Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C20H12 |
| Molecular Weight | 252.3093 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C1=CC=C2C(=C1)C3=C4C(C=CC5=CC=CC2=C45)=CC=C3
InChI
InChIKey=TXVHTIQJNYSSKO-UHFFFAOYSA-N
InChI=1S/C20H12/c1-2-8-16-15(7-1)17-9-3-5-13-11-12-14-6-4-10-18(16)20(14)19(13)17/h1-12H
| Molecular Formula | C20H12 |
| Molecular Weight | 252.3093 |
| 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 |
|---|---|---|
| Cardiac toxicity of 5-ring polycyclic aromatic hydrocarbons is differentially dependent on the aryl hydrocarbon receptor 2 isoform during zebrafish development. | 2011-12-01 |
|
| Reduced cytochrome P4501A activity and recovery from oxidative stress during subchronic benzo[a]pyrene and benzo[e]pyrene treatment of rainbow trout. | 2011-07-01 |
|
| Antioxidant airway responses following experimental exposure to wood smoke in man. | 2010-08-20 |
|
| Influence of temperature and origin of dissolved organic matter on the partitioning behavior of polycyclic aromatic hydrocarbons. | 2010-06 |
|
| Inhibition of apoptosis in human retinal pigment epithelial cells treated with benzo(e)pyrene, a toxic component of cigarette smoke. | 2010-05 |
|
| Malondialdehyde-modified low density lipoprotein (MDA-LDL)-induced cell growth was suppressed by polycyclic aromatic hydrocarbons (PAHs). | 2010-04 |
|
| Navajo coal combustion and respiratory health near Shiprock, New Mexico. | 2010 |
|
| 3-methylcholanthrene and benzo(a)pyrene modulate cardiac cytochrome P450 gene expression and arachidonic acid metabolism in male Sprague Dawley rats. | 2009-12 |
|
| Oligothiophene functionalized dimethyldihydropyrenes I: syntheses and photochromicity. | 2009-09-04 |
|
| Inhibition of human mesenchymal stem cell-derived adipogenesis by the environmental contaminant benzo(a)pyrene. | 2009-09 |
|
| Effects of benzo(e)pyrene on the retinal neurosensory cells and human microvascular endothelial cells in vitro. | 2009-08 |
|
| Polycyclic aromatic hydrocarbons in Tripuí River, Ouro Preto, MG, Brazil. | 2009-06-15 |
|
| Role of a moderately halophilic bacterial consortium in the biodegradation of polyaromatic hydrocarbons. | 2009-02 |
|
| [Ah receptor-independent inhibition of gap junction intercellular communications in hepatoma cell culture 27 by polycyclic aromatic hydrocarbons]. | 2009 |
|
| Rapid SPE-HPLC determination of the 16 European priority polycyclic aromatic hydrocarbons in olive oils. | 2008-12 |
|
| Polycyclic aromatic hydrocarbons in spanish olive oils: relationship between benzo(a)pyrene and total polycyclic aromatic hydrocarbon content. | 2008-11-12 |
|
| Effects of Benzo(e)Pyrene, a toxic component of cigarette smoke, on human retinal pigment epithelial cells in vitro. | 2008-11 |
|
| The response of Ty1 test to genotoxins. | 2008-10 |
|
| Size distribution of particle-phase molecular markers during a severe winter pollution episode. | 2008-09-01 |
|
| Experimental approaches to evaluate activities of cytochromes P450 3A. | 2008-09 |
|
| VOCs and PAHs emissions from creosote-treated wood in a field storage area. | 2008-08-25 |
|
| Enhanced kinetics of solid-phase microextraction and biodegradation of polycyclic aromatic hydrocarbons in the presence of dissolved organic matter. | 2008-07 |
|
| Photochemical degradation of polycyclic aromatic hydrocarbons in oil films. | 2008-04-01 |
|
| 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. | 2008-03-20 |
|
| Unexpected DNA damage caused by polycyclic aromatic hydrocarbons under standard laboratory conditions. | 2008-02-29 |
|
| Optimization of the matrix solid-phase dispersion sample preparation procedure for analysis of polycyclic aromatic hydrocarbons in soils: comparison with microwave-assisted extraction. | 2007-09-21 |
|
| The environmental carcinogen benzo[a]pyrene induces expression of monocyte-chemoattractant protein-1 in vascular tissue: a possible role in atherogenesis. | 2007-08-01 |
|
| Effects of benzo(e)pyrene and benzo(a)pyrene on P-glycoprotein-mediated transport in Caco-2 cell monolayer: a comparative approach. | 2007-08 |
|
| 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. | 2007-07-21 |
|
| UVA photoirradiation of methylated benzo[a]pyrene and benzo[e]pyrene leading to induction of lipid peroxidation. | 2007-06 |
|
| Trophic dilution of polycyclic aromatic hydrocarbons (PAHs) in a marine food web from Bohai Bay, north China. | 2007-05-01 |
|
| [Determination of trace polycyclic aromatic hydrocarbons in surface sediments of Huangpu River by high performance liquid chromatography]. | 2007-05 |
|
| Benzo[a]pyrene-dependent activation of transcription factors NF-kappaB and AP-1 related to tumor promotion in hepatoma cell cultures. | 2007-05 |
|
| Sample preparation of sewage sludge and soil samples for the determination of polycyclic aromatic hydrocarbons based on one-pot microwave-assisted saponification and extraction. | 2007-04 |
|
| Microheterogeneity evaluation of polycyclic aromatic hydrocarbons in particulate standard reference materials. | 2007-04 |
|
| Source apportionment of molecular markers and organic aerosol--1. Polycyclic aromatic hydrocarbons and methodology for data visualization. | 2006-12-15 |
|
| Time- and concentration-dependent changes in gene expression induced by benzo(a)pyrene in two human cell lines, MCF-7 and HepG2. | 2006-10-16 |
|
| Polycyclic aromatic hydrocarbons in food samples collected in Barcelona, Spain. | 2006-08 |
|
| Electron affinities of polycyclic aromatic hydrocarbons by means of B3LYP/6-31+G* calculations. | 2006-05-25 |
|
| Distribution of pesticides, PAHs and heavy metals in prawn ponds near Kolleru lake wetland, India. | 2006-04 |
|
| Optimization of the procedure for the determination of polycyclic aromatic hydrocarbons and their derivatives in fish tissue: Estimation of measurements uncertainty. | 2006-03 |
|
| Phenacenes from Diels-Alder trapping of photogenerated o-xylylenols: phenanthrenes and benzo[e]pyrene bisimide. | 2006-02-16 |
|
| Physicochemical characterisation of combustion particles from vehicle exhaust and residential wood smoke. | 2006-01-03 |
|
| 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 |
|
| Further evaluation of the skin micronucleus test: results obtained using 10 polycyclic aromatic hydrocarbons. | 2005-12-07 |
|
| Glycine N-methyltransferase is an example of functional diversity. Role as a polycyclic aromatic hydrocarbon-binding receptor. | 1997-08-22 |
|
| Metabolic requirements for induction of contact hypersensitivity to immunotoxic polyaromatic hydrocarbons. | 1995-10-01 |
|
| Induction of CYP1A1 gene expression in mouse hepatoma cells by benzo[e]pyrene, a ligand of the 4S polycyclic hydrocarbon-binding protein. | 1994-09 |
|
| Arteriosclerotic plaque development is 'promoted' by polynuclear aromatic hydrocarbons. | 1988-12 |
|
| Binding of polynuclear aromatic hydrocarbons to the rat 4S cytosolic binding protein: structure-activity relationships. | 1987-02 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:47:20 GMT 2025
by
admin
on
Mon Mar 31 18:47:20 GMT 2025
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| Record UNII |
63APT6398R
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| Record Status |
Validated (UNII)
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| Record Version |
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C026487
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192-97-2
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BENZO(E)PYRENE
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