BENZO(A)PYRENE

Investigational

Details

Stereochemistry	ACHIRAL
Molecular Formula	C20H12
Molecular Weight	252.3093
Optical Activity	NONE
Defined Stereocenters	0 / 0
E/Z Centers	0
Charge	0

SHOW SMILES / InChI

Structure Search

SMILES

C1=CC2=CC3=CC=C4C=CC=C5C=CC(=C2C=C1)C3=C45

InChI

InChIKey=FMMWHPNWAFZXNH-UHFFFAOYSA-N

InChI=1S/C20H12/c1-2-7-17-15(4-1)12-16-9-8-13-5-3-6-14-10-11-18(17)20(16)19(13)14/h1-12H

HIDE SMILES / InChI

Approval Year

PubMed

Title	Date	PubMed
Application of the ethoxyresorufin-O-deethylase (EROD) assay to mixtures of halogenated aromatic compounds.	2001	11339718
[The effect of low-energy laser radiation and interferon to delay chemical carcinogenesis].	2001	11317542
Environmental toxicity assessment in the Paraná river delta (Argentina): simultaneous evaluation of selected pollutants and mortality rates of Corbicula fluminea (Bivalvia) early juveniles.	2001	11291444
Pentachlorophenol potentiates benzo[a]pyrene DNA adduct formation in adult but not infant B6C3F1 male mice.	2001	11246223
Fast sequential injection determination of benzo[A]pyrene using variable angle fluorescence with on-line solid-phase extraction.	2001 Apr	11340977
Benzene-extracted components are important for the major activity of diesel exhaust particles: effect on interleukin-8 gene expression in human bronchial epithelial cells.	2001 Apr	11306435
Biodegradation of phenanthrene in river sediment.	2001 Apr	11302571
Susceptibility of proliferating cells to benzo[a]pyrene-induced homologous recombination in mice.	2001 Apr	11285201
Protective effect of Cassia occidentalis L. on cyclophosphamide-induced suppression of humoral immunity in mice.	2001 Apr	11282437
Enhanced concentrations of PAHs in groundwater at a coal tar site.	2001 Apr 1	11348063
Lung carcinogenesis: resveratrol modulates the expression of genes involved in the metabolism of PAH in human bronchial epithelial cells.	2001 Apr 1	11279601
Evaluation of methods for predicting the toxicity of polycyclic aromatic hydrocarbon mixtures.	2001 Apr 15	11329713
Pulmonary induction of proinflammatory mediators following the rat exposure to benzo(a)pyrene-coated onto Fe2O3 particles.	2001 Apr 30	11325561
Chromosome analysis of human spermatozoa following in vitro exposure to cyclophosphamide, benzo(a)pyrene and N-nitrosodimethylamine in the presence of rat liver S9.	2001 Apr 5	11287298
Antagonistic interactions among nephrotoxic polycyclic aromatic hydrocarbons.	2001 Apr 6	11289703
The effects of a binary mixture of benzo(a)pyrene and 7H-dibenzo(c,g)carbazole on lung tumors and K-ras oncogene mutations in strain A/J mice.	2001 Apr-May	11293327
Impact of cellular metabolism on the biological effects of benzo[a]pyrene and related hydrocarbons.	2001 Feb	11270659
"IARC Group 2B carcinogens" reported in cigarette mainstream smoke.	2001 Feb	11267712
Detection and quantification of depurinated benzo[a]pyrene-adducted DNA bases in the urine of cigarette smokers and women exposed to household coal smoke.	2001 Feb	11258968
Synthesis, characterization, and comparative 32P-postlabeling efficiencies of 2,6-dimethylaniline-DNA adducts.	2001 Feb	11258965
The effect of different oil spill remediation techniques on petroleum hydrocarbon elimination in Australian bass (Macquaria novemaculeata).	2001 Feb	11243329
Uridine uptake inhibition as a cytotoxicity test for a human hepatoma cell line (HepG2 cells): comparison with the neutral red assay.	2001 Feb 14	11275355
Sensitivity to DNA damage induced by benzo(a)pyrene diol epoxide and risk of lung cancer: a case-control analysis.	2001 Feb 15	11245449
Effects of benzo[a]pyrene DNA adducts on Escherichia coli DNA polymerase I (Klenow fragment) primer-template interactions: evidence for inhibition of the catalytically active ternary complex formation.	2001 Feb 20	11329298
Tissue distribution and temperature-dependence of Anguilla anguilla L. EROD activity following exposure to model inducers and relationship with plasma cortisol, lactate and glucose levels.	2001 Jan	11341699
Photolysis of polycyclic aromatic hydrocarbons in water.	2001 Jan	11257878
Three different stable human breast adenocarcinoma sublines that overexpress ALDH3A1 and certain other enzymes, apparently as a consequence of constitutively upregulated gene transcription mediated by transactivated EpREs (electrophile responsive elements) present in the 5'-upstream regions of these genes.	2001 Jan 30	11306049
Inhibition of cytochrome P450 isozymes by curcumins in vitro and in vivo.	2001 Jun	11346483
Benzo(a)pyrene-coated onto Fe(2)O(3) particles-induced lung tissue injury: role of free radicals.	2001 Jun 10	11323093
Dose-response study of myo-inositol as an inhibitor of lung tumorigenesis induced in A/J mice by benzo.	2001 Jun 10	11323092
Enhanced mineralization of benzo[a]pyrene in the presence of nonaqueous phase liquids.	2001 Mar	11349849
Internal exposure to PAHs of children and adults living in homes with parquet flooring containing high levels of PAHs in the parquet glue.	2001 Mar	11317712
Polycyclic aromatic hydrocarbons in mussels (Mytilus galloprovincialis) from the Ionian Sea, Italy.	2001 Mar	11252489
Partitioning, extractability, and formation of nonextractable PAH residues in soil. 2. Effects on compound dissolution behavior.	2001 Mar 15	11347922
Partitioning, extractability, and formation of nonextractable PAH residues in soil. 1. Compound differences in aging and sequestration.	2001 Mar 15	11347921
Detection of drug-induced, superoxide-mediated cell damage and its prevention by antioxidants.	2001 Mar 15	11295363
Analysis of 13 (32)P-DNA postlabeling studies on occupational cohorts exposed to air pollution.	2001 Mar 15	11257062
The role of nucleotide excision repair and loss of p53 in mutagenesis and carcinogenesis.	2001 Mar 31	11323179
New models for assessing carcinogenesis: an ongoing process.	2001 Mar 31	11323177
Hierarchy of DNA damage recognition in Escherichia coli nucleotide excision repair.	2001 Mar 6	11258904
Polycyclic aromatic hydrocarbon exposure and burden of outdoor workers in Budapest.	2001 Mar 9	11261893
Effect of bile salts, lipid, and humic acids on absorption of benzo[a]pyrene by isolated channel catfish (Ictalurus punctatus) intestine segments.	2001 May	11337877
An evaluation of the etiology of reduced CYP1A1 messenger RNA expression in the Atlantic tomcod from the Hudson River, New York, USA, using reverse transcriptase polymerase chain reaction analysis.	2001 May	11337864
The rapid alveolar absorption of diesel soot-adsorbed benzo[a]pyrene: bioavailability, metabolism and dosimetry of an inhaled particle-borne carcinogen.	2001 May	11323393
Micronucleus induction and chromosomal aberration of 1- and 3-nitroazabenzo[a]pyrene and their N-oxides.	2001 May	11320141
Analysis of 200 food items for benzo[a]pyrene and estimation of its intake in an epidemiologic study.	2001 May	11313108
Intestinal bioavailability and biotransformation of 3-hydroxybenzo(a)pyrene in an isolated perfused preparation from channel catfish, Ictalurus punctatus.	2001 May	11302939
Persistence of benzo[a]pyrene--DNA adducts in hematopoietic tissues and blood of the mummichog, Fundulus heteroclitus.	2001 May	11239691
Relationships between tissue concentrations of polycyclic aromatic hydrocarbons and antioxidative responses of marine mussels, Perna viridis.	2001 May	11239681
Inhibition of liver methionine adenosyltransferase gene expression by 3-methylcolanthrene: protective effect of S-adenosylmethionine.	2001 May 1	11301045

Patents

Name

Type

Language

BENZO(A)PYRENE

Systematic Name

English

BENZO(A)PYRENE [IARC]

Common Name

English

B(A)P

Common Name

English

BENZO(A)PYRENE [HSDB]

Common Name

English

BAP

Common Name

English

3,4-BENZOPYRENE

Common Name

English

BENZO(D,E,F)CHRYSENE

Common Name

English

3,4-BENZ(A)PYRENE

Common Name

English

NSC-21914

Code

English

BENZO(DEF)CHRYSENE

Systematic Name

English

3,4-BENZPYRENE

Common Name

English

BENZOPYRENE

Systematic Name

English

BENZO(A)PYRENE [MI]

Common Name

English

Classification Tree Code System Code

NCI_THESAURUS

C1956