A flavone with diverse biological activities
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Isomer(s)
334197-Methoxyisoflavone
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7-Methoxyflavone

Item No. 33497

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
7-methoxy-2-phenyl-4H-1-benzopyran-4-one
CAS Number
22395-22-8
Molecular Formula
C16H12O3
Formula Weight
252.3
Purity
≥98%
Formulation
A crystalline solid
Solubility(Learn about Variance in Solubility)
DMF: 30 mg/mlDMSO: 15 mg/mlEthanol: 5 mg/ml
λmax
252, 308 nm
SMILES
O=C1C=C(C2=CC=CC=C2)OC3=CC(OC)=CC=C13
InChi Code
InChI=1S/C16H12O3/c1-18-12-7-8-13-14(17)10-15(19-16(13)9-12)11-5-3-2-4-6-11/h2-10H,1H3
InChi Key
QKNDCRMJDZLFEG-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Cayman Chemical
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    Product Description

    7-Methoxyflavone is a flavone that has been found in Z. brasiliensis and has diverse biological activities.1,2,3,4 It inhibits aromatase (IC50 = 1.9 µM in a cell-free assay) and LPS-induced nitric oxide (NO) production by 17.74% in RAW 264.7 macrophages when used at a concentration of 20 µM.1,2 7-Methoxyflavone activates androgen and/or glucocorticoid receptor transcriptional activity in a reporter assay and has antinociceptive effects in the acetic acid-induced writhing test in mice (ED50 = 82.5 µmol/kg).3,4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ta, N., and Walle, T. Aromatase inhibition by bioavailable methylated flavones. J. Steroid. Biochem. Mol. Biol. 107(1-2), 127-129 (2007).

    2. An, J.-Y., Lee, H.-H., Shin, J.-S., et al. Identification and structure activity relationship of novel flavone derivatives that inhibit the production of nitric oxide and PGE2 in LPS-induced RAW 264.7 cells. Bioorg. Med. Chem. Lett. 27(11), 2613-2616 (2017).

    3. Nishizaki, Y., Ishimoto, Y., Hotta, Y., et al. Effect of flavonoids on androgen and glucocorticoid receptors based on in vitro reporter gene assay. Bioorg. Med. Chem. Lett. 19(16), 4706-4710 (2009).

    4. da Silva, A.D.S., Cavalcante-Silva, L.H.A., da Matta, C.B.B., et al. Antinociceptive effect of 7-methoxyflavone isolated from Zornia brasiliensis. Nat. Prod. Res. 27(18), 1695-1699 (2013).