Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 18:27:06 UTC

Update Date

2021-09-26 23:13:51 UTC

HMDB ID

HMDB0257461

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Salicylic acid, methylene ester

Description

Salicylic acid, methylene ester 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. Based on a literature review very few articles have been published on Salicylic acid, methylene ester. This compound has been identified in human blood as reported by (PMID: 31557052 ). Salicylic acid, methylene ester is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Salicylic acid, methylene ester 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

HMDB0257461
     RDKit          3D
Salicylic acid, methylene ester
 33 34  0  0  0  0  0  0  0  0999 V2000
    1.0901    0.0281   -1.5642 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8407    0.4662   -0.6713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3841    1.6146   -0.0185 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1632    2.1972   -0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612    1.2378   -0.1690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1899    1.4806   -0.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4442    2.6526   -0.8642 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2910    0.5572   -0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5765    0.9865   -0.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6883    0.1844   -0.4071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5265   -1.1069    0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2851   -1.5598    0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1687   -0.7225    0.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9703   -1.2791    0.5739 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1207   -0.1349   -0.2879 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8591    0.4728    0.7400 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0625    0.0061    1.1835 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6090   -1.1193    0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9034   -1.7339   -0.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6694   -1.2504   -0.8485 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0564   -1.9299   -1.8496 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1440    2.5279   -1.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0233    3.0928    0.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7422    1.9905   -0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6894    0.5049   -0.6455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3907   -1.7391    0.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1810   -2.5759    0.7503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0831   -0.8580    0.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4385    1.3618    1.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6369    0.4698    1.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5676   -1.4979    0.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3224   -2.6106   -0.8470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1969   -1.7135   -2.2653 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  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
  2 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 13  8  1  0
 20 15  1  0
  4 22  1  0
  4 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 14 28  1  0
 16 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  0
 21 33  1  0
M  END


  Mrv1652309112120272D          

 21 22  0  0  0  0            999 V2000
    0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.1250    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
    1.4289   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   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
    4.2868   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
 19 20  1  0  0  0  0
  4 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0257461

> <DATABASE_NAME>
hmdb

> <SMILES>
OC1=CC=CC=C1C(=O)OCOC(=O)C1=CC=CC=C1O

> <INCHI_IDENTIFIER>
InChI=1S/C15H12O6/c16-12-7-3-1-5-10(12)14(18)20-9-21-15(19)11-6-2-4-8-13(11)17/h1-8,16-17H,9H2

> <INCHI_KEY>
JAPKSVAKWPKFRI-UHFFFAOYSA-N

> <FORMULA>
C15H12O6

> <MOLECULAR_WEIGHT>
288.255

> <EXACT_MASS>
288.063388106

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
28.161141300784923

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2-hydroxybenzoyloxy)methyl 2-hydroxybenzoate

> <ALOGPS_LOGP>
2.41

> <JCHEM_LOGP>
4.584890915666667

> <ALOGPS_LOGS>
-3.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
9.994912985838708

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.392852981470948

> <JCHEM_PKA_STRONGEST_BASIC>
-4.28929762528738

> <JCHEM_POLAR_SURFACE_AREA>
93.06

> <JCHEM_REFRACTIVITY>
72.96890000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.19e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2-hydroxybenzoyloxy)methyl 2-hydroxybenzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0257461
     RDKit          3D
Salicylic acid, methylene ester
 33 34  0  0  0  0  0  0  0  0999 V2000
    1.0901    0.0281   -1.5642 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8407    0.4662   -0.6713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3841    1.6146   -0.0185 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1632    2.1972   -0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612    1.2378   -0.1690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1899    1.4806   -0.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4442    2.6526   -0.8642 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2910    0.5572   -0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5765    0.9865   -0.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6883    0.1844   -0.4071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5265   -1.1069    0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2851   -1.5598    0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1687   -0.7225    0.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9703   -1.2791    0.5739 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1207   -0.1349   -0.2879 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8591    0.4728    0.7400 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0625    0.0061    1.1835 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6090   -1.1193    0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9034   -1.7339   -0.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6694   -1.2504   -0.8485 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0564   -1.9299   -1.8496 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1440    2.5279   -1.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0233    3.0928    0.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7422    1.9905   -0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6894    0.5049   -0.6455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3907   -1.7391    0.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1810   -2.5759    0.7503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0831   -0.8580    0.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4385    1.3618    1.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6369    0.4698    1.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5676   -1.4979    0.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3224   -2.6106   -0.8470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1969   -1.7135   -2.2653 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  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
  2 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 13  8  1  0
 20 15  1  0
  4 22  1  0
  4 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 14 28  1  0
 16 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  0
 21 33  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       1.334 -10.010   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.000  -9.240   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -9.240   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.001  -5.390   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       8.002  -7.700   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       9.336 -10.010   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       1.334  -5.390   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   21                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14   20                                                  
CONECT   20   19                                                            
CONECT   21    4                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   44    0
END

COMPND    HMDB0257461
HETATM    1  O1  UNL     1       1.090   0.028  -1.564  1.00  0.00           O  
HETATM    2  C1  UNL     1       1.841   0.466  -0.671  1.00  0.00           C  
HETATM    3  O2  UNL     1       1.384   1.615  -0.019  1.00  0.00           O  
HETATM    4  C2  UNL     1       0.163   2.197  -0.376  1.00  0.00           C  
HETATM    5  O3  UNL     1      -0.861   1.238  -0.169  1.00  0.00           O  
HETATM    6  C3  UNL     1      -2.190   1.481  -0.421  1.00  0.00           C  
HETATM    7  O4  UNL     1      -2.444   2.653  -0.864  1.00  0.00           O  
HETATM    8  C4  UNL     1      -3.291   0.557  -0.236  1.00  0.00           C  
HETATM    9  C5  UNL     1      -4.576   0.986  -0.548  1.00  0.00           C  
HETATM   10  C6  UNL     1      -5.688   0.184  -0.407  1.00  0.00           C  
HETATM   11  C7  UNL     1      -5.527  -1.107   0.066  1.00  0.00           C  
HETATM   12  C8  UNL     1      -4.285  -1.560   0.381  1.00  0.00           C  
HETATM   13  C9  UNL     1      -3.169  -0.723   0.228  1.00  0.00           C  
HETATM   14  O5  UNL     1      -1.970  -1.279   0.574  1.00  0.00           O  
HETATM   15  C10 UNL     1       3.121  -0.135  -0.288  1.00  0.00           C  
HETATM   16  C11 UNL     1       3.859   0.473   0.740  1.00  0.00           C  
HETATM   17  C12 UNL     1       5.062   0.006   1.183  1.00  0.00           C  
HETATM   18  C13 UNL     1       5.609  -1.119   0.613  1.00  0.00           C  
HETATM   19  C14 UNL     1       4.903  -1.734  -0.398  1.00  0.00           C  
HETATM   20  C15 UNL     1       3.669  -1.250  -0.849  1.00  0.00           C  
HETATM   21  O6  UNL     1       3.056  -1.930  -1.850  1.00  0.00           O  
HETATM   22  H1  UNL     1       0.144   2.528  -1.440  1.00  0.00           H  
HETATM   23  H2  UNL     1       0.023   3.093   0.254  1.00  0.00           H  
HETATM   24  H3  UNL     1      -4.742   1.991  -0.921  1.00  0.00           H  
HETATM   25  H4  UNL     1      -6.689   0.505  -0.645  1.00  0.00           H  
HETATM   26  H5  UNL     1      -6.391  -1.739   0.179  1.00  0.00           H  
HETATM   27  H6  UNL     1      -4.181  -2.576   0.750  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.083  -0.858   0.538  1.00  0.00           H  
HETATM   29  H8  UNL     1       3.439   1.362   1.198  1.00  0.00           H  
HETATM   30  H9  UNL     1       5.637   0.470   1.975  1.00  0.00           H  
HETATM   31  H10 UNL     1       6.568  -1.498   0.960  1.00  0.00           H  
HETATM   32  H11 UNL     1       5.322  -2.611  -0.847  1.00  0.00           H  
HETATM   33  H12 UNL     1       2.197  -1.714  -2.265  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3   15
CONECT    3    4
CONECT    4    5   22   23
CONECT    5    6
CONECT    6    7    7    8
CONECT    8    9    9   13
CONECT    9   10   24
CONECT   10   11   11   25
CONECT   11   12   26
CONECT   12   13   13   27
CONECT   13   14
CONECT   14   28
CONECT   15   16   16   20
CONECT   16   17   29
CONECT   17   18   18   30
CONECT   18   19   31
CONECT   19   20   20   32
CONECT   20   21
CONECT   21   33
END

HMDB0257461
     RDKit          3D
Salicylic acid, methylene ester
 33 34  0  0  0  0  0  0  0  0999 V2000
    1.0901    0.0281   -1.5642 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.8407    0.4662   -0.6713 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3841    1.6146   -0.0185 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1632    2.1972   -0.3764 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8612    1.2378   -0.1690 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1899    1.4806   -0.4213 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4442    2.6526   -0.8642 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2910    0.5572   -0.2361 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5765    0.9865   -0.5484 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6883    0.1844   -0.4071 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5265   -1.1069    0.0660 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2851   -1.5598    0.3810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1687   -0.7225    0.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9703   -1.2791    0.5739 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1207   -0.1349   -0.2879 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8591    0.4728    0.7400 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0625    0.0061    1.1835 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6090   -1.1193    0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9034   -1.7339   -0.3978 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6694   -1.2504   -0.8485 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0564   -1.9299   -1.8496 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1440    2.5279   -1.4405 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0233    3.0928    0.2543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7422    1.9905   -0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6894    0.5049   -0.6455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3907   -1.7391    0.1789 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1810   -2.5759    0.7503 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0831   -0.8580    0.5379 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4385    1.3618    1.1985 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6369    0.4698    1.9754 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5676   -1.4979    0.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3224   -2.6106   -0.8470 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1969   -1.7135   -2.2653 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  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
  2 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 20 21  1  0
 13  8  1  0
 20 15  1  0
  4 22  1  0
  4 23  1  0
  9 24  1  0
 10 25  1  0
 11 26  1  0
 12 27  1  0
 14 28  1  0
 16 29  1  0
 17 30  1  0
 18 31  1  0
 19 32  1  0
 21 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Salicylate, methylene ester	Generator
(2-Hydroxybenzoyloxy)methyl 2-hydroxybenzoic acid	HMDB

Chemical Formula

C₁₅H₁₂O₆

Average Molecular Weight

288.255

Monoisotopic Molecular Weight

288.063388106

IUPAC Name

(2-hydroxybenzoyloxy)methyl 2-hydroxybenzoate

Traditional Name

(2-hydroxybenzoyloxy)methyl 2-hydroxybenzoate

CAS Registry Number

Not Available

SMILES

OC1=CC=CC=C1C(=O)OCOC(=O)C1=CC=CC=C1O

InChI Identifier

InChI=1S/C15H12O6/c16-12-7-3-1-5-10(12)14(18)20-9-21-15(19)11-6-2-4-8-13(11)17/h1-8,16-17H,9H2

InChI Key

JAPKSVAKWPKFRI-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
Dicarboxylic acid or derivatives
Vinylogous acid
Carboxylic acid ester
Acetal
Carboxylic acid derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
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 (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	2.41	ALOGPS
logP	4.58	ChemAxon
logS	-3.4	ALOGPS
pKa (Strongest Acidic)	9.39	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	93.06 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	72.97 m³·mol⁻¹	ChemAxon
Polarizability	28.16 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]+	156.737	30932474
DeepCCS	[M-H]-	154.379	30932474
DeepCCS	[M-2H]-	187.599	30932474
DeepCCS	[M+Na]+	162.83	30932474
AllCCS	[M+H]+	165.1	32859911
AllCCS	[M+H-H2O]+	161.6	32859911
AllCCS	[M+NH4]+	168.5	32859911
AllCCS	[M+Na]+	169.4	32859911
AllCCS	[M-H]-	165.7	32859911
AllCCS	[M+Na-2H]-	165.2	32859911
AllCCS	[M+HCOO]-	164.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	7.56 minutes	32390414
Predicted by Siyang on May 30, 2022	15.3082 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.28 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2779.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	411.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	162.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	235.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	479.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	737.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	844.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	72.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1239.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	501.1 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1616.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	440.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	573.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	604.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	235.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	129.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Salicylic acid, methylene ester	OC1=CC=CC=C1C(=O)OCOC(=O)C1=CC=CC=C1O	3158.6	Standard polar	33892256
Salicylic acid, methylene ester	OC1=CC=CC=C1C(=O)OCOC(=O)C1=CC=CC=C1O	2405.6	Standard non polar	33892256
Salicylic acid, methylene ester	OC1=CC=CC=C1C(=O)OCOC(=O)C1=CC=CC=C1O	2333.0	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 - Salicylic acid, methylene ester GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-6900000000-f55cd036bac56cfdd887	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Salicylic acid, methylene ester GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Salicylic acid, methylene ester GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Salicylic acid, methylene ester GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Salicylic acid, methylene ester GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Salicylic acid, methylene ester GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	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

35766879

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11980095

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 Salicylic acid, methylene ester (HMDB0257461)

MOL for HMDB0257461 (Salicylic acid, methylene ester)

3D MOL for HMDB0257461 (Salicylic acid, methylene ester)

3D SDF for HMDB0257461 (Salicylic acid, methylene ester)

3D-SDF for HMDB0257461 (Salicylic acid, methylene ester)

PDB for HMDB0257461 (Salicylic acid, methylene ester)

3D PDB for HMDB0257461 (Salicylic acid, methylene ester)

SMILES for HMDB0257461 (Salicylic acid, methylene ester)

INCHI for HMDB0257461 (Salicylic acid, methylene ester)

Structure for HMDB0257461 (Salicylic acid, methylene ester)

3D Structure for HMDB0257461 (Salicylic acid, methylene ester)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra