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BCR311

6-Nitrobenzo[a]pyrene

BCR®, certified reference material

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About This Item

Empirical Formula (Hill Notation):
C20H11NO2
CAS Number:
63041-90-7
Molecular Weight:
297.31
Beilstein:
2472924
MDL number:
MFCD00215956
UNSPSC Code:
41116107
PubChem Substance ID:
329773820
NACRES:
NA.24
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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.[1]

Analysis Note

For more information please see:
BCR311

Legal Information

BCR is a registered trademark of European Commission

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

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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)
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
Isomeric mononitrobenzo[a]pyrenes: synthesis, identification and mutagenic activities.
J N Pitts et al.
Mutation research, 140(2-3), 81-85 (1984-06-01)
Binary mixtures containing isomers of nitrobenzo[a]pyrene induce greater-than-additive mutational responses in Salmonella typhimurium. I. Analysis by the total concentration-proportional mixture model.
B S Hass et al.
Mutation research, 190(4), 247-252 (1987-04-01)
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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