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D6571

Sigma-Aldrich

3′,4′-Dimethoxyflavone

Synonyma:

2-(3,4-Dimethoxyphenyl)chromen-4-one, 3′,4′-DMF

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About This Item

Empirický vzorec (Hillův zápis):
C17H14O4
Číslo CAS:
4143-62-8
Molekulová hmotnost:
282.29
MDL number:
MFCD00143009
UNSPSC Code:
12352200
PubChem Substance ID:
329798831
NACRES:
NA.77

assay

≥98% (HPLC)

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 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.
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.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Osvědčení o analýze (COA)

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Identification through high-throughput screening of 4'-methoxyflavone and 3', 4'-dimethoxyflavone as novel neuroprotective inhibitors of parthanatos
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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)
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