Showing Compound Card for Benz [a] anthracene (CDB005897)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraProtein targetPathwaysConcentrationsLinksReferencesXML
Record Information
Version1.0
Created at2020-04-27 17:07:28 UTC
Updated at2021-01-06 19:06:58 UTC
CannabisDB IDCDB005897
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameBenz [a] anthracene
DescriptionBenzo[a]anthracene, also known as 1,2-benzanthracene or naphthanthracene, belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene. Benzoanthracene is one of over 100 different polycyclic aromatic hydrocarbons (PAHs). Benzo[a]anthracene is possibly neutral. Benzo[a]anthracene is formally rated as a possible carcinogen (by IARC 2B) and is also a potentially toxic compound. They are usually found as a mixture containing two or more of these compounds. These enzymes metabolize PAH's into their toxic intermediates. The phenols, quinones, and dihydrodiols can all be conjugated to glucuronides and sulfate esters; the quinones also form glutathione conjugates. They may also cause reproductive effects and depress the immune system. The ability of PAH's to bind to blood proteins such as albumin allows them to be transported throughout the body. The reactive metabolites of PAHs (epoxide intermediates, dihydrodiols, phenols, quinones, and their various combinations) covalently bind to DNA and other cellular macromolecules, initiating mutagenesis and carcinogenesis. It is one ingredient of cigarette. PAHs are carcinogens and have been associated with the increased risk of skin, respiratory tract, bladder, stomach, and kidney cancers (T3DB). Benzo[a]anthracene is formed during the combustion of cannabis and is therefore a constituent of cannabis smoke ( Ref:DOI ).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1,2-BenzanthraceneChEBI
1,2-BenzanthrazenChEBI
2,3-BenzphenanthreneChEBI
Benz[a]anthraceneChEBI
BenzanthreneChEBI
NaphthanthraceneChEBI
Benz(a)anthraceneMeSH
benzo(b)PhenanthreneMeSH
BenzanthraceneMeSH
benzo(a)AnthraceneMeSH
Chemical FormulaC18H12
Average Molecular Weight228.29
Monoisotopic Molecular Weight228.0939
IUPAC Nametetraphene
Traditional Namebenz[a]anthracene
CAS Registry Number56-55-3
SMILES
C1=CC=C2C=C3C(C=CC4=CC=CC=C34)=CC2=C1
InChI Identifier
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
InChI KeyDXBHBZVCASKNBY-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as phenanthrenes and derivatives. These are polycyclic compounds containing a phenanthrene moiety, which is a tricyclic aromatic compound with three non-linearly fused benzene.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPhenanthrenes and derivatives
Sub ClassNot Available
Direct ParentPhenanthrenes and derivatives
Alternative Parents
Substituents
  • Phenanthrene
  • Anthracene
  • Aromatic hydrocarbon
  • Polycyclic hydrocarbon
  • Unsaturated hydrocarbon
  • Hydrocarbon
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Ontology
Not Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.72ALOGPS
logP4.94ChemAxon
logS-7.7ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity75.41 m³·mol⁻¹ChemAxon
Polarizability26.65 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-004i-1390000000-10b3e1856a5e6628bfb02014-09-20View Spectrum
Predicted GC-MSBenz [a] anthracene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0fb9-0090000000-c46a82d01b2fdb682073Spectrum
Predicted GC-MSBenz [a] anthracene, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0090000000-d0e67c3f0e483f55df002016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0090000000-5b6fde0da405eeef6fdd2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fb9-0190000000-78e190ac0a4705090a722016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-5a92bcda7160b5664bda2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0090000000-5a92bcda7160b5664bda2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-0090000000-b2795d6a0936c780da5e2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0090000000-1345c9a6e6eae72769592021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0090000000-1345c9a6e6eae72769592021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-004i-0090000000-c9cb8e2548ab4c9993d32021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-21ab23fa1007795bd0da2021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0090000000-21ab23fa1007795bd0da2021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-0090000000-12332b66768765da44832021-10-12View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 90 MHz, CDCl3, experimental)Spectrum
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDNot Available
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID5739
KEGG Compound IDC14317
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkTetraphene
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID51348
References
General ReferencesNot Available