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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 23:10:30 UTC

Update Date

2021-09-26 22:55:01 UTC

HMDB ID

HMDB0246138

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-((3-Carboxypropyl)carbamoyl)benzoic acid

Description

2-((3-Carboxypropyl)carbamoyl)benzoic acid, also known as N-phthaloyl gaba or N-phthaloyl-4-aminobutyric acid, belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom. Based on a literature review very few articles have been published on 2-((3-Carboxypropyl)carbamoyl)benzoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2-((3-carboxypropyl)carbamoyl)benzoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2-((3-Carboxypropyl)carbamoyl)benzoic 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

HMDB0246138
     RDKit          3D
2-((3-Carboxypropyl)carbamoyl)benzoic acid
 31 31  0  0  0  0  0  0  0  0999 V2000
    3.9629   -0.4026   -2.2461 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6312   -0.4014   -1.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0199   -0.3158   -1.2050 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9666   -0.4917    0.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4704   -0.5603    0.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8034    0.6326   -0.5634 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3776    0.3643   -0.6193 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4490    0.0809    0.4882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0527    0.0598    1.6342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8661   -0.1876    0.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2310   -1.2764   -0.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5543   -1.5503   -0.7698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5371   -0.7537   -0.2137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1879    0.3158    0.5689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8331    0.6032    0.8076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5327    1.7518    1.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3871    2.1387    1.9177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5702    2.5031    2.1844 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5720   -1.0061   -0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2957   -1.4272    0.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2938    0.3483    0.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0862   -0.7333    1.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2151   -1.4480   -0.5734 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9671    1.5646    0.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1959    0.8793   -1.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0514    0.3847   -1.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4092   -1.8642   -0.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8310   -2.4011   -1.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5751   -1.0039   -0.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9445    0.9528    1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9507    3.2438    1.6421 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
 15 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
  6 25  1  0
  7 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 18 31  1  0
M  END


  Mrv1652309112101102D          

 18 18  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
   -0.0000    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
    2.1434    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.0625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.8250    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 O   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
    1.4289    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    2.4750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
  4 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0246138

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CCCNC(=O)C1=CC=CC=C1C(O)=O

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

> <INCHI_KEY>
LENIZMSGCFPTBO-UHFFFAOYSA-N

> <FORMULA>
C12H13NO5

> <MOLECULAR_WEIGHT>
251.238

> <EXACT_MASS>
251.079372523

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
24.823873986553828

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(3-carboxypropyl)carbamoyl]benzoic acid

> <ALOGPS_LOGP>
0.76

> <JCHEM_LOGP>
0.7088023336666662

> <ALOGPS_LOGS>
-2.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.318721143985547

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3077150051412736

> <JCHEM_PKA_STRONGEST_BASIC>
-1.3134740845743336

> <JCHEM_POLAR_SURFACE_AREA>
103.7

> <JCHEM_REFRACTIVITY>
62.82830000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.17e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(3-carboxypropyl)carbamoyl]benzoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0246138
     RDKit          3D
2-((3-Carboxypropyl)carbamoyl)benzoic acid
 31 31  0  0  0  0  0  0  0  0999 V2000
    3.9629   -0.4026   -2.2461 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6312   -0.4014   -1.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0199   -0.3158   -1.2050 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9666   -0.4917    0.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4704   -0.5603    0.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8034    0.6326   -0.5634 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3776    0.3643   -0.6193 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4490    0.0809    0.4882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0527    0.0598    1.6342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8661   -0.1876    0.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2310   -1.2764   -0.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5543   -1.5503   -0.7698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5371   -0.7537   -0.2137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1879    0.3158    0.5689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8331    0.6032    0.8076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5327    1.7518    1.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3871    2.1387    1.9177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5702    2.5031    2.1844 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5720   -1.0061   -0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2957   -1.4272    0.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2938    0.3483    0.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0862   -0.7333    1.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2151   -1.4480   -0.5734 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9671    1.5646    0.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1959    0.8793   -1.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0514    0.3847   -1.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4092   -1.8642   -0.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8310   -2.4011   -1.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5751   -1.0039   -0.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9445    0.9528    1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9507    3.2438    1.6421 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
 15 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
  6 25  1  0
  7 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 18 31  1  0
M  END

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       1.334  -0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.000   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.000   1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.334   2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.001   2.310   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       4.001   3.850   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0       5.335   1.540   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       6.668   2.310   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.336   2.310   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.669   1.540   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      12.003   2.310   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      10.669   0.000   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0       1.334   3.850   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       2.667   4.620   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.000   4.620   0.000  0.00  0.00           O+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5   16                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
CONECT   16    4   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0246138
HETATM    1  O1  UNL     1       3.963  -0.403  -2.246  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.631  -0.401  -1.182  1.00  0.00           C  
HETATM    3  O2  UNL     1       6.020  -0.316  -1.205  1.00  0.00           O  
HETATM    4  C2  UNL     1       3.967  -0.492   0.138  1.00  0.00           C  
HETATM    5  C3  UNL     1       2.470  -0.560   0.043  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.803   0.633  -0.563  1.00  0.00           C  
HETATM    7  N1  UNL     1       0.378   0.364  -0.619  1.00  0.00           N  
HETATM    8  C5  UNL     1      -0.449   0.081   0.488  1.00  0.00           C  
HETATM    9  O3  UNL     1       0.053   0.060   1.634  1.00  0.00           O  
HETATM   10  C6  UNL     1      -1.866  -0.188   0.257  1.00  0.00           C  
HETATM   11  C7  UNL     1      -2.231  -1.276  -0.542  1.00  0.00           C  
HETATM   12  C8  UNL     1      -3.554  -1.550  -0.770  1.00  0.00           C  
HETATM   13  C9  UNL     1      -4.537  -0.754  -0.214  1.00  0.00           C  
HETATM   14  C10 UNL     1      -4.188   0.316   0.569  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.833   0.603   0.808  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.533   1.752   1.638  1.00  0.00           C  
HETATM   17  O4  UNL     1      -1.387   2.139   1.918  1.00  0.00           O  
HETATM   18  O5  UNL     1      -3.570   2.503   2.184  1.00  0.00           O  
HETATM   19  H1  UNL     1       6.572  -1.006  -0.707  1.00  0.00           H  
HETATM   20  H2  UNL     1       4.296  -1.427   0.660  1.00  0.00           H  
HETATM   21  H3  UNL     1       4.294   0.348   0.813  1.00  0.00           H  
HETATM   22  H4  UNL     1       2.086  -0.733   1.062  1.00  0.00           H  
HETATM   23  H5  UNL     1       2.215  -1.448  -0.573  1.00  0.00           H  
HETATM   24  H6  UNL     1       1.967   1.565   0.034  1.00  0.00           H  
HETATM   25  H7  UNL     1       2.196   0.879  -1.571  1.00  0.00           H  
HETATM   26  H8  UNL     1      -0.051   0.385  -1.587  1.00  0.00           H  
HETATM   27  H9  UNL     1      -1.409  -1.864  -0.948  1.00  0.00           H  
HETATM   28  H10 UNL     1      -3.831  -2.401  -1.397  1.00  0.00           H  
HETATM   29  H11 UNL     1      -5.575  -1.004  -0.420  1.00  0.00           H  
HETATM   30  H12 UNL     1      -4.944   0.953   1.016  1.00  0.00           H  
HETATM   31  H13 UNL     1      -3.951   3.244   1.642  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   24   25
CONECT    7    8   26
CONECT    8    9    9   10
CONECT   10   11   11   15
CONECT   11   12   27
CONECT   12   13   13   28
CONECT   13   14   29
CONECT   14   15   15   30
CONECT   15   16
CONECT   16   17   17   18
CONECT   18   31
END

HMDB0246138
     RDKit          3D
2-((3-Carboxypropyl)carbamoyl)benzoic acid
 31 31  0  0  0  0  0  0  0  0999 V2000
    3.9629   -0.4026   -2.2461 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6312   -0.4014   -1.1823 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0199   -0.3158   -1.2050 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9666   -0.4917    0.1376 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4704   -0.5603    0.0430 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8034    0.6326   -0.5634 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3776    0.3643   -0.6193 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4490    0.0809    0.4882 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0527    0.0598    1.6342 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8661   -0.1876    0.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2310   -1.2764   -0.5417 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5543   -1.5503   -0.7698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5371   -0.7537   -0.2137 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1879    0.3158    0.5689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8331    0.6032    0.8076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5327    1.7518    1.6375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3871    2.1387    1.9177 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5702    2.5031    2.1844 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5720   -1.0061   -0.7072 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2957   -1.4272    0.6604 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2938    0.3483    0.8133 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0862   -0.7333    1.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2151   -1.4480   -0.5734 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9671    1.5646    0.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1959    0.8793   -1.5712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0514    0.3847   -1.5869 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4092   -1.8642   -0.9483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8310   -2.4011   -1.3974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5751   -1.0039   -0.4195 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9445    0.9528    1.0158 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9507    3.2438    1.6421 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
 15 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
  6 25  1  0
  7 26  1  0
 11 27  1  0
 12 28  1  0
 13 29  1  0
 14 30  1  0
 18 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-((3-Carboxypropyl)carbamoyl)benzoate	Generator
N-Phthaloyl gaba	HMDB
N-Phthaloyl-4-aminobutyric acid	HMDB
p-GABA	HMDB

Chemical Formula

C₁₂H₁₃NO₅

Average Molecular Weight

251.238

Monoisotopic Molecular Weight

251.079372523

IUPAC Name

2-[(3-carboxypropyl)carbamoyl]benzoic acid

Traditional Name

2-[(3-carboxypropyl)carbamoyl]benzoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CCCNC(=O)C1=CC=CC=C1C(O)=O

InChI Identifier

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

InChI Key

LENIZMSGCFPTBO-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma amino acids and derivatives. These are amino acids having a (-NH2) group attached to the gamma carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Gamma amino acids and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.76	ALOGPS
logP	0.71	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3.31	ChemAxon
pKa (Strongest Basic)	-1.3	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	62.83 m³·mol⁻¹	ChemAxon
Polarizability	24.82 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]+	151.441	30932474
DeepCCS	[M-H]-	149.083	30932474
DeepCCS	[M-2H]-	182.803	30932474
DeepCCS	[M+Na]+	157.622	30932474
AllCCS	[M+H]+	155.0	32859911
AllCCS	[M+H-H2O]+	151.5	32859911
AllCCS	[M+NH4]+	158.2	32859911
AllCCS	[M+Na]+	159.1	32859911
AllCCS	[M-H]-	155.7	32859911
AllCCS	[M+Na-2H]-	155.9	32859911
AllCCS	[M+HCOO]-	156.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Predicted by Siyang on May 30, 2022	9.8766 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	3.7 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1199.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	231.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	97.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	161.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	66.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	264.8 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	354.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	178.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	646.0 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	309.9 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	1020.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	215.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	245.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	432.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	194.6 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	272.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-((3-Carboxypropyl)carbamoyl)benzoic acid	OC(=O)CCCNC(=O)C1=CC=CC=C1C(O)=O	3735.8	Standard polar	33892256
2-((3-Carboxypropyl)carbamoyl)benzoic acid	OC(=O)CCCNC(=O)C1=CC=CC=C1C(O)=O	2172.5	Standard non polar	33892256
2-((3-Carboxypropyl)carbamoyl)benzoic acid	OC(=O)CCCNC(=O)C1=CC=CC=C1C(O)=O	2442.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-((3-Carboxypropyl)carbamoyl)benzoic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCCN(C(=O)C1=CC=CC=C1C(=O)O[Si](C)(C)C)[Si](C)(C)C	2409.9	Semi standard non polar	33892256
2-((3-Carboxypropyl)carbamoyl)benzoic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCCN(C(=O)C1=CC=CC=C1C(=O)O[Si](C)(C)C)[Si](C)(C)C	2277.7	Standard non polar	33892256
2-((3-Carboxypropyl)carbamoyl)benzoic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCCN(C(=O)C1=CC=CC=C1C(=O)O[Si](C)(C)C)[Si](C)(C)C	2618.0	Standard polar	33892256
2-((3-Carboxypropyl)carbamoyl)benzoic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCN(C(=O)C1=CC=CC=C1C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3051.1	Semi standard non polar	33892256
2-((3-Carboxypropyl)carbamoyl)benzoic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCN(C(=O)C1=CC=CC=C1C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2828.6	Standard non polar	33892256
2-((3-Carboxypropyl)carbamoyl)benzoic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCN(C(=O)C1=CC=CC=C1C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2939.6	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2-((3-Carboxypropyl)carbamoyl)benzoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-1910000000-cd3d6b9b70ae2ae1dca5	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-((3-Carboxypropyl)carbamoyl)benzoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-((3-Carboxypropyl)carbamoyl)benzoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-((3-Carboxypropyl)carbamoyl)benzoic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-((3-Carboxypropyl)carbamoyl)benzoic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-((3-Carboxypropyl)carbamoyl)benzoic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-((3-Carboxypropyl)carbamoyl)benzoic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-((3-Carboxypropyl)carbamoyl)benzoic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-((3-Carboxypropyl)carbamoyl)benzoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-((3-Carboxypropyl)carbamoyl)benzoic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-((3-Carboxypropyl)carbamoyl)benzoic acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-((3-Carboxypropyl)carbamoyl)benzoic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-((3-Carboxypropyl)carbamoyl)benzoic acid GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-((3-Carboxypropyl)carbamoyl)benzoic 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 - 2-((3-Carboxypropyl)carbamoyl)benzoic acid 10V, Positive-QTOF	splash10-0uea-0490000000-263a6a49ad3a589990e6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-((3-Carboxypropyl)carbamoyl)benzoic acid 20V, Positive-QTOF	splash10-0002-1900000000-c55c9409ad6a30ca817e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-((3-Carboxypropyl)carbamoyl)benzoic acid 40V, Positive-QTOF	splash10-0a4i-1900000000-1cfc361d45c81ddc6d14	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-((3-Carboxypropyl)carbamoyl)benzoic acid 10V, Negative-QTOF	splash10-11bi-0980000000-6069acc4c6c8297d7131	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-((3-Carboxypropyl)carbamoyl)benzoic acid 20V, Negative-QTOF	splash10-00di-2900000000-99826055b6a09cb29190	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-((3-Carboxypropyl)carbamoyl)benzoic acid 40V, Negative-QTOF	splash10-004l-9300000000-e6a78eb4c3cdbdaf1a5a	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

144723

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

165076

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 2-((3-Carboxypropyl)carbamoyl)benzoic acid (HMDB0246138)

MOL for HMDB0246138 (2-((3-Carboxypropyl)carbamoyl)benzoic acid)

3D MOL for HMDB0246138 (2-((3-Carboxypropyl)carbamoyl)benzoic acid)

3D SDF for HMDB0246138 (2-((3-Carboxypropyl)carbamoyl)benzoic acid)

3D-SDF for HMDB0246138 (2-((3-Carboxypropyl)carbamoyl)benzoic acid)

PDB for HMDB0246138 (2-((3-Carboxypropyl)carbamoyl)benzoic acid)

3D PDB for HMDB0246138 (2-((3-Carboxypropyl)carbamoyl)benzoic acid)

SMILES for HMDB0246138 (2-((3-Carboxypropyl)carbamoyl)benzoic acid)

INCHI for HMDB0246138 (2-((3-Carboxypropyl)carbamoyl)benzoic acid)

Structure for HMDB0246138 (2-((3-Carboxypropyl)carbamoyl)benzoic acid)

3D Structure for HMDB0246138 (2-((3-Carboxypropyl)carbamoyl)benzoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra