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

Click to get detail synthetic route

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...

Related Compounds

The content on this webpage is sourced from various professional data sources. If you have any questions or concerns regarding the content, please feel free to contact service1@chemsrc.com.