Showing Compound Card for Binaphthyl (CDB005905)

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Record Information
Version1.0
Created at2020-04-27 17:08:16 UTC
Updated at2021-01-06 19:06:58 UTC
CannabisDB IDCDB005905
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common NameBinaphthyl
Description1,1'-Binaphthalene, also known as 1,1'-Binaphtyl, belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. 1,1'-Binaphthalene is possibly neutral. 1,1'-Binaphtyl or 1,1'-Binaphthalene is an organic compound with the formula (C10H7)2. It is one of the dimers of naphthalene (or literally: dimers of naphthyl). A colorless solid, it has attracted some attention because the atropisomers can be isolated due in part to hindered rotation between the two naphthyl subunits. The halflife of the racemization is 14.5 min. at 50 °C. Substituted derivatives of this parent species, e.g. binaphthol, exhibit much higher barriers to racemization (PMID: 11848968 ). 1,1'-Binaphthalene is formed during the combustion of cannabis and is therefore a constituent of cannabis smoke ( Ref:DOI ).
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
ValueSource
1,1'-BinaphthylHMDB
Chemical FormulaC20H14
Average Molecular Weight254.33
Monoisotopic Molecular Weight254.1096
IUPAC Name1,1'-binaphthalene
Traditional Name1,1'-binaphthalene
CAS Registry Number604-53-5
SMILES
C1=CC=C2C(C=CC=C2C2=CC=CC3=CC=CC=C23)=C1
InChI Identifier
InChI=1S/C20H14/c1-3-11-17-15(7-1)9-5-13-19(17)20-14-6-10-16-8-2-4-12-18(16)20/h1-14H
InChI KeyZDZHCHYQNPQSGG-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 DescriptorsNot Available
Ontology
Not Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point160 °CWikipedia
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
logPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP6.14ALOGPS
logP5.6ChemAxon
logS-7.8ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity84.09 m³·mol⁻¹ChemAxon
Polarizability29.38 ųChemAxon
Number of Rings4ChemAxon
BioavailabilityYesChemAxon
Rule of FiveNoChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSBinaphthyl, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0udi-0190000000-7282aa16277b120ae231Spectrum
Predicted GC-MSBinaphthyl, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0090000000-ac3c8a49f6498c78449b2016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0090000000-4aa6f6d4f803dfe79b332016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-0190000000-448921a1adebd3a045e72016-08-01View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0090000000-0876ce5fc669cfe0b6b02016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0090000000-0876ce5fc669cfe0b6b02016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0udi-0090000000-e47fa502dfddbbb4c7b22016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0090000000-4588f4eeb834aeb34a552021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-0090000000-4588f4eeb834aeb34a552021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0ufr-0970000000-bf19c4e80057e7885d6c2021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0a4i-0090000000-7554661183cb5c5b0a552021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0a4i-0090000000-7554661183cb5c5b0a552021-10-12View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pb9-0090000000-a853e58ce4d6cb1a1d092021-10-12View Spectrum
NMRNot Available
Pathways
Pathways
Protein Targets
EnzymesNot Available
TransportersNot Available
Metal BindingsNot Available
ReceptorsNot Available
Transcriptional FactorsNot Available
Concentrations Data
Not Available
HMDB IDHMDB0244049
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID11296
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound11789
PDB IDNot Available
ChEBI IDNot Available
References
General References
  1. Pu L: 1,1'-Binaphthyl Dimers, Oligomers, and Polymers: Molecular Recognition, Asymmetric Catalysis, and New Materials. Chem Rev. 1998 Nov 5;98(7):2405-2494. doi: 10.1021/cr970463w. [PubMed:11848968 ]