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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2014-10-11 02:25:49 UTC

Update Date

2019-07-23 07:17:29 UTC

HMDB ID

HMDB0061943

Secondary Accession Numbers

HMDB61943

Metabolite Identification

Common Name

Hexyl salicylic acid

Description

Hexyl salicylic acid, also known as hexyl salicylate or hexyl 2-hydroxybenzoate, 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. Hexyl salicylic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0061943
     RDKit          3D
Hexyl salicylic acid
 34 34  0  0  0  0  0  0  0  0999 V2000
    5.4645   -1.0030   -0.1968 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7623    0.2862    0.1123 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2826    0.0705    0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6859   -0.5517   -0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2135   -0.8298   -0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4537    0.4385   -0.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9133    0.0847   -0.3026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9214    0.9738   -0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5417    2.1925    0.0613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3335    0.6626    0.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2022    1.7117    0.3170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5470    1.4702    0.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0482    0.1940    0.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1819   -0.8425    0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8086   -0.6233   -0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0345   -1.7198   -0.2928 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5564   -0.7880   -0.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2905   -1.7710    0.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2151   -1.4378   -1.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2077    0.7142    1.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8674    0.9610   -0.7491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1377   -0.5271    1.3078 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8594    1.0813    0.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1784   -1.5051   -1.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7984    0.1990   -1.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0208   -1.5540    0.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8786   -1.3407   -1.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6343    1.1808   -1.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8439    0.8750    0.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8540    2.7469    0.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2297    2.2987    0.6421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1270    0.0061    0.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5476   -1.8348   -0.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0604   -1.8189   -0.4240 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  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 16 34  1  0
M  END


  Mrv0541 10101422262D          

 16 16  0  0  0  0            999 V2000
    2.1434    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8578    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5723    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0012    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5736    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5736    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7157    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8591    7.0125    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
    7.1447    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447    4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    6.1875    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
  4  3  1  0  0  0  0
  6  5  2  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  1  0  0  0  0
 11  8  2  0  0  0  0
 12  9  2  0  0  0  0
 12 11  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  2  0  0  0  0
 16 10  1  0  0  0  0
 16 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061943

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C13H18O3/c1-2-3-4-7-10-16-13(15)11-8-5-6-9-12(11)14/h5-6,8-9,14H,2-4,7,10H2,1H3

> <INCHI_KEY>
DUKPKQFHJQGTGU-UHFFFAOYSA-N

> <FORMULA>
C13H18O3

> <MOLECULAR_WEIGHT>
222.2802

> <EXACT_MASS>
222.125594442

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
25.495846659591194

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
hexyl 2-hydroxybenzoate

> <ALOGPS_LOGP>
4.56

> <JCHEM_LOGP>
4.536193803000001

> <ALOGPS_LOGS>
-3.41

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.719646947740639

> <JCHEM_PKA_STRONGEST_BASIC>
-4.287620776552029

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
63.139800000000015

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.74e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hexyl 2-hydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061943
     RDKit          3D
Hexyl salicylic acid
 34 34  0  0  0  0  0  0  0  0999 V2000
    5.4645   -1.0030   -0.1968 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7623    0.2862    0.1123 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2826    0.0705    0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6859   -0.5517   -0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2135   -0.8298   -0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4537    0.4385   -0.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9133    0.0847   -0.3026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9214    0.9738   -0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5417    2.1925    0.0613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3335    0.6626    0.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2022    1.7117    0.3170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5470    1.4702    0.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0482    0.1940    0.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1819   -0.8425    0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8086   -0.6233   -0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0345   -1.7198   -0.2928 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5564   -0.7880   -0.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2905   -1.7710    0.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2151   -1.4378   -1.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2077    0.7142    1.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8674    0.9610   -0.7491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1377   -0.5271    1.3078 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8594    1.0813    0.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1784   -1.5051   -1.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7984    0.1990   -1.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0208   -1.5540    0.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8786   -1.3407   -1.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6343    1.1808   -1.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8439    0.8750    0.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8540    2.7469    0.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2297    2.2987    0.6421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1270    0.0061    0.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5476   -1.8348   -0.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0604   -1.8189   -0.4240 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  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 16 34  1  0
M  END

HEADER    PROTEIN                                 10-OCT-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-OCT-14         0                                  
HETATM    1  C   UNK     0       4.001  11.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  11.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       8.002  10.780   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.338  11.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.338  13.090   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336  11.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.004  10.780   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.004  13.860   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      10.669  10.780   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.670  11.550   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.670  13.090   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.337  10.780   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      13.337  13.860   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      13.337   9.240   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      12.003  11.550   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    7                                                       
CONECT    5    6    8                                                       
CONECT    6    5    9                                                       
CONECT    7    4   10                                                       
CONECT    8    5   11                                                       
CONECT    9    6   12                                                       
CONECT   10    7   16                                                       
CONECT   11    8   12   13                                                  
CONECT   12    9   11   14                                                  
CONECT   13   11   15   16                                                  
CONECT   14   12                                                            
CONECT   15   13                                                            
CONECT   16   10   13                                                       
MASTER        0    0    0    0    0    0    0    0   16    0   32    0
END

COMPND    HMDB0061943
HETATM    1  C1  UNL     1       5.465  -1.003  -0.197  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.762   0.286   0.112  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.283   0.070   0.406  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.686  -0.552  -0.828  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.213  -0.830  -0.684  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.454   0.438  -0.419  1.00  0.00           C  
HETATM    7  O1  UNL     1      -0.913   0.085  -0.303  1.00  0.00           O  
HETATM    8  C7  UNL     1      -1.921   0.974  -0.059  1.00  0.00           C  
HETATM    9  O2  UNL     1      -1.542   2.192   0.061  1.00  0.00           O  
HETATM   10  C8  UNL     1      -3.333   0.663   0.069  1.00  0.00           C  
HETATM   11  C9  UNL     1      -4.202   1.712   0.317  1.00  0.00           C  
HETATM   12  C10 UNL     1      -5.547   1.470   0.446  1.00  0.00           C  
HETATM   13  C11 UNL     1      -6.048   0.194   0.333  1.00  0.00           C  
HETATM   14  C12 UNL     1      -5.182  -0.843   0.086  1.00  0.00           C  
HETATM   15  C13 UNL     1      -3.809  -0.623  -0.050  1.00  0.00           C  
HETATM   16  O3  UNL     1      -3.035  -1.720  -0.293  1.00  0.00           O  
HETATM   17  H1  UNL     1       6.556  -0.788  -0.204  1.00  0.00           H  
HETATM   18  H2  UNL     1       5.290  -1.771   0.586  1.00  0.00           H  
HETATM   19  H3  UNL     1       5.215  -1.438  -1.169  1.00  0.00           H  
HETATM   20  H4  UNL     1       5.208   0.714   1.027  1.00  0.00           H  
HETATM   21  H5  UNL     1       4.867   0.961  -0.749  1.00  0.00           H  
HETATM   22  H6  UNL     1       3.138  -0.527   1.308  1.00  0.00           H  
HETATM   23  H7  UNL     1       2.859   1.081   0.571  1.00  0.00           H  
HETATM   24  H8  UNL     1       3.178  -1.505  -1.075  1.00  0.00           H  
HETATM   25  H9  UNL     1       2.798   0.199  -1.654  1.00  0.00           H  
HETATM   26  H10 UNL     1       1.021  -1.554   0.147  1.00  0.00           H  
HETATM   27  H11 UNL     1       0.879  -1.341  -1.613  1.00  0.00           H  
HETATM   28  H12 UNL     1       0.634   1.181  -1.223  1.00  0.00           H  
HETATM   29  H13 UNL     1       0.844   0.875   0.525  1.00  0.00           H  
HETATM   30  H14 UNL     1      -3.854   2.747   0.416  1.00  0.00           H  
HETATM   31  H15 UNL     1      -6.230   2.299   0.642  1.00  0.00           H  
HETATM   32  H16 UNL     1      -7.127   0.006   0.437  1.00  0.00           H  
HETATM   33  H17 UNL     1      -5.548  -1.835  -0.005  1.00  0.00           H  
HETATM   34  H18 UNL     1      -2.060  -1.819  -0.424  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4   22   23
CONECT    4    5   24   25
CONECT    5    6   26   27
CONECT    6    7   28   29
CONECT    7    8
CONECT    8    9    9   10
CONECT   10   11   11   15
CONECT   11   12   30
CONECT   12   13   13   31
CONECT   13   14   32
CONECT   14   15   15   33
CONECT   15   16
CONECT   16   34
END

HMDB0061943
     RDKit          3D
Hexyl salicylic acid
 34 34  0  0  0  0  0  0  0  0999 V2000
    5.4645   -1.0030   -0.1968 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7623    0.2862    0.1123 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2826    0.0705    0.4063 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6859   -0.5517   -0.8284 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2135   -0.8298   -0.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4537    0.4385   -0.4194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9133    0.0847   -0.3026 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9214    0.9738   -0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5417    2.1925    0.0613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3335    0.6626    0.0688 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2022    1.7117    0.3170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5470    1.4702    0.4465 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0482    0.1940    0.3326 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1819   -0.8425    0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8086   -0.6233   -0.0495 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0345   -1.7198   -0.2928 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5564   -0.7880   -0.2036 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2905   -1.7710    0.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2151   -1.4378   -1.1686 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2077    0.7142    1.0267 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8674    0.9610   -0.7491 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1377   -0.5271    1.3078 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8594    1.0813    0.5713 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1784   -1.5051   -1.0749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7984    0.1990   -1.6537 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0208   -1.5540    0.1466 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8786   -1.3407   -1.6134 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6343    1.1808   -1.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8439    0.8750    0.5247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8540    2.7469    0.4164 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2297    2.2987    0.6421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1270    0.0061    0.4372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5476   -1.8348   -0.0050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0604   -1.8189   -0.4240 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  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 15 10  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  6 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 14 33  1  0
 16 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Hexyl salicylate	Generator
Hexyl 2-hydroxybenzoate	HMDB
Hexyl 2-hydroxybenzoic acid	HMDB
2-HYDROXYBENZOate hexyl ester	HMDB

Chemical Formula

C₁₃H₁₈O₃

Average Molecular Weight

222.2802

Monoisotopic Molecular Weight

222.125594442

IUPAC Name

hexyl 2-hydroxybenzoate

Traditional Name

hexyl 2-hydroxybenzoate

CAS Registry Number

Not Available

SMILES

CCCCCCOC(=O)C1=CC=CC=C1O

InChI Identifier

InChI=1S/C13H18O3/c1-2-3-4-7-10-16-13(15)11-8-5-6-9-12(11)14/h5-6,8-9,14H,2-4,7,10H2,1H3

InChI Key

DUKPKQFHJQGTGU-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

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Saliva (PMID: 24421258)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.087 g/L	ALOGPS
logP	4.56	ALOGPS
logP	4.54	ChemAxon
logS	-3.4	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	7	ChemAxon
Refractivity	63.14 m³·mol⁻¹	ChemAxon
Polarizability	25.5 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]+	152.44	31661259
DarkChem	[M-H]-	149.033	31661259
DeepCCS	[M+H]+	156.67	30932474
DeepCCS	[M-H]-	153.18	30932474
DeepCCS	[M-2H]-	190.007	30932474
DeepCCS	[M+Na]+	165.569	30932474
AllCCS	[M+H]+	152.2	32859911
AllCCS	[M+H-H2O]+	148.5	32859911
AllCCS	[M+NH4]+	155.6	32859911
AllCCS	[M+Na]+	156.6	32859911
AllCCS	[M-H]-	155.4	32859911
AllCCS	[M+Na-2H]-	156.0	32859911
AllCCS	[M+HCOO]-	156.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Hexyl salicylic acid	CCCCCCOC(=O)C1=CC=CC=C1O	2396.1	Standard polar	33892256
Hexyl salicylic acid	CCCCCCOC(=O)C1=CC=CC=C1O	1702.5	Standard non polar	33892256
Hexyl salicylic acid	CCCCCCOC(=O)C1=CC=CC=C1O	1722.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Hexyl salicylic acid,1TMS,isomer #1	CCCCCCOC(=O)C1=CC=CC=C1O[Si](C)(C)C	1841.4	Semi standard non polar	33892256
Hexyl salicylic acid,1TBDMS,isomer #1	CCCCCCOC(=O)C1=CC=CC=C1O[Si](C)(C)C(C)(C)C	2063.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Hexyl salicylic acid EI-B (Non-derivatized)	splash10-00di-4910000000-39fe7de5348abbc4d8d0	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Hexyl salicylic acid EI-B (Non-derivatized)	splash10-00di-6900000000-f18343c179237dba8858	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Hexyl salicylic acid EI-B (Non-derivatized)	splash10-00di-4910000000-39fe7de5348abbc4d8d0	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Hexyl salicylic acid EI-B (Non-derivatized)	splash10-00di-6900000000-f18343c179237dba8858	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexyl salicylic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-6900000000-fb773ddc74313af03257	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexyl salicylic acid GC-MS (1 TMS) - 70eV, Positive	splash10-0006-5900000000-a6edd46affa93032aafc	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexyl salicylic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexyl salicylic acid 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 - Hexyl salicylic acid 10V, Positive-QTOF	splash10-00di-5490000000-62d942003fce8b83f5f2	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexyl salicylic acid 20V, Positive-QTOF	splash10-0079-9310000000-75b39ff0df9ed0e773c2	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexyl salicylic acid 40V, Positive-QTOF	splash10-0fdo-9100000000-bf15d8365ddd2b392983	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexyl salicylic acid 10V, Negative-QTOF	splash10-00di-3490000000-71dd1663f05608c19c6f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexyl salicylic acid 20V, Negative-QTOF	splash10-000f-8920000000-abeb831f527523feaaff	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexyl salicylic acid 40V, Negative-QTOF	splash10-0006-9100000000-7b37668d151b6a0c4b79	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexyl salicylic acid 10V, Positive-QTOF	splash10-00di-0970000000-9043e640de87d5b1ff45	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexyl salicylic acid 20V, Positive-QTOF	splash10-00di-3900000000-2fdd2801760fd5d071af	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexyl salicylic acid 40V, Positive-QTOF	splash10-0gbc-9100000000-4d4f400048a12e21f92b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexyl salicylic acid 10V, Negative-QTOF	splash10-00di-2190000000-646d4ebee6420b399c56	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexyl salicylic acid 20V, Negative-QTOF	splash10-0006-9100000000-904d4daed01df426a17d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexyl salicylic acid 40V, Negative-QTOF	splash10-0006-9000000000-dcc37455749a338f327a	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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)	Not Specified	Normal	24421258	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	20809147	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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22629

PDB ID

Not Available

ChEBI ID

88836

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Wester RC, Melendres J, Sedik L, Maibach H, Riviere JE: Percutaneous absorption of salicylic acid, theophylline, 2, 4-dimethylamine, diethyl hexyl phthalic acid, and p-aminobenzoic acid in the isolated perfused porcine skin flap compared to man in vivo. Toxicol Appl Pharmacol. 1998 Jul;151(1):159-65. [PubMed:9705899 ]
Gosset V, Harmel N, Gobel C, Francis F, Haubruge E, Wathelet JP, du Jardin P, Feussner I, Fauconnier ML: Attacks by a piercing-sucking insect (Myzus persicae Sultzer) or a chewing insect (Leptinotarsa decemlineata Say) on potato plants (Solanum tuberosum L.) induce differential changes in volatile compound release and oxylipin synthesis. J Exp Bot. 2009;60(4):1231-40. doi: 10.1093/jxb/erp015. Epub 2009 Feb 16. [PubMed:19221142 ]
Bruinsma M, Posthumus MA, Mumm R, Mueller MJ, van Loon JJ, Dicke M: Jasmonic acid-induced volatiles of Brassica oleracea attract parasitoids: effects of time and dose, and comparison with induction by herbivores. J Exp Bot. 2009;60(9):2575-87. doi: 10.1093/jxb/erp101. Epub 2009 May 18. [PubMed:19451186 ]
Sokolosky ML, Wargovich MJ: Homeostatic imbalance and colon cancer: the dynamic epigenetic interplay of inflammation, environmental toxins, and chemopreventive plant compounds. Front Oncol. 2012 Jun 1;2:57. doi: 10.3389/fonc.2012.00057. eCollection 2012. [PubMed:22675672 ]
Song GC, Ryu CM: Two volatile organic compounds trigger plant self-defense against a bacterial pathogen and a sucking insect in cucumber under open field conditions. Int J Mol Sci. 2013 May 8;14(5):9803-19. doi: 10.3390/ijms14059803. [PubMed:23698768 ]
Toranosuke Saito, 'Nuclear substituted salicylic acids and their salts.' U.S. Patent US5049685, issued November, 1979. [Link]
Toranosuke Saito, Takashi Ishibashi, Tomoharu Shiozaki, Tetsuo Shiraishi, 'Developer for pressure-sensitive recording sheets, aqueous dispersion of the developer and method for preparing the developer.' U.S. Patent US5118443, issued September, 1986. [Link]

Showing metabocard for Hexyl salicylic acid (HMDB0061943)

MOL for HMDB0061943 (Hexyl salicylic acid)

3D MOL for HMDB0061943 (Hexyl salicylic acid)

3D SDF for HMDB0061943 (Hexyl salicylic acid)

3D-SDF for HMDB0061943 (Hexyl salicylic acid)

PDB for HMDB0061943 (Hexyl salicylic acid)

3D PDB for HMDB0061943 (Hexyl salicylic acid)

SMILES for HMDB0061943 (Hexyl salicylic acid)

INCHI for HMDB0061943 (Hexyl salicylic acid)

Structure for HMDB0061943 (Hexyl salicylic acid)

3D Structure for HMDB0061943 (Hexyl salicylic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra