A flavonoid glycoside with diverse biological activities
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Isorhamnetin-3-O-β-D-Glucoside

Item No. 35600

Technical Information
Formal Name
3-(β-D-glucopyranosyloxy)-5,7-dihydroxy-2-(4-hydroxy-3-methoxyphenyl)-4H-1-benzopyran-4-one
CAS Number
5041-82-7
Synonyms
  • 3’-O-Methylquercetin 3’-glucoside
Molecular Formula
C22H22O12
Formula Weight
Purity
≥98%
A solid
λmax
255, 360 nm
SMILES
O=C(C(O[C@@H]1O[C@@H]([C@H]([C@@H]([C@H]1O)O)O)CO)=C(C2=CC(OC)=C(C=C2)O)OC3=CC(O)=C4)C3=C4O
InChi Code
InChI=1S/C22H22O12/c1-31-12-4-8(2-3-10(12)25)20-21(17(28)15-11(26)5-9(24)6-13(15)32-20)34-22-19(30)18(29)16(27)14(7-23)33-22/h2-6,14,16,18-19,22-27,29-30H,7H2,1H3/t14-,16-,18+,19-,22+/m1/s1
InChi Key
CQLRUIIRRZYHHS-LFXZADKFSA-N
Origin
Plant/Ilex cornuta
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    Isorhamnetin-3-O-β-D-glucoside is a flavonoid glycoside that has been found in T. capensis and has diverse biological activities.1,2 It scavenges DPPH (Item No. 14805) and ABTS (Item No. 27317) radicals in cell-free assays (IC50s = 3.16 and 44.93 µg/ml, respectively).1 Isorhamnetin-3-O-β-glucoside inhibits H. contortus egg hatching and larval development (EC50s = 431.5 and 55.61 µg/ml, respectively) and induces lethality in C. elegans (EC50 = 342 µg/ml). It inhibits rat lens aldose reductase (IC50 = 0.75 µg/ml) and reduces sorbitol accumulation in lenses, red blood cells, and sciatic nerve in a rat model of diabetes induced by streptozotocin (STZ; Item No. 13104).2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ondua, M., Mfotie Njoya, E., Abdalla, M.A., et alInvestigation of anthelmintic activity of the acetone extract and constituents of Typha capensis against animal parasitic Haemonchus contortus and free-living Caenorhabditis elegans. Parasitol. Res. 120(10), 3437-3449 (2021).

    2. Lee, Y.S., Lee, S., Lee, H.S., et alInhibitory effects of isorhamnetin-3-O-β-ᴅ-glucoside from Salicornia herbacea on rat lens aldose reductase and sorbitol accumulation in streptozotocin-induced diabetic rat tissues. Biol. Pharm. Bull. 28(5), 916-918 (2005).