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D6571 Sigma-Aldrich

3′,4′-Dimethoxyflavone

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

  • CAS Number 4143-62-8

  • Empirical Formula (Hill Notation) C17H14O4

  • Molecular Weight 282.29

  •  MDL number MFCD00143009

  •  PubChem Substance ID 329798831

  •  NACRES NA.77

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, DIG-DY
Quality Level   100
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

Description

Application

3′,4′-Dimethoxyflavone has been used in urease inhibition assay.

Packaging

5, 25 mg in glass bottle

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 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.

Other Notes

Tandem Mass Spectrometry data independently generated by Scripps Center for Metabolomics is available to view or download in PDF. D6571.pdf Tested metabolites are featured on Scripps Center for Metabolomics METLIN Metabolite Database. To learn more, visit sigma.com/metlin.

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
WGK 3
Flash Point(F) 
Not applicable
Flash Point(C) 
Not applicable

Documents

Certificate of Analysis (COA)

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Protocols & Articles
Peer-Reviewed Papers
15

References

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