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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 04:00:27 UTC

Update Date

2021-09-26 23:00:25 UTC

HMDB ID

HMDB0249495

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N-Benzoyl-L-glutamic acid

Description

2-{[hydroxy(phenyl)methylidene]amino}pentanedioic acid belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on 2-{[hydroxy(phenyl)methylidene]amino}pentanedioic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). N-benzoyl-l-glutamic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically N-Benzoyl-L-glutamic acid 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

HMDB0249495
     RDKit          3D
N-Benzoyl-L-glutamic acid
 31 31  0  0  0  0  0  0  0  0999 V2000
    3.8252   -1.9474    0.0798 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2476   -0.9378    0.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6039   -0.6856    0.6425 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3330   -0.0503    1.4244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8953   -0.1909    1.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3369    0.2217   -0.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1076   -0.1233   -0.0711 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0953    0.8724   -0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7337    2.0939   -0.1452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5227    0.5995    0.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0402   -0.6819   -0.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3908   -0.9394   -0.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2941    0.0735    0.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7822    1.3574    0.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4293    1.6153    0.2482 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8942   -0.3886   -1.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3302   -1.3101   -1.9944 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1381    0.0373   -1.8554 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0504   -0.3230   -0.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5199   -0.2859    2.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6489    1.0270    1.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2719    0.3228    1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6322   -1.2807    1.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3998    1.3437   -0.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3091   -1.1418   -0.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3470   -1.5017   -0.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7818   -1.9394   -0.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3576   -0.1246    0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4943    2.1634    0.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1122    2.6484    0.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6705   -0.5239   -2.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  6 16  1  0
 16 17  2  0
 16 18  1  0
 15 10  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 18 31  1  0
M  END

  Mrv1533004241513352D          

 18 18  0  0  0  0            999 V2000
    0.7145   -3.7125    0.0000 O   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 O   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
    2.8579   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 N   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
    3.5724   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -2.4750    0.0000 O   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  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  2  0  0  0  0
  8 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
  6 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0249495

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H13NO5/c14-10(15)7-6-9(12(17)18)13-11(16)8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,13,16)(H,14,15)(H,17,18)

> <INCHI_KEY>
LPJXPACOXRZCCP-UHFFFAOYSA-N

> <FORMULA>
C12H13NO5

> <MOLECULAR_WEIGHT>
251.238

> <EXACT_MASS>
251.079372523

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
24.401261855123295

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(phenylformamido)pentanedioic acid

> <ALOGPS_LOGP>
0.44

> <JCHEM_LOGP>
0.7411590216666667

> <ALOGPS_LOGS>
-2.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.124386657764138

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3339564246032607

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2345770095958901

> <JCHEM_POLAR_SURFACE_AREA>
103.7

> <JCHEM_REFRACTIVITY>
61.402000000000015

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.44e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(phenylformamido)pentanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0249495
     RDKit          3D
N-Benzoyl-L-glutamic acid
 31 31  0  0  0  0  0  0  0  0999 V2000
    3.8252   -1.9474    0.0798 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2476   -0.9378    0.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6039   -0.6856    0.6425 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3330   -0.0503    1.4244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8953   -0.1909    1.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3369    0.2217   -0.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1076   -0.1233   -0.0711 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0953    0.8724   -0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7337    2.0939   -0.1452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5227    0.5995    0.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0402   -0.6819   -0.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3908   -0.9394   -0.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2941    0.0735    0.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7822    1.3574    0.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4293    1.6153    0.2482 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8942   -0.3886   -1.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3302   -1.3101   -1.9944 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1381    0.0373   -1.8554 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0504   -0.3230   -0.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5199   -0.2859    2.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6489    1.0270    1.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2719    0.3228    1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6322   -1.2807    1.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3998    1.3437   -0.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3091   -1.1418   -0.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3470   -1.5017   -0.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7818   -1.9394   -0.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3576   -0.1246    0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4943    2.1634    0.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1122    2.6484    0.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6705   -0.5239   -2.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  6 16  1  0
 16 17  2  0
 16 18  1  0
 15 10  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 18 31  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  O   UNK     0       1.334  -6.930   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       2.667  -7.700   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.667  -9.240   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       4.001  -6.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.335  -7.700   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0       8.002  -7.700   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0       9.336  -6.930   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       9.336  -5.390   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      10.669  -7.700   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.003  -6.930   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.337  -7.700   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       6.668  -5.390   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       8.002  -4.620   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       5.335  -4.620   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   16                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   15                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16    6   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0249495
HETATM    1  O1  UNL     1       3.825  -1.947   0.080  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.248  -0.938   0.688  1.00  0.00           C  
HETATM    3  O2  UNL     1       5.604  -0.686   0.643  1.00  0.00           O  
HETATM    4  C2  UNL     1       3.333  -0.050   1.424  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.895  -0.191   1.146  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.337   0.222  -0.158  1.00  0.00           C  
HETATM    7  N1  UNL     1      -0.108  -0.123  -0.071  1.00  0.00           N  
HETATM    8  C5  UNL     1      -1.095   0.872  -0.070  1.00  0.00           C  
HETATM    9  O3  UNL     1      -0.734   2.094  -0.145  1.00  0.00           O  
HETATM   10  C6  UNL     1      -2.523   0.600   0.011  1.00  0.00           C  
HETATM   11  C7  UNL     1      -3.040  -0.682  -0.131  1.00  0.00           C  
HETATM   12  C8  UNL     1      -4.391  -0.939  -0.042  1.00  0.00           C  
HETATM   13  C9  UNL     1      -5.294   0.073   0.194  1.00  0.00           C  
HETATM   14  C10 UNL     1      -4.782   1.357   0.337  1.00  0.00           C  
HETATM   15  C11 UNL     1      -3.429   1.615   0.248  1.00  0.00           C  
HETATM   16  C12 UNL     1       1.894  -0.389  -1.343  1.00  0.00           C  
HETATM   17  O4  UNL     1       1.330  -1.310  -1.994  1.00  0.00           O  
HETATM   18  O5  UNL     1       3.138   0.037  -1.855  1.00  0.00           O  
HETATM   19  H1  UNL     1       6.050  -0.323  -0.193  1.00  0.00           H  
HETATM   20  H2  UNL     1       3.520  -0.286   2.523  1.00  0.00           H  
HETATM   21  H3  UNL     1       3.649   1.027   1.336  1.00  0.00           H  
HETATM   22  H4  UNL     1       1.272   0.323   1.939  1.00  0.00           H  
HETATM   23  H5  UNL     1       1.632  -1.281   1.277  1.00  0.00           H  
HETATM   24  H6  UNL     1       1.400   1.344  -0.309  1.00  0.00           H  
HETATM   25  H7  UNL     1      -0.309  -1.142  -0.014  1.00  0.00           H  
HETATM   26  H8  UNL     1      -2.347  -1.502  -0.320  1.00  0.00           H  
HETATM   27  H9  UNL     1      -4.782  -1.939  -0.155  1.00  0.00           H  
HETATM   28  H10 UNL     1      -6.358  -0.125   0.265  1.00  0.00           H  
HETATM   29  H11 UNL     1      -5.494   2.163   0.525  1.00  0.00           H  
HETATM   30  H12 UNL     1      -3.112   2.648   0.374  1.00  0.00           H  
HETATM   31  H13 UNL     1       3.670  -0.524  -2.510  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   19
CONECT    4    5   20   21
CONECT    5    6   22   23
CONECT    6    7   16   24
CONECT    7    8   25
CONECT    8    9    9   10
CONECT   10   11   11   15
CONECT   11   12   26
CONECT   12   13   13   27
CONECT   13   14   28
CONECT   14   15   15   29
CONECT   15   30
CONECT   16   17   17   18
CONECT   18   31
END

HMDB0249495
     RDKit          3D
N-Benzoyl-L-glutamic acid
 31 31  0  0  0  0  0  0  0  0999 V2000
    3.8252   -1.9474    0.0798 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2476   -0.9378    0.6877 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6039   -0.6856    0.6425 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3330   -0.0503    1.4244 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8953   -0.1909    1.1459 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3369    0.2217   -0.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1076   -0.1233   -0.0711 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0953    0.8724   -0.0705 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7337    2.0939   -0.1452 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5227    0.5995    0.0114 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0402   -0.6819   -0.1314 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3908   -0.9394   -0.0425 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2941    0.0735    0.1939 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7822    1.3574    0.3370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4293    1.6153    0.2482 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8942   -0.3886   -1.3426 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3302   -1.3101   -1.9944 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1381    0.0373   -1.8554 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0504   -0.3230   -0.1926 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5199   -0.2859    2.5226 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6489    1.0270    1.3359 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2719    0.3228    1.9391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6322   -1.2807    1.2768 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3998    1.3437   -0.3088 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3091   -1.1418   -0.0136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3470   -1.5017   -0.3201 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7818   -1.9394   -0.1555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3576   -0.1246    0.2648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4943    2.1634    0.5250 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1122    2.6484    0.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6705   -0.5239   -2.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  6 16  1  0
 16 17  2  0
 16 18  1  0
 15 10  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  7 25  1  0
 11 26  1  0
 12 27  1  0
 13 28  1  0
 14 29  1  0
 15 30  1  0
 18 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-{[hydroxy(phenyl)methylidene]amino}pentanedioate	Generator
2-(Benzoylamino)pentanedioate	Generator

Chemical Formula

C₁₂H₁₃NO₅

Average Molecular Weight

251.238

Monoisotopic Molecular Weight

251.079372523

IUPAC Name

2-(phenylformamido)pentanedioic acid

Traditional Name

2-(phenylformamido)pentanedioic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CCC(NC(=O)C1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C12H13NO5/c14-10(15)7-6-9(12(17)18)13-11(16)8-4-2-1-3-5-8/h1-5,9H,6-7H2,(H,13,16)(H,14,15)(H,17,18)

InChI Key

LPJXPACOXRZCCP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glutamic acid and derivatives. Glutamic acid and derivatives are compounds containing glutamic acid or a derivative thereof resulting from reaction of glutamic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Glutamic acid and derivatives

Alternative Parents

Substituents

Glutamic acid or derivatives
Hippuric acid or derivatives
Hippuric acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Benzamide
Benzoic acid or derivatives
Benzoyl
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Hydrocarbon derivative
Organic oxide
Organic nitrogen compound
Carbonyl group
Organopnictogen compound
Organic oxygen compound
Organonitrogen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (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	0.44	ALOGPS
logP	0.74	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	3.33	ChemAxon
pKa (Strongest Basic)	-1.2	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	103.7 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	61.4 m³·mol⁻¹	ChemAxon
Polarizability	24.4 Å³	ChemAxon
Number of Rings	1	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]+	152.723	30932474
DeepCCS	[M-H]-	150.365	30932474
DeepCCS	[M-2H]-	183.496	30932474
DeepCCS	[M+Na]+	158.817	30932474
AllCCS	[M+H]+	155.6	32859911
AllCCS	[M+H-H2O]+	152.2	32859911
AllCCS	[M+NH4]+	158.8	32859911
AllCCS	[M+Na]+	159.7	32859911
AllCCS	[M-H]-	155.6	32859911
AllCCS	[M+Na-2H]-	155.7	32859911
AllCCS	[M+HCOO]-	156.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Benzoyl-L-glutamic acid	OC(=O)CCC(NC(=O)C1=CC=CC=C1)C(O)=O	3516.6	Standard polar	33892256
N-Benzoyl-L-glutamic acid	OC(=O)CCC(NC(=O)C1=CC=CC=C1)C(O)=O	1943.1	Standard non polar	33892256
N-Benzoyl-L-glutamic acid	OC(=O)CCC(NC(=O)C1=CC=CC=C1)C(O)=O	2357.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Benzoyl-L-glutamic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCC(C(=O)O[Si](C)(C)C)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C	2294.0	Semi standard non polar	33892256
N-Benzoyl-L-glutamic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCC(C(=O)O[Si](C)(C)C)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C	2255.2	Standard non polar	33892256
N-Benzoyl-L-glutamic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCC(C(=O)O[Si](C)(C)C)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C	2599.4	Standard polar	33892256
N-Benzoyl-L-glutamic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2954.1	Semi standard non polar	33892256
N-Benzoyl-L-glutamic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2830.9	Standard non polar	33892256
N-Benzoyl-L-glutamic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2924.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Benzoyl-L-glutamic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-1920000000-5a990e6d29d88874eb72	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Benzoyl-L-glutamic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Benzoyl-L-glutamic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Benzoyl-L-glutamic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Benzoyl-L-glutamic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Benzoyl-L-glutamic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Benzoyl-L-glutamic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Benzoyl-L-glutamic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Benzoyl-L-glutamic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Benzoyl-L-glutamic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Benzoyl-L-glutamic acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Benzoyl-L-glutamic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Benzoyl-L-glutamic acid GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Benzoyl-L-glutamic acid GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-03	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 - N-Benzoyl-L-glutamic acid 10V, Positive-QTOF	splash10-0a4i-0950000000-a21b00a01192a9de7d7e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Benzoyl-L-glutamic acid 20V, Positive-QTOF	splash10-0a4i-1900000000-7324fe900d04b477104e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Benzoyl-L-glutamic acid 40V, Positive-QTOF	splash10-056r-9400000000-7726248ad8dd18b40ed0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Benzoyl-L-glutamic acid 10V, Negative-QTOF	splash10-0ug0-0960000000-a3cf9d4a3e5956ebcab2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Benzoyl-L-glutamic acid 20V, Negative-QTOF	splash10-0ufr-2900000000-cf39459b36880ca4d2a2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Benzoyl-L-glutamic acid 40V, Negative-QTOF	splash10-002f-9100000000-a019803873628a9b630f	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

99811

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

111218

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 N-Benzoyl-L-glutamic acid (HMDB0249495)

MOL for HMDB0249495 (N-Benzoyl-L-glutamic acid)

3D MOL for HMDB0249495 (N-Benzoyl-L-glutamic acid)

3D SDF for HMDB0249495 (N-Benzoyl-L-glutamic acid)

3D-SDF for HMDB0249495 (N-Benzoyl-L-glutamic acid)

PDB for HMDB0249495 (N-Benzoyl-L-glutamic acid)

3D PDB for HMDB0249495 (N-Benzoyl-L-glutamic acid)

SMILES for HMDB0249495 (N-Benzoyl-L-glutamic acid)

INCHI for HMDB0249495 (N-Benzoyl-L-glutamic acid)

Structure for HMDB0249495 (N-Benzoyl-L-glutamic acid)

3D Structure for HMDB0249495 (N-Benzoyl-L-glutamic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra