A flavonoid with diverse biological activities
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Eupafolin

Item No. 40138

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-6-methoxy-4H-1-benzopyran-4-one
CAS Number
520-11-6
Synonyms
  • 6-Methoxyluteolin
  • Nepetin
Molecular Formula
C16H12O7
Formula Weight
316.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMSO: SolubleMethanol: Slightly solubleWater: Slightly soluble
SMILES
O=C1C=C(C2=CC(O)=C(O)C=C2)OC3=CC(O)=C(C(O)=C13)OC
InChi Code
InChI=1S/C16H12O7/c1-22-16-11(20)6-13-14(15(16)21)10(19)5-12(23-13)7-2-3-8(17)9(18)4-7/h2-6,17-18,20-21H,1H3
InChi Key
FHHSEFRSDKWJKJ-UHFFFAOYSA-N
Origin
Plant/Salvia plebeia R. Br.
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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Certificates of Analysis & Batch Specific Data

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    1 mg

    $65

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    5 mg

    $293

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    10 mg

    $520

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    25 mg

    $1,055

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    Cayman Chemical
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    Product Description

    Eupafolin is a flavonoid that has been found in E. adenophorum and has diverse biological activities.1,2,3,4 It inhibits iron-dependent lipid peroxidation in a cell-free assay (IC50 = 7.9 µM).1 Eupafolin (50-150 µM) inhibits prion protein 106-126 (PrP106-126) aggregation in a cell-free assay and reduces PrP106-126-induced cell death in SH-SY5Y cells.2 It inhibits the production of hemolysin and leukocidin by methicillin-susceptible S. aureus (MSSA) and methicillin-resistant S. aureus (MRSA) and reduces S. aureus-induced hemolysis of erythrocytes in isolated rabbit whole blood when used at a concentration of 100 µM.3 In vivo, eupafolin (100 mg/kg) reduces the number of lung colony-forming units (CFUs) and increases survival in a mouse model of MRSA infection. It also reduces angiogenesis and tumor volume in a Hep3B hepatocellular carcinoma (HCC) mouse xenograft model when administered at a dose of 60 mg/kg.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Sanz, M.J., Ferrandiz, M.L., Cejudo, M., et al. Influence of a series of natural flavonoids on free radical generating systems and oxidative stress. Xenobiotica 24(7), 689-699 (1994).

    2. Huo, Y., Wang, Y., Wang, S., et al. Roles of apigenin and nepetin in the assembly behavior and cytotoxicity of prion neuropeptide PrP106-126. ACS Chem. Neurosci. 15(2), 245-257 (2024).

    3. Jing, S., Ren, X., Wang, L., et al. Nepetin reduces virulence factors expression by targeting ClpP against MRSA-induced pneumonia infection. Virulence 13(1), 578-588 (2022).

    4. Jiang, H., Wu, D., Xu, D., et al. Eupafolin exhibits potent anti-angiogenic and antitumor activity in hepatocellular carcinoma. Int. J. Biol. Sci. 13(6), 701-711 (2017).