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T4080 Sigma-Aldrich

6, 2′, 4′-trimethoxyflavone

≥98% (HPLC)

Synonym: 2-(2,4-Dimethoxyphenyl)-2,3-dihydro-6-methoxy-4H-1-benzopyran-4-one, TMF, Trimethoxyflavone

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Properties

Related Categories Bioactive Small Molecule Alphabetical Index, Bioactive Small Molecules, Cell Biology, Cell Signaling and Neuroscience, Gene Regulation,
InChI Key   WUWFDVDASNSUKP-UHFFFAOYSA-N
assay   ≥98% (HPLC)
form   powder
storage condition   desiccated
  protect from light
color   yellow
solubility   DMSO: >5 mg/mL
storage temp.   room temp

Description

Packaging

10, 50 mg in glass bottle

Preparation Note

6, 2′, 4′-trimethoxyflavone is soluble in DMSO at a concentration that is greater than 5 mg/ml.

Biochem/physiol Actions

6, 2′, 4′-trimethoxyflavone is a selective aryl hydrocarbon receptor (AHR) antagonist with no partial agonist activity. The role of the transcription factor aryl hydrocarbon receptor (AHR) in biology is still under evaluation and has expanded beyond that of a xenobiotic sensor and regulator of detoxification. Inhibition of AHR activity by antagonists could result in anti-inflammatory actions. 6, 2′, 4′-trimethoxyflavone (TMF) is a pure AHR antagonist. The compound compete with agonists, such as 2, 3, 7, 8-tetrachlorodibenzo-p-dioxin (TCDD) and benzo[a]pyrene (B[a]P), thus effectively inhibiting AHRmediated transactivation of a heterologous reporter and endogenous targets e.g. CYP1A1. TMF also exhibits no species or promoter dependency with regard to AHR antagonism. Thus it represents an improved tool allowing for more precise dissection of AHR function.

Safety & Documentation

Safety Information

Symbol 
GHS06  GHS06
Signal word 
Danger
Hazard statements 
Precautionary statements 
RIDADR 
UN 2811 6.1 / PGIII
WGK Germany 
3

Documents

Certificate of Analysis


Milli-Q® Water Purification Solutions
Protocols & Articles
Peer-Reviewed Papers
15

References

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