A flavonoid with diverse biological activities
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6,2',4'-Trimethoxyflavone

Item No. 33150

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(2,4-dimethoxyphenyl)-6-methoxy-4H-1-benzopyran-4-one
CAS Number
720675-74-1
Molecular Formula
C18H16O5
Formula Weight
312.3
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Chloroform: 10 mg/mlDMF: slightly solubleDMSO: slightly solubleEthanol: slightly soluble
λmax
226, 271, 334 nm
SMILES
O=C1C2=CC(OC)=CC=C2OC(C3=CC=C(C=C3OC)OC)=C1
InChi Code
InChI=1S/C18H16O5/c1-20-11-5-7-16-14(8-11)15(19)10-18(23-16)13-6-4-12(21-2)9-17(13)22-3/h4-10H,1-3H3
InChi Key
WUWFDVDASNSUKP-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    10 mg

    $81

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    50 mg

    $258

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    100 mg

    $473

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    250 mg

    $986

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    Cayman Chemical
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    Product Description

    6,2',4'-Trimethoxyflavone is a flavonoid that has been found in T. acutifolius and has diverse biological activities.1,2,3 It acts as an antagonist of the aryl hydrocarbon receptor (AhR), inhibiting benzo[a]pyrene-induced AhR-dependent transcription in a reporter assay when used at concentrations of 2 and 10 µM.1 6,2',4'-Trimethoxyflavone decreases LPS-induced production of TNF-α in THP-1 cells (IC50 = 47.7 µg/ml).2 It inhibits cell migration and invasion, but not proliferation, of HN-30 head and neck squamous cell carcinoma (HNSCC) cells in vitro when used at a concentration of 10 µM.3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Murray, I.A., Flaveny, C.A., DiNatale, B.C., et al. Antagonism of aryl hydrocarbon receptor signaling by 6,2',4'-trimethoxyflavone. J. Pharmacol. Exp. Ther. 332(1), 135-144 (2010).

    2. Apaza T, L., Serban, A.M., Cabanillas, A.H., et al. Flavonoids of Tripodanthus acutifolius inhibit TNF-α production in LPS-activated THP-1 and B16-F10 cells. J. Ethnopharmacol. 242, 112036 (2019).

    3. DiNatale, B.C., Smith, K., John, K., et al. Ah receptor antagonism represses head and neck tumor cell aggressive phenotype. Mol. Cancer Res. 10(10), 1369-1379 (2012).