A synthetic flavonoid with diverse biological activities
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3',4'-Dihydroxyflavone

Item No. 35226

Technical Information
Formal Name
2-(3,4-dihydroxyphenyl)-4H-1-benzopyran-4-one
CAS Number
4143-64-0
Synonyms
  • 3',4'-DHF
Molecular Formula
C15H10O4
Formula Weight
Purity
≥95%
A crystalline solid
DMF: 15 mg/mlDMSO: 10 mg/mlEthanol: Slightly solublePBS (pH 7.2): 0.16 mg/ml
λmax
245, 345 nm
SMILES
O=C1C=C(C2=CC(O)=C(O)C=C2)OC3=CC=CC=C13
InChi Code
InChI=1S/C15H10O4/c16-11-6-5-9(7-13(11)18)15-8-12(17)10-3-1-2-4-14(10)19-15/h1-8,16,18H
InChi Key
SRNPMQHYWVKBAV-UHFFFAOYSA-N
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    Product Description

    3',4'-Dihydroxyflavone is a synthetic flavonoid that has diverse biological activities.1,2,3,4 It inhibits tankyrase 1 (TNKS1) and TNKS2 (IC50s = 0.23 and 0.17 µM for the human enzymes, respectively).1 3',4'-Dihydroxyflavone is active against L. donovani, T. brucei, and T. cruzi with IC50 values of 2, 1.1, and 10.1 µg/ml, respectively.2 It induces apoptosis in and inhibits migration of GL15 glioblastoma cells when used at a concentration of 50 µM.3 3',4'-Dihydroxyflavone (5 mg/kg) prevents LPS-induced increases in brain levels of COX-2 and inducible nitric oxide synthase (iNOS) in a mouse model of neuroinflammation.4

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Narwal, M., Koivunen, J., Haikarainen, T., et alDiscovery of tankyrase inhibiting flavones with increased potency and isoenzyme selectivity. J. Med. Chem. 56(20), 7880-7889 (2013).

    2. Tasdemir, D., Kaiser, M., Brun, R., et alAntitrypanosomal and antileishmanial activities of flavonoids and their analogues: In vitro, in vivo, structure-activity relationship, and quantitative structure-activity relationship studies. Antimicrob. Agents Chemother. 50(4), 1352-1364 (2006).

    3. Santos, B.L., Oliveira, M.N., Coelho, P.L.C., et alFlavonoids suppress human glioblastoma cell growth by inhibiting cell metabolism, migration, and by regulating extracellular matrix proteins and metalloproteinases expression. Chem. Biol. Interact. 242, 123-138 (2015).

    4. Kim, N., Yoo, H.-S., Ju, Y.-J., et alSynthetic 3',4'-dihydroxyflavone exerts anti-neuroinflammatory effects in BV2 microglia and a mouse model. Biomol. Ther. (Seoul) 26(2), 210-217 (2018).