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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:32:56 UTC

Update Date

2021-09-26 22:59:40 UTC

HMDB ID

HMDB0249063

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Benzyl 4-hydroxybenzoate

Description

Benzyl 4-hydroxybenzoate, also known as benzylparaben or nisapulvol, belongs to the class of organic compounds known as p-hydroxybenzoic acid alkyl esters. These are aromatic compounds containing a benzoic acid, which is esterified with an alkyl group and para-substituted with a hydroxyl group. Based on a literature review very few articles have been published on Benzyl 4-hydroxybenzoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Benzyl 4-hydroxybenzoate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Benzyl 4-hydroxybenzoate 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

HMDB0249063
     RDKit          3D
Benzyl 4-hydroxybenzoate
 29 30  0  0  0  0  0  0  0  0999 V2000
    0.0261    1.1324    0.8354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5415    0.0233    0.6044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2215   -1.1018    0.7989 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5443   -1.1753    1.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5349   -0.5075    0.3715 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0067    0.7462    0.7010 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9412    1.4099   -0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4350    0.8258   -1.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9783   -0.4253   -1.5720 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0394   -1.0842   -0.7839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9231    0.0015    0.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981    1.1876   -0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9144    1.2134   -0.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5825    0.0485   -0.6887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9074    0.0459   -1.1131 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9232   -1.1598   -0.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5957   -1.1589   -0.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8176   -2.2716    1.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6881   -0.8378    2.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6576    1.2386    1.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3126    2.4000    0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1698    1.3608   -1.8256 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3809   -0.8688   -2.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6928   -2.0578   -1.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1021    2.1304    0.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4008    2.1736   -0.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3744    0.9346   -1.2232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4527   -2.0960   -0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1311   -2.1275   -0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 10  5  1  0
 17 11  1  0
  4 18  1  0
  4 19  1  0
  6 20  1  0
  7 21  1  0
  8 22  1  0
  9 23  1  0
 10 24  1  0
 12 25  1  0
 13 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
M  END

  Mrv1572004191604302D          

 17 18  0  0  0  0            999 V2000
   -1.4289    3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    3.7125    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
   -0.7145    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    4.5375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724    8.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    5.7750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579    7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    8.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    7.0125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013    8.6625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    7.4250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434    6.1875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  2  0  0  0  0
  8  6  1  0  0  0  0
  9  7  2  0  0  0  0
 11  4  2  0  0  0  0
 11  5  1  0  0  0  0
 11 10  1  0  0  0  0
 12  6  2  0  0  0  0
 12  7  1  0  0  0  0
 13  8  2  0  0  0  0
 13  9  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  2  0  0  0  0
 17 10  1  0  0  0  0
 17 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249063

> <DATABASE_NAME>
hmdb

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

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

> <INCHI_KEY>
MOZDKDIOPSPTBH-UHFFFAOYSA-N

> <FORMULA>
C14H12O3

> <MOLECULAR_WEIGHT>
228.247

> <EXACT_MASS>
228.078644246

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
24.12542901275738

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
benzyl 4-hydroxybenzoate

> <ALOGPS_LOGP>
3.66

> <JCHEM_LOGP>
3.3976305756666667

> <ALOGPS_LOGS>
-3.23

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.49573332894396

> <JCHEM_PKA_STRONGEST_BASIC>
-6.06466127043316

> <JCHEM_POLAR_SURFACE_AREA>
46.53

> <JCHEM_REFRACTIVITY>
64.67680000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.35e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benzylparaben

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249063
     RDKit          3D
Benzyl 4-hydroxybenzoate
 29 30  0  0  0  0  0  0  0  0999 V2000
    0.0261    1.1324    0.8354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5415    0.0233    0.6044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2215   -1.1018    0.7989 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5443   -1.1753    1.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5349   -0.5075    0.3715 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0067    0.7462    0.7010 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9412    1.4099   -0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4350    0.8258   -1.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9783   -0.4253   -1.5720 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0394   -1.0842   -0.7839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9231    0.0015    0.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981    1.1876   -0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9144    1.2134   -0.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5825    0.0485   -0.6887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9074    0.0459   -1.1131 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9232   -1.1598   -0.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5957   -1.1589   -0.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8176   -2.2716    1.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6881   -0.8378    2.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6576    1.2386    1.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3126    2.4000    0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1698    1.3608   -1.8256 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3809   -0.8688   -2.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6928   -2.0578   -1.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1021    2.1304    0.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4008    2.1736   -0.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3744    0.9346   -1.2232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4527   -2.0960   -0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1311   -2.1275   -0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 10  5  1  0
 17 11  1  0
  4 18  1  0
  4 19  1  0
  6 20  1  0
  7 21  1  0
  8 22  1  0
  9 23  1  0
 10 24  1  0
 12 25  1  0
 13 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
M  END

HEADER    PROTEIN                                 19-APR-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-16         0                                  
HETATM    1  C   UNK     0      -2.667   6.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334   6.930   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -4.001   6.930   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   8.470   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.001   8.470   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -5.335  15.400   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.668  13.090   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -6.668  16.170   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -8.002  13.860   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  10.780   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -2.667   9.240   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.335  13.860   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -8.002  15.400   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.001  13.090   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -9.336  16.170   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -2.667  13.860   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -4.001  11.550   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2   11                                                       
CONECT    5    3   11                                                       
CONECT    6    8   12                                                       
CONECT    7    9   12                                                       
CONECT    8    6   13                                                       
CONECT    9    7   13                                                       
CONECT   10   11   17                                                       
CONECT   11    4    5   10                                                  
CONECT   12    6    7   14                                                  
CONECT   13    8    9   15                                                  
CONECT   14   12   16   17                                                  
CONECT   15   13                                                            
CONECT   16   14                                                            
CONECT   17   10   14                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   36    0
END

COMPND    HMDB0249063
HETATM    1  O1  UNL     1       0.026   1.132   0.835  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.541   0.023   0.604  1.00  0.00           C  
HETATM    3  O2  UNL     1       0.222  -1.102   0.799  1.00  0.00           O  
HETATM    4  C2  UNL     1       1.544  -1.175   1.219  1.00  0.00           C  
HETATM    5  C3  UNL     1       2.535  -0.508   0.371  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.007   0.746   0.701  1.00  0.00           C  
HETATM    7  C5  UNL     1       3.941   1.410  -0.077  1.00  0.00           C  
HETATM    8  C6  UNL     1       4.435   0.826  -1.224  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.978  -0.425  -1.572  1.00  0.00           C  
HETATM   10  C8  UNL     1       3.039  -1.084  -0.784  1.00  0.00           C  
HETATM   11  C9  UNL     1      -1.923   0.002   0.161  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.598   1.188  -0.003  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.914   1.213  -0.423  1.00  0.00           C  
HETATM   14  C12 UNL     1      -4.582   0.048  -0.689  1.00  0.00           C  
HETATM   15  O3  UNL     1      -5.907   0.046  -1.113  1.00  0.00           O  
HETATM   16  C13 UNL     1      -3.923  -1.160  -0.531  1.00  0.00           C  
HETATM   17  C14 UNL     1      -2.596  -1.159  -0.106  1.00  0.00           C  
HETATM   18  H1  UNL     1       1.818  -2.272   1.232  1.00  0.00           H  
HETATM   19  H2  UNL     1       1.688  -0.838   2.266  1.00  0.00           H  
HETATM   20  H3  UNL     1       2.658   1.239   1.578  1.00  0.00           H  
HETATM   21  H4  UNL     1       4.313   2.400   0.184  1.00  0.00           H  
HETATM   22  H5  UNL     1       5.170   1.361  -1.826  1.00  0.00           H  
HETATM   23  H6  UNL     1       4.381  -0.869  -2.481  1.00  0.00           H  
HETATM   24  H7  UNL     1       2.693  -2.058  -1.067  1.00  0.00           H  
HETATM   25  H8  UNL     1      -2.102   2.130   0.198  1.00  0.00           H  
HETATM   26  H9  UNL     1      -4.401   2.174  -0.536  1.00  0.00           H  
HETATM   27  H10 UNL     1      -6.374   0.935  -1.223  1.00  0.00           H  
HETATM   28  H11 UNL     1      -4.453  -2.096  -0.742  1.00  0.00           H  
HETATM   29  H12 UNL     1      -2.131  -2.128  -0.000  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   11
CONECT    3    4
CONECT    4    5   18   19
CONECT    5    6    6   10
CONECT    6    7   20
CONECT    7    8    8   21
CONECT    8    9   22
CONECT    9   10   10   23
CONECT   10   24
CONECT   11   12   12   17
CONECT   12   13   25
CONECT   13   14   14   26
CONECT   14   15   16
CONECT   15   27
CONECT   16   17   17   28
CONECT   17   29
END

HMDB0249063
     RDKit          3D
Benzyl 4-hydroxybenzoate
 29 30  0  0  0  0  0  0  0  0999 V2000
    0.0261    1.1324    0.8354 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5415    0.0233    0.6044 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2215   -1.1018    0.7989 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5443   -1.1753    1.2192 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5349   -0.5075    0.3715 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0067    0.7462    0.7010 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9412    1.4099   -0.0774 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4350    0.8258   -1.2238 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9783   -0.4253   -1.5720 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0394   -1.0842   -0.7839 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9231    0.0015    0.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5981    1.1876   -0.0026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9144    1.2134   -0.4230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5825    0.0485   -0.6887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9074    0.0459   -1.1131 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9232   -1.1598   -0.5311 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5957   -1.1589   -0.1059 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8176   -2.2716    1.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6881   -0.8378    2.2662 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6576    1.2386    1.5783 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3126    2.4000    0.1843 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1698    1.3608   -1.8256 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3809   -0.8688   -2.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6928   -2.0578   -1.0671 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1021    2.1304    0.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4008    2.1736   -0.5363 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3744    0.9346   -1.2232 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4527   -2.0960   -0.7422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1311   -2.1275   -0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
  2 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
 10  5  1  0
 17 11  1  0
  4 18  1  0
  4 19  1  0
  6 20  1  0
  7 21  1  0
  8 22  1  0
  9 23  1  0
 10 24  1  0
 12 25  1  0
 13 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Benzylparaben	Kegg
Nisapulvol	Kegg
Benzyl parahydroxybenzoate	Kegg
Benzyl parahydroxybenzoic acid	Generator
Benzyl 4-hydroxybenzoic acid	Generator
Benzyl paraben	MeSH

Chemical Formula

C₁₄H₁₂O₃

Average Molecular Weight

228.247

Monoisotopic Molecular Weight

228.078644246

IUPAC Name

benzyl 4-hydroxybenzoate

Traditional Name

benzylparaben

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

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

InChI Key

MOZDKDIOPSPTBH-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as p-hydroxybenzoic acid alkyl esters. These are aromatic compounds containing a benzoic acid, which is esterified with an alkyl group and para-substituted with a hydroxyl group.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzoic acids and derivatives

Direct Parent

p-Hydroxybenzoic acid alkyl esters

Alternative Parents

Substituents

P-hydroxybenzoic acid alkyl ester
Benzyloxycarbonyl
Benzoyl
1-hydroxy-2-unsubstituted benzenoid
Phenol
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

benzoate ester (CHEBI:34571 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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	3.66	ALOGPS
logP	3.4	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	8.5	ChemAxon
pKa (Strongest Basic)	-6.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	46.53 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	64.68 m³·mol⁻¹	ChemAxon
Polarizability	24.13 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]+	151.655	30932474
DeepCCS	[M-H]-	149.259	30932474
DeepCCS	[M-2H]-	182.569	30932474
DeepCCS	[M+Na]+	157.595	30932474
AllCCS	[M+H]+	151.7	32859911
AllCCS	[M+H-H2O]+	147.6	32859911
AllCCS	[M+NH4]+	155.4	32859911
AllCCS	[M+Na]+	156.5	32859911
AllCCS	[M-H]-	154.7	32859911
AllCCS	[M+Na-2H]-	154.4	32859911
AllCCS	[M+HCOO]-	154.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Benzyl 4-hydroxybenzoate	OC1=CC=C(C=C1)C(=O)OCC1=CC=CC=C1	2979.8	Standard polar	33892256
Benzyl 4-hydroxybenzoate	OC1=CC=C(C=C1)C(=O)OCC1=CC=CC=C1	2024.7	Standard non polar	33892256
Benzyl 4-hydroxybenzoate	OC1=CC=C(C=C1)C(=O)OCC1=CC=CC=C1	2132.8	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 - Benzyl 4-hydroxybenzoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-006x-9300000000-ce55871cbeb1ae0128d7	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzyl 4-hydroxybenzoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzyl 4-hydroxybenzoate GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benzyl 4-hydroxybenzoate GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl 4-hydroxybenzoate 75V, Negative-QTOF	splash10-052b-9600000000-0d8ef15260a308fa0fbd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl 4-hydroxybenzoate 90V, Negative-QTOF	splash10-052b-9600000000-6ba0f9d07240e619ec87	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl 4-hydroxybenzoate 75V, Positive-QTOF	splash10-052b-9700000000-3e3d0e71a9ddde74132c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl 4-hydroxybenzoate 15V, Positive-QTOF	splash10-002r-0970000000-cd391b6e7bcb4e60b589	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl 4-hydroxybenzoate 90V, Positive-QTOF	splash10-052b-9700000000-0da6f87fcfea37398a4e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl 4-hydroxybenzoate 60V, Positive-QTOF	splash10-052b-9800000000-1e74a9658086564f9052	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl 4-hydroxybenzoate 30V, Negative-QTOF	splash10-000i-1920000000-e876cb5869583b96dee1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl 4-hydroxybenzoate 15V, Negative-QTOF	splash10-002r-0970000000-092256d864de5333c7eb	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl 4-hydroxybenzoate 75V, Positive-QTOF	splash10-0zfs-6900000000-93f829ad7e33b844cc33	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl 4-hydroxybenzoate 90V, Positive-QTOF	splash10-0k92-9800000000-0b1d0cd1020bc374ef16	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl 4-hydroxybenzoate 30V, Positive-QTOF	splash10-0ufr-0950000000-ea5bd45203af17e711b6	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl 4-hydroxybenzoate 15V, Positive-QTOF	splash10-004i-0390000000-ad3de2dd08a0f74845ef	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl 4-hydroxybenzoate 45V, Positive-QTOF	splash10-0udi-0900000000-19830cc271e0ceb7a4a7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl 4-hydroxybenzoate 60V, Positive-QTOF	splash10-0udi-1900000000-48db7eadcf37ffb5cfc7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl 4-hydroxybenzoate 45V, Negative-QTOF	splash10-000j-5900000000-79c961892d9b56f6bc2f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Benzyl 4-hydroxybenzoate 60V, Negative-QTOF	splash10-052b-9800000000-472c239f18c11d2aee7b	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl 4-hydroxybenzoate 10V, Positive-QTOF	splash10-004l-5390000000-6fc4ab0441b8dab2b866	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl 4-hydroxybenzoate 20V, Positive-QTOF	splash10-0006-9310000000-bb3a999ac40379025e44	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl 4-hydroxybenzoate 40V, Positive-QTOF	splash10-0006-9200000000-7020bcad8cfba1a61b84	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl 4-hydroxybenzoate 10V, Negative-QTOF	splash10-004i-1290000000-cb1d8ef1a8573cfb2e2d	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl 4-hydroxybenzoate 20V, Negative-QTOF	splash10-002u-5950000000-f8a3c3e16e4dff1480b5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl 4-hydroxybenzoate 40V, Negative-QTOF	splash10-00ko-9400000000-be42650511ecebeba957	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl 4-hydroxybenzoate 10V, Positive-QTOF	splash10-006x-9640000000-f8228f531b046b9af5e2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl 4-hydroxybenzoate 20V, Positive-QTOF	splash10-00dl-8930000000-3eb0792ed8a4b4cb558a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benzyl 4-hydroxybenzoate 40V, Positive-QTOF	splash10-0006-9300000000-08c671c76886d28b54fc	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

6912

KEGG Compound ID

C14393

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7180

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1222391

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 Benzyl 4-hydroxybenzoate (HMDB0249063)

MOL for HMDB0249063 (Benzyl 4-hydroxybenzoate)

3D MOL for HMDB0249063 (Benzyl 4-hydroxybenzoate)

3D SDF for HMDB0249063 (Benzyl 4-hydroxybenzoate)

3D-SDF for HMDB0249063 (Benzyl 4-hydroxybenzoate)

PDB for HMDB0249063 (Benzyl 4-hydroxybenzoate)

3D PDB for HMDB0249063 (Benzyl 4-hydroxybenzoate)

SMILES for HMDB0249063 (Benzyl 4-hydroxybenzoate)

INCHI for HMDB0249063 (Benzyl 4-hydroxybenzoate)

Structure for HMDB0249063 (Benzyl 4-hydroxybenzoate)

3D Structure for HMDB0249063 (Benzyl 4-hydroxybenzoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra