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Details

Stereochemistry ACHIRAL
Molecular Formula C16H9NO2
Molecular Weight 247.2482
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of 1-NITROPYRENE

SMILES

[O-][N+](=O)C1=C2C=CC3=C4C(C=CC(C=C1)=C24)=CC=C3

InChI

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

HIDE SMILES / InChI

Molecular Formula C16H9NO2
Molecular Weight 247.2482
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Low levels of the air pollutant 1-nitropyrene induce DNA damage, increased levels of reactive oxygen species and endoplasmic reticulum stress in human endothelial cells.
2009-07-28
Determination of 1-nitropyrene in low volume ambient air samples by high-performance liquid chromatography with fluorescence detection.
2009-05-22
Cytokine and chemokine expression patterns in lung epithelial cells exposed to components characteristic of particulate air pollution.
2009-05-02
Mechanistic studies of the bypass of a bulky single-base lesion catalyzed by a Y-family DNA polymerase.
2009-03-06
Synthesis of oligonucleotides containing 2'-deoxyguanosine adducts of nitropyrenes.
2009-02
Induction of pro-inflammatory signals by 1-nitropyrene in cultured BEAS-2B cells.
2009-01-30
Bacterial degradation of aromatic compounds.
2009-01
Quantification of 1-aminopyrene in human urine after a controlled exposure to diesel exhaust.
2009-01
Pharmacologic profiling of human and rat cytochrome P450 1A1 and 1A2 induction and competition.
2008-12
1-Nitropyrene efficiently induces mitotic recombination in Saccharomyces cerevisiae.
2008-11
Photophysics and photochemistry of 1-nitropyrene.
2008-10-16
Tissue-specific metabolic activation and mutagenicity of 3-nitrobenzanthrone in MutaMouse.
2008-10
Mutation spectra induced by 1-nitropyrene 4,5-oxide and 1-nitropyrene 9,10-oxide in the supF gene of human XP-A fibroblasts.
2008-08-31
Mutational specificity of gamma-radiation-induced guanine-thymine and thymine-guanine intrastrand cross-links in mammalian cells and translesion synthesis past the guanine-thymine lesion by human DNA polymerase eta.
2008-08-05
Environmental photochemistry of nitro-PAHs: direct observation of ultrafast intersystem crossing in 1-nitropyrene.
2008-07-17
1-Nitropyrene (1-NP) induces apoptosis and apparently a non-apoptotic programmed cell death (paraptosis) in Hepa1c1c7 cells.
2008-07-15
ECVAM retrospective validation of in vitro micronucleus test (MNT).
2008-07
Hibiscus sabdariffa L. extracts inhibit the mutagenicity in microsuspension assay and the proliferation of HeLa cells.
2008-06
Vapor pressures and thermodynamics of oxygen-containing polycyclic aromatic hydrocarbons measured using Knudsen effusion.
2008-06
Excited-state dynamics of nitroperylene in solution: solvent and excitation wavelength dependence.
2008-05-01
Screening of 397 chemicals and development of a quantitative structure--activity relationship model for androgen receptor antagonism.
2008-04
Aldo-keto reductase 1C2 is essential for 1-nitropyrene's but not for benzo[a]pyrene's induction of p53 phosphorylation and apoptosis.
2008-02-28
Polycyclic aromatic hydrocarbons aggravate antigen-induced nasal blockage in experimental allergic rhinitis.
2007-11
Mutagenicity of the 1-nitropyrene-DNA adduct N-(deoxyguanosin-8-yl)-1-aminopyrene in mammalian cells.
2007-11
Determination of nitro-polycyclic aromatic hydrocarbons in atmospheric aerosols using HPLC fluorescence with a post-column derivatisation technique.
2007-11
Analysis of 1-nitropyrene in air particulate matter standard reference materials by using two-dimensional high performance liquid chromatography with online reduction and tandem mass spectrometry detection.
2007-10-12
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
Enhanced mutagenesis of Salmonella tester strains due to deletion of genes other than uvrB.
2007-10
Optimization of an improved analytical method for the determination of 1-nitropyrene in milligram diesel soot samples by high-performance liquid chromatography-mass spectrometry.
2007-09-07
The cda GenoTox assay: a new and sensitive method for detection of environmental genotoxins, including nitroarenes and aromatic amines.
2007-07-28
Identification and quantification of 1-nitropyrene metabolites in human urine as a proposed biomarker for exposure to diesel exhaust.
2007-07
Effects of nitrated-polycyclic aromatic hydrocarbons and diesel exhaust particle extracts on cell signalling related to apoptosis: possible implications for their mutagenic and carcinogenic effects.
2007-03-07
Singlet excited-state dynamics of nitropolycyclic aromatic hydrocarbons: direct measurements by femtosecond fluorescence up-conversion.
2007-02-01
Mutagenic activities and physicochemical properties of selected nitrobenzanthrones.
2006-11
Nitrocompound activation by cell-free extracts of nitroreductase-proficient Salmonella typhimurium strains.
2006-11
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006-11
In vitro anti-mutagenic effect of magnolol against direct and indirect mutagens.
2006-10-10
The potential risks of nanomaterials: a review carried out for ECETOC.
2006-08-14
An in vivo model for testing genotoxicity of environmental fibre-associated nitroarenes.
2006-08-12
Gas-phase ambient air contaminants exhibit significant dioxin-like and estrogen-like activity in vitro.
2006-05
Suppressive effect of 1-nitropyrene on benzo[a]pyrene-induced CYP1A1 protein expression in HepG2 cells.
2006-03-01
Determination of 1-nitropyrene metabolites by high-performance liquid chromatography with chemiluminescence detection.
2006-02-24
[In vivo mutagenicity of the carcinogenic 1-nitropyrene. A model of a potential asbestos exposure].
2006
Detection of initiating as well as promoting activity of chemicals by a novel cell transformation assay using v-Ha-ras-transfected BALB/c 3T3 cells (Bhas 42 cells).
2005-12-07
Involvement of alveolar macrophages in the formation of 8-oxodeoxyguanosine associated with exogenous particles in human lungs.
2005-10
Assessment of 3-nitrobenzanthrone reductase activity in mammalian tissues by normal-phase HPLC with fluorescence detection.
2005-09-25
Involvement of molybdenum hydroxylases in reductive metabolism of nitro polycyclic aromatic hydrocarbons in mammalian skin.
2005-09
The antimutagenic activity of Lavandula angustifolia (lavender) essential oil in the bacterial reverse mutation assay.
2005-09
The effects of 1-nitropyrene on oxidative DNA damage and expression of DNA repair enzymes.
2005-05
Carcinogenicity of dinitropyrenes in the weanling female CD rat.
1991-07
Substance Class Chemical
Created
by admin
on Mon Mar 31 21:29:45 GMT 2025
Edited
by admin
on Mon Mar 31 21:29:45 GMT 2025
Record UNII
TD1665I8Q4
Record Status Validated (UNII)
Record Version
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Name Type Language
1-NITROPYRENE
HSDB  
Systematic Name English
NSC-81340
Preferred Name English
3-NITROPYRENE
Systematic Name English
NITROPYRENE, 1-
Systematic Name English
PYRENE, 1-NITRO-
Systematic Name English
1-NITROPYRENE [IARC]
Common Name English
1-NITROPYRENE [HSDB]
Common Name English
Classification Tree Code System Code
NCI_THESAURUS C45182
Created by admin on Mon Mar 31 21:29:45 GMT 2025 , Edited by admin on Mon Mar 31 21:29:45 GMT 2025
Code System Code Type Description
HSDB
6980
Created by admin on Mon Mar 31 21:29:45 GMT 2025 , Edited by admin on Mon Mar 31 21:29:45 GMT 2025
PRIMARY
WIKIPEDIA
1-NITROPYRENE
Created by admin on Mon Mar 31 21:29:45 GMT 2025 , Edited by admin on Mon Mar 31 21:29:45 GMT 2025
PRIMARY
CAS
5522-43-0
Created by admin on Mon Mar 31 21:29:45 GMT 2025 , Edited by admin on Mon Mar 31 21:29:45 GMT 2025
PRIMARY
MESH
C032668
Created by admin on Mon Mar 31 21:29:45 GMT 2025 , Edited by admin on Mon Mar 31 21:29:45 GMT 2025
PRIMARY
ECHA (EC/EINECS)
226-868-2
Created by admin on Mon Mar 31 21:29:45 GMT 2025 , Edited by admin on Mon Mar 31 21:29:45 GMT 2025
PRIMARY
CHEBI
34107
Created by admin on Mon Mar 31 21:29:45 GMT 2025 , Edited by admin on Mon Mar 31 21:29:45 GMT 2025
PRIMARY
FDA UNII
TD1665I8Q4
Created by admin on Mon Mar 31 21:29:45 GMT 2025 , Edited by admin on Mon Mar 31 21:29:45 GMT 2025
PRIMARY
NCI_THESAURUS
C29781
Created by admin on Mon Mar 31 21:29:45 GMT 2025 , Edited by admin on Mon Mar 31 21:29:45 GMT 2025
PRIMARY
EPA CompTox
DTXSID6020983
Created by admin on Mon Mar 31 21:29:45 GMT 2025 , Edited by admin on Mon Mar 31 21:29:45 GMT 2025
PRIMARY
NSC
81340
Created by admin on Mon Mar 31 21:29:45 GMT 2025 , Edited by admin on Mon Mar 31 21:29:45 GMT 2025
PRIMARY
PUBCHEM
21694
Created by admin on Mon Mar 31 21:29:45 GMT 2025 , Edited by admin on Mon Mar 31 21:29:45 GMT 2025
PRIMARY
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