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192-97-2,MFCD00003605
Catalog No.:AA002FIH

192-97-2 | BENZO[E]PYRENE

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25mg
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$511.00   $358.00
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
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  • Technical Information
  • Properties
  • Downstream Synthesis Route
  • Literature
Technical Information
Catalog Number:
AA002FIH
Chemical Name:
BENZO[E]PYRENE
CAS Number:
192-97-2
Molecular Formula:
C20H12
Molecular Weight:
252.3093
MDL Number:
MFCD00003605
SMILES:
c1ccc2c(c1)c1cccc3c1c1c2cccc1cc3
NSC Number:
89273
UN Number:
3077
Properties
Computed Properties
 
Complexity:
336  
Covalently-Bonded Unit Count:
1  
Heavy Atom Count:
20  
XLogP3:
6.4  

Downstream Synthesis Route

[1]Calcott;Tinker;Weinmayr[JournaloftheAmericanChemicalSociety,1939,vol.61,p.949]

[2]CurrentPatentAssignee:DUPONTDENEMOURSINC-US2145905,1937,A

199-94-0   
1-dimethylamino-3-dimethylimonioprop-1-eneperchlorate 
  50-32-8    192-97-2 

[1]Tetrahedron,1996,vol.52,p.2647-2662

polyethylene 
  193-39-5    192-97-2    198-55-0    191-24-2 

[1]Chemosphere,1999,vol.39,p.1497-1512

[1]EnvironmentalScienceandTechnology,2000,vol.34,p.2080-2091

smallintercontinentalballisticmissilepropellant 
  129-00-0    206-44-0    192-97-2    191-24-2 

[1]Chemosphere,2001,vol.42,p.559-569

Literature

Title: Inhibition of the formation of benzo[a]pyrene adducts to DNA in A549 lung cells exposed to mixtures of polycyclic aromatic hydrocarbons.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20160901

Title: Successful validation of genomic biomarkers for human immunotoxicity in Jurkat T cells in vitro.

Journal: Journal of applied toxicology : JAT 20150701

Title: Pressurized liquid extraction of diesel and air particulate standard reference materials: effect of extraction temperature and pressure.

Journal: Analytical chemistry 20121002

Title: Aryl hydrocarbon receptor-independent up-regulation of intracellular calcium concentration by environmental polycyclic aromatic hydrocarbons in human endothelial HMEC-1 cells.

Journal: Environmental toxicology 20120901

Title: Changes in thyroid peroxidase activity in response to various chemicals.

Journal: Journal of environmental monitoring : JEM 20120801

Title: Influence of earthworm activity on microbial communities related with the degradation of persistent pollutants.

Journal: Environmental toxicology and chemistry 20120401

Title: Polycyclic aromatic hydrocarbons (PAHs) in vegetables and fruits produced in Saudi Arabia.

Journal: Bulletin of environmental contamination and toxicology 20120401

Title: Seasonal variation for the ratio of BaP to BeP at different sites in Great Xiamen Bay.

Journal: Journal of environmental monitoring : JEM 20120401

Title: [Compositions and diagnostic ratios of heavily degraded crude oil residues in contaminated soil in oilfields].

Journal: Huan jing ke xue= Huanjing kexue 20120401

Title: Automobile tires--a potential source of highly carcinogenic dibenzopyrenes to the environment.

Journal: Environmental science & technology 20120320

Title: Ah-receptor-independent stimulation of hepatoma 27 culture cell proliferation by polycyclic aromatic hydrocarbons.

Journal: Biochemistry. Biokhimiia 20120201

Title: Potent phototoxicity of marine bunker oil to translucent herring embryos after prolonged weathering.

Journal: PloS one 20120101

Title: Validation of the Candida albicans delayed-type hypersensitivity (DTH) model in the female B₆C₃F₁ mouse for use in immunotoxicological investigations.

Journal: Journal of immunotoxicology 20120101

Title: Micronucleus frequency in children exposed to biomass burning in the Brazilian Legal Amazon region: a control case study.

Journal: BMC oral health 20120101

Title: Controlled human wood smoke exposure: oxidative stress, inflammation and microvascular function.

Journal: Particle and fibre toxicology 20120101

Title: Effects of hydroquinone on retinal and vascular cells in vitro.

Journal: Indian journal of ophthalmology 20120101

Title: Traffic-related air pollution and DNA damage: a longitudinal study in Taiwanese traffic conductors.

Journal: PloS one 20120101

Title: Benzo[e]pyrene skeleton dipyrylium dication with a strong donor-acceptor-donor interaction, and its two-electron reduced molecule.

Journal: Chemistry (Weinheim an der Bergstrasse, Germany) 20111209

Title: Cardiac toxicity of 5-ring polycyclic aromatic hydrocarbons is differentially dependent on the aryl hydrocarbon receptor 2 isoform during zebrafish development.

Journal: Toxicology and applied pharmacology 20111201

Title: Improved efficiency of extraction of polycyclic aromatic hydrocarbons (PAHs) from the National Institute of Standards and Technology (NIST) Standard Reference Material Diesel Particulate Matter (SRM 2975) using accelerated solvent extraction.

Journal: Analytical and bioanalytical chemistry 20111201

Title: Aryl hydrocarbon receptor-dependent induction of the IgA receptor FcαRI by the environmental contaminant benzo(a)pyrene in human macrophages.

Journal: Toxicology 20111128

Title: Reduced cytochrome P4501A activity and recovery from oxidative stress during subchronic benzo[a]pyrene and benzo[e]pyrene treatment of rainbow trout.

Journal: Toxicology and applied pharmacology 20110701

Title: Biodegradation of polycyclic aromatic hydrocarbons by a halotolerant bacterial strain Ochrobactrum sp. VA1.

Journal: Marine pollution bulletin 20110201

Title: Osteosarcomagenesis: modeling cancer initiation in the mouse.

Journal: Sarcoma 20110101

Title: In vitro toxicity of particulate matter (PM) collected at different sites in the Netherlands is associated with PM composition, size fraction and oxidative potential--the RAPTES project.

Journal: Particle and fibre toxicology 20110101

Title: Influence of temperature and origin of dissolved organic matter on the partitioning behavior of polycyclic aromatic hydrocarbons.

Journal: Environmental science and pollution research international 20100601

Title: Inhibition of apoptosis in human retinal pigment epithelial cells treated with benzo(e)pyrene, a toxic component of cigarette smoke.

Journal: Investigative ophthalmology & visual science 20100501

Title: Malondialdehyde-modified low density lipoprotein (MDA-LDL)-induced cell growth was suppressed by polycyclic aromatic hydrocarbons (PAHs).

Journal: The Journal of toxicological sciences 20100401

Title: Navajo coal combustion and respiratory health near Shiprock, New Mexico.

Journal: Journal of environmental and public health 20100101

Title: Antioxidant airway responses following experimental exposure to wood smoke in man.

Journal: Particle and fibre toxicology 20100101

Title: 3-methylcholanthrene and benzo(a)pyrene modulate cardiac cytochrome P450 gene expression and arachidonic acid metabolism in male Sprague Dawley rats.

Journal: British journal of pharmacology 20091201

Title: Oligothiophene functionalized dimethyldihydropyrenes I: syntheses and photochromicity.

Journal: The Journal of organic chemistry 20090904

Title: Inhibition of human mesenchymal stem cell-derived adipogenesis by the environmental contaminant benzo(a)pyrene.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20090901

Title: Effects of benzo(e)pyrene on the retinal neurosensory cells and human microvascular endothelial cells in vitro.

Journal: Current eye research 20090801

Title: Polycyclic aromatic hydrocarbons in Tripuí River, Ouro Preto, MG, Brazil.

Journal: Journal of hazardous materials 20090615

Title: Role of a moderately halophilic bacterial consortium in the biodegradation of polyaromatic hydrocarbons.

Journal: Marine pollution bulletin 20090201

Title: [Ah receptor-independent inhibition of gap junction intercellular communications in hepatoma cell culture 27 by polycyclic aromatic hydrocarbons].

Journal: Tsitologiia 20090101

Title: Rapid SPE-HPLC determination of the 16 European priority polycyclic aromatic hydrocarbons in olive oils.

Journal: Journal of separation science 20081201

Title: Polycyclic aromatic hydrocarbons in spanish olive oils: relationship between benzo(a)pyrene and total polycyclic aromatic hydrocarbon content.

Journal: Journal of agricultural and food chemistry 20081112

Title: Effects of Benzo(e)Pyrene, a toxic component of cigarette smoke, on human retinal pigment epithelial cells in vitro.

Journal: Investigative ophthalmology & visual science 20081101

Title: The response of Ty1 test to genotoxins.

Journal: Archives of toxicology 20081001

Title: Size distribution of particle-phase molecular markers during a severe winter pollution episode.

Journal: Environmental science & technology 20080901

Title: Experimental approaches to evaluate activities of cytochromes P450 3A.

Journal: Interdisciplinary toxicology 20080901

Title: VOCs and PAHs emissions from creosote-treated wood in a field storage area.

Journal: The Science of the total environment 20080825

Title: Enhanced kinetics of solid-phase microextraction and biodegradation of polycyclic aromatic hydrocarbons in the presence of dissolved organic matter.

Journal: Environmental toxicology and chemistry 20080701

Title: Photochemical degradation of polycyclic aromatic hydrocarbons in oil films.

Journal: Environmental science & technology 20080401

Title: Fluorescence study of inclusion complexes between star-shaped cholic acid derivatives and polycyclic aromatic fluorescent probes and the size effects of host and guest molecules.

Journal: The journal of physical chemistry. B 20080320

Title: Unexpected DNA damage caused by polycyclic aromatic hydrocarbons under standard laboratory conditions.

Journal: Mutation research 20080227

Title: Optimization of the matrix solid-phase dispersion sample preparation procedure for analysis of polycyclic aromatic hydrocarbons in soils: comparison with microwave-assisted extraction.

Journal: Journal of chromatography. A 20070921

Title: The environmental carcinogen benzo[a]pyrene induces expression of monocyte-chemoattractant protein-1 in vascular tissue: a possible role in atherogenesis.

Journal: Mutation research 20070801

Title: Effects of benzo(e)pyrene and benzo(a)pyrene on P-glycoprotein-mediated transport in Caco-2 cell monolayer: a comparative approach.

Journal: Toxicology in vitro : an international journal published in association with BIBRA 20070801

Title: Oxidized metabolites from benzo[a]pyrene, benzo[e]pyrene, and aza-benzo[a]pyrenes. A computational study of their carbocations formed by epoxide ring opening reactions.

Journal: Organic & biomolecular chemistry 20070721

Title: Trophic dilution of polycyclic aromatic hydrocarbons (PAHs) in a marine food web from Bohai Bay, north China.

Journal: Environmental science & technology 20070501

Title: Benzo[a]pyrene-dependent activation of transcription factors NF-kappaB and AP-1 related to tumor promotion in hepatoma cell cultures.

Journal: Biochemistry. Biokhimiia 20070501

Title: [Determination of trace polycyclic aromatic hydrocarbons in surface sediments of Huangpu River by high performance liquid chromatography].

Journal: Se pu = Chinese journal of chromatography 20070501

Title: Microheterogeneity evaluation of polycyclic aromatic hydrocarbons in particulate standard reference materials.

Journal: Analytical and bioanalytical chemistry 20070401

Title: Sample preparation of sewage sludge and soil samples for the determination of polycyclic aromatic hydrocarbons based on one-pot microwave-assisted saponification and extraction.

Journal: Analytical and bioanalytical chemistry 20070401

Title: UVA photoirradiation of methylated benzo[a]pyrene and benzo[e]pyrene leading to induction of lipid peroxidation.

Journal: International journal of environmental research and public health 20070201

Title: Source apportionment of molecular markers and organic aerosol--1. Polycyclic aromatic hydrocarbons and methodology for data visualization.

Journal: Environmental science & technology 20061215

Title: Polycyclic aromatic hydrocarbons in food samples collected in Barcelona, Spain.

Journal: Journal of food protection 20060801

Title: Electron affinities of polycyclic aromatic hydrocarbons by means of B3LYP/6-31+G* calculations.

Journal: The journal of physical chemistry. A 20060525

Title: Microsphere-based protease assays and screening application for lethal factor and factor Xa.

Journal: Cytometry. Part A : the journal of the International Society for Analytical Cytology 20060501

Title: Distribution of pesticides, PAHs and heavy metals in prawn ponds near Kolleru lake wetland, India.

Journal: Environment international 20060401

Title: Optimization of the procedure for the determination of polycyclic aromatic hydrocarbons and their derivatives in fish tissue: Estimation of measurements uncertainty.

Journal: Food additives and contaminants 20060301

Title: Phenacenes from Diels-Alder trapping of photogenerated o-xylylenols: phenanthrenes and benzo[e]pyrene bisimide.

Journal: Organic letters 20060216

Title: Physicochemical characterisation of combustion particles from vehicle exhaust and residential wood smoke.

Journal: Particle and fibre toxicology 20060101

Title: Time- and concentration-dependent changes in gene expression induced by benzo(a)pyrene in two human cell lines, MCF-7 and HepG2.

Journal: BMC genomics 20060101

Title: Further evaluation of the skin micronucleus test: results obtained using 10 polycyclic aromatic hydrocarbons.

Journal: Mutation research 20051207

Title: 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).

Journal: Mutation research 20051207

Title: Polycyclic aromatic hydrocarbons induce an inflammatory atherosclerotic plaque phenotype irrespective of their DNA binding properties.

Journal: FASEB journal : official publication of the Federation of American Societies for Experimental Biology 20050801

Title: Photochemical transformations of benzo[e]pyrene in solution and adsorbed on silica gel and alumina surfaces.

Journal: Environmental science & technology 20050515

Title: Detection of a novel mutagen, 3,6-dinitrobenzo[e]pyrene, as a major contaminant in surface soil in Osaka and Aichi Prefectures, Japan.

Journal: Chemical research in toxicology 20050201

Title: Solid-matrix fluorescence quenching of benzo[e]pyrene and (+/-)-anti-dibenzo[a, l]pyrene diolepoxide-DNA adducts.

Journal: Applied spectroscopy 20050101

Title: Performance of PAHs emission from bituminous coal combustion.

Journal: Journal of Zhejiang University. Science 20041201

Title: Gas chromatographic-mass spectrometric determination of polycyclic aromatic hydrocarbons formed during the pyrolysis of phenylalanine.

Journal: Journal of chromatography. A 20040206

Title: Spatial distributions and profiles of atmospheric polycyclic aromatic hydrocarbons in two industrial cities in Japan.

Journal: Environmental science & technology 20040101

Title: Degradation of polycyclic aromatic hydrocarbons and long chain alkanes at 60-70 degrees C by Thermus and Bacillus spp [corrected].

Journal: Biodegradation 20031201

Title: Atmospheric particulate matter and polycyclic aromatic hydrocarbons for PM10 and size-segregated samples in Bangkok.

Journal: Journal of the Air & Waste Management Association (1995) 20031201

Title: Polycyclic aromatic hydrocarbons inhibit differentiation of human monocytes into macrophages.

Journal: Journal of immunology (Baltimore, Md. : 1950) 20030301

Title: Polycyclic aromatic hydrocarbons in mountain soils of the subtropical Atlantic.

Journal: Journal of environmental quality 20030101

Title: Picogram quantitation of polycyclic aromatic hydrocarbons adsorbed on aerosol particles by two-step laser mass spectrometry.

Journal: Analytical chemistry 20020715

Title: Arylhydrocarbon receptor-dependent induction of liver and lung cytochromes P450 1A1, 1A2, and 1B1 by polycyclic aromatic hydrocarbons and polychlorinated biphenyls in genetically engineered C57BL/6J mice.

Journal: Carcinogenesis 20020701

Title: Homogeneous liquid-liquid extraction and micellar electrokinetic chromatography using sweeping effect concentration system for determination of trace amounts of several polycyclic aromatic hydrocarbons.

Journal: Analytical and bioanalytical chemistry 20020501

Title: The Japanese medaka (Oryzias latipes) model: applicability for investigating the immunosuppressive effects of the aquatic pollutant benzo[a]pyrene (BaP).

Journal: Marine environmental research 20020101

Title: Induction of tumor clones in D. melanogaster wts/+ heterozygotes with chemical carcinogens.

Journal: Mutation research 20011115

Title: Polycyclic aromatic hydrocarbons in remote mountain lake waters.

Journal: Water research 20011101

Title: Spiral, herringbone, and triple-decker silver(I) complexes of benzopyrene derivatives assembled through eta(2)-coordination.

Journal: Inorganic chemistry 20010618

Title: Polycyclic aromatic hydrocarbons identified in soot extracts from domestic coal-burning stoves of Henan Province, China.

Journal: Environmental science & technology 20010515

Title: Inhibition of liver methionine adenosyltransferase gene expression by 3-methylcolanthrene: protective effect of S-adenosylmethionine.

Journal: Biochemical pharmacology 20010501

Title: Application of the ethoxyresorufin-O-deethylase (EROD) assay to mixtures of halogenated aromatic compounds.

Journal: Environmental toxicology 20010101

Title: Glycine N-methyltransferase is an example of functional diversity. Role as a polycyclic aromatic hydrocarbon-binding receptor.

Journal: The Journal of biological chemistry 19970822

Title: Metabolic requirements for induction of contact hypersensitivity to immunotoxic polyaromatic hydrocarbons.

Journal: Journal of immunology (Baltimore, Md. : 1950) 19951001

Title: Induction of CYP1A1 gene expression in mouse hepatoma cells by benzo[e]pyrene, a ligand of the 4S polycyclic hydrocarbon-binding protein.

Journal: Toxicology and applied pharmacology 19940901

Title: Benzo[e]pyrene elicits changes in the biochemical activities and chromatographic behavior of murine hepatic cytochromes P-450 that are distinct from those induced by 2,3,7,8-tetrachlorodibenzo-p-dioxin.

Journal: Chemico-biological interactions 19920828

Title: Induction of CYP1A1 gene expression in H4-II-E rat hepatoma cells by benzo[e]pyrene.

Journal: Molecular carcinogenesis 19920101

Title: Arteriosclerotic plaque development is 'promoted' by polynuclear aromatic hydrocarbons.

Journal: Carcinogenesis 19881201

Title: Binding of polynuclear aromatic hydrocarbons to the rat 4S cytosolic binding protein: structure-activity relationships.

Journal: Cancer letters 19870201

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Tags:192-97-2 Molecular Formula|192-97-2 MDL|192-97-2 SMILES|192-97-2 BENZO[E]PYRENE