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17117-34-9

17117-34-9 | 3-Nitrobenzanthrone

CAS No: 17117-34-9 Catalog No: AG01E6VX MDL No:

Product Description

Catalog Number:
AG01E6VX
Chemical Name:
3-Nitrobenzanthrone
CAS Number:
17117-34-9
IUPAC Name:
3-nitrobenzo[b]phenalen-7-one
InChI:
InChI=1S/C17H9NO3/c19-17-12-5-2-1-4-10(12)11-8-9-15(18(20)21)13-6-3-7-14(17)16(11)13/h1-9H
InChI Key:
QAJOWHGESRCVLY-UHFFFAOYSA-N
UNII:
O4OJW7BC7W

Properties

Complexity:
457  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
275.058g/mol
Formal Charge:
0
Heavy Atom Count:
21  
Hydrogen Bond Acceptor Count:
3  
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
275.263g/mol
Monoisotopic Mass:
275.058g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
62.9A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
4.1  

Literature

Title Journal
Impact of genetic modulation of SULT1A enzymes on DNA adduct formation by aristolochic acids and 3-nitrobenzanthrone. Archives of toxicology 20170101
Comparison of the metabolic activation of environmental carcinogens in mouse embryonic stem cells and mouse embryonic fibroblasts. Toxicology in vitro : an international journal published in association with BIBRA 20150201
Identification and quantitative confirmation of dinitropyrenes and 3-nitrobenzanthrone as major mutagens in contaminated sediments. Environment international 20120901
Development of a two-dimensional high-performance liquid chromatography system coupled with on-line reduction as a new efficient analytical method of 3-nitrobenzanthrone, a potential human carcinogen. Journal of chromatography. A 20120831
Carcinogenic 3-nitrobenzanthrone but not 2-nitrobenzanthrone is metabolised to an unusual mercapturic acid in rats. Toxicology letters 20120205
DNA damage and DNA damage response in human bronchial epithelial BEAS-2B cells following exposure to 2-nitrobenzanthrone and 3-nitrobenzanthrone: role in apoptosis. Mutagenesis 20111101
Theoretical investigations on the formation of nitrobenzanthrone-DNA adducts. Organic & biomolecular chemistry 20110907
Induction of biotransformation enzymes by the carcinogenic air-pollutant 3-nitrobenzanthrone in liver, kidney and lung, after intra-tracheal instillation in rats. Mutation research 20110227
Mechanisms of the different DNA adduct forming potentials of the urban air pollutants 2-nitrobenzanthrone and carcinogenic 3-nitrobenzanthrone. Chemical research in toxicology 20100719
Linking environmental carcinogen exposure to TP53 mutations in human tumours using the human TP53 knock-in (Hupki) mouse model. The FEBS journal 20100601
3-Nitrobenzanthrone and 3-aminobenzanthrone induce DNA damage and cell signalling in Hepa1c1c7 cells. Mutation research 20100203
Quantification of 3-nitrobenzanthrone-DNA adducts using online column-switching HPLC-electrospray tandem mass spectrometry. Chemical research in toxicology 20091101
The genotoxic air pollutant 3-nitrobenzanthrone and its reactive metabolite N-hydroxy-3-aminobenzanthrone lack initiating and complete carcinogenic activity in NMRI mouse skin. Cancer letters 20091018
3-aminobenzanthrone, a human metabolite of the carcinogenic environmental pollutant 3-nitrobenzanthrone, induces biotransformation enzymes in rat kidney and lung. Mutation research 20090531
Accelerated (32)P-HPLC for bulky DNA adducts. Mutagenesis 20090301
The carcinogenic air pollutant 3-nitrobenzanthrone induces GC to TA transversion mutations in human p53 sequences. Mutagenesis 20090101
Oxidation of 3-aminobenzanthrone, a human metabolite of carcinogenic environmental pollutant 3-nitrobenzanthrone, by cytochromes P450 - similarity between human and rat enzymes. Neuro endocrinology letters 20090101
Genotoxicity of 3-nitrobenzanthrone and 3-aminobenzanthrone in MutaMouse and lung epithelial cells derived from MutaMouse. Mutagenesis 20081101
Tissue-specific metabolic activation and mutagenicity of 3-nitrobenzanthrone in MutaMouse. Environmental and molecular mutagenesis 20081001
Mutagenic potential of nitrenium ions of nitrobenzanthrones: correlation between theory and experiment. Environmental and molecular mutagenesis 20081001
Mutagenic specificity of N-acetoxy-3-aminobenzanthrone, a major metabolically activated form of 3-nitrobenzanthrone, in shuttle vector plasmids propagated in human cells. Mutation research 20080630
The environmental pollutant and carcinogen 3-nitrobenzanthrone induces cytochrome P450 1A1 and NAD(P)H:quinone oxidoreductase in rat lung and kidney, thereby enhancing its own genotoxicity. Toxicology 20080502
DNA adduct formation in human hepatoma cells treated with 3-nitrobenzanthrone: analysis by the (32)P-postlabeling method. Mutation research 20071201
Structural identification of DNA adducts derived from 3-nitrobenzanthrone, a potent carcinogen present in the atmosphere. Chemistry, an Asian journal 20070903
Mutagenicity and DNA adduct formation by the urban air pollutant 2-nitrobenzanthrone. Toxicological sciences : an official journal of the Society of Toxicology 20070801
The environmental carcinogen 3-nitrobenzanthrone and its main metabolite 3-aminobenzanthrone enhance formation of reactive oxygen intermediates in human A549 lung epithelial cells. Toxicology and applied pharmacology 20070601
Formation and persistence of DNA adducts formed by the carcinogenic air pollutant 3-nitrobenzanthrone in target and non-target organs after intratracheal instillation in rats. Carcinogenesis 20070501
DNA adduct formation and oxidative stress from the carcinogenic urban air pollutant 3-nitrobenzanthrone and its isomer 2-nitrobenzanthrone, in vitro and in vivo. Mutagenesis 20070301
Mutagenic activities and physicochemical properties of selected nitrobenzanthrones. Mutagenesis 20061101
The environmental pollutant and carcinogen 3-nitrobenzanthrone and its human metabolite 3-aminobenzanthrone are potent inducers of rat hepatic cytochromes P450 1A1 and -1A2 and NAD(P)H:quinone oxidoreductase. Drug metabolism and disposition: the biological fate of chemicals 20060801
DNA damage and acute toxicity caused by the urban air pollutant 3-nitrobenzanthrone in rats: characterization of DNA adducts in eight different tissues and organs with synthesized standards. Environmental and molecular mutagenesis 20060801
Identification of three major DNA adducts formed by the carcinogenic air pollutant 3-nitrobenzanthrone in rat lung at the C8 and N2 position of guanine and at the N6 position of adenine. International journal of cancer 20060501
Carcinogenic 3-nitrobenzanthrone induces oxidative damage to isolated and cellular DNA. Free radical biology & medicine 20060401
Bioactivation of 3-aminobenzanthrone, a human metabolite of the environmental pollutant 3-nitrobenzanthrone: evidence for DNA adduct formation mediated by cytochrome P450 enzymes and peroxidases. Cancer letters 20060328
Molecular mechanism of genotoxicity of the environmental pollutant 3-nitrobenzanthrone. Biomedical papers of the Medical Faculty of the University Palacky, Olomouc, Czechoslovakia 20051201
Oxidative stress and DNA damage caused by the urban air pollutant 3-NBA and its isomer 2-NBA in human lung cells analyzed with three independent methods. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20051115
3-Nitrobenzanthrone, a potential human cancer hazard in diesel exhaust and urban air pollution: a review of the evidence. Mutagenesis 20051101
DNA adduct formation by the environmental contaminant 3-nitrobenzanthrone after intratracheal instillation in rats. International journal of cancer 20051010
DNA adduct and tumor formations in rats after intratracheal administration of the urban air pollutant 3-nitrobenzanthrone. Carcinogenesis 20051001
Assessment of 3-nitrobenzanthrone reductase activity in mammalian tissues by normal-phase HPLC with fluorescence detection. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20050925
Synthesis, characterization, and 32p-postlabeling analysis of DNA adducts derived from the environmental contaminant 3-nitrobenzanthrone. Chemical research in toxicology 20050601
Environmental pollutant and potent mutagen 3-nitrobenzanthrone forms DNA adducts after reduction by NAD(P)H:quinone oxidoreductase and conjugation by acetyltransferases and sulfotransferases in human hepatic cytosols. Cancer research 20050401
3-aminobenzanthrone, a human metabolite of the environmental pollutant 3-nitrobenzanthrone, forms DNA adducts after metabolic activation by human and rat liver microsomes: evidence for activation by cytochrome P450 1A1 and P450 1A2. Chemical research in toxicology 20040801
Activation of 3-nitrobenzanthrone and its metabolites to DNA-damaging species in human B lymphoblastoid MCL-5 cells. Mutagenesis 20040301
3-Nitrobenzanthrone (3-NBA) induced micronucleus formation and DNA damage in human hepatoma (HepG2) cells. Toxicology letters 20040115
DNA adducts and mutagenic specificity of the ubiquitous environmental pollutant 3-nitrobenzanthrone in Muta Mouse. Environmental and molecular mutagenesis 20040101
DNA adduct formation by the environmental contaminant 3-nitrobenzanthrone in V79 cells expressing human cytochrome P450 enzymes. Cancer letters 20031008
Activation of 3-nitrobenzanthrone and its metabolites by human acetyltransferases, sulfotransferases and cytochrome P450 expressed in Chinese hamster V79 cells. International journal of cancer 20030710
Mutagenic activity and quantification of nitroarenes in surface soil in the Kinki region of Japan. Mutation research 20030708
Human enzymes involved in the metabolic activation of the environmental contaminant 3-nitrobenzanthrone: evidence for reductive activation by human NADPH:cytochrome p450 reductase. Cancer research 20030601
Determination of 3-nitrobenzanthrone in surface soil by normal-phase high-performance liquid chromatography with fluorescence detection. Journal of chromatography. A 20030411
DNA adduct formation by the ubiquitous environmental pollutant 3-nitrobenzanthrone and its metabolites in rats. Biochemical and biophysical research communications 20030103
Determination of mutagenic 3-nitrobenzanthrone in diesel exhaust particulate matter by three-dimensional high-performance liquid chromatography. The Analyst 20030101
Metabolic activation of the environmental contaminant 3-nitrobenzanthrone by human acetyltransferases and sulfotransferase. Carcinogenesis 20021101

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