A flavone with diverse biological activities
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3-O-methyl Quercetin

Item No. 29333

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-methoxy-4H-1-benzopyran-4-one
CAS Number
1486-70-0
Synonyms
  • NSC 154016
  • Quercetin 3-methyl ether
Molecular Formula
C16H12O7
Formula Weight
316.3
Purity
≥95%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: Slightly soluble
SMILES
OC1=CC(O)=C2C(OC(C3=CC=C(O)C(O)=C3)=C(OC)C2=O)=C1
InChi Code
InChI=1S/C16H12O7/c1-22-16-14(21)13-11(20)5-8(17)6-12(13)23-15(16)7-2-3-9(18)10(19)4-7/h2-6,17-20H,1H3
InChi Key
WEPBGSIAWZTEJR-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $69

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    1 mg

    $127

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    5 mg

    $461

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    Product Description

    3-O-methyl Quercetin is a flavone that has been found in C. balchaschensis and has diverse biological activities.1,2,3,4 It is an inhibitor of β-secretase (IC50 = 6.5 µM).1 It scavenges DPPH (Item No. 14805) radicals and superoxide anions in cell-free assays (IC50s = 14.17 and 17.39 µM, respectively), as well as inhibits lipid peroxidation and hydrogen peroxide-induced neuronal cell death in primary rat cortical cells (IC50s = 19 and 3.5 µM, respectively).2 3-O-methyl Quercetin inhibits poliovirus RNA synthesis in infected HeLa cells when used at concentrations of 2 and 20 µg/ml.3 It also inhibits LPS-induced nitric oxide (NO) production in BV-2 microglia (IC50 = 3.8 µM) and reduces LPS-induced increases in the levels of inducible nitric oxide synthase (iNOS) in BV-2 microglia.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Zhumanova, K., Lee, G., Baiseitova, A., et al. Inhibitory mechanism of O-methylated quercetins, highly potent β-secretase inhibitors isolated from Caragana balchaschensis (Kom.) Pojark. J. Ethnopharmacol. 272, 113936 (2021).

    2. Kim, S.H., Kumar, C.N., Kim, H.J., et al. Glucose-containing flavones—their synthesis and antioxidant and neuroprotective activities. Bioorg. Med. Chem. Lett. 19(21), 6009-6013 (2009).

    3. Castrillo, J.L., and Carrasco, L. Action of 3-methylquercetin on poliovirus RNA replication. J. Virol. 61(10), 3319-3321 (1987).

    4. Kim, J.Y., Lim, H.J., and Ryu, J.-H. In vitro anti-inflammatory activity of 3-O-methyl-flavones isolated from Siegesbeckia glabrescens. Bioorg. Med. Chem. Lett. 18(4), 1511-1514 (2008).