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Benzo[k]fluoranthene

CAS No.:
207-08-9
Catalog Number:
AG002ITD
Molecular Formula:
C20H12
Molecular Weight:
252.3093
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Product Description
Catalog Number:
AG002ITD
Chemical Name:
Benzo[k]fluoranthene
CAS Number:
207-08-9
Molecular Formula:
C20H12
Molecular Weight:
252.3093
MDL Number:
MFCD00046287
IUPAC Name:
benzo[k]fluoranthene
InChI:
InChI=1S/C20H12/c1-2-6-15-12-19-17-10-4-8-13-7-3-9-16(20(13)17)18(19)11-14(15)5-1/h1-12H
InChI Key:
HAXBIWFMXWRORI-UHFFFAOYSA-N
SMILES:
c1ccc2c(c1)cc1c(c2)c2c3c1cccc3ccc2
EC Number:
205-916-6
UNII:
U0P6LY48VF
RTECS Number:
DF6350000
Properties
Complexity:
338  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
252.094g/mol
Formal Charge:
0
Heavy Atom Count:
20  
Hydrogen Bond Acceptor Count:
0
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
252.316g/mol
Monoisotopic Mass:
252.094g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
0A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
6.4  
Literature
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Electronic spectroscopy of nonalternant hydrocarbons inside helium nanodroplets. The journal of physical chemistry. A 20071213
Polycyclic aromatic hydrocarbons in indoor air and dust in Kuwait: implications for sources and nondietary human exposure. Archives of environmental contamination and toxicology 20071101
Optimization of the matrix solid-phase dispersion sample preparation procedure for analysis of polycyclic aromatic hydrocarbons in soils: comparison with microwave-assisted extraction. Journal of chromatography. A 20070921
DNA solution(R) in cigarette filters reduces polycyclic aromatic hydrocarbon (PAH) levels in mainstream tobacco smoke. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20070901
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Determination of polycyclic aromatic hydrocarbons (PAHs) in particulate matter collected with low volume samplers. Talanta 20070615
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Sample preparation of sewage sludge and soil samples for the determination of polycyclic aromatic hydrocarbons based on one-pot microwave-assisted saponification and extraction. Analytical and bioanalytical chemistry 20070401
Polycyclic aromatic hydrocarbons in marine organisms from the Gulf of Naples, Tyrrhenian Sea. Journal of agricultural and food chemistry 20070307
Removal of PAHs from water using an immature coal (leonardite). Chemosphere 20070301
Use of coacervates for the on-site extraction/preservation of polycyclic aromatic hydrocarbons and benzalkonium surfactants. Analytica chimica acta 20070212
Metabolic enzyme induction by HepG2 cells exposed to oxygenated and nonoxygenated polycyclic aromatic hydrocarbons. Chemical research in toxicology 20070201
Polycyclic aromatic hydrocarbons in marine organisms from the Adriatic Sea, Italy. Chemosphere 20070101
DRE-CALUX bioassay in comparison with HRGC/MS for measurement of toxic equivalence in environmental samples. The Science of the total environment 20070101
[In vitro study of genotoxic and oxidative effects induced on human pulmonary cells by exposure to PAHs extracted from airborne particulate matter collected in a coke plant]. Giornale italiano di medicina del lavoro ed ergonomia 20070101
Factors influencing the national distribution of polycyclic aromatic hydrocarbons and polychlorinated biphenyls in British soils. Environmental science & technology 20061215
Excitation-emission matrix fluorescence spectroscopy in conjunction with multiway analysis for PAH detection in complex matrices. The Analyst 20061201
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods. Journal of molecular graphics & modelling 20061101
Bioavailability of polycyclic aromatic hydrocarbons in field-contaminated Anacostia River (Washington, DC) sediment. Environmental toxicology and chemistry 20061101
Analysis of polycyclic aromatic hydrocarbons in street soil dust in Kumasi Metropolis of Ghana. Environmental monitoring and assessment 20061001
Exposure to polycyclic aromatic hydrocarbons through consumption of edible marine species in Catalonia, Spain. Journal of food protection 20061001
Toxicological characterisation of the aqueous soluble phase of the Prestige fuel-oil using the sea-urchin embryo bioassay. Ecotoxicology (London, England) 20061001
Novel functional association of serine palmitoyltransferase subunit 1-A peptide in sphingolipid metabolism with cytochrome P4501A1 transactivation and proliferative capacity of the human Glioma LN18 brain tumor cell line. International journal of environmental research and public health 20060901
[PAH removal from black sludge from aluminium industry by flotation using non-ionic surfactants]. Environmental technology 20060901
Polycyclic aromatic hydrocarbons in food samples collected in Barcelona, Spain. Journal of food protection 20060801
Optimization of a microwave-assisted extraction method for the analysis of polycyclic aromatic hydrocarbons from fish samples. Journal of chromatography. A 20060721
Responses of antioxidant systems and LPO level to benzo(a)pyrene and benzo(k)fluoranthene in the haemolymph of the scallop Chlamys ferrari. Environmental pollution (Barking, Essex : 1987) 20060601
Exploration of coordination polymer as sorbent for flow injection solid-phase extraction on-line coupled with high-performance liquid chromatography for determination of polycyclic aromatic hydrocarbons in environmental materials. Journal of chromatography. A 20060526
Electron affinities of polycyclic aromatic hydrocarbons by means of B3LYP/6-31+G* calculations. The journal of physical chemistry. A 20060525
Polycyclic aromatic hydrocarbons in fresh and cold-smoked Atlantic salmon fillets. Journal of food protection 20060501
Molecular simulations of benzene and PAH interactions with soot. Environmental science & technology 20060401
Exchange of polycyclic aromatic hydrocarbons across the air-water interface at the creek adjoining Mumbai harbour, India. Environment international 20060201
Sources, vertical fluxes, and equivalent toxicity of aromatic hydrocarbons in coastal sediments of the Río de la Plata Estuary, Argentina. Environmental science & technology 20060201
Avoidance of polycyclic aromatic hydrocarbon-contaminated sediments by the freshwater invertebrates Gammarus pulex and Asellus aquaticus. Environmental toxicology and chemistry 20060201
Cigarette filter as sorbent for on-line coupling of solid-phase extraction to high-performance liquid chromatography for determination of polycyclic aromatic hydrocarbons in water. Journal of chromatography. A 20060120
Optimization of microwave-assisted extraction of polycyclic aromatic hydrocarbons from sediments. Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering 20060101
Method validation for determination of the 15 European-priority polycyclic aromatic hydrocarbons in primary smoke condensates by gas chromatography/mass spectrometry: interlaboratory study. Journal of AOAC International 20060101
Specific dual beam fluorometry analysis of benzo[a]pyrene and benzo[k]fluoranthene in diesel exhaust particulate samples. Environmental sciences : an international journal of environmental physiology and toxicology 20060101
In vivo and in vitro immunosuppressive effects of benzo[k]fluoranthene in female Balb/c mice. Journal of toxicology and environmental health. Part A 20051210
Identification of BCRP as transporter of benzo[a]pyrene conjugates metabolically formed in Caco-2 cells and its induction by Ah-receptor agonists. Carcinogenesis 20051001
Identification of toxicants from marine sediment using effect-directed analysis. Environmental toxicology 20051001
Characterization of polycyclic aromatic hydrocarbons (PAHs) in different size fractions in deposited road particles (DRPs) from Lake Biwa area, Japan. Environmental science & technology 20051001
Resolution of 13 polycyclic aromatic hydrocarbons by constant-wavelength synchronous spectrofluorometry. Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20051001
Monitoring of polycyclic aromatic hydrocarbons and water-extractable phenols in creosotes and creosote-treated woods made and procurable in Japan. Chemosphere 20050901
Development of a micro dual beam fluorometric detector specific for microchip analysis of benzo[a]pyrene and benzo[k]fluoranthene in diesel exhaust particulate samples. The Analyst 20050901
GC/MS analysis of polynuclear aromatic hydrocarbons in sediment samples from the Niger Delta region. Chemosphere 20050801
Characterization of monofluorinated polycyclic aromatic compounds by 1H, 13C and 19F NMR spectroscopy. Magnetic resonance in chemistry : MRC 20050701
Spatial and temporal distribution of polycyclic aromatic hydrocarbons in sediments from Michigan inland lakes. Environmental science & technology 20050701
Effects of benzo(k)fluoranthene exposure on the biomarkers of scallop Chlamys farreri. Comparative biochemistry and physiology. Toxicology & pharmacology : CBP 20050701
Detection and quantification of PAH in drinking water by front-face fluorimetry on a solid sorbent and PLS analysis. Analytical and bioanalytical chemistry 20050601
Long-term change of polycyclic aromatic hydrocarbon deposition to peatlands of eastern Canada. Environmental science & technology 20050601
Determination of polynuclear aromatic hydrocarbons in marine samples of Siokolo Fishing Settlement. Journal of chromatography. A 20050506
Coupling micelle-mediated extraction using mixtures of surfactants and fluorescence measurements with a fiber-optic for the screening of PAHs in seawater. The Analyst 20050401
Mechanisms of arsenite-mediated decreases in benzo[k]fluoranthene-induced human cytochrome P4501A1 levels in HepG2 cells. Drug metabolism and disposition: the biological fate of chemicals 20050301
Determination of 14 polycyclic aromatic hydrocarbons in mainstream smoke from domestic cigarettes. Environmental science & technology 20050115
Isotope dilution determination of polycyclic aromatic hydrocarbons in olive pomace oil by gas chromatography-mass spectrometry. Journal of chromatography. A 20050114
Sample preparation improvement in polycyclic aromatic hydrocarbons determination in olive oils by gel permeation chromatography and liquid chromatography with fluorescence detection. Journal of AOAC International 20050101
Determination of polycyclic aromatic hydrocarbons (PAHs) and total fats in human milk. Annali di chimica 20050101
PAHs and metals in the soils of inner-city and suburban New Orleans, Louisiana, USA. Environmental toxicology and pharmacology 20041201
Induction of gene expression of xenobiotic metabolism enzymes and ABC-transport proteins by PAH and a reconstituted PAH mixture in human Caco-2 cells. Biochimica et biophysica acta 20041124
Levels of PAHs in soil and vegetation samples from Tarragona County, Spain. Environmental pollution (Barking, Essex : 1987) 20041101
In vitro and in vivo comparisons of fish-specific CYP1A induction relative potency factors for selected polycyclic aromatic hydrocarbons. Ecotoxicology and environmental safety 20041101
Indoor and outdoor polycyclic aromatic hydrocarbons in residences surrounding a Söderberg aluminum smelter in Canada. Environmental science & technology 20041015
Bioaccumulation of PAHs from creosote-contaminated sediment in a laboratory-exposed freshwater oligochaete, Lumbriculus variegatus. Chemosphere 20041001
Use of the relative concentration to evaluate a multimedia model for PAHs in the absence of emission estimates. Environmental science & technology 20040215
Rapid determination of benzo(a)pyrene in olive oil samples with solid-phase extraction and low-pressure, wide-bore gas chromatography-mass spectrometry and fast liquid chromatography with fluorescence detection. Journal of chromatography. A 20040213
Gas chromatographic-mass spectrometric determination of polycyclic aromatic hydrocarbons formed during the pyrolysis of phenylalanine. Journal of chromatography. A 20040206
Photomutagenicity of 16 polycyclic aromatic hydrocarbons from the US EPA priority pollutant list. Mutation research 20040110
Relative potency of PAHs and heterocycles as aryl hydrocarbon receptor agonists in fish. Marine environmental research 20040101
Sidestream tobacco smoke as the main predictor of exposure to polycyclic aromatic hydrocarbons. Journal of applied toxicology : JAT 20040101
Improved analysis of Polycyclic Aromatic Hydrocarbons in atmospheric particulate matter by HPLC-fluorescence. Annali di chimica 20040101
Polycyclic aromatic hydrocarbons in foods: human exposure through the diet in Catalonia, Spain. Journal of food protection 20031201
Brominated dioxin-like compounds: in vitro assessment in comparison to classical dioxin-like compounds and other polyaromatic compounds. Environment international 20030901
Dose-response studies on the induction of liver cytochromes P4501A1 and 1B1 by polycyclic aromatic hydrocarbons in arylhydrocarbon-responsive C57BL/6J mice. Xenobiotica; the fate of foreign compounds in biological systems 20030901
Occurrence of dissolved PAHs in the Jinsha River (Panzhihua)--upper reaches of the Yangtze River, Southwest China. Journal of environmental monitoring : JEM 20030801
The development of solid-surface fluorescence characterization of polycyclic aromatic hydrocarbons for potential screening tests in environmental samples. Talanta 20030613
A role of aryl hydrocarbon receptor in the antiandrogenic effects of polycyclic aromatic hydrocarbons in LNCaP human prostate carcinoma cells. Archives of toxicology 20030601
Ecotoxicological risks associated with land treatment of petrochemical wastes. I. Residual soil contamination and bioaccumulation by cotton rats (Sigmodon hispidus). Journal of toxicology and environmental health. Part A 20030227
Polycyclic aromatic hydrocarbons air levels in Florence, Italy, and their correlation with other air pollutants. Chemosphere 20030101
Quantification of polycyclic aromatic hydrocarbons (PAHs) in human hair by HPLC with fluorescence detection: a biological monitoring method to evaluate the exposure to PAHs. Biomedical chromatography : BMC 20030101
[Polycyclic aromatic hydrocarbons in industrial solid waste: a preliminary evaluation of the potential risk of environmental and human contamination in waste disposal areas]. Cadernos de saude publica 20030101
Polycyclic aromatic hydrocarbons in mountain soils of the subtropical Atlantic. Journal of environmental quality 20030101
Determination of hyperforin in human plasma using solid-phase extraction and high-performance liquid chromatography with ultraviolet detection. Journal of chromatography. B, Analytical technologies in the biomedical and life sciences 20021115
In vitro EROD induction equivalency factors for the 10 PAHs generally monitored in risk assessment studies in The Netherlands. Chemosphere 20021001
Application of the luciferase recombinant cell culture bioassay system for the analysis of polycyclic aromatic hydrocarbons. Environmental toxicology and chemistry 20021001
Estrous cycle-regulated expression of CYP1B1 mRNA in the rat ovary. Comparative biochemistry and physiology. Part B, Biochemistry & molecular biology 20020901
Profiles of PAH emission from steel and iron industries. Chemosphere 20020901
Collection and analytical characterisation of the atmospheric particulate in the city of Bari. Annali di chimica 20020901
Determination of polycyclic aromatic hydrocarbons and polycylic aromatic sulfur heterocycles by high-performance liquid chromatography with fluorescence and atmospheric pressure chemical ionization mass spectrometry detection in seawater and sediment samples. Journal of chromatography. A 20020607
Cancer risk assessment, indicators, and guidelines for polycyclic aromatic hydrocarbons in the ambient air. Environmental health perspectives 20020601
Soil ecotoxicity of polycyclic aromatic hydrocarbons in relation to soil sorption, lipophilicity, and water solubility. Environmental science & technology 20020601
Bioavailability to juvenile rainbow trout (Oncorynchus mykiss) of retene and other mixed-function oxygenase-active compounds from sediments. Environmental toxicology and chemistry 20020101
Interactions between a polycyclic aromatic hydrocarbon mixture and the microbial communities in a natural freshwater sediment. Chemosphere 20020101
Determination of polycyclic aromatic hydrocarbons from buzzards (Buteo buteo) and tawny owl (Strix aluco) by liquid chromatography with fluorescence detection. Journal of AOAC International 20020101
Plasma ALP activity and blood PCV value changes in chick fetuses due to exposure of the egg to different xenobiotics. Environmental pollution (Barking, Essex : 1987) 20020101
Relative potencies of individual polycyclic aromatic hydrocarbons to induce dioxinlike and estrogenic responses in three cell lines. Environmental toxicology 20020101
Persistent oxidation dications from twisted fluoranthenes, benzo[k]fluoranthene and dimethyldibenzo[j.l]fluoranthene: charge delocalization mode, tropicity, and formation of novel 8,8'-bifluoranthenyls. An NMR and theoretical study. The Journal of organic chemistry 20011228
In vivo and in vitro inhibition of CYP1A-dependent activity in Fundulus heteroclitus by the polynuclear aromatic hydrocarbon fluoranthene. Toxicology and applied pharmacology 20011215
Single and combined effects of sediment-associated PAHs on three species of freshwater macroinvertebrates. Ecotoxicology (London, England) 20011201
Aryl hydrocarbon receptor-mediated activity of mutagenic polycyclic aromatic hydrocarbons determined using in vitro reporter gene assay. Mutation research 20011018
7-Ethoxyresorufin O-deethylase induction in rainbow trout gill epithelium cultured on permeable supports: asymmetrical distribution of substrate metabolites. Aquatic toxicology (Amsterdam, Netherlands) 20010901
[Determination of 35 polycyclic aromatic hydrocarbons in airborne suspended particulate by GC/MS]. Hua xi yi ke da xue xue bao = Journal of West China University of Medical Sciences = Huaxi yike daxue xuebao 20010901
Bioavailability of lab-contaminated and native polycyclic aromatic hydrocarbons to the amphipod Corophium volutator relates to chemical desorption. Environmental toxicology and chemistry 20010801
Polycyclic aromatic hydrocarbon/metal mixtures: effect on PAH induction of CYP1A1 in human HEPG2 cells. Drug metabolism and disposition: the biological fate of chemicals 20010701
Ethoxyresorufin-O-deethylase induction in trout exposed to mixtures of polycyclic aromatic hydrocarbons. Environmental toxicology and chemistry 20010601
Novel reduced benzo[j]fluranthen-3-ones from Cladosporium cf. cladosporioides with cytokine production and tyrosine kinase inhibitory properties. The Journal of antibiotics 20010601
Induction of CYP1A by benzo[k]fluoranthene in human hepatocytes: CYP1A1 or CYP1A2? Archives of biochemistry and biophysics 20010501
Polycyclic aromatic hydrocarbon exposure and burden of outdoor workers in Budapest. Journal of toxicology and environmental health. Part A 20010309
Polycyclic aromatic hydrocarbon-polluted dredged peat sediments and earthworms: a mutual interference. Ecotoxicology (London, England) 20010201
Effect of metals on polycyclic aromatic hydrocarbon induction of CYP1A1 and CYP1A2 in human hepatocyte cultures. Toxicology and applied pharmacology 20010115
Dynamics of PAH deposition, cycling and storage in a mixed-deciduous (Quercus-Fraxinus) woodland ecosystem. Environmental pollution (Barking, Essex : 1987) 20010101
Hydrocarbon deposition and soil microflora as affected by highway traffic. Environmental pollution (Barking, Essex : 1987) 20010101
Personal exposures to PM(2.5) and polycyclic aromatic hydrocarbons and their relationship to environmental tobacco smoke at two locations in Greece. Journal of exposure analysis and environmental epidemiology 20010101
Relative potencies of PAHs and PCBs based on the response of human cells. Environmental toxicology and pharmacology 19990301
Potency of various polycyclic aromatic hydrocarbons as inducers of CYP1A1 in rat hepatocyte cultures. Chemico-biological interactions 19990129
Inhibition of CYP1A1-dependent activity by the polynuclear aromatic hydrocarbon (PAH) fluoranthene. Biochemical pharmacology 19980315
Immunosuppressive potential of several polycyclic aromatic hydrocarbons (PAHs) found at a Superfund site: new model used to evaluate additive interactions between benzo[a]pyrene and TCDD. Toxicology 19951228
Induction of Cyp1a-1 and Cyp1a-2 gene expression by a reconstituted mixture of polynuclear aromatic hydrocarbons in B6C3F1 mice. Chemico-biological interactions 19950614
Embryolethality and induction of 7-ethoxyresorufin O-deethylase in chick embryos by polychlorinated biphenyls and polycyclic aromatic hydrocarbons having Ah receptor affinity. Chemico-biological interactions 19920101
Tumorigenic activity of non-alternant polynuclear aromatic hydrocarbons in newborn mice. Cancer letters 19870101
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