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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:03:16 UTC

Update Date

2021-09-14 15:41:22 UTC

HMDB ID

HMDB0028988

Secondary Accession Numbers

HMDB28988

Metabolite Identification

Common Name

Phenylalanylalanine

Description

Phenylalanylalanine is a dipeptide composed of phenylalanine and alanine. 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

HMDB0028988
     RDKit          3D
Phenylalanylalanine
 33 33  0  0  0  0  0  0  0  0999 V2000
    3.7217   -1.5372   -1.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4414   -0.4653   -0.1582 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1246    0.0642   -0.3528 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1519   -0.0589    0.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4565   -0.6422    1.7251 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2199    0.5004    0.4316 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2888    1.1107   -0.8800 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2144   -0.6162    0.5906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5970   -0.1495    0.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3609    0.3177    1.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6584    0.7545    1.2348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1968    0.7173   -0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4521    0.2521   -1.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1621   -0.1728   -0.8697 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4535    0.6039   -0.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0875    1.7839   -0.4539 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8064    0.3767   -0.0881 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0006   -1.0503   -2.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5686   -2.1681   -0.8777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8057   -2.1338   -1.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5266   -0.9360    0.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    0.5490   -1.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4279    1.2889    1.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3784    1.8987   -0.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1293    0.3983   -1.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1325   -0.9766    1.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9402   -1.4708   -0.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9128    0.3353    2.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2596    1.1260    2.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2098    1.0594   -0.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8732    0.2244   -2.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5889   -0.5375   -1.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2302   -0.4465    0.2722 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
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  2 15  1  0
 15 16  2  0
 15 17  1  0
 14  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  1
  3 22  1  0
  6 23  1  1
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 17 33  1  0
M  END


  Mrv1652304062014042D          

 17 17  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
10001.085510000.2157    0.0000 C   0  0  1  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
 9998.9456 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
 9998.9456 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
10001.085510001.0394    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 O   0  0  0  0  0  0  0  0  0  0  0  0
10001.8005 9998.9784    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  1  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 17  2  0  0  0  0
  1 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0028988

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H16N2O3/c1-8(12(16)17)14-11(15)10(13)7-9-5-3-2-4-6-9/h2-6,8,10H,7,13H2,1H3,(H,14,15)(H,16,17)/t8-,10-/m0/s1

> <INCHI_KEY>
MIDZLCFIAINOQN-WPRPVWTQSA-N

> <FORMULA>
C12H16N2O3

> <MOLECULAR_WEIGHT>
236.271

> <EXACT_MASS>
236.116092383

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
24.478493207779067

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-0.98

> <JCHEM_LOGP>
-1.7232460061604404

> <ALOGPS_LOGS>
-1.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.86783114937393

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7324042644610187

> <JCHEM_PKA_STRONGEST_BASIC>
8.009692164500533

> <JCHEM_POLAR_SURFACE_AREA>
92.41999999999999

> <JCHEM_REFRACTIVITY>
62.41370000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.43e+00 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0028988
     RDKit          3D
Phenylalanylalanine
 33 33  0  0  0  0  0  0  0  0999 V2000
    3.7217   -1.5372   -1.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4414   -0.4653   -0.1582 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1246    0.0642   -0.3528 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1519   -0.0589    0.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4565   -0.6422    1.7251 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2199    0.5004    0.4316 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2888    1.1107   -0.8800 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2144   -0.6162    0.5906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5970   -0.1495    0.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3609    0.3177    1.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6584    0.7545    1.2348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1968    0.7173   -0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4521    0.2521   -1.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1621   -0.1728   -0.8697 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4535    0.6039   -0.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0875    1.7839   -0.4539 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8064    0.3767   -0.0881 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0006   -1.0503   -2.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5686   -2.1681   -0.8777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8057   -2.1338   -1.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5266   -0.9360    0.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    0.5490   -1.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4279    1.2889    1.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3784    1.8987   -0.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1293    0.3983   -1.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1325   -0.9766    1.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9402   -1.4708   -0.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9128    0.3353    2.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2596    1.1260    2.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2098    1.0594   -0.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8732    0.2244   -2.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5889   -0.5375   -1.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2302   -0.4465    0.2722 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
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  2 15  1  0
 15 16  2  0
 15 17  1  0
 14  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  1
  3 22  1  0
  6 23  1  1
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 17 33  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  O   UNK     0    8671.3568667.068   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0    8670.0288664.760   0.000  0.00  0.00           O+0
CONECT    1    2   17   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                                                            
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                                                            
CONECT   17    1                                                            
MASTER        0    0    0    0    0    0    0    0   17    0   34    0
END

COMPND    HMDB0028988
HETATM    1  C1  UNL     1       3.722  -1.537  -1.190  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.441  -0.465  -0.158  1.00  0.00           C  
HETATM    3  N1  UNL     1       2.125   0.064  -0.353  1.00  0.00           N  
HETATM    4  C3  UNL     1       1.152  -0.059   0.651  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.457  -0.642   1.725  1.00  0.00           O  
HETATM    6  C4  UNL     1      -0.220   0.500   0.432  1.00  0.00           C  
HETATM    7  N2  UNL     1      -0.289   1.111  -0.880  1.00  0.00           N  
HETATM    8  C5  UNL     1      -1.214  -0.616   0.591  1.00  0.00           C  
HETATM    9  C6  UNL     1      -2.597  -0.150   0.389  1.00  0.00           C  
HETATM   10  C7  UNL     1      -3.361   0.318   1.430  1.00  0.00           C  
HETATM   11  C8  UNL     1      -4.658   0.755   1.235  1.00  0.00           C  
HETATM   12  C9  UNL     1      -5.197   0.717  -0.048  1.00  0.00           C  
HETATM   13  C10 UNL     1      -4.452   0.252  -1.116  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.162  -0.173  -0.870  1.00  0.00           C  
HETATM   15  C12 UNL     1       4.454   0.604  -0.239  1.00  0.00           C  
HETATM   16  O2  UNL     1       4.088   1.784  -0.454  1.00  0.00           O  
HETATM   17  O3  UNL     1       5.806   0.377  -0.088  1.00  0.00           O  
HETATM   18  H1  UNL     1       4.001  -1.050  -2.149  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.569  -2.168  -0.878  1.00  0.00           H  
HETATM   20  H3  UNL     1       2.806  -2.134  -1.325  1.00  0.00           H  
HETATM   21  H4  UNL     1       3.527  -0.936   0.829  1.00  0.00           H  
HETATM   22  H5  UNL     1       1.871   0.549  -1.245  1.00  0.00           H  
HETATM   23  H6  UNL     1      -0.428   1.289   1.203  1.00  0.00           H  
HETATM   24  H7  UNL     1       0.378   1.899  -0.924  1.00  0.00           H  
HETATM   25  H8  UNL     1      -0.129   0.398  -1.603  1.00  0.00           H  
HETATM   26  H9  UNL     1      -1.133  -0.977   1.642  1.00  0.00           H  
HETATM   27  H10 UNL     1      -0.940  -1.471  -0.053  1.00  0.00           H  
HETATM   28  H11 UNL     1      -2.913   0.335   2.424  1.00  0.00           H  
HETATM   29  H12 UNL     1      -5.260   1.126   2.074  1.00  0.00           H  
HETATM   30  H13 UNL     1      -6.210   1.059  -0.194  1.00  0.00           H  
HETATM   31  H14 UNL     1      -4.873   0.224  -2.111  1.00  0.00           H  
HETATM   32  H15 UNL     1      -2.589  -0.538  -1.728  1.00  0.00           H  
HETATM   33  H16 UNL     1       6.230  -0.447   0.272  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   15   21
CONECT    3    4   22
CONECT    4    5    5    6
CONECT    6    7    8   23
CONECT    7   24   25
CONECT    8    9   26   27
CONECT    9   10   10   14
CONECT   10   11   28
CONECT   11   12   12   29
CONECT   12   13   30
CONECT   13   14   14   31
CONECT   14   32
CONECT   15   16   16   17
CONECT   17   33
END

HMDB0028988
     RDKit          3D
Phenylalanylalanine
 33 33  0  0  0  0  0  0  0  0999 V2000
    3.7217   -1.5372   -1.1897 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4414   -0.4653   -0.1582 C   0  0  2  0  0  0  0  0  0  0  0  0
    2.1246    0.0642   -0.3528 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1519   -0.0589    0.6515 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4565   -0.6422    1.7251 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2199    0.5004    0.4316 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2888    1.1107   -0.8800 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2144   -0.6162    0.5906 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5970   -0.1495    0.3893 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3609    0.3177    1.4297 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6584    0.7545    1.2348 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1968    0.7173   -0.0480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4521    0.2521   -1.1158 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1621   -0.1728   -0.8697 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4535    0.6039   -0.2387 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0875    1.7839   -0.4539 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8064    0.3767   -0.0881 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0006   -1.0503   -2.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5686   -2.1681   -0.8777 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8057   -2.1338   -1.3250 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5266   -0.9360    0.8286 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8711    0.5490   -1.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4279    1.2889    1.2029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3784    1.8987   -0.9242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1293    0.3983   -1.6028 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1325   -0.9766    1.6420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9402   -1.4708   -0.0532 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9128    0.3353    2.4239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2596    1.1260    2.0745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2098    1.0594   -0.1943 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8732    0.2244   -2.1110 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5889   -0.5375   -1.7285 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2302   -0.4465    0.2722 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
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  2 15  1  0
 15 16  2  0
 15 17  1  0
 14  9  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  1
  3 22  1  0
  6 23  1  1
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 17 33  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
F-A	ChEBI
FA	ChEBI
L-Phe-L-ala	ChEBI
Phenylalanylalanine, (D-ala-phe)-isomer	HMDB
L-Phenylalanyl-L-alanine	HMDB
F-a Dipeptide	HMDB
FA dipeptide	HMDB
N-L-Phenylalanyl-L-alanine	HMDB
N-Phenylalanylalanine	HMDB
Phe-ala	HMDB
Phenylalanine alanine dipeptide	HMDB
Phenylalanine-alanine dipeptide	HMDB
Phenylalanyl-alanine	HMDB
Phenylalanylalanine	ChEBI

Chemical Formula

C₁₂H₁₆N₂O₃

Average Molecular Weight

236.271

Monoisotopic Molecular Weight

236.116092383

IUPAC Name

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

Traditional Name

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

CAS Registry Number

3918-87-4

SMILES

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

InChI Identifier

InChI=1S/C12H16N2O3/c1-8(12(16)17)14-11(15)10(13)7-9-5-3-2-4-6-9/h2-6,8,10H,7,13H2,1H3,(H,14,15)(H,16,17)/t8-,10-/m0/s1

InChI Key

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

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

dipeptide (CHEBI:73630 )

Ontology

Not Available

Feces (PMID: 27275383)

Source

Endogenous

Endogenous (HMDB: HMDB0028988)

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	-1.72	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.43 g/L	ALOGPS
logP	-0.98	ALOGPS
logP	-1.7	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	3.73	ChemAxon
pKa (Strongest Basic)	8.01	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92.42 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	62.41 m³·mol⁻¹	ChemAxon
Polarizability	24.48 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]+	157.526	30932474
DeepCCS	[M-H]-	155.13	30932474
DeepCCS	[M-2H]-	188.014	30932474
DeepCCS	[M+Na]+	163.572	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.	2.21 minutes	32390414
Predicted by Siyang on May 30, 2022	10.2741 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.88 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	206.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1076.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	242.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	101.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	166.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	77.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	279.7 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	319.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	545.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	721.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	300.7 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	835.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	190.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	232.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	364.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	387.5 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	128.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Phenylalanylalanine	C[C@H](NC(=O)[C@@H](N)CC1=CC=CC=C1)C(O)=O	3305.1	Standard polar	33892256
Phenylalanylalanine	C[C@H](NC(=O)[C@@H](N)CC1=CC=CC=C1)C(O)=O	1927.5	Standard non polar	33892256
Phenylalanylalanine	C[C@H](NC(=O)[C@@H](N)CC1=CC=CC=C1)C(O)=O	2202.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Phenylalanylalanine,1TMS,isomer #1	C[C@H](NC(=O)[C@@H](N)CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2075.8	Semi standard non polar	33892256
Phenylalanylalanine,1TMS,isomer #2	C[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C)C(=O)O	2124.2	Semi standard non polar	33892256
Phenylalanylalanine,1TMS,isomer #3	C[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C	2068.4	Semi standard non polar	33892256
Phenylalanylalanine,2TMS,isomer #1	C[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2119.8	Semi standard non polar	33892256
Phenylalanylalanine,2TMS,isomer #1	C[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2121.2	Standard non polar	33892256
Phenylalanylalanine,2TMS,isomer #2	C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C	2057.6	Semi standard non polar	33892256
Phenylalanylalanine,2TMS,isomer #2	C[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C	2142.2	Standard non polar	33892256
Phenylalanylalanine,2TMS,isomer #3	C[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C)[Si](C)(C)C	2132.8	Semi standard non polar	33892256
Phenylalanylalanine,2TMS,isomer #3	C[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C)[Si](C)(C)C	2149.8	Standard non polar	33892256
Phenylalanylalanine,2TMS,isomer #4	C[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2265.0	Semi standard non polar	33892256
Phenylalanylalanine,2TMS,isomer #4	C[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2178.5	Standard non polar	33892256
Phenylalanylalanine,3TMS,isomer #1	C[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	2117.6	Semi standard non polar	33892256
Phenylalanylalanine,3TMS,isomer #1	C[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	2206.7	Standard non polar	33892256
Phenylalanylalanine,3TMS,isomer #2	C[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	2252.0	Semi standard non polar	33892256
Phenylalanylalanine,3TMS,isomer #2	C[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	2244.2	Standard non polar	33892256
Phenylalanylalanine,3TMS,isomer #3	C[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	2248.9	Semi standard non polar	33892256
Phenylalanylalanine,3TMS,isomer #3	C[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	2277.0	Standard non polar	33892256
Phenylalanylalanine,4TMS,isomer #1	C[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	2295.2	Semi standard non polar	33892256
Phenylalanylalanine,4TMS,isomer #1	C[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	2340.3	Standard non polar	33892256
Phenylalanylalanine,1TBDMS,isomer #1	C[C@H](NC(=O)[C@@H](N)CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	2336.5	Semi standard non polar	33892256
Phenylalanylalanine,1TBDMS,isomer #2	C[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C)C(=O)O	2353.5	Semi standard non polar	33892256
Phenylalanylalanine,1TBDMS,isomer #3	C[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC1=CC=CC=C1)[Si](C)(C)C(C)(C)C	2326.7	Semi standard non polar	33892256
Phenylalanylalanine,2TBDMS,isomer #1	C[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2572.5	Semi standard non polar	33892256
Phenylalanylalanine,2TBDMS,isomer #1	C[C@H](NC(=O)[C@H](CC1=CC=CC=C1)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2526.6	Standard non polar	33892256
Phenylalanylalanine,2TBDMS,isomer #2	C[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	2553.6	Semi standard non polar	33892256
Phenylalanylalanine,2TBDMS,isomer #2	C[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	2555.5	Standard non polar	33892256
Phenylalanylalanine,2TBDMS,isomer #3	C[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	2589.2	Semi standard non polar	33892256
Phenylalanylalanine,2TBDMS,isomer #3	C[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	2546.8	Standard non polar	33892256
Phenylalanylalanine,2TBDMS,isomer #4	C[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	2716.6	Semi standard non polar	33892256
Phenylalanylalanine,2TBDMS,isomer #4	C[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	2554.8	Standard non polar	33892256
Phenylalanylalanine,3TBDMS,isomer #1	C[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	2785.5	Semi standard non polar	33892256
Phenylalanylalanine,3TBDMS,isomer #1	C[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	2789.7	Standard non polar	33892256
Phenylalanylalanine,3TBDMS,isomer #2	C[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	2948.3	Semi standard non polar	33892256
Phenylalanylalanine,3TBDMS,isomer #2	C[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	2802.6	Standard non polar	33892256
Phenylalanylalanine,3TBDMS,isomer #3	C[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	2939.7	Semi standard non polar	33892256
Phenylalanylalanine,3TBDMS,isomer #3	C[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	2825.5	Standard non polar	33892256
Phenylalanylalanine,4TBDMS,isomer #1	C[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	3146.4	Semi standard non polar	33892256
Phenylalanylalanine,4TBDMS,isomer #1	C[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	3053.8	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Phenylalanylalanine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Phenylalanylalanine 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 - Phenylalanylalanine 10V, Negative-QTOF	splash10-000i-1190000000-0ea34e4e51b53a4f8e45	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanylalanine 20V, Negative-QTOF	splash10-0006-9500000000-0f4539c36053bbb8e2e8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanylalanine 40V, Negative-QTOF	splash10-0006-9200000000-2102cb264d60d2b84119	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanylalanine 10V, Positive-QTOF	splash10-00di-2910000000-3fd92077643d28ddd07a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanylalanine 20V, Positive-QTOF	splash10-0006-9500000000-7fe68cbce9da0a3953cb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Phenylalanylalanine 40V, Positive-QTOF	splash10-0006-9400000000-cb6c43a4e6ee4b68556f	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	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

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details

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
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	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 ]
Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112008

KNApSAcK ID

Not Available

Chemspider ID

4589716

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5488196

PDB ID

Not Available

ChEBI ID

73630

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

Pingitore F, Wesdemiotis C: Characterization of dipeptide isomers by tandem mass spectrometry of their mono- versus dilithiated complexes. Anal Chem. 2005 Mar 15;77(6):1796-806. [PubMed:15762588 ]
Dunbar RC, Steill JD, Polfer NC, Oomens J: Peptide length, steric effects, and ion solvation govern zwitterion stabilization in barium-chelated di- and tripeptides. J Phys Chem B. 2009 Aug 6;113(31):10552-4. doi: 10.1021/jp905060n. [PubMed:19606889 ]
Polfer NC, Oomens J, Dunbar RC: Alkali metal complexes of the dipeptides PheAla and AlaPhe: IRMPD spectroscopy. Chemphyschem. 2008 Mar 14;9(4):579-89. doi: 10.1002/cphc.200700700. [PubMed:18293344 ]
Baboshina OV, Crinelli R, Siepmann TJ, Haas AL: N-end rule specificity within the ubiquitin/proteasome pathway is not an affinity effect. J Biol Chem. 2001 Oct 19;276(42):39428-37. Epub 2001 Aug 7. [PubMed:11493606 ]
Lawson TG, Sweep ME, Schlax PE, Bohnsack RN, Haas AL: Kinetic analysis of the conjugation of ubiquitin to picornavirus 3C proteases catalyzed by the mammalian ubiquitin-protein ligase E3alpha. J Biol Chem. 2001 Oct 26;276(43):39629-37. Epub 2001 Aug 28. [PubMed:11526102 ]
Storer AC, Angus RH, Carey PR: Comparison of the kinetics of the papain-catalyzed hydrolysis of glycine- and alanine-based esters and thiono esters. Biochemistry. 1988 Jan 12;27(1):264-8. [PubMed:3349032 ]
Dufour E, Storer AC, Menard R: Engineering nitrile hydratase activity into a cysteine protease by a single mutation. Biochemistry. 1995 Dec 19;34(50):16382-8. [PubMed:8845364 ]
Naik RM, Srivastava A, Prasad S: Highly sensitive catalytic spectrophotometric determination of ruthenium. Spectrochim Acta A Mol Biomol Spectrosc. 2008 Jan;69(1):193-7. Epub 2007 Mar 24. [PubMed:17574906 ]
Chen JJ, Barber LA, Dymshitz J, Vasko MR: Peptidase inhibitors improve recovery of substance P and calcitonin gene-related peptide release from rat spinal cord slices. Peptides. 1996;17(1):31-7. [PubMed:8822507 ]
Matsubara T, Fujita R, Sugiyama S, Kawashiro K: Stability of protease in organic solvent: structural identification by solid-state NMR of lyophilized papain before and after 1-propanol treatment and the corresponding enzymatic activities. Biotechnol Bioeng. 2006 Apr 5;93(5):928-33. [PubMed:16329143 ]
Roper H, Roper S, Meyer B: Amadori- and N-nitroso-Amadori compounds and their pyrolysis products. Chemical, analytical and biological aspects. IARC Sci Publ. 1984;(57):101-11. [PubMed:6398292 ]
Frade RF, Candeias NR, Duarte CM, Andre V, Duarte MT, Gois PM, Afonso CA: New dirhodium complex with activity towards colorectal cancer. Bioorg Med Chem Lett. 2010 Jun 1;20(11):3413-5. doi: 10.1016/j.bmcl.2010.04.002. Epub 2010 Apr 9. [PubMed:20434912 ]

Showing metabocard for Phenylalanylalanine (HMDB0028988)

MOL for HMDB0028988 (Phenylalanylalanine)

3D MOL for HMDB0028988 (Phenylalanylalanine)

3D SDF for HMDB0028988 (Phenylalanylalanine)

3D-SDF for HMDB0028988 (Phenylalanylalanine)

PDB for HMDB0028988 (Phenylalanylalanine)

3D PDB for HMDB0028988 (Phenylalanylalanine)

SMILES for HMDB0028988 (Phenylalanylalanine)

INCHI for HMDB0028988 (Phenylalanylalanine)

Structure for HMDB0028988 (Phenylalanylalanine)

3D Structure for HMDB0028988 (Phenylalanylalanine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra