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Record Information
Version3.6
Creation Date2012-09-11 17:52:19 UTC
Update Date2016-02-11 02:09:43 UTC
HMDB IDHMDB32860
Secondary Accession NumbersNone
Metabolite Identification
Common Name1-Methylnaphthalene
Description1-Methylnaphthalene is found in black walnut. 1-Methylnaphthalene is a flavouring ingredient.
Structure
Thumb
Synonyms
ValueSource
alpha-MethylnaphthaleneChEBI
a-MethylnaphthaleneGenerator
α-methylnaphthaleneGenerator
1-Methyl naphthaleneHMDB
1-Methyl-naphthaleneHMDB
alpha-Methyl naphthalenesHMDB
alpha-Methyl-naphthaleneHMDB
FEMA 3193HMDB
Methyl naphthaleneHMDB
Methyl-1-naphthaleneHMDB
Methyl-naphthaleneHMDB
Naphthalene, methyl-, homopolymerHMDB
PolymethylnaphthaleneHMDB
Chemical FormulaC11H10
Average Molecular Weight142.1971
Monoisotopic Molecular Weight142.07825032
IUPAC Name1-methylnaphthalene
Traditional Name1-methylnaphthalene
CAS Registry Number90-12-0
SMILES
CC1=CC=CC2=CC=CC=C12
InChI Identifier
InChI=1S/C11H10/c1-9-5-4-7-10-6-2-3-8-11(9)10/h2-8H,1H3
InChI KeyInChIKey=QPUYECUOLPXSFR-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as naphthalenes. These 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
  • Polycyclic hydrocarbon
  • Hydrocarbon
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Food
Biofunction
  • Nutrient
Application
  • Flavoring Agent
Cellular locations
  • Membrane
Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point-22 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.0258 mg/mL at 25 °CNot Available
LogP3.87Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.017 mg/mLALOGPS
logP3.84ALOGPS
logP3.48ChemAxon
logS-3.9ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 Å2ChemAxon
Rotatable Bond Count0ChemAxon
Refractivity47.55 m3·mol-1ChemAxon
Polarizability16.61 Å3ChemAxon
Number of Rings2ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0006-0900000000-9a9a9f94bee2dbaba3c0View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0006-0900000000-5692907557a9baf3d257View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014l-3900000000-7eef39e40fe85545ba50View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0006-0900000000-4b4ea885969f2a72f1b7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0006-0900000000-4b4ea885969f2a72f1b7View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-0900000000-e204af06be24fa547ed9View in MoNA
MSMass Spectrum (Electron Ionization)splash10-0006-2900000000-53cda581a6605326e48cView in MoNA
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
Biological Properties
Cellular Locations
  • Membrane
Biofluid LocationsNot Available
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB010838
KNApSAcK IDNot Available
Chemspider ID6736
KEGG Compound IDC14082
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link1-Methylnaphthalene
NuGOwiki LinkHMDB32860
Metagene LinkHMDB32860
METLIN IDNot Available
PubChem Compound7002
PDB IDNot Available
ChEBI ID50717
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Adachi K: Mass fragmentographic determination of polymethylnaphthalene and polymethylphenanthrene in a crude oil and in marine organisms. Bull Environ Contam Toxicol. 1980 Sep;25(3):416-23. [6893557 ]
  2. Jin M, Kijima A, Suzuki Y, Hibi D, Ishii Y, Nohmi T, Nishikawa A, Ogawa K, Umemura T: In vivo genotoxicity of 1-methylnaphthalene from comprehensive toxicity studies with B6C3F1 gpt delta mice. J Toxicol Sci. 2012;37(4):711-21. [22863852 ]
  3. Kameda T, Inazu K, Asano K, Murota M, Takenaka N, Sadanaga Y, Hisamatsu Y, Bandow H: Prediction of rate constants for the gas phase reactions of triphenylene with OH and NO3 radicals using a relative rate method in CCl4 liquid phase-system. Chemosphere. 2013 Jan;90(2):766-71. doi: 10.1016/j.chemosphere.2012.09.071. Epub 2012 Oct 22. [23084261 ]
  4. Kwon HC, Kwon JH: Measuring aqueous solubility in the presence of small cosolvent volume fractions by passive dosing. Environ Sci Technol. 2012 Nov 20;46(22):12550-6. doi: 10.1021/es3035363. Epub 2012 Oct 29. [23088587 ]
  5. Wang Y, Lonard DM, Yu Y, Chow DC, Palzkill TG, O'Malley BW: Small molecule inhibition of the steroid receptor coactivators, SRC-3 and SRC-1. Mol Endocrinol. 2011 Dec;25(12):2041-53. doi: 10.1210/me.2011-1222. Epub 2011 Nov 3. [22053001 ]
  6. Shintani M, Matsuo Y, Sakuraba S, Matubayasi N: Interaction of naphthalene derivatives with lipids in membranes studied by the 1H-nuclear Overhauser effect and molecular dynamics simulation. Phys Chem Chem Phys. 2012 Oct 28;14(40):14049-60. Epub 2012 Sep 17. [22983117 ]
  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. [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. [23123238 ]
  9. Lopez ER, Pensado AS, Fernandez J, Harris KR: On the density scaling of pVT data and transport properties for molecular and ionic liquids. J Chem Phys. 2012 Jun 7;136(21):214502. doi: 10.1063/1.4720070. [22697553 ]
  10. Wang LF, Wu QJ, Zu LL: [Laser-induced fluorescence of 1-methylnaphthalene in a supersonic jet expansion]. Guang Pu Xue Yu Guang Pu Fen Xi. 2011 Nov;31(11):2965-8. [22242496 ]
  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. [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. [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. [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. [22115081 ]
  15. Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.