A flavonoid with diverse biological activities
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5,7,3',4',5'-Pentamethoxyflavone

Item No. 39820

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5,7-dimethoxy-2-(3,4,5-trimethoxyphenyl)-4H-1-benzopyran-4-one
CAS Number
53350-26-8
Synonyms
  • 3’,4’,5’,5,7-Pentamethoxyflavone
  • 5,7,3′,4′,5′-PMF
Molecular Formula
C20H20O7
Formula Weight
372.4
Purity
≥98%
Formulation
A solid
Solubility(Learn about Variance in Solubility)
Chloroform: SolubleMethanol: Soluble
SMILES
O=C1C=C(C2=CC(OC)=C(OC)C(OC)=C2)OC3=C1C(OC)=CC(OC)=C3
InChi Code
InChI=1S/C20H20O7/c1-22-12-8-15(23-2)19-13(21)10-14(27-16(19)9-12)11-6-17(24-3)20(26-5)18(7-11)25-4/h6-10H,1-5H3
InChi Key
GIKVSFNAEBQLGB-UHFFFAOYSA-N
Origin
Natural/Source unknown
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    5 mg

    $50

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    10 mg

    $90

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    25 mg

    $186

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    50 mg

    $224

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    Cayman Chemical
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    Product Description

    5,7,3',4',5'-Pentamethoxyflavone is a flavonoid that has been found in M. paniculata and has diverse biological activities.1,2,3,4 It inhibits pancreatic lipase in a cell-free assay and reduces lipid accumulation in 3T3-L1 adipocytes in a concentration-dependent manner.1 5,7,3',4',5'-Pentamethoxyflavone inhibits transactivation of nuclear factor erythroid 2-related factor 2 (Nrf2) in a reporter assay using HEK293T cells when used at concentrations of 10, 25, or 50 µM.2 It inhibits LPS-induced nitric oxide (NO) production in RAW 264.7 macrophages and GES-1 cells.3 5,7,3',4',5'-Pentamethoxyflavone (25 µM) sensitizes cisplatin-resistant A549 non-small cell lung cancer (NSCLC) cells to the DNA-crosslinking agent cisplatin (Item No. 13119).2 In vivo, 5,7,3',4',5'-pentamethoxyflavone (5 mg/kg) decreases blood glucose levels and renal fibrosis in a rat model of diabetes induced by streptozotocin (STZ; Item No. 13104).4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Ahmad, B., Friar, E.P., Taylor, E., et al. Anti-pancreatic lipase and anti-adipogenic effects of 5,7,3',4',5'-pentamethoxy and 6,2',4'-trimethoxy flavone - an in vitro study. Eur. J. Pharmacol. 938:175445, (2023).

    2. Hou, X., Bai, X., Gou, X., et al. 3',4',5',5,7-Pentamethoxyflavone sensitizes cisplatin-resistant A549 cells to cisplatin by inhibition of Nrf2 pathway. Mol. Cells 38(5), 396-401 (2015).

    3. Wu, J., Liu, K., and Shi, X. The anti-inflammatory activity of several flavonoids isolated from Murraya paniculata on murine macrophage cell line and gastric epithelial cell (GES-1). Pharm. Biol. 54(5), 868-881 (2016).

    4. Li, J., Huang, X., He, K., et al. The kidney antifibrotic effects of 5,7,3',4',5'-pentamethoxyflavone from Bauhinia championii in streptozotocin-induced diabetic rats: In vivo and in vitro experiments. Pharm. Biol. 61(1), 938-948 (2023).