An isoflavone glycoside with diverse biological activities
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Sophoricoside

Item No. 31203

Technical Information
Formal Name
3-[4-(β-D-glucopyranosyloxy)phenyl]-5,7-dihydroxy-4H-1-benzopyran-4-one
CAS Number
152-95-4
Synonyms
  • Genistein 4′-O-glucoside
Molecular Formula
C21H20O10
Formula Weight
Purity
≥98%
A solid
DMF: 25 mg/mlDMSO: 25 mg/mlDMSO:PBS (pH 7.2) (1:2): 0.3 mg/ml
λmax
263 nm
SMILES
OC1=CC(O)=C2C(OC=C(C3=CC=C(O[C@H]4[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O4)C=C3)C2=O)=C1
InChi Code
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-/m1/s1
InChi Key
ISQRJFLLIDGZEP-CMWLGVBASA-N
Origin
Plant/Sophora japonica L.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Sophoricoside is a polyketide synthase-derived isoflavone glycoside that has been found in S. japonica and has diverse biological activities.1,2,3,4,5 It inhibits lipid accumulation induced by oleic acid (Item Nos. 90260 | 24659) in HepG2 cells and stimulates glucose uptake in C2C12 mouse skeletal muscle myoblasts when used at a concentration of 10 µM.2 Sophoricoside (2 mg/kg) reduces scratching behavior induced by compound 48/80 (Item No. 22173) or histamine (Item No. 33828) in mice, as well as reduces serum levels of IgE in a mouse model of atopic dermatitis.3 It increases serum levels of osteocalcin and alkaline phosphatase (ALP) and restores mechanical bone hardness in an ovariectomized rat model of osteoporosis.4 Sophoricoside (80 and 160 mg/kg) decreases hepatic cholesterol and triglyceride levels, serum LDL and apolipoprotein B levels, and hepatic injury in a mouse model of fructose-induced liver injury.5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Trantas, E.A., Koffas, M.A.G., Xu, P., et alWhen plants produce not enough or at all: Metabolic engineering of flavonoids in microbial hosts. Front. Plant Sci. 6(7), (2015).

    2. Wu, C., Luan, H., Wang, S., et alModulation of lipogenesis and glucose consumption in HepG2 cells and C2C12 myotubes by sophoricoside. Molecules 18(12), 15624-15635 (2013).

    3. Kim, S.-J., Lee, G.-Y., Jung, J.-W., et alThe ameliorative effect of sophoricoside on mast cell-mediated allergic inflammation in vivo and in vitro. Molecules 18(5), 6113-6127 (2013).

    4. Abdallah, H.M., Al-Abd, A.M., Asaad, G.F., et alIsolation of antiosteoporotic compounds from seeds of Sophora japonica. PLoS One 9(6), e98559 (2014).

    5. Li, W., and Lu, Y. Hepatoprotective effects of sophoricoside against fructose-induced liver injury via regulating lipid metabolism, oxidation, and inflammation in mice. J. Food Sci. 83(2), 552-558 (2018).