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SML0079

Sigma-Aldrich

DiMNF

≥98% (HPLC)

Synonym(s):

2-(3,4-Dimethoxyphenyl)-benzo[h]chromen-4-one, NSC 123391

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About This Item

Empirical Formula (Hill Notation):
C21H16O4
CAS Number:
14756-24-2
Molecular Weight:
332.35
MDL number:
MFCD00143008
UNSPSC Code:
12352200
PubChem Substance ID:
329825141
NACRES:
NA.77

assay

≥98% (HPLC)

form

powder

color

white to tan

solubility

DMSO: ≥13 mg/mL

storage temp.

2-8°C

SMILES string

COc1ccc(cc1OC)C2=CC(=O)c3ccc4ccccc4c3O2

InChI

1S/C21H16O4/c1-23-18-10-8-14(11-20(18)24-2)19-12-17(22)16-9-7-13-5-3-4-6-15(13)21(16)25-19/h3-12H,1-2H3

InChI key

QDZQDIUUJDAORK-UHFFFAOYSA-N

Biochem/physiol Actions

DiMNF is a naphthoflavone derivative, selective aryl hydrocarbon receptor modulator (SAhRM). DiMNF is an AHR ligand that does not induce the expression of AHR dependent genes, such as CYP1A1, but inhibits the expression of cytokine-induced acute phase response proteins such as serum amyloid A and complement C3.

pictograms

Skull and crossbones
GHS06

signalword

Danger

hcodes

H301

Hazard Classifications

Acute Tox. 3 Oral

Storage Class

6.1D - Non-combustible acute toxic Cat.3 / toxic hazardous materials or hazardous materials causing chronic effects

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

Certificates of Analysis (COA)

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Mark P Labrecque et al.
PloS one, 7(1), e29545-e29545 (2012-01-12)
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 shown that TCDD represses estrogen receptor (ER) target gene activation through the AHRC. Our data indicates that

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