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6, 2′, 4′-trimethoxyflavone

SIGMA/T4080 - ≥98% (HPLC)

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

CAS Number: 720675-90-1
Empirical Formula (Hill Notation): C18H16O5
Molecular Weight: 312.32
MDL Number: MFCD03412381
Linear Formula: C18H16O5
Product Type: Chemical
Catalog Number PKG Qty. Price Quantity
45-T4080-10MG 10 mg
 $99.70
1/EA		 Add To Favorites
45-T4080-50MG 50 mg
 $383.00
1/EA		 Add To Favorites

 

assay ≥98% (HPLC)
color yellow
form powder
InChI 1S/C18H16O5/c1-20-11-5-7-16-14(8-11)15(19)10-18(23-16)13-6-4-12(21-2)9-17(13)22-3/h4-10H,1-3H3
InChI key WUWFDVDASNSUKP-UHFFFAOYSA-N
Quality Level 100 
SMILES string COc1ccc(c(OC)c1)C2=CC(=O)c3cc(OC)ccc3O2
solubility DMSO: >5 mg/mL
storage condition desiccated
  protect from light
storage temp. room temp
Biochem/physiol Actions: 6, 2′, 4′-trimethoxyflavone is a selective aryl hydrocarbon receptor (AHR) antagonist with no partial agonist activity.
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.
Biochem/physiol Actions: The AHR along with immune functions, is also associated with endocrine processes and cancer development.
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.
Symbol GHS06  GHS06
Signal word Danger
Hazard statements H301
Precautionary statements P301 + P310
Hazard Codes T
Risk Statements 25
Safety Statements 45
RIDADR UN 2811 6.1 / PGIII
WGK Germany WGK 3
Flash Point(F) Not applicable
Flash Point(C) Not applicable
Purity ≥98% (HPLC)
Storage Temp. room temp
UNSPSC 12352200

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