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BCR310

3-Nitrofluoranthene

BCR®, certified reference material

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About This Item

Empirical Formula (Hill Notation):
C16H9NO2
CAS Number:
892-21-7
Molecular Weight:
247.25
Beilstein:
2216474
MDL number:
MFCD00085494
UNSPSC Code:
41116107
PubChem Substance ID:
329773819
NACRES:
NA.24

grade

certified reference material

Agency

BCR®

manufacturer/tradename

JRC

technique(s)

HPLC: suitable
gas chromatography (GC): suitable

mp

157-159 °C (lit.)

format

neat

storage temp.

2-8°C

SMILES string

[O-][N+](=O)c1ccc2-c3ccccc3-c4cccc1c24

InChI

1S/C16H9NO2/c18-17(19)15-9-8-13-11-5-2-1-4-10(11)12-6-3-7-14(15)16(12)13/h1-9H

InChI key

PIHGQKMEAMSUNA-UHFFFAOYSA-N

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General description

3-Nitrofluoranthene, belonging to the class of nitrated-polycyclic aromatic hydrocarbons, is persistent in the environment. It is produced from direct sources such as diesel, gasoline exhaust and gas-phase reactions of polycyclic aromatic hydrocarbons (PAHs) with oxides of nitrogen.

Analysis Note

For more information please see:
BCR310

Legal Information

BCR is a registered trademark of European Commission

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

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M C Consolo et al.
Mutation research, 210(2), 263-269 (1989-02-01)
The environmental pollutant 3-nitrofluoranthene is metabolized in vitro and in vivo to several products including the phenolic metabolites 3-nitrofluoranthen-6-ol (3NF-6-ol), 3-nitrofluoranthen-8-ol (3NF-8-ol), and 3-nitrofluoranthen-9-ol (3NF-9-ol). Similarly, 1-nitropyrene is metabolized to the phenolic metabolites 1-nitropyren-3-ol (1NP-3-ol), 1-nitropyren-6-ol (1NP-6-ol), and 1-nitropyren-8-ol (1NP-8-ol).
A M Dietrich et al.
Carcinogenesis, 9(11), 2113-2119 (1988-11-01)
The genotoxic environmental pollutant 3-nitrofluoranthene (3-NFA) was reduced chemically and allowed to react with calf thymus DNA, yielding one major adduct which was determined to be N-(deoxyguanosin-8-yl)-3-amino-fluoranthene based on Fast Atom Bombardment Mass Spectrometry (FAB-MS), proton nuclear magnetic resonance, ultraviolet-visible
S L Bauer et al.
Cancer letters, 54(1-2), 37-42 (1990-10-08)
The cytosolic molybdoflavoprotein xanthine oxidase has been shown to catalyze the reduction of exocyclic nitro groups to the corresponding nitroso, hydroxylamino and amino derivatives for a wide variety of xenobiotics including the nitrated polycyclic aromatic hydrocarbons 1-nitropyrene and 3-nitrofluoranthene. Using
J V Pothuluri et al.
Journal of toxicology and environmental health. Part A, 53(2), 153-174 (1998-01-28)
Metabolism of 2-nitrofluoranthene (2-NFA), one of the most abundant and genotoxic environmental pollutants in air, and of a mixture of 2-nitrofluoranthene and 3-nitrofluoranthene (3-NFA) was studied using (1) the fungus Cunninghamella elegans ATCC 36112 and (2) rat liver microsomes. The
J V Pothuluri et al.
Journal of toxicology and environmental health, 42(2), 209-218 (1994-06-01)
We investigated the metabolism of 3-nitrofluoranthene by filamentous fungus, Cunninghamella elegans ATCC 36112. Cunninghamella elegans metabolized about 72% of the 3-nitro[3,4-14C]fluoranthene added during 144 h of incubation to 2 major metabolites. These metabolites were separated by reversed-phase high-performance liquid chromatography
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