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Showing Compound 2-Methylnaphthalene (FDB007631)

Record Information
Version1.0
Creation date2010-04-08 22:07:42 UTC
Update date2020-09-17 15:34:12 UTC
Primary IDFDB007631
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2-Methylnaphthalene
Description2-Methylnaphthalene belongs to the class of organic compounds known as naphthalenes. Naphthalenes are compounds containing a naphthalene moiety, which consists of two fused benzene rings. 2-methylnaphthalene is a potentially toxic compound. 2-Methylnaphthalene is also considered a Plycyclic Aromatic Hydrocarbon (PAH). NASA announced on February 22, 2014 a greatly upgraded database for detecting and monitoring PAHs in the universe, including 2-methylnaphthalene. According to NASA scientists, over 20% of the carbon in the universe may be associated with PAHs, possible starting materials for the formation of life. PAHs seem to have been formed shortly after the Big Bang, are abundant in the universe, and are associated with new stars and exoplanets. In the human body, 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 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. Acute exposure to PAHs causes irritation and inflammation of the skin and lung tissue. Exposure to large amounts of 2-methylnapthalene may also cause nausea, vomiting, diarrhea, blood in the urine, and a yellow color to the skin.
CAS Number91-57-6
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
beta-MethylnaphthaleneChEBI
b-MethylnaphthaleneGenerator
Β-methylnaphthaleneGenerator
2-Methylnaphthalene, ion(1+)MeSH
2-Methylnaphthalene, ion(1-)MeSH
2-Methylnaphthalene, lithium salt, ion(1-)MeSH
2-Methylnaphthalene, methyl-13C-labeledMeSH
2-Methylnaphthalene, naphthalene-1-(13)C-labeledMeSH
β-methylnaphthalenebiospider
2-methyInaphthalenebiospider
2-Methylnaphthalenebiospider
2-Methylnaphthalene (beta)biospider
2-methylnaphthalene, ion(1-)biospider
2-methylnaphthalene, ion(1+)biospider
2-methylnaphthalene, lithium salt, ion(1-)biospider
2-methylnaphthalene, methyl-13C-labeledbiospider
2-methylnaphthalene, naphthalene-1-(13)C-labeledbiospider
2-Naphthylmethyl radicalbiospider
Beta-methyl naphthalenesbiospider
Beta-methylnaphthalenebiospider
Methyl-2-naphthalenebiospider
NAPHTALENE,2-METHYL MFC11 H10biospider
Naphthalene, 2-methyl-biospider
Naphthalene, beta-methyl-biospider
Predicted Properties
PropertyValueSource
Water Solubility0.017 g/LALOGPS
logP3.83ALOGPS
logP3.48ChemAxon
logS-3.9ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity47.55 m³·mol⁻¹ChemAxon
Polarizability16.78 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC11H10
IUPAC name2-methylnaphthalene
InChI IdentifierInChI=1S/C11H10/c1-9-6-7-10-4-2-3-5-11(10)8-9/h2-8H,1H3
InChI KeyQIMMUPPBPVKWKM-UHFFFAOYSA-N
Isomeric SMILESCC1=CC=C2C=CC=CC2=C1
Average Molecular Weight142.1971
Monoisotopic Molecular Weight142.07825032
Classification
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
Physiological effect

Health effect:

Disposition

Route of exposure:

Role

Indirect biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting Point34.4 oC
Boiling PointNot Available
Experimental Water Solubility0.0246 mg/mL at 25 oCYALKOWSKY,SH & DANNENFELSER,RM (1992)
Experimental logP3.86HANSCH,C ET AL. (1995)
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-0006-2900000000-9ac29319d37f96c9e8712014-09-20View Spectrum
GC-MS2-Methylnaphthalene, non-derivatized, GC-MS Spectrumsplash10-0006-9800000000-1ae0df46161af462c53dSpectrum
GC-MS2-Methylnaphthalene, non-derivatized, GC-MS Spectrumsplash10-0006-2900000000-e3d5d8950004ca237838Spectrum
GC-MS2-Methylnaphthalene, non-derivatized, GC-MS Spectrumsplash10-0006-0900000000-fc999862e44e7aea8048Spectrum
Predicted GC-MS2-Methylnaphthalene, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0006-0900000000-f176e8ebeee029c8ad89Spectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0900000000-8f9f0039a7c67ac751502016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0900000000-58f20b5190f45805880e2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014l-2900000000-b954930335ee0c854ed72016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-682acebb92e0b06e8e282016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0900000000-682acebb92e0b06e8e282016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-0900000000-0bcf13e1acfdfe6564362016-08-03View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)Spectrum
ChemSpider IDNot Available
ChEMBL IDNot Available
KEGG Compound IDC14098
Pubchem Compound ID7055
Pubchem Substance IDNot Available
ChEBI ID50720
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke ID2-METHYL-NAPHTHALENE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
FlavoursNot Available
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).