BCR311

6-Nitrobenzo[a]pyrene

BCR®, certified reference material

Empirical Formula (Hill Notation):
C20H11NO2
Número de CAS:
Peso molecular:
297.31
Beilstein/REAXYS Number:
2472924
MDL number:
PubChem Substance ID:
NACRES:
NA.24

grade

certified reference material

Agency/Method

BCR®

form

neat

manufacturer/tradename

JRC

application(s)

HPLC: suitable
gas chromatography (GC): suitable

Featured Industry

Environmental
Pharmaceutical (small molecule)

format

neat

storage temp.

2-8°C

SMILES string

[O-][N+](=O)c1c2ccccc2c3ccc4cccc5ccc1c3c45

InChI

1S/C20H11NO2/c22-21(23)20-16-7-2-1-6-14(16)15-10-8-12-4-3-5-13-9-11-17(20)19(15)18(12)13/h1-11H

InChI key

NMMAFYSZGOFZCM-UHFFFAOYSA-N

General description

6-Nitrobenzo[a]pyrene belongs to the class of nitrated-polycyclic aromatic hydrocarbons, found to be persistent in the environment. It is produced from direct sources such as diesel, gasoline exhaust and by the gas-phase reactions of polycyclic aromatic hydrocarbons (PAHs) with oxides of nitrogen.

Analysis Note

For more information please see:
BCR311

Legal Information

BCR is a registered trademark of European Commission

WGK Germany

WGK 3

G Löfroth et al.
Carcinogenesis, 5(7), 925-930 (1984-07-01)
Several nitroarenes derived from benzo[a]pyrene and perylene and the parent hydrocarbons have been assayed for mutagenicity in the Salmonella microsome test and for affinity for the 2,3,7,8-tetrachlorodibenzo-p-dioxin (TCDD)-receptor protein in rat liver cytosol. 1- and 3-nitrobenzo[a]pyrene are mutagenic in the...
Effect of nitro substitution on the light-mediated mutagenicity of polycyclic aromatic hydrocarbons in Salmonella typhimurium TA98.
G L White et al.
Mutation research, 144(1), 1-7 (1985-09-01)
C Raha et al.
Journal of toxicology and environmental health, 19(1), 55-64 (1986-01-01)
Nitropolycyclic aromatic hydrocarbons (nitroarenes), including 6-nitrobenzo[a]pyrene (6-NBap), occur in our environment and are mutagenic in bacterial mutagenesis assays. The mutagenicity of 6-NBaP is enhanced when rat liver S9 is added. To investigate the cause of this increased activity, the metabolism...
Kazuichi Hayakawa et al.
International journal of environmental research and public health, 17(2) (2020-01-16)
Total suspended particulate matter (TSP) was collected during the summer and winter in five cities in China (Shenyang, Beijing, and Shanghai), Russia (Vladivostok), and Korea (Busan) from 1997 to 2014. Nine polycyclic aromatic hydrocarbons (PAHs) with four to six rings...
B S Hass et al.
Carcinogenesis, 7(4), 681-684 (1986-04-01)
Previous studies have shown that 1- and 3-nitrobenzo[a]pyrene (NBaP) were mutagenic in the Salmonella reversion assay without exogenous activation and that 1-, 3- and 6-NBaP were mutagenic in the presence of hepatocytes or liver homogenate (S9). In the present study...

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