Home Other Building Blocks Benzo[ghi]perylene

Benzo[ghi]perylene

CAS No.:
191-24-2
Catalog Number:
AG002EZO
Molecular Formula:
C22H12
Molecular Weight:
276.3307
Pack Size
Purity
Availability
Location
Price(USD)
Quantity
  
100mg
>97.0%(GC)
1 week
United States
$359
- +
Product Description
Catalog Number:
AG002EZO
Chemical Name:
Benzo[ghi]perylene
CAS Number:
191-24-2
Molecular Formula:
C22H12
Molecular Weight:
276.3307
MDL Number:
MFCD00004135
IUPAC Name:
hexacyclo[12.8.0.02,11.03,8.04,21.017,22]docosa-1(14),2(11),3(8),4,6,9,12,15,17(22),18,20-undecaene
InChI:
InChI=1S/C22H12/c1-3-13-7-9-15-11-12-16-10-8-14-4-2-6-18-17(5-1)19(13)21(15)22(16)20(14)18/h1-12H
InChI Key:
GYFAGKUZYNFMBN-UHFFFAOYSA-N
SMILES:
c1cc2ccc3c4c2c(c1)c1cccc2c1c4c(cc3)cc2
EC Number:
205-883-8
UNII:
5ZME2E2Q9L
NSC Number:
89275
RTECS Number:
DI6200500
Properties
Complexity:
411  
Compound Is Canonicalized:
Yes
Covalently-Bonded Unit Count:
1  
Defined Atom Stereocenter Count:
0
Defined Bond Stereocenter Count:
0
Exact Mass:
276.094g/mol
Formal Charge:
0
Heavy Atom Count:
22  
Hydrogen Bond Acceptor Count:
0
Hydrogen Bond Donor Count:
0
Isotope Atom Count:
0
Molecular Weight:
276.338g/mol
Monoisotopic Mass:
276.094g/mol
Rotatable Bond Count:
0
Topological Polar Surface Area:
0A^2
Undefined Atom Stereocenter Count:
0
Undefined Bond Stereocenter Count:
0
XLogP3:
6.6  
Literature
Title Journal
Inhibition of the formation of benzo[a]pyrene adducts to DNA in A549 lung cells exposed to mixtures of polycyclic aromatic hydrocarbons. Toxicology in vitro : an international journal published in association with BIBRA 20160901
Benzo[ghi]perylene activates the AHR pathway to exert biological effects on the NL-20 human bronchial cell line. Toxicology letters 20160810
Comparative transcriptomic analyses to scrutinize the assumption that genotoxic PAHs exert effects via a common mode of action. Archives of toxicology 20160101
Genotoxicity-related chemistry of human metabolites of benzo[ghi]perylene (B[ghi]P) investigated using electro-optical arrays and DNA/microsome biocolloid reactors with LC-MS/MS. Chemical research in toxicology 20130819
Human exposure to polycyclic aromatic hydrocarbons (PAHs) using data from a duplicate diet study in Catalonia, Spain. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20121101
Utilizing carbon dioxide as a reaction medium to mitigate production of polycyclic aromatic hydrocarbons from the thermal decomposition of styrene butadiene rubber. Environmental science & technology 20121002
Pressurized liquid extraction of diesel and air particulate standard reference materials: effect of extraction temperature and pressure. Analytical chemistry 20121002
Occupational exposure to aromatic hydrocarbons and polycyclic aromatic hydrocarbons at a coke plant. The Annals of occupational hygiene 20120801
Implementation of comprehensive two-dimensional gas chromatography-time-of-flight mass spectrometry for the simultaneous determination of halogenated contaminants and polycyclic aromatic hydrocarbons in fish. Analytical and bioanalytical chemistry 20120701
Toward a visible light mediated photocyclization: Cu-based sensitizers for the synthesis of [5]helicene. Organic letters 20120615
Automobile tires--a potential source of highly carcinogenic dibenzopyrenes to the environment. Environmental science & technology 20120320
Size-resolved polycyclic aromatic hydrocarbon emission factors from on-road gasoline and diesel vehicles: temperature effect on the nuclei-mode. Environmental science & technology 20120306
Different effects of polycyclic aromatic hydrocarbons in artificial and in environmental mixtures on the free living nematode C. elegans. Journal of applied toxicology : JAT 20120101
Source apportionment of particle bound polycyclic aromatic hydrocarbons at an industrial location in Agra, India. TheScientificWorldJournal 20120101
Traffic-related air pollution and DNA damage: a longitudinal study in Taiwanese traffic conductors. PloS one 20120101
Polycyclic aromatic hydrocarbons bound to PM 2.5 in urban Coimbatore, India with emphasis on source apportionment. TheScientificWorldJournal 20120101
Polycyclic aromatic hydrocarbons in electrocautery smoke during peritonectomy procedures. Journal of environmental and public health 20120101
Distribution, sources and ecological risks of polycyclic aromatic hydrocarbons in an urban landscape river. Water science and technology : a journal of the International Association on Water Pollution Research 20120101
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. Analytical and bioanalytical chemistry 20111201
The toxic effects of cigarette additives. Philip Morris' project mix reconsidered: an analysis of documents released through litigation. PLoS medicine 20111201
Size distribution and source apportionment of polycyclic aromatic hydrocarbons (PAHs) in aerosol particle samples from the atmospheric environment of Delhi, India. The Science of the total environment 20111015
Quantification of carcinogenic 4- to 6-ring polycyclic aromatic hydrocarbons in human urine by solid-phase microextraction gas chromatography-isotope dilution mass spectrometry. Analytical and bioanalytical chemistry 20110801
Sample preparation procedure for the determination of polycyclic aromatic hydrocarbons in petroleum vacuum residue and bitumen. Analytical and bioanalytical chemistry 20110801
Towards a system level understanding of non-model organisms sampled from the environment: a network biology approach. PLoS computational biology 20110801
Columnar benzoperylene-hexa- and tetracarboxylic imides and esters: synthesis, mesophase stabilisation and observation of charge-transfer interactions between electron-donating esters and electron-accepting imides. Chemistry (Weinheim an der Bergstrasse, Germany) 20110711
Activation of group IVC phospholipase A(2) by polycyclic aromatic hydrocarbons induces apoptosis of human coronary artery endothelial cells. Archives of toxicology 20110601
Hydrocarbons derived from petroleum in bottled drinking water from Mexico City. Bulletin of environmental contamination and toxicology 20110601
Screening level of PAHs in sediment core from Lake Hongfeng, Southwest China. Archives of environmental contamination and toxicology 20110501
Organic compounds of PM2.5 in Mexico Valley: spatial and temporal patterns, behavior and sources. The Science of the total environment 20110315
Transport of polycyclic aromatic hydrocarbons and pesticides during snowmelt within an urban watershed. Water research 20110101
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. Particle and fibre toxicology 20110101
Removal of gaseous polycyclic aromatic hydrocarbons from cooking fumes using an atmospheric plasma reactor. Journal of environmental science and health. Part A, Toxic/hazardous substances & environmental engineering 20110101
High performance liquid chromatography-tandem mass spectrometry for rapid and sensitive analysis of six polycyclic aromatic hydrocarbons in wastewater. Water science and technology : a journal of the International Association on Water Pollution Research 20110101
Developing chemical signatures of particulate air pollution in the Pearl River Delta region, China. Journal of environmental sciences (China) 20110101
Contamination of runoff water at Gdańsk Airport (Poland) by polycyclic aromatic hydrocarbons (PAHs) and polychlorinated biphenyls (PCBs). Sensors (Basel, Switzerland) 20110101
Salmonella mutagenicity assessment of airborne particulate matter collected from urban areas of Rio Grande do Sul State, Brazil, differing in anthropogenic influences and polycyclic aromatic hydrocarbon levels. Mutation research 20100930
Polycyclic aromatic hydrocarbons, elemental and organic carbon emissions from tire-wear. The Science of the total environment 20100915
Femtosecond electron spectroscopy of coronene, benzo[GHI]perylene, and anthracene. The Journal of chemical physics 20100821
Assessment of the dietary habits and polycyclic aromatic hydrocarbon exposure in primary school children. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment 20100701
Benzo[a]pyrene and total polycyclic aromatic hydrocarbons (PAHs) levels in vegetable oils and fats do not reflect the occurrence of the eight genotoxic PAHs. Food additives & contaminants. Part A, Chemistry, analysis, control, exposure & risk assessment 20100601
Impacts of crab bioturbation on the fate of polycyclic aromatic hydrocarbons in sediment from the Beitang estuary of Tianjin, China. Environmental toxicology and chemistry 20100601
Self organizing maps for analysis of polycyclic aromatic hydrocarbons 3-way data from spilled oils. Analytical chemistry 20100515
Assessment of benzo(a)pyrene-equivalent carcinogenicity and mutagenicity of residential indoor versus outdoor polycyclic aromatic hydrocarbons exposing young children in New York City. International journal of environmental research and public health 20100501
Mass balances on selected polycyclic aromatic hydrocarbons in the New York-New Jersey Harbor. Journal of environmental quality 20100101
Navajo coal combustion and respiratory health near Shiprock, New Mexico. Journal of environmental and public health 20100101
Air pollution exposure during critical time periods in gestation and alterations in cord blood lymphocyte distribution: a cohort of livebirths. Environmental health : a global access science source 20100101
Natural background and anthropogenic inputs of polycyclic aromatic hydrocarbons (PAH) in sediments of South-Western Barents Sea. Marine environmental research 20091201
Enhancing the release and plant uptake of PAHs with a water-soluble purine alkaloid. Chemosphere 20090801
Sediment-porewater partition of polycyclic aromatic hydrocarbons (PAHs) from Lanzhou Reach of Yellow River, China. Journal of hazardous materials 20090615
Supercritical fluid extraction of polycyclic aromatic hydrocarbons from seaweed samples before and after the prestige oil spill. Bulletin of environmental contamination and toxicology 20090201
Application of an unsteady state environmental distribution model to a decadal time series of PAH concentrations in Central Europe. Journal of environmental monitoring : JEM 20090201
Microwave-assisted extraction and ultrasonic extraction to determine polycyclic aromatic hydrocarbons in needles and bark of Pinus pinaster Ait. and Pinus pinea L. by GC-MS. Talanta 20090115
The polycyclic aromatic hydrocarbon concentrations in soils in the Region of Valasske Mezirici, the Czech Republic. Geochemical transactions 20090101
The 3,4-oxide is responsible for the DNA binding of benzo[ghi]perylene, a polycyclic aromatic hydrocarbon without a 'classic' bay-region. Chemico-biological interactions 20081125
Urinary 1-hydroxypyrene and malondialdehyde in male workers in Chinese restaurants. Occupational and environmental medicine 20081101
Determination of gaseous organic compounds in Hyogo Prefecture, Japan. The Southeast Asian journal of tropical medicine and public health 20081101
Airborne emissions from 1961 to 2004 of benzo[a]pyrene from U.S. vehicles per km of travel based on tunnel studies. Environmental science & technology 20081001
Polycyclic aromatic hydrocarbons in the air near gas field Molve. Arhiv za higijenu rada i toksikologiju 20080901
Size distribution of particle-phase molecular markers during a severe winter pollution episode. Environmental science & technology 20080901
Indoor levels of polycyclic aromatic hydrocarbons in homes with or without wood burning for heating. Environmental science & technology 20080715
Alkaline extraction in combination with microwave-assisted extraction followed by solid-phase extraction treatment for polycyclic aromatic hydrocarbons in a sediment sample. Analytica chimica acta 20080512
Polycyclic aromatic hydrocarbons in farmed rainbow trout (Oncorhynchus mykiss) processed by traditional flue gas smoking and by liquid smoke flavourings. Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association 20080501
Investigation of mechanisms of polycyclic aromatic hydrocarbons (PAHs) initiated from the thermal degradation of styrene butadiene rubber (SBR) in N2 atmosphere. Environmental science & technology 20080315
Unexpected DNA damage caused by polycyclic aromatic hydrocarbons under standard laboratory conditions. Mutation research 20080227
The effect of ryegrass (Lolium perenne) on decrease of PAH content in long term contaminated soil. Chemosphere 20080201
Removal of carotene-like colored compounds by liquid-liquid extraction during polycyclic aromatic hydrocarbons analysis of plant tissue. Chemosphere 20080201
Distribution of polycyclic aromatic hydrocarbons in edible fish from Gomti river, India. Bulletin of environmental contamination and toxicology 20080201
PAHs contamination and bacterial communities in mangrove surface sediments of the Jiulong River Estuary, China. Marine pollution bulletin 20080101
Size distribution of trace organic species emitted from light-duty gasoline vehicles. Environmental science & technology 20071101
Thermal cyclodehydrogenations to form 6-membered rings: cyclizations of [5]helicenes. Organic letters 20070927
Identification of polycyclic aromatic hydrocarbons (PAHs) in suspended particulate matter by synchronous fluorescence spectroscopic technique. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20070901
Evaluating polycyclic aromatic hydrocarbons using a yeast bioassay. Environmental toxicology and chemistry 20070701
Evaluations of the chemical mass balance method for determining contributions of gasoline and diesel exhaust to ambient carbonaceous aerosols. Journal of the Air & Waste Management Association (1995) 20070601
Microheterogeneity evaluation of polycyclic aromatic hydrocarbons in particulate standard reference materials. Analytical and bioanalytical chemistry 20070401
Effect of polycyclic aromatic hydrocarbons on detection sensitivity of ultratrace nitroaromatic compounds. Analytical chemistry 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
Pollution patterns of polycyclic aromatic hydrocarbons in tobacco smoke. Journal of hazardous materials 20070110
Polycyclic aromatic hydrocarbons in marine organisms from the Adriatic Sea, Italy. Chemosphere 20070101
Particulate polycyclic aromatic hydrocarbons and n-alkanes in recycled paper processing operations. Journal of hazardous materials 20060921
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
Polycyclic aromatic hydrocarbons in fresh and cold-smoked Atlantic salmon fillets. Journal of food protection 20060501
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
[Effect of particles on the photodegradation of PAHs in natural waters of the Yellow River]. Huan jing ke xue= Huanjing kexue 20060101
Transfer of hydrophobic contaminants in urban runoff particles to benthic organisms estimated by an in vitro bioaccessibility test. Water science and technology : a journal of the International Association on Water Pollution Research 20060101
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). Mutation research 20051207
Resolution of 13 polycyclic aromatic hydrocarbons by constant-wavelength synchronous spectrofluorometry. Analytical sciences : the international journal of the Japan Society for Analytical Chemistry 20051001
Redox activity of airborne particulate matter at different sites in the Los Angeles Basin. Environmental research 20050901
Contents and sources of polycyclic aromatic hydrocarbons and organochlorine pesticides in vegetable soils of Guangzhou, China. Chemosphere 20050801
GC/MS analysis of polynuclear aromatic hydrocarbons in sediment samples from the Niger Delta region. Chemosphere 20050801
Development of a highly sensitive monoclonal antibody based ELISA for detection of benzo[a]pyrene in potable water. The Analyst 20050701
Cavity ring-down spectroscopy and vibronic activity of benzo[ghi]perylene. The Journal of chemical physics 20050701
Investigation of polycyclic aromatic hydrocarbons (PAHs) in soil at Agra, India--a case study. Journal of environmental science & engineering 20050701
Determination of polynuclear aromatic hydrocarbons in marine samples of Siokolo Fishing Settlement. Journal of chromatography. A 20050506
Solid-phase microextraction measurement of parent and alkyl polycyclic aromatic hydrocarbons in milliliter sediment pore water samples and determination of K(DOC) values. Environmental science & technology 20050415
Microsomal biotransformation of benzo[ghi]perylene, a mutagenic polycyclic aromatic hydrocarbon without a 'classic' bay region. Chemical research in toxicology 20050401
Isotope dilution determination of polycyclic aromatic hydrocarbons in olive pomace oil by gas chromatography-mass spectrometry. Journal of chromatography. A 20050114
A combined chemical and bioassay analysis of traffic-emitted polycyclic aromatic hydrocarbons. The Science of the total environment 20041201
Polycyclic aromatic hydrocarbons, black carbon, and molecular markers in soils of Switzerland. Chemosphere 20040901
A column method for determination of leaching of polycyclic aromatic hydrocarbons from aged contaminated soil. Chemosphere 20040201
Photomutagenicity of 16 polycyclic aromatic hydrocarbons from the US EPA priority pollutant list. Mutation research 20040110
Characterization of polycyclic aromatic hydrocarbons and carbonyl compounds in diesel exhaust emissions. Annali di chimica 20040101
Improved analysis of Polycyclic Aromatic Hydrocarbons in atmospheric particulate matter by HPLC-fluorescence. Annali di chimica 20040101
Atmospheric particulate matter and polycyclic aromatic hydrocarbons for PM10 and size-segregated samples in Bangkok. Journal of the Air & Waste Management Association (1995) 20031201
Gas chromatographic-mass spectrometric study of the oil fractions produced by microwave-assisted pyrolysis of different sewage sludges. Journal of chromatography. A 20030919
Analysis of particle and vapour phase PAHs from the personal air samples of bus garage workers exposed to diesel exhaust. The Annals of occupational hygiene 20030701
Optimization, validation and comparison of various extraction techniques for the trace determination of polycyclic aromatic hydrocarbons in sewage sludges by liquid chromatography coupled to diode-array and fluorescence detection. Journal of chromatography. A 20030502
Recovery of semivolatile organic compounds during sample preparation: implications for characterization of airborne particulate matter. Environmental science & technology 20030201
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 mountain soils of the subtropical Atlantic. Journal of environmental quality 20030101
Comparing PAH availability from manufactured gas plant soils and sediments with chemical and biological tests. 1. PAH release during water desorption and supercritical carbon dioxide extraction. Environmental science & technology 20021115
Comparison of various extraction techniques for the determination of polycyclic aromatic hydrocarbons in worms. Journal of chromatography. A 20021025
Profiles of PAH emission from steel and iron industries. Chemosphere 20020901
Picogram quantitation of polycyclic aromatic hydrocarbons adsorbed on aerosol particles by two-step laser mass spectrometry. Analytical chemistry 20020715
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
Reassessment of the hydrocarbons in Prince William Sound and the Gulf of Alaska: identifying the source using partial least-squares. Environmental science & technology 20020601
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
Polycyclic aromatic hydrocarbon removal from soil by surfactant solubilization and Phanerochaete chrysosporium oxidation. Journal of environmental quality 20020101
Evolution of absorption, fluorescence, laser and chemical properties in the series of compounds perylene, benzo(ghi)perylene and coronene. Spectrochimica acta. Part A, Molecular and biomolecular spectroscopy 20011101
Polycyclic aromatic hydrocarbons in mussels (Mytilus galloprovincialis) from the Ionian Sea, Italy. Journal of food protection 20010301
Polycyclic aromatic hydrocarbon-polluted dredged peat sediments and earthworms: a mutual interference. Ecotoxicology (London, England) 20010201
Benzo[g,h,i]perylene synergistically transactivates benzo[a]pyrene-induced CYP1A1 gene expression by aryl hydrocarbon receptor pathway. Toxicology and applied pharmacology 20010101
Dynamics of PAH deposition, cycling and storage in a mixed-deciduous (Quercus-Fraxinus) woodland ecosystem. Environmental pollution (Barking, Essex : 1987) 20010101
Natural attenuation/phytoremediation in the vadose zone of a former industrial sludge basin. Environmental science and pollution research international 20010101
Binding of polynuclear aromatic hydrocarbons to the rat 4S cytosolic binding protein: structure-activity relationships. Cancer letters 19870201
The cytosolic receptor binding affinities and AHH induction potencies of 29 polynuclear aromatic hydrocarbons. Toxicology letters 19861101
Properties