DiMNF

Names

[ Name ]:
DiMNF

[Synonym ]:
2-(3,4-Dimethoxyphenyl)-benzo[h]chromen-4-one
2-(3,4-dimethoxy-phenyl)-benzo[h]chromen-4-one
2-(3,4-Dimethoxy-phenyl)-benzo[h]chromen-4-on
2-(3,4-dimethoxyphenyl)-4h-benzo[h]chromen-4-one
DiMNF

Biological Activity

[Description]:

DiMNF (3',4'-Dimethoxy-αNF) is a selective aryl hydrocarbon receptor (AHR) modulator. DiMNF is a competitive AHR ligand (IC50 = 21 nM) with apparent antagonistic activity. DiMNF can be used as an anti-inflammatory agent[1].

[Related Catalog]:

Signaling Pathways >> Immunology/Inflammation >> Aryl Hydrocarbon Receptor

Research Areas >> Inflammation/Immunology

[In Vitro]

DiMNF (3',4'-Dimethoxy-αNF) (10 μM; 4 h) minimally influences AHR gene battery[1]. DiMNF (10 μM; 1 h) effectively suppresses cytokine-mediated inflammatory gene expression[1]. DiMNF adopts a unique orientation within the ligand binding pocket of AHR[1]. RT-PCR[1] Cell Line: Huh7 cell Concentration: 10 μM Incubation Time: 4 h or 1 h Result: Decreased CYP1A1 mRNA expression (4 h). Exhibited repressive activity toward cytokine-mediated SAA1 induction (1 h). Significantly reduced IL1β-mediated mRNA induction of C4, C1S, C1R, and C3.

[References]

[1]. Murray IA, et al. Suppression of cytokine-mediated complement factor gene expression through selective activation of the Ah receptor with 3',4'-dimethoxy-α-naphthoflavone. Mol Pharmacol. 2011 Mar;79(3):508-19.

Chemical & Physical Properties

[ Density]:
1.271g/cm3

[ Boiling Point ]:
513.8ºC at 760 mmHg

[ Molecular Formula ]:
C₂₁H₁₆O₄

[ Molecular Weight ]:
332.34900

[ Flash Point ]:
227.3ºC

[ Exact Mass ]:
332.10500

[ PSA ]:
48.67000

[ LogP ]:
4.63040

[ Vapour Pressure ]:
1.15E-10mmHg at 25°C

[ Index of Refraction ]:
1.65

MSDS

Click to get detail MSDS

Safety Information

[ Symbol ]:

GHS06

[ Signal Word ]:
Danger

[ Hazard Statements ]:
H301

[ Precautionary Statements ]:
P301 + P310

[ RIDADR ]:
UN 2811 6.1 / PGIII

Synthetic Route

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Precursor & DownStream

Precursor

DownStream

Articles

Distinct roles for aryl hydrocarbon receptor nuclear translocator and ah receptor in estrogen-mediated signaling in human cancer cell lines.

PLoS ONE 7 , e29545, (2012)

The activated AHR/ARNT complex (AHRC) regulates the expression of target genes upon exposure to environmental contaminants such as 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD). Importantly, evidence has...