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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:29:55 UTC

Update Date

2022-03-07 02:52:08 UTC

HMDB ID

HMDB0029355

Secondary Accession Numbers

HMDB29355

Metabolite Identification

Common Name

N-Phenylacetylaspartic acid

Description

N-Phenylacetylaspartic acid belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic acid at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. N-Phenylacetylaspartic acid has been detected, but not quantified in, common peas (Pisum sativum) and pulses. This could make N-phenylacetylaspartic acid a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on N-Phenylacetylaspartic acid.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0029355
     RDKit          3D
N-Phenylacetylaspartic acid
 31 31  0  0  0  0  0  0  0  0999 V2000
   -3.1558   -2.2473   -0.6895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7792   -1.1652   -0.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1184   -1.1510   -0.4597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0753    0.0035   -1.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2401    0.7031   -0.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2354   -0.1513    0.2697 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1545    0.0507    0.1229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5560    1.0314   -0.5431 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589   -0.8512    0.7255 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5398   -0.4460    0.4410 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1488   -0.9512   -0.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4417   -0.6267   -1.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1423    0.2373   -0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5496    0.7462    0.9165 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2533    0.4135    1.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1290    1.3133    0.7183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0180    1.1068    1.9494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1382    2.1582    0.2848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4008   -1.0371    0.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4549   -0.2272   -2.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8321    0.7389   -1.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6960    1.5136   -0.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5302   -0.9980    0.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0332   -0.9579    1.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807   -1.8625    0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6111   -1.6215   -1.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9272   -1.0141   -1.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1734    0.4918   -0.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1509    1.4179    1.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7936    0.8224    2.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8115    2.5597    0.9144 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  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  5 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
  6 23  1  0
  9 24  1  0
  9 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


  Mrv0541 02241210262D          

 18 18  0  0  0  0            999 V2000
   -2.8596   -1.0299    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1454   -0.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4312   -1.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7169   -0.6186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1454    0.2071    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7169    0.2071    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0027   -1.0299    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7128   -0.6186    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0027   -1.8557    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0013    0.6200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0013    1.4456    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7143    0.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4298    0.6200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1454    0.2071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8596    0.6200    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8596    1.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1454    1.8557    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4298    1.4442    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  5  2  0  0  0  0
  3  4  1  0  0  0  0
  4  6  1  0  0  0  0
  4  7  1  0  0  0  0
  6 10  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 18  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029355

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CC(NC(=O)CC1=CC=CC=C1)C(O)=O

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

> <INCHI_KEY>
SVFKZPQPMMZHLZ-UHFFFAOYSA-N

> <FORMULA>
C12H13NO5

> <MOLECULAR_WEIGHT>
251.2353

> <EXACT_MASS>
251.079372531

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
24.20328054867702

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(2-phenylacetamido)butanedioic acid

> <ALOGPS_LOGP>
0.46

> <JCHEM_LOGP>
0.43266319799999975

> <ALOGPS_LOGS>
-2.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.483162647125085

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6679295033895345

> <JCHEM_PKA_STRONGEST_BASIC>
-2.605986864632481

> <JCHEM_POLAR_SURFACE_AREA>
103.69999999999999

> <JCHEM_REFRACTIVITY>
60.69840000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.50e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-(2-phenylacetamido)butanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029355
     RDKit          3D
N-Phenylacetylaspartic acid
 31 31  0  0  0  0  0  0  0  0999 V2000
   -3.1558   -2.2473   -0.6895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7792   -1.1652   -0.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1184   -1.1510   -0.4597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0753    0.0035   -1.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2401    0.7031   -0.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2354   -0.1513    0.2697 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1545    0.0507    0.1229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5560    1.0314   -0.5431 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589   -0.8512    0.7255 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5398   -0.4460    0.4410 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1488   -0.9512   -0.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4417   -0.6267   -1.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1423    0.2373   -0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5496    0.7462    0.9165 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2533    0.4135    1.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1290    1.3133    0.7183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0180    1.1068    1.9494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1382    2.1582    0.2848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4008   -1.0371    0.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4549   -0.2272   -2.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8321    0.7389   -1.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6960    1.5136   -0.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5302   -0.9980    0.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0332   -0.9579    1.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807   -1.8625    0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6111   -1.6215   -1.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9272   -1.0141   -1.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1734    0.4918   -0.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1509    1.4179    1.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7936    0.8224    2.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8115    2.5597    0.9144 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  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  5 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
  6 23  1  0
  9 24  1  0
  9 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-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -5.338  -1.923   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -4.005  -1.155   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.672  -1.923   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.338  -1.155   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.005   0.387   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      -1.338   0.387   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -0.005  -1.923   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0       1.330  -1.155   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0      -0.005  -3.464   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      -0.002   1.157   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -0.002   2.698   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       1.333   0.387   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.669   1.157   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.005   0.387   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.338   1.157   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.338   2.696   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.005   3.464   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.669   2.696   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    5                                                  
CONECT    3    2    4                                                       
CONECT    4    3    6    7                                                  
CONECT    5    2                                                            
CONECT    6    4   10                                                       
CONECT    7    4    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    6   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   13   17                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0029355
HETATM    1  O1  UNL     1      -3.156  -2.247  -0.690  1.00  0.00           O  
HETATM    2  C1  UNL     1      -3.779  -1.165  -0.829  1.00  0.00           C  
HETATM    3  O2  UNL     1      -5.118  -1.151  -0.460  1.00  0.00           O  
HETATM    4  C2  UNL     1      -3.075   0.003  -1.365  1.00  0.00           C  
HETATM    5  C3  UNL     1      -2.240   0.703  -0.299  1.00  0.00           C  
HETATM    6  N1  UNL     1      -1.235  -0.151   0.270  1.00  0.00           N  
HETATM    7  C4  UNL     1       0.154   0.051   0.123  1.00  0.00           C  
HETATM    8  O3  UNL     1       0.556   1.031  -0.543  1.00  0.00           O  
HETATM    9  C5  UNL     1       1.159  -0.851   0.725  1.00  0.00           C  
HETATM   10  C6  UNL     1       2.540  -0.446   0.441  1.00  0.00           C  
HETATM   11  C7  UNL     1       3.149  -0.951  -0.699  1.00  0.00           C  
HETATM   12  C8  UNL     1       4.442  -0.627  -1.049  1.00  0.00           C  
HETATM   13  C9  UNL     1       5.142   0.237  -0.219  1.00  0.00           C  
HETATM   14  C10 UNL     1       4.550   0.746   0.917  1.00  0.00           C  
HETATM   15  C11 UNL     1       3.253   0.414   1.256  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.129   1.313   0.718  1.00  0.00           C  
HETATM   17  O4  UNL     1      -3.018   1.107   1.949  1.00  0.00           O  
HETATM   18  O5  UNL     1      -4.138   2.158   0.285  1.00  0.00           O  
HETATM   19  H1  UNL     1      -5.401  -1.037   0.525  1.00  0.00           H  
HETATM   20  H2  UNL     1      -2.455  -0.227  -2.261  1.00  0.00           H  
HETATM   21  H3  UNL     1      -3.832   0.739  -1.714  1.00  0.00           H  
HETATM   22  H4  UNL     1      -1.696   1.514  -0.844  1.00  0.00           H  
HETATM   23  H5  UNL     1      -1.530  -0.998   0.843  1.00  0.00           H  
HETATM   24  H6  UNL     1       1.033  -0.958   1.821  1.00  0.00           H  
HETATM   25  H7  UNL     1       0.981  -1.863   0.287  1.00  0.00           H  
HETATM   26  H8  UNL     1       2.611  -1.622  -1.347  1.00  0.00           H  
HETATM   27  H9  UNL     1       4.927  -1.014  -1.935  1.00  0.00           H  
HETATM   28  H10 UNL     1       6.173   0.492  -0.504  1.00  0.00           H  
HETATM   29  H11 UNL     1       5.151   1.418   1.526  1.00  0.00           H  
HETATM   30  H12 UNL     1       2.794   0.822   2.158  1.00  0.00           H  
HETATM   31  H13 UNL     1      -4.812   2.560   0.914  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   19
CONECT    4    5   20   21
CONECT    5    6   16   22
CONECT    6    7   23
CONECT    7    8    8    9
CONECT    9   10   24   25
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

HMDB0029355
     RDKit          3D
N-Phenylacetylaspartic acid
 31 31  0  0  0  0  0  0  0  0999 V2000
   -3.1558   -2.2473   -0.6895 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7792   -1.1652   -0.8294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1184   -1.1510   -0.4597 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0753    0.0035   -1.3651 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2401    0.7031   -0.2993 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2354   -0.1513    0.2697 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1545    0.0507    0.1229 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5560    1.0314   -0.5431 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1589   -0.8512    0.7255 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5398   -0.4460    0.4410 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1488   -0.9512   -0.6992 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4417   -0.6267   -1.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1423    0.2373   -0.2187 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5496    0.7462    0.9165 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2533    0.4135    1.2565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1290    1.3133    0.7183 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0180    1.1068    1.9494 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1382    2.1582    0.2848 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4008   -1.0371    0.5246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4549   -0.2272   -2.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8321    0.7389   -1.7139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6960    1.5136   -0.8442 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5302   -0.9980    0.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0332   -0.9579    1.8206 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9807   -1.8625    0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6111   -1.6215   -1.3470 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9272   -1.0141   -1.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1734    0.4918   -0.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1509    1.4179    1.5259 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7936    0.8224    2.1583 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8115    2.5597    0.9144 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  2  0
  7  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  5 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
  6 23  1  0
  9 24  1  0
  9 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
N-Phenylacetylaspartate	Generator
2-[(1-Hydroxy-2-phenylethylidene)amino]butanedioate	HMDB

Chemical Formula

C₁₂H₁₃NO₅

Average Molecular Weight

251.2353

Monoisotopic Molecular Weight

251.079372531

IUPAC Name

2-(2-phenylacetamido)butanedioic acid

Traditional Name

2-(2-phenylacetamido)butanedioic acid

CAS Registry Number

2752-32-1

SMILES

OC(=O)CC(NC(=O)CC1=CC=CC=C1)C(O)=O

InChI Identifier

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

InChI Key

SVFKZPQPMMZHLZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aspartic acid and derivatives. Aspartic acid and derivatives are compounds containing an aspartic acid or a derivative thereof resulting from reaction of aspartic 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

Aspartic acid and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0029355)
Cytoplasm (HMDB: HMDB0029355)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029355)

Source

Endogenous

Endogenous (HMDB: HMDB0029355)

Plant

Fabaceae (HMDB: HMDB0029355)

Exogenous

Food

Food (HMDB: HMDB0029355)

Pulse

Pea

Common pea (FooDB: FOOD00141)

Pulses (FooDB: FOOD00867)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	136 °C	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
Water Solubility	1.5 g/L	ALOGPS
logP	0.46	ALOGPS
logP	0.43	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	3.67	ChemAxon
pKa (Strongest Basic)	-2.6	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	60.7 m³·mol⁻¹	ChemAxon
Polarizability	24.2 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
DarkChem	[M+H]+	158.93	31661259
DarkChem	[M-H]-	152.403	31661259
DeepCCS	[M+H]+	152.121	30932474
DeepCCS	[M-H]-	149.763	30932474
DeepCCS	[M-2H]-	182.879	30932474
DeepCCS	[M+Na]+	158.214	30932474
AllCCS	[M+H]+	155.5	32859911
AllCCS	[M+H-H2O]+	152.0	32859911
AllCCS	[M+NH4]+	158.8	32859911
AllCCS	[M+Na]+	159.7	32859911
AllCCS	[M-H]-	155.7	32859911
AllCCS	[M+Na-2H]-	155.9	32859911
AllCCS	[M+HCOO]-	156.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Phenylacetylaspartic acid	OC(=O)CC(NC(=O)CC1=CC=CC=C1)C(O)=O	3752.4	Standard polar	33892256
N-Phenylacetylaspartic acid	OC(=O)CC(NC(=O)CC1=CC=CC=C1)C(O)=O	1909.6	Standard non polar	33892256
N-Phenylacetylaspartic acid	OC(=O)CC(NC(=O)CC1=CC=CC=C1)C(O)=O	2307.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Phenylacetylaspartic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)CC(NC(=O)CC1=CC=CC=C1)C(=O)O	2248.5	Semi standard non polar	33892256
N-Phenylacetylaspartic acid,1TMS,isomer #2	C[Si](C)(C)OC(=O)C(CC(=O)O)NC(=O)CC1=CC=CC=C1	2232.0	Semi standard non polar	33892256
N-Phenylacetylaspartic acid,1TMS,isomer #3	C[Si](C)(C)N(C(=O)CC1=CC=CC=C1)C(CC(=O)O)C(=O)O	2250.6	Semi standard non polar	33892256
N-Phenylacetylaspartic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)CC(NC(=O)CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2235.3	Semi standard non polar	33892256
N-Phenylacetylaspartic acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)CC(C(=O)O)N(C(=O)CC1=CC=CC=C1)[Si](C)(C)C	2251.9	Semi standard non polar	33892256
N-Phenylacetylaspartic acid,2TMS,isomer #3	C[Si](C)(C)OC(=O)C(CC(=O)O)N(C(=O)CC1=CC=CC=C1)[Si](C)(C)C	2254.2	Semi standard non polar	33892256
N-Phenylacetylaspartic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C)N(C(=O)CC1=CC=CC=C1)[Si](C)(C)C	2219.0	Semi standard non polar	33892256
N-Phenylacetylaspartic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C)N(C(=O)CC1=CC=CC=C1)[Si](C)(C)C	2237.8	Standard non polar	33892256
N-Phenylacetylaspartic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC(NC(=O)CC1=CC=CC=C1)C(=O)O	2515.3	Semi standard non polar	33892256
N-Phenylacetylaspartic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)O)NC(=O)CC1=CC=CC=C1	2490.1	Semi standard non polar	33892256
N-Phenylacetylaspartic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)CC1=CC=CC=C1)C(CC(=O)O)C(=O)O	2482.5	Semi standard non polar	33892256
N-Phenylacetylaspartic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC(NC(=O)CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	2706.1	Semi standard non polar	33892256
N-Phenylacetylaspartic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC(C(=O)O)N(C(=O)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2746.9	Semi standard non polar	33892256
N-Phenylacetylaspartic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)O)N(C(=O)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2729.1	Semi standard non polar	33892256
N-Phenylacetylaspartic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2920.6	Semi standard non polar	33892256
N-Phenylacetylaspartic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2821.7	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Phenylacetylaspartic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9420000000-0fb8d93f8469843a927b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Phenylacetylaspartic acid GC-MS (2 TMS) - 70eV, Positive	splash10-0006-9312000000-31749c220daa28bedaa0	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Phenylacetylaspartic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-Phenylacetylaspartic acid 6V, Negative-QTOF	splash10-001i-2910000000-ad5a3ec83c307ebfa197	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenylacetylaspartic acid 10V, Positive-QTOF	splash10-0f89-2690000000-277dd09c981c810c2549	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenylacetylaspartic acid 20V, Positive-QTOF	splash10-007c-9720000000-70a7f0c675bcf667a9cd	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenylacetylaspartic acid 40V, Positive-QTOF	splash10-000l-9100000000-c8a787bf1ed2b0e25d08	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenylacetylaspartic acid 10V, Negative-QTOF	splash10-0zfr-0390000000-c42c40d89864bd35ef1b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenylacetylaspartic acid 20V, Negative-QTOF	splash10-0pwi-2960000000-fccac80e3ab01871d919	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenylacetylaspartic acid 40V, Negative-QTOF	splash10-000f-9500000000-5fa5eb27530deefac599	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenylacetylaspartic acid 10V, Negative-QTOF	splash10-01p9-8920000000-7603dee6ecf2cf753da2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenylacetylaspartic acid 20V, Negative-QTOF	splash10-000i-9300000000-3cbbbd229b3c5cc2ac65	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenylacetylaspartic acid 40V, Negative-QTOF	splash10-000l-9100000000-fb5da009144c4d91b609	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenylacetylaspartic acid 10V, Positive-QTOF	splash10-014i-2690000000-6af887b084ddf95098c0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenylacetylaspartic acid 20V, Positive-QTOF	splash10-00kf-9700000000-1b1f27ef6ddc16f90844	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Phenylacetylaspartic acid 40V, Positive-QTOF	splash10-0006-9200000000-171545845f29aadf865a	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB000420

KNApSAcK ID

C00057319

Chemspider ID

489124

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

562665

PDB ID

Not Available

ChEBI ID

174316

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for N-Phenylacetylaspartic acid (HMDB0029355)

MOL for HMDB0029355 (N-Phenylacetylaspartic acid)

3D MOL for HMDB0029355 (N-Phenylacetylaspartic acid)

3D SDF for HMDB0029355 (N-Phenylacetylaspartic acid)

3D-SDF for HMDB0029355 (N-Phenylacetylaspartic acid)

PDB for HMDB0029355 (N-Phenylacetylaspartic acid)

3D PDB for HMDB0029355 (N-Phenylacetylaspartic acid)

SMILES for HMDB0029355 (N-Phenylacetylaspartic acid)

INCHI for HMDB0029355 (N-Phenylacetylaspartic acid)

Structure for HMDB0029355 (N-Phenylacetylaspartic acid)

3D Structure for HMDB0029355 (N-Phenylacetylaspartic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra