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Record Information
StatusExpected but not Quantified
Creation Date2012-09-11 17:52:19 UTC
Update Date2019-07-23 06:11:58 UTC
Secondary Accession Numbers
  • HMDB32860
Metabolite Identification
Common Name1-Methylnaphthalene
Description1-Methylnaphthalene, also known as fema 3193, 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-Methylnaphthalene is possibly neutral. 1-Methylnaphthalene is a camphor, chemical, and medicinal tasting compound. Outside of the human body, 1-Methylnaphthalene is found, on average, in the highest concentration within black walnuts. 1-Methylnaphthalene has also been detected, but not quantified in, asian pears and corns. This could make 1-methylnaphthalene a potential biomarker for the consumption of these foods. 1-Methylnaphthalene is a potentially toxic compound. 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. 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. They may also cause reproductive effects and depress the immune system. PAHs are carcinogens and have been associated with the increased risk of skin, respiratory tract, bladder, stomach, and kidney cancers. PAHs are metabolized into reactive intermediates, which include epoxide intermediates, dihydrodiols, phenols, quinones, and their various combinations.
1-Methyl naphthaleneHMDB
alpha-Methyl naphthalenesHMDB
Methyl naphthaleneHMDB
Naphthalene, methyl-, homopolymerHMDB
Chemical FormulaC11H10
Average Molecular Weight142.1971
Monoisotopic Molecular Weight142.07825032
IUPAC Name1-methylnaphthalene
Traditional Name1-methylnaphthalene
CAS Registry Number90-12-0
InChI Identifier
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
Sub ClassNot Available
Direct ParentNaphthalenes
Alternative Parents
  • Naphthalene
  • Aromatic hydrocarbon
  • Polycyclic hydrocarbon
  • Unsaturated hydrocarbon
  • Hydrocarbon
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors

Route of exposure:

Biological location:



Indirect biological role:

Environmental role:

Industrial application:

Biological role:

Physical Properties
Experimental Molecular Properties
Melting Point-22 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.026 mg/mL at 25 °CNot Available
LogP3.87Not Available
Predicted Molecular Properties
Water Solubility0.016 g/LALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity47.55 m³·mol⁻¹ChemAxon
Polarizability16.61 ųChemAxon
Number of Rings2ChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Spectral Properties

Collision Cross Sections

NameAdductTypeData SourceValueReference
AllCCS[M+H]+ExperimentalNot Available125.203
DarkChem[M+H]+PredictedNot Available129.48731661259
DarkChem[M-H]-PredictedNot Available127.21931661259

Retention Indices


Not Available


Not Available


Spectrum TypeDescriptionSplash KeyDeposition DateView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-5900000000-1053593aad42a77aa98b2017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-2900000000-56264ce7fb87f61d59e32017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-3900000000-466eebbbc710f9d74e3b2017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-3900000000-5b7a1e8903022a3f5a572017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-0900000000-e017871c9adc6ee00fb92017-09-12View Spectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-0006-0900000000-e2ebef06c838787a17202017-09-12View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-5900000000-1053593aad42a77aa98b2018-05-18View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-2900000000-56264ce7fb87f61d59e32018-05-18View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-3900000000-466eebbbc710f9d74e3b2018-05-18View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-3900000000-5b7a1e8903022a3f5a572018-05-18View Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-0006-0900000000-e017871c9adc6ee00fb92018-05-18View Spectrum
GC-MSGC-MS Spectrum - CI-B (Non-derivatized)splash10-0006-0900000000-e2ebef06c838787a17202018-05-18View Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-0900000000-0da70ea2233c3affb6382017-09-01View Spectrum
MSMass Spectrum (Electron Ionization)splash10-0006-2900000000-53cda581a6605326e48c2014-09-20View Spectrum


Spectrum TypeDescriptionSplash KeyDeposition DateView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0900000000-9a9a9f94bee2dbaba3c02015-04-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0900000000-5692907557a9baf3d2572015-04-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014l-3900000000-7eef39e40fe85545ba502015-04-24View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-4b4ea885969f2a72f1b72015-04-25View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0900000000-4b4ea885969f2a72f1b72015-04-25View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-0900000000-e204af06be24fa547ed92015-04-25View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-84dab5fd9e005e323db02021-09-07View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-1900000000-3a4e7194998e40dc39cf2021-09-07View Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0900000000-84dab5fd9e005e323db02021-09-09View Spectrum


Spectrum TypeDescriptionDeposition DateView
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)2014-09-20View Spectrum
1D NMR13C NMR Spectrum (1D, 25.16 MHz, CDCl3, experimental)2014-09-23View Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB010838
KNApSAcK IDNot Available
Chemspider ID6736
KEGG Compound IDC14082
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link1-Methylnaphthalene
METLIN IDNot Available
PubChem Compound7002
PDB IDNot Available
ChEBI ID50717
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
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  7. Kleemann R, Meckenstock RU: Anaerobic naphthalene degradation by Gram-positive, iron-reducing bacteria. FEMS Microbiol Ecol. 2011 Dec;78(3):488-96. doi: 10.1111/j.1574-6941.2011.01193.x. Epub 2011 Sep 22. [PubMed:22066721 ]
  8. Govindarajan M, Karabacak M: FT-IR, FT-Raman and UV spectral investigation: computed frequency estimation analysis and electronic structure calculations on 1-bromo-2-methylnaphthalene. Spectrochim Acta A Mol Biomol Spectrosc. 2013 Jan 15;101:314-24. doi: 10.1016/j.saa.2012.09.099. Epub 2012 Oct 12. [PubMed:23123238 ]
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  11. Liu J, Tang X, Zhang Y, Zhao W: Determination of the volatile composition in brown millet, milled millet and millet bran by gas chromatography/mass spectrometry. Molecules. 2012 Feb 24;17(3):2271-82. doi: 10.3390/molecules17032271. [PubMed:22367023 ]
  12. Molloy JK, Kotova O, Peacock RD, Gunnlaugsson T: Synthesis of luminescent homo-dinuclear cationic lanthanide cyclen complexes bearing amide pendant arms through the use of copper catalysed (1,3-Huisgen, CuAAC) click chemistry. Org Biomol Chem. 2012 Jan 14;10(2):314-22. doi: 10.1039/c1ob06203d. Epub 2011 Nov 9. [PubMed:22071980 ]
  13. Berdugo-Clavijo C, Dong X, Soh J, Sensen CW, Gieg LM: Methanogenic biodegradation of two-ringed polycyclic aromatic hydrocarbons. FEMS Microbiol Ecol. 2012 Jul;81(1):124-33. doi: 10.1111/j.1574-6941.2012.01328.x. Epub 2012 Mar 8. [PubMed:22324881 ]
  14. Baedecker MJ, Eganhouse RP, Bekins BA, Delin GN: Loss of volatile hydrocarbons from an LNAPL oil source. J Contam Hydrol. 2011 Nov 1;126(3-4):140-52. doi: 10.1016/j.jconhyd.2011.06.006. Epub 2011 Jul 19. [PubMed:22115081 ]
  15. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .