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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2014-10-08 15:55:37 UTC

Update Date

2021-09-14 15:45:49 UTC

HMDB ID

HMDB0061839

Secondary Accession Numbers

HMDB61839

Metabolite Identification

Common Name

Ethylhexyl salicylate

Description

Ethylhexyl salicylate, also known as uvinul or octyl salicylic acid, 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. Ethylhexyl salicylate is an extremely weak basic (essentially neutral) compound (based on its pKa). Ethylhexyl salicylate, or octyl salicylate, is an organic compound used as an ingredient in sunscreens and cosmetics to absorb UVB (ultraviolet) rays from the sun. It is an ester formed by the condensation of a salicylic acid with 2-ethylhexanol. It is a colorless oily liquid with a slight floral odor.

Structure

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

HMDB0061839
     RDKit          3D
Ethylhexyl salicylate
 40 40  0  0  0  0  0  0  0  0999 V2000
   -4.9416    0.4100   -0.5676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9617   -0.6345   -0.9799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4122   -1.4636    0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7244   -0.9154    1.2525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4677   -0.1027    1.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5995    1.1698    0.3619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2925    1.9540    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3340   -0.9493    0.6467 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9172   -0.2933    0.5118 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0205   -0.9839    0.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7949   -2.2149   -0.2103 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3703   -0.4767   -0.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3584   -1.3523   -0.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6398   -0.9270   -0.8111 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9821    0.3790   -0.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0398    1.2652   -0.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7626    0.8057    0.1307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8326    1.7097    0.6118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4416    1.3471   -0.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7299    0.0634    0.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4617    0.7589   -1.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2440   -0.2393   -1.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6107   -1.3246   -1.6741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3046   -2.0681    0.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7965   -2.3121   -0.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4282   -1.7476    1.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4431   -0.3212    1.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2061    0.1925    2.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9530    1.1316   -0.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3150    1.8808    0.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2079    1.9771    1.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5638    3.0383    0.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3427    1.6834   -0.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5969   -1.2759   -0.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2378   -1.9018    1.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0598   -2.3970   -0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3950   -1.5944   -1.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0007    0.7467   -0.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3153    2.3143    0.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0270    2.6681    0.8247 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
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 12  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 16 39  1  0
 18 40  1  0
M  END


  Mrv0541 10081412322D          

 18 18  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
    5.7158    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    6.1875    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
    4.2868    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737    7.4250    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    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592    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
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  1  0  0  0  0
  7  6  2  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
 12  4  1  0  0  0  0
 12  8  1  0  0  0  0
 12 11  1  0  0  0  0
 13  9  2  0  0  0  0
 14 10  2  0  0  0  0
 14 13  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  2  0  0  0  0
 18 11  1  0  0  0  0
 18 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0061839

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC(CC)COC(=O)C1=CC=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C15H22O3/c1-3-5-8-12(4-2)11-18-15(17)13-9-6-7-10-14(13)16/h6-7,9-10,12,16H,3-5,8,11H2,1-2H3

> <INCHI_KEY>
FMRHJJZUHUTGKE-UHFFFAOYSA-N

> <FORMULA>
C15H22O3

> <MOLECULAR_WEIGHT>
250.3334

> <EXACT_MASS>
250.15689457

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
29.13403172031885

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-ethylhexyl 2-hydroxybenzoate

> <ALOGPS_LOGP>
4.79

> <JCHEM_LOGP>
5.345735294333333

> <ALOGPS_LOGS>
-4.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.719426004605916

> <JCHEM_PKA_STRONGEST_BASIC>
-4.287631969569433

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
72.2124

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.38e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
octisalate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0061839
     RDKit          3D
Ethylhexyl salicylate
 40 40  0  0  0  0  0  0  0  0999 V2000
   -4.9416    0.4100   -0.5676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9617   -0.6345   -0.9799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4122   -1.4636    0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7244   -0.9154    1.2525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4677   -0.1027    1.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5995    1.1698    0.3619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2925    1.9540    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3340   -0.9493    0.6467 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9172   -0.2933    0.5118 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0205   -0.9839    0.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7949   -2.2149   -0.2103 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3703   -0.4767   -0.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3584   -1.3523   -0.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6398   -0.9270   -0.8111 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9821    0.3790   -0.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0398    1.2652   -0.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7626    0.8057    0.1307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8326    1.7097    0.6118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4416    1.3471   -0.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7299    0.0634    0.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4617    0.7589   -1.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2440   -0.2393   -1.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6107   -1.3246   -1.6741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3046   -2.0681    0.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7965   -2.3121   -0.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4282   -1.7476    1.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4431   -0.3212    1.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2061    0.1925    2.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9530    1.1316   -0.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3150    1.8808    0.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2079    1.9771    1.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5638    3.0383    0.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3427    1.6834   -0.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5969   -1.2759   -0.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2378   -1.9018    1.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0598   -2.3970   -0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3950   -1.5944   -1.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0007    0.7467   -0.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3153    2.3143    0.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0270    2.6681    0.8247 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
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 12  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 16 39  1  0
 18 40  1  0
M  END

HEADER    PROTEIN                                 08-OCT-14   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-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      10.669  13.860   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.335  10.780   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.336  13.090   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.668  11.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      17.338  11.550   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.338  13.090   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       8.002  10.780   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      16.004  10.780   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.004  13.860   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  11.550   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.670  11.550   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.670  13.090   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.337  10.780   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      13.337  13.860   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      13.337   9.240   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      12.003  11.550   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2   12                                                       
CONECT    5    3    8                                                       
CONECT    6    7    9                                                       
CONECT    7    6   10                                                       
CONECT    8    5   12                                                       
CONECT    9    6   13                                                       
CONECT   10    7   14                                                       
CONECT   11   12   18                                                       
CONECT   12    4    8   11                                                  
CONECT   13    9   14   15                                                  
CONECT   14   10   13   16                                                  
CONECT   15   13   17   18                                                  
CONECT   16   14                                                            
CONECT   17   15                                                            
CONECT   18   11   15                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0061839
HETATM    1  C1  UNL     1      -4.942   0.410  -0.568  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.962  -0.634  -0.980  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.412  -1.464   0.100  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.724  -0.915   1.253  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.468  -0.103   1.117  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.600   1.170   0.362  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.293   1.954   0.295  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.334  -0.949   0.647  1.00  0.00           C  
HETATM    9  O1  UNL     1       0.917  -0.293   0.512  1.00  0.00           O  
HETATM   10  C9  UNL     1       2.020  -0.984   0.065  1.00  0.00           C  
HETATM   11  O2  UNL     1       1.795  -2.215  -0.210  1.00  0.00           O  
HETATM   12  C10 UNL     1       3.370  -0.477  -0.121  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.358  -1.352  -0.607  1.00  0.00           C  
HETATM   14  C12 UNL     1       5.640  -0.927  -0.811  1.00  0.00           C  
HETATM   15  C13 UNL     1       5.982   0.379  -0.541  1.00  0.00           C  
HETATM   16  C14 UNL     1       5.040   1.265  -0.064  1.00  0.00           C  
HETATM   17  C15 UNL     1       3.763   0.806   0.131  1.00  0.00           C  
HETATM   18  O3  UNL     1       2.833   1.710   0.612  1.00  0.00           O  
HETATM   19  H1  UNL     1      -4.442   1.347  -0.185  1.00  0.00           H  
HETATM   20  H2  UNL     1      -5.730   0.063   0.099  1.00  0.00           H  
HETATM   21  H3  UNL     1      -5.462   0.759  -1.508  1.00  0.00           H  
HETATM   22  H4  UNL     1      -3.244  -0.239  -1.698  1.00  0.00           H  
HETATM   23  H5  UNL     1      -4.611  -1.325  -1.674  1.00  0.00           H  
HETATM   24  H6  UNL     1      -4.305  -2.068   0.507  1.00  0.00           H  
HETATM   25  H7  UNL     1      -2.797  -2.312  -0.343  1.00  0.00           H  
HETATM   26  H8  UNL     1      -2.428  -1.748   1.991  1.00  0.00           H  
HETATM   27  H9  UNL     1      -3.443  -0.321   1.918  1.00  0.00           H  
HETATM   28  H10 UNL     1      -1.206   0.193   2.184  1.00  0.00           H  
HETATM   29  H11 UNL     1      -1.953   1.132  -0.660  1.00  0.00           H  
HETATM   30  H12 UNL     1      -2.315   1.881   0.884  1.00  0.00           H  
HETATM   31  H13 UNL     1       0.208   1.977   1.285  1.00  0.00           H  
HETATM   32  H14 UNL     1      -0.564   3.038   0.111  1.00  0.00           H  
HETATM   33  H15 UNL     1       0.343   1.683  -0.549  1.00  0.00           H  
HETATM   34  H16 UNL     1      -0.597  -1.276  -0.404  1.00  0.00           H  
HETATM   35  H17 UNL     1      -0.238  -1.902   1.208  1.00  0.00           H  
HETATM   36  H18 UNL     1       4.060  -2.397  -0.816  1.00  0.00           H  
HETATM   37  H19 UNL     1       6.395  -1.594  -1.182  1.00  0.00           H  
HETATM   38  H20 UNL     1       7.001   0.747  -0.696  1.00  0.00           H  
HETATM   39  H21 UNL     1       5.315   2.314   0.153  1.00  0.00           H  
HETATM   40  H22 UNL     1       3.027   2.668   0.825  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4   24   25
CONECT    4    5   26   27
CONECT    5    6    8   28
CONECT    6    7   29   30
CONECT    7   31   32   33
CONECT    8    9   34   35
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13   13   17
CONECT   13   14   36
CONECT   14   15   15   37
CONECT   15   16   38
CONECT   16   17   17   39
CONECT   17   18
CONECT   18   40
END

HMDB0061839
     RDKit          3D
Ethylhexyl salicylate
 40 40  0  0  0  0  0  0  0  0999 V2000
   -4.9416    0.4100   -0.5676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9617   -0.6345   -0.9799 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4122   -1.4636    0.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7244   -0.9154    1.2525 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4677   -0.1027    1.1174 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5995    1.1698    0.3619 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2925    1.9540    0.2953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3340   -0.9493    0.6467 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9172   -0.2933    0.5118 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0205   -0.9839    0.0647 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7949   -2.2149   -0.2103 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3703   -0.4767   -0.1210 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3584   -1.3523   -0.6065 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6398   -0.9270   -0.8111 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9821    0.3790   -0.5410 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0398    1.2652   -0.0638 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7626    0.8057    0.1307 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8326    1.7097    0.6118 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4416    1.3471   -0.1846 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7299    0.0634    0.0987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4617    0.7589   -1.5081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2440   -0.2393   -1.6976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6107   -1.3246   -1.6741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3046   -2.0681    0.5070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7965   -2.3121   -0.3430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4282   -1.7476    1.9912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4431   -0.3212    1.9176 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2061    0.1925    2.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9530    1.1316   -0.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3150    1.8808    0.8838 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2079    1.9771    1.2848 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5638    3.0383    0.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3427    1.6834   -0.5485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5969   -1.2759   -0.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2378   -1.9018    1.2079 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0598   -2.3970   -0.8164 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3950   -1.5944   -1.1818 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0007    0.7467   -0.6958 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3153    2.3143    0.1531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0270    2.6681    0.8247 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
  5  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 17 12  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  7 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 16 39  1  0
 18 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Octyl salicylate	Kegg
Uvinul	Kegg
Octyl salicylic acid	Generator
Ethylhexyl salicylic acid	Generator
OCTISALic acid	HMDB
Ethyl hexyl salicylate	HMDB
Octylsalicylate	HMDB
Salicylic acid 2-ethylhexyl ester	HMDB
trans-2-Hexenyl salicylate	HMDB
Octisalate	MeSH
2-Ethylhexyl 2-hydroxybenzoic acid	Generator

Chemical Formula

C₁₅H₂₂O₃

Average Molecular Weight

250.3334

Monoisotopic Molecular Weight

250.15689457

IUPAC Name

2-ethylhexyl 2-hydroxybenzoate

Traditional Name

octisalate

CAS Registry Number

Not Available

SMILES

CCCCC(CC)COC(=O)C1=CC=CC=C1O

InChI Identifier

InChI=1S/C15H22O3/c1-3-5-8-12(4-2)11-18-15(17)13-9-6-7-10-14(13)16/h6-7,9-10,12,16H,3-5,8,11H2,1-2H3

InChI Key

FMRHJJZUHUTGKE-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: 20809147)

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	0.024 g/L	ALOGPS
logP	4.79	ALOGPS
logP	5.35	ChemAxon
logS	-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	8	ChemAxon
Refractivity	72.21 m³·mol⁻¹	ChemAxon
Polarizability	29.13 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	No	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]+	159.464	31661259
DarkChem	[M-H]-	158.862	31661259
DeepCCS	[M+H]+	162.483	30932474
DeepCCS	[M-H]-	160.125	30932474
DeepCCS	[M-2H]-	193.832	30932474
DeepCCS	[M+Na]+	170.01	30932474
AllCCS	[M+H]+	161.2	32859911
AllCCS	[M+H-H2O]+	157.8	32859911
AllCCS	[M+NH4]+	164.5	32859911
AllCCS	[M+Na]+	165.4	32859911
AllCCS	[M-H]-	163.6	32859911
AllCCS	[M+Na-2H]-	164.2	32859911
AllCCS	[M+HCOO]-	165.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethylhexyl salicylate	CCCCC(CC)COC(=O)C1=CC=CC=C1O	2490.9	Standard polar	33892256
Ethylhexyl salicylate	CCCCC(CC)COC(=O)C1=CC=CC=C1O	1804.8	Standard non polar	33892256
Ethylhexyl salicylate	CCCCC(CC)COC(=O)C1=CC=CC=C1O	1871.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Ethylhexyl salicylate,1TMS,isomer #1	CCCCC(CC)COC(=O)C1=CC=CC=C1O[Si](C)(C)C	1935.9	Semi standard non polar	33892256
Ethylhexyl salicylate,1TBDMS,isomer #1	CCCCC(CC)COC(=O)C1=CC=CC=C1O[Si](C)(C)C(C)(C)C	2165.1	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Ethylhexyl salicylate EI-B (Non-derivatized)	splash10-00di-9800000000-e6bf91bd63e14169eb92	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Ethylhexyl salicylate EI-B (Non-derivatized)	splash10-00di-9800000000-e6bf91bd63e14169eb92	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethylhexyl salicylate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-6910000000-0846696bc11027535246	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethylhexyl salicylate GC-MS (1 TMS) - 70eV, Positive	splash10-0006-5911000000-4e9e3df7eea4e7398171	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethylhexyl 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 - Ethylhexyl salicylate 10V, Positive-QTOF	splash10-0w29-2960000000-63063e687c4f0a8a3102	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylhexyl salicylate 20V, Positive-QTOF	splash10-03k9-6910000000-69e92883b4ccaac7336f	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylhexyl salicylate 40V, Positive-QTOF	splash10-0kfx-9100000000-add879fc2c2e2c83ce6a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylhexyl salicylate 10V, Negative-QTOF	splash10-0002-2490000000-76cec8f8c72dad507a4e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylhexyl salicylate 20V, Negative-QTOF	splash10-000g-6930000000-1bd98f5314ffed506fc5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylhexyl salicylate 40V, Negative-QTOF	splash10-0006-9100000000-6e0906ad02af5116c830	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylhexyl salicylate 10V, Positive-QTOF	splash10-0udi-0490000000-02d7f6aaed2cc27aac00	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylhexyl salicylate 20V, Positive-QTOF	splash10-00di-6900000000-885ced603138644e1152	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylhexyl salicylate 40V, Positive-QTOF	splash10-0ab9-9100000000-313f672c7fc52f7c8948	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylhexyl salicylate 10V, Negative-QTOF	splash10-00kb-1980000000-3a31c02a91c43cbf6c21	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylhexyl salicylate 20V, Negative-QTOF	splash10-0006-9310000000-9576266ee493b89c1d9c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethylhexyl salicylate 40V, Negative-QTOF	splash10-0006-9100000000-7fc6b22785a698eafb23	2021-09-23	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

8364

PDB ID

Not Available

ChEBI ID

Not Available

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

Authors unspecified: Safety assessment of Salicylic Acid, Butyloctyl Salicylate, Calcium Salicylate, C12-15 Alkyl Salicylate, Capryloyl Salicylic Acid, Hexyldodecyl Salicylate, Isocetyl Salicylate, Isodecyl Salicylate, Magnesium Salicylate, MEA-Salicylate, Ethylhexyl Salicylate, Potassium Salicylate, Methyl Salicylate, Myristyl Salicylate, Sodium Salicylate, TEA-Salicylate, and Tridecyl Salicylate. Int J Toxicol. 2003;22 Suppl 3:1-108. [PubMed:14617432 ]
Shaw DW: Allergic contact dermatitis from octisalate and cis-3-hexenyl salicylate. Dermatitis. 2006 Sep;17(3):152-5. [PubMed:16956469 ]
Masse MO, Herpol-Borremans M: Dosage de l'octyl dimethyl PABA, de l'homosalate et de l'octyl salicylate dans les produits de protection solaire. Int J Cosmet Sci. 2001 Dec;23(6):325-31. [PubMed:18498482 ]
Nambiar DC, Gaudh JS, Shinde VM: Tris(2-ethylhexyl)phosphate as an extractant for trivalent gallium, indium and thallium. Talanta. 1994 Nov;41(11):1951-5. [PubMed:18966155 ]
Chhatre MH, Shinde VM: Separation of scandium(III) and yttrium(III) by tris(2-ethylhexyl)phosphate (TEHP). Talanta. 1998 Oct;47(2):413-9. [PubMed:18967342 ]
Mortz CG, Thormann H, Goossens A, Andersen KE: Allergic contact dermatitis from ethylhexyl salicylate and other salicylates. Dermatitis. 2010 Mar-Apr;21(2):E7-10. [PubMed:20233542 ]
Wikipedia [Link]
Rene Rivero, Frank Lucia, Vinod Topiwala, 'Ultra-violet inhibition system.' U.S. Patent US20060057080, issued March 16, 2006. [Link]
Roland Langner, 'MIXTURES OF ETHYLHEXYL P-METHOXYCINNAMATE AND ETHYLHEXYL SALICYLATE.' U.S. Patent US20090053154, issued February 26, 2009. [Link]
Isabelle Hansenne, Victoria Van Leeuwen, 'Photoprotective/cosmetic compositions comprising 2,4,6-tris[p-((2'-ethylhexyl)oxycarbonyl)anilino]-1,3,5-triazine and salicylate solvents therefor.' U.S. Patent US6096294, issued November, 1994. [Link]

Showing metabocard for Ethylhexyl salicylate (HMDB0061839)

MOL for HMDB0061839 (Ethylhexyl salicylate)

3D MOL for HMDB0061839 (Ethylhexyl salicylate)

3D SDF for HMDB0061839 (Ethylhexyl salicylate)

3D-SDF for HMDB0061839 (Ethylhexyl salicylate)

PDB for HMDB0061839 (Ethylhexyl salicylate)

3D PDB for HMDB0061839 (Ethylhexyl salicylate)

SMILES for HMDB0061839 (Ethylhexyl salicylate)

INCHI for HMDB0061839 (Ethylhexyl salicylate)

Structure for HMDB0061839 (Ethylhexyl salicylate)

3D Structure for HMDB0061839 (Ethylhexyl salicylate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra