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Showing NP-Card for 2-Naphthalenemethanol (NP0002847)

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Record Information
Version1.0
Created at2020-11-23 19:41:55 UTC
Updated at2021-08-12 19:52:19 UTC
NP-MRD IDNP0002847
Secondary Accession NumbersNone
Natural Product Identification
Common Name2-Naphthalenemethanol
Provided ByBMRBBMRB logo
Description(2-Naphthyl)methanol 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-Naphthyl)methanol exists in all living organisms, ranging from bacteria to humans (2-Naphthyl)methanol 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-Naphthalenemethanol is found in Mus musculus. It was first documented in 1983 (PMID: 6137337). Based on a literature review a significant number of articles have been published on (2-Naphthyl)methanol (PMID: 21447597) (PMID: 17984079) (PMID: 11112585) (PMID: 2865100).
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for NP0002847 (2-Naphthalenemethanol)


     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   -4.7257   -0.3866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2575   -0.0790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7894    0.2285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3216    1.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1465    1.9612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1469    0.8435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6150    1.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6154    0.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1477   -1.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6795   -1.6994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6791   -0.5817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7890   -0.8892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1934   -1.8118    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9500   -1.5472    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5651    1.3891    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3220    2.7714    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6142    3.3864    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0828    2.5762    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0836    0.3409    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1481   -2.5095    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2118   -3.1246    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2568   -2.3144    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  3  1  0
 11  6  1  0
  1 13  1  0
  2 14  1  1
  2 15  1  0
  4 16  1  0
  5 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
 10 21  1  0
 12 22  1  0
M  END
Download

3D MOL for NP0002847 (2-Naphthalenemethanol)

NP0002847
     RDKit          3D

 22 23  0  0  0  0  0  0  0  0999 V2000
   -3.5948    1.0156   -0.1446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0022   -0.0298   -0.8424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6154   -0.1748   -0.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3831   -1.0175    0.7472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1186   -1.1835    1.2649 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9611   -0.4919    0.7108 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2152   -0.6769    1.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2650    0.0161    0.6852 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0560    0.8655   -0.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7883    1.0304   -0.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7100    0.3445   -0.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5690    0.5185   -0.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5452    1.1412   -0.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9693    0.1850   -1.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5482   -0.9910   -0.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2098   -1.5798    1.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0918   -1.8342    2.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4103   -1.3341    2.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2830   -0.1028    1.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8902    1.4123   -0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5925    1.6935   -1.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7079    1.1936   -1.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  3  1  0
 11  6  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  4 16  1  0
  5 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
 10 21  1  0
 12 22  1  0
M  END
Download

3D SDF for NP0002847 (2-Naphthalenemethanol)


     RDKit          2D

 22 23  0  0  0  0  0  0  0  0999 V2000
   -4.7257   -0.3866    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2575   -0.0790    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7894    0.2285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3216    1.6537    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1465    1.9612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1469    0.8435    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6150    1.1510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6154    0.0333    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1477   -1.3919    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6795   -1.6994    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6791   -0.5817    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7890   -0.8892    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1934   -1.8118    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9500   -1.5472    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5651    1.3891    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3220    2.7714    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6142    3.3864    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0828    2.5762    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0836    0.3409    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1481   -2.5095    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2118   -3.1246    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2568   -2.3144    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  3  1  0
 11  6  1  0
  1 13  1  0
  2 14  1  1
  2 15  1  0
  4 16  1  0
  5 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
 10 21  1  0
 12 22  1  0
M  END
> <DATABASE_ID>
NP0002847

> <DATABASE_NAME>
NP-MRD

> <SMILES>
OCC1=CC2=CC=CC=C2C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H10O/c12-8-9-5-6-10-3-1-2-4-11(10)7-9/h1-7,12H,8H2

> <INCHI_KEY>
MFGWMAAZYZSWMY-UHFFFAOYSA-N

> <FORMULA>
C11H10O

> <MOLECULAR_WEIGHT>
158.1965

> <EXACT_MASS>
158.073164942

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
17.748423217679278

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
naphthalen-2-ylmethanol

> <ALOGPS_LOGP>
2.28

> <JCHEM_LOGP>
2.1953728053333332

> <ALOGPS_LOGS>
-2.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.959313374273567

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8165963300927412

> <JCHEM_POLAR_SURFACE_AREA>
20.23

> <JCHEM_REFRACTIVITY>
49.3241

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.87e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-naphthalenemethanol

> <JCHEM_VEBER_RULE>
1

$$$$
Download

3D-SDF for NP0002847 (2-Naphthalenemethanol)

NP0002847
     RDKit          3D

 22 23  0  0  0  0  0  0  0  0999 V2000
   -3.5948    1.0156   -0.1446 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0022   -0.0298   -0.8424 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6154   -0.1748   -0.3189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3831   -1.0175    0.7472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1186   -1.1835    1.2649 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9611   -0.4919    0.7108 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2152   -0.6769    1.2486 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2650    0.0161    0.6852 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0560    0.8655   -0.3829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7883    1.0304   -0.9001 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7100    0.3445   -0.3525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5690    0.5185   -0.8835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5452    1.1412   -0.3434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9693    0.1850   -1.9405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5482   -0.9910   -0.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2098   -1.5798    1.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0918   -1.8342    2.0959 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4103   -1.3341    2.0835 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2830   -0.1028    1.0844 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8902    1.4123   -0.8259 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5925    1.6935   -1.7423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7079    1.1936   -1.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12  3  1  0
 11  6  1  0
  1 13  1  0
  2 14  1  0
  2 15  1  0
  4 16  1  0
  5 17  1  0
  7 18  1  0
  8 19  1  0
  9 20  1  0
 10 21  1  0
 12 22  1  0
M  END
Download

PDB for NP0002847 (2-Naphthalenemethanol)

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Structure #1                                      
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -1.334   2.310   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   3.850   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.000   4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667   4.620   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.335   4.620   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   3.850   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       5.335   6.160   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1   10                                                       
CONECT    4    2   11                                                       
CONECT    5    6    9                                                       
CONECT    6    5   10                                                       
CONECT    7    9   11                                                       
CONECT    8    9   12                                                       
CONECT    9    5    7    8                                                  
CONECT   10    3    6   11                                                  
CONECT   11    4    7   10                                                  
CONECT   12    8                                                            
MASTER        0    0    0    0    0    0    0    0   12    0   26    0
END
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3D PDB for NP0002847 (2-Naphthalenemethanol)

COMPND    NP0002847
HETATM    1  O1  UNL     1      -3.595   1.016  -0.145  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.002  -0.030  -0.842  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.615  -0.175  -0.319  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.383  -1.017   0.747  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.119  -1.184   1.265  1.00  0.00           C  
HETATM    6  C5  UNL     1       0.961  -0.492   0.711  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.215  -0.677   1.249  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.265   0.016   0.685  1.00  0.00           C  
HETATM    9  C8  UNL     1       3.056   0.865  -0.383  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.788   1.030  -0.900  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.710   0.345  -0.352  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.569   0.519  -0.883  1.00  0.00           C  
HETATM   13  H1  UNL     1      -4.545   1.141  -0.343  1.00  0.00           H  
HETATM   14  H2  UNL     1      -2.969   0.185  -1.940  1.00  0.00           H  
HETATM   15  H3  UNL     1      -3.548  -0.991  -0.729  1.00  0.00           H  
HETATM   16  H4  UNL     1      -2.210  -1.580   1.211  1.00  0.00           H  
HETATM   17  H5  UNL     1       0.092  -1.834   2.096  1.00  0.00           H  
HETATM   18  H6  UNL     1       2.410  -1.334   2.084  1.00  0.00           H  
HETATM   19  H7  UNL     1       4.283  -0.103   1.084  1.00  0.00           H  
HETATM   20  H8  UNL     1       3.890   1.412  -0.826  1.00  0.00           H  
HETATM   21  H9  UNL     1       1.592   1.693  -1.742  1.00  0.00           H  
HETATM   22  H10 UNL     1      -0.708   1.194  -1.726  1.00  0.00           H  
CONECT    1    2   13
CONECT    2    3   14   15
CONECT    3    4    4   12
CONECT    4    5   16
CONECT    5    6    6   17
CONECT    6    7   11
CONECT    7    8    8   18
CONECT    8    9   19
CONECT    9   10   10   20
CONECT   10   11   21
CONECT   11   12   12
CONECT   12   22
END
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SMILES for NP0002847 (2-Naphthalenemethanol)

OCC1=CC2=CC=CC=C2C=C1
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INCHI for NP0002847 (2-Naphthalenemethanol)

InChI=1S/C11H10O/c12-8-9-5-6-10-3-1-2-4-11(10)7-9/h1-7,12H,8H2
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View in JSmol
Synonyms
ValueSource
2-HydroxymethylnaphthaleneChEBI
2-NaphthalenemethanolChEBI
Naphthalen-2-yl-methanolChEBI
Chemical FormulaC11H10O
Average Mass158.1965 Da
Monoisotopic Mass158.07316 Da
IUPAC Namenaphthalen-2-ylmethanol
Traditional Name2-naphthalenemethanol
CAS Registry NumberNot Available
SMILES
OCC1=CC2=CC=CC=C2C=C1
InChI Identifier
InChI=1S/C11H10O/c12-8-9-5-6-10-3-1-2-4-11(10)7-9/h1-7,12H,8H2
InChI KeyMFGWMAAZYZSWMY-UHFFFAOYSA-N
Experimental Spectra
Spectrum TypeDescriptionDepositor EmailDepositor OrganizationDepositorDeposition DateView
1D NMR1H NMR Spectrum (1D, 500 MHz, ethanol, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, ethanol, simulated)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
1D NMR13C NMR Spectrum (1D, 500 MHz, ethanol, experimental)Wishart LabWishart LabDavid Wishart2021-06-20View Spectrum
Predicted Spectra
Not Available
Chemical Shift Submissions
Not Available
Species
Species of Origin
Species NameSourceReference
Mus musculusLOTUS Database
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
ClassNaphthalenes
Sub ClassNot Available
Direct ParentNaphthalenes
Alternative ParentsNot Available
SubstituentsNot Available
Molecular FrameworkAromatic homopolycyclic compounds
External DescriptorsNot Available
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
logP2.28ALOGPS
logP2.2ChemAxon
logS-2.7ALOGPS
pKa (Strongest Acidic)14.96ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area20.23 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity49.32 m³·mol⁻¹ChemAxon
Polarizability17.75 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
HMDB IDHMDB0060303
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FoodDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID66741
KEGG Compound IDC02909
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound74128
PDB IDNot Available
ChEBI ID27615
Good Scents IDNot Available
References
General References
  1. Magrane M: UniProt Knowledgebase: a hub of integrated protein data. Database (Oxford). 2011 Mar 29;2011:bar009. doi: 10.1093/database/bar009. Print 2011. [PubMed:21447597 ]
  2. Ulrich EL, Akutsu H, Doreleijers JF, Harano Y, Ioannidis YE, Lin J, Livny M, Mading S, Maziuk D, Miller Z, Nakatani E, Schulte CF, Tolmie DE, Kent Wenger R, Yao H, Markley JL: BioMagResBank. Nucleic Acids Res. 2008 Jan;36(Database issue):D402-8. doi: 10.1093/nar/gkm957. Epub 2007 Nov 4. [PubMed:17984079 ]
  3. Nakamura S, Yasuda H, Watanabe Y, Toru T: New asymmetric reactions of 2-formyl- and 2-acyl-1-[(2,4, 6-triisopropylphenyl)sulfinyl]naphthalenes via diastereomeric rotamers. J Org Chem. 2000 Dec 15;65(25):8640-50. doi: 10.1021/jo005581p. [PubMed:11112585 ]
  4. Melancon MJ, Williams DE, Buhler DR, Lech JJ: Metabolism of 2-methylnaphthalene by rat and rainbow trout hepatic microsomes and purified cytochromes P-450. Drug Metab Dispos. 1985 Sep-Oct;13(5):542-7. [PubMed:2865100 ]
  5. Breger RK, Novak RF, Franklin RB, Rickert D, Lech JJ: Further structural analysis of rat liver microsomal metabolites of 2-methylnaphthalene. Drug Metab Dispos. 1983 Jul-Aug;11(4):319-23. [PubMed:6137337 ]