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6, 2′, 4′-trimethoxyflavone_Molecular_structure_CAS_720675-90-1)
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6, 2′, 4′-trimethoxyflavone

Catalog No. T4080 Name Sigma Aldrich
CAS Number 720675-90-1 Website http://www.sigmaaldrich.com
M. F. C18H16O5 Telephone 1-800-521-8956
M. W. 312.31664 Fax
Purity ≥98% (HPLC) Email
Storage desiccated Chembase ID: 154635

SYNONYMS

IUPAC name
2-(2,4-dimethoxyphenyl)-6-methoxy-4H-chromen-4-one
IUPAC Traditional name
2-(2,4-dimethoxyphenyl)-6-methoxychromen-4-one
Synonyms
2-(2,4-Dimethoxyphenyl)-2,3-dihydro-6-methoxy-4H-1-benzopyran-4-one
TMF
Trimethoxyflavone

DATABASE IDS

MDL Number MFCD03412381
CAS Number 720675-90-1

PROPERTIES

GHS Hazard statements H301
European Hazard Symbols Toxic Toxic (T)
MSDS Link Download
GHS Precautionary statements P301 + P310
RID/ADR UN 2811 6.1/PG 3
Risk Statements 25
Safety Statements 45
Storage Condition desiccated
Storage Condition protect from light
Storage Temperature room temp
Hazard Class 6.1
UN Number 2811
Packing Group 3
German water hazard class 3
GHS Pictograms GHS06
GHS Signal Word Danger
Empirical Formula (Hill Notation) C18H16O5
Purity ≥98% (HPLC)
Apperance yellow powder
Solubility DMSO: >5 mg/mL

DETAILS

Description (English)
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.
Description (简体中文)
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.

REFERENCES