Showing Compound Card for Phenanthrene (CDB005862)

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Record Information
Version1.0
Created at2020-04-27 17:03:59 UTC
Updated at2021-01-06 19:06:58 UTC
CannabisDB IDCDB005862
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NamePhenanthrene
DescriptionPhenanthrene 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 rings. The name 'phenanthrene' is a composite of phenyl and anthracene. In its pure form it appears as a colorless, crystal-like solid but can also look yellow. Phenanthrene is used to make dyes, plastics and pesticides, explosives and drugs. It has also been used to make bile acids, cholesterol and steroids. Phenanthrene is nearly insoluble in water but is soluble in most low polarity organic solvents such as toluene, carbon tetrachloride, ether, chloroform, acetic acid and benzene. Phenanthrene is a potentially toxic compound. It can be found in cigarette smoke and is a known irritant and it photosensitizes skin to light. Phenanthrene is formed during the combustion of cannabis and is therefore a constituent of cannabis smoke ( Ref:DOI ).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
PhenanthraceneChEBI
PhenanthrenChEBI
Chemical FormulaC14H10
Average Molecular Weight178.23
Monoisotopic Molecular Weight178.0783
IUPAC Namephenanthrene
Traditional Namephenanthrene
CAS Registry Number85-01-8
SMILES
C1=CC=C2C(C=CC3=CC=CC=C23)=C1
InChI Identifier
InChI=1S/C14H10/c1-3-7-13-11(5-1)9-10-12-6-2-4-8-14(12)13/h1-10H
InChI KeyYNPNZTXNASCQKK-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
  • 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 Point101 °CWikipedia
Boiling Point332 °CWikipedia
Water Solubility1.6 mg/LWikipedia
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP4.55ALOGPS
logP3.95ChemAxon
logS-5.7ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity58.96 m³·mol⁻¹ChemAxon
Polarizability20.43 ųChemAxon
Number of Rings3ChemAxon
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-3900000000-2c8c905707eff1036da12014-09-20View Spectrum
Predicted GC-MSPhenanthrene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-004i-0900000000-73152ac8902a46a51b0eSpectrum
Predicted GC-MSPhenanthrene, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-9b7fcb41bcf755cbca822016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-0900000000-e07754c44a96c14bf7b02016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0fb9-0900000000-fcb3480d5ef5e6c5c5c92016-06-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0900000000-309955037ba0840b44e22016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-0900000000-309955037ba0840b44e22016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-0900000000-de91208ace0944a1f0462016-08-03View 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 IDHMDB0256390
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDC00000325
Chemspider ID970
KEGG Compound IDC11422
BioCyc IDCPD-13485
BiGG IDNot Available
Wikipedia LinkPhenanthrene
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID28851
References
General ReferencesNot Available