A flavonoid with diverse biological activities
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7,4′-Di-O-methylapigenin

Item No. 35388

Product Insert (PDF)Safety Data Sheet (SDS) (PDF)
Technical Information
Formal Name
5-hydroxy-7-methoxy-2-(4-methoxyphenyl)-4H-1-benzopyran-4-one
CAS Number
5128-44-9
Synonyms
  • Acacetin 7-methyl ether
  • Apigenin 7,4'-dimethyl ether
  • Dimethoxylapigenin
  • Genkwanin 4′-methyl ether
  • 5-Hydroxy-7,4′-dimethoxyflavone
  • 4′-Methoxytectochrysin
  • NSC 94547
Molecular Formula
C17H14O5
Formula Weight
298.3
Purity
≥98%
Formulation (Request formulation change)
A solid
Solubility(Learn about Variance in Solubility)
DMF: 3 mg/mlDMSO: 1 mg/mlEthanol: insolPBS (pH 7.2): insol
λmax
269, 324 nm
SMILES
COC1=CC(O)=C2C(OC(C3=CC=C(OC)C=C3)=CC2=O)=C1
InChi Code
InChI=1S/C17H14O5/c1-20-11-5-3-10(4-6-11)15-9-14(19)17-13(18)7-12(21-2)8-16(17)22-15/h3-9,18H,1-2H3
InChi Key
LZERJKGWTQYMBB-UHFFFAOYSA-N
Origin
Semisynthetic
Shipping & Storage Information
Storage
-20°C
Shipping
Room temperature in continental US; may vary elsewhere
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    1 mg

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    Product Description

    7,4′-Di-O-methylapigenin is a flavonoid that has been found in T. diffusa and has diverse biological activities.1,2,3,4,5 It inhibits monoamine oxidase B (MAO-B) but not MAO-A (IC50s = 0.198 and >100 µM, respectively), as well as p38α MAPK but not JNK3 (IC50s = 27.8 and >100 µM, respectively).1,2 7,4′-Di-O-methylapigenin inhibits the production of nitric oxide (NO) in LPS-stimulated RAW 264.7 macrophages (IC50 = 24.5 µM).3 It reduces the growth of C. albicans when used at a concentration of 45 µg/ml.4 7,4′-Di-O-methylapigenin inhibits carrageenan-induced edema in rats (ED25 = 75 mg/kg).5

    WARNING This product is not for human or veterinary use.

    References & Product Citations
    Product Description References

    1. Chaurasiya, N.D., Zhao, J., Pandey, P., et al. Selective inhibition of human monoamine oxidase B by acacetin 7-methyl ether isolated from Turnera diffusa (damiana). Molecules 24(4), 810 (2019).

    2. Goettert, M., Schattel, V., Koch, P., et al. Biological evaluation and structural determinants of p38α mitogen-activated-protein kinase and c-Jun-N-terminal kinase 3 inhibition by flavonoids. Chembiochem 11(18), (2010).

    3. Tewtrakul, S., and Subhadhirasakul, S. Effects of compounds from Kaempferia parviflora on nitric oxide, prostaglandin E2 and tumor necrosis factor-alpha productions in RAW264.7 macrophage cells. J. Ethnopharmacol. 120(1), 81-84 (2008).

    4. Mangoyi, R., Midiwo, J., and Mukanganyama, S. Isolation and characterization of an antifungal compound 5-hydroxy-7,4’-dimethoxyflavone from Combretum zeyheri. BMC Complement. Altern. Med. 15, 405 (2015).

    5. Fourie, R.G., and Snyckers, F.O. A flavone with antiinflammatory activity from the roots of Rhus undulata. J. Nat. Prod. 47(6), 1057-1058 (1984).