A flavonoid with diverse biological activities
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Isoquercetin

Item No. 24926

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(3,4-dihydroxyphenyl)-3-(β-D-glucopyranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one
CAS Number
482-35-9
Synonyms
  • NSC 115918
  • Quercetin 3-β-D-glucoside
  • Quercetin 3-O-glucoside
Molecular Formula
C21H20O12
Formula Weight
464.4
Purity
≥98%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 10 mg/mlDMSO: 10 mg/mlPBS (pH 7.2): 0.3 mg/ml
λmax
257, 359 nm
SMILES
OC1=CC(O)=C(C(C(O[C@H]2[C@H](O)[C@@H](O)[C@H](O)[C@@H](CO)O2)=C(C3=CC=C(O)C(O)=C3)O4)=O)C4=C1
InChi Code
InChI=1S/C21H20O12/c22-6-13-15(27)17(29)18(30)21(32-13)33-20-16(28)14-11(26)4-8(23)5-12(14)31-19(20)7-1-2-9(24)10(25)3-7/h1-5,13,15,17-18,21-27,29-30H,6H2/t13-,15-,17+,18-,21+/m1/s1
InChi Key
OVSQVDMCBVZWGM-QSOFNFLRSA-N
Origin
Plant/Apocynum venetum
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

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    Product Description

    Isoquercetin is a flavonoid that has been isolated from A. venetum and has diverse biological activities, including antiviral, anti-apoptotic, and neuroprotective properties.1,2,3 It reduces viral titers of H5N1 influenza isolates by 79.66% in a plaque assay when used at a concentration of 1 ng/ml.1 It inhibits apoptosis, increases cell viability, and decreases the level of reactive oxygen species (ROS) in an oxygen-glucose deprivation/reoxygenation assay when used at concentrations of 25, 50, and 100 µg/ml in primary rat hippocampal neurons and decreases TNF-α-induced cell death in primary mouse hepatocytes (IC50 = 37.5 µM).2,3 Isoquercetin (50 mg/kg) is neuroprotective in a rat model of middle cerebral artery occlusion (MCAO), reducing infarct volume and neurological symptoms, as well as increasing hippocampal expression of Nrf2 and phosphorylation of ERK1/2.2

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ibrahim, A.K., Youssef, A.I., Arafa, A.S., et al. Anti-H5N1 virus flavonoids from Capparis sinaica Veill. Nat. Prod. Res. 27(22), 2149-2153 (2013).

    2. Chen, M., Dai, L.-H., Fei, A., et al. Isoquercetin activates the ERK1/2-Nrf2 pathway and protects against cerebral ischemia-reperfusion injury in vivo and in vitro. Exp. Ther. Med. 13(4), 1353-1359 (2017).

    3. Xiong, Q., Fan, W., Tezuka, Y., et al. Hepatoprotective effect of Apocynum venetum and its active constituents. Planta Med. 66(2), 127-133 (2000).