Details
| Stereochemistry | ACHIRAL |
| Molecular Formula | C18H12 |
| Molecular Weight | 228.2879 |
| Optical Activity | NONE |
| Defined Stereocenters | 0 / 0 |
| E/Z Centers | 0 |
| Charge | 0 |
SHOW SMILES / InChI
SMILES
C1=CC2=C(C=C1)C=C3C(C=CC4=C3C=CC=C4)=C2
InChI
InChIKey=DXBHBZVCASKNBY-UHFFFAOYSA-N
InChI=1S/C18H12/c1-2-7-15-12-18-16(11-14(15)6-1)10-9-13-5-3-4-8-17(13)18/h1-12H
| Molecular Formula | C18H12 |
| Molecular Weight | 228.2879 |
| 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 |
|---|---|---|
| Differential regulation and xenobiotic induction of tandem P450 monooxygenase genes pc-1 (CYP63A1) and pc-2 (CYP63A2) in the white-rot fungus Phanerochaete chrysosporium. | 2004-10 |
|
| Formation of radical cations in a model for the metabolism of aromatic hydrocarbons. | 2004-09-24 |
|
| Continuous flow immunosensor for highly selective and real-time detection of sub-ppb levels of 2-hydroxybiphenyl by using surface plasmon resonance imaging. | 2004-09-15 |
|
| Sidestream tobacco smoke as the main predictor of exposure to polycyclic aromatic hydrocarbons. | 2004-08-10 |
|
| Development of an exonuclease protection mediated PCR bioassay for sensitive detection of Ah receptor agonists. | 2004-07 |
|
| Sources of polycyclic aromatic hydrocarbons and hexachlorobenzene in spruce needles of eastern Alaska. | 2004-06-15 |
|
| Antisera to polycyclic aromatic hydrocarbons and their application on the detection of chemical carcinogens in blood sera of oncological patients. | 2004-06 |
|
| Identification of two Nereis virens (Annelida: Polychaeta) cytochromes P450 and induction by xenobiotics. | 2004-05 |
|
| Low iron diet retards 12-O-tetradecanoyl phorbol-13-acetate-mediated tumor promotion in murine skin. | 2004-05 |
|
| Assaying particle-bound polycyclic aromatic hydrocarbons from archived PM2.5 filters. | 2004-04-09 |
|
| Polycyclic aromatic hydrocarbons modulate cell proliferation in rat hepatic epithelial stem-like WB-F344 cells. | 2004-04-01 |
|
| Transport of anthracene and benz(a)anthracene through iron-quartz and three aquifer materials in laboratory columns. | 2004-04 |
|
| Synthesis of the o-quinones and other oxidized metabolites of polycyclic aromatic hydrocarbons implicated in carcinogenesis. | 2004-03-19 |
|
| 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 |
|
| Chemical (polycyclic aromatic hydrocarbon and heavy metal) levels in contaminated stormwater and sediments from a motorway dry detention pond drainage system. | 2004-03 |
|
| Use of the relative concentration to evaluate a multimedia model for PAHs in the absence of emission estimates. | 2004-02-15 |
|
| Gas chromatographic-mass spectrometric determination of polycyclic aromatic hydrocarbons formed during the pyrolysis of phenylalanine. | 2004-02-06 |
|
| Photomutagenicity of 16 polycyclic aromatic hydrocarbons from the US EPA priority pollutant list. | 2004-01-10 |
|
| Polycyclic aromatic hydrocarbons in foods: human exposure through the diet in Catalonia, Spain. | 2003-12 |
|
| Microarray analysis of tumor necrosis factor alpha induced gene expression in U373 human glioblastoma cells. | 2003-11-25 |
|
| Oxidative DNA damage induced by benz[a]anthracene metabolites via redox cycles of quinone and unique non-quinone. | 2003-11 |
|
| Gas chromatographic-mass spectrometric study of the oil fractions produced by microwave-assisted pyrolysis of different sewage sludges. | 2003-09-19 |
|
| Dose-response studies on the induction of liver cytochromes P4501A1 and 1B1 by polycyclic aromatic hydrocarbons in arylhydrocarbon-responsive C57BL/6J mice. | 2003-09 |
|
| Brominated dioxin-like compounds: in vitro assessment in comparison to classical dioxin-like compounds and other polyaromatic compounds. | 2003-09 |
|
| Biodegradation of selected UV-irradiated and non-irradiated polycyclic aromatic hydrocarbons (PAHs). | 2003-08 |
|
| Effect-directed identification of oxygen and sulfur heterocycles as major polycyclic aromatic cytochrome P4501A-inducers in a contaminated sediment. | 2003-07-15 |
|
| Polycyclic aromatic hydrocarbons in mountain soils of the subtropical Atlantic. | 2003-06-18 |
|
| Polycyclic aromatic hydrocarbons, polychlorinated biphenyls, chlorinated pesticides (DDTs), hexachlorocyclohexane, and hexachlorobenzene residues in smoked seafood. | 2003-06 |
|
| Incomplete degradation of polycyclic aromatic hydrocarbons in soil inoculated with wood-rotting fungi and their effect on the indigenous soil bacteria. | 2003-06 |
|
| Effects of polycyclic aromatic hydrocarbons on liver and lung cytochrome P450s in mice. | 2003-05 |
|
| Minor groove orientation for the (1S,2R,3S,4R)-N2- [1-(1,2,3,4-tetrahydro-2,3,4-trihydroxybenz[a]anthracenyl)]-2'-deoxyguanosyl adduct in the N-ras codon 12 sequence. | 2003-03-04 |
|
| Ecotoxicological risks associated with land treatment of petrochemical wastes. I. Residual soil contamination and bioaccumulation by cotton rats (Sigmodon hispidus). | 2003-02-28 |
|
| Correlation between gene expression of aryl hydrocarbon receptor (AhR), hydrocarbon receptor nuclear translocator (Arnt), cytochromes P4501A1 (CYP1A1) and 1B1 (CYP1B1), and inducibility of CYP1A1 and CYP1B1 in human lymphocytes. | 2003-01 |
|
| Polycyclic aromatic hydrocarbon-induced cytotoxicity in cultured rat Sertoli cells involves differential apoptotic response. | 2003-01 |
|
| The presence of inducible cytochrome P450 types 1A1 and 1A2 in the BeWo cell line. | 2003-01 |
|
| Polycyclic aromatic hydrocarbon ecotoxicity data for developing soil quality criteria. | 2003 |
|
| Improving the biotreatment of hydrocarbons-contaminated soils by addition of activated sludge taken from the wastewater treatment facilities of an oil refinery. | 2003 |
|
| Effect of prenatal PAH exposure on birth outcomes and neurocognitive development in a cohort of newborns in Poland. Study design and preliminary ambient data. | 2003 |
|
| Deviation from additivity in mixture toxicity: relevance of nonlinear dose-response relationships and cell line differences in genotoxicity assays with combinations of chemical mutagens and gamma-radiation. | 2002-12 |
|
| Modulation of estrogen receptor-dependent reporter construct activation and G0/G1-S-phase transition by polycyclic aromatic hydrocarbons in human breast carcinoma MCF-7 cells. | 2002-12 |
|
| Assessment of bioavailability and effects of chemicals due to remediation actions with caging mussels (Anodonta anatina) at a creosote-contaminated lake sediment site. | 2002-11 |
|
| Quantitative biomonitoring of PAHs using the Barnes mussel (Elliptio complanata). | 2002-11 |
|
| Polycyclic aromatic hydrocarbon bioaccumulation by meiobenthic copepods inhabiting a superfund site: techniques for micromass body burden and total lipid analysis. | 2002-11 |
|
| [Effect of 5 polycyclic aromatic hydrocarbons on estrogen receptor binding in rats]. | 2002-06 |
|
| Gas chromatography-mass spectrometric determination of polycyclic aromatic hydrocarbons in five species of fish from three sites in the Arabian Gulf. | 2002-06 |
|
| [The occurrence of polycyclic aromatic hydrocarbons (PAHs) in infusion of natural coffee, coffee substitute and cocoa]. | 2002 |
|
| Fate of polycyclic aromatic hydrocarbon (PAH) contamination in a mangrove swamp in Hong Kong following an oil spill. | 2002 |
|
| Cytochrome P-450 induction in human lung tumor-derived cell lines. Characterisation and effects of inflammatory mediators. | 1992-09-01 |
|
| Induction of CYP1A1 mRNA in rat epidermis and cultured human epidermal keratinocytes by benz(a)anthracene and beta-naphthoflavone. | 1992-09-01 |
|
| Embryolethality and induction of 7-ethoxyresorufin O-deethylase in chick embryos by polychlorinated biphenyls and polycyclic aromatic hydrocarbons having Ah receptor affinity. | 1992-01 |
| Substance Class |
Chemical
Created
by
admin
on
Edited
Mon Mar 31 18:45:41 GMT 2025
by
admin
on
Mon Mar 31 18:45:41 GMT 2025
|
| Record UNII |
C5PLF6152K
|
| Record Status |
Validated (UNII)
|
| Record Version |
|
-
Download
| Name | Type | Language | ||
|---|---|---|---|---|
|
Preferred Name | English | ||
|
Systematic Name | English | ||
|
Code | English | ||
|
Systematic Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Common Name | English | ||
|
Systematic Name | English |
| Classification Tree | Code System | Code | ||
|---|---|---|---|---|
|
IARC | Benz[<i>a</i>]anthracene |
| Code System | Code | Type | Description | ||
|---|---|---|---|---|---|
|
BENZ(A)ANTHRACENE
Created by
admin on Mon Mar 31 18:45:41 GMT 2025 , Edited by admin on Mon Mar 31 18:45:41 GMT 2025
|
PRIMARY | |||
|
56-55-3
Created by
admin on Mon Mar 31 18:45:41 GMT 2025 , Edited by admin on Mon Mar 31 18:45:41 GMT 2025
|
PRIMARY | |||
|
DTXSID5023902
Created by
admin on Mon Mar 31 18:45:41 GMT 2025 , Edited by admin on Mon Mar 31 18:45:41 GMT 2025
|
PRIMARY | |||
|
4003
Created by
admin on Mon Mar 31 18:45:41 GMT 2025 , Edited by admin on Mon Mar 31 18:45:41 GMT 2025
|
PRIMARY | |||
|
C5PLF6152K
Created by
admin on Mon Mar 31 18:45:41 GMT 2025 , Edited by admin on Mon Mar 31 18:45:41 GMT 2025
|
PRIMARY | |||
|
51348
Created by
admin on Mon Mar 31 18:45:41 GMT 2025 , Edited by admin on Mon Mar 31 18:45:41 GMT 2025
|
PRIMARY | |||
|
C44334
Created by
admin on Mon Mar 31 18:45:41 GMT 2025 , Edited by admin on Mon Mar 31 18:45:41 GMT 2025
|
PRIMARY | |||
|
5954
Created by
admin on Mon Mar 31 18:45:41 GMT 2025 , Edited by admin on Mon Mar 31 18:45:41 GMT 2025
|
PRIMARY | |||
|
C030935
Created by
admin on Mon Mar 31 18:45:41 GMT 2025 , Edited by admin on Mon Mar 31 18:45:41 GMT 2025
|
PRIMARY | |||
|
200-280-6
Created by
admin on Mon Mar 31 18:45:41 GMT 2025 , Edited by admin on Mon Mar 31 18:45:41 GMT 2025
|
PRIMARY | |||
|
300000053049
Created by
admin on Mon Mar 31 18:45:41 GMT 2025 , Edited by admin on Mon Mar 31 18:45:41 GMT 2025
|
PRIMARY | |||
|
m2334
Created by
admin on Mon Mar 31 18:45:41 GMT 2025 , Edited by admin on Mon Mar 31 18:45:41 GMT 2025
|
PRIMARY | Merck Index | ||
|
30970
Created by
admin on Mon Mar 31 18:45:41 GMT 2025 , Edited by admin on Mon Mar 31 18:45:41 GMT 2025
|
PRIMARY |
| Related Record | Type | Details | ||
|---|---|---|---|---|
|
|
PARENT -> CONSTITUENT ALWAYS PRESENT |
