Cannabis Compound Database: Showing Compound Card for 1-Ethylnaphthalene (CDB005828)

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Record Information

Version

1.0

Created at

2020-04-27 17:00:37 UTC

Updated at

2021-01-22 17:47:32 UTC

CannabisDB ID

CDB005828

Secondary Accession Numbers

Not Available

Cannabis Compound Identification

Common Name

1-Ethylnaphthalene

Description

1-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

MOL SDF 3D-SDF PDB SMILES InChI View 3D Structure

Synonyms

Not Available

Chemical Formula

C₁₂H₁₂

Average Molecular Weight

156.23

Monoisotopic Molecular Weight

156.0939

IUPAC Name

1-ethylnaphthalene

Traditional Name

1-ethylnaphthalene

CAS Registry Number

27138-19-8

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 Key

ZMXIYERNXPIYFR-UHFFFAOYSA-N

Chemical Taxonomy

Classification

Not classified

Ontology

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
logP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	4.47	ALOGPS
logP	3.92	ChemAxon
logS	-4.6	ALOGPS
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	0 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	52.15 m³·mol⁻¹	ChemAxon
Polarizability	18.53 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Pathways

Not Available

Protein Targets

Enzymes

Not Available

Transporters

Not Available

Metal Bindings

Not Available

Receptors

Not Available

Transcriptional Factors

Not Available

Concentrations Data

Not Available

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

13677

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14315

PDB ID

Not Available

ChEBI ID

Not Available

References

General References

Not Available

Showing Compound Card for 1-Ethylnaphthalene (CDB005828)

Structure for CDB005828 (1-Ethylnaphthalene)