1,4-Chrysenequinone

Names

[ CAS No. ]:
100900-16-1

[ Name ]:
1,4-Chrysenequinone

[Synonym ]:
1,4-CHRYSENEQUINONE
Chrysene-1,4-dione
Chrysene-1,4-quinone
1,4-Chrysenedione

Biological Activity

[Description]:

1,4-Chrysenequinone, a polycyclic aromatic quinone, acts as an activator of aryl hydrocarbon receptor (AhR).

[Related Catalog]:

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

Research Areas >> Cancer

[Target]

AhR[1]

[In Vitro]

1,4-Chrysenequinone shows significant AhR ligand activity, with ECTCDD25s (concentration equivalent with 25% of TCDD max) of 9.7 nM and 1.9 μM in yeast and mouse hepatoma cell systems, respectively[1].

[Cell Assay]

Mouse hepatoma (H1L1.1c2) cells (1.5 × 105 cells/well) are cultured in 96-well culture plates, and samples (1,4-Chrysenequinone) dissolved in dimethyl sulfoxide are added to the medium to achieve a final solvent concentration of 1%. After the plates are incubated at 37°C in 5% CO2 for 24 h, the cell viability is confirmed under a microscope. Subsequently, the medium is removed, and the cells are lysed. Adding luciferin as the substrate, the luciferase activity is determined under a luminometer and reported as relative light units. The concentrations producing luciferase activity equal to 25% of the maximal response to TCDD are calculated and also referred to as the ECTCDD25. The ratios of the ECTCDD25 of B[a]P to the ECTCDD25 of each of the compounds are calculated and referred to as IEFs[1].

[References]

[1]. Misaki K, et al. Aryl hydrocarbon receptor ligand activity of polycyclic aromatic ketones and polycyclic aromatic quinones. Environ Toxicol Chem. 2007 Jul;26(7):1370-9.

[Related Small Molecules]

Chemical & Physical Properties

[ Density]:
1.4±0.1 g/cm3

[ Boiling Point ]:
499.5±45.0 °C at 760 mmHg

[ Melting Point ]:
210-212ºC(lit.)

[ Molecular Formula ]:
C₁₈H₁₀O₂

[ Molecular Weight ]:
258.271

[ Flash Point ]:
184.7±25.7 °C

[ Exact Mass ]:
258.068085

[ PSA ]:
34.14000

[ LogP ]:
4.25

[ Vapour Pressure ]:
0.0±1.3 mmHg at 25°C

[ Index of Refraction ]:
1.761

MSDS

Click to get detail MSDS

Safety Information

[ Hazard Codes ]:
Xn: Harmful;

[ Risk Phrases ]:
R20/21/22

[ Safety Phrases ]:
36

[ WGK Germany ]:
3

[ HS Code ]:
2914399090

Synthetic Route

Click to get detail synthetic route

Precursor & DownStream

Precursor

DownStream

Customs

[ HS Code ]: 2914399090

[ Summary ]:
2914399090. other aromatic ketones without other oxygen function. VAT:17.0%. Tax rebate rate:13.0%. . MFN tariff:5.5%. General tariff:30.0%