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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 22:55:35 UTC

Update Date

2022-03-07 02:55:27 UTC

HMDB ID

HMDB0037667

Secondary Accession Numbers

HMDB37667

Metabolite Identification

Common Name

o-Tolyl salicylate

Description

o-Tolyl salicylate belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone). o-Tolyl salicylate is an eucalyptus and herbal tasting compound. Based on a literature review very few articles have been published on o-Tolyl salicylate.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0037667
     RDKit          3D
o-Tolyl salicylate
 29 30  0  0  0  0  0  0  0  0999 V2000
    1.8748   -1.9459   -0.5756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4905   -0.7389    0.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8647   -0.5580    0.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4005    0.5532    0.6832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5589    1.4524    1.2708 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1921    1.2871    1.2799 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6636    0.1768    0.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2952   -0.0111    0.6710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5212    0.4877   -0.3628 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0881    1.0975   -1.2497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9466    0.2574   -0.3084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4786   -0.4620    0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8047   -0.7326    0.9274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6874   -0.3008   -0.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2442    0.3977   -1.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8669    0.6802   -1.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4574    1.3840   -2.3310 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6865   -2.5400   -1.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3654   -2.5212    0.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1301   -1.5980   -1.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5025   -1.2976   -0.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4703    0.7336    0.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9335    2.3578    1.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5542    2.0331    1.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7617   -0.8042    1.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1288   -1.2900    1.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7337   -0.5146    0.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8964    0.7756   -1.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5433    1.6407   -2.5499 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  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
  7  2  1  0
 16 11  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 17 29  1  0
M  END


  Mrv0541 05061309562D          

 17 18  0  0  0  0            999 V2000
    0.0000    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    7.0125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    5.7750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  2  2  0  0  0  0
  6  2  1  0  0  0  0
  7  3  1  0  0  0  0
  8  4  1  0  0  0  0
  9  5  1  0  0  0  0
 10  1  1  0  0  0  0
 10  6  2  0  0  0  0
 11  7  2  0  0  0  0
 12  8  2  0  0  0  0
 12 11  1  0  0  0  0
 13  9  2  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 14  2  0  0  0  0
 17 13  1  0  0  0  0
 17 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0037667

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1=CC=CC=C1OC(=O)C1=CC=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C14H12O3/c1-10-6-2-5-9-13(10)17-14(16)11-7-3-4-8-12(11)15/h2-9,15H,1H3

> <INCHI_KEY>
KITKATPLNVHGFC-UHFFFAOYSA-N

> <FORMULA>
C14H12O3

> <MOLECULAR_WEIGHT>
228.2433

> <EXACT_MASS>
228.07864425

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
23.88509319606563

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-methylphenyl 2-hydroxybenzoate

> <ALOGPS_LOGP>
3.91

> <JCHEM_LOGP>
4.494537296333333

> <ALOGPS_LOGS>
-3.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.66800954558366

> <JCHEM_PKA_STRONGEST_BASIC>
-4.291267126457577

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
64.88300000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.11e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-methylphenyl 2-hydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0037667
     RDKit          3D
o-Tolyl salicylate
 29 30  0  0  0  0  0  0  0  0999 V2000
    1.8748   -1.9459   -0.5756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4905   -0.7389    0.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8647   -0.5580    0.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4005    0.5532    0.6832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5589    1.4524    1.2708 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1921    1.2871    1.2799 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6636    0.1768    0.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2952   -0.0111    0.6710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5212    0.4877   -0.3628 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0881    1.0975   -1.2497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9466    0.2574   -0.3084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4786   -0.4620    0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8047   -0.7326    0.9274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6874   -0.3008   -0.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2442    0.3977   -1.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8669    0.6802   -1.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4574    1.3840   -2.3310 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6865   -2.5400   -1.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3654   -2.5212    0.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1301   -1.5980   -1.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5025   -1.2976   -0.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4703    0.7336    0.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9335    2.3578    1.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5542    2.0331    1.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7617   -0.8042    1.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1288   -1.2900    1.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7337   -0.5146    0.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8964    0.7756   -1.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5433    1.6407   -2.5499 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  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
  7  2  1  0
 16 11  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 17 29  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0       0.000   9.240   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   6.160   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  15.400   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.001  16.170   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001   6.930   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334   6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  13.860   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.667  15.400   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       1.334   8.470   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.001  13.090   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.667  13.860   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       1.334  13.090   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       5.335  10.780   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       2.667  10.780   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2    5    6                                                       
CONECT    3    4    7                                                       
CONECT    4    3    8                                                       
CONECT    5    2    9                                                       
CONECT    6    2   10                                                       
CONECT    7    3   11                                                       
CONECT    8    4   12                                                       
CONECT    9    5   13                                                       
CONECT   10    1    6   13                                                  
CONECT   11    7   12   14                                                  
CONECT   12    8   11   15                                                  
CONECT   13    9   10   17                                                  
CONECT   14   11   16   17                                                  
CONECT   15   12                                                            
CONECT   16   14                                                            
CONECT   17   13   14                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0037667
HETATM    1  C1  UNL     1       1.875  -1.946  -0.576  1.00  0.00           C  
HETATM    2  C2  UNL     1       2.490  -0.739   0.079  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.865  -0.558   0.078  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.401   0.553   0.683  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.559   1.452   1.271  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.192   1.287   1.280  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.664   0.177   0.675  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.295  -0.011   0.671  1.00  0.00           O  
HETATM    9  C8  UNL     1      -0.521   0.488  -0.363  1.00  0.00           C  
HETATM   10  O2  UNL     1       0.088   1.098  -1.250  1.00  0.00           O  
HETATM   11  C9  UNL     1      -1.947   0.257  -0.308  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.479  -0.462   0.782  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.805  -0.733   0.927  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.687  -0.301  -0.009  1.00  0.00           C  
HETATM   15  C13 UNL     1      -4.244   0.398  -1.085  1.00  0.00           C  
HETATM   16  C14 UNL     1      -2.867   0.680  -1.238  1.00  0.00           C  
HETATM   17  O3  UNL     1      -2.457   1.384  -2.331  1.00  0.00           O  
HETATM   18  H1  UNL     1       2.687  -2.540  -1.037  1.00  0.00           H  
HETATM   19  H2  UNL     1       1.365  -2.521   0.232  1.00  0.00           H  
HETATM   20  H3  UNL     1       1.130  -1.598  -1.318  1.00  0.00           H  
HETATM   21  H4  UNL     1       4.503  -1.298  -0.401  1.00  0.00           H  
HETATM   22  H5  UNL     1       5.470   0.734   0.706  1.00  0.00           H  
HETATM   23  H6  UNL     1       3.934   2.358   1.768  1.00  0.00           H  
HETATM   24  H7  UNL     1       1.554   2.033   1.763  1.00  0.00           H  
HETATM   25  H8  UNL     1      -1.762  -0.804   1.528  1.00  0.00           H  
HETATM   26  H9  UNL     1      -4.129  -1.290   1.793  1.00  0.00           H  
HETATM   27  H10 UNL     1      -5.734  -0.515   0.107  1.00  0.00           H  
HETATM   28  H11 UNL     1      -4.896   0.776  -1.876  1.00  0.00           H  
HETATM   29  H12 UNL     1      -1.543   1.641  -2.550  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3    3    7
CONECT    3    4   21
CONECT    4    5    5   22
CONECT    5    6   23
CONECT    6    7    7   24
CONECT    7    8
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   12   16
CONECT   12   13   25
CONECT   13   14   14   26
CONECT   14   15   27
CONECT   15   16   16   28
CONECT   16   17
CONECT   17   29
END

HMDB0037667
     RDKit          3D
o-Tolyl salicylate
 29 30  0  0  0  0  0  0  0  0999 V2000
    1.8748   -1.9459   -0.5756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4905   -0.7389    0.0788 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8647   -0.5580    0.0783 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4005    0.5532    0.6832 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5589    1.4524    1.2708 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1921    1.2871    1.2799 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6636    0.1768    0.6749 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2952   -0.0111    0.6710 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5212    0.4877   -0.3628 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0881    1.0975   -1.2497 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9466    0.2574   -0.3084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4786   -0.4620    0.7816 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8047   -0.7326    0.9274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6874   -0.3008   -0.0090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2442    0.3977   -1.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8669    0.6802   -1.2385 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4574    1.3840   -2.3310 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6865   -2.5400   -1.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3654   -2.5212    0.2316 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1301   -1.5980   -1.3184 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5025   -1.2976   -0.4009 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4703    0.7336    0.7057 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9335    2.3578    1.7684 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5542    2.0331    1.7628 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7617   -0.8042    1.5277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1288   -1.2900    1.7926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7337   -0.5146    0.1066 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8964    0.7756   -1.8758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5433    1.6407   -2.5499 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  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
  7  2  1  0
 16 11  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  3 21  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
 12 25  1  0
 13 26  1  0
 14 27  1  0
 15 28  1  0
 17 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
O-Tolyl salicylic acid	Generator
2-Methylphenyl 2-hydroxybenzoate	HMDB
2-Methylphenyl salicylate	HMDB
Benzoic acid, 2-hydroxy-, 2-methylphenyl ester	HMDB
FEMA 3734	HMDB
O-Cresyl salicylate	HMDB
Salicylic acid, O-tolyl ester	HMDB
2-Methylphenyl 2-hydroxybenzoic acid	Generator

Chemical Formula

C₁₄H₁₂O₃

Average Molecular Weight

228.2433

Monoisotopic Molecular Weight

228.07864425

IUPAC Name

2-methylphenyl 2-hydroxybenzoate

Traditional Name

2-methylphenyl 2-hydroxybenzoate

CAS Registry Number

617-01-6

SMILES

CC1=CC=CC=C1OC(=O)C1=CC=CC=C1O

InChI Identifier

InChI=1S/C14H12O3/c1-10-6-2-5-9-13(10)17-14(16)11-7-3-4-8-12(11)15/h2-9,15H,1H3

InChI Key

KITKATPLNVHGFC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Depsides and depsidones

Sub Class

Not Available

Direct Parent

Depsides and depsidones

Alternative Parents

Substituents

Depside backbone
O-hydroxybenzoic acid ester
Benzoate ester
Salicylic acid or derivatives
Phenol ester
Benzoic acid or derivatives
Phenoxy compound
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Toluene
Phenol
Monocyclic benzene moiety
Benzenoid
Vinylogous acid
Carboxylic acid ester
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Membrane (HMDB: HMDB0037667)
Cell membrane (HMDB: HMDB0037667)

Source

Exogenous

Exogenous (HMDB: HMDB0037667)

Food

Food (HMDB: HMDB0037667)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0037667)

Biological role

Nutrient (HMDB: HMDB0037667)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	25.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Boiling Point	180.00 °C. @ 2.00 mm Hg	The Good Scents Company Information System
Water Solubility	22.02 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	3.688 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.11 g/L	ALOGPS
logP	3.91	ALOGPS
logP	4.49	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	9.67	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	64.88 m³·mol⁻¹	ChemAxon
Polarizability	23.89 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	150.224	31661259
DarkChem	[M-H]-	152.677	31661259
DeepCCS	[M+H]+	150.783	30932474
DeepCCS	[M-H]-	148.388	30932474
DeepCCS	[M-2H]-	182.463	30932474
DeepCCS	[M+Na]+	157.019	30932474
AllCCS	[M+H]+	150.6	32859911
AllCCS	[M+H-H2O]+	146.5	32859911
AllCCS	[M+NH4]+	154.4	32859911
AllCCS	[M+Na]+	155.5	32859911
AllCCS	[M-H]-	152.8	32859911
AllCCS	[M+Na-2H]-	152.4	32859911
AllCCS	[M+HCOO]-	152.1	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.34 minutes	32390414
Predicted by Siyang on May 30, 2022	16.8211 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.04 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2444.9 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	549.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	219.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	335.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	428.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	773.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	814.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	133.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1498.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	580.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1516.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	490.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	527.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	511.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	358.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	64.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
o-Tolyl salicylate	CC1=CC=CC=C1OC(=O)C1=CC=CC=C1O	2508.2	Standard polar	33892256
o-Tolyl salicylate	CC1=CC=CC=C1OC(=O)C1=CC=CC=C1O	1854.0	Standard non polar	33892256
o-Tolyl salicylate	CC1=CC=CC=C1OC(=O)C1=CC=CC=C1O	1828.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
o-Tolyl salicylate,1TMS,isomer #1	CC1=CC=CC=C1OC(=O)C1=CC=CC=C1O[Si](C)(C)C	1966.1	Semi standard non polar	33892256
o-Tolyl salicylate,1TBDMS,isomer #1	CC1=CC=CC=C1OC(=O)C1=CC=CC=C1O[Si](C)(C)C(C)(C)C	2236.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - o-Tolyl salicylate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-8900000000-2b34d0d07961531040f0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - o-Tolyl salicylate GC-MS (1 TMS) - 70eV, Positive	splash10-0fkc-5910000000-d6333609c153ff8511c2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - o-Tolyl salicylate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - o-Tolyl salicylate 10V, Positive-QTOF	splash10-004i-1390000000-7f15ec24e852cca5ccc3	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - o-Tolyl salicylate 20V, Positive-QTOF	splash10-00fr-2940000000-02ff954c644855fb17db	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - o-Tolyl salicylate 40V, Positive-QTOF	splash10-0uk9-9300000000-3875344b99188d804ebd	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - o-Tolyl salicylate 10V, Negative-QTOF	splash10-004i-0190000000-24b173aa0c771d714a3e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - o-Tolyl salicylate 20V, Negative-QTOF	splash10-004i-1490000000-fb41e5a1130b1d6ea1ac	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - o-Tolyl salicylate 40V, Negative-QTOF	splash10-052f-9400000000-98199a2eec02f3ca3ad8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - o-Tolyl salicylate 10V, Negative-QTOF	splash10-0a4i-1900000000-ffc35205a9d923943788	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - o-Tolyl salicylate 20V, Negative-QTOF	splash10-0a4i-1900000000-8b91e4d748ae05fecc71	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - o-Tolyl salicylate 40V, Negative-QTOF	splash10-052f-9600000000-49ded3a2b86a752c059e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - o-Tolyl salicylate 10V, Positive-QTOF	splash10-00di-0910000000-fb7fde91c193058006bd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - o-Tolyl salicylate 20V, Positive-QTOF	splash10-00di-2900000000-fd52df1be690ecda1934	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - o-Tolyl salicylate 40V, Positive-QTOF	splash10-05tf-9300000000-55fbaa90be598a869ee8	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB016794

KNApSAcK ID

Not Available

Chemspider ID

55106

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

61159

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1037761

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Enzymes

Enzyme Details

1. Liver carboxylesterase 1

General function:: Lipid transport and metabolism
Specific function:: Involved in the detoxification of xenobiotics and in the activation of ester and amide prodrugs. Hydrolyzes aromatic and aliphatic esters, but has no catalytic activity toward amides or a fatty acyl-CoA ester. Hydrolyzes the methyl ester group of cocaine to form benzoylecgonine. Catalyzes the transesterification of cocaine to form cocaethylene. Displays fatty acid ethyl ester synthase activity, catalyzing the ethyl esterification of oleic acid to ethyloleate.
Gene Name:: CES1
Uniprot ID:: P23141
Molecular weight:: 62520.62

Reactions

o-Tolyl salicylate → o-Cresol	details

Showing metabocard for o-Tolyl salicylate (HMDB0037667)

MOL for HMDB0037667 (o-Tolyl salicylate)

3D MOL for HMDB0037667 (o-Tolyl salicylate)

3D SDF for HMDB0037667 (o-Tolyl salicylate)

3D-SDF for HMDB0037667 (o-Tolyl salicylate)

PDB for HMDB0037667 (o-Tolyl salicylate)

3D PDB for HMDB0037667 (o-Tolyl salicylate)

SMILES for HMDB0037667 (o-Tolyl salicylate)

INCHI for HMDB0037667 (o-Tolyl salicylate)

Structure for HMDB0037667 (o-Tolyl salicylate)

3D Structure for HMDB0037667 (o-Tolyl salicylate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions