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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:25:15 UTC

Update Date

2021-09-26 22:59:31 UTC

HMDB ID

HMDB0248955

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Benorilate

Description

Benorilate, also known as benorylic acid, belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone). Based on a literature review very few articles have been published on Benorilate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Benorilate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Benorilate 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

HMDB0248955
     RDKit          3D
Benorilate
 38 39  0  0  0  0  0  0  0  0999 V2000
    6.9963    1.9460   -0.5883 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6821    1.2639   -0.8247 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4466    0.9535   -2.0096 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7829    0.9937    0.2058 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5258    0.3641    0.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9465   -0.1086   -1.0343 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6894   -0.7266   -1.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9675   -0.8904    0.1043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2805   -1.4959    0.1365 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4666   -0.7973   -0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3648    0.4445   -0.1877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7710   -1.4411    0.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8698   -2.7942    0.2092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0818   -3.4441    0.2492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2315   -2.7099    0.0944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1391   -1.3354   -0.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9032   -0.7068   -0.1337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8362    0.6625   -0.3262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8552    1.5166    0.7836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7819    2.9668    0.5339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9335    0.9910    1.9212 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5310   -0.4232    1.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7645    0.1836    1.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7796    1.4762   -1.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8316    3.0106   -0.7908 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2508    1.7389    0.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0985    1.3077    1.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4812   -0.0021   -1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2838   -1.0789   -1.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9822   -3.4311    0.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1584   -4.5198    0.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2079   -3.1797    0.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0357   -0.7310   -0.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8381    3.2456    0.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    3.5250    1.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6791    3.2468   -0.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9423   -0.5614    2.1837 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1797    0.5406    2.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  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  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
 18 19  1  0
 19 20  1  0
 19 21  2  0
  8 22  1  0
 22 23  2  0
 23  5  1  0
 17 12  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 20 34  1  0
 20 35  1  0
 20 36  1  0
 22 37  1  0
 23 38  1  0
M  END

  Mrv1533004241520242D          

 23 24  0  0  0  0            999 V2000
   -0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -2.8875    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
    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
   -0.7145   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -4.9500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -7.8375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -7.4250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -6.6000    0.0000 C   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
   -2.8579   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -7.4250    0.0000 O   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
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  5 10  1  0  0  0  0
  8 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
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0248955

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)NC1=CC=C(OC(=O)C2=CC=CC=C2OC(C)=O)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C17H15NO5/c1-11(19)18-13-7-9-14(10-8-13)23-17(21)15-5-3-4-6-16(15)22-12(2)20/h3-10H,1-2H3,(H,18,19)

> <INCHI_KEY>
FEJKLNWAOXSSNR-UHFFFAOYSA-N

> <FORMULA>
C17H15NO5

> <MOLECULAR_WEIGHT>
313.309

> <EXACT_MASS>
313.095022587

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
31.933176541543958

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-acetamidophenyl 2-(acetyloxy)benzoate

> <ALOGPS_LOGP>
2.62

> <JCHEM_LOGP>
2.4796525703333328

> <ALOGPS_LOGS>
-4.35

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
14.65703808349199

> <JCHEM_PKA_STRONGEST_BASIC>
-4.372800870132345

> <JCHEM_POLAR_SURFACE_AREA>
81.69999999999999

> <JCHEM_REFRACTIVITY>
83.8563

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.41e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benorilate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0248955
     RDKit          3D
Benorilate
 38 39  0  0  0  0  0  0  0  0999 V2000
    6.9963    1.9460   -0.5883 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6821    1.2639   -0.8247 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4466    0.9535   -2.0096 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7829    0.9937    0.2058 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5258    0.3641    0.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9465   -0.1086   -1.0343 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6894   -0.7266   -1.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9675   -0.8904    0.1043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2805   -1.4959    0.1365 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4666   -0.7973   -0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3648    0.4445   -0.1877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7710   -1.4411    0.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8698   -2.7942    0.2092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0818   -3.4441    0.2492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2315   -2.7099    0.0944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1391   -1.3354   -0.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9032   -0.7068   -0.1337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8362    0.6625   -0.3262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8552    1.5166    0.7836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7819    2.9668    0.5339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9335    0.9910    1.9212 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5310   -0.4232    1.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7645    0.1836    1.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7796    1.4762   -1.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8316    3.0106   -0.7908 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2508    1.7389    0.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0985    1.3077    1.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4812   -0.0021   -1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2838   -1.0789   -1.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9822   -3.4311    0.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1584   -4.5198    0.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2079   -3.1797    0.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0357   -0.7310   -0.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8381    3.2456    0.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    3.5250    1.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6791    3.2468   -0.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9423   -0.5614    2.1837 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1797    0.5406    2.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  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  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
 18 19  1  0
 19 20  1  0
 19 21  2  0
  8 22  1  0
 22 23  2  0
 23  5  1  0
 17 12  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 20 34  1  0
 20 35  1  0
 20 36  1  0
 22 37  1  0
 23 38  1  0
M  END

HEADER    PROTEIN                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0      -1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -2.667  -3.080   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0       0.000  -3.080   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       0.000  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -6.930   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -7.700   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -6.930   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.334  -5.390   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       0.000  -9.240   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -1.334 -10.010   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -2.667  -9.240   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      -1.334 -11.550   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000 -12.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.000 -13.860   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -1.334 -14.630   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.667 -13.860   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -2.667 -12.320   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      -4.001 -11.550   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      -5.335 -12.320   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      -5.335 -13.860   0.000  0.00  0.00           O+0
HETATM   23  C   UNK     0      -6.668 -11.550   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9    5                                                       
CONECT   11    8   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   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0248955
HETATM    1  C1  UNL     1       6.996   1.946  -0.588  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.682   1.264  -0.825  1.00  0.00           C  
HETATM    3  O1  UNL     1       5.447   0.953  -2.010  1.00  0.00           O  
HETATM    4  N1  UNL     1       4.783   0.994   0.206  1.00  0.00           N  
HETATM    5  C3  UNL     1       3.526   0.364   0.118  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.947  -0.109  -1.034  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.689  -0.727  -1.051  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.967  -0.890   0.104  1.00  0.00           C  
HETATM    9  O2  UNL     1      -0.280  -1.496   0.137  1.00  0.00           O  
HETATM   10  C7  UNL     1      -1.467  -0.797  -0.015  1.00  0.00           C  
HETATM   11  O3  UNL     1      -1.365   0.445  -0.188  1.00  0.00           O  
HETATM   12  C8  UNL     1      -2.771  -1.441   0.020  1.00  0.00           C  
HETATM   13  C9  UNL     1      -2.870  -2.794   0.209  1.00  0.00           C  
HETATM   14  C10 UNL     1      -4.082  -3.444   0.249  1.00  0.00           C  
HETATM   15  C11 UNL     1      -5.232  -2.710   0.094  1.00  0.00           C  
HETATM   16  C12 UNL     1      -5.139  -1.335  -0.098  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.903  -0.707  -0.134  1.00  0.00           C  
HETATM   18  O4  UNL     1      -3.836   0.662  -0.326  1.00  0.00           O  
HETATM   19  C14 UNL     1      -3.855   1.517   0.784  1.00  0.00           C  
HETATM   20  C15 UNL     1      -3.782   2.967   0.534  1.00  0.00           C  
HETATM   21  O5  UNL     1      -3.934   0.991   1.921  1.00  0.00           O  
HETATM   22  C16 UNL     1       1.531  -0.423   1.270  1.00  0.00           C  
HETATM   23  C17 UNL     1       2.765   0.184   1.289  1.00  0.00           C  
HETATM   24  H1  UNL     1       7.780   1.476  -1.211  1.00  0.00           H  
HETATM   25  H2  UNL     1       6.832   3.011  -0.791  1.00  0.00           H  
HETATM   26  H3  UNL     1       7.251   1.739   0.473  1.00  0.00           H  
HETATM   27  H4  UNL     1       5.099   1.308   1.174  1.00  0.00           H  
HETATM   28  H5  UNL     1       3.481  -0.002  -1.980  1.00  0.00           H  
HETATM   29  H6  UNL     1       1.284  -1.079  -1.988  1.00  0.00           H  
HETATM   30  H7  UNL     1      -1.982  -3.431   0.339  1.00  0.00           H  
HETATM   31  H8  UNL     1      -4.158  -4.520   0.399  1.00  0.00           H  
HETATM   32  H9  UNL     1      -6.208  -3.180   0.119  1.00  0.00           H  
HETATM   33  H10 UNL     1      -6.036  -0.731  -0.223  1.00  0.00           H  
HETATM   34  H11 UNL     1      -2.838   3.246   0.019  1.00  0.00           H  
HETATM   35  H12 UNL     1      -3.764   3.525   1.505  1.00  0.00           H  
HETATM   36  H13 UNL     1      -4.679   3.247  -0.066  1.00  0.00           H  
HETATM   37  H14 UNL     1       0.942  -0.561   2.184  1.00  0.00           H  
HETATM   38  H15 UNL     1       3.180   0.541   2.226  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    3    4
CONECT    4    5   27
CONECT    5    6    6   23
CONECT    6    7   28
CONECT    7    8    8   29
CONECT    8    9   22
CONECT    9   10
CONECT   10   11   11   12
CONECT   12   13   13   17
CONECT   13   14   30
CONECT   14   15   15   31
CONECT   15   16   32
CONECT   16   17   17   33
CONECT   17   18
CONECT   18   19
CONECT   19   20   21   21
CONECT   20   34   35   36
CONECT   22   23   23   37
CONECT   23   38
END

HMDB0248955
     RDKit          3D
Benorilate
 38 39  0  0  0  0  0  0  0  0999 V2000
    6.9963    1.9460   -0.5883 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6821    1.2639   -0.8247 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4466    0.9535   -2.0096 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7829    0.9937    0.2058 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5258    0.3641    0.1182 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9465   -0.1086   -1.0343 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6894   -0.7266   -1.0511 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9675   -0.8904    0.1043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2805   -1.4959    0.1365 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4666   -0.7973   -0.0148 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3648    0.4445   -0.1877 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7710   -1.4411    0.0203 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8698   -2.7942    0.2092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0818   -3.4441    0.2492 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2315   -2.7099    0.0944 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1391   -1.3354   -0.0977 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9032   -0.7068   -0.1337 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8362    0.6625   -0.3262 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8552    1.5166    0.7836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7819    2.9668    0.5339 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9335    0.9910    1.9212 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5310   -0.4232    1.2704 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7645    0.1836    1.2888 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7796    1.4762   -1.2111 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8316    3.0106   -0.7908 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2508    1.7389    0.4731 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0985    1.3077    1.1744 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4812   -0.0021   -1.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2838   -1.0789   -1.9876 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9822   -3.4311    0.3387 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1584   -4.5198    0.3994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2079   -3.1797    0.1190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0357   -0.7310   -0.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8381    3.2456    0.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7638    3.5250    1.5051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6791    3.2468   -0.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9423   -0.5614    2.1837 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1797    0.5406    2.2256 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  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  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
 18 19  1  0
 19 20  1  0
 19 21  2  0
  8 22  1  0
 22 23  2  0
 23  5  1  0
 17 12  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  4 27  1  0
  6 28  1  0
  7 29  1  0
 13 30  1  0
 14 31  1  0
 15 32  1  0
 16 33  1  0
 20 34  1  0
 20 35  1  0
 20 36  1  0
 22 37  1  0
 23 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Benorylate	Kegg
Benorylic acid	Generator
Benorilic acid	Generator
2-Acetoxy-4'-acetaminophenylbenzoate	MeSH
4-Acetamidophenyl-O-acetylsalicylate	MeSH
Benoral	MeSH
Salipran	MeSH
N-{4-[2-(acetyloxy)benzoyloxy]phenyl}ethanimidate	Generator

Chemical Formula

C₁₇H₁₅NO₅

Average Molecular Weight

313.309

Monoisotopic Molecular Weight

313.095022587

IUPAC Name

4-acetamidophenyl 2-(acetyloxy)benzoate

Traditional Name

benorilate

CAS Registry Number

Not Available

SMILES

CC(=O)NC1=CC=C(OC(=O)C2=CC=CC=C2OC(C)=O)C=C1

InChI Identifier

InChI=1S/C17H15NO5/c1-11(19)18-13-7-9-14(10-8-13)23-17(21)15-5-3-4-6-16(15)22-12(2)20/h3-10H,1-2H3,(H,18,19)

InChI Key

FEJKLNWAOXSSNR-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as depsides and depsidones. These are polycyclic compounds that is either a polyphenolic compound composed of two or more monocyclic aromatic units linked by an ester bond (depside), or a compound containing the depsidone structure (depsidone).

Kingdom

Organic compounds

Super Class

Phenylpropanoids and polyketides

Class

Depsides and depsidones

Sub Class

Not Available

Direct Parent

Depsides and depsidones

Alternative Parents

Substituents

Depside backbone
Acylsalicylic acid or derivatives
Acetanilide
Benzoate ester
Phenol ester
Benzoic acid or derivatives
N-acetylarylamine
Anilide
Phenoxy compound
Benzoyl
N-arylamide
Monocyclic benzene moiety
Benzenoid
Dicarboxylic acid or derivatives
Acetamide
Carboxamide group
Carboxylic acid ester
Secondary carboxylic acid amide
Carboxylic acid derivative
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organooxygen compound
Organonitrogen 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: HMDB0248955)

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	2.62	ALOGPS
logP	2.48	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	14.66	ChemAxon
pKa (Strongest Basic)	-4.4	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	81.7 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	83.86 m³·mol⁻¹	ChemAxon
Polarizability	31.93 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]+	170.014	30932474
DeepCCS	[M-H]-	167.657	30932474
DeepCCS	[M-2H]-	201.295	30932474
DeepCCS	[M+Na]+	176.522	30932474
AllCCS	[M+H]+	172.8	32859911
AllCCS	[M+H-H2O]+	169.6	32859911
AllCCS	[M+NH4]+	175.9	32859911
AllCCS	[M+Na]+	176.7	32859911
AllCCS	[M-H]-	174.8	32859911
AllCCS	[M+Na-2H]-	174.5	32859911
AllCCS	[M+HCOO]-	174.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Benorilate	CC(=O)NC1=CC=C(OC(=O)C2=CC=CC=C2OC(C)=O)C=C1	3722.2	Standard polar	33892256
Benorilate	CC(=O)NC1=CC=C(OC(=O)C2=CC=CC=C2OC(C)=O)C=C1	2721.5	Standard non polar	33892256
Benorilate	CC(=O)NC1=CC=C(OC(=O)C2=CC=CC=C2OC(C)=O)C=C1	2661.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Benorilate,1TMS,isomer #1	CC(=O)OC1=CC=CC=C1C(=O)OC1=CC=C(N(C(C)=O)[Si](C)(C)C)C=C1	2550.8	Semi standard non polar	33892256
Benorilate,1TMS,isomer #1	CC(=O)OC1=CC=CC=C1C(=O)OC1=CC=C(N(C(C)=O)[Si](C)(C)C)C=C1	2467.4	Standard non polar	33892256
Benorilate,1TMS,isomer #1	CC(=O)OC1=CC=CC=C1C(=O)OC1=CC=C(N(C(C)=O)[Si](C)(C)C)C=C1	3458.7	Standard polar	33892256
Benorilate,1TBDMS,isomer #1	CC(=O)OC1=CC=CC=C1C(=O)OC1=CC=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C=C1	2752.2	Semi standard non polar	33892256
Benorilate,1TBDMS,isomer #1	CC(=O)OC1=CC=CC=C1C(=O)OC1=CC=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C=C1	2617.4	Standard non polar	33892256
Benorilate,1TBDMS,isomer #1	CC(=O)OC1=CC=CC=C1C(=O)OC1=CC=C(N(C(C)=O)[Si](C)(C)C(C)(C)C)C=C1	3497.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Benorilate GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-0910000000-bf3c36def69de7ace7b6	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Benorilate 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 - Benorilate 10V, Positive-QTOF	splash10-03k9-0069000000-5d666117d8f126bb4a2a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benorilate 20V, Positive-QTOF	splash10-0229-0192000000-e3cede5417be9cc1bd5b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benorilate 40V, Positive-QTOF	splash10-0uk9-4950000000-b2888a052536b1f80731	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benorilate 10V, Negative-QTOF	splash10-03k9-0089000000-ef5f6af8c632e81a399e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benorilate 20V, Negative-QTOF	splash10-00di-1092000000-7603af98b5bda251eaa1	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benorilate 40V, Negative-QTOF	splash10-0zi3-7980000000-fd45c3a27ae48b3ffa51	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benorilate 10V, Positive-QTOF	splash10-00di-0390000000-c021978a19607179a5d4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benorilate 20V, Positive-QTOF	splash10-00di-0590000000-726af8b6c0df30fc9b0f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benorilate 40V, Positive-QTOF	splash10-00di-1920000000-86026a81b1eaa31c5513	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benorilate 10V, Negative-QTOF	splash10-0w90-0976000000-b35d0fbe6b5adf145bb4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benorilate 20V, Negative-QTOF	splash10-0uk9-1972000000-c962b07fcfd1d9479ae1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Benorilate 40V, Negative-QTOF	splash10-0zfu-5940000000-adb576b901552832c420	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

DB13657

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

19846

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Benorilate

METLIN ID

Not Available

PubChem Compound

21102

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 Benorilate (HMDB0248955)

MOL for HMDB0248955 (Benorilate)

3D MOL for HMDB0248955 (Benorilate)

3D SDF for HMDB0248955 (Benorilate)

3D-SDF for HMDB0248955 (Benorilate)

PDB for HMDB0248955 (Benorilate)

3D PDB for HMDB0248955 (Benorilate)

SMILES for HMDB0248955 (Benorilate)

INCHI for HMDB0248955 (Benorilate)

Structure for HMDB0248955 (Benorilate)

3D Structure for HMDB0248955 (Benorilate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra