2-NITROFLUORENE

Details

Stereochemistry	ACHIRAL
Molecular Formula	C13H9NO2
Molecular Weight	211.2161
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

[O-][N+](=O)C1=CC=C2C(CC3=CC=CC=C23)=C1

InChI

InChIKey=XFOHWECQTFIEIX-UHFFFAOYSA-N

InChI=1S/C13H9NO2/c15-14(16)11-5-6-13-10(8-11)7-9-3-1-2-4-12(9)13/h1-6,8H,7H2

HIDE SMILES / InChI

Molecular Formula	C13H9NO2
Molecular Weight	211.2161
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Comparison of genotoxicant-modified transcriptomic responses in conventional and epigenetically stabilized primary rat hepatocytes with in vivo rat liver data.	2012-11	23052194
Comparison of hepatocarcinogen-induced gene expression profiles in conventional primary rat hepatocytes with in vivo rat liver.	2012-09	22484513
Development of a multiparametric cell-based protocol to screen and classify the hepatotoxicity potential of drugs.	2012-05	22331495
Human embryonic stem cell derived hepatocyte-like cells as a tool for in vitro hazard assessment of chemical carcinogenicity.	2011-12	21873647
A novel approach for a toxicity prediction model of environmental pollutants by using a quantitative structure-activity relationship method based on toxicogenomics.	2011	23724284
Genotoxic and antimutagenic activities of extracts from pseudocereals in the Salmonella mutagenicity assay.	2010-06	20303377
Voltammetric detection of damage to DNA caused by nitro derivatives of fluorene using an electrochemical DNA biosensor.	2010-05	20186538
Correlation of the genotoxic activation and kinetic properties of Salmonella enterica serovar Typhimurium nitroreductases SnrA and cnr with the redox potentials of nitroaromatic compounds and quinones.	2010-05	20118186
Pharmacological and phytochemical study on a Sisymbrium officinale Scop. extract.	2010-02-17	19969059
Antioxidant, anti-microbial and antimutagenicity activities of pistachio (Pistachia vera) green hull extract.	2010-01	19781589
Mutagenic and antimutagenic activities of aqueous and methanol extracts of Euphorbia hirta.	2009-12-10	19778596
Novel 7-(dimethylamino)fluorene-based fluorescent probes and their binding to human serum albumin.	2009-10-21	19795061
Antimutagenic activity of a secoisopimarane diterpenoid from Salvia cinnabarina M. Martens et Galeotti in the bacterial reverse mutation assay.	2009-08	19497346
Biological safety of LipoFullerene composed of squalane and fullerene-C60 upon mutagenesis, photocytotoxicity, and permeability into the human skin tissue.	2009-06	19371265
Mutagenicity of an aged gasworks soil during bioslurry treatment.	2009-06	19274766
Safety assessment of a proprietary preparation of a novel Probiotic, Bacillus coagulans, as a food ingredient.	2009-06	19248815
Biological safety of liposome-fullerene consisting of hydrogenated lecithin, glycine soja sterols, and fullerene-C60 upon photocytotoxicity and bacterial reverse mutagenicity.	2009-04	19482914
High-performance liquid chromatography determination of nitrated polycyclic aromatic hydrocarbons by indirect fluorescence detection.	2009-02	18816459
Genotoxicity revaluation of three commercial nitroheterocyclic drugs: nifurtimox, benznidazole, and metronidazole.	2009	20981287
Oxidative transformation of 2-acetylaminofluorene by a chemical model for cytochrome P450: A water-insoluble porphyrin and tert-butyl hydroperoxide.	2008-07-15	18586499
Nitropolycyclic aromatic hydrocarbons are inducers of mitotic homologous recombination in the wing-spot test of Drosophila melanogaster.	2008-07	18440115
Comparison of sensitivity of Escherichia coli WP2 tester strains with and without tolC outer membrane transport protein mutation in detecting chemical mutagens.	2008-06-01	18655543
Vapor pressures and thermodynamics of oxygen-containing polycyclic aromatic hydrocarbons measured using Knudsen effusion.	2008-06	18220445
Antimutagenic and mutagenic activities of some terpenes in the bacterial reverse mutation assay.	2008-05-31	18514567
Polycyclic aromatic hydrocarbons (PAHs), nitrated PAHs and oxygenated PAHs in ambient air of the Marseilles area (South of France): concentrations and sources.	2007-10-01	17590415
Solvent and pH effects on the fluorescence of 7-(dimethylamino)-2-fluorenesulfonate.	2007-07	17522966
Surface-enhanced vibrational spectra of 2-nitrofluorene.	2007-02	16859958
Antimutagenic, antioxidant and antimicrobial properties of Maytenus krukovii bark.	2006-12	16963198
In-vitro mutagenic potential and effect on permeability of co-administered drugs across Caco-2 cell monolayers of Rubus idaeus and its fortified fractions.	2006-11	17132218
Nitrocompound activation by cell-free extracts of nitroreductase-proficient Salmonella typhimurium strains.	2006-11	16998228
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.	2006-11	16497524
Structure and stability of duplex DNA containing the 3-(deoxyguanosin-N2-yl)-2-acetylaminofluorene (dG(N2)-AAF) lesion: a bulky adduct that persists in cellular DNA.	2006-06	16780352
Gas-phase ambient air contaminants exhibit significant dioxin-like and estrogen-like activity in vitro.	2006-05	16675423
Study on the mutagenicity and antimutagenicity of beta-ionone in the Salmonella/microsome assay.	2006-04	16223554
Development of ciprofloxacin resistance due to chromosomal mutations induced by 2-nitrofluorene.	2005-12	16601798
Involvement of molybdenum hydroxylases in reductive metabolism of nitro polycyclic aromatic hydrocarbons in mammalian skin.	2005-09	15932950
The antimutagenic activity of Lavandula angustifolia (lavender) essential oil in the bacterial reverse mutation assay.	2005-09	15907354
Comparison of the expression profiles induced by genotoxic and nongenotoxic carcinogens in rat liver.	2005-08-04	15890375
Evaluation of mutagenic and antimutagenic activities of alpha-bisabolol in the Salmonella/microsome assay.	2005-08-01	15936245
Studies of the toxicological potential of tripeptides (L-valyl-L-prolyl-L-proline and L-isoleucyl-L-prolyl-L-proline): IX. Evaluation of the mutagenic potential of synthesized L-valyl-L-prolyl-L-proline in the Salmonella-Escherichia coli/microsome, incorporation assay.	2005	16419582
Characteristic expression profiles induced by genotoxic carcinogens in rat liver.	2004-01	14600272
Estrogenic activity of an environmental pollutant, 2-nitrofluorene, after metabolic activation by rat liver microsomes.	2003-04-04	12659833
Xanthine oxidase-catalyzed metabolism of 2-nitrofluorene, a carcinogenic air pollutant, in rat skin.	2003-04	12642461
Modulation of mutagenicity of various mutagens by lignin derivatives.	2003-03-03	12581535
Evaluation of the mutagenic, antimutagenic and antiproliferative potential of Croton lechleri (Muell. Arg.) latex.	2003-03	12725567
Antimutagenic activity of extracts of natural substances in the Salmonella/microsome assay.	2003-03	12621065
Improvement of an automatic HPLC system for nitropolycyclic aromatic hydrocarbons: removal of an interfering peak and increase in the number of analytes.	2003-02	12608754
Metabolism of 2-nitrofluorene, an environmental pollutant, by liver preparations of sea bream, Pagrus major.	2002-08	12296988
Salmonella typhimurium mutagenicity tester strains that overexpress oxygen-insensitive nitroreductases nfsA and nfsB.	2002-04-25	11934440
Antimutagenic and anticarcinogenic effects of Phyllanthus amarus.	2002-01	11924760

Substance Class	Chemical Created by `admin` on `Mon Mar 31 19:38:31 GMT 2025` Edited by `admin` on `Mon Mar 31 19:38:31 GMT 2025`
Record UNII	191LL4U4GZ
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

2-NITROFLUORENE

Systematic Name

English

NSC-5182

Preferred Name

English

2-NITROFLUORENE [IARC]

Common Name

English

NITROFLUORENE, 2-

Systematic Name

English

2-NITRO-9H-FLUORENE [HSDB]

Common Name

English

Code System Code Type Description

MESH

C019499