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 INDENO(1,2,3-CD)PYRENE

SMILES

C1=CC2=C(C=C1)C3=CC4=CC=CC5=C4C6=C3C2=CC=C6C=C5

InChI

InChIKey=SXQBHARYMNFBPS-UHFFFAOYSA-N
InChI=1S/C22H12/c1-2-7-17-16(6-1)18-11-10-14-9-8-13-4-3-5-15-12-19(17)22(18)21(14)20(13)15/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
The aryl hydrocarbon receptor-mediated and genotoxic effects of fractionated extract of standard reference diesel exhaust particle material in pulmonary, liver and prostate cells.
2015-04
Identification of molecular signatures predicting the carcinogenicity of polycyclic aromatic hydrocarbons (PAHs).
2012-07-07
Combined effects of oestrogen receptor antagonists on in vitro vitellogenesis.
2012-05-15
Polycyclic aromatic hydrocarbons induce migration in human hepatocellular carcinoma cells (HepG2) through reactive oxygen species-mediated p38 MAPK signal transduction.
2011-09
Activation of group IVC phospholipase A(2) by polycyclic aromatic hydrocarbons induces apoptosis of human coronary artery endothelial cells.
2011-06
Polycyclic aromatic hydrocarbons: 15 Listings - benz[a]anthracene, benzo[b]fluoranthene, benzo[j]fluoranthene, benzo[k]fluoranthene, benzo[a]pyrene, dibenz[a,h]acridine, dibenz[a,j]acridine, dibenz[a,h]anthracene, 7H-dibenzo[c,g]carbazole, dibenzo[a,e]pyrene, dibenzo[a,h]pyrene, dibenzo[a,i]pyrene, dibenzo[a,l]pyrene, indeno[1,2,3-cd]pyrene, 5-methylchrysene.
2011
Occupational exposure to polycyclic aromatic hydrocarbons in airborne particulate matter: validation and application of a gas chromatography-mass spectrometry analytical method.
2010-12
Occurrence of priority hazardous PAHs in water, suspended particulate matter, sediment and common eels (Anguilla anguilla) in the urban stretch of the River Tiber (Italy).
2010-12
Sizes and polycyclic aromatic hydrocarbon composition distributions of nano, ultrafine, fine, and coarse particulates emitted from a four-stroke motorcycle.
2010-11
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
Naturally occurring food toxins.
2010-09
Ice phase as an important factor on the seasonal variation of polycyclic aromatic hydrocarbons in the Tumen River, Northeastern of China.
2010-08
Polycyclic aromatic hydrocarbon components contribute to the mitochondria-antiapoptotic effect of fine particulate matter on human bronchial epithelial cells via the aryl hydrocarbon receptor.
2010-07-21
Assessment of the dietary habits and polycyclic aromatic hydrocarbon exposure in primary school children.
2010-07
Quantification and source identification of polycyclic aromatic hydrocarbons in core sediments from Sundarban mangrove wetland, India.
2010-07
Dermal exposure to polycyclic aromatic hydrocarbons in asphalt workers.
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
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
Toxicity assessment of polycyclic aromatic hydrocarbons in sediments from European high mountain lakes.
2010-05
Influence of traffic emissions on the carcinogenic polycyclic aromatic hydrocarbons in outdoor breathable particles.
2010-04
Concentrations, sources, and exposure profiles of polycyclic aromatic hydrocarbons (PAHs) in particulate matter (PM(10)) in the north central part of India.
2010-04
Desorption of polycyclic aromatic hydrocarbons from soot surface: five- and six-ring (C22, C24) PAHs.
2010-03-18
Mass balances on selected polycyclic aromatic hydrocarbons in the New York-New Jersey Harbor.
2010-02-24
Polycyclic aromatic hydrocarbon concentration levels on the Korean peninsula between 2006 and 2008.
2010-01-08
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
Evolution of potential ecological impacts of the bottom sediment from the Gulf of Gemlik; Marmara Sea, Turkey.
2009-12
Ecological risk analysis of polycyclic aromatic hydrocarbons (PAHs) in surface sediments from Laizhou Bay.
2009-12
Crosstalk between activated forms of the aryl hydrocarbon receptor and glucocorticoid receptor.
2009-08-03
Plant-associated bacterial degradation of toxic organic compounds in soil.
2009-08
Sediment-porewater partition of polycyclic aromatic hydrocarbons (PAHs) from Lanzhou Reach of Yellow River, China.
2009-06-15
Chemical and stable carbon isotopic characterization for PAHs in aerosol emitted from two indoor sources.
2009-04
Emission characteristics of polycyclic aromatic hydrocarbons from combustion of different residential coals in North China.
2009-02-01
Hookah (Shisha, Narghile) Smoking and Environmental Tobacco Smoke (ETS). A critical review of the relevant literature and the public health consequences.
2009-02
The dose-response relationships for EROD and GST induced by polyaromatic hydrocarbons in Carassius auratus.
2009-02
Size distribution of particle-phase molecular markers during a severe winter pollution episode.
2008-09-01
Indoor levels of polycyclic aromatic hydrocarbons in homes with or without wood burning for heating.
2008-07-15
Determining the chemical activity of hydrophobic organic compounds in soil using polymer coated vials.
2008-05-06
Measurement of 16 polycyclic aromatic hydrocarbons in narghile waterpipe tobacco smoke.
2008-05
PAHs contamination and bacterial communities in mangrove surface sediments of the Jiulong River Estuary, China.
2008
Determination of polycyclic aromatic hydrocarbons (PAHs) in particulate matter collected with low volume samplers.
2007-06-15
Isolation and analysis of polycyclic aromatic hydrocarbons from natural water using accelerated solvent extraction followed by gas chromatography-mass spectrometry.
2006-03-15
PAHs and metals in the soils of inner-city and suburban New Orleans, Louisiana, USA.
2004-12
The development of solid-surface fluorescence characterization of polycyclic aromatic hydrocarbons for potential screening tests in environmental samples.
2003-06-13
Role of lipophilic medium in the absorption of polycyclic aromatic compounds by biomembranes.
2003-06
Relative potencies of PAHs and PCBs based on the response of human cells.
1999-03
Fluorine probes for investigating the mechanism of activation of indeno[1,2,3-cd]pyrene to a tumorigenic agent.
1990-11
Tumor-initiating activity of major in vivo metabolites of indeno[1,2,3-cd]pyrene on mouse skin.
1986-10
Patents

Patents

Substance Class Chemical
Created
by admin
on Mon Mar 31 18:46:26 GMT 2025
Edited
by admin
on Mon Mar 31 18:46:26 GMT 2025
Record UNII
T4SWX8I0U2
Record Status Validated (UNII)
Record Version
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Name Type Language
1,10-(1,2-PHENYLENE)PYRENE
Preferred Name English
INDENO(1,2,3-CD)PYRENE
HSDB  
Systematic Name English
1,10-(O-PHENYLENE)PYRENE
Common Name English
INDENO(1,2,3-CD)PYRENE [IARC]
Common Name English
O-PHENYLENEPYRENE
Common Name English
INDENO(1,2,3-CD)PYRENE [HSDB]
Common Name English
Code System Code Type Description
EPA CompTox
DTXSID8024153
Created by admin on Mon Mar 31 18:46:26 GMT 2025 , Edited by admin on Mon Mar 31 18:46:26 GMT 2025
PRIMARY
NCI_THESAURUS
C44393
Created by admin on Mon Mar 31 18:46:26 GMT 2025 , Edited by admin on Mon Mar 31 18:46:26 GMT 2025
PRIMARY
ECHA (EC/EINECS)
205-893-2
Created by admin on Mon Mar 31 18:46:26 GMT 2025 , Edited by admin on Mon Mar 31 18:46:26 GMT 2025
PRIMARY
MESH
C041508
Created by admin on Mon Mar 31 18:46:26 GMT 2025 , Edited by admin on Mon Mar 31 18:46:26 GMT 2025
PRIMARY
PUBCHEM
9131
Created by admin on Mon Mar 31 18:46:26 GMT 2025 , Edited by admin on Mon Mar 31 18:46:26 GMT 2025
PRIMARY
HSDB
5101
Created by admin on Mon Mar 31 18:46:26 GMT 2025 , Edited by admin on Mon Mar 31 18:46:26 GMT 2025
PRIMARY
CAS
193-39-5
Created by admin on Mon Mar 31 18:46:26 GMT 2025 , Edited by admin on Mon Mar 31 18:46:26 GMT 2025
PRIMARY
FDA UNII
T4SWX8I0U2
Created by admin on Mon Mar 31 18:46:26 GMT 2025 , Edited by admin on Mon Mar 31 18:46:26 GMT 2025
PRIMARY
Related Record Type Details
METABOLITE -> PARENT