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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:26:18 UTC

Update Date

2021-09-26 23:06:18 UTC

HMDB ID

HMDB0253209

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Homosalate

Description

3,3,5-trimethylcyclohexyl 2-hydroxybenzoate, also known as eusolex, 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. 3,3,5-trimethylcyclohexyl 2-hydroxybenzoate is an extremely weak basic (essentially neutral) compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). Homosalate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Homosalate is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0253209
     RDKit          3D
Homosalate
 41 42  0  0  0  0  0  0  0  0999 V2000
   -2.2329    2.1758   -1.8158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8061    1.0491   -0.9090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1991   -0.1035   -1.6826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5643   -1.0325   -0.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6673   -0.4499   -0.2977 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9029   -0.9812   -0.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9601   -2.0239   -1.2683 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1031   -0.3027   -0.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0097    0.8784    0.5830 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0810    1.5795    1.0450 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3467    1.1092    0.7708 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4897   -0.0398    0.0478 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3795   -0.7601   -0.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6523   -1.8980   -1.1405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3862   -1.3765    0.4831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5114   -0.5016    0.8393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1613    0.3617    2.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7174   -1.3361    1.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0091    0.4217   -0.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2139    2.5491   -1.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2773    1.8949   -2.8697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5196    3.0236   -1.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0381    1.3827   -0.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4082    0.2553   -2.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9427   -0.6283   -2.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2848   -1.9583   -1.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0051    1.2253    0.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9283    2.4933    1.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1836    1.6873    1.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4984   -0.4093   -0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0833   -2.5526   -1.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7764   -2.4298    0.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7029   -1.4589    1.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7645   -0.2532    2.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5067    1.1985    1.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1428    0.8250    2.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2839   -2.1955    1.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3628   -0.7664    1.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2490   -1.7707    0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6428    1.2089    0.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5869   -0.0905   -1.0142 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  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  4 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 19  2  1  0
 13  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 15 33  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
M  END

  Mrv1572004221603382D          

 19 20  0  0  0  0            999 V2000
   -5.0013    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5282    5.0933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9979    4.1748    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    5.7750    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 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    3.7125    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
   -2.1434    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    3.3000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    4.5375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  5  4  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
 11  1  1  0  0  0  0
 11  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12  8  1  0  0  0  0
 12 10  1  0  0  0  0
 13  6  2  0  0  0  0
 14  7  2  0  0  0  0
 14 13  1  0  0  0  0
 15 13  1  0  0  0  0
 16  2  1  0  0  0  0
 16  3  1  0  0  0  0
 16  9  1  0  0  0  0
 16 10  1  0  0  0  0
 17 14  1  0  0  0  0
 18 15  2  0  0  0  0
 19 12  1  0  0  0  0
 19 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253209

> <DATABASE_NAME>
hmdb

> <SMILES>
CC1CC(CC(C)(C)C1)OC(=O)C1=CC=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C16H22O3/c1-11-8-12(10-16(2,3)9-11)19-15(18)13-6-4-5-7-14(13)17/h4-7,11-12,17H,8-10H2,1-3H3

> <INCHI_KEY>
WSSJONWNBBTCMG-UHFFFAOYSA-N

> <FORMULA>
C16H22O3

> <MOLECULAR_WEIGHT>
262.349

> <EXACT_MASS>
262.156894568

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
29.847117866036218

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3,3,5-trimethylcyclohexyl 2-hydroxybenzoate

> <ALOGPS_LOGP>
4.05

> <JCHEM_LOGP>
4.996513302666667

> <ALOGPS_LOGS>
-3.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.716579256748755

> <JCHEM_PKA_STRONGEST_BASIC>
-4.287824261323448

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
74.6507

> <JCHEM_ROTATABLE_BOND_COUNT>
3

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.73e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
coppertone

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0253209
     RDKit          3D
Homosalate
 41 42  0  0  0  0  0  0  0  0999 V2000
   -2.2329    2.1758   -1.8158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8061    1.0491   -0.9090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1991   -0.1035   -1.6826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5643   -1.0325   -0.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6673   -0.4499   -0.2977 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9029   -0.9812   -0.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9601   -2.0239   -1.2683 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1031   -0.3027   -0.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0097    0.8784    0.5830 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0810    1.5795    1.0450 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3467    1.1092    0.7708 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4897   -0.0398    0.0478 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3795   -0.7601   -0.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6523   -1.8980   -1.1405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3862   -1.3765    0.4831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5114   -0.5016    0.8393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1613    0.3617    2.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7174   -1.3361    1.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0091    0.4217   -0.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2139    2.5491   -1.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2773    1.8949   -2.8697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5196    3.0236   -1.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0381    1.3827   -0.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4082    0.2553   -2.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9427   -0.6283   -2.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2848   -1.9583   -1.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0051    1.2253    0.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9283    2.4933    1.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1836    1.6873    1.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4984   -0.4093   -0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0833   -2.5526   -1.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7764   -2.4298    0.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7029   -1.4589    1.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7645   -0.2532    2.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5067    1.1985    1.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1428    0.8250    2.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2839   -2.1955    1.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3628   -0.7664    1.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2490   -1.7707    0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6428    1.2089    0.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5869   -0.0905   -1.0142 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  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  4 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 19  2  1  0
 13  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 15 33  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
M  END

HEADER    PROTEIN                                 22-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-APR-16         0                                  
HETATM    1  C   UNK     0      -9.336  13.090   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0     -12.186   9.507   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0     -11.196   7.793   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -4.001   3.850   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.667   4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335   4.620   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.667   6.160   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     -10.669  10.780   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -9.336   8.470   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -9.336  11.550   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -8.002   9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.335   6.160   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.668   6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0     -10.669   9.240   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -4.001   8.470   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -8.002   6.160   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      -6.668   8.470   0.000  0.00  0.00           O+0
CONECT    1   11                                                            
CONECT    2   16                                                            
CONECT    3   16                                                            
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4   13                                                       
CONECT    7    5   14                                                       
CONECT    8   11   12                                                       
CONECT    9   11   16                                                       
CONECT   10   12   16                                                       
CONECT   11    1    8    9                                                  
CONECT   12    8   10   19                                                  
CONECT   13    6   14   15                                                  
CONECT   14    7   13   17                                                  
CONECT   15   13   18   19                                                  
CONECT   16    2    3    9   10                                             
CONECT   17   14                                                            
CONECT   18   15                                                            
CONECT   19   12   15                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   40    0
END

COMPND    HMDB0253209
HETATM    1  C1  UNL     1      -2.233   2.176  -1.816  1.00  0.00           C  
HETATM    2  C2  UNL     1      -1.806   1.049  -0.909  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.199  -0.104  -1.683  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.564  -1.033  -0.688  1.00  0.00           C  
HETATM    5  O1  UNL     1       0.667  -0.450  -0.298  1.00  0.00           O  
HETATM    6  C5  UNL     1       1.903  -0.981  -0.611  1.00  0.00           C  
HETATM    7  O2  UNL     1       1.960  -2.024  -1.268  1.00  0.00           O  
HETATM    8  C6  UNL     1       3.103  -0.303  -0.161  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.010   0.878   0.583  1.00  0.00           C  
HETATM   10  C8  UNL     1       4.081   1.579   1.045  1.00  0.00           C  
HETATM   11  C9  UNL     1       5.347   1.109   0.771  1.00  0.00           C  
HETATM   12  C10 UNL     1       5.490  -0.040   0.048  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.379  -0.760  -0.427  1.00  0.00           C  
HETATM   14  O3  UNL     1       4.652  -1.898  -1.141  1.00  0.00           O  
HETATM   15  C12 UNL     1      -1.386  -1.376   0.483  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.511  -0.502   0.839  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.161   0.362   2.062  1.00  0.00           C  
HETATM   18  C15 UNL     1      -3.717  -1.336   1.302  1.00  0.00           C  
HETATM   19  C16 UNL     1      -3.009   0.422  -0.213  1.00  0.00           C  
HETATM   20  H1  UNL     1      -3.214   2.549  -1.412  1.00  0.00           H  
HETATM   21  H2  UNL     1      -2.277   1.895  -2.870  1.00  0.00           H  
HETATM   22  H3  UNL     1      -1.520   3.024  -1.657  1.00  0.00           H  
HETATM   23  H4  UNL     1      -1.038   1.383  -0.182  1.00  0.00           H  
HETATM   24  H5  UNL     1      -0.408   0.255  -2.379  1.00  0.00           H  
HETATM   25  H6  UNL     1      -1.943  -0.628  -2.315  1.00  0.00           H  
HETATM   26  H7  UNL     1      -0.285  -1.958  -1.267  1.00  0.00           H  
HETATM   27  H8  UNL     1       2.005   1.225   0.784  1.00  0.00           H  
HETATM   28  H9  UNL     1       3.928   2.493   1.619  1.00  0.00           H  
HETATM   29  H10 UNL     1       6.184   1.687   1.151  1.00  0.00           H  
HETATM   30  H11 UNL     1       6.498  -0.409  -0.167  1.00  0.00           H  
HETATM   31  H12 UNL     1       4.083  -2.553  -1.564  1.00  0.00           H  
HETATM   32  H13 UNL     1      -1.776  -2.430   0.356  1.00  0.00           H  
HETATM   33  H14 UNL     1      -0.703  -1.459   1.381  1.00  0.00           H  
HETATM   34  H15 UNL     1      -1.765  -0.253   2.880  1.00  0.00           H  
HETATM   35  H16 UNL     1      -1.507   1.199   1.797  1.00  0.00           H  
HETATM   36  H17 UNL     1      -3.143   0.825   2.373  1.00  0.00           H  
HETATM   37  H18 UNL     1      -3.284  -2.196   1.882  1.00  0.00           H  
HETATM   38  H19 UNL     1      -4.363  -0.766   1.986  1.00  0.00           H  
HETATM   39  H20 UNL     1      -4.249  -1.771   0.436  1.00  0.00           H  
HETATM   40  H21 UNL     1      -3.643   1.209   0.264  1.00  0.00           H  
HETATM   41  H22 UNL     1      -3.587  -0.090  -1.014  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   19   23
CONECT    3    4   24   25
CONECT    4    5   15   26
CONECT    5    6
CONECT    6    7    7    8
CONECT    8    9    9   13
CONECT    9   10   27
CONECT   10   11   11   28
CONECT   11   12   29
CONECT   12   13   13   30
CONECT   13   14
CONECT   14   31
CONECT   15   16   32   33
CONECT   16   17   18   19
CONECT   17   34   35   36
CONECT   18   37   38   39
CONECT   19   40   41
END

HMDB0253209
     RDKit          3D
Homosalate
 41 42  0  0  0  0  0  0  0  0999 V2000
   -2.2329    2.1758   -1.8158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8061    1.0491   -0.9090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1991   -0.1035   -1.6826 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5643   -1.0325   -0.6876 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6673   -0.4499   -0.2977 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9029   -0.9812   -0.6110 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9601   -2.0239   -1.2683 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1031   -0.3027   -0.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0097    0.8784    0.5830 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0810    1.5795    1.0450 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3467    1.1092    0.7708 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4897   -0.0398    0.0478 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3795   -0.7601   -0.4269 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6523   -1.8980   -1.1405 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3862   -1.3765    0.4831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5114   -0.5016    0.8393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1613    0.3617    2.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7174   -1.3361    1.3017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0091    0.4217   -0.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2139    2.5491   -1.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2773    1.8949   -2.8697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5196    3.0236   -1.6567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0381    1.3827   -0.1822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4082    0.2553   -2.3790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9427   -0.6283   -2.3148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2848   -1.9583   -1.2671 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0051    1.2253    0.7840 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9283    2.4933    1.6192 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1836    1.6873    1.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4984   -0.4093   -0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0833   -2.5526   -1.5641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7764   -2.4298    0.3565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7029   -1.4589    1.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7645   -0.2532    2.8799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5067    1.1985    1.7965 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1428    0.8250    2.3734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2839   -2.1955    1.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3628   -0.7664    1.9859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2490   -1.7707    0.4355 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6428    1.2089    0.2635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5869   -0.0905   -1.0142 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  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
  4 15  1  0
 15 16  1  0
 16 17  1  0
 16 18  1  0
 16 19  1  0
 19  2  1  0
 13  8  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 14 31  1  0
 15 32  1  0
 15 33  1  0
 17 34  1  0
 17 35  1  0
 17 36  1  0
 18 37  1  0
 18 38  1  0
 18 39  1  0
 19 40  1  0
 19 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Eusolex	Kegg
3,3,5-Trimethylcyclohexyl 2-hydroxybenzoic acid	Generator
Homosalic acid	Generator
3,3,5-Trimethylcyclohexyl salicylate	MeSH

Chemical Formula

C₁₆H₂₂O₃

Average Molecular Weight

262.349

Monoisotopic Molecular Weight

262.156894568

IUPAC Name

3,3,5-trimethylcyclohexyl 2-hydroxybenzoate

Traditional Name

coppertone

CAS Registry Number

Not Available

SMILES

CC1CC(CC(C)(C)C1)OC(=O)C1=CC=CC=C1O

InChI Identifier

InChI=1S/C16H22O3/c1-11-8-12(10-16(2,3)9-11)19-15(18)13-6-4-5-7-14(13)17/h4-7,11-12,17H,8-10H2,1-3H3

InChI Key

WSSJONWNBBTCMG-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

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (HMDB: HMDB0253209)

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
logP	4.05	ALOGPS
logP	5	ChemAxon
logS	-3.8	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	3	ChemAxon
Refractivity	74.65 m³·mol⁻¹	ChemAxon
Polarizability	29.85 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
DeepCCS	[M+H]+	162.801	30932474
DeepCCS	[M-H]-	160.443	30932474
DeepCCS	[M-2H]-	193.329	30932474
DeepCCS	[M+Na]+	168.894	30932474
AllCCS	[M+H]+	163.4	32859911
AllCCS	[M+H-H2O]+	159.8	32859911
AllCCS	[M+NH4]+	166.7	32859911
AllCCS	[M+Na]+	167.6	32859911
AllCCS	[M-H]-	167.1	32859911
AllCCS	[M+Na-2H]-	167.1	32859911
AllCCS	[M+HCOO]-	167.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Homosalate	CC1CC(CC(C)(C)C1)OC(=O)C1=CC=CC=C1O	2414.2	Standard polar	33892256
Homosalate	CC1CC(CC(C)(C)C1)OC(=O)C1=CC=CC=C1O	1865.6	Standard non polar	33892256
Homosalate	CC1CC(CC(C)(C)C1)OC(=O)C1=CC=CC=C1O	1908.7	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Homosalate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-8910000000-fd681dc68beadb1f523a	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Homosalate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Homosalate GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Homosalate GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	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 - Homosalate 10V, Positive-QTOF	splash10-03di-2790000000-3f3acefc49f5b2366795	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homosalate 20V, Positive-QTOF	splash10-00fr-4920000000-615a26ffaf85c7efd5dc	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homosalate 40V, Positive-QTOF	splash10-0uka-9300000000-25b449a6382ddd3f71c7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homosalate 10V, Negative-QTOF	splash10-03di-1390000000-de045e7c477791b8668f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homosalate 20V, Negative-QTOF	splash10-01ox-8980000000-c7d6d5812fb9b8c625c0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homosalate 40V, Negative-QTOF	splash10-0006-9500000000-a111cc744aa2ac3795e7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homosalate 10V, Positive-QTOF	splash10-03di-0490000000-2a18e264475664dfb40a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homosalate 20V, Positive-QTOF	splash10-00di-0900000000-3d9407a5563a0865f36b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homosalate 40V, Positive-QTOF	splash10-05fr-6900000000-b250da9568ba3f94dd17	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homosalate 10V, Negative-QTOF	splash10-0006-1910000000-4e95ecfeba0be8bf6db1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homosalate 20V, Negative-QTOF	splash10-0006-9100000000-09c8c6847e1ffb4dd936	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Homosalate 40V, Negative-QTOF	splash10-0006-9000000000-dd7f1b77ec5a38bf6cc4	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	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

8362

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Homosalate (HMDB0253209)

MOL for HMDB0253209 (Homosalate)

3D MOL for HMDB0253209 (Homosalate)

3D SDF for HMDB0253209 (Homosalate)

3D-SDF for HMDB0253209 (Homosalate)

PDB for HMDB0253209 (Homosalate)

3D PDB for HMDB0253209 (Homosalate)

SMILES for HMDB0253209 (Homosalate)

INCHI for HMDB0253209 (Homosalate)

Structure for HMDB0253209 (Homosalate)

3D Structure for HMDB0253209 (Homosalate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra