Benzo(a)pyrene-7,8-dione (CHEM008318)

IdentificationTaxonomyBiological PropertiesPhysical PropertiesToxicity ProfileSpectraConcentrationsLinksReferencesXML
Record Information
Version1.0
Creation Date2016-05-19 02:43:36 UTC
Update Date2016-11-09 01:13:46 UTC
Accession NumberCHEM008318
Identification
Common NameBenzo(a)pyrene-7,8-dione
ClassSmall Molecule
DescriptionAn o-quinone resulting from the formal oxidation of both of the hydroxy groups of benzopyrene-cis-7,8-dihydrodiol. benzo[a]pyrene-7,8-dione is a metabolite of the widespread carcinogen benzopyrene.
Contaminant Sources
  • My Exposome Chemicals
Contaminant TypeNot Available
Chemical Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
ValueSource
BaP-7,8-dioneChEBI
Benzo(a)pyrene-7,8-dioneChEBI
Benzo(a)pyrene-7,8-quinoneChEBI
Benzo[a]pyrene-7,8-quinoneChEBI
BPQChEBI
Benzopyrene-7,8-dioneMeSH
Chemical FormulaC20H10O2
Average Molecular Mass282.298 g/mol
Monoisotopic Mass282.068 g/mol
CAS Registry Number65199-11-3
IUPAC Namepentacyclo[10.6.2.0²,⁷.0⁹,¹⁹.0¹⁶,²⁰]icosa-1,3,7,9(19),10,12(20),13,15,17-nonaene-5,6-dione
Traditional Namepentacyclo[10.6.2.0²,⁷.0⁹,¹⁹.0¹⁶,²⁰]icosa-1,3,7,9(19),10,12(20),13,15,17-nonaene-5,6-dione
SMILESO=C1C=CC2=C3C=CC4=CC=CC5=C4C3=C(C=C5)C=C2C1=O
InChI IdentifierInChI=1S/C20H10O2/c21-17-9-8-14-15-7-6-12-3-1-2-11-4-5-13(19(15)18(11)12)10-16(14)20(17)22/h1-10H
InChI KeyCRYMJHJFLJAFNU-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as benzopyrenes. These are organic compounds containing a benzene fused to a pyrene(benzo[def]phenanthrene) ring system.
KingdomOrganic compounds
Super ClassBenzenoids
ClassPyrenes
Sub ClassBenzopyrenes
Direct ParentBenzopyrenes
Alternative Parents
Substituents
  • Benzo-a-pyrene
  • Chrysene
  • Phenanthrene
  • Anthracene
  • Cyclic ketone
  • Organic oxygen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
Biological Properties
StatusDetected and Not Quantified
OriginNot Available
Cellular LocationsNot Available
Biofluid LocationsNot Available
Tissue LocationsNot Available
PathwaysNot Available
ApplicationsNot Available
Biological RolesNot Available
Chemical RolesNot Available
Physical Properties
StateNot Available
AppearanceNot Available
Experimental Properties
PropertyValue
Melting PointNot Available
Boiling PointNot Available
SolubilityNot Available
Predicted Properties
PropertyValueSource
Water Solubility3.1e-05 g/LALOGPS
logP4.47ALOGPS
logP4.28ChemAxon
logS-7ALOGPS
pKa (Strongest Basic)-5.7ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area34.14 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity86.83 m³·mol⁻¹ChemAxon
Polarizability30.14 ųChemAxon
Number of Rings5ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
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-a32b9a5f735bc69873adSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-001i-0090000000-80e50a9747e1e943dcb2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0059-0090000000-7df6204d47998aa2d47cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0090000000-875bfb34ef317679fecdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0090000000-640f32dcd2f820f09205Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-0090000000-c34cd32c76c9c48c018dSpectrum
Toxicity Profile
Route of ExposureNot Available
Mechanism of ToxicityNot Available
MetabolismNot Available
Toxicity ValuesNot Available
Lethal DoseNot Available
Carcinogenicity (IARC Classification)Not Available
Uses/SourcesNot Available
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 ID87752
PubChem Compound ID105020
Kegg Compound IDNot Available
YMDB IDNot Available
ECMDB IDNot Available
References
Synthesis ReferenceNot Available
MSDSNot Available
General References
1. https://www.ncbi.nlm.nih.gov/pubmed/?term=15206904
2. https://www.ncbi.nlm.nih.gov/pubmed/?term=16962698
3. https://www.ncbi.nlm.nih.gov/pubmed/?term=19726680
4. https://www.ncbi.nlm.nih.gov/pubmed/?term=19916567
5. https://www.ncbi.nlm.nih.gov/pubmed/?term=22480306
6. https://www.ncbi.nlm.nih.gov/pubmed/?term=22782890
7. https://www.ncbi.nlm.nih.gov/pubmed/?term=23117049
8. https://www.ncbi.nlm.nih.gov/pubmed/?term=23587017
9. https://www.ncbi.nlm.nih.gov/pubmed/?term=24047243
10. https://www.ncbi.nlm.nih.gov/pubmed/?term=25616378
11. https://www.ncbi.nlm.nih.gov/pubmed/?term=8384091