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D6571

3′,4′-Dimethoxyflavone

Name: 3′,4′-Dimethoxyflavone
Brand: SIGMA

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:

4143-62-8

Molecular Weight:

282.29

NACRES:

NA.77

PubChem Substance ID:

329798831

UNSPSC Code:

12352200

MDL number:

MFCD00143009

Assay:

≥98% (HPLC)

Form:

powder

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Properties

assay

≥98% (HPLC)

Quality Segment

100

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

Description

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.

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.