D6571
3′,4′-Dimethoxyflavone
Synonym(s):
2-(3,4-Dimethoxyphenyl)chromen-4-one, 3′,4′-DMF
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About This Item
Empirical Formula (Hill Notation):
C17H14O4
CAS Number:
Molecular Weight:
282.29
NACRES:
NA.77
PubChem Substance ID:
UNSPSC Code:
12352200
MDL number:
assay
≥98% (HPLC)
Quality Level
form
powder
color
white to off-white
solubility
DMSO: ≥20 mg/mL
storage temp.
room temp
SMILES string
COc1ccc(cc1OC)C2=CC(=O)c3ccccc3O2
InChI
1S/C17H14O4/c1-19-15-8-7-11(9-17(15)20-2)16-10-13(18)12-5-3-4-6-14(12)21-16/h3-10H,1-2H3
InChI key
ZGHORMOOTZTQFL-UHFFFAOYSA-N
Application
3′,4′-Dimethoxyflavone has been used in urease inhibition assay.
Biochem/physiol Actions
3′,4′-dimethoxyflavone is a competitive antagonist of the AhR that inhibits AhR-mediated induction of CYP1A1, and also displays antiestrogen activity in breast tumor cell lines. The compound blocks transformation of the cytosolic AhR complex, and formation of nuclear AhR complexes.
3′,4′-dimethoxyflavone is a competitive antagonist of the aryl hydrocarbon receptor (AhR) that inhibits AhR-mediated induction of CYP1A1, and also displays antiestrogen activity in breast tumor cell lines.
3′,4′-Dimethoxyflavone is a flavone compound, which has the ability to prevent the production and accumulation of poly (ADP-ribose) (PAR) polymer. It guards against N-methyl-D-aspartate (NMDA) toxicity in cortical neurons. 3′,4′-Dimethoxyflavone is a member of the class of plant-derived polyphenolic flavonoids. It is known to have antioxidant, anti-cancer, anti-inflammatory, anti-atherogenic, hypolipidemic and neuroprotective or neurotrophic effects.
signalword
Danger
hcodes
Hazard Classifications
Acute Tox. 3 Oral
Storage Class
6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
wgk
WGK 3
flash_point_f
Not applicable
flash_point_c
Not applicable
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Identification through high-throughput screening of 4'-methoxyflavone and 3', 4'-dimethoxyflavone as novel neuroprotective inhibitors of parthanatos
Fatokun AA, et al.
British Journal of Pharmacology, 169(6), 1263-1278 (2013)
Flavonoids as natural inhibitors of jack bean urease Enzyme
AJ Awllia, et al.
Letters in Drug Design & Discovery, 13(3), 243-249 (2016)
Nada H Eisa et al.
International journal of molecular sciences, 21(21) (2020-10-30)
There is increasing evidence of the involvement of the tryptophan metabolite kynurenine (KYN) in disrupting osteogenesis and contributing to aging-related bone loss. Here, we show that KYN has an effect on bone resorption by increasing osteoclastogenesis. We have previously reported
Global Trade Item Number
| SKU | GTIN |
|---|---|
| D6571-5MG | 04061832824185 |
| D6571-25MG | 04061832824178 |