Np mrd loader

Showing NP-Card for 2-Methylnaphthalene (NP0002781)

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Record Information
Version2.0
Created at2020-11-23 19:40:16 UTC
Updated at2021-08-19 23:59:22 UTC
NP-MRD IDNP0002781
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-Methylnaphthalene
Provided ByBMRBBMRB logo
Description2-Methylnaphthalene exists in all living organisms, ranging from bacteria to humans. 2-Methylnaphthalene is a primary metabolite. Primary metabolites are metabolically or physiologically essential metabolites. They are directly involved in an organism’s growth, development or reproduction. 2-Methylnaphthalene is found in Aspalathus linearis, Carica papaya , Cecropia pachystachya, Gossypium hirsutum, Persicaria lapathifolia, Phaseolus vulgaris, Prunus dulcis and Zea mays. 2-Methylnaphthalene was first documented in 2011 (PMID: 21478643). Based on a literature review a small amount of articles have been published on 2-Methylnaphthalene (PMID: 22324881) (PMID: 22002322) (PMID: 24117136).
Structure
Thumb
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002781 (2-Methylnaphthalene)


     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   -3.4655   -0.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0400   -0.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7315    1.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3060    1.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8110    0.8514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2366    1.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3536    0.3171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0451   -1.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6195   -1.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5025   -0.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9230   -1.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9323    0.8765    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9987   -1.9745    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8910   -1.0158    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8485    2.3869    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0025    3.3205    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5451    2.7861    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7791    0.7839    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1621   -2.1520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3110   -3.0856    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2315   -2.5513    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  2  1  0
 10  5  1  0
  1 12  1  1
  1 13  1  0
  1 14  1  0
  3 15  1  0
  4 16  1  0
  6 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
 11 21  1  0
M  END
Download

3D MOL for NP0002781 (2-Methylnaphthalene)

NP0002781
     RDKit          3D

 21 22  0  0  0  0  0  0  0  0999 V2000
   -3.2835   -0.6081   -0.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8860   -0.1324   -0.1061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6478    1.1332    0.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3431    1.5665    0.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7527    0.7648    0.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0476    1.1938    0.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1433    0.4003    0.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8943   -0.8652   -0.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5919   -1.3024   -0.4536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5042   -0.4998   -0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7962   -0.9309   -0.3802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6850   -1.0272    0.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9340    0.2064   -0.7164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2559   -1.4290   -1.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4993    1.7867    0.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1283    2.5603    0.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2333    2.1881    0.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1580    0.7461    0.4039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7210   -1.5377   -0.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3737   -2.2955   -0.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9609   -1.9181   -0.7626 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  2  1  0
 10  5  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  4 16  1  0
  6 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
 11 21  1  0
M  END
Download

3D SDF for NP0002781 (2-Methylnaphthalene)


     RDKit          2D

 21 22  0  0  0  0  0  0  0  0999 V2000
   -3.4655   -0.5490    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0400   -0.0822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7315    1.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3060    1.8525    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8110    0.8514    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2366    1.3182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3536    0.3171    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0451   -1.1509    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6195   -1.6177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5025   -0.6165    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9230   -1.0833    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9323    0.8765    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9987   -1.9745    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8910   -1.0158    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8485    2.3869    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0025    3.3205    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5451    2.7861    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7791    0.7839    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1621   -2.1520    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3110   -3.0856    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2315   -2.5513    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  2  1  0
 10  5  1  0
  1 12  1  1
  1 13  1  0
  1 14  1  0
  3 15  1  0
  4 16  1  0
  6 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
 11 21  1  0
M  END
> <DATABASE_ID>
NP0002781

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC1=CC=C2C=CC=CC2=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H10/c1-9-6-7-10-4-2-3-5-11(10)8-9/h2-8H,1H3

> <INCHI_KEY>
QIMMUPPBPVKWKM-UHFFFAOYSA-N

> <FORMULA>
C11H10

> <MOLECULAR_WEIGHT>
142.1971

> <EXACT_MASS>
142.07825032

> <JCHEM_ACCEPTOR_COUNT>
0

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
16.781056993676785

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-methylnaphthalene

> <ALOGPS_LOGP>
3.83

> <JCHEM_LOGP>
3.476143962

> <ALOGPS_LOGS>
-3.91

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_POLAR_SURFACE_AREA>
0.0

> <JCHEM_REFRACTIVITY>
47.549400000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.74e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methylnaphthalene

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0002781 (2-Methylnaphthalene)

NP0002781
     RDKit          3D

 21 22  0  0  0  0  0  0  0  0999 V2000
   -3.2835   -0.6081   -0.3283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8860   -0.1324   -0.1061 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6478    1.1332    0.3849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3431    1.5665    0.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7527    0.7648    0.3130 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0476    1.1938    0.5144 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1433    0.4003    0.2424 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8943   -0.8652   -0.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5919   -1.3024   -0.4536 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5042   -0.4998   -0.1779 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7962   -0.9309   -0.3802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6850   -1.0272    0.6348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9340    0.2064   -0.7164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2559   -1.4290   -1.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4993    1.7867    0.6103 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1283    2.5603    0.9745 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2333    2.1881    0.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1580    0.7461    0.4039 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7210   -1.5377   -0.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3737   -2.2955   -0.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9609   -1.9181   -0.7626 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11  2  1  0
 10  5  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  3 15  1  0
  4 16  1  0
  6 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
 11 21  1  0
M  END
Download

PDB for NP0002781 (2-Methylnaphthalene)

HEADER    PROTEIN                                 20-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-20         0                                  
HETATM    1  C   UNK     0       0.000  -3.080   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.668  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.668  -2.310   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.335  -3.080   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9    5   11                                                  
CONECT   11   10    2                                                       
MASTER        0    0    0    0    0    0    0    0   11    0   24    0
END
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3D PDB for NP0002781 (2-Methylnaphthalene)

COMPND    NP0002781
HETATM    1  C1  UNL     1      -3.284  -0.608  -0.328  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.886  -0.132  -0.106  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.648   1.133   0.385  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.343   1.566   0.588  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.753   0.765   0.313  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.048   1.194   0.514  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.143   0.400   0.242  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.894  -0.865  -0.249  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.592  -1.302  -0.454  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.504  -0.500  -0.178  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.796  -0.931  -0.380  1.00  0.00           C  
HETATM   12  H1  UNL     1      -3.685  -1.027   0.635  1.00  0.00           H  
HETATM   13  H2  UNL     1      -3.934   0.206  -0.716  1.00  0.00           H  
HETATM   14  H3  UNL     1      -3.256  -1.429  -1.070  1.00  0.00           H  
HETATM   15  H4  UNL     1      -2.499   1.787   0.610  1.00  0.00           H  
HETATM   16  H5  UNL     1      -0.128   2.560   0.974  1.00  0.00           H  
HETATM   17  H6  UNL     1       2.233   2.188   0.900  1.00  0.00           H  
HETATM   18  H7  UNL     1       4.158   0.746   0.404  1.00  0.00           H  
HETATM   19  H8  UNL     1       3.721  -1.538  -0.482  1.00  0.00           H  
HETATM   20  H9  UNL     1       1.374  -2.295  -0.840  1.00  0.00           H  
HETATM   21  H10 UNL     1      -0.961  -1.918  -0.763  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3    3   11
CONECT    3    4   15
CONECT    4    5    5   16
CONECT    5    6   10
CONECT    6    7    7   17
CONECT    7    8   18
CONECT    8    9    9   19
CONECT    9   10   20
CONECT   10   11   11
CONECT   11   21
END
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SMILES for NP0002781 (2-Methylnaphthalene)

CC1=CC=C2C=CC=CC2=C1
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INCHI for NP0002781 (2-Methylnaphthalene)

InChI=1S/C11H10/c1-9-6-7-10-4-2-3-5-11(10)8-9/h2-8H,1H3
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View in JSmol
Synonyms
ValueSource
beta-MethylnaphthaleneChEBI
b-MethylnaphthaleneGenerator
Β-methylnaphthaleneGenerator
2-Methylnaphthalene, methyl-13C-labeledMeSH
2-Methylnaphthalene, ion(1+)MeSH
2-Methylnaphthalene, ion(1-)MeSH
2-Methylnaphthalene, lithium salt, ion(1-)MeSH
2-Methylnaphthalene, naphthalene-1-(13)C-labeledMeSH
Chemical FormulaC11H10
Average Mass142.1971 Da
Monoisotopic Mass142.07825 Da
IUPAC Name2-methylnaphthalene
Traditional Name2-methylnaphthalene
CAS Registry NumberNot Available
SMILES
CC1=CC=C2C=CC=CC2=C1
InChI Identifier
InChI=1S/C11H10/c1-9-6-7-10-4-2-3-5-11(10)8-9/h2-8H,1H3
InChI KeyQIMMUPPBPVKWKM-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 400 MHz, CDCl3, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Aspalathus linearisLOTUS Database
Cannabis sativaCannabisDB
      Not Available
Carica papayaKNApSAcK Database
Carica papaya L.Plant
Cecropia pachystachyaLOTUS Database
Gossypium hirsutumLOTUS Database
Persicaria lapathifoliaLOTUS Database
Phaseolus vulgarisLOTUS Database
Prunus dulcisLOTUS Database
Tipuana tipuKNApSAcK Database
Zea maysLOTUS Database
Zea mays L.FooDB
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
  • Aromatic hydrocarbon
  • Polycyclic hydrocarbon
  • Unsaturated hydrocarbon
  • Hydrocarbon
  • Aromatic homopolycyclic compound
Molecular FrameworkAromatic homopolycyclic compounds
External Descriptors
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point33.00 to 35.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Boiling Point239.00 to 242.00 °C. @ 760.00 mm HgThe Good Scents Company Information System
Water Solubility41.42 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP3.860The Good Scents Company Information System
Predicted Properties
PropertyValueSource
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
HMDB IDHMDB0062000
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDFDB007631
KNApSAcK IDC00052653
Chemspider ID6788
KEGG Compound IDC14098
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia Link2-Methylnaphthalene
METLIN IDNot Available
PubChem CompoundNot Available
PDB IDNot Available
ChEBI ID50720
Good Scents IDrw1179161
References
General References
  1. 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 ]
  2. Stancu MM, Grifoll M: Multidrug resistance in hydrocarbon-tolerant Gram-positive and Gram-negative bacteria. J Gen Appl Microbiol. 2011;57(1):1-18. doi: 10.2323/jgam.57.1. [PubMed:21478643 ]
  3. Swiercz R, Wasowicz W, Stetkiewicz J, Gromadzinska J, Majcherek W: 4-Week inhalation toxicity of 2-methylnaphthalene in experimental animals. Int J Occup Med Environ Health. 2011 Dec;24(4):399-408. doi: 10.2478/s13382-011-0036-9. Epub 2011 Oct 14. [PubMed:22002322 ]
  4. Friha H, Feraud G, Troy T, Falvo C, Parneix P, Brechignac P, Dhaouadi Z, Schmidt TW, Pino T: Visible photodissociation spectra of the 1- and 2-methylnaphthalene cations: laser spectroscopy and theoretical simulations. J Phys Chem A. 2013 Dec 19;117(50):13664-72. doi: 10.1021/jp407627x. Epub 2013 Oct 31. [PubMed:24117136 ]