES O=c1c(-c2ccc(OC3OC(CO)C(O)C(O)C3O)cc2)coc2cc(O)cc(O)c12 |
| Use of | Sophoricoside is an isoflavone glycoside isolated from Sophora japonica and has anti-inflammatory, anti-cancer and immunosuppressive effects. Properties Name Sophoricoside Synonym More Synonyms Sophoricoside Biological Activity Description Sophoricoside is an isoflavone glycoside isolated from Sophora japonica and has anti-inflammatory, anti-cancer and immunosuppressive effects. Related Catalog Signaling Pathways >> Others >> Others Natural Products >> Flavonoids Research Areas >> Cancer Research Areas >> Inflammation/Immunology In Vitro Sophoricoside 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]. 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 Molecular Formula C21H20O10 Exact Mass 432.105652 PSA 170.05000 Index of Refraction 1.717 InChIKey ISQRJFLLIDGZEP-CMWLGVBASA-N |
| Transport Info | Product name: Purity: 98.0% |
| MSDS Transport Info | Module 14. Shipping information United Nations classification: inconsistent with United Nations classification standards UN number: not specified |
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