U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ACHIRAL
Molecular Formula C19H10O
Molecular Weight 254.2821
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of NAPHTHANTHRONE

SMILES

O=C1C2=C3C(C=CC4=C3C5=C1C=CC=C5C=C4)=CC=C2

InChI

InChIKey=CLIKSBRDCNSYNO-UHFFFAOYSA-N
InChI=1S/C19H10O/c20-19-14-5-1-3-11-7-9-13-10-8-12-4-2-6-15(19)17(12)18(13)16(11)14/h1-10H

HIDE SMILES / InChI

Molecular Formula C19H10O
Molecular Weight 254.2821
Charge 0
Count
Stereochemistry ACHIRAL
Additional Stereochemistry No
Defined Stereocenters 0 / 0
E/Z Centers 0
Optical Activity NONE

Approval Year

PubMed

PubMed

TitleDatePubMed
Aryl hydrocarbon receptor-mediated and estrogenic activities of oxygenated polycyclic aromatic hydrocarbons and azaarenes originally identified in extracts of river sediments.
2001 Dec
Role of biological antioxidants in benzanthrone toxicity.
2001 Jun
Overcrowding motifs in large PAHs. An ab initio study.
2002 Jan 11
Cytotoxicity of rhein, the active metabolite of sennoside laxatives, is reduced by multidrug resistance-associated protein 1.
2002 May 6
Development of a sequential supercritical fluid extraction method for the analysis of nitrated and oxygenated derivatives of polycyclic aromatic hydrocarbons in urban aerosols.
2003 Aug 29
Comparative effect of benzanthrone and 3-bromobenzanthrone on hepatic xenobiotic metabolism and anti-oxidative defense system in guinea pigs.
2003 Feb
Anthrone and oxanthrone C-glycosides from Picramnia latifolia collected in Peru.
2004 Mar
Synthesis, characterization, and 32p-postlabeling analysis of DNA adducts derived from the environmental contaminant 3-nitrobenzanthrone.
2005 Jun
Fluorescent characteristics of rheumatoid arthritis patients blood lymphocytes.
2005 Mar
Toxicity assessment of polycyclic aromatic hydrocarbons using an air-tight algal toxicity test.
2006
Mutagenic activities and physicochemical properties of selected nitrobenzanthrones.
2006 Nov
Identification of estrogenic compounds emitted from the combustion of computer printed circuit boards in electronic waste.
2007 Dec 15
DNA adduct formation and oxidative stress from the carcinogenic urban air pollutant 3-nitrobenzanthrone and its isomer 2-nitrobenzanthrone, in vitro and in vivo.
2007 Mar
Biochemical parameters of liver function in artisans occupationally exposed to "vat dyes".
2007 May
Concentration of oxygenated polycyclic aromatic hydrocarbons and oxygen free radical formation from urban particulate matter.
2007 Nov
Fluorescent probe ABM for screening gastrointestinal patient's immune state.
2007 Nov
Spectroscopic study of benzanthrone 3-N-derivatives as new hydrophobic fluorescent probes for biomolecules.
2008 May-Jul
Altered plasma albumin characteristics and lymphocyte populations in gastrointestinal cancer patients: detection using modified fluorescence responses.
2009 Dec
Electrochemical polymerization of benzanthrone and characterization of its excellent green-light-emitting polymer.
2009 Jan 8
Effect-directed analysis of sediment-associated algal toxicants at selected hot spots in the river Elbe basin with a special focus on bioaccessibility.
2009 Jul
A stable enol from a 6-substituted benzanthrone and its unexpected behaviour under acidic conditions.
2009 Jun 16
Correlation of altered blood albumin characteristics and lymphocyte populations to tumor stage in gastrointestinal cancer patients.
2010
Ligand-Specific Transcriptional Mechanisms Underlie Aryl Hydrocarbon Receptor-Mediated Developmental Toxicity of Oxygenated PAHs.
2015 Oct
Patents

Patents

Substance Class Chemical
Created
by admin
on Fri Dec 15 17:53:35 GMT 2023
Edited
by admin
on Fri Dec 15 17:53:35 GMT 2023
Record UNII
M9WAZ0827H
Record Status Validated (UNII)
Record Version
  • Download
Name Type Language
NAPHTHANTHRONE
Systematic Name English
6H-BENZO(CD)PYREN-6-ONE
Systematic Name English
NSC-74892
Code English
Code System Code Type Description
EPA CompTox
DTXSID60184759
Created by admin on Fri Dec 15 17:53:35 GMT 2023 , Edited by admin on Fri Dec 15 17:53:35 GMT 2023
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WIKIPEDIA
Naphthanthrone
Created by admin on Fri Dec 15 17:53:35 GMT 2023 , Edited by admin on Fri Dec 15 17:53:35 GMT 2023
PRIMARY
CAS
3074-00-8
Created by admin on Fri Dec 15 17:53:35 GMT 2023 , Edited by admin on Fri Dec 15 17:53:35 GMT 2023
PRIMARY
FDA UNII
M9WAZ0827H
Created by admin on Fri Dec 15 17:53:35 GMT 2023 , Edited by admin on Fri Dec 15 17:53:35 GMT 2023
PRIMARY
PUBCHEM
18310
Created by admin on Fri Dec 15 17:53:35 GMT 2023 , Edited by admin on Fri Dec 15 17:53:35 GMT 2023
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NSC
74892
Created by admin on Fri Dec 15 17:53:35 GMT 2023 , Edited by admin on Fri Dec 15 17:53:35 GMT 2023
PRIMARY