T4080

6, 2′, 4′-trimethoxyflavone

≥98% (HPLC)

• Sinónimos: 2-(2,4-Dimethoxyphenyl)-2,3-dihydro-6-methoxy-4H-1-benzopyran-4-one, TMF, Trimethoxyflavone
• Fórmula empírica (notación de Hill): C₁₈H₁₆O₅
• Número de CAS: 720675-90-1
• Peso molecular: 312.32
• Número MDL: MFCD03412381
• Código UNSPSC: 12352200
• ID de la sustancia en PubChem: 329826784
• NACRES: NA.77

Propiedades

• Ensayo: ≥98% (HPLC)
• Formulario: powder
• condiciones de almacenamiento: desiccated; protect from light
• color: yellow
• solubilidad: DMSO: >5 mg/mL
• temp. de almacenamiento: room temp
• cadena SMILES: COc1ccc(c(OC)c1)C2=CC(=O)c3cc(OC)ccc3O2
• 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
• Clave InChI: WUWFDVDASNSUKP-UHFFFAOYSA-N

Descripción

Acciones bioquímicas o fisiológicas

6, 2′, 4′-trimethoxyflavone is a selective aryl hydrocarbon receptor (AHR) antagonist with no partial agonist activity.

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.

The AHR along with immune functions, is also associated with endocrine processes and cancer development.[1]

Nota de preparación

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

Información de seguridad

• Pictogramas: GHS06
• Palabra de señalización: Danger
• Frases de peligro: H301
• Consejos de prudencia: P264 - P270 - P301 + P310 - P405 - P501
• Clasificaciones de peligro: Acute Tox. 3 Oral
• Código de clase de almacenamiento: 6.1C - Combustible acute toxic Cat.3 / toxic compounds or compounds which causing chronic effects
• Clase de riesgo para el agua (WGK): WGK 3
• Punto de inflamabilidad (°F): Not applicable
• Punto de inflamabilidad (°C): Not applicable