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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-08 21:50:43 UTC

Update Date

2021-09-14 15:45:47 UTC

HMDB ID

HMDB0029234

Secondary Accession Numbers

HMDB29234

Metabolite Identification

Common Name

N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid

Description

N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic 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. Based on a literature review very few articles have been published on N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid.

Structure

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

HMDB0029294
     RDKit          3D
Caffeoyl aspartic acid
 33 33  0  0  0  0  0  0  0  0999 V2000
   -5.8338   -0.9054    2.2372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2500   -0.6002    1.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9923   -0.5767   -0.0210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8247   -0.3069    1.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1545    0.2193    0.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7244    0.4259    0.3472 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170   -0.2356   -0.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0328   -0.9980   -1.3323 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6746   -0.0243   -0.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6020   -0.6388   -0.7698 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0211   -0.4734   -0.4998 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5391    0.3237    0.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9175    0.4383    0.6957 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8164   -0.2480   -0.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1969   -0.1490    0.1093 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3123   -1.0558   -1.0801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9549   -1.1672   -1.2853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7155    1.5200   -0.4546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0004    2.5618   -0.5281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0292    1.6591   -0.8448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9752   -0.3730    0.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3257   -1.2419    1.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7302    0.4876    2.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1981   -0.4936   -0.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5301    1.0669    1.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9264    0.6559    0.7583 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2598   -1.2970   -1.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8548    0.8819    1.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2857    1.0768    1.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7322    0.5527   -0.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0209   -1.6034   -1.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5421   -1.8055   -2.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6225    2.3238   -0.3761 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  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
 17 11  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 20 33  1  0
M  END

  Mrv1652303102016542D          

 20 20  0  0  0  0            999 V2000
    2.1434   -5.3625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -5.3625    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -4.1250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4302   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1447   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -5.3625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2881   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0026   -6.6000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5737   -6.6000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8592   -6.1875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -4.1250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -3.7125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  2  0  0  0  0
 11 17  1  0  0  0  0
  5 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029234

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C13H13NO6/c15-9-4-1-8(2-5-9)3-6-11(16)14-10(13(19)20)7-12(17)18/h1-6,10,15H,7H2,(H,14,16)(H,17,18)(H,19,20)/b6-3+

> <INCHI_KEY>
FKBRNPNAUOXZMQ-ZZXKWVIFSA-N

> <FORMULA>
C13H13NO6

> <MOLECULAR_WEIGHT>
279.2454

> <EXACT_MASS>
279.074287153

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
26.94396000773515

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(2E)-3-(4-hydroxyphenyl)prop-2-enamido]butanedioic acid

> <ALOGPS_LOGP>
1.13

> <JCHEM_LOGP>
0.6541900310000001

> <ALOGPS_LOGS>
-2.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.2808610968073015

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.4548791483286494

> <JCHEM_PKA_STRONGEST_BASIC>
-0.6974415872570684

> <JCHEM_POLAR_SURFACE_AREA>
123.93

> <JCHEM_REFRACTIVITY>
68.3736

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.21e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2E)-3-(4-hydroxyphenyl)prop-2-enamido]butanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029294
     RDKit          3D
Caffeoyl aspartic acid
 33 33  0  0  0  0  0  0  0  0999 V2000
   -5.8338   -0.9054    2.2372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2500   -0.6002    1.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9923   -0.5767   -0.0210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8247   -0.3069    1.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1545    0.2193    0.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7244    0.4259    0.3472 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170   -0.2356   -0.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0328   -0.9980   -1.3323 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6746   -0.0243   -0.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6020   -0.6388   -0.7698 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0211   -0.4734   -0.4998 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5391    0.3237    0.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9175    0.4383    0.6957 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8164   -0.2480   -0.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1969   -0.1490    0.1093 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3123   -1.0558   -1.0801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9549   -1.1672   -1.2853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7155    1.5200   -0.4546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0004    2.5618   -0.5281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0292    1.6591   -0.8448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9752   -0.3730    0.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3257   -1.2419    1.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7302    0.4876    2.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1981   -0.4936   -0.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5301    1.0669    1.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9264    0.6559    0.7583 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2598   -1.2970   -1.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8548    0.8819    1.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2857    1.0768    1.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7322    0.5527   -0.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0209   -1.6034   -1.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5421   -1.8055   -2.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6225    2.3238   -0.3761 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  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
 17 11  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 20 33  1  0
M  END

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  O   UNK     0       4.001 -10.010   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       5.335  -7.700   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       6.668 -10.010   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002  -9.240   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0       9.336 -10.010   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      10.669  -9.240   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      10.669  -7.700   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      12.003 -10.010   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.337  -9.240   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.671 -10.010   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      16.004  -9.240   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.338 -10.010   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.338 -11.550   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      18.672 -12.320   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      16.004 -12.320   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.671 -11.550   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.002  -7.700   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       9.336  -6.930   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.668  -6.930   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6   18                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   17                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   11                                                       
CONECT   18    5   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0029234
HETATM    1  O1  UNL     1       5.829  -2.059  -0.565  1.00  0.00           O  
HETATM    2  C1  UNL     1       5.063  -1.239   0.009  1.00  0.00           C  
HETATM    3  O2  UNL     1       5.687  -0.286   0.849  1.00  0.00           O  
HETATM    4  C2  UNL     1       3.580  -1.258  -0.173  1.00  0.00           C  
HETATM    5  C3  UNL     1       3.027   0.065   0.334  1.00  0.00           C  
HETATM    6  N1  UNL     1       1.558   0.096   0.228  1.00  0.00           N  
HETATM    7  C4  UNL     1       0.745   0.118   1.384  1.00  0.00           C  
HETATM    8  O3  UNL     1       1.318   0.113   2.525  1.00  0.00           O  
HETATM    9  C5  UNL     1      -0.699   0.145   1.357  1.00  0.00           C  
HETATM   10  C6  UNL     1      -1.348   0.177   0.231  1.00  0.00           C  
HETATM   11  C7  UNL     1      -2.783   0.196   0.090  1.00  0.00           C  
HETATM   12  C8  UNL     1      -3.382   0.294  -1.173  1.00  0.00           C  
HETATM   13  C9  UNL     1      -4.735   0.286  -1.301  1.00  0.00           C  
HETATM   14  C10 UNL     1      -5.562   0.179  -0.206  1.00  0.00           C  
HETATM   15  O4  UNL     1      -6.961   0.169  -0.381  1.00  0.00           O  
HETATM   16  C11 UNL     1      -4.971   0.082   1.019  1.00  0.00           C  
HETATM   17  C12 UNL     1      -3.600   0.089   1.187  1.00  0.00           C  
HETATM   18  C13 UNL     1       3.491   1.120  -0.594  1.00  0.00           C  
HETATM   19  O5  UNL     1       2.712   2.037  -0.922  1.00  0.00           O  
HETATM   20  O6  UNL     1       4.764   1.094  -1.106  1.00  0.00           O  
HETATM   21  H1  UNL     1       6.612   0.081   0.635  1.00  0.00           H  
HETATM   22  H2  UNL     1       3.329  -1.433  -1.243  1.00  0.00           H  
HETATM   23  H3  UNL     1       3.207  -2.134   0.411  1.00  0.00           H  
HETATM   24  H4  UNL     1       3.371   0.260   1.350  1.00  0.00           H  
HETATM   25  H5  UNL     1       1.119   0.095  -0.715  1.00  0.00           H  
HETATM   26  H6  UNL     1      -1.261   0.145   2.281  1.00  0.00           H  
HETATM   27  H7  UNL     1      -0.792   0.201  -0.719  1.00  0.00           H  
HETATM   28  H8  UNL     1      -2.747   0.388  -2.045  1.00  0.00           H  
HETATM   29  H9  UNL     1      -5.214   0.365  -2.297  1.00  0.00           H  
HETATM   30  H10 UNL     1      -7.506   0.083   0.452  1.00  0.00           H  
HETATM   31  H11 UNL     1      -5.583  -0.007   1.917  1.00  0.00           H  
HETATM   32  H12 UNL     1      -3.225  -0.002   2.211  1.00  0.00           H  
HETATM   33  H13 UNL     1       4.957   0.540  -1.964  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   21
CONECT    4    5   22   23
CONECT    5    6   18   24
CONECT    6    7   25
CONECT    7    8    8    9
CONECT    9   10   10   26
CONECT   10   11   27
CONECT   11   12   12   17
CONECT   12   13   28
CONECT   13   14   14   29
CONECT   14   15   16
CONECT   15   30
CONECT   16   17   17   31
CONECT   17   32
CONECT   18   19   19   20
CONECT   20   33
END

HMDB0029294
     RDKit          3D
Caffeoyl aspartic acid
 33 33  0  0  0  0  0  0  0  0999 V2000
   -5.8338   -0.9054    2.2372 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2500   -0.6002    1.1381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9923   -0.5767   -0.0210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8247   -0.3069    1.2514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1545    0.2193    0.0286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7244    0.4259    0.3472 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7170   -0.2356   -0.3990 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0328   -0.9980   -1.3323 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.6746   -0.0243   -0.0751 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6020   -0.6388   -0.7698 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0211   -0.4734   -0.4998 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5391    0.3237    0.4857 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9175    0.4383    0.6957 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8164   -0.2480   -0.0823 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1969   -0.1490    0.1093 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3123   -1.0558   -1.0801 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9549   -1.1672   -1.2853 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7155    1.5200   -0.4546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0004    2.5618   -0.5281 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0292    1.6591   -0.8448 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9752   -0.3730    0.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3257   -1.2419    1.6109 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7302    0.4876    2.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1981   -0.4936   -0.8055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5301    1.0669    1.1278 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9264    0.6559    0.7583 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2598   -1.2970   -1.5811 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8548    0.8819    1.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2857    1.0768    1.4825 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7322    0.5527   -0.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0209   -1.6034   -1.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5421   -1.8055   -2.0742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6225    2.3238   -0.3761 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  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 14 16  1  0
 16 17  2  0
  5 18  1  0
 18 19  2  0
 18 20  1  0
 17 11  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 12 28  1  0
 13 29  1  0
 15 30  1  0
 16 31  1  0
 17 32  1  0
 20 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
N-[4'-Hydroxy-(e)-cinnamoyl]-L-aspartate	Generator
2-{[(2E)-1-hydroxy-3-(4-hydroxyphenyl)prop-2-en-1-ylidene]amino}butanedioate	Generator
p-Coumaroyl aspartate	Generator

Chemical Formula

C₁₃H₁₃NO₆

Average Molecular Weight

279.2454

Monoisotopic Molecular Weight

279.074287153

IUPAC Name

2-[(2E)-3-(4-hydroxyphenyl)prop-2-enamido]butanedioic acid

Traditional Name

2-[(2E)-3-(4-hydroxyphenyl)prop-2-enamido]butanedioic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C13H13NO6/c15-9-4-1-8(2-5-9)3-6-11(16)14-10(13(19)20)7-12(17)18/h1-6,10,15H,7H2,(H,14,16)(H,17,18)(H,19,20)/b6-3+

InChI Key

FKBRNPNAUOXZMQ-ZZXKWVIFSA-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 or derivatives
N-acyl-alpha-amino acid
Cinnamic acid amide
Cinnamic acid or derivatives
Coumaric acid or derivatives
Hydroxycinnamic acid or derivatives
Styrene
1-hydroxy-2-unsubstituted benzenoid
Phenol
Monocyclic benzene moiety
Benzenoid
Dicarboxylic acid or derivatives
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

Not Available

Urine (PMID: 23637065)

Source

Endogenous

Endogenous (HMDB: HMDB0029234)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

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
Water Solubility	0.42 g/L	ALOGPS
logP	1.13	ALOGPS
logP	0.65	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.45	ChemAxon
pKa (Strongest Basic)	-0.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	123.93 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	68.37 m³·mol⁻¹	ChemAxon
Polarizability	26.94 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]+	163.184	30932474
DeepCCS	[M-H]-	160.826	30932474
DeepCCS	[M-2H]-	193.712	30932474
DeepCCS	[M+Na]+	169.277	30932474
AllCCS	[M+H]+	161.6	32859911
AllCCS	[M+H-H2O]+	158.3	32859911
AllCCS	[M+NH4]+	164.7	32859911
AllCCS	[M+Na]+	165.6	32859911
AllCCS	[M-H]-	162.0	32859911
AllCCS	[M+Na-2H]-	162.0	32859911
AllCCS	[M+HCOO]-	162.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid	OC(=O)CC(NC(=O)\C=C\C1=CC=C(O)C=C1)C(O)=O	4817.4	Standard polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid	OC(=O)CC(NC(=O)\C=C\C1=CC=C(O)C=C1)C(O)=O	2366.6	Standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid	OC(=O)CC(NC(=O)\C=C\C1=CC=C(O)C=C1)C(O)=O	3089.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)CC(NC(=O)/C=C/C1=CC=C(O)C=C1)C(=O)O	2853.5	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)CC(NC(=O)/C=C/C1=CC=C(O)C=C1)C(=O)O	2853.5	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,1TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)NC(CC(=O)O)C(=O)O)C=C1	2857.1	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,1TMS,isomer #2	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)NC(CC(=O)O)C(=O)O)C=C1	2857.1	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,1TMS,isomer #3	C[Si](C)(C)OC(=O)C(CC(=O)O)NC(=O)/C=C/C1=CC=C(O)C=C1	2844.3	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,1TMS,isomer #3	C[Si](C)(C)OC(=O)C(CC(=O)O)NC(=O)/C=C/C1=CC=C(O)C=C1	2844.3	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,1TMS,isomer #4	C[Si](C)(C)N(C(=O)/C=C/C1=CC=C(O)C=C1)C(CC(=O)O)C(=O)O	2873.5	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,1TMS,isomer #4	C[Si](C)(C)N(C(=O)/C=C/C1=CC=C(O)C=C1)C(CC(=O)O)C(=O)O	2873.5	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)CC(NC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)C(=O)O	2884.1	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)CC(NC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)C(=O)O	2884.1	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)CC(NC(=O)/C=C/C1=CC=C(O)C=C1)C(=O)O[Si](C)(C)C	2852.5	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,2TMS,isomer #2	C[Si](C)(C)OC(=O)CC(NC(=O)/C=C/C1=CC=C(O)C=C1)C(=O)O[Si](C)(C)C	2852.5	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,2TMS,isomer #3	C[Si](C)(C)OC(=O)CC(C(=O)O)N(C(=O)/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C	2865.0	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,2TMS,isomer #3	C[Si](C)(C)OC(=O)CC(C(=O)O)N(C(=O)/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C	2865.0	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,2TMS,isomer #4	C[Si](C)(C)OC(=O)C(CC(=O)O)NC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1	2865.1	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,2TMS,isomer #4	C[Si](C)(C)OC(=O)C(CC(=O)O)NC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1	2865.1	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,2TMS,isomer #5	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(C(CC(=O)O)C(=O)O)[Si](C)(C)C)C=C1	2890.6	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,2TMS,isomer #5	C[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(C(CC(=O)O)C(=O)O)[Si](C)(C)C)C=C1	2890.6	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,2TMS,isomer #6	C[Si](C)(C)OC(=O)C(CC(=O)O)N(C(=O)/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C	2876.4	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,2TMS,isomer #6	C[Si](C)(C)OC(=O)C(CC(=O)O)N(C(=O)/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C	2876.4	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CC(NC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)C(=O)O[Si](C)(C)C	2841.4	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,3TMS,isomer #1	C[Si](C)(C)OC(=O)CC(NC(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)C(=O)O[Si](C)(C)C	2841.4	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)CC(C(=O)O)N(C(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	2854.5	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)CC(C(=O)O)N(C(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	2854.5	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,3TMS,isomer #3	C[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C)N(C(=O)/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C	2807.2	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,3TMS,isomer #3	C[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C)N(C(=O)/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C	2807.2	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,3TMS,isomer #4	C[Si](C)(C)OC(=O)C(CC(=O)O)N(C(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	2862.8	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,3TMS,isomer #4	C[Si](C)(C)OC(=O)C(CC(=O)O)N(C(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	2862.8	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C)N(C(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	2847.3	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C)N(C(=O)/C=C/C1=CC=C(O[Si](C)(C)C)C=C1)[Si](C)(C)C	2633.0	Standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC(NC(=O)/C=C/C1=CC=C(O)C=C1)C(=O)O	3121.4	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC(NC(=O)/C=C/C1=CC=C(O)C=C1)C(=O)O	3121.4	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)NC(CC(=O)O)C(=O)O)C=C1	3130.1	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)NC(CC(=O)O)C(=O)O)C=C1	3130.1	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)O)NC(=O)/C=C/C1=CC=C(O)C=C1	3128.8	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)O)NC(=O)/C=C/C1=CC=C(O)C=C1	3128.8	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)/C=C/C1=CC=C(O)C=C1)C(CC(=O)O)C(=O)O	3151.8	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)/C=C/C1=CC=C(O)C=C1)C(CC(=O)O)C(=O)O	3151.8	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC(NC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)O	3462.3	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC(NC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)O	3462.3	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC(NC(=O)/C=C/C1=CC=C(O)C=C1)C(=O)O[Si](C)(C)C(C)(C)C	3380.0	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC(NC(=O)/C=C/C1=CC=C(O)C=C1)C(=O)O[Si](C)(C)C(C)(C)C	3380.0	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC(C(=O)O)N(C(=O)/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C	3374.8	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC(C(=O)O)N(C(=O)/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C	3374.8	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)O)NC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3450.5	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)O)NC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1	3450.5	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(C(CC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C)C=C1	3440.8	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC1=CC=C(/C=C/C(=O)N(C(CC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C)C=C1	3440.8	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)O)N(C(=O)/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C	3384.8	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)O)N(C(=O)/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C	3384.8	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC(NC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)O[Si](C)(C)C(C)(C)C	3640.4	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC(NC(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)C(=O)O[Si](C)(C)C(C)(C)C	3640.4	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC(C(=O)O)N(C(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3626.8	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC(C(=O)O)N(C(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3626.8	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C	3526.7	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)/C=C/C1=CC=C(O)C=C1)[Si](C)(C)C(C)(C)C	3526.7	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)O)N(C(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3621.6	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)C(CC(=O)O)N(C(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3621.6	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3763.8	Semi standard non polar	33892256
N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)/C=C/C1=CC=C(O[Si](C)(C)C(C)(C)C)C=C1)[Si](C)(C)C(C)(C)C	3460.4	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-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0002-1920000000-e5f920a4103ad0440027	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid GC-MS (3 TMS) - 70eV, Positive	splash10-01di-6396800000-13cb035e82b526a05892	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic 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
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid 10V, Positive-QTOF	splash10-001i-1590000000-795e7643a1771bcbadc4	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid 20V, Positive-QTOF	splash10-00ei-8960000000-3acfa2ebc7342bbddf7a	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid 40V, Positive-QTOF	splash10-000i-9500000000-d7f40389bc45f8349d88	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid 10V, Negative-QTOF	splash10-0059-0290000000-88ec740846831a16b536	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid 20V, Negative-QTOF	splash10-01sj-1890000000-a09d055e66c3b93d46f5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid 40V, Negative-QTOF	splash10-01p6-9700000000-35dd972c48daa2681195	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid 10V, Positive-QTOF	splash10-000t-0970000000-41354ba3e35dd06db145	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid 20V, Positive-QTOF	splash10-00kb-0910000000-c814f5c10327466de6d4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid 40V, Positive-QTOF	splash10-014i-1900000000-37d3fc7557a761cee017	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid 10V, Negative-QTOF	splash10-000i-0960000000-098f61c84fe68acb15a9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid 20V, Negative-QTOF	splash10-014r-6940000000-c067c1a299dbcaf740a2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid 40V, Negative-QTOF	splash10-014i-4900000000-d215f7d3dc8b19c7b61b	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Diabetes mellitus	23637065	details

Associated Disorders and Diseases

Disease References

Diabetes mellitus type 2
Llorach R, Urpi-Sarda M, Tulipani S, Garcia-Aloy M, Monagas M, Andres-Lacueva C: Metabolomic fingerprint in patients at high risk of cardiovascular disease by cocoa intervention. Mol Nutr Food Res. 2013 Jun;57(6):962-73. doi: 10.1002/mnfr.201200736. Epub 2013 May 2. [PubMed:23637065 ]

Associated OMIM IDs

125853 (Diabetes mellitus type 2)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

552

FooDB ID

FDB000299

KNApSAcK ID

Not Available

Chemspider ID

32175166

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24891369

PDB ID

Not Available

ChEBI ID

174662

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

Not Available

Showing metabocard for N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid (HMDB0029234)

MOL for HMDB0029234 (N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid)

3D MOL for HMDB0029234 (N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid)

3D SDF for HMDB0029234 (N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid)

3D-SDF for HMDB0029234 (N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid)

PDB for HMDB0029234 (N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid)

3D PDB for HMDB0029234 (N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid)

SMILES for HMDB0029234 (N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid)

INCHI for HMDB0029234 (N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid)

Structure for HMDB0029234 (N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid)

3D Structure for HMDB0029234 (N-[4'-hydroxy-(E)-cinnamoyl]-L-aspartic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra