A prenylated flavone with diverse biological activities
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Licoflavone C

Item No. 35031

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5,7-dihydroxy-2-(4-hydroxyphenyl)-8-(3-methyl-2-buten-1-yl)-4H-1-benzopyran-4-one
CAS Number
72357-31-4
Synonyms
  • 8-Prenylapigenin
Molecular Formula
C20H18O5
Formula Weight
338.4
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
Ethanol: soluble
λmax
274, 328 nm
SMILES
O=C1C=C(C2=CC=C(O)C=C2)OC3=C(C/C=C(C)\C)C(O)=CC(O)=C31
InChi Code
InChI=1S/C20H18O5/c1-11(2)3-8-14-15(22)9-16(23)19-17(24)10-18(25-20(14)19)12-4-6-13(21)7-5-12/h3-7,9-10,21-23H,8H2,1-2H3
InChi Key
MEHHCBRCXIDGKZ-UHFFFAOYSA-N
Origin
Plant/Glycyrrhiza inflata
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    500 µg

    $134

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    1 mg

    $253

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    5 mg

    $862

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    Cayman Chemical
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    Product Description

    Licoflavone C is a prenylated flavone that has been found in G. ephedroides and has diverse biological activities.1,2,3 It induces estrogen receptor-dependent gene expression in S. cerevisiae expressing human estrogen receptor α (ERα) in a reporter assay when used at a concentration of 0.1 µM.1 Licoflavone C inhibits LPS-induced production of nitric oxide (NO) in RAW 264.7 macrophages (IC50 = 20.4 µM).2 It is active against E. coli, P. aeruginosa, and various strains of Candida (MICs = 7.81-15.62 µg/ml) and is cytotoxic to HepG2 cells (IC50 = 9 µg/ml).3

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Garritano, S., Pinto, B., Giachi, I., et al. Assessment of estrogenic activity of flavonoids from Mediterranean plants using an in vitro short-term test. Phytomedicine 12(1-2), 143-147 (2005).

    2. Han, A.-R., Kang, Y.-J., Windono, T., et al. Prenylated flavonoids from the heartwood of Artocarpus communis with inhibitory activity on lipopolysaccharide-induced nitric oxide production. J. Nat. Prod. 69(4), 719-721 (2006).

    3. Edziri, H., Mastouri, M., Mahjoub, M.A., et al. Antibacterial, antifungal and cytotoxic activities of two flavonoids from Retama raetam flowers. Molecules 17(6), 7284-7293 (2012).