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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:03:17 UTC

Update Date

2021-09-14 15:37:03 UTC

HMDB ID

HMDB0028994

Secondary Accession Numbers

HMDB28994

Metabolite Identification

Common Name

Phenylalanylglutamic acid

Description

Phenylalanylglutamic acid is a dipeptide composed of phenylalanine and glutamic acid. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.

Structure

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

HMDB0028994
     RDKit          3D
Phenylalanylglutamic acid
 39 39  0  0  0  0  0  0  0  0999 V2000
   -1.5821   -2.0275   -1.5783 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8158   -0.8196   -1.6002 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6741    0.4041   -1.8277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7127    0.5841   -0.7900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9630    0.0090   -0.9418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9470    0.1698    0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7179    0.9024    1.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4872    1.4787    1.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4990    1.3151    0.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0348   -0.7023   -0.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2376   -1.5357    0.5606 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9379    0.3060   -0.1388 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6601    0.3587    1.0866 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1446    0.0915    0.9062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4296   -1.2483    0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8925   -1.4136    0.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6725   -0.5008    0.5409 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4089   -2.5827   -0.3306 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5728    1.7106    1.6840 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9512    2.6537    1.1384 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1894    2.0026    2.9036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0808   -2.2279   -2.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2556   -1.9759   -0.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0928   -0.8337   -2.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1458    0.3996   -2.8305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9914    1.2975   -1.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1792   -0.5816   -1.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9212   -0.2789   -0.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4851    1.0402    1.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2913    2.0604    2.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5583    1.7934    0.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1050    1.0053   -0.9075 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2426   -0.3945    1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5900    0.1273    1.9220 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6252    0.8697    0.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0662   -2.0804    0.9638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0096   -1.3453   -0.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3818   -2.8259   -0.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7927    2.7947    3.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 13 19  1  0
 19 20  2  0
 19 21  1  0
  9  4  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  6
  3 25  1  0
  3 26  1  0
  5 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
 12 32  1  0
 13 33  1  1
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 18 38  1  0
 21 39  1  0
M  END


  Mrv1652304062014052D          

 21 21  0  0  0  0            999 V2000
10001.8001 9999.8034    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.085410000.2157    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10000.3730 9999.8034    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.659010000.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9455 9999.8034    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 9998.230210000.2157    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.9455 9998.9797    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9999.659010001.0394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.085410001.0394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5187 9999.8043    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.804210000.2167    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.0897 9999.8042    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.0896 9998.9792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.8041 9998.5667    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.5187 9998.9793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.512010000.2149    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.800110001.4513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10000.373010001.4513    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.2264 9999.8024    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10003.2264 9998.9774    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.940810000.2149    0.0000 O   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  9  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  8  2  0  0  0  0
  5  6  1  0  0  0  0
  5  7  1  1  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 10  1  0  0  0  0
  6 10  1  0  0  0  0
  1 16  1  0  0  0  0
  9 17  1  0  0  0  0
  9 18  2  0  0  0  0
 16 19  1  0  0  0  0
 19 20  2  0  0  0  0
 19 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0028994

> <DATABASE_NAME>
hmdb

> <SMILES>
N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H18N2O5/c15-10(8-9-4-2-1-3-5-9)13(19)16-11(14(20)21)6-7-12(17)18/h1-5,10-11H,6-8,15H2,(H,16,19)(H,17,18)(H,20,21)/t10-,11-/m0/s1

> <INCHI_KEY>
JXWLMUIXUXLIJR-QWRGUYRKSA-N

> <FORMULA>
C14H18N2O5

> <MOLECULAR_WEIGHT>
294.307

> <EXACT_MASS>
294.121571688

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
29.06912660474311

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S)-2-amino-3-phenylpropanamido]pentanedioic acid

> <ALOGPS_LOGP>
-2.32

> <JCHEM_LOGP>
-2.3823920286556977

> <ALOGPS_LOGS>
-2.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.042640766608468

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.305693081007528

> <JCHEM_PKA_STRONGEST_BASIC>
8.009705260523113

> <JCHEM_POLAR_SURFACE_AREA>
129.71999999999997

> <JCHEM_REFRACTIVITY>
73.2041

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.92e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S)-2-amino-3-phenylpropanamido]pentanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0028994
     RDKit          3D
Phenylalanylglutamic acid
 39 39  0  0  0  0  0  0  0  0999 V2000
   -1.5821   -2.0275   -1.5783 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8158   -0.8196   -1.6002 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6741    0.4041   -1.8277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7127    0.5841   -0.7900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9630    0.0090   -0.9418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9470    0.1698    0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7179    0.9024    1.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4872    1.4787    1.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4990    1.3151    0.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0348   -0.7023   -0.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2376   -1.5357    0.5606 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9379    0.3060   -0.1388 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6601    0.3587    1.0866 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1446    0.0915    0.9062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4296   -1.2483    0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8925   -1.4136    0.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6725   -0.5008    0.5409 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4089   -2.5827   -0.3306 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5728    1.7106    1.6840 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9512    2.6537    1.1384 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1894    2.0026    2.9036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0808   -2.2279   -2.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2556   -1.9759   -0.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0928   -0.8337   -2.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1458    0.3996   -2.8305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9914    1.2975   -1.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1792   -0.5816   -1.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9212   -0.2789   -0.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4851    1.0402    1.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2913    2.0604    2.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5583    1.7934    0.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1050    1.0053   -0.9075 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2426   -0.3945    1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5900    0.1273    1.9220 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6252    0.8697    0.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0662   -2.0804    0.9638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0096   -1.3453   -0.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3818   -2.8259   -0.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7927    2.7947    3.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 13 19  1  0
 19 20  2  0
 19 21  1  0
  9  4  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  6
  3 25  1  0
  3 26  1  0
  5 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
 12 32  1  0
 13 33  1  1
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 18 38  1  0
 21 39  1  0
M  END

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0    8670.0278666.300   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8668.6938667.069   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0    8667.3638666.300   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0    8666.0308667.069   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8664.6988666.300   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8663.3638667.069   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0    8664.6988664.762   0.000  0.00  0.00           N+0
HETATM    8  O   UNK     0    8666.0308668.607   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    8668.6938668.607   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8662.0358666.301   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8660.7018667.071   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8659.3678666.301   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8659.3678664.761   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8660.7018663.991   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8662.0358664.761   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8671.3568667.068   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0    8670.0278669.376   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0    8667.3638669.376   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0    8672.6898666.298   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0    8672.6898664.758   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0    8674.0238667.068   0.000  0.00  0.00           O+0
CONECT    1    2   16                                                       
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5   10                                                       
CONECT    7    5                                                            
CONECT    8    4                                                            
CONECT    9    2   17   18                                                  
CONECT   10   11   15    6                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   10                                                       
CONECT   16    1   19                                                       
CONECT   17    9                                                            
CONECT   18    9                                                            
CONECT   19   16   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0028994
HETATM    1  N1  UNL     1      -1.582  -2.027  -1.578  1.00  0.00           N  
HETATM    2  C1  UNL     1      -0.816  -0.820  -1.600  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.674   0.404  -1.828  1.00  0.00           C  
HETATM    4  C3  UNL     1      -2.713   0.584  -0.790  1.00  0.00           C  
HETATM    5  C4  UNL     1      -3.963   0.009  -0.942  1.00  0.00           C  
HETATM    6  C5  UNL     1      -4.947   0.170   0.021  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.718   0.902   1.155  1.00  0.00           C  
HETATM    8  C7  UNL     1      -3.487   1.479   1.323  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.499   1.315   0.352  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.035  -0.702  -0.354  1.00  0.00           C  
HETATM   11  O1  UNL     1      -0.238  -1.536   0.561  1.00  0.00           O  
HETATM   12  N2  UNL     1       0.938   0.306  -0.139  1.00  0.00           N  
HETATM   13  C10 UNL     1       1.660   0.359   1.087  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.145   0.092   0.906  1.00  0.00           C  
HETATM   15  C12 UNL     1       3.430  -1.248   0.325  1.00  0.00           C  
HETATM   16  C13 UNL     1       4.893  -1.414   0.189  1.00  0.00           C  
HETATM   17  O2  UNL     1       5.672  -0.501   0.541  1.00  0.00           O  
HETATM   18  O3  UNL     1       5.409  -2.583  -0.331  1.00  0.00           O  
HETATM   19  C14 UNL     1       1.573   1.711   1.684  1.00  0.00           C  
HETATM   20  O4  UNL     1       0.951   2.654   1.138  1.00  0.00           O  
HETATM   21  O5  UNL     1       2.189   2.003   2.904  1.00  0.00           O  
HETATM   22  H1  UNL     1      -2.081  -2.228  -2.463  1.00  0.00           H  
HETATM   23  H2  UNL     1      -2.256  -1.976  -0.784  1.00  0.00           H  
HETATM   24  H3  UNL     1      -0.093  -0.834  -2.470  1.00  0.00           H  
HETATM   25  H4  UNL     1      -2.146   0.400  -2.831  1.00  0.00           H  
HETATM   26  H5  UNL     1      -0.991   1.298  -1.832  1.00  0.00           H  
HETATM   27  H6  UNL     1      -4.179  -0.582  -1.835  1.00  0.00           H  
HETATM   28  H7  UNL     1      -5.921  -0.279  -0.099  1.00  0.00           H  
HETATM   29  H8  UNL     1      -5.485   1.040   1.928  1.00  0.00           H  
HETATM   30  H9  UNL     1      -3.291   2.060   2.214  1.00  0.00           H  
HETATM   31  H10 UNL     1      -1.558   1.793   0.545  1.00  0.00           H  
HETATM   32  H11 UNL     1       1.105   1.005  -0.908  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.243  -0.394   1.792  1.00  0.00           H  
HETATM   34  H13 UNL     1       3.590   0.127   1.922  1.00  0.00           H  
HETATM   35  H14 UNL     1       3.625   0.870   0.314  1.00  0.00           H  
HETATM   36  H15 UNL     1       3.066  -2.080   0.964  1.00  0.00           H  
HETATM   37  H16 UNL     1       3.010  -1.345  -0.716  1.00  0.00           H  
HETATM   38  H17 UNL     1       6.382  -2.826  -0.329  1.00  0.00           H  
HETATM   39  H18 UNL     1       2.793   2.795   3.037  1.00  0.00           H  
CONECT    1    2   22   23
CONECT    2    3   10   24
CONECT    3    4   25   26
CONECT    4    5    5    9
CONECT    5    6   27
CONECT    6    7    7   28
CONECT    7    8   29
CONECT    8    9    9   30
CONECT    9   31
CONECT   10   11   11   12
CONECT   12   13   32
CONECT   13   14   19   33
CONECT   14   15   34   35
CONECT   15   16   36   37
CONECT   16   17   17   18
CONECT   18   38
CONECT   19   20   20   21
CONECT   21   39
END

HMDB0028994
     RDKit          3D
Phenylalanylglutamic acid
 39 39  0  0  0  0  0  0  0  0999 V2000
   -1.5821   -2.0275   -1.5783 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8158   -0.8196   -1.6002 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6741    0.4041   -1.8277 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7127    0.5841   -0.7900 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9630    0.0090   -0.9418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9470    0.1698    0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7179    0.9024    1.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4872    1.4787    1.3229 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4990    1.3151    0.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0348   -0.7023   -0.3541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2376   -1.5357    0.5606 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9379    0.3060   -0.1388 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6601    0.3587    1.0866 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.1446    0.0915    0.9062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4296   -1.2483    0.3249 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8925   -1.4136    0.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6725   -0.5008    0.5409 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4089   -2.5827   -0.3306 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5728    1.7106    1.6840 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9512    2.6537    1.1384 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1894    2.0026    2.9036 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0808   -2.2279   -2.4630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2556   -1.9759   -0.7838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0928   -0.8337   -2.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1458    0.3996   -2.8305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9914    1.2975   -1.8317 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1792   -0.5816   -1.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9212   -0.2789   -0.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4851    1.0402    1.9280 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2913    2.0604    2.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5583    1.7934    0.5448 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1050    1.0053   -0.9075 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2426   -0.3945    1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5900    0.1273    1.9220 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6252    0.8697    0.3136 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0662   -2.0804    0.9638 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0096   -1.3453   -0.7163 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3818   -2.8259   -0.3293 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7927    2.7947    3.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  2 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 13 19  1  0
 19 20  2  0
 19 21  1  0
  9  4  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  6
  3 25  1  0
  3 26  1  0
  5 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  9 31  1  0
 12 32  1  0
 13 33  1  1
 14 34  1  0
 14 35  1  0
 15 36  1  0
 15 37  1  0
 18 38  1  0
 21 39  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
FE	ChEBI
L-Phe-L-glu	ChEBI
N-L-Phenylalanyl-L-glutamic acid	ChEBI
Phenylalanylglutamate	ChEBI
N-L-Phenylalanyl-L-glutamate	Generator
F-e Dipeptide	HMDB
FE dipeptide	HMDB
L-Phenylalanyl-L-glutamate	HMDB
L-Phenylalanyl-L-glutamic acid	HMDB
L-alpha-Phenylalanyl-L-glutamic acid	HMDB
L-Α-phenylalanyl-L-glutamic acid	HMDB
N-(3-Phenyl-L-alanyl)-L-glutamic acid	HMDB
N-(3-Phenyl-L-alanyl)glutamic acid	HMDB
N-(3-Phenylalanyl)glutamic acid	HMDB
N-Phenylalanylglutamate	HMDB
N-Phenylalanylglutamic acid	HMDB
Phe-glu	HMDB
Phenylalanine glutamate dipeptide	HMDB
Phenylalanine glutamic acid dipeptide	HMDB
Phenylalanine-glutamate dipeptide	HMDB
Phenylalanine-glutamic acid dipeptide	HMDB
Phenylalanyl-glutamate	HMDB
Phenylalanyl-glutamic acid	HMDB
Phenylalanylglutamic acid	HMDB, ChEBI

Chemical Formula

C₁₄H₁₈N₂O₅

Average Molecular Weight

294.307

Monoisotopic Molecular Weight

294.121571688

IUPAC Name

(2S)-2-[(2S)-2-amino-3-phenylpropanamido]pentanedioic acid

Traditional Name

(2S)-2-[(2S)-2-amino-3-phenylpropanamido]pentanedioic acid

CAS Registry Number

3617-45-6

SMILES

N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C14H18N2O5/c15-10(8-9-4-2-1-3-5-9)13(19)16-11(14(20)21)6-7-12(17)18/h1-5,10-11H,6-8,15H2,(H,16,19)(H,17,18)(H,20,21)/t10-,11-/m0/s1

InChI Key

JXWLMUIXUXLIJR-QWRGUYRKSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Phenylalanine or derivatives
Glutamic acid or derivatives
N-acyl-l-alpha-amino acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Amphetamine or derivatives
Aralkylamine
Monocyclic benzene moiety
Dicarboxylic acid or derivatives
Fatty amide
Fatty acyl
Benzenoid
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Carboxylic acid
Primary aliphatic amine
Hydrocarbon derivative
Amine
Organic oxygen compound
Carbonyl group
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Primary amine
Organonitrogen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

dipeptide (CHEBI:74712 )

Ontology

Not Available

Feces (PMID: 27275383)

Source

Endogenous

Endogenous (HMDB: HMDB0028994)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

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	-2.38	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.94 g/L	ALOGPS
logP	-2.3	ALOGPS
logP	-2.4	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	3.31	ChemAxon
pKa (Strongest Basic)	8.01	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	129.72 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	73.2 m³·mol⁻¹	ChemAxon
Polarizability	29.07 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	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]+	166.792	30932474
DeepCCS	[M-H]-	164.434	30932474
DeepCCS	[M-2H]-	197.856	30932474
DeepCCS	[M+Na]+	173.083	30932474

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	2.35 minutes	32390414
Predicted by Siyang on May 30, 2022	10.0059 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	8.03 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	284.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	985.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	213.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	100.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	167.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	80.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	279.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	318.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	689.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	674.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	293.3 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	873.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	193.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	230.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	386.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	367.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	239.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Phenylalanylglutamic acid	N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCC(O)=O)C(O)=O	4056.0	Standard polar	33892256
Phenylalanylglutamic acid	N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCC(O)=O)C(O)=O	2121.7	Standard non polar	33892256
Phenylalanylglutamic acid	N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCC(O)=O)C(O)=O	2758.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Phenylalanylglutamic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)[C@@H](N)CC1=CC=CC=C1)C(=O)O	2628.0	Semi standard non polar	33892256
Phenylalanylglutamic acid,1TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)[C@@H](N)CC1=CC=CC=C1	2582.9	Semi standard non polar	33892256
Phenylalanylglutamic acid,1TMS,isomer #3	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCC(=O)O)C(=O)O	2644.7	Semi standard non polar	33892256
Phenylalanylglutamic acid,1TMS,isomer #4	C[Si](C)(C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[C@@H](CCC(=O)O)C(=O)O	2568.5	Semi standard non polar	33892256
Phenylalanylglutamic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)[C@@H](N)CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2556.9	Semi standard non polar	33892256
Phenylalanylglutamic acid,2TMS,isomer #2	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O	2630.4	Semi standard non polar	33892256
Phenylalanylglutamic acid,2TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C	2523.6	Semi standard non polar	33892256
Phenylalanylglutamic acid,2TMS,isomer #4	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C	2604.2	Semi standard non polar	33892256
Phenylalanylglutamic acid,2TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C	2532.6	Semi standard non polar	33892256
Phenylalanylglutamic acid,2TMS,isomer #6	C[Si](C)(C)N([C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C	2766.2	Semi standard non polar	33892256
Phenylalanylglutamic acid,2TMS,isomer #7	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C	2596.0	Semi standard non polar	33892256
Phenylalanylglutamic acid,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2589.7	Semi standard non polar	33892256
Phenylalanylglutamic acid,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2566.0	Standard non polar	33892256
Phenylalanylglutamic acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C	2490.8	Semi standard non polar	33892256
Phenylalanylglutamic acid,3TMS,isomer #2	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C	2523.2	Standard non polar	33892256
Phenylalanylglutamic acid,3TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2739.1	Semi standard non polar	33892256
Phenylalanylglutamic acid,3TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2657.5	Standard non polar	33892256
Phenylalanylglutamic acid,3TMS,isomer #4	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2564.7	Semi standard non polar	33892256
Phenylalanylglutamic acid,3TMS,isomer #4	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2631.4	Standard non polar	33892256
Phenylalanylglutamic acid,3TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	2718.7	Semi standard non polar	33892256
Phenylalanylglutamic acid,3TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C	2658.0	Standard non polar	33892256
Phenylalanylglutamic acid,3TMS,isomer #6	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2568.7	Semi standard non polar	33892256
Phenylalanylglutamic acid,3TMS,isomer #6	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2606.9	Standard non polar	33892256
Phenylalanylglutamic acid,3TMS,isomer #7	C[Si](C)(C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CCC(=O)O)C(=O)O	2685.0	Semi standard non polar	33892256
Phenylalanylglutamic acid,3TMS,isomer #7	C[Si](C)(C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CCC(=O)O)C(=O)O	2701.4	Standard non polar	33892256
Phenylalanylglutamic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2698.5	Semi standard non polar	33892256
Phenylalanylglutamic acid,4TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2679.1	Standard non polar	33892256
Phenylalanylglutamic acid,4TMS,isomer #2	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2555.7	Semi standard non polar	33892256
Phenylalanylglutamic acid,4TMS,isomer #2	C[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2632.5	Standard non polar	33892256
Phenylalanylglutamic acid,4TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2685.2	Semi standard non polar	33892256
Phenylalanylglutamic acid,4TMS,isomer #3	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2738.3	Standard non polar	33892256
Phenylalanylglutamic acid,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2709.5	Semi standard non polar	33892256
Phenylalanylglutamic acid,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2711.9	Standard non polar	33892256
Phenylalanylglutamic acid,5TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2749.4	Semi standard non polar	33892256
Phenylalanylglutamic acid,5TMS,isomer #1	C[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2745.9	Standard non polar	33892256
Phenylalanylglutamic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NC(=O)[C@@H](N)CC1=CC=CC=C1)C(=O)O	2872.7	Semi standard non polar	33892256
Phenylalanylglutamic acid,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)[C@@H](N)CC1=CC=CC=C1	2830.1	Semi standard non polar	33892256
Phenylalanylglutamic acid,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCC(=O)O)C(=O)O	2847.0	Semi standard non polar	33892256
Phenylalanylglutamic acid,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[C@@H](CCC(=O)O)C(=O)O	2813.4	Semi standard non polar	33892256
Phenylalanylglutamic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NC(=O)[C@@H](N)CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	3037.8	Semi standard non polar	33892256
Phenylalanylglutamic acid,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	3078.2	Semi standard non polar	33892256
Phenylalanylglutamic acid,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3046.4	Semi standard non polar	33892256
Phenylalanylglutamic acid,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	3040.5	Semi standard non polar	33892256
Phenylalanylglutamic acid,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3036.9	Semi standard non polar	33892256
Phenylalanylglutamic acid,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N([C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	3195.2	Semi standard non polar	33892256
Phenylalanylglutamic acid,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	3052.6	Semi standard non polar	33892256
Phenylalanylglutamic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3246.6	Semi standard non polar	33892256
Phenylalanylglutamic acid,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N[C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3115.3	Standard non polar	33892256
Phenylalanylglutamic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3229.3	Semi standard non polar	33892256
Phenylalanylglutamic acid,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	3075.6	Standard non polar	33892256
Phenylalanylglutamic acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3449.7	Semi standard non polar	33892256
Phenylalanylglutamic acid,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3165.5	Standard non polar	33892256
Phenylalanylglutamic acid,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3274.9	Semi standard non polar	33892256
Phenylalanylglutamic acid,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	3136.9	Standard non polar	33892256
Phenylalanylglutamic acid,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3422.8	Semi standard non polar	33892256
Phenylalanylglutamic acid,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3157.6	Standard non polar	33892256
Phenylalanylglutamic acid,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3267.3	Semi standard non polar	33892256
Phenylalanylglutamic acid,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](CCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3114.7	Standard non polar	33892256
Phenylalanylglutamic acid,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](CCC(=O)O)C(=O)O	3395.8	Semi standard non polar	33892256
Phenylalanylglutamic acid,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](CCC(=O)O)C(=O)O	3190.2	Standard non polar	33892256
Phenylalanylglutamic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3619.8	Semi standard non polar	33892256
Phenylalanylglutamic acid,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3333.0	Standard non polar	33892256
Phenylalanylglutamic acid,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](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	3427.5	Semi standard non polar	33892256
Phenylalanylglutamic acid,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CC1=CC=CC=C1)C(=O)N([C@@H](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	3290.7	Standard non polar	33892256
Phenylalanylglutamic acid,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3610.9	Semi standard non polar	33892256
Phenylalanylglutamic acid,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3370.0	Standard non polar	33892256
Phenylalanylglutamic acid,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3607.7	Semi standard non polar	33892256
Phenylalanylglutamic acid,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCC(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3350.9	Standard non polar	33892256
Phenylalanylglutamic acid,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3789.1	Semi standard non polar	33892256
Phenylalanylglutamic acid,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3520.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Phenylalanylglutamic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phenylalanylglutamic 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 - Phenylalanylglutamic acid 10V, Negative-QTOF	splash10-002f-0190000000-e5b0559b8c3941bfb199	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanylglutamic acid 20V, Negative-QTOF	splash10-0fc4-2930000000-e6ddb6728118668d026c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanylglutamic acid 40V, Negative-QTOF	splash10-0ufu-9800000000-3d1bf2d63c06a43c52da	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanylglutamic acid 10V, Positive-QTOF	splash10-0002-0970000000-1f71d6931e2ddc4ceca8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanylglutamic acid 20V, Positive-QTOF	splash10-00dl-5900000000-73b73ad1fbce546ad89c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanylglutamic acid 40V, Positive-QTOF	splash10-0006-9600000000-4affe9d44dcb28c2aec8	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

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
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details

Associated Disorders and Diseases

Disease References

Colorectal cancer
Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112014

KNApSAcK ID

Not Available

Chemspider ID

133206

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

151134

PDB ID

Not Available

ChEBI ID

74712

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 Phenylalanylglutamic acid (HMDB0028994)

MOL for HMDB0028994 (Phenylalanylglutamic acid)

3D MOL for HMDB0028994 (Phenylalanylglutamic acid)

3D SDF for HMDB0028994 (Phenylalanylglutamic acid)

3D-SDF for HMDB0028994 (Phenylalanylglutamic acid)

PDB for HMDB0028994 (Phenylalanylglutamic acid)

3D PDB for HMDB0028994 (Phenylalanylglutamic acid)

SMILES for HMDB0028994 (Phenylalanylglutamic acid)

INCHI for HMDB0028994 (Phenylalanylglutamic acid)

Structure for HMDB0028994 (Phenylalanylglutamic acid)

3D Structure for HMDB0028994 (Phenylalanylglutamic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra