A flavonoid with diverse biological activities
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5,6,7-Trimethoxyflavone

Item No. 40289

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5,6,7-trimethoxy-2-phenyl-4H-1-benzopyran-4-one
CAS Number
973-67-1
Synonyms
  • Baicalein 5,6,7-trimethyl ether
Molecular Formula
C18H16O5
Formula Weight
312.3
Purity
≥95%
Formulation (Request formulation change)
A crystalline solid
Solubility(Learn about Variance in Solubility)
Acetonitrile: Soluble
SMILES
O=C1C=C(C2=CC=CC=C2)OC3=C1C(OC)=C(OC)C(OC)=C3
InChi Code
InChI=1S/C18H16O5/c1-20-15-10-14-16(18(22-3)17(15)21-2)12(19)9-13(23-14)11-7-5-4-6-8-11/h4-10H,1-3H3
InChi Key
HJNJAUYFFFOFBW-UHFFFAOYSA-N
Origin
Synthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    50 mg

    $73

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    100 mg

    $137

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    250 mg

    $286

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    Cayman Chemical
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    Product Description

    5,6,7-Trimethoxyflavone is a flavonoid that has been found in S. baicalensis and has diverse biological activities.1,2,3 It reduces the viability of HepG2 and Hep3B hepatocellular carcinoma cells when used at a concentration of 50 µM.1 5,6,7-Trimethoxyflavone decreases herpes simplex virus 1 (HSV-1) and poliovirus replication in HSV-1- or poliovirus-infected Vero cells, as well as decreases cytomegalovirus (CMV) replication in CMV-infected MRC-5 cells (IC50s = 3.2, 32, and 8 mg/L, respectively).2 It inhibits LPS-induced nitric oxide (NO), prostaglandin E2 (PGE2; Item No. 14010), Tnf-α, Il-1β, and Il-6 production in RAW 264.7 macrophages when used at concentrations of 20 or 40 µM.3 In vivo, 5,6,7-trimethoxyflavone (40 mg/kg) increases survival in a mouse model of LPS-induced sepsis.

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Liao, H.-L., and Hu, M.-K. Synthesis and anticancer activities of 5,6,7-trimethylbaicalein derivatives. Chem. Pharm. Bull. (Tokyo) 52(10), 1162-1165 (2004).

    2. Hayashi, K., Hayashi, T., Otsuka, H., et al. Antiviral activity of 5,6,7-trimethoxyflavone and its potentiation of the antiherpes activity of acyclovir. J. Antimicrob. Chemother. 39(6), 821-824 (1997).

    3. Rim, H.-K., Yun, C.H., Shin, J.-S., et al. 5,6,7-trimethoxyflavone suppresses pro-inflammatory mediators in lipopolysaccharide-induced RAW 264.7 macrophages and protects mice from lethal endotoxin shock. Food. Chem. Toxicol. 62, 847-855 (2013).