Dibenz[a,j]acridine (CHEM003589)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2014-09-08 02:38:32 UTC
Update Date2026-04-17 16:06:19 UTC
Accession NumberCHEM003589
Identification
Common NameDibenz[a,j]acridine
ClassSmall Molecule
DescriptionDibenz[a,j]acridine is a toxic chemical found in cigarettes. It is a polycyclic aromatic hydrocarbon (PAH). PAHs describe chemicals that are often found together in groups of two or more. PAHs are found naturally in the environment but they can also be man-made. In their purest form, PAHs are solid and range in appearance from colorless to white or pale yellow- green. PAHs are created when products like coal, oil, gas, and garbage are burned but the burning process is not complete. Although PAHs can exist in over 100 different combinations, the National Waste Minimization Program defines this group using the Toxic Release Inventory reporting category for polycyclic aromatic compounds.
Contaminant Sources
  • Clean Air Act Chemicals
  • IARC Carcinogens Group 2A
  • T3DB toxins
Contaminant Type
  • Cigarette Toxin
  • Natural Compound
  • Organic Compound
Chemical Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Dibenz(a,H)acridineMeSH
Dibenz(a,J)acridineMeSH
DibenzacridineMeSH
Chemical FormulaC21H13N
Average Molecular Mass279.335 g/mol
Monoisotopic Mass279.105 g/mol
CAS Registry Number224-42-0
IUPAC Name13-azapentacyclo[12.8.0.0³,¹².0⁴,⁹.0¹⁷,²²]docosa-1,3(12),4,6,8,10,13,15,17,19,21-undecaene
Traditional NameDIBENZ[a,j]ACRIDINE
SMILESC1=CC=C2C(C=CC3=NC4=C(C=C23)C2=CC=CC=C2C=C4)=C1
InChI IdentifierInChI=1S/C21H13N/c1-3-7-16-14(5-1)9-11-20-18(16)13-19-17-8-4-2-6-15(17)10-12-21(19)22-20/h1-13H
InChI KeyANUCHZVCBDOPOX-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzacridines. These are organic heterocyclic compounds with a structure characterized by a benzene ring fused to an acridine ring system.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassQuinolines and derivatives
Sub ClassBenzoquinolines
Direct ParentBenzacridines
Alternative Parents
Substituents
  • Benz-a-acridine
  • Naphthalene
  • Benzenoid
  • Pyridine
  • Heteroaromatic compound
  • Azacycle
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Biological Properties
StatusDetected and Not Quantified
OriginExogenous
Cellular Locations
  • Membrane
  • Microsome
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateSolid
AppearanceWhite powder.
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility5.8e-06 g/LALOGPS
logP5.88ALOGPS
logP5.49ChemAxon
logS-7.7ALOGPS
pKa (Strongest Basic)5.79ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.89 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity88.96 m³·mol⁻¹ChemAxon
Polarizability32.08 ųChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-0090000000-9d62dca30916420a931cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0090000000-1c5cdefb8bab1128dca4Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0f89-1190000000-2bbfa2c26827c6efe21dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-f79c257c14dc824908cbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0090000000-f79c257c14dc824908cbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-0090000000-ead07b4ad046ae0cdb61Spectrum
MSMass Spectrum (Electron Ionization)splash10-004i-0590000000-882bc8a40a5a6c8f50e9Spectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)2A, probably carcinogenic to humans. (1)
Uses/SourcesThis is a toxic chemical found in cigarettes or generated by tobacco combustion.
Minimum Risk LevelNot Available
Health EffectsNot Available
SymptomsNot Available
TreatmentNot Available
Concentrations
Not Available
DrugBank IDNot Available
HMDB IDNot Available
FooDB IDNot Available
Phenol Explorer IDNot Available
KNApSAcK IDNot Available
BiGG IDNot Available
BioCyc IDNot Available
METLIN IDNot Available
PDB IDNot Available
Wikipedia LinkNot Available
Chemspider IDNot Available
ChEBI IDNot Available
PubChem Compound ID9177
Kegg Compound IDC19220
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General ReferencesNot Available