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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:03:29 UTC

Update Date

2021-09-14 15:41:43 UTC

HMDB ID

HMDB0029046

Secondary Accession Numbers

HMDB29046

Metabolite Identification

Common Name

Serylphenylalanine

Description

Serylphenylalanine, also known as SF or L-ser-L-phe, 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. Serylphenylalanine has been detected, but not quantified in, a few different foods, such as anatidaes (Anatidae), chickens (Gallus gallus), and domestic pigs (Sus scrofa domestica). This could make serylphenylalanine a potential biomarker for the consumption of these foods. Serylphenylalanine is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review very few articles have been published on Serylphenylalanine.

Structure

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

HMDB0029046
     RDKit          3D
Serylphenylalanine
 34 34  0  0  0  0  0  0  0  0999 V2000
   -4.4253   -1.4175   -1.0912 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6685   -0.2464   -0.6650 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3341    0.2663    0.6055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6868    1.3842    1.0913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2483   -0.6121   -0.3928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9129   -1.8102   -0.5335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3174    0.3523    0.0072 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0605   -0.0544    0.2621 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9063    0.7186   -0.7198 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3483    0.4185   -0.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2049    1.1325    0.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5416    0.7828    0.2917 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0263   -0.2734   -0.4392 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1663   -0.9797   -1.2430 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8320   -0.6514   -1.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3686    0.2424    1.6663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4755    0.7697    2.4192 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6178   -0.0688    2.1655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1671   -2.2548   -0.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2223   -1.5633   -2.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6704    0.5314   -1.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3026   -0.5593    1.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3920    0.4892    0.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7659    1.4651    2.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5677    1.3380    0.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1865   -1.1484    0.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6960    1.8048   -0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5605    0.4197   -1.7371 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8061    1.9705    0.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1875    1.3673    0.9394 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0732   -0.5460   -0.3826 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5455   -1.8082   -1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1805   -1.2393   -1.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8484   -0.2203    3.1189 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
  2  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  8 16  1  0
 16 17  2  0
 16 18  1  0
 15 10  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  6
  3 22  1  0
  3 23  1  0
  4 24  1  0
  7 25  1  0
  8 26  1  1
  9 27  1  0
  9 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 18 34  1  0
M  END


  Mrv1652304062014122D          

 18 18  0  0  0  0            999 V2000
 2500.7103 2500.6131    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2500.7103 2499.7881    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4330 2499.3888    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1474 2499.8003    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4330 2498.5638    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2500.7185 2498.1503    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.0041 2498.5638    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1474 2498.1503    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2499.9958 2501.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4247 2501.0246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2502.1392 2500.6131    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4247 2501.8496    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2821 2500.6128    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.5677 2501.0253    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.8531 2500.6127    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.8531 2499.7878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.5676 2499.3753    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2821 2499.7878    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  1  0  0  0
  1  9  1  0  0  0  0
  1 10  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  1  0  0  0
  5  6  1  0  0  0  0
  5  8  1  0  0  0  0
  6  7  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 16 17  1  0  0  0  0
 17 18  2  0  0  0  0
 18 13  1  0  0  0  0
  9 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029046

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C12H16N2O4/c13-9(7-15)11(16)14-10(12(17)18)6-8-4-2-1-3-5-8/h1-5,9-10,15H,6-7,13H2,(H,14,16)(H,17,18)/t9-,10-/m0/s1

> <INCHI_KEY>
PPQRSMGDOHLTBE-UWVGGRQHSA-N

> <FORMULA>
C12H16N2O4

> <MOLECULAR_WEIGHT>
252.27

> <EXACT_MASS>
252.111007003

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
34

> <JCHEM_AVERAGE_POLARIZABILITY>
25.03858956768135

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-phenylpropanoic acid

> <ALOGPS_LOGP>
-2.22

> <JCHEM_LOGP>
-2.7708145996027875

> <ALOGPS_LOGS>
-1.78

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.361854450892576

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.645033285934457

> <JCHEM_PKA_STRONGEST_BASIC>
7.8493617997764495

> <JCHEM_POLAR_SURFACE_AREA>
112.65

> <JCHEM_REFRACTIVITY>
63.95740000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.22e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-phenylpropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029046
     RDKit          3D
Serylphenylalanine
 34 34  0  0  0  0  0  0  0  0999 V2000
   -4.4253   -1.4175   -1.0912 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6685   -0.2464   -0.6650 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3341    0.2663    0.6055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6868    1.3842    1.0913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2483   -0.6121   -0.3928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9129   -1.8102   -0.5335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3174    0.3523    0.0072 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0605   -0.0544    0.2621 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9063    0.7186   -0.7198 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3483    0.4185   -0.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2049    1.1325    0.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5416    0.7828    0.2917 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0263   -0.2734   -0.4392 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1663   -0.9797   -1.2430 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8320   -0.6514   -1.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3686    0.2424    1.6663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4755    0.7697    2.4192 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6178   -0.0688    2.1655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1671   -2.2548   -0.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2223   -1.5633   -2.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6704    0.5314   -1.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3026   -0.5593    1.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3920    0.4892    0.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7659    1.4651    2.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5677    1.3380    0.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1865   -1.1484    0.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6960    1.8048   -0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5605    0.4197   -1.7371 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8061    1.9705    0.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1875    1.3673    0.9394 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0732   -0.5460   -0.3826 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5455   -1.8082   -1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1805   -1.2393   -1.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8484   -0.2203    3.1189 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
  2  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  8 16  1  0
 16 17  2  0
 16 18  1  0
 15 10  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  6
  3 22  1  0
  3 23  1  0
  4 24  1  0
  7 25  1  0
  8 26  1  1
  9 27  1  0
  9 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 18 34  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    4667.9934667.811   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    4667.9934666.271   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    4669.3424665.526   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    4670.6754666.294   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    4669.3424663.986   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    4668.0084663.214   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0    4666.6744663.986   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0    4670.6754663.214   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0    4666.6594668.579   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    4669.3264668.579   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0    4670.6604667.811   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0    4669.3264670.119   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0    4665.3274667.811   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    4663.9934668.581   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    4662.6594667.810   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    4662.6594666.271   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    4663.9934665.501   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    4665.3274666.271   0.000  0.00  0.00           C+0
CONECT    1    2    9   10                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    5                                                            
CONECT    9    1   13                                                       
CONECT   10    1   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13   14   18    9                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   36    0
END

COMPND    HMDB0029046
HETATM    1  N1  UNL     1      -4.425  -1.418  -1.091  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.669  -0.246  -0.665  1.00  0.00           C  
HETATM    3  C2  UNL     1      -4.334   0.266   0.605  1.00  0.00           C  
HETATM    4  O1  UNL     1      -3.687   1.384   1.091  1.00  0.00           O  
HETATM    5  C3  UNL     1      -2.248  -0.612  -0.393  1.00  0.00           C  
HETATM    6  O2  UNL     1      -1.913  -1.810  -0.534  1.00  0.00           O  
HETATM    7  N2  UNL     1      -1.317   0.352   0.007  1.00  0.00           N  
HETATM    8  C4  UNL     1       0.061  -0.054   0.262  1.00  0.00           C  
HETATM    9  C5  UNL     1       0.906   0.719  -0.720  1.00  0.00           C  
HETATM   10  C6  UNL     1       2.348   0.419  -0.588  1.00  0.00           C  
HETATM   11  C7  UNL     1       3.205   1.133   0.221  1.00  0.00           C  
HETATM   12  C8  UNL     1       4.542   0.783   0.292  1.00  0.00           C  
HETATM   13  C9  UNL     1       5.026  -0.273  -0.439  1.00  0.00           C  
HETATM   14  C10 UNL     1       4.166  -0.980  -1.243  1.00  0.00           C  
HETATM   15  C11 UNL     1       2.832  -0.651  -1.331  1.00  0.00           C  
HETATM   16  C12 UNL     1       0.369   0.242   1.666  1.00  0.00           C  
HETATM   17  O3  UNL     1      -0.475   0.770   2.419  1.00  0.00           O  
HETATM   18  O4  UNL     1       1.618  -0.069   2.165  1.00  0.00           O  
HETATM   19  H1  UNL     1      -4.167  -2.255  -0.534  1.00  0.00           H  
HETATM   20  H2  UNL     1      -4.222  -1.563  -2.105  1.00  0.00           H  
HETATM   21  H3  UNL     1      -3.670   0.531  -1.441  1.00  0.00           H  
HETATM   22  H4  UNL     1      -4.303  -0.559   1.348  1.00  0.00           H  
HETATM   23  H5  UNL     1      -5.392   0.489   0.354  1.00  0.00           H  
HETATM   24  H6  UNL     1      -3.766   1.465   2.082  1.00  0.00           H  
HETATM   25  H7  UNL     1      -1.568   1.338   0.128  1.00  0.00           H  
HETATM   26  H8  UNL     1       0.187  -1.148   0.091  1.00  0.00           H  
HETATM   27  H9  UNL     1       0.696   1.805  -0.581  1.00  0.00           H  
HETATM   28  H10 UNL     1       0.561   0.420  -1.737  1.00  0.00           H  
HETATM   29  H11 UNL     1       2.806   1.971   0.792  1.00  0.00           H  
HETATM   30  H12 UNL     1       5.188   1.367   0.939  1.00  0.00           H  
HETATM   31  H13 UNL     1       6.073  -0.546  -0.383  1.00  0.00           H  
HETATM   32  H14 UNL     1       4.545  -1.808  -1.817  1.00  0.00           H  
HETATM   33  H15 UNL     1       2.180  -1.239  -1.982  1.00  0.00           H  
HETATM   34  H16 UNL     1       1.848  -0.220   3.119  1.00  0.00           H  
CONECT    1    2   19   20
CONECT    2    3    5   21
CONECT    3    4   22   23
CONECT    4   24
CONECT    5    6    6    7
CONECT    7    8   25
CONECT    8    9   16   26
CONECT    9   10   27   28
CONECT   10   11   11   15
CONECT   11   12   29
CONECT   12   13   13   30
CONECT   13   14   31
CONECT   14   15   15   32
CONECT   15   33
CONECT   16   17   17   18
CONECT   18   34
END

HMDB0029046
     RDKit          3D
Serylphenylalanine
 34 34  0  0  0  0  0  0  0  0999 V2000
   -4.4253   -1.4175   -1.0912 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6685   -0.2464   -0.6650 C   0  0  1  0  0  0  0  0  0  0  0  0
   -4.3341    0.2663    0.6055 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6868    1.3842    1.0913 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2483   -0.6121   -0.3928 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9129   -1.8102   -0.5335 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3174    0.3523    0.0072 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0605   -0.0544    0.2621 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.9063    0.7186   -0.7198 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3483    0.4185   -0.5881 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2049    1.1325    0.2208 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5416    0.7828    0.2917 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0263   -0.2734   -0.4392 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1663   -0.9797   -1.2430 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8320   -0.6514   -1.3306 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3686    0.2424    1.6663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4755    0.7697    2.4192 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6178   -0.0688    2.1655 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1671   -2.2548   -0.5344 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2223   -1.5633   -2.1051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6704    0.5314   -1.4411 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3026   -0.5593    1.3482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3920    0.4892    0.3543 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7659    1.4651    2.0824 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5677    1.3380    0.1277 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1865   -1.1484    0.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6960    1.8048   -0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5605    0.4197   -1.7371 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8061    1.9705    0.7921 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1875    1.3673    0.9394 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0732   -0.5460   -0.3826 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5455   -1.8082   -1.8167 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1805   -1.2393   -1.9825 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8484   -0.2203    3.1189 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
  2  5  1  0
  5  6  2  0
  5  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
  8 16  1  0
 16 17  2  0
 16 18  1  0
 15 10  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  6
  3 22  1  0
  3 23  1  0
  4 24  1  0
  7 25  1  0
  8 26  1  1
  9 27  1  0
  9 28  1  0
 11 29  1  0
 12 30  1  0
 13 31  1  0
 14 32  1  0
 15 33  1  0
 18 34  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
L-Ser-L-phe	ChEBI
Serinylphenylalanine	ChEBI
SF	ChEBI
3-Phenyl-N-serylalanine	HMDB
L-3-Phenyl-N-serylalanine	HMDB
L-Seryl-L-phenylalanine	HMDB
N-L-Seryl-L-phenylalanine	HMDB
N-Serylphenylalanine	HMDB
S-F Dipeptide	HMDB
SF Dipeptide	HMDB
Ser-phe	HMDB
Serine phenylalanine dipeptide	HMDB
Serine-phenylalanine dipeptide	HMDB
Serinyl-phenylalanine	HMDB
Seryl-phenylalanine	HMDB

Chemical Formula

C₁₂H₁₆N₂O₄

Average Molecular Weight

252.27

Monoisotopic Molecular Weight

252.111007003

IUPAC Name

(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-phenylpropanoic acid

Traditional Name

(2S)-2-[(2S)-2-amino-3-hydroxypropanamido]-3-phenylpropanoic acid

CAS Registry Number

16875-28-8

SMILES

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

InChI Identifier

InChI=1S/C12H16N2O4/c13-9(7-15)11(16)14-10(12(17)18)6-8-4-2-1-3-5-8/h1-5,9-10,15H,6-7,13H2,(H,14,16)(H,17,18)/t9-,10-/m0/s1

InChI Key

PPQRSMGDOHLTBE-UWVGGRQHSA-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 or derivatives
N-acyl-alpha-amino acid
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Serine or derivatives
3-phenylpropanoic-acid
Amphetamine or derivatives
Alpha-amino acid or derivatives
Monocyclic benzene moiety
Benzenoid
Amino acid
Amino acid or derivatives
Carboxamide group
Carboxylic acid salt
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Alcohol
Organonitrogen compound
Organooxygen compound
Primary alcohol
Primary aliphatic amine
Primary amine
Organic zwitterion
Organic salt
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Amine
Organic oxygen compound
Organic nitrogen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

dipeptide (CHEBI:71029 )

Ontology

Not Available

Feces (PMID: 25486321)

Source

Endogenous

Endogenous (HMDB: HMDB0029046)

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	-2.77	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	4.22 g/L	ALOGPS
logP	-2.2	ALOGPS
logP	-2.8	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	3.65	ChemAxon
pKa (Strongest Basic)	7.85	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	112.65 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	63.96 m³·mol⁻¹	ChemAxon
Polarizability	25.04 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]+	157.369	30932474
DeepCCS	[M-H]-	154.973	30932474
DeepCCS	[M-2H]-	187.899	30932474
DeepCCS	[M+Na]+	163.316	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.	2.02 minutes	32390414
Predicted by Siyang on May 30, 2022	10.2507 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	8.47 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	283.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	775.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	236.7 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	82.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	172.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	85.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	276.2 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	300.4 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	784.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	667.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	229.7 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	845.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	181.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	223.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	425.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	411.9 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	188.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Serylphenylalanine	N[C@@H](CO)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O	3608.6	Standard polar	33892256
Serylphenylalanine	N[C@@H](CO)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O	2190.4	Standard non polar	33892256
Serylphenylalanine	N[C@@H](CO)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O	2424.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Serylphenylalanine,1TMS,isomer #1	C[Si](C)(C)OC[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2295.5	Semi standard non polar	33892256
Serylphenylalanine,1TMS,isomer #2	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@@H](N)CO	2266.8	Semi standard non polar	33892256
Serylphenylalanine,1TMS,isomer #3	C[Si](C)(C)N[C@@H](CO)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2311.7	Semi standard non polar	33892256
Serylphenylalanine,1TMS,isomer #4	C[Si](C)(C)N(C(=O)[C@@H](N)CO)[C@@H](CC1=CC=CC=C1)C(=O)O	2236.1	Semi standard non polar	33892256
Serylphenylalanine,2TMS,isomer #1	C[Si](C)(C)OC[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2242.9	Semi standard non polar	33892256
Serylphenylalanine,2TMS,isomer #2	C[Si](C)(C)N[C@@H](CO[Si](C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2299.0	Semi standard non polar	33892256
Serylphenylalanine,2TMS,isomer #3	C[Si](C)(C)OC[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2247.6	Semi standard non polar	33892256
Serylphenylalanine,2TMS,isomer #4	C[Si](C)(C)N[C@@H](CO)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2273.9	Semi standard non polar	33892256
Serylphenylalanine,2TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@@H](N)CO)[Si](C)(C)C	2190.5	Semi standard non polar	33892256
Serylphenylalanine,2TMS,isomer #6	C[Si](C)(C)N([C@@H](CO)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2421.9	Semi standard non polar	33892256
Serylphenylalanine,2TMS,isomer #7	C[Si](C)(C)N[C@@H](CO)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2301.2	Semi standard non polar	33892256
Serylphenylalanine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CO[Si](C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2277.7	Semi standard non polar	33892256
Serylphenylalanine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CO[Si](C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2328.5	Standard non polar	33892256
Serylphenylalanine,3TMS,isomer #2	C[Si](C)(C)OC[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2217.6	Semi standard non polar	33892256
Serylphenylalanine,3TMS,isomer #2	C[Si](C)(C)OC[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2300.9	Standard non polar	33892256
Serylphenylalanine,3TMS,isomer #3	C[Si](C)(C)OC[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2433.1	Semi standard non polar	33892256
Serylphenylalanine,3TMS,isomer #3	C[Si](C)(C)OC[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2411.9	Standard non polar	33892256
Serylphenylalanine,3TMS,isomer #4	C[Si](C)(C)N[C@@H](CO[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2281.6	Semi standard non polar	33892256
Serylphenylalanine,3TMS,isomer #4	C[Si](C)(C)N[C@@H](CO[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2378.8	Standard non polar	33892256
Serylphenylalanine,3TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CO)N([Si](C)(C)C)[Si](C)(C)C	2394.7	Semi standard non polar	33892256
Serylphenylalanine,3TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CO)N([Si](C)(C)C)[Si](C)(C)C	2387.4	Standard non polar	33892256
Serylphenylalanine,3TMS,isomer #6	C[Si](C)(C)N[C@@H](CO)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2245.5	Semi standard non polar	33892256
Serylphenylalanine,3TMS,isomer #6	C[Si](C)(C)N[C@@H](CO)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2316.4	Standard non polar	33892256
Serylphenylalanine,3TMS,isomer #7	C[Si](C)(C)N(C(=O)[C@H](CO)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC1=CC=CC=C1)C(=O)O	2377.3	Semi standard non polar	33892256
Serylphenylalanine,3TMS,isomer #7	C[Si](C)(C)N(C(=O)[C@H](CO)N([Si](C)(C)C)[Si](C)(C)C)[C@@H](CC1=CC=CC=C1)C(=O)O	2430.5	Standard non polar	33892256
Serylphenylalanine,4TMS,isomer #1	C[Si](C)(C)OC[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2405.6	Semi standard non polar	33892256
Serylphenylalanine,4TMS,isomer #1	C[Si](C)(C)OC[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2452.0	Standard non polar	33892256
Serylphenylalanine,4TMS,isomer #2	C[Si](C)(C)N[C@@H](CO[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2264.2	Semi standard non polar	33892256
Serylphenylalanine,4TMS,isomer #2	C[Si](C)(C)N[C@@H](CO[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2398.2	Standard non polar	33892256
Serylphenylalanine,4TMS,isomer #3	C[Si](C)(C)OC[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2418.8	Semi standard non polar	33892256
Serylphenylalanine,4TMS,isomer #3	C[Si](C)(C)OC[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2495.9	Standard non polar	33892256
Serylphenylalanine,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@H](CO)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2406.3	Semi standard non polar	33892256
Serylphenylalanine,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@H](CO)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2461.3	Standard non polar	33892256
Serylphenylalanine,5TMS,isomer #1	C[Si](C)(C)OC[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2478.2	Semi standard non polar	33892256
Serylphenylalanine,5TMS,isomer #1	C[Si](C)(C)OC[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2520.1	Standard non polar	33892256
Serylphenylalanine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2532.5	Semi standard non polar	33892256
Serylphenylalanine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@@H](N)CO	2526.6	Semi standard non polar	33892256
Serylphenylalanine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CO)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2538.6	Semi standard non polar	33892256
Serylphenylalanine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)[C@@H](N)CO)[C@@H](CC1=CC=CC=C1)C(=O)O	2494.4	Semi standard non polar	33892256
Serylphenylalanine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	2730.3	Semi standard non polar	33892256
Serylphenylalanine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CO[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2753.6	Semi standard non polar	33892256
Serylphenylalanine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	2739.2	Semi standard non polar	33892256
Serylphenylalanine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CO)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	2745.1	Semi standard non polar	33892256
Serylphenylalanine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@@H](N)CO)[Si](C)(C)C(C)(C)C	2714.1	Semi standard non polar	33892256
Serylphenylalanine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N([C@@H](CO)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	2885.1	Semi standard non polar	33892256
Serylphenylalanine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N[C@@H](CO)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	2765.4	Semi standard non polar	33892256
Serylphenylalanine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CO[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	2940.3	Semi standard non polar	33892256
Serylphenylalanine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CO[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	2892.7	Standard non polar	33892256
Serylphenylalanine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2946.0	Semi standard non polar	33892256
Serylphenylalanine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2867.5	Standard non polar	33892256
Serylphenylalanine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3133.8	Semi standard non polar	33892256
Serylphenylalanine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2947.3	Standard non polar	33892256
Serylphenylalanine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CO[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	2966.1	Semi standard non polar	33892256
Serylphenylalanine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CO[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	2917.6	Standard non polar	33892256
Serylphenylalanine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CO)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3097.5	Semi standard non polar	33892256
Serylphenylalanine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)NC(=O)[C@H](CO)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2934.9	Standard non polar	33892256
Serylphenylalanine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CO)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2955.5	Semi standard non polar	33892256
Serylphenylalanine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CO)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2884.2	Standard non polar	33892256
Serylphenylalanine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(C(=O)[C@H](CO)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](CC1=CC=CC=C1)C(=O)O	3090.4	Semi standard non polar	33892256
Serylphenylalanine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(C(=O)[C@H](CO)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[C@@H](CC1=CC=CC=C1)C(=O)O	2955.8	Standard non polar	33892256
Serylphenylalanine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3327.4	Semi standard non polar	33892256
Serylphenylalanine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3127.9	Standard non polar	33892256
Serylphenylalanine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CO[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3151.9	Semi standard non polar	33892256
Serylphenylalanine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CO[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3087.8	Standard non polar	33892256
Serylphenylalanine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3322.2	Semi standard non polar	33892256
Serylphenylalanine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3166.3	Standard non polar	33892256
Serylphenylalanine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@H](CO)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3274.6	Semi standard non polar	33892256
Serylphenylalanine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CC1=CC=CC=C1)N(C(=O)[C@H](CO)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3164.2	Standard non polar	33892256
Serylphenylalanine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3509.5	Semi standard non polar	33892256
Serylphenylalanine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC[C@@H](C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3329.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Serylphenylalanine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Serylphenylalanine 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 - Serylphenylalanine 10V, Positive-QTOF	splash10-0gw0-7190000000-f2652ceade40de295fdd	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Serylphenylalanine 20V, Positive-QTOF	splash10-03du-9420000000-a7a64c2d1f0023d44d49	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Serylphenylalanine 40V, Positive-QTOF	splash10-0006-9100000000-565fee8ba96f670ef5e8	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Serylphenylalanine 10V, Negative-QTOF	splash10-0udi-0190000000-c196c11795826d6323c9	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Serylphenylalanine 20V, Negative-QTOF	splash10-0nmi-6980000000-4a738dd95a72d593b9c2	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Serylphenylalanine 40V, Negative-QTOF	splash10-08ml-9300000000-d2d2c9d1ca00d0eb9ef2	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Serylphenylalanine 10V, Negative-QTOF	splash10-0w29-0980000000-cf384e68d56a48d1e1b2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Serylphenylalanine 20V, Negative-QTOF	splash10-0gvn-5900000000-1657f666a1fada07961a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Serylphenylalanine 40V, Negative-QTOF	splash10-0006-9500000000-6534e1a01e49a2b8c7da	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Serylphenylalanine 10V, Positive-QTOF	splash10-0udi-0390000000-87e2d22ca66c6858a3ba	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Serylphenylalanine 20V, Positive-QTOF	splash10-03kc-9500000000-e5b18d7bcc26954d8a99	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Serylphenylalanine 40V, Positive-QTOF	splash10-006x-9700000000-15aafe186a61c2e4fde9	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

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

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	Not Specified	Both	Normal	25486321	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

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

FDB112053

KNApSAcK ID

Not Available

Chemspider ID

5373177

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7009597

PDB ID

Not Available

ChEBI ID

71029

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 Serylphenylalanine (HMDB0029046)

MOL for HMDB0029046 (Serylphenylalanine)

3D MOL for HMDB0029046 (Serylphenylalanine)

3D SDF for HMDB0029046 (Serylphenylalanine)

3D-SDF for HMDB0029046 (Serylphenylalanine)

PDB for HMDB0029046 (Serylphenylalanine)

3D PDB for HMDB0029046 (Serylphenylalanine)

SMILES for HMDB0029046 (Serylphenylalanine)

INCHI for HMDB0029046 (Serylphenylalanine)

Structure for HMDB0029046 (Serylphenylalanine)

3D Structure for HMDB0029046 (Serylphenylalanine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra