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.
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
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
C Raha et al.
Research communications in chemical pathology and pharmacology, 58(1), 63-74 (1987-10-01)
6-Nitrobenzo (a) pyrene (6-NBaP) is an environmental contaminant. In bacterial mutagenesis assays, 6-NBaP requires rat liver S9 enzymes for its activity. Chemical characterization of metabolites of 6-NBaP produced by male rat liver microsomes showed them to be ring-hydroxylated (both mono-
C R Raha et al.
Toxicology letters, 37(3), 229-233 (1987-08-01)
6-Nitrobenzo[alpha]pyrene (6-NBaP) occurs in our environment. Since human exposure to environmental contaminants may occur via the inhalation route, we examined the metabolites of 6-NBaP formed in lung preparations, and compared the metabolite profile to that which was found with liver.
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