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Details

Stereochemistry ACHIRAL
Molecular Formula C22H14
Molecular Weight 278.3466
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of DIBENZ(A,H)ANTHRACENE

SMILES

C1=CC=C2C(C=CC3=CC4=C(C=CC5=CC=CC=C45)C=C23)=C1

InChI

InChIKey=LHRCREOYAASXPZ-UHFFFAOYSA-N
InChI=1S/C22H14/c1-3-7-19-15(5-1)9-11-17-14-22-18(13-21(17)19)12-10-16-6-2-4-8-20(16)22/h1-14H

HIDE SMILES / InChI
Molecular Formula C22H14
Molecular Weight 278.3466
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

Unknown
149124
PubMed

PubMed

TitleDatePubMed
Polycyclic aromatic hydrocarbons (PAHs) in livers of California sea otters.
2008-03
Unexpected DNA damage caused by polycyclic aromatic hydrocarbons under standard laboratory conditions.
2008-02-29
DNA adducts formation and induction of apoptosis in rat liver epithelial 'stem-like' cells exposed to carcinogenic polycyclic aromatic hydrocarbons.
2008-02-01
Up-regulation of CYP1A/B in rat lung and liver, and human liver precision-cut slices by a series of polycyclic aromatic hydrocarbons; association with the Ah locus and importance of molecular size.
2008-02
The effect of ryegrass (Lolium perenne) on decrease of PAH content in long term contaminated soil.
2008-02
Binary PAH mixtures cause additive or antagonistic effects on gene expression but synergistic effects on DNA adduct formation.
2007-12
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
Cement-based stabilization/solidification of oil refinery sludge: Leaching behavior of alkanes and PAHs.
2007-09-05
Soil pollution by PAHs in urban soils: a comparison of three European cities.
2007-09
DNA solution(R) in cigarette filters reduces polycyclic aromatic hydrocarbon (PAH) levels in mainstream tobacco smoke.
2007-09
Bioaccessibility of PAH from Danish soils.
2007-07-15
Evaluating polycyclic aromatic hydrocarbons using a yeast bioassay.
2007-07
Polymer selection for passive sampling: a comparison of critical properties.
2007-07
Enhancement of bioconversion of high-molecular mass polycyclic aromatic hydrocarbons in contaminated non-sterile soil by litter-decomposing fungi.
2007-06
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
Dibenzanthracenes and benzochrysenes elicit both genotoxic and nongenotoxic events in rat liver 'stem-like' cells.
2007-03-22
Ethoxyresorufin-O-deethylase (EROD) and vitellogenin (VTG) in flounder (Platichthys flesus): system interaction, crosstalk and implications for monitoring.
2007-03-10
Polycyclic aromatic hydrocarbons in marine organisms from the Gulf of Naples, Tyrrhenian Sea.
2007-03-07
A comparison of the concentration-effect relationships of PAHs on CYP1A induction in HepG2 and Mcf7 cells.
2007-03
Metabolic enzyme induction by HepG2 cells exposed to oxygenated and nonoxygenated polycyclic aromatic hydrocarbons.
2007-02
DRE-CALUX bioassay in comparison with HRGC/MS for measurement of toxic equivalence in environmental samples.
2007-01-01
Modulation of gene expression and DNA-adduct formation in precision-cut liver slices exposed to polycyclic aromatic hydrocarbons of different carcinogenic potency.
2007-01
Polycyclic aromatic hydrocarbons in marine organisms from the Adriatic Sea, Italy.
2007-01
Factors influencing the national distribution of polycyclic aromatic hydrocarbons and polychlorinated biphenyls in British soils.
2006-12-15
Differential composition of bacterial communities as influenced by phenanthrene and dibenzo[a,h]anthracene in the rhizosphere of ryegrass (Lolium perenne L.).
2006-12
High levels of carcinogenic polycyclic aromatic hydrocarbons (PAH) in 20 brands of Chinese cigarettes.
2006-11-03
Prediction of estrogen receptor agonists and characterization of associated molecular descriptors by statistical learning methods.
2006-11
Toxicological characterisation of the aqueous soluble phase of the Prestige fuel-oil using the sea-urchin embryo bioassay.
2006-10
Exposure to polycyclic aromatic hydrocarbons through consumption of edible marine species in Catalonia, Spain.
2006-10
Simultaneous analysis of the photocatalytic degradation of polycyclic aromatic hydrocarbons using three-dimensional excitation-emission matrix fluorescence and parallel factor analysis.
2006-08-25
Polycyclic aromatic hydrocarbons in food samples collected in Barcelona, Spain.
2006-08
Optimization of a microwave-assisted extraction method for the analysis of polycyclic aromatic hydrocarbons from fish samples.
2006-07-21
Simultaneous monitoring method of polycyclic aromatic hydrocarbons and persistent organic pollutants in the atmosphere using activated carbon fiber filter paper.
2006-04
Identification of mammalian cell genotoxins in respirable diesel exhaust particles by bioassay-directed chemical analysis.
2006-03-01
Modulation of gene expression and DNA adduct formation in HepG2 cells by polycyclic aromatic hydrocarbons with different carcinogenic potencies.
2006-03
Sources, vertical fluxes, and equivalent toxicity of aromatic hydrocarbons in coastal sediments of the Río de la Plata Estuary, Argentina.
2006-02-01
Inhibition of human cytochrome P450 1A1-, 1A2-, and 1B1-mediated activation of procarcinogens to genotoxic metabolites by polycyclic aromatic hydrocarbons.
2006-02
Further evaluation of the skin micronucleus test: results obtained using 10 polycyclic aromatic hydrocarbons.
2005-12-07
Determination of some polycyclic aromatic hydrocarbons in filter tar of Turkish cigarettes.
2005-11
Rapid screening method for simultaneous determination of four polycyclic aromatic hydrocarbons in water samples by derivative non-linear variable-angle synchronous fluorescence spectrometry.
2005-09-01
Induction of cytochrome P450 1A by cow milk-based formula: a comparative study between human milk and formula.
2005-09
GC/MS analysis of polynuclear aromatic hydrocarbons in sediment samples from the Niger Delta region.
2005-08
An approach to investigating the importance of high potency polycyclic aromatic hydrocarbons (PAHs) in the induction of lung cancer by air pollution.
2005-07
Determination of polynuclear aromatic hydrocarbons in marine samples of Siokolo Fishing Settlement.
2005-05-06
Role of cytochrome p4501 family members in the metabolic activation of polycyclic aromatic hydrocarbons in mouse epidermis.
2004-12
Combined effects of contaminant desorption and toxicity on risk from PAH contaminated sediments.
2004-10
Formation of radical cations in a model for the metabolism of aromatic hydrocarbons.
2004-09-24
Sidestream tobacco smoke as the main predictor of exposure to polycyclic aromatic hydrocarbons.
2004-08-10
Predictors of personal polycyclic aromatic hydrocarbon exposures among pregnant minority women in New York City.
2004-05
Polycyclic aromatic hydrocarbon (PAH) concentration and composition determined in farmed blue mussels (Mytilus edulis) in a sea loch pre- and post-closure of an aluminium smelter.
2004-03
Substance Class Chemical
Created
by admin
on Mon Mar 31 20:17:54 GMT 2025
Edited
by admin
on Mon Mar 31 20:17:54 GMT 2025
Record UNII
T30ELH3D5X
Record Status Validated (UNII)
Record Version
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Name Type Language
1,2:5,6-DIBENZANTHRACENE
MI  
Preferred Name English
DIBENZ(A,H)ANTHRACENE
HSDB  
Systematic Name English
1,2:5,6-DIBENZANTHRACENE [MI]
Common Name English
DIBENZO(A,H)ANTHRACENE
Systematic Name English
DIBENZ(A,H)ANTHRACENE [IARC]
Common Name English
1,2:5,6-DIBENZ(A)ANTHRACENE
Common Name English
DBA
Common Name English
DB(A,H)A
Common Name English
DIBENZ(A,H)ANTHRACENE [HSDB]
Common Name English
1,2,5,6-DBA
Common Name English
1,2:5,6-BENZANTHRACENE
Common Name English
NSC-22433
Code English
1,2:5,6-DIBENZOANTHRACENE
Common Name English
Classification Tree Code System Code
IARC Dibenz[<i>a</i>,<i>h</i>]anthracene
Code System Code Type Description
ECHA (EC/EINECS)
200-181-8
Created by admin on Mon Mar 31 20:17:54 GMT 2025 , Edited by admin on Mon Mar 31 20:17:54 GMT 2025
PRIMARY
HSDB
5097
Created by admin on Mon Mar 31 20:17:54 GMT 2025 , Edited by admin on Mon Mar 31 20:17:54 GMT 2025
PRIMARY
CAS
53-70-3
Created by admin on Mon Mar 31 20:17:54 GMT 2025 , Edited by admin on Mon Mar 31 20:17:54 GMT 2025
PRIMARY
SMS_ID
300000053251
Created by admin on Mon Mar 31 20:17:54 GMT 2025 , Edited by admin on Mon Mar 31 20:17:54 GMT 2025
PRIMARY
NCI_THESAURUS
C951
Created by admin on Mon Mar 31 20:17:54 GMT 2025 , Edited by admin on Mon Mar 31 20:17:54 GMT 2025
PRIMARY
FDA UNII
T30ELH3D5X
Created by admin on Mon Mar 31 20:17:54 GMT 2025 , Edited by admin on Mon Mar 31 20:17:54 GMT 2025
PRIMARY
CHEBI
35299
Created by admin on Mon Mar 31 20:17:54 GMT 2025 , Edited by admin on Mon Mar 31 20:17:54 GMT 2025
PRIMARY
PUBCHEM
5889
Created by admin on Mon Mar 31 20:17:54 GMT 2025 , Edited by admin on Mon Mar 31 20:17:54 GMT 2025
PRIMARY
NSC
22433
Created by admin on Mon Mar 31 20:17:54 GMT 2025 , Edited by admin on Mon Mar 31 20:17:54 GMT 2025
PRIMARY
MERCK INDEX
m4281
Created by admin on Mon Mar 31 20:17:54 GMT 2025 , Edited by admin on Mon Mar 31 20:17:54 GMT 2025
PRIMARY Merck Index
EPA CompTox
DTXSID9020409
Created by admin on Mon Mar 31 20:17:54 GMT 2025 , Edited by admin on Mon Mar 31 20:17:54 GMT 2025
PRIMARY
WIKIPEDIA
Dibenz(a,h)anthracene
Created by admin on Mon Mar 31 20:17:54 GMT 2025 , Edited by admin on Mon Mar 31 20:17:54 GMT 2025
PRIMARY
NIH
NCATS
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