| Identification | More | [Name]
Sophoricoside | [CAS]
152-95-4 | [Synonyms]
5,7-dihydroxy-3-[4-[(2s,3r,4s,5s,6r)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
GENISTEIN-4'-GLUCOSIDE
GENISTEIN-4'-O-GLUCOSIDE
ISOGENISTIN
SOPHORICOSIDE
4'-beta-D-glucopyranosyloxy-5,7-dihydroxyisoflavone
5,7-Dihydroxy-3-[4-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyphenyl]chromen-4-one
4H-1-Benzopyran-4-one,3-[4-(β-
D-glucopyranosyloxy)phenyl]-5,7-dihydroxy-
Sophoricoside ,98%
3-[4-(β-D-Glucopyranosyloxy)phenyl]-5,7-dihydroxy-4H-1-benzopyran-4-one | [Molecular Formula]
C21H20O10 | [MDL Number]
MFCD01075138 | [Molecular Weight]
432.38 | [MOL File]
152-95-4.mol |
| Chemical Properties | Back Directory | [Melting point ]
298° | [alpha ]
D20 -47° (pyridine); D20 -32° (10% aq pyridine) | [Boiling point ]
466.08°C (rough estimate) | [density ]
1.3597 (rough estimate) | [refractive index ]
1.5376 (estimate) | [storage temp. ]
under inert gas (nitrogen or Argon) at 2–8 °C | [solubility ]
Aqueous Base (Slightly), DMSO (Slightly, Heated), Pyridine (Slightly, Sonicated) | [form ]
Solid | [pka]
6.45±0.20(Predicted) | [color ]
White to Light Brown | [λmax]
271nm(MeOH)(lit.) | [Detection Methods]
HPLC,NMR | [CAS DataBase Reference]
152-95-4(CAS DataBase Reference) |
| Hazard Information | Back Directory | [Chemical Properties]
Light yellow solid | [Uses]
Genistein 4''-β-D-glucopyranoside is a metabolite of Genistein (G350000), which exhibits specific inhibitory activity against tyrosine kinases,including autophosphorylation of epidermal growth factor receptor kinase (IC50 - 2.6uM). Also inhibits other protein kinases through competitive inhibition of ATP. Inhibits tumor cell proliferation and induces tumor cell differentiation. | [Definition]
ChEBI: Sophoricoside is an isoflavonoid and an acrovestone. | [Biological Activity]
Sophoricoside (SOP) improves lipopolysaccharides (LPS)-induced acute lung injury (ALI) in mice by activating the adenosine monophosphate-activated protein kinase (AMPK)/nuclear factor erythroid 2-related factor 2 (Nrf2) signaling pathway. It also improves contact dermatitis by inhibiting the nuclear factor-kappa B (NF-KB) pathway in B cells in mice model.''Sophoricoside elicits anti-cancerimmunosuppressiveand anti-inflammatory activities. It inhibits proinflammatory cytokine production in human mast cells and has the potential to tre at allergic inflammation diseases. | [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]. |
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