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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 23:55:44 UTC

Update Date

2023-02-21 17:26:39 UTC

HMDB ID

HMDB0038604

Secondary Accession Numbers

HMDB38604

Metabolite Identification

Common Name

Amyl salicylate

Description

Amyl 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. Amyl salicylate is a sweet, azalea, and chocolate tasting compound. Based on a literature review very few articles have been published on Amyl salicylate.

Structure

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

HMDB0038604
     RDKit          3D
Amyl salicylate
 31 31  0  0  0  0  0  0  0  0999 V2000
    5.2889   -0.4839    0.3906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8479   -0.3713   -0.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3020    1.0021    0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8748    1.1550   -0.2240 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9936    0.1586    0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3536    0.3511   -0.0101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3840   -0.4717    0.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0333   -1.3292    1.3121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7438   -0.2956    0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9733    0.7148   -0.9050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2131    0.9911   -1.4199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2654    0.2244   -0.9797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1246   -0.7782   -0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8297   -1.0288    0.4339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6882   -2.0286    1.3408 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157    0.5257    0.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3108   -0.9950    1.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8897   -1.0853   -0.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7652   -0.5428   -1.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2278   -1.1064    0.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9456    1.7847   -0.2241 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3731    1.1208    1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8433    1.0795   -1.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5312    2.1909    0.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0667    0.3073    1.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2505   -0.8772    0.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1287    1.3170   -1.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3776    1.7868   -2.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2823    0.4110   -1.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9529   -1.3945    0.2870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8762   -2.3324    1.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14  9  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 15 31  1  0
M  END


  Mrv0541 05061310332D          

 15 15  0  0  0  0            999 V2000
    0.7145    4.5375    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    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  2  0  0  0  0
  6  3  1  0  0  0  0
  7  4  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  2  0  0  0  0
 11  8  2  0  0  0  0
 11 10  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  2  0  0  0  0
 15  9  1  0  0  0  0
 15 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0038604

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCOC(=O)C1=CC=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C12H16O3/c1-2-3-6-9-15-12(14)10-7-4-5-8-11(10)13/h4-5,7-8,13H,2-3,6,9H2,1H3

> <INCHI_KEY>
RANVDUNFZBMTBK-UHFFFAOYSA-N

> <FORMULA>
C12H16O3

> <MOLECULAR_WEIGHT>
208.2536

> <EXACT_MASS>
208.109944378

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
23.38593927896663

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
pentyl 2-hydroxybenzoate

> <ALOGPS_LOGP>
4.26

> <JCHEM_LOGP>
4.091625138

> <ALOGPS_LOGS>
-3.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.719646948626693

> <JCHEM_PKA_STRONGEST_BASIC>
-4.287620776518371

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
58.538800000000016

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.09e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pentyl 2-hydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0038604
     RDKit          3D
Amyl salicylate
 31 31  0  0  0  0  0  0  0  0999 V2000
    5.2889   -0.4839    0.3906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8479   -0.3713   -0.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3020    1.0021    0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8748    1.1550   -0.2240 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9936    0.1586    0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3536    0.3511   -0.0101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3840   -0.4717    0.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0333   -1.3292    1.3121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7438   -0.2956    0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9733    0.7148   -0.9050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2131    0.9911   -1.4199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2654    0.2244   -0.9797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1246   -0.7782   -0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8297   -1.0288    0.4339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6882   -2.0286    1.3408 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157    0.5257    0.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3108   -0.9950    1.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8897   -1.0853   -0.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7652   -0.5428   -1.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2278   -1.1064    0.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9456    1.7847   -0.2241 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3731    1.1208    1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8433    1.0795   -1.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5312    2.1909    0.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0667    0.3073    1.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2505   -0.8772    0.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1287    1.3170   -1.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3776    1.7868   -2.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2823    0.4110   -1.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9529   -1.3945    0.2870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8762   -2.3324    1.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14  9  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 15 31  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       1.334   8.470   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667   9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.001   8.470   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.337   9.240   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.337  10.780   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.335   9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.003   8.470   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      12.003  11.550   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       6.668   8.470   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669   9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.669  10.780   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336   8.470   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       9.336  11.550   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       9.336   6.930   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       8.002   9.240   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    6                                                       
CONECT    4    5    7                                                       
CONECT    5    4    8                                                       
CONECT    6    3    9                                                       
CONECT    7    4   10                                                       
CONECT    8    5   11                                                       
CONECT    9    6   15                                                       
CONECT   10    7   11   12                                                  
CONECT   11    8   10   13                                                  
CONECT   12   10   14   15                                                  
CONECT   13   11                                                            
CONECT   14   12                                                            
CONECT   15    9   12                                                       
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0038604
HETATM    1  C1  UNL     1       5.289  -0.484   0.391  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.848  -0.371  -0.078  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.302   1.002   0.231  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.875   1.155  -0.224  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.994   0.159   0.455  1.00  0.00           C  
HETATM    6  O1  UNL     1      -0.354   0.351  -0.010  1.00  0.00           O  
HETATM    7  C6  UNL     1      -1.384  -0.472   0.484  1.00  0.00           C  
HETATM    8  O2  UNL     1      -1.033  -1.329   1.312  1.00  0.00           O  
HETATM    9  C7  UNL     1      -2.744  -0.296   0.031  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.973   0.715  -0.905  1.00  0.00           C  
HETATM   11  C9  UNL     1      -4.213   0.991  -1.420  1.00  0.00           C  
HETATM   12  C10 UNL     1      -5.265   0.224  -0.980  1.00  0.00           C  
HETATM   13  C11 UNL     1      -5.125  -0.778  -0.071  1.00  0.00           C  
HETATM   14  C12 UNL     1      -3.830  -1.029   0.434  1.00  0.00           C  
HETATM   15  O3  UNL     1      -3.688  -2.029   1.341  1.00  0.00           O  
HETATM   16  H1  UNL     1       5.716   0.526   0.469  1.00  0.00           H  
HETATM   17  H2  UNL     1       5.311  -0.995   1.376  1.00  0.00           H  
HETATM   18  H3  UNL     1       5.890  -1.085  -0.300  1.00  0.00           H  
HETATM   19  H4  UNL     1       3.765  -0.543  -1.169  1.00  0.00           H  
HETATM   20  H5  UNL     1       3.228  -1.106   0.511  1.00  0.00           H  
HETATM   21  H6  UNL     1       3.946   1.785  -0.224  1.00  0.00           H  
HETATM   22  H7  UNL     1       3.373   1.121   1.343  1.00  0.00           H  
HETATM   23  H8  UNL     1       1.843   1.079  -1.331  1.00  0.00           H  
HETATM   24  H9  UNL     1       1.531   2.191   0.007  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.067   0.307   1.548  1.00  0.00           H  
HETATM   26  H11 UNL     1       1.250  -0.877   0.142  1.00  0.00           H  
HETATM   27  H12 UNL     1      -2.129   1.317  -1.247  1.00  0.00           H  
HETATM   28  H13 UNL     1      -4.378   1.787  -2.153  1.00  0.00           H  
HETATM   29  H14 UNL     1      -6.282   0.411  -1.367  1.00  0.00           H  
HETATM   30  H15 UNL     1      -5.953  -1.394   0.287  1.00  0.00           H  
HETATM   31  H16 UNL     1      -2.876  -2.332   1.786  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19   20
CONECT    3    4   21   22
CONECT    4    5   23   24
CONECT    5    6   25   26
CONECT    6    7
CONECT    7    8    8    9
CONECT    9   10   10   14
CONECT   10   11   27
CONECT   11   12   12   28
CONECT   12   13   29
CONECT   13   14   14   30
CONECT   14   15
CONECT   15   31
END

HMDB0038604
     RDKit          3D
Amyl salicylate
 31 31  0  0  0  0  0  0  0  0999 V2000
    5.2889   -0.4839    0.3906 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8479   -0.3713   -0.0782 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3020    1.0021    0.2306 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8748    1.1550   -0.2240 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9936    0.1586    0.4549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3536    0.3511   -0.0101 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3840   -0.4717    0.4839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0333   -1.3292    1.3121 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7438   -0.2956    0.0306 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9733    0.7148   -0.9050 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2131    0.9911   -1.4199 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2654    0.2244   -0.9797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1246   -0.7782   -0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8297   -1.0288    0.4339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6882   -2.0286    1.3408 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157    0.5257    0.4685 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3108   -0.9950    1.3758 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8897   -1.0853   -0.2997 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7652   -0.5428   -1.1694 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2278   -1.1064    0.5106 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9456    1.7847   -0.2241 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3731    1.1208    1.3427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8433    1.0795   -1.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5312    2.1909    0.0075 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0667    0.3073    1.5477 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2505   -0.8772    0.1422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1287    1.3170   -1.2467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3776    1.7868   -2.1530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2823    0.4110   -1.3670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9529   -1.3945    0.2870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8762   -2.3324    1.7856 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14  9  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
 10 27  1  0
 11 28  1  0
 12 29  1  0
 13 30  1  0
 15 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Amyl salicylic acid	Generator
2-Hydroxybenzoic acid, pentyl ester	HMDB
Benzoic acid, 2-hydroxy-, pentyl ester	HMDB
N-Amyl salicylate	HMDB
Pentyl 2-hydroxybenzoate	HMDB
Pentyl salicylate	HMDB
Salicylic acid, amyl ester	HMDB
Salicylic acid, pentyl ester	HMDB
Pentyl 2-hydroxybenzoic acid	Generator

Chemical Formula

C₁₂H₁₆O₃

Average Molecular Weight

208.2536

Monoisotopic Molecular Weight

208.109944378

IUPAC Name

pentyl 2-hydroxybenzoate

Traditional Name

pentyl 2-hydroxybenzoate

CAS Registry Number

2050-08-0

SMILES

CCCCCOC(=O)C1=CC=CC=C1O

InChI Identifier

InChI=1S/C12H16O3/c1-2-3-6-9-15-12(14)10-7-4-5-8-11(10)13/h4-5,7-8,13H,2-3,6,9H2,1H3

InChI Key

RANVDUNFZBMTBK-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
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
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Sweet

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0038604)
Cell membrane (HMDB: HMDB0038604)

Non-excretory biofluid

Biofluid or Excreta

Saliva (PMID: 20809147)

Source

Exogenous

Exogenous (HMDB: HMDB0038604)

Food

Food (HMDB: HMDB0038604)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0038604)

Biological role

Nutrient (HMDB: HMDB0038604)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	268.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	5 mg/L @ 20 °C (exp)	The Good Scents Company Information System
LogP	4.561 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.21 g/L	ALOGPS
logP	4.26	ALOGPS
logP	4.09	ChemAxon
logS	-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	6	ChemAxon
Refractivity	58.54 m³·mol⁻¹	ChemAxon
Polarizability	23.39 Å³	ChemAxon
Number of Rings	1	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]+	147.321	31661259
DarkChem	[M-H]-	145.392	31661259
DeepCCS	[M+H]+	152.475	30932474
DeepCCS	[M-H]-	148.874	30932474
DeepCCS	[M-2H]-	185.834	30932474
DeepCCS	[M+Na]+	161.392	30932474
AllCCS	[M+H]+	148.2	32859911
AllCCS	[M+H-H2O]+	144.4	32859911
AllCCS	[M+NH4]+	151.7	32859911
AllCCS	[M+Na]+	152.7	32859911
AllCCS	[M-H]-	150.6	32859911
AllCCS	[M+Na-2H]-	151.3	32859911
AllCCS	[M+HCOO]-	152.2	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.	8.24 minutes	32390414
Predicted by Siyang on May 30, 2022	16.7838 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.32 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2603.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	521.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	215.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	324.0 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	453.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	786.9 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	834.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	81.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1447.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	509.5 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	1565.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	512.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	547.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	498.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	380.9 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	29.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Amyl salicylate	CCCCCOC(=O)C1=CC=CC=C1O	2287.4	Standard polar	33892256
Amyl salicylate	CCCCCOC(=O)C1=CC=CC=C1O	1605.8	Standard non polar	33892256
Amyl salicylate	CCCCCOC(=O)C1=CC=CC=C1O	1613.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Amyl salicylate,1TMS,isomer #1	CCCCCOC(=O)C1=CC=CC=C1O[Si](C)(C)C	1746.4	Semi standard non polar	33892256
Amyl salicylate,1TBDMS,isomer #1	CCCCCOC(=O)C1=CC=CC=C1O[Si](C)(C)C(C)(C)C	1968.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Amyl salicylate EI-B (Non-derivatized)	splash10-00di-3900000000-94088473a822420e5d55	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Amyl salicylate EI-B (Non-derivatized)	splash10-00di-5900000000-88d42e919ce3ddaf593c	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Amyl salicylate EI-B (Non-derivatized)	splash10-00di-3900000000-94088473a822420e5d55	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Amyl salicylate EI-B (Non-derivatized)	splash10-00di-5900000000-88d42e919ce3ddaf593c	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Amyl salicylate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-5900000000-823a66674a48d253ed57	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Amyl salicylate GC-MS (1 TMS) - 70eV, Positive	splash10-0006-5900000000-33d2b1896a365588ad22	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Amyl 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 - Amyl salicylate 10V, Positive-QTOF	splash10-0ab9-3390000000-16a4501a287af6526fbb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amyl salicylate 20V, Positive-QTOF	splash10-00di-9410000000-b1ecc556cd46b1ae0d72	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amyl salicylate 40V, Positive-QTOF	splash10-0fkc-9100000000-c7dd515aa0b4b10f9b62	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amyl salicylate 10V, Negative-QTOF	splash10-0a4i-3390000000-3fc0d7bce7ea7261a891	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amyl salicylate 20V, Negative-QTOF	splash10-000f-9830000000-2b5613ccbe75bc35cf83	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amyl salicylate 40V, Negative-QTOF	splash10-0006-9100000000-bccef46c0a6addb55791	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amyl salicylate 10V, Negative-QTOF	splash10-0a4i-1190000000-deb65283d2058895d14b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amyl salicylate 20V, Negative-QTOF	splash10-0006-9200000000-f836dfca9ffbcdaae82c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amyl salicylate 40V, Negative-QTOF	splash10-0006-9000000000-27721a39ab172e66a1bc	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amyl salicylate 10V, Positive-QTOF	splash10-05fr-1940000000-28d9c0c19a6a92f6aed6	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amyl salicylate 20V, Positive-QTOF	splash10-00di-4900000000-40a0455a04d377b4e023	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Amyl salicylate 40V, Positive-QTOF	splash10-00r6-9200000000-4746f1a71dde53191c87	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Saliva

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	20809147	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Not Specified	Normal	24421258	details

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

FDB017995

KNApSAcK ID

Not Available

Chemspider ID

15465

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16299

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1012551

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 Amyl salicylate (HMDB0038604)

MOL for HMDB0038604 (Amyl salicylate)

3D MOL for HMDB0038604 (Amyl salicylate)

3D SDF for HMDB0038604 (Amyl salicylate)

3D-SDF for HMDB0038604 (Amyl salicylate)

PDB for HMDB0038604 (Amyl salicylate)

3D PDB for HMDB0038604 (Amyl salicylate)

SMILES for HMDB0038604 (Amyl salicylate)

INCHI for HMDB0038604 (Amyl salicylate)

Structure for HMDB0038604 (Amyl salicylate)

3D Structure for HMDB0038604 (Amyl salicylate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra