U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C22H12
Molecular Weight 276.3307
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of BENZO(GHI)-PERYLENE

SMILES

C1=CC2=C3C(=C1)C4=CC=CC5=C4C6=C3C(C=C2)=CC=C6C=C5

InChI

InChIKey=GYFAGKUZYNFMBN-UHFFFAOYSA-N
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

HIDE SMILES / InChI

Molecular Formula C22H12
Molecular Weight 276.3307
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Comparative transcriptomic analyses to scrutinize the assumption that genotoxic PAHs exert effects via a common mode of action.
2016-10
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.
2013-08-19
Activation of group IVC phospholipase A(2) by polycyclic aromatic hydrocarbons induces apoptosis of human coronary artery endothelial cells.
2011-06
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.
2010-09-30
Polycyclic aromatic hydrocarbons, elemental and organic carbon emissions from tire-wear.
2010-09-15
Femtosecond electron spectroscopy of coronene, benzo[GHI]perylene, and anthracene.
2010-08-21
Air pollution exposure during critical time periods in gestation and alterations in cord blood lymphocyte distribution: a cohort of livebirths.
2010-08-02
Assessment of the dietary habits and polycyclic aromatic hydrocarbon exposure in primary school children.
2010-07
Impacts of crab bioturbation on the fate of polycyclic aromatic hydrocarbons in sediment from the Beitang estuary of Tianjin, China.
2010-06
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.
2010-06
Self organizing maps for analysis of polycyclic aromatic hydrocarbons 3-way data from spilled oils.
2010-05-15
Assessment of benzo(a)pyrene-equivalent carcinogenicity and mutagenicity of residential indoor versus outdoor polycyclic aromatic hydrocarbons exposing young children in New York City.
2010-05
Mass balances on selected polycyclic aromatic hydrocarbons in the New York-New Jersey Harbor.
2010-02-24
Navajo coal combustion and respiratory health near Shiprock, New Mexico.
2010
The polycyclic aromatic hydrocarbon concentrations in soils in the Region of Valasske Mezirici, the Czech Republic.
2009-12-14
Enhancing the release and plant uptake of PAHs with a water-soluble purine alkaloid.
2009-08
Sediment-porewater partition of polycyclic aromatic hydrocarbons (PAHs) from Lanzhou Reach of Yellow River, China.
2009-06-15
Application of an unsteady state environmental distribution model to a decadal time series of PAH concentrations in Central Europe.
2009-02
Supercritical fluid extraction of polycyclic aromatic hydrocarbons from seaweed samples before and after the prestige oil spill.
2009-02
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.
2009-01-15
The 3,4-oxide is responsible for the DNA binding of benzo[ghi]perylene, a polycyclic aromatic hydrocarbon without a "classic" bay-region.
2008-11-25
Determination of gaseous organic compounds in Hyogo Prefecture, Japan.
2008-11
Urinary 1-hydroxypyrene and malondialdehyde in male workers in Chinese restaurants.
2008-11
Airborne emissions from 1961 to 2004 of benzo[a]pyrene from U.S. vehicles per km of travel based on tunnel studies.
2008-10-01
Size distribution of particle-phase molecular markers during a severe winter pollution episode.
2008-09-01
Polycyclic aromatic hydrocarbons in the air near gas field Molve.
2008-09
Indoor levels of polycyclic aromatic hydrocarbons in homes with or without wood burning for heating.
2008-07-15
Alkaline extraction in combination with microwave-assisted extraction followed by solid-phase extraction treatment for polycyclic aromatic hydrocarbons in a sediment sample.
2008-05-12
Polycyclic aromatic hydrocarbons in farmed rainbow trout (Oncorhynchus mykiss) processed by traditional flue gas smoking and by liquid smoke flavourings.
2008-05
Investigation of mechanisms of polycyclic aromatic hydrocarbons (PAHs) initiated from the thermal degradation of styrene butadiene rubber (SBR) in N2 atmosphere.
2008-03-15
Unexpected DNA damage caused by polycyclic aromatic hydrocarbons under standard laboratory conditions.
2008-02-29
Distribution of polycyclic aromatic hydrocarbons in edible fish from Gomti river, India.
2008-02
Removal of carotene-like colored compounds by liquid-liquid extraction during polycyclic aromatic hydrocarbons analysis of plant tissue.
2008-02
The effect of ryegrass (Lolium perenne) on decrease of PAH content in long term contaminated soil.
2008-02
PAHs contamination and bacterial communities in mangrove surface sediments of the Jiulong River Estuary, China.
2008
Size distribution of trace organic species emitted from light-duty gasoline vehicles.
2007-11-01
Thermal cyclodehydrogenations to form 6-membered rings: cyclizations of [5]helicenes.
2007-09-27
Identification of polycyclic aromatic hydrocarbons (PAHs) in suspended particulate matter by synchronous fluorescence spectroscopic technique.
2007-09
Evaluating polycyclic aromatic hydrocarbons using a yeast bioassay.
2007-07
Evaluations of the chemical mass balance method for determining contributions of gasoline and diesel exhaust to ambient carbonaceous aerosols.
2007-06
Microheterogeneity evaluation of polycyclic aromatic hydrocarbons in particulate standard reference materials.
2007-04
Effect of polycyclic aromatic hydrocarbons on detection sensitivity of ultratrace nitroaromatic compounds.
2007-03-01
Use of coacervates for the on-site extraction/preservation of polycyclic aromatic hydrocarbons and benzalkonium surfactants.
2007-02-12
Metabolic enzyme induction by HepG2 cells exposed to oxygenated and nonoxygenated polycyclic aromatic hydrocarbons.
2007-02
Pollution patterns of polycyclic aromatic hydrocarbons in tobacco smoke.
2007-01-10
Polycyclic aromatic hydrocarbons in marine organisms from the Adriatic Sea, Italy.
2007-01
Transfer of hydrophobic contaminants in urban runoff particles to benthic organisms estimated by an in vitro bioaccessibility test.
2006
Investigation of polycyclic aromatic hydrocarbons (PAHs) in soil at Agra, India--a case study.
2005-07
Binding of polynuclear aromatic hydrocarbons to the rat 4S cytosolic binding protein: structure-activity relationships.
1987-02
The cytosolic receptor binding affinities and AHH induction potencies of 29 polynuclear aromatic hydrocarbons.
1986-11
Patents
Substance Class Chemical
Created
by admin
on Mon Mar 31 20:37:22 GMT 2025
Edited
by admin
on Mon Mar 31 20:37:22 GMT 2025
Record UNII
5ZME2E2Q9L
Record Status Validated (UNII)
Record Version
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Name Type Language
BENZO(GHI)-PERYLENE
Systematic Name English
NSC-89275
Preferred Name English
BENZO(GHI)PERYLENE [HSDB]
Common Name English
1,12-BENZOPERYLENE
Common Name English
Code System Code Type Description
HSDB
6177
Created by admin on Mon Mar 31 20:37:22 GMT 2025 , Edited by admin on Mon Mar 31 20:37:22 GMT 2025
PRIMARY
NSC
89275
Created by admin on Mon Mar 31 20:37:22 GMT 2025 , Edited by admin on Mon Mar 31 20:37:22 GMT 2025
PRIMARY
MESH
C006718
Created by admin on Mon Mar 31 20:37:22 GMT 2025 , Edited by admin on Mon Mar 31 20:37:22 GMT 2025
PRIMARY
WIKIPEDIA
Benzo(ghi)perylene
Created by admin on Mon Mar 31 20:37:22 GMT 2025 , Edited by admin on Mon Mar 31 20:37:22 GMT 2025
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ECHA (EC/EINECS)
205-883-8
Created by admin on Mon Mar 31 20:37:22 GMT 2025 , Edited by admin on Mon Mar 31 20:37:22 GMT 2025
PRIMARY
PUBCHEM
9117
Created by admin on Mon Mar 31 20:37:22 GMT 2025 , Edited by admin on Mon Mar 31 20:37:22 GMT 2025
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FDA UNII
5ZME2E2Q9L
Created by admin on Mon Mar 31 20:37:22 GMT 2025 , Edited by admin on Mon Mar 31 20:37:22 GMT 2025
PRIMARY
CAS
191-24-2
Created by admin on Mon Mar 31 20:37:22 GMT 2025 , Edited by admin on Mon Mar 31 20:37:22 GMT 2025
PRIMARY
EPA CompTox
DTXSID5023908
Created by admin on Mon Mar 31 20:37:22 GMT 2025 , Edited by admin on Mon Mar 31 20:37:22 GMT 2025
PRIMARY