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
SMILES
C1=CC2=CC3=C4C(C=CC5=C4C(C=C3)=CC=C5)=C2C=C1
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
| Molecular Formula | C20H12 |
| Molecular Weight | 252.3093 |
| Charge | 0 |
| Count |
|
| Stereochemistry | ACHIRAL |
| Additional Stereochemistry | No |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Optical Activity | NONE |
Approval Year
PubMed
| Title | Date | PubMed |
|---|---|---|
| Benzo(a)pyrene-coated onto Fe(2)O(3) particles-induced lung tissue injury: role of free radicals. | 2001-06-10 |
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| Dose-response study of myo-inositol as an inhibitor of lung tumorigenesis induced in A/J mice by benzo. | 2001-06-10 |
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| Inhibition of cytochrome P450 isozymes by curcumins in vitro and in vivo. | 2001-06 |
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| Inhibition of liver methionine adenosyltransferase gene expression by 3-methylcolanthrene: protective effect of S-adenosylmethionine. | 2001-05-01 |
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| Effect of bile salts, lipid, and humic acids on absorption of benzo[a]pyrene by isolated channel catfish (Ictalurus punctatus) intestine segments. | 2001-05 |
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| 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. | 2001-05 |
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| The rapid alveolar absorption of diesel soot-adsorbed benzo[a]pyrene: bioavailability, metabolism and dosimetry of an inhaled particle-borne carcinogen. | 2001-05 |
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| Micronucleus induction and chromosomal aberration of 1- and 3-nitroazabenzo[a]pyrene and their N-oxides. | 2001-05 |
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| Analysis of 200 food items for benzo[a]pyrene and estimation of its intake in an epidemiologic study. | 2001-05 |
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| Intestinal bioavailability and biotransformation of 3-hydroxybenzo(a)pyrene in an isolated perfused preparation from channel catfish, Ictalurus punctatus. | 2001-05 |
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| Persistence of benzo[a]pyrene--DNA adducts in hematopoietic tissues and blood of the mummichog, Fundulus heteroclitus. | 2001-05 |
|
| Relationships between tissue concentrations of polycyclic aromatic hydrocarbons and antioxidative responses of marine mussels, Perna viridis. | 2001-05 |
|
| Pulmonary induction of proinflammatory mediators following the rat exposure to benzo(a)pyrene-coated onto Fe2O3 particles. | 2001-04-30 |
|
| Evaluation of methods for predicting the toxicity of polycyclic aromatic hydrocarbon mixtures. | 2001-04-15 |
|
| 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. | 2001-04-11 |
|
| Antagonistic interactions among nephrotoxic polycyclic aromatic hydrocarbons. | 2001-04-06 |
|
| Chromosome analysis of human spermatozoa following in vitro exposure to cyclophosphamide, benzo(a)pyrene and N-nitrosodimethylamine in the presence of rat liver S9. | 2001-04-05 |
|
| Enhanced concentrations of PAHs in groundwater at a coal tar site. | 2001-04-01 |
|
| Lung carcinogenesis: resveratrol modulates the expression of genes involved in the metabolism of PAH in human bronchial epithelial cells. | 2001-04-01 |
|
| Fast sequential injection determination of benzo[A]pyrene using variable angle fluorescence with on-line solid-phase extraction. | 2001-04 |
|
| Benzene-extracted components are important for the major activity of diesel exhaust particles: effect on interleukin-8 gene expression in human bronchial epithelial cells. | 2001-04 |
|
| Biodegradation of phenanthrene in river sediment. | 2001-04 |
|
| Susceptibility of proliferating cells to benzo[a]pyrene-induced homologous recombination in mice. | 2001-04 |
|
| Protective effect of Cassia occidentalis L. on cyclophosphamide-induced suppression of humoral immunity in mice. | 2001-04 |
|
| The role of nucleotide excision repair and loss of p53 in mutagenesis and carcinogenesis. | 2001-03-31 |
|
| New models for assessing carcinogenesis: an ongoing process. | 2001-03-31 |
|
| Partitioning, extractability, and formation of nonextractable PAH residues in soil. 2. Effects on compound dissolution behavior. | 2001-03-15 |
|
| Partitioning, extractability, and formation of nonextractable PAH residues in soil. 1. Compound differences in aging and sequestration. | 2001-03-15 |
|
| Detection of drug-induced, superoxide-mediated cell damage and its prevention by antioxidants. | 2001-03-15 |
|
| Analysis of 13 (32)P-DNA postlabeling studies on occupational cohorts exposed to air pollution. | 2001-03-15 |
|
| Polycyclic aromatic hydrocarbon exposure and burden of outdoor workers in Budapest. | 2001-03-09 |
|
| Hierarchy of DNA damage recognition in Escherichia coli nucleotide excision repair. | 2001-03-06 |
|
| Enhanced mineralization of benzo[a]pyrene in the presence of nonaqueous phase liquids. | 2001-03 |
|
| Internal exposure to PAHs of children and adults living in homes with parquet flooring containing high levels of PAHs in the parquet glue. | 2001-03 |
|
| Polycyclic aromatic hydrocarbons in mussels (Mytilus galloprovincialis) from the Ionian Sea, Italy. | 2001-03 |
|
| 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. | 2001-02-20 |
|
| Sensitivity to DNA damage induced by benzo(a)pyrene diol epoxide and risk of lung cancer: a case-control analysis. | 2001-02-15 |
|
| Uridine uptake inhibition as a cytotoxicity test for a human hepatoma cell line (HepG2 cells): comparison with the neutral red assay. | 2001-02-14 |
|
| Impact of cellular metabolism on the biological effects of benzo[a]pyrene and related hydrocarbons. | 2001-02 |
|
| "IARC Group 2B carcinogens" reported in cigarette mainstream smoke. | 2001-02 |
|
| Detection and quantification of depurinated benzo[a]pyrene-adducted DNA bases in the urine of cigarette smokers and women exposed to household coal smoke. | 2001-02 |
|
| Synthesis, characterization, and comparative 32P-postlabeling efficiencies of 2,6-dimethylaniline-DNA adducts. | 2001-02 |
|
| The effect of different oil spill remediation techniques on petroleum hydrocarbon elimination in Australian bass (Macquaria novemaculeata). | 2001-02 |
|
| 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. | 2001-01-30 |
|
| 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. | 2001-01 |
|
| Photolysis of polycyclic aromatic hydrocarbons in water. | 2001-01 |
|
| Application of the ethoxyresorufin-O-deethylase (EROD) assay to mixtures of halogenated aromatic compounds. | 2001 |
|
| [The effect of low-energy laser radiation and interferon to delay chemical carcinogenesis]. | 2001 |
|
| Environmental toxicity assessment in the Paraná river delta (Argentina): simultaneous evaluation of selected pollutants and mortality rates of Corbicula fluminea (Bivalvia) early juveniles. | 2001 |
|
| Pentachlorophenol potentiates benzo[a]pyrene DNA adduct formation in adult but not infant B6C3F1 male mice. | 2001 |
Patents
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:41:30 GMT 2025
by
admin
on
Mon Mar 31 18:41:30 GMT 2025
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| Record UNII |
3417WMA06D
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| Record Status |
Validated (UNII)
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| Record Version |
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| Classification Tree | Code System | Code | ||
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NCI_THESAURUS |
C1956
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IARC | Benzo[<i>a</i>]pyrene | ||
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NCI_THESAURUS |
C45188
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| Code System | Code | Type | Description | ||
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D001564
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200-028-5
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C29800
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BENZO(A)PYRENE
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50-32-8
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2336
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29865
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3417WMA06D
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21914
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2554
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3417WMA06D
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300000053138
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DTXSID2020139
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2534454
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m2376
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PRIMARY | Merck Index |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
PARENT -> CONSTITUENT ALWAYS PRESENT |
BENZO(A)PYRENE (ng/cigarette)
Canadian = 6.1 SD(8.6)
Imported = 5.7 SD(7.8)
|
