Showing Compound Card for Fluoranthene (CDB005877)

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Record Information
Version1.0
Created at2020-04-27 17:05:28 UTC
Updated at2021-01-06 19:06:58 UTC
CannabisDB IDCDB005877
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameFluoranthene
Description1,2-Dimethylanthracene belongs to the class of organic compounds known as anthracenes. Anthracenes are organic compounds containing a system of three linearly fused benzene rings. Anthracene is a solid polycyclic aromatic hydrocarbon (PAH) of formula C14H10. It is a component of coal tar and it is used in the production of the red dye alizarin and other dyes. Anthracene is colorless but exhibits a blue (400-500 nm peak) fluorescence under ultraviolet radiation. Anthracene is formally rated as a non-carcinogenic (IARC 3) but potentially toxic compound. PAH metabolism occurs in all tissues, usually by cytochrome P-450, specifically by its associated enzymes CYP1A1 and CYP1B1 (PMID: 14720319 ). These enzymes metabolize PAH's into their toxic intermediates. The metabolites of PAHs, such as phenols, quinones, and dihydrodiols, can all be conjugated to glucuronides and sulfate esters; the quinones also form glutathione conjugates. PAHs are generally considered as cancerogenic to varying degrees. 1,2-Dimethylanthracene is a derivative of anthracene, substituted by two methyl groups at positions 1 and 2. 1,2-Dimethylanthracene is formed during the combustion of cannabis and is therefore a constituent of cannabis smoke ( Ref:DOI ).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
Benzo[JK]fluoreneChEBI
Chemical FormulaC16H10
Average Molecular Weight202.25
Monoisotopic Molecular Weight202.0783
IUPAC Namefluoranthene
Traditional Namefluoranthene
CAS Registry Number76774-50-0
SMILES
C1=CC=C2C(=C1)C1=CC=CC3=C1C2=CC=C3
InChI Identifier
InChI=1S/C16H10/c1-2-8-13-12(7-1)14-9-3-5-11-6-4-10-15(13)16(11)14/h1-10H
InChI KeyGVEPBJHOBDJJJI-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings.
KingdomOrganic compounds
Super ClassBenzenoids
ClassNaphthalenes
Sub ClassNot Available
Direct ParentNaphthalenes
Alternative Parents
Substituents
  • Naphthalene
  • 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 Point110.8 °CWikipedia
Boiling Point375 °CWikipedia
Water Solubility265 μg/L at 25 °CWikipedia
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP5.04ALOGPS
logP4.28ChemAxon
logS-6.3ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity66.72 m³·mol⁻¹ChemAxon
Polarizability23.23 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)splash10-0udi-0190000000-b0eb4c94502407be01122014-09-20View Spectrum
GC-MSFluoranthene, non-derivatized, GC-MS Spectrumsplash10-0udi-3590000000-5ab718d6c845c4b1e233Spectrum
Predicted GC-MSFluoranthene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0udi-0290000000-ec347a3e1f4dea2070beSpectrum
Predicted GC-MSFluoranthene, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0090000000-d7446c72677de15e324d2016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0090000000-d7446c72677de15e324d2016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-0190000000-e551186a60a8bdd9c3702016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0090000000-b8e225a58555792fec892016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0090000000-b8e225a58555792fec892016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-0090000000-e236182f2a4045631f862016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-0090000000-d631c56cd3c088dbebc42021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0udi-0090000000-d631c56cd3c088dbebc42021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0udi-0090000000-d1d130f9bef833b4f7b42021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0090000000-6aba671a40209155866b2021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0090000000-6aba671a40209155866b2021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-0090000000-6aba671a40209155866b2021-10-12View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 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 IDNot Available
KEGG Compound IDC19425
BioCyc IDCPD-15564
BiGG IDNot Available
Wikipedia LinkFluoranthene
METLIN IDNot Available
PubChem Compound9154
PDB IDNot Available
ChEBI ID33083
References
General References
  1. Shimada T, Fujii-Kuriyama Y: Metabolic activation of polycyclic aromatic hydrocarbons to carcinogens by cytochromes P450 1A1 and 1B1. Cancer Sci. 2004 Jan;95(1):1-6. doi: 10.1111/j.1349-7006.2004.tb03162.x. [PubMed:14720319 ]