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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:21:44 UTC

Update Date

2021-09-26 22:55:21 UTC

HMDB ID

HMDB0246334

Secondary Accession Numbers

None

Metabolite Identification

Common Name

4-Amidinophenyl benzoate

Description

4-Amidinophenyl benzoate 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 4-Amidinophenyl benzoate. This compound has been identified in human blood as reported by (PMID: 31557052 ). 4-amidinophenyl benzoate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 4-Amidinophenyl benzoate 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

HMDB0246334
     RDKit          3D
4-Amidinophenyl benzoate
 30 31  0  0  0  0  0  0  0  0999 V2000
   -5.6154   -0.2115    1.1219 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8620   -0.5540    0.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4553   -1.3099   -0.8845 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4627   -0.1999    0.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7929    0.5283    1.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4429    0.8588    0.9646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7204    0.4411   -0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6320    0.7339   -0.2673 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5512   -0.1595    0.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356   -1.1952    0.8311 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9760    0.1032    0.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4137    1.2444   -0.5157 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7698    1.4976   -0.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6826    0.6010   -0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2390   -0.5372    0.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8769   -0.8004    0.6476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3632   -0.2928   -1.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6949   -0.6104   -1.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2619    0.3408    1.9191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7857   -2.2674   -0.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5471   -0.8823   -1.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3484    0.8730    1.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9802    1.4380    1.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7324    1.9700   -0.9360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1301    2.3881   -1.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7512    0.7701   -0.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9411   -1.2443    0.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5318   -1.7011    1.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8093   -0.6370   -1.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2213   -1.1853   -1.7558 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  7 17  1  0
 17 18  2  0
 18  4  1  0
 16 11  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
 12 24  1  0
 13 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
 18 30  1  0
M  END


  Mrv1652309112101222D          

 18 19  0  0  0  0            999 V2000
    1.4289   -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
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -2.8875    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
    1.4289   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    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    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.4750    0.0000 N   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
  4  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  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 10 15  1  0  0  0  0
 13 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246334

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(=N)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H12N2O2/c15-13(16)10-6-8-12(9-7-10)18-14(17)11-4-2-1-3-5-11/h1-9H,(H3,15,16)

> <INCHI_KEY>
FXWXBLXPGAZOHE-UHFFFAOYSA-N

> <FORMULA>
C14H12N2O2

> <MOLECULAR_WEIGHT>
240.262

> <EXACT_MASS>
240.089877634

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
25.46777598501906

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-carbamimidoylphenyl benzoate

> <ALOGPS_LOGP>
1.80

> <JCHEM_LOGP>
2.5551497029999997

> <ALOGPS_LOGS>
-3.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
11.52710257104082

> <JCHEM_POLAR_SURFACE_AREA>
76.17

> <JCHEM_REFRACTIVITY>
79.5334

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.88e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-carbamimidoylphenyl benzoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246334
     RDKit          3D
4-Amidinophenyl benzoate
 30 31  0  0  0  0  0  0  0  0999 V2000
   -5.6154   -0.2115    1.1219 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8620   -0.5540    0.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4553   -1.3099   -0.8845 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4627   -0.1999    0.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7929    0.5283    1.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4429    0.8588    0.9646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7204    0.4411   -0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6320    0.7339   -0.2673 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5512   -0.1595    0.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356   -1.1952    0.8311 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9760    0.1032    0.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4137    1.2444   -0.5157 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7698    1.4976   -0.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6826    0.6010   -0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2390   -0.5372    0.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8769   -0.8004    0.6476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3632   -0.2928   -1.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6949   -0.6104   -1.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2619    0.3408    1.9191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7857   -2.2674   -0.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5471   -0.8823   -1.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3484    0.8730    1.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9802    1.4380    1.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7324    1.9700   -0.9360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1301    2.3881   -1.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7512    0.7701   -0.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9411   -1.2443    0.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5318   -1.7011    1.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8093   -0.6370   -1.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2213   -1.1853   -1.7558 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  7 17  1  0
 17 18  2  0
 18  4  1  0
 16 11  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
 12 24  1  0
 13 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
 18 30  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       2.667  -7.700   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       1.334  -5.390   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.001  -2.310   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0       1.334  -2.310   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   17  N   UNK     0       0.000   4.620   0.000  0.00  0.00           N+0
HETATM   18  N   UNK     0       2.667   4.620   0.000  0.00  0.00           N+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    7                                                  
CONECT    5    4    6                                                       
CONECT    6    5    1                                                       
CONECT    7    4    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16   13   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0246334
HETATM    1  N1  UNL     1      -5.615  -0.212   1.122  1.00  0.00           N  
HETATM    2  C1  UNL     1      -4.862  -0.554   0.153  1.00  0.00           C  
HETATM    3  N2  UNL     1      -5.455  -1.310  -0.885  1.00  0.00           N  
HETATM    4  C2  UNL     1      -3.463  -0.200   0.092  1.00  0.00           C  
HETATM    5  C3  UNL     1      -2.793   0.528   1.043  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.443   0.859   0.965  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.720   0.441  -0.121  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.632   0.734  -0.267  1.00  0.00           O  
HETATM    9  C6  UNL     1       1.551  -0.159   0.251  1.00  0.00           C  
HETATM   10  O2  UNL     1       1.136  -1.195   0.831  1.00  0.00           O  
HETATM   11  C7  UNL     1       2.976   0.103   0.123  1.00  0.00           C  
HETATM   12  C8  UNL     1       3.414   1.244  -0.516  1.00  0.00           C  
HETATM   13  C9  UNL     1       4.770   1.498  -0.639  1.00  0.00           C  
HETATM   14  C10 UNL     1       5.683   0.601  -0.119  1.00  0.00           C  
HETATM   15  C11 UNL     1       5.239  -0.537   0.518  1.00  0.00           C  
HETATM   16  C12 UNL     1       3.877  -0.800   0.648  1.00  0.00           C  
HETATM   17  C13 UNL     1      -1.363  -0.293  -1.096  1.00  0.00           C  
HETATM   18  C14 UNL     1      -2.695  -0.610  -1.004  1.00  0.00           C  
HETATM   19  H1  UNL     1      -5.262   0.341   1.919  1.00  0.00           H  
HETATM   20  H2  UNL     1      -5.786  -2.267  -0.699  1.00  0.00           H  
HETATM   21  H3  UNL     1      -5.547  -0.882  -1.820  1.00  0.00           H  
HETATM   22  H4  UNL     1      -3.348   0.873   1.919  1.00  0.00           H  
HETATM   23  H5  UNL     1      -0.980   1.438   1.755  1.00  0.00           H  
HETATM   24  H6  UNL     1       2.732   1.970  -0.936  1.00  0.00           H  
HETATM   25  H7  UNL     1       5.130   2.388  -1.138  1.00  0.00           H  
HETATM   26  H8  UNL     1       6.751   0.770  -0.199  1.00  0.00           H  
HETATM   27  H9  UNL     1       5.941  -1.244   0.929  1.00  0.00           H  
HETATM   28  H10 UNL     1       3.532  -1.701   1.152  1.00  0.00           H  
HETATM   29  H11 UNL     1      -0.809  -0.637  -1.970  1.00  0.00           H  
HETATM   30  H12 UNL     1      -3.221  -1.185  -1.756  1.00  0.00           H  
CONECT    1    2    2   19
CONECT    2    3    4
CONECT    3   20   21
CONECT    4    5    5   18
CONECT    5    6   22
CONECT    6    7    7   23
CONECT    7    8   17
CONECT    8    9
CONECT    9   10   10   11
CONECT   11   12   12   16
CONECT   12   13   24
CONECT   13   14   14   25
CONECT   14   15   26
CONECT   15   16   16   27
CONECT   16   28
CONECT   17   18   18   29
CONECT   18   30
END

HMDB0246334
     RDKit          3D
4-Amidinophenyl benzoate
 30 31  0  0  0  0  0  0  0  0999 V2000
   -5.6154   -0.2115    1.1219 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8620   -0.5540    0.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4553   -1.3099   -0.8845 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4627   -0.1999    0.0917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7929    0.5283    1.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4429    0.8588    0.9646 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7204    0.4411   -0.1213 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6320    0.7339   -0.2673 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5512   -0.1595    0.2513 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1356   -1.1952    0.8311 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.9760    0.1032    0.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4137    1.2444   -0.5157 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7698    1.4976   -0.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6826    0.6010   -0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2390   -0.5372    0.5185 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8769   -0.8004    0.6476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3632   -0.2928   -1.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6949   -0.6104   -1.0036 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2619    0.3408    1.9191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7857   -2.2674   -0.6987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5471   -0.8823   -1.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3484    0.8730    1.9193 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9802    1.4380    1.7554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7324    1.9700   -0.9360 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1301    2.3881   -1.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7512    0.7701   -0.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9411   -1.2443    0.9286 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5318   -1.7011    1.1520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8093   -0.6370   -1.9704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2213   -1.1853   -1.7558 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  2  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  7 17  1  0
 17 18  2  0
 18  4  1  0
 16 11  1  0
  1 19  1  0
  3 20  1  0
  3 21  1  0
  5 22  1  0
  6 23  1  0
 12 24  1  0
 13 25  1  0
 14 26  1  0
 15 27  1  0
 16 28  1  0
 17 29  1  0
 18 30  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Amidinophenyl benzoic acid	Generator
4-(Aminoiminomethyl)-benzoic acid phenyl ester	HMDB
4-Amidinophenylbenzoate	HMDB

Chemical Formula

C₁₄H₁₂N₂O₂

Average Molecular Weight

240.262

Monoisotopic Molecular Weight

240.089877634

IUPAC Name

4-carbamimidoylphenyl benzoate

Traditional Name

4-carbamimidoylphenyl benzoate

CAS Registry Number

Not Available

SMILES

NC(=N)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1

InChI Identifier

InChI=1S/C14H12N2O2/c15-13(16)10-6-8-12(9-7-10)18-14(17)11-4-2-1-3-5-11/h1-9H,(H3,15,16)

InChI Key

FXWXBLXPGAZOHE-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
Benzoate ester
Phenol ester
Benzoic acid or derivatives
Phenoxy compound
Benzoyl
Monocyclic benzene moiety
Benzenoid
Carboxylic acid ester
Amidine
Carboximidamide
Carboxylic acid amidine
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen 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 (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	1.8	ALOGPS
logP	2.56	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Basic)	11.53	ChemAxon
Physiological Charge	1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	76.17 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	79.53 m³·mol⁻¹	ChemAxon
Polarizability	25.47 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]+	160.799	30932474
DeepCCS	[M-H]-	158.441	30932474
DeepCCS	[M-2H]-	191.494	30932474
DeepCCS	[M+Na]+	166.892	30932474
AllCCS	[M+H]+	154.7	32859911
AllCCS	[M+H-H2O]+	150.8	32859911
AllCCS	[M+NH4]+	158.3	32859911
AllCCS	[M+Na]+	159.3	32859911
AllCCS	[M-H]-	157.5	32859911
AllCCS	[M+Na-2H]-	157.1	32859911
AllCCS	[M+HCOO]-	156.9	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	10.5349 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.41 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1144.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	303.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	137.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	186.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	102.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	319.8 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	334.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	483.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	826.5 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	295.7 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	849.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	225.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	280.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	355.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	385.1 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	107.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Amidinophenyl benzoate	NC(=N)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1	3538.6	Standard polar	33892256
4-Amidinophenyl benzoate	NC(=N)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1	2290.1	Standard non polar	33892256
4-Amidinophenyl benzoate	NC(=N)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1	2466.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
4-Amidinophenyl benzoate,1TMS,isomer #1	C[Si](C)(C)NC(=N)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1	2598.1	Semi standard non polar	33892256
4-Amidinophenyl benzoate,1TMS,isomer #1	C[Si](C)(C)NC(=N)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1	2342.4	Standard non polar	33892256
4-Amidinophenyl benzoate,1TMS,isomer #1	C[Si](C)(C)NC(=N)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1	3351.4	Standard polar	33892256
4-Amidinophenyl benzoate,1TMS,isomer #2	C[Si](C)(C)N=C(N)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1	2494.8	Semi standard non polar	33892256
4-Amidinophenyl benzoate,1TMS,isomer #2	C[Si](C)(C)N=C(N)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1	2285.7	Standard non polar	33892256
4-Amidinophenyl benzoate,1TMS,isomer #2	C[Si](C)(C)N=C(N)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1	3440.6	Standard polar	33892256
4-Amidinophenyl benzoate,2TMS,isomer #1	C[Si](C)(C)N(C(=N)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1)[Si](C)(C)C	2539.3	Semi standard non polar	33892256
4-Amidinophenyl benzoate,2TMS,isomer #1	C[Si](C)(C)N(C(=N)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1)[Si](C)(C)C	2449.4	Standard non polar	33892256
4-Amidinophenyl benzoate,2TMS,isomer #1	C[Si](C)(C)N(C(=N)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1)[Si](C)(C)C	3285.8	Standard polar	33892256
4-Amidinophenyl benzoate,2TMS,isomer #2	C[Si](C)(C)N=C(N[Si](C)(C)C)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1	2497.7	Semi standard non polar	33892256
4-Amidinophenyl benzoate,2TMS,isomer #2	C[Si](C)(C)N=C(N[Si](C)(C)C)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1	2410.3	Standard non polar	33892256
4-Amidinophenyl benzoate,2TMS,isomer #2	C[Si](C)(C)N=C(N[Si](C)(C)C)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1	3180.2	Standard polar	33892256
4-Amidinophenyl benzoate,3TMS,isomer #1	C[Si](C)(C)N=C(C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C	2543.7	Semi standard non polar	33892256
4-Amidinophenyl benzoate,3TMS,isomer #1	C[Si](C)(C)N=C(C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C	2518.6	Standard non polar	33892256
4-Amidinophenyl benzoate,3TMS,isomer #1	C[Si](C)(C)N=C(C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1)N([Si](C)(C)C)[Si](C)(C)C	2927.1	Standard polar	33892256
4-Amidinophenyl benzoate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=N)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1	2856.8	Semi standard non polar	33892256
4-Amidinophenyl benzoate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=N)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1	2533.2	Standard non polar	33892256
4-Amidinophenyl benzoate,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=N)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1	3374.8	Standard polar	33892256
4-Amidinophenyl benzoate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1	2759.8	Semi standard non polar	33892256
4-Amidinophenyl benzoate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1	2495.0	Standard non polar	33892256
4-Amidinophenyl benzoate,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1	3486.6	Standard polar	33892256
4-Amidinophenyl benzoate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=N)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1)[Si](C)(C)C(C)(C)C	3032.8	Semi standard non polar	33892256
4-Amidinophenyl benzoate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=N)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1)[Si](C)(C)C(C)(C)C	2785.1	Standard non polar	33892256
4-Amidinophenyl benzoate,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N(C(=N)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1)[Si](C)(C)C(C)(C)C	3289.2	Standard polar	33892256
4-Amidinophenyl benzoate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1	2954.2	Semi standard non polar	33892256
4-Amidinophenyl benzoate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1	2800.1	Standard non polar	33892256
4-Amidinophenyl benzoate,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N=C(N[Si](C)(C)C(C)(C)C)C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1	3249.8	Standard polar	33892256
4-Amidinophenyl benzoate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C(C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3207.7	Semi standard non polar	33892256
4-Amidinophenyl benzoate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C(C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3053.1	Standard non polar	33892256
4-Amidinophenyl benzoate,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N=C(C1=CC=C(OC(=O)C2=CC=CC=C2)C=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3139.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Amidinophenyl benzoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-0900000000-77253de77cbcb10c6a43	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Amidinophenyl benzoate 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 - 4-Amidinophenyl benzoate 10V, Positive-QTOF	splash10-0006-0090000000-6e7c7440a69b4fae5282	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Amidinophenyl benzoate 20V, Positive-QTOF	splash10-006x-0290000000-051e693bec1598ef94e8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Amidinophenyl benzoate 40V, Positive-QTOF	splash10-0fk9-7900000000-42ecbe201ddeaf1e9062	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Amidinophenyl benzoate 10V, Negative-QTOF	splash10-000i-0190000000-148f87b497a087f4760b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Amidinophenyl benzoate 20V, Negative-QTOF	splash10-000i-0290000000-ea1e9a88151c3bdae3ea	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Amidinophenyl benzoate 40V, Negative-QTOF	splash10-002f-9200000000-98b1a9e3b847ce365105	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

149004

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

170422

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 4-Amidinophenyl benzoate (HMDB0246334)

MOL for HMDB0246334 (4-Amidinophenyl benzoate)

3D MOL for HMDB0246334 (4-Amidinophenyl benzoate)

3D SDF for HMDB0246334 (4-Amidinophenyl benzoate)

3D-SDF for HMDB0246334 (4-Amidinophenyl benzoate)

PDB for HMDB0246334 (4-Amidinophenyl benzoate)

3D PDB for HMDB0246334 (4-Amidinophenyl benzoate)

SMILES for HMDB0246334 (4-Amidinophenyl benzoate)

INCHI for HMDB0246334 (4-Amidinophenyl benzoate)

Structure for HMDB0246334 (4-Amidinophenyl benzoate)

3D Structure for HMDB0246334 (4-Amidinophenyl benzoate)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra