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T4080

Sigma-Aldrich

6, 2′, 4′-trimethoxyflavone

≥98% (HPLC)

Sinónimos:

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

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10 MG
MXP 1,888.00
50 MG
MXP 7,242.00

MXP 1,888.00

Fecha estimada de envío23 de mayo de 2025

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10 MG
MXP 1,888.00
50 MG
MXP 7,242.00

About This Item

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

MXP 1,888.00

Fecha estimada de envío23 de mayo de 2025

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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

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.

Pictogramas

Skull and crossbones
GHS06

Palabra de señalización

Danger

Frases de peligro

H301

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

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Certificados de análisis (COA)

Lot/Batch Number
066M4711V
025M4734V
063M4751V
010M4737

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Visite la Librería de documentos

Antagonism of aryl hydrocarbon receptor signaling by 6, 2?, 4?-trimethoxyflavone
Murray IA, et al.
Journal of Pharmacology and Experimental Therapeutics, 332(1), 135-144 (2010)
Samantha C Faber et al.
International journal of molecular sciences, 21(11) (2020-06-13)
1,2-naphthoquinone (1,2-NQ) and 1,4-naphthoquinone (1,4-NQ) are clinically promising biologically active chemicals that have been shown to stimulate the aryl hydrocarbon receptor (AhR) signaling pathway, but whether they are direct or indirect ligands or activate the AhR in a ligand-independent manner
Isabel Llamas Jansa et al.
Molecules (Basel, Switzerland), 25(4) (2020-02-16)
In order to improve the suitability of NaBH4 as a clean fuel, its decomposition temperature needs to be decreased to below 535 °C, while its hydrogen release must be as high as possible. In this work, the influence of a
Runxia Sun et al.
Environmental pollution (Barking, Essex : 1987), 222, 165-174 (2017-01-04)
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Joseph Shailender et al.
Drug development and industrial pharmacy, 44(7), 1109-1119 (2018-02-08)
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