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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 14:57:06 UTC

Update Date

2021-09-26 23:10:02 UTC

HMDB ID

HMDB0255324

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid

Description

(2S)-2-[Acetamido(benzoyl)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 (2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). (2s)-2-[acetamido(benzoyl)amino]pentanedioic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (2S)-2-[Acetamido(benzoyl)amino]pentanedioic 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

HMDB0255324
     RDKit          3D
(2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid
 38 38  0  0  0  0  0  0  0  0999 V2000
    0.7644    3.7379    1.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0818    2.4112    0.9625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6551    1.9384    1.8633 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3106    1.7567   -0.2649 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2597    0.5337   -0.5855 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5426   -0.6137   -0.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0914   -1.6820   -0.9652 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9219   -0.8027   -0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7766    0.1735    0.1475 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1135   -0.1331    0.3975 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6493   -1.3825    0.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7949   -2.3757   -0.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4807   -2.0769   -0.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6716    0.5293   -0.8868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6195   -0.1041    0.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5518   -1.5193    0.4030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7334   -1.7647    1.3239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9697   -2.9435    1.6521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5312   -0.7531    1.7959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9191    0.1733   -2.3243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1228    0.1160   -2.7633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9457   -0.1061   -3.2408 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7841    3.5751    1.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8208    4.3323    0.2619 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1583    4.3152    1.9245 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9168    2.2027   -0.9799 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4855    1.1863    0.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7626    0.6586    0.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6797   -1.6254    0.4102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2066   -3.3613   -0.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8656   -2.8911   -0.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9870    1.6348   -0.8305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7141    0.5071    0.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6424    0.0290   -0.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6982   -1.8079    1.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664   -2.2723   -0.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6807   -0.5969    2.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6566   -0.9992   -3.5585 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  5 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 14 20  1  0
 20 21  2  0
 20 22  1  0
 13  8  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 19 37  1  0
 22 38  1  0
M  END


  Mrv1652309112116572D          

 22 22  0  0  0  0            999 V2000
   -0.8889   -2.2736    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
   -2.2391   -1.8059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1589   -0.8704    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3488   -0.7145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1913   -1.3382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0015   -1.1823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5415   -1.8059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3517   -1.6500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8918   -2.2736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6217   -0.8704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0787   -2.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4614   -2.7414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6425   -2.7200    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0787    0.0650    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7314    0.2209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6188    0.6887    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.5327    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9690    1.1564    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6990    1.9359    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8889    2.0918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3488    1.4682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
  6 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  5 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255324

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)NN(C(CCC(O)=O)C(O)=O)C(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C14H16N2O6/c1-9(17)15-16(11(14(21)22)7-8-12(18)19)13(20)10-5-3-2-4-6-10/h2-6,11H,7-8H2,1H3,(H,15,17)(H,18,19)(H,21,22)

> <INCHI_KEY>
IOBAVJSNPIHJDB-UHFFFAOYSA-N

> <FORMULA>
C14H16N2O6

> <MOLECULAR_WEIGHT>
308.29

> <EXACT_MASS>
308.100836243

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
38

> <JCHEM_AVERAGE_POLARIZABILITY>
29.011633490669148

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(N'-benzoylacetohydrazido)pentanedioic acid

> <ALOGPS_LOGP>
0.28

> <JCHEM_LOGP>
0.15170965300000022

> <ALOGPS_LOGS>
-2.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.100682142668513

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3118011923015684

> <JCHEM_PKA_STRONGEST_BASIC>
-3.9198559549910574

> <JCHEM_POLAR_SURFACE_AREA>
124.01000000000002

> <JCHEM_REFRACTIVITY>
74.26790000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.57e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(N'-benzoylacetohydrazido)pentanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255324
     RDKit          3D
(2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid
 38 38  0  0  0  0  0  0  0  0999 V2000
    0.7644    3.7379    1.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0818    2.4112    0.9625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6551    1.9384    1.8633 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3106    1.7567   -0.2649 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2597    0.5337   -0.5855 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5426   -0.6137   -0.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0914   -1.6820   -0.9652 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9219   -0.8027   -0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7766    0.1735    0.1475 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1135   -0.1331    0.3975 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6493   -1.3825    0.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7949   -2.3757   -0.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4807   -2.0769   -0.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6716    0.5293   -0.8868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6195   -0.1041    0.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5518   -1.5193    0.4030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7334   -1.7647    1.3239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9697   -2.9435    1.6521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5312   -0.7531    1.7959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9191    0.1733   -2.3243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1228    0.1160   -2.7633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9457   -0.1061   -3.2408 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7841    3.5751    1.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8208    4.3323    0.2619 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1583    4.3152    1.9245 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9168    2.2027   -0.9799 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4855    1.1863    0.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7626    0.6586    0.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6797   -1.6254    0.4102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2066   -3.3613   -0.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8656   -2.8911   -0.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9870    1.6348   -0.8305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7141    0.5071    0.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6424    0.0290   -0.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6982   -1.8079    1.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664   -2.2723   -0.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6807   -0.5969    2.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6566   -0.9992   -3.5585 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  5 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 14 20  1  0
 20 21  2  0
 20 22  1  0
 13  8  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 19 37  1  0
 22 38  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      -1.659  -4.244   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667  -3.080   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.180  -3.371   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      -2.163  -1.625   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      -0.651  -1.334   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       0.357  -2.498   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.869  -2.207   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       2.878  -3.371   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.390  -3.080   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       5.398  -4.244   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0       4.894  -1.625   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -0.147  -3.953   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       0.861  -5.117   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -1.199  -5.077   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -0.147   0.121   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.365   0.412   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -1.155   1.285   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.667   0.994   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -3.676   2.159   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -3.171   3.614   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -1.659   3.905   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.651   2.741   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   15                                                  
CONECT    6    5    7   12                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    6   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15    5   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   22                                                  
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   44    0
END

COMPND    HMDB0255324
HETATM    1  C1  UNL     1       0.764   3.738   1.178  1.00  0.00           C  
HETATM    2  C2  UNL     1       0.082   2.411   0.962  1.00  0.00           C  
HETATM    3  O1  UNL     1      -0.655   1.938   1.863  1.00  0.00           O  
HETATM    4  N1  UNL     1       0.311   1.757  -0.265  1.00  0.00           N  
HETATM    5  N2  UNL     1      -0.260   0.534  -0.585  1.00  0.00           N  
HETATM    6  C3  UNL     1       0.543  -0.614  -0.606  1.00  0.00           C  
HETATM    7  O2  UNL     1      -0.091  -1.682  -0.965  1.00  0.00           O  
HETATM    8  C4  UNL     1       1.922  -0.803  -0.302  1.00  0.00           C  
HETATM    9  C5  UNL     1       2.777   0.174   0.148  1.00  0.00           C  
HETATM   10  C6  UNL     1       4.114  -0.133   0.398  1.00  0.00           C  
HETATM   11  C7  UNL     1       4.649  -1.383   0.219  1.00  0.00           C  
HETATM   12  C8  UNL     1       3.795  -2.376  -0.234  1.00  0.00           C  
HETATM   13  C9  UNL     1       2.481  -2.077  -0.481  1.00  0.00           C  
HETATM   14  C10 UNL     1      -1.672   0.529  -0.887  1.00  0.00           C  
HETATM   15  C11 UNL     1      -2.619  -0.104   0.037  1.00  0.00           C  
HETATM   16  C12 UNL     1      -2.552  -1.519   0.403  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.733  -1.765   1.324  1.00  0.00           C  
HETATM   18  O3  UNL     1      -3.970  -2.944   1.652  1.00  0.00           O  
HETATM   19  O4  UNL     1      -4.531  -0.753   1.796  1.00  0.00           O  
HETATM   20  C14 UNL     1      -1.919   0.173  -2.324  1.00  0.00           C  
HETATM   21  O5  UNL     1      -3.123   0.116  -2.763  1.00  0.00           O  
HETATM   22  O6  UNL     1      -0.946  -0.106  -3.241  1.00  0.00           O  
HETATM   23  H1  UNL     1       1.784   3.575   1.585  1.00  0.00           H  
HETATM   24  H2  UNL     1       0.821   4.332   0.262  1.00  0.00           H  
HETATM   25  H3  UNL     1       0.158   4.315   1.925  1.00  0.00           H  
HETATM   26  H4  UNL     1       0.917   2.203  -0.980  1.00  0.00           H  
HETATM   27  H5  UNL     1       2.485   1.186   0.333  1.00  0.00           H  
HETATM   28  H6  UNL     1       4.763   0.659   0.752  1.00  0.00           H  
HETATM   29  H7  UNL     1       5.680  -1.625   0.410  1.00  0.00           H  
HETATM   30  H8  UNL     1       4.207  -3.361  -0.378  1.00  0.00           H  
HETATM   31  H9  UNL     1       1.866  -2.891  -0.832  1.00  0.00           H  
HETATM   32  H10 UNL     1      -1.987   1.635  -0.830  1.00  0.00           H  
HETATM   33  H11 UNL     1      -2.714   0.507   0.968  1.00  0.00           H  
HETATM   34  H12 UNL     1      -3.642   0.029  -0.473  1.00  0.00           H  
HETATM   35  H13 UNL     1      -1.698  -1.808   1.070  1.00  0.00           H  
HETATM   36  H14 UNL     1      -2.666  -2.272  -0.387  1.00  0.00           H  
HETATM   37  H15 UNL     1      -4.681  -0.597   2.807  1.00  0.00           H  
HETATM   38  H16 UNL     1      -0.657  -0.999  -3.559  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    3    4
CONECT    4    5   26
CONECT    5    6   14
CONECT    6    7    7    8
CONECT    8    9    9   13
CONECT    9   10   27
CONECT   10   11   11   28
CONECT   11   12   29
CONECT   12   13   13   30
CONECT   13   31
CONECT   14   15   20   32
CONECT   15   16   33   34
CONECT   16   17   35   36
CONECT   17   18   18   19
CONECT   19   37
CONECT   20   21   21   22
CONECT   22   38
END

HMDB0255324
     RDKit          3D
(2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid
 38 38  0  0  0  0  0  0  0  0999 V2000
    0.7644    3.7379    1.1775 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0818    2.4112    0.9625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6551    1.9384    1.8633 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3106    1.7567   -0.2649 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2597    0.5337   -0.5855 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.5426   -0.6137   -0.6056 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0914   -1.6820   -0.9652 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9219   -0.8027   -0.3019 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7766    0.1735    0.1475 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1135   -0.1331    0.3975 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6493   -1.3825    0.2193 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7949   -2.3757   -0.2339 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4807   -2.0769   -0.4806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6716    0.5293   -0.8868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6195   -0.1041    0.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5518   -1.5193    0.4030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7334   -1.7647    1.3239 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9697   -2.9435    1.6521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5312   -0.7531    1.7959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9191    0.1733   -2.3243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1228    0.1160   -2.7633 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9457   -0.1061   -3.2408 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7841    3.5751    1.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8208    4.3323    0.2619 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1583    4.3152    1.9245 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9168    2.2027   -0.9799 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4855    1.1863    0.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7626    0.6586    0.7520 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6797   -1.6254    0.4102 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2066   -3.3613   -0.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8656   -2.8911   -0.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9870    1.6348   -0.8305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7141    0.5071    0.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6424    0.0290   -0.4732 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6982   -1.8079    1.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6664   -2.2723   -0.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6807   -0.5969    2.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6566   -0.9992   -3.5585 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
  5 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 14 20  1  0
 20 21  2  0
 20 22  1  0
 13  8  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  4 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 15 34  1  0
 16 35  1  0
 16 36  1  0
 19 37  1  0
 22 38  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S)-2-[Acetamido(benzoyl)amino]pentanedioate	Generator

Chemical Formula

C₁₄H₁₆N₂O₆

Average Molecular Weight

308.29

Monoisotopic Molecular Weight

308.100836243

IUPAC Name

2-(N'-benzoylacetohydrazido)pentanedioic acid

Traditional Name

2-(N'-benzoylacetohydrazido)pentanedioic acid

CAS Registry Number

Not Available

SMILES

CC(=O)NN(C(CCC(O)=O)C(O)=O)C(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C14H16N2O6/c1-9(17)15-16(11(14(21)22)7-8-12(18)19)13(20)10-5-3-2-4-6-10/h2-6,11H,7-8H2,1H3,(H,15,17)(H,18,19)(H,21,22)

InChI Key

IOBAVJSNPIHJDB-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
Benzoic acid or derivatives
Benzoyl
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Benzenoid
Carboxylic acid
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

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	0.28	ALOGPS
logP	0.15	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3.31	ChemAxon
pKa (Strongest Basic)	-3.9	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	124.01 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	74.27 m³·mol⁻¹	ChemAxon
Polarizability	29.01 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]+	164.602	30932474
DeepCCS	[M-H]-	162.244	30932474
DeepCCS	[M-2H]-	195.72	30932474
DeepCCS	[M+Na]+	170.947	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid	CC(=O)NN(C(CCC(O)=O)C(O)=O)C(=O)C1=CC=CC=C1	4128.1	Standard polar	33892256
(2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid	CC(=O)NN(C(CCC(O)=O)C(O)=O)C(=O)C1=CC=CC=C1	2184.0	Standard non polar	33892256
(2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid	CC(=O)NN(C(CCC(O)=O)C(O)=O)C(=O)C1=CC=CC=C1	2568.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid,3TMS,isomer #1	CC(=O)N(N(C(=O)C1=CC=CC=C1)C(CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2540.7	Semi standard non polar	33892256
(2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid,3TMS,isomer #1	CC(=O)N(N(C(=O)C1=CC=CC=C1)C(CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2547.6	Standard non polar	33892256
(2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid,3TMS,isomer #1	CC(=O)N(N(C(=O)C1=CC=CC=C1)C(CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3074.1	Standard polar	33892256
(2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid,3TBDMS,isomer #1	CC(=O)N(N(C(=O)C1=CC=CC=C1)C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3236.6	Semi standard non polar	33892256
(2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid,3TBDMS,isomer #1	CC(=O)N(N(C(=O)C1=CC=CC=C1)C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3117.7	Standard non polar	33892256
(2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid,3TBDMS,isomer #1	CC(=O)N(N(C(=O)C1=CC=CC=C1)C(CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3347.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-3920000000-8af4bff2d6fbc95d1b1e	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-04	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

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

76084612

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 (2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid (HMDB0255324)

MOL for HMDB0255324 ((2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid)

3D MOL for HMDB0255324 ((2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid)

3D SDF for HMDB0255324 ((2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid)

3D-SDF for HMDB0255324 ((2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid)

PDB for HMDB0255324 ((2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid)

3D PDB for HMDB0255324 ((2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid)

SMILES for HMDB0255324 ((2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid)

INCHI for HMDB0255324 ((2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid)

Structure for HMDB0255324 ((2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid)

3D Structure for HMDB0255324 ((2S)-2-[Acetamido(benzoyl)amino]pentanedioic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra