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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M Sala et al.
Carcinogenesis, 8(4), 503-507 (1987-04-01)
Two nitroaromatics, 6-nitrobenzo[a]pyrene (6-N-BaP) and 6-nitrochrysene (6-N-CRY), and the corresponding parent hydrocarbons, benzo[a]pyrene (BaP) and chrysene (CRY), were studied in in vitro transformation assays with Syrian hamster embryo (SHE) cells, BALB/3T3 and C3H10T1/2 mouse cell lines. The three cell systems
Metabolism of 1-nitropyrene and 6-nitrobenzo(a)pyrene by intestinal microflora.
C E Cerniglia
Progress in clinical and biological research, 181, 133-137 (1985-01-01)
B S Hass et al.
Mutation research, 171(2-3), 123-129 (1986-08-01)
The mononitro-substituted isomers of benzo[a]pyrene (B[a]P), 1-, 3- and 6-nitrobenzo[a]pyrene (NB[a]P), are environmental pollutants and are metabolized to mutagens in Salmonella by rat-liver homogenate postmitochondrial supernatant (S9) fractions. In this study, activation of these compounds to mutagens was investigated using
Isomeric mononitrobenzo[a]pyrenes: synthesis, identification and mutagenic activities.
J N Pitts et al.
Mutation research, 140(2-3), 81-85 (1984-06-01)
G C Millner et al.
Journal of toxicology and environmental health, 19(4), 519-530 (1986-01-01)
The fungal metabolism of the potent mutagenic and carcinogenic nitropolycyclic aromatic hydrocarbon (nitro-PAH) 6-nitrobenzo[a]pyrene (6-NO2-BaP) was investigated. Cunninghamella elegans was incubated with 6-NO2-BaP for periods ranging between 1 and 7 d, and the metabolites formed were separated by high-performance liquid
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