Showing Compound Card for 1-Ethylnaphthalene (CDB005828)

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Record Information
Version1.0
Created at2020-04-27 17:00:37 UTC
Updated at2021-01-22 17:47:32 UTC
CannabisDB IDCDB005828
Secondary Accession NumbersNot Available
Cannabis Compound Identification
Common Name1-Ethylnaphthalene
Description1-Ethylnaphthalene also known as α-ethylnaphthalene is an ethylated derivative of naphthalene. It belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. There are two known isomers of ethylnaphthalene including 1-ethylnaphthalene and 2-ethylnaphthalene. 1-Ethylnaphthalene exists as a clear, colorless liquid that is insoluble in water. 1-Ethylnaphthalene has a camphorous chemical, of medicinal aroma and green, must taste. 1-Ethylnaphthalene is found naturally in several foods and beverages including apples, grapes, capsicum peppers, black walnuts, milk products, strawberries, peas, asian pears and corn which makes 1-ethylnaphthalene a potential biomarker for the consumption of these foods. 1-Ethylnaphthalene is a potentially toxic compound. It is one of over 100 known polycyclic aromatic hydrocarbons (PAH). The ability of PAH's to bind to blood proteins such as albumin allows them to be transported throughout the body. PAH metabolism occurs in all tissues, usually by cytochrome P-450 and its associated enzymes. Many PAH's induce the expression of cytochrome P450 enzymes, especially CYP1A1, CYP1A2, and CYP1B1, by binding to the aryl hydrocarbon receptor or glycine N-methyltransferase protein. The phenols, quinones, and dihydrodiols can all be conjugated to glucuronides and sulfate esters; the quinones also form glutathione conjugates. These enzymes metabolize PAH's into their toxic intermediates. 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. PAHs are carcinogens and have been associated with the increased risk of skin, respiratory tract, bladder, stomach, and kidney cancers. They may also cause reproductive effects and depress the immune system. Ethylnaphthalenes are formed during the combustion of cannabis and can be found in cannabis smoke (Ref: Ref:DOI ).
Structure
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MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
SynonymsNot Available
Chemical FormulaC12H12
Average Molecular Weight156.23
Monoisotopic Molecular Weight156.0939
IUPAC Name1-ethylnaphthalene
Traditional Name1-ethylnaphthalene
CAS Registry Number27138-19-8
SMILES
CCC1=CC=CC2=CC=CC=C12
InChI Identifier
InChI=1S/C12H12/c1-2-10-7-5-8-11-6-3-4-9-12(10)11/h3-9H,2H2,1H3
InChI KeyZMXIYERNXPIYFR-UHFFFAOYSA-N
Chemical Taxonomy
ClassificationNot classified
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
logP4.47ALOGPS
logP3.92ChemAxon
logS-4.6ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity52.15 m³·mol⁻¹ChemAxon
Polarizability18.53 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
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 ID13677
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound14315
PDB IDNot Available
ChEBI IDNot Available
References
General ReferencesNot Available