BCR311
6-Nitrobenzo[a]pyrene
BCR®, certified reference material
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About This Item
Empirical Formula (Hill Notation):
C20H11NO2
CAS Number:
Molecular Weight:
297.31
Beilstein:
2472924
MDL number:
UNSPSC Code:
41116107
PubChem Substance ID:
NACRES:
NA.24
Recommended Products
grade
certified reference material
Agency
BCR®
manufacturer/tradename
JRC
technique(s)
HPLC: suitable
gas chromatography (GC): suitable
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
BCR311
Legal Information
BCR is a registered trademark of European Commission
Storage Class Code
11 - Combustible Solids
WGK
WGK 3
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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
P P Fu et al.
Mutation research, 376(1-2), 43-51 (1997-05-12)
We have been interested in determining the structural and electronic features that may be useful in predicting the mutagenic activity of nitro-polycyclic aromatic hydrocarbons (nitro-PAHs). We have previously found that a correlation between structural and electronic features and direct-acting mutagenicity
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)
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
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
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