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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:32:49 UTC

Update Date

2022-03-07 02:52:18 UTC

HMDB ID

HMDB0029818

Secondary Accession Numbers

HMDB29818

Metabolite Identification

Common Name

Benzyl salicylate

Description

Benzyl salicylate belongs to the class of organic compounds known as o-hydroxybenzoic acid esters. These are benzoic acid esters where the benzene ring is ortho-substituted with a hydroxy group. Benzyl salicylate is a sweet, balsam, and clean tasting compound. Benzyl salicylate has been detected, but not quantified in, cloves (Syzygium aromaticum) and herbs and spices. This could make benzyl salicylate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Benzyl salicylate.

Structure

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

HMDB0029818
     RDKit          3D
Benzyl salicylate
 29 30  0  0  0  0  0  0  0  0999 V2000
    1.4079    0.6994    2.0610 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1673    0.6385    0.8420 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0063   -0.0443    0.4885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8264   -0.6237    1.5077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9910   -1.2930    0.9299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9617   -2.6281    0.5713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0938   -3.2140    0.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2659   -2.5303   -0.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2822   -1.1799    0.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1570   -0.5894    0.7305 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0441    1.2415   -0.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6684    1.1071   -1.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4532    1.6547   -2.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5857    2.3209   -2.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9980    2.4809   -0.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1862    1.9155    0.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6368    2.1006    1.4578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0985    0.1554    2.2537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1457   -1.3263    2.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0463   -3.1802    0.7279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0576   -4.2568   -0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1450   -2.9931   -0.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2076   -0.6469    0.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2201    0.4509    0.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7755    0.5840   -1.7773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1999    1.5753   -3.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2190    2.7616   -2.8898 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9035    3.0161   -0.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2470    1.8035    2.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  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
  2 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
 10  5  1  0
 16 11  1  0
  4 18  1  0
  4 19  1  0
  6 20  1  0
  7 21  1  0
  8 22  1  0
  9 23  1  0
 10 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 02241214242D          

 17 18  0  0  0  0            999 V2000
   -0.7015   -1.2383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7015   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0409    0.0004    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7015   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4447    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4447    0.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1879    1.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8486    0.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8486    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1879   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4447    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4447    0.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1054    1.2383    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8486    0.8254    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8486    0.0004    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1054   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7015    1.2383    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2 11  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 11 12  2  0  0  0  0
 11 16  1  0  0  0  0
 12 13  1  0  0  0  0
 12 17  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029818

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=C(C=CC=C1)C(=O)OCC1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H12O3/c15-13-9-5-4-8-12(13)14(16)17-10-11-6-2-1-3-7-11/h1-9,15H,10H2

> <INCHI_KEY>
ZCTQGTTXIYCGGC-UHFFFAOYSA-N

> <FORMULA>
C14H12O3

> <MOLECULAR_WEIGHT>
228.2433

> <EXACT_MASS>
228.07864425

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
23.66488658278388

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
benzyl 2-hydroxybenzoate

> <ALOGPS_LOGP>
3.66

> <JCHEM_LOGP>
4.047630575666666

> <ALOGPS_LOGS>
-3.31

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.715458839646441

> <JCHEM_PKA_STRONGEST_BASIC>
-4.287883324229868

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
64.67680000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.13e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benzyl salicylate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029818
     RDKit          3D
Benzyl salicylate
 29 30  0  0  0  0  0  0  0  0999 V2000
    1.4079    0.6994    2.0610 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1673    0.6385    0.8420 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0063   -0.0443    0.4885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8264   -0.6237    1.5077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9910   -1.2930    0.9299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9617   -2.6281    0.5713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0938   -3.2140    0.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2659   -2.5303   -0.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2822   -1.1799    0.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1570   -0.5894    0.7305 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0441    1.2415   -0.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6684    1.1071   -1.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4532    1.6547   -2.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5857    2.3209   -2.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9980    2.4809   -0.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1862    1.9155    0.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6368    2.1006    1.4578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0985    0.1554    2.2537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1457   -1.3263    2.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0463   -3.1802    0.7279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0576   -4.2568   -0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1450   -2.9931   -0.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2076   -0.6469    0.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2201    0.4509    0.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7755    0.5840   -1.7773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1999    1.5753   -3.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2190    2.7616   -2.8898 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9035    3.0161   -0.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2470    1.8035    2.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  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
  2 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
 10  5  1  0
 16 11  1  0
  4 18  1  0
  4 19  1  0
  6 20  1  0
  7 21  1  0
  8 22  1  0
  9 23  1  0
 10 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                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -1.309  -2.311   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -1.309  -0.770   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       0.076   0.001   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       1.309  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.697   0.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.697   1.541   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.084   2.311   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.317   1.541   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.317   0.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.084  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.697   0.001   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.697   1.541   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -3.930   2.311   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -5.317   1.541   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.317   0.001   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.930  -0.770   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -1.309   2.311   0.000  0.00  0.00           O+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    5    9                                                       
CONECT   11    2   12   16                                                  
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   11   15                                                       
CONECT   17   12                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0029818
HETATM    1  O1  UNL     1       1.408   0.699   2.061  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.167   0.639   0.842  1.00  0.00           C  
HETATM    3  O2  UNL     1       0.006  -0.044   0.488  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.826  -0.624   1.508  1.00  0.00           C  
HETATM    5  C3  UNL     1      -1.991  -1.293   0.930  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.962  -2.628   0.571  1.00  0.00           C  
HETATM    7  C5  UNL     1      -3.094  -3.214   0.027  1.00  0.00           C  
HETATM    8  C6  UNL     1      -4.266  -2.530  -0.180  1.00  0.00           C  
HETATM    9  C7  UNL     1      -4.282  -1.180   0.188  1.00  0.00           C  
HETATM   10  C8  UNL     1      -3.157  -0.589   0.730  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.044   1.242  -0.132  1.00  0.00           C  
HETATM   12  C10 UNL     1       1.668   1.107  -1.476  1.00  0.00           C  
HETATM   13  C11 UNL     1       2.453   1.655  -2.457  1.00  0.00           C  
HETATM   14  C12 UNL     1       3.586   2.321  -2.114  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.998   2.481  -0.816  1.00  0.00           C  
HETATM   16  C14 UNL     1       3.186   1.916   0.184  1.00  0.00           C  
HETATM   17  O3  UNL     1       3.637   2.101   1.458  1.00  0.00           O  
HETATM   18  H1  UNL     1      -1.099   0.155   2.254  1.00  0.00           H  
HETATM   19  H2  UNL     1      -0.146  -1.326   2.058  1.00  0.00           H  
HETATM   20  H3  UNL     1      -1.046  -3.180   0.728  1.00  0.00           H  
HETATM   21  H4  UNL     1      -3.058  -4.257  -0.248  1.00  0.00           H  
HETATM   22  H5  UNL     1      -5.145  -2.993  -0.604  1.00  0.00           H  
HETATM   23  H6  UNL     1      -5.208  -0.647   0.022  1.00  0.00           H  
HETATM   24  H7  UNL     1      -3.220   0.451   0.996  1.00  0.00           H  
HETATM   25  H8  UNL     1       0.775   0.584  -1.777  1.00  0.00           H  
HETATM   26  H9  UNL     1       2.200   1.575  -3.522  1.00  0.00           H  
HETATM   27  H10 UNL     1       4.219   2.762  -2.890  1.00  0.00           H  
HETATM   28  H11 UNL     1       4.903   3.016  -0.578  1.00  0.00           H  
HETATM   29  H12 UNL     1       3.247   1.804   2.302  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   11
CONECT    3    4
CONECT    4    5   18   19
CONECT    5    6    6   10
CONECT    6    7   20
CONECT    7    8    8   21
CONECT    8    9   22
CONECT    9   10   10   23
CONECT   10   24
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

HMDB0029818
     RDKit          3D
Benzyl salicylate
 29 30  0  0  0  0  0  0  0  0999 V2000
    1.4079    0.6994    2.0610 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1673    0.6385    0.8420 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0063   -0.0443    0.4885 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8264   -0.6237    1.5077 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9910   -1.2930    0.9299 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9617   -2.6281    0.5713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0938   -3.2140    0.0274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2659   -2.5303   -0.1795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2822   -1.1799    0.1877 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1570   -0.5894    0.7305 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0441    1.2415   -0.1316 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6684    1.1071   -1.4759 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4532    1.6547   -2.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5857    2.3209   -2.1138 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9980    2.4809   -0.8165 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1862    1.9155    0.1843 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6368    2.1006    1.4578 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0985    0.1554    2.2537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1457   -1.3263    2.0582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0463   -3.1802    0.7279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0576   -4.2568   -0.2482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1450   -2.9931   -0.6041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2076   -0.6469    0.0224 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2201    0.4509    0.9963 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7755    0.5840   -1.7773 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1999    1.5753   -3.5223 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2190    2.7616   -2.8898 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9035    3.0161   -0.5781 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2470    1.8035    2.3019 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  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
  2 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
 10  5  1  0
 16 11  1  0
  4 18  1  0
  4 19  1  0
  6 20  1  0
  7 21  1  0
  8 22  1  0
  9 23  1  0
 10 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
Benzyl salicylic acid	Generator
2-Hydroxybenzoic acid, phenylmethyl ester	HMDB
Benzoic acid, 2-hydroxy-, phenylmethyl ester	HMDB
Benzyl 2-hydroxybenzoate	HMDB
Benzyl O-hydroxybenzoate	HMDB
Benzyle salicylate	HMDB
FEMA 2151	HMDB
Phenylmethyl 2-hydroxybenzoate	HMDB
Salicyclic acid benzyl ester	HMDB
Salicyclic acid, benzyl ester	HMDB
Salicylic acid, benzyl ester	HMDB
Benzyl 2-hydroxybenzoic acid	Generator
Benzyl salicylate	MeSH

Chemical Formula

C₁₄H₁₂O₃

Average Molecular Weight

228.2433

Monoisotopic Molecular Weight

228.07864425

IUPAC Name

benzyl 2-hydroxybenzoate

Traditional Name

benzyl salicylate

CAS Registry Number

118-58-1

SMILES

OC1=C(C=CC=C1)C(=O)OCC1=CC=CC=C1

InChI Identifier

InChI=1S/C14H12O3/c15-13-9-5-4-8-12(13)14(16)17-10-11-6-2-1-3-7-11/h1-9,15H,10H2

InChI Key

ZCTQGTTXIYCGGC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as o-hydroxybenzoic acid esters. These are benzoic acid esters where the benzene ring is ortho-substituted with a hydroxy group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

o-Hydroxybenzoic acid esters

Alternative Parents

Substituents

O-hydroxybenzoic acid ester
Benzyloxycarbonyl
Salicylic acid or derivatives
Benzoyl
1-hydroxy-4-unsubstituted benzenoid
1-hydroxy-2-unsubstituted benzenoid
Phenol
Vinylogous acid
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Sweet

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0029818)
Cell membrane (HMDB: HMDB0029818)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029818)

Source

Endogenous

Endogenous (HMDB: HMDB0029818)

Plant

Plant (HMDB: HMDB0029818)

Exogenous

Food

Food (HMDB: HMDB0029818)

Herb and spice

Spice

Cloves (FooDB: FOOD00179)

Herbs and Spices (FooDB: FOOD00866)

Exogenous (HMDB: HMDB0029818)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	23.4 °C	Not Available
Boiling Point	208.00 °C. @ 26.00 mm Hg	The Good Scents Company Information System
Water Solubility	24.59 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	4.209 (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	3.66	ALOGPS
logP	4.05	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	9.72	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	4	ChemAxon
Refractivity	64.68 m³·mol⁻¹	ChemAxon
Polarizability	23.66 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]+	152.726	31661259
DarkChem	[M-H]-	151.087	31661259
DeepCCS	[M+H]+	151.274	30932474
DeepCCS	[M-H]-	148.878	30932474
DeepCCS	[M-2H]-	182.115	30932474
DeepCCS	[M+Na]+	157.21	30932474
AllCCS	[M+H]+	151.3	32859911
AllCCS	[M+H-H2O]+	147.3	32859911
AllCCS	[M+NH4]+	155.1	32859911
AllCCS	[M+Na]+	156.2	32859911
AllCCS	[M-H]-	153.6	32859911
AllCCS	[M+Na-2H]-	153.3	32859911
AllCCS	[M+HCOO]-	153.0	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.	8.08 minutes	32390414
Predicted by Siyang on May 30, 2022	15.7557 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.05 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2534.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	500.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	199.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	288.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	406.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	716.9 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	763.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	70.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1410.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	529.7 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	1423.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	440.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	527.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	463.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	323.4 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	62.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Benzyl salicylate	OC1=C(C=CC=C1)C(=O)OCC1=CC=CC=C1	2620.1	Standard polar	33892256
Benzyl salicylate	OC1=C(C=CC=C1)C(=O)OCC1=CC=CC=C1	1873.8	Standard non polar	33892256
Benzyl salicylate	OC1=C(C=CC=C1)C(=O)OCC1=CC=CC=C1	1870.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Benzyl salicylate,1TMS,isomer #1	C[Si](C)(C)OC1=CC=CC=C1C(=O)OCC1=CC=CC=C1	2014.1	Semi standard non polar	33892256
Benzyl salicylate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC1=CC=CC=C1C(=O)OCC1=CC=CC=C1	2251.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Benzyl salicylate EI-B (Non-derivatized)	splash10-002f-9020000000-f8a29c2088c5bdab3e78	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Benzyl salicylate EI-B (Non-derivatized)	splash10-0006-9000000000-f1bb87f256bac665a791	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Benzyl salicylate EI-B (Non-derivatized)	splash10-002f-9020000000-f8a29c2088c5bdab3e78	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Benzyl salicylate EI-B (Non-derivatized)	splash10-0006-9000000000-f1bb87f256bac665a791	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzyl salicylate GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-9300000000-ea978c8f999b7c82ef8c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzyl salicylate GC-MS (1 TMS) - 70eV, Positive	splash10-0006-9500000000-2057479e73d11f493707	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzyl 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl salicylate 15V, Negative-QTOF	splash10-002r-0970000000-092256d864de5333c7eb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl salicylate 30V, Negative-QTOF	splash10-000i-1920000000-941449ab5809b9673815	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl salicylate 90V, Positive-QTOF	splash10-0k92-9800000000-0b1d0cd1020bc374ef16	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl salicylate 75V, Positive-QTOF	splash10-0zfs-6900000000-93f829ad7e33b844cc33	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl salicylate 15V, Positive-QTOF	splash10-004i-0390000000-ad3de2dd08a0f74845ef	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl salicylate 30V, Positive-QTOF	splash10-0ufr-0950000000-ea5bd45203af17e711b6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl salicylate 60V, Positive-QTOF	splash10-0udi-1900000000-48db7eadcf37ffb5cfc7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl salicylate 45V, Positive-QTOF	splash10-0udi-0900000000-19830cc271e0ceb7a4a7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl salicylate 60V, Negative-QTOF	splash10-052b-9800000000-472c239f18c11d2aee7b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl salicylate 45V, Negative-QTOF	splash10-000j-4900000000-75374eef08d94124efab	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl salicylate 75V, Negative-QTOF	splash10-052b-9600000000-0d8ef15260a308fa0fbd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl salicylate 90V, Negative-QTOF	splash10-052b-9600000000-6ba0f9d07240e619ec87	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl salicylate 10V, Positive-QTOF	splash10-004l-7390000000-1b68eaf022948e495e48	2016-06-20	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl salicylate 20V, Positive-QTOF	splash10-0006-9310000000-4df2d5af50c2b5620045	2016-06-20	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl salicylate 40V, Positive-QTOF	splash10-0006-9100000000-75fd5efee16fab949e19	2016-06-20	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl salicylate 10V, Negative-QTOF	splash10-004i-2290000000-a8f183e8663a1f8f08c6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl salicylate 20V, Negative-QTOF	splash10-002o-9630000000-cc6aa4daf9fb04374883	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl salicylate 40V, Negative-QTOF	splash10-0006-9100000000-efd816c92b753927d1bb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl salicylate 10V, Negative-QTOF	splash10-004i-1090000000-3116bf111b9e643da926	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl salicylate 20V, Negative-QTOF	splash10-054o-9300000000-6c39e1952ed1e9788d20	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl salicylate 40V, Negative-QTOF	splash10-0006-9000000000-f165937fc20d39fca3e2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl salicylate 10V, Positive-QTOF	splash10-00fr-2950000000-2744ebd279893cb34b04	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl salicylate 20V, Positive-QTOF	splash10-006x-9610000000-cbd65b232617f9d1e6d0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl salicylate 40V, Positive-QTOF	splash10-0a4l-9700000000-82cad6c952fb0506dda2	2021-09-25	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

FDB001029

KNApSAcK ID

C00035059

Chemspider ID

8060

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Benzyl salicylate

METLIN ID

Not Available

PubChem Compound

8363

PDB ID

Not Available

ChEBI ID

563619

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1001792

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.. .

Showing metabocard for Benzyl salicylate (HMDB0029818)

MOL for HMDB0029818 (Benzyl salicylate)

3D MOL for HMDB0029818 (Benzyl salicylate)

3D SDF for HMDB0029818 (Benzyl salicylate)

3D-SDF for HMDB0029818 (Benzyl salicylate)

PDB for HMDB0029818 (Benzyl salicylate)

3D PDB for HMDB0029818 (Benzyl salicylate)

SMILES for HMDB0029818 (Benzyl salicylate)

INCHI for HMDB0029818 (Benzyl salicylate)

Structure for HMDB0029818 (Benzyl salicylate)

3D Structure for HMDB0029818 (Benzyl salicylate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra