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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:03:14 UTC

Update Date

2021-09-14 15:45:52 UTC

HMDB ID

HMDB0028980

Secondary Accession Numbers

HMDB28980

Metabolite Identification

Common Name

Methionyl-Phenylalanine

Description

Methionyl-Phenylalanine is a dipeptide composed of methionine and phenylalanine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an 'Expected' metabolite.

Structure

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

HMDB0028980
     RDKit          3D
Methionyl-Phenylalanine
 40 40  0  0  0  0  0  0  0  0999 V2000
    5.1116   -0.7763    2.7157 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4025   -0.0859    1.0723 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.4929   -1.0513   -0.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0050   -0.8285    0.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2505   -1.6404   -0.9237 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5651   -3.0467   -0.8310 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7993   -1.3993   -0.8847 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0297   -2.3869   -0.7836 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3241   -0.0648   -0.9627 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1088    0.1736   -0.9251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3601    0.9642    0.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8034    1.2673    0.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3401    2.4424   -0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6859    2.6973    0.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5024    1.7712    0.7506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0033    0.5893    1.2547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6423    0.3664    1.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4637    0.9026   -2.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6059    1.2447   -3.0156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7798    1.2497   -2.4252 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4709   -1.6738    2.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1121   -1.0568    3.1252 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6380   -0.0222    3.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7344   -0.6879   -1.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6617   -2.1390   -0.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7493   -1.0699    1.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7628    0.2489   -0.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6688   -1.3034   -1.9182 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4992   -3.5256   -1.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9003   -3.5793   -0.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9463    0.7637   -1.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6604   -0.8070   -0.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0950    0.3582    1.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676    1.8801    0.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7208    3.1969   -0.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0741    3.6342   -0.2816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5733    1.9994    0.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6619   -0.1222    1.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2309   -0.5703    1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0451    2.0869   -2.9169 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  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 10 18  1  0
 18 19  2  0
 18 20  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 20 40  1  0
M  END


  Mrv1652304062014032D          

 20 20  0  0  0  0            999 V2000
    5.5583   -4.0145    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.0182   -4.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2883   -5.4177    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.2081   -4.4823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9381   -3.7027    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6680   -5.1059    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3178   -5.5736    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5077   -5.4177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3685   -4.1704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9086   -3.5468    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7187   -3.7027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2588   -3.0791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0689   -3.2350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3390   -4.0145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7989   -4.6382    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9887   -4.4823    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6385   -4.9500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4486   -5.1059    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0984   -5.5736    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  1 10  1  0  0  0  0
 10 11  1  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 16  1  0  0  0  0
 16 17  2  0  0  0  0
 12 17  1  0  0  0  0
 10 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0028980

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H20N2O3S/c1-20-8-7-11(15)13(17)16-12(14(18)19)9-10-5-3-2-4-6-10/h2-6,11-12H,7-9,15H2,1H3,(H,16,17)(H,18,19)

> <INCHI_KEY>
HGCNKOLVKRAVHD-UHFFFAOYSA-N

> <FORMULA>
C14H20N2O3S

> <MOLECULAR_WEIGHT>
296.385

> <EXACT_MASS>
296.119463206

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
40

> <JCHEM_AVERAGE_POLARIZABILITY>
31.975753719634305

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[2-amino-4-(methylsulfanyl)butanamido]-3-phenylpropanoic acid

> <ALOGPS_LOGP>
0.00

> <JCHEM_LOGP>
-1.072002651391683

> <ALOGPS_LOGS>
-2.95

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.618761368278257

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.829577224428648

> <JCHEM_PKA_STRONGEST_BASIC>
8.415876405283393

> <JCHEM_POLAR_SURFACE_AREA>
92.42000000000002

> <JCHEM_REFRACTIVITY>
79.50240000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.32e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[2-amino-4-(methylsulfanyl)butanamido]-3-phenylpropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0028980
     RDKit          3D
Methionyl-Phenylalanine
 40 40  0  0  0  0  0  0  0  0999 V2000
    5.1116   -0.7763    2.7157 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4025   -0.0859    1.0723 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.4929   -1.0513   -0.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0050   -0.8285    0.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2505   -1.6404   -0.9237 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5651   -3.0467   -0.8310 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7993   -1.3993   -0.8847 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0297   -2.3869   -0.7836 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3241   -0.0648   -0.9627 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1088    0.1736   -0.9251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3601    0.9642    0.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8034    1.2673    0.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3401    2.4424   -0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6859    2.6973    0.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5024    1.7712    0.7506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0033    0.5893    1.2547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6423    0.3664    1.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4637    0.9026   -2.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6059    1.2447   -3.0156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7798    1.2497   -2.4252 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4709   -1.6738    2.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1121   -1.0568    3.1252 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6380   -0.0222    3.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7344   -0.6879   -1.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6617   -2.1390   -0.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7493   -1.0699    1.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7628    0.2489   -0.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6688   -1.3034   -1.9182 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4992   -3.5256   -1.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9003   -3.5793   -0.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9463    0.7637   -1.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6604   -0.8070   -0.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0950    0.3582    1.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676    1.8801    0.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7208    3.1969   -0.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0741    3.6342   -0.2816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5733    1.9994    0.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6619   -0.1222    1.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2309   -0.5703    1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0451    2.0869   -2.9169 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  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 10 18  1  0
 18 19  2  0
 18 20  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 20 40  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  N   UNK     0      10.375  -7.494   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0       9.367  -8.658   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       9.871 -10.113   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       7.855  -8.367   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       7.351  -6.912   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       6.847  -9.531   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.335  -9.240   0.000  0.00  0.00           C+0
HETATM    8  S   UNK     0       4.327 -10.404   0.000  0.00  0.00           S+0
HETATM    9  C   UNK     0       2.814 -10.113   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      11.888  -7.785   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      12.896  -6.621   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      14.408  -6.912   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.416  -5.748   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.929  -6.039   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      17.433  -7.494   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.425  -8.658   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      14.912  -8.367   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.392  -9.240   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      13.904  -9.531   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      11.384 -10.404   0.000  0.00  0.00           O+0
CONECT    1    2   10                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    1   11   18                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18   10   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   40    0
END

COMPND    HMDB0028980
HETATM    1  C1  UNL     1       5.112  -0.776   2.716  1.00  0.00           C  
HETATM    2  S1  UNL     1       5.403  -0.086   1.072  1.00  0.00           S  
HETATM    3  C2  UNL     1       4.493  -1.051  -0.166  1.00  0.00           C  
HETATM    4  C3  UNL     1       3.005  -0.828   0.113  1.00  0.00           C  
HETATM    5  C4  UNL     1       2.251  -1.640  -0.924  1.00  0.00           C  
HETATM    6  N1  UNL     1       2.565  -3.047  -0.831  1.00  0.00           N  
HETATM    7  C5  UNL     1       0.799  -1.399  -0.885  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.030  -2.387  -0.784  1.00  0.00           O  
HETATM    9  N2  UNL     1       0.324  -0.065  -0.963  1.00  0.00           N  
HETATM   10  C6  UNL     1      -1.109   0.174  -0.925  1.00  0.00           C  
HETATM   11  C7  UNL     1      -1.360   0.964   0.345  1.00  0.00           C  
HETATM   12  C8  UNL     1      -2.803   1.267   0.479  1.00  0.00           C  
HETATM   13  C9  UNL     1      -3.340   2.442  -0.014  1.00  0.00           C  
HETATM   14  C10 UNL     1      -4.686   2.697   0.119  1.00  0.00           C  
HETATM   15  C11 UNL     1      -5.502   1.771   0.751  1.00  0.00           C  
HETATM   16  C12 UNL     1      -5.003   0.589   1.255  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.642   0.366   1.102  1.00  0.00           C  
HETATM   18  C14 UNL     1      -1.464   0.903  -2.155  1.00  0.00           C  
HETATM   19  O2  UNL     1      -0.606   1.245  -3.016  1.00  0.00           O  
HETATM   20  O3  UNL     1      -2.780   1.250  -2.425  1.00  0.00           O  
HETATM   21  H1  UNL     1       4.471  -1.674   2.621  1.00  0.00           H  
HETATM   22  H2  UNL     1       6.112  -1.057   3.125  1.00  0.00           H  
HETATM   23  H3  UNL     1       4.638  -0.022   3.392  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.734  -0.688  -1.186  1.00  0.00           H  
HETATM   25  H5  UNL     1       4.662  -2.139  -0.033  1.00  0.00           H  
HETATM   26  H6  UNL     1       2.749  -1.070   1.141  1.00  0.00           H  
HETATM   27  H7  UNL     1       2.763   0.249  -0.093  1.00  0.00           H  
HETATM   28  H8  UNL     1       2.669  -1.303  -1.918  1.00  0.00           H  
HETATM   29  H9  UNL     1       2.499  -3.526  -1.773  1.00  0.00           H  
HETATM   30  H10 UNL     1       1.900  -3.579  -0.220  1.00  0.00           H  
HETATM   31  H11 UNL     1       0.946   0.764  -1.046  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.660  -0.807  -0.846  1.00  0.00           H  
HETATM   33  H13 UNL     1      -1.095   0.358   1.248  1.00  0.00           H  
HETATM   34  H14 UNL     1      -0.768   1.880   0.391  1.00  0.00           H  
HETATM   35  H15 UNL     1      -2.721   3.197  -0.515  1.00  0.00           H  
HETATM   36  H16 UNL     1      -5.074   3.634  -0.282  1.00  0.00           H  
HETATM   37  H17 UNL     1      -6.573   1.999   0.844  1.00  0.00           H  
HETATM   38  H18 UNL     1      -5.662  -0.122   1.745  1.00  0.00           H  
HETATM   39  H19 UNL     1      -3.231  -0.570   1.498  1.00  0.00           H  
HETATM   40  H20 UNL     1      -3.045   2.087  -2.917  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3
CONECT    3    4   24   25
CONECT    4    5   26   27
CONECT    5    6    7   28
CONECT    6   29   30
CONECT    7    8    8    9
CONECT    9   10   31
CONECT   10   11   18   32
CONECT   11   12   33   34
CONECT   12   13   13   17
CONECT   13   14   35
CONECT   14   15   15   36
CONECT   15   16   37
CONECT   16   17   17   38
CONECT   17   39
CONECT   18   19   19   20
CONECT   20   40
END

HMDB0028980
     RDKit          3D
Methionyl-Phenylalanine
 40 40  0  0  0  0  0  0  0  0999 V2000
    5.1116   -0.7763    2.7157 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4025   -0.0859    1.0723 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.4929   -1.0513   -0.1659 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0050   -0.8285    0.1131 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2505   -1.6404   -0.9237 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5651   -3.0467   -0.8310 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7993   -1.3993   -0.8847 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0297   -2.3869   -0.7836 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3241   -0.0648   -0.9627 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1088    0.1736   -0.9251 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3601    0.9642    0.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8034    1.2673    0.4789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3401    2.4424   -0.0142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6859    2.6973    0.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5024    1.7712    0.7506 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0033    0.5893    1.2547 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6423    0.3664    1.1019 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4637    0.9026   -2.1546 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6059    1.2447   -3.0156 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7798    1.2497   -2.4252 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4709   -1.6738    2.6210 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1121   -1.0568    3.1252 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6380   -0.0222    3.3922 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7344   -0.6879   -1.1857 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6617   -2.1390   -0.0326 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7493   -1.0699    1.1413 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7628    0.2489   -0.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6688   -1.3034   -1.9182 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4992   -3.5256   -1.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9003   -3.5793   -0.2197 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9463    0.7637   -1.0459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6604   -0.8070   -0.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0950    0.3582    1.2480 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7676    1.8801    0.3909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7208    3.1969   -0.5147 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0741    3.6342   -0.2816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5733    1.9994    0.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6619   -0.1222    1.7452 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2309   -0.5703    1.4985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0451    2.0869   -2.9169 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  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 10 18  1  0
 18 19  2  0
 18 20  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  6 29  1  0
  6 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 14 36  1  0
 15 37  1  0
 16 38  1  0
 17 39  1  0
 20 40  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
L-Methionyl-L-phenylalanine	HMDB
m-F Dipeptide	HMDB
Met-phe	HMDB
Methionine phenylalanine dipeptide	HMDB
Methionine-phenylalanine dipeptide	HMDB
Methionylphenylalanine	HMDB
MF Dipeptide	HMDB
2-{[2-amino-1-hydroxy-4-(methylsulfanyl)butylidene]amino}-3-phenylpropanoate	HMDB
2-{[2-amino-1-hydroxy-4-(methylsulphanyl)butylidene]amino}-3-phenylpropanoate	HMDB
2-{[2-amino-1-hydroxy-4-(methylsulphanyl)butylidene]amino}-3-phenylpropanoic acid	HMDB

Chemical Formula

C₁₄H₂₀N₂O₃S

Average Molecular Weight

296.385

Monoisotopic Molecular Weight

296.119463206

IUPAC Name

2-[2-amino-4-(methylsulfanyl)butanamido]-3-phenylpropanoic acid

Traditional Name

2-[2-amino-4-(methylsulfanyl)butanamido]-3-phenylpropanoic acid

CAS Registry Number

Not Available

SMILES

CSCCC(N)C(=O)NC(CC1=CC=CC=C1)C(O)=O

InChI Identifier

InChI=1S/C14H20N2O3S/c1-20-8-7-11(15)13(17)16-12(14(18)19)9-10-5-3-2-4-6-10/h2-6,11-12H,7-9,15H2,1H3,(H,16,17)(H,18,19)

InChI Key

HGCNKOLVKRAVHD-UHFFFAOYSA-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
Methionine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
Alpha-amino acid amide
3-phenylpropanoic-acid
Alpha-amino acid or derivatives
Amphetamine or derivatives
Fatty acyl
Benzenoid
Fatty amide
N-acyl-amine
Monocyclic benzene moiety
Carboxamide group
Secondary carboxylic acid amide
Amino acid or derivatives
Amino acid
Dialkylthioether
Carboxylic acid
Sulfenyl compound
Monocarboxylic acid or derivatives
Thioether
Organopnictogen compound
Primary aliphatic amine
Amine
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organic oxide
Primary amine
Organosulfur compound
Organonitrogen compound
Organooxygen compound
Aromatic homomonocyclic compound

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Feces (PMID: 25037050)

Source

Endogenous

Endogenous (HMDB: HMDB0028980)

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	-1.07	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.33 g/L	ALOGPS
logP	0	ALOGPS
logP	-1.1	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	3.83	ChemAxon
pKa (Strongest Basic)	8.42	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	8	ChemAxon
Refractivity	79.5 m³·mol⁻¹	ChemAxon
Polarizability	31.98 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
DarkChem	[M+H]+	168.752	31661259
DarkChem	[M-H]-	167.28	31661259
DeepCCS	[M+H]+	165.727	30932474
DeepCCS	[M-H]-	163.369	30932474
DeepCCS	[M-2H]-	196.255	30932474
DeepCCS	[M+Na]+	171.821	30932474
AllCCS	[M+H]+	168.8	32859911
AllCCS	[M+H-H2O]+	165.8	32859911
AllCCS	[M+NH4]+	171.6	32859911
AllCCS	[M+Na]+	172.4	32859911
AllCCS	[M-H]-	169.4	32859911
AllCCS	[M+Na-2H]-	169.9	32859911
AllCCS	[M+HCOO]-	170.6	32859911

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.	3.42 minutes	32390414
Predicted by Siyang on May 30, 2022	11.0034 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.59 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	118.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1397.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	239.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	121.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	163.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	112.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	340.8 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	414.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	362.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	892.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	389.2 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	1006.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	246.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	281.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	309.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	373.9 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	51.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methionyl-Phenylalanine	CSCCC(N)C(=O)NC(CC1=CC=CC=C1)C(O)=O	3590.8	Standard polar	33892256
Methionyl-Phenylalanine	CSCCC(N)C(=O)NC(CC1=CC=CC=C1)C(O)=O	2323.3	Standard non polar	33892256
Methionyl-Phenylalanine	CSCCC(N)C(=O)NC(CC1=CC=CC=C1)C(O)=O	2594.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Methionyl-Phenylalanine,1TMS,isomer #1	CSCCC(N)C(=O)NC(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2468.6	Semi standard non polar	33892256
Methionyl-Phenylalanine,1TMS,isomer #2	CSCCC(N[Si](C)(C)C)C(=O)NC(CC1=CC=CC=C1)C(=O)O	2520.3	Semi standard non polar	33892256
Methionyl-Phenylalanine,1TMS,isomer #3	CSCCC(N)C(=O)N(C(CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2469.4	Semi standard non polar	33892256
Methionyl-Phenylalanine,2TMS,isomer #1	CSCCC(N[Si](C)(C)C)C(=O)NC(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2513.2	Semi standard non polar	33892256
Methionyl-Phenylalanine,2TMS,isomer #1	CSCCC(N[Si](C)(C)C)C(=O)NC(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2448.8	Standard non polar	33892256
Methionyl-Phenylalanine,2TMS,isomer #2	CSCCC(N)C(=O)N(C(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2438.3	Semi standard non polar	33892256
Methionyl-Phenylalanine,2TMS,isomer #2	CSCCC(N)C(=O)N(C(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2487.3	Standard non polar	33892256
Methionyl-Phenylalanine,2TMS,isomer #3	CSCCC(C(=O)NC(CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2670.3	Semi standard non polar	33892256
Methionyl-Phenylalanine,2TMS,isomer #3	CSCCC(C(=O)NC(CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2536.3	Standard non polar	33892256
Methionyl-Phenylalanine,2TMS,isomer #4	CSCCC(N[Si](C)(C)C)C(=O)N(C(CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2526.0	Semi standard non polar	33892256
Methionyl-Phenylalanine,2TMS,isomer #4	CSCCC(N[Si](C)(C)C)C(=O)N(C(CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2506.6	Standard non polar	33892256
Methionyl-Phenylalanine,3TMS,isomer #1	CSCCC(C(=O)NC(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2641.1	Semi standard non polar	33892256
Methionyl-Phenylalanine,3TMS,isomer #1	CSCCC(C(=O)NC(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2586.6	Standard non polar	33892256
Methionyl-Phenylalanine,3TMS,isomer #2	CSCCC(N[Si](C)(C)C)C(=O)N(C(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2476.1	Semi standard non polar	33892256
Methionyl-Phenylalanine,3TMS,isomer #2	CSCCC(N[Si](C)(C)C)C(=O)N(C(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2537.9	Standard non polar	33892256
Methionyl-Phenylalanine,3TMS,isomer #3	CSCCC(C(=O)N(C(CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2649.6	Semi standard non polar	33892256
Methionyl-Phenylalanine,3TMS,isomer #3	CSCCC(C(=O)N(C(CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2637.3	Standard non polar	33892256
Methionyl-Phenylalanine,4TMS,isomer #1	CSCCC(C(=O)N(C(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2666.4	Semi standard non polar	33892256
Methionyl-Phenylalanine,4TMS,isomer #1	CSCCC(C(=O)N(C(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2664.4	Standard non polar	33892256
Methionyl-Phenylalanine,1TBDMS,isomer #1	CSCCC(N)C(=O)NC(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	2748.0	Semi standard non polar	33892256
Methionyl-Phenylalanine,1TBDMS,isomer #2	CSCCC(N[Si](C)(C)C(C)(C)C)C(=O)NC(CC1=CC=CC=C1)C(=O)O	2759.5	Semi standard non polar	33892256
Methionyl-Phenylalanine,1TBDMS,isomer #3	CSCCC(N)C(=O)N(C(CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	2728.5	Semi standard non polar	33892256
Methionyl-Phenylalanine,2TBDMS,isomer #1	CSCCC(N[Si](C)(C)C(C)(C)C)C(=O)NC(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	2972.3	Semi standard non polar	33892256
Methionyl-Phenylalanine,2TBDMS,isomer #1	CSCCC(N[Si](C)(C)C(C)(C)C)C(=O)NC(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	2852.0	Standard non polar	33892256
Methionyl-Phenylalanine,2TBDMS,isomer #2	CSCCC(N)C(=O)N(C(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2956.1	Semi standard non polar	33892256
Methionyl-Phenylalanine,2TBDMS,isomer #2	CSCCC(N)C(=O)N(C(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2883.1	Standard non polar	33892256
Methionyl-Phenylalanine,2TBDMS,isomer #3	CSCCC(C(=O)NC(CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3108.3	Semi standard non polar	33892256
Methionyl-Phenylalanine,2TBDMS,isomer #3	CSCCC(C(=O)NC(CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2897.7	Standard non polar	33892256
Methionyl-Phenylalanine,2TBDMS,isomer #4	CSCCC(N[Si](C)(C)C(C)(C)C)C(=O)N(C(CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	3015.1	Semi standard non polar	33892256
Methionyl-Phenylalanine,2TBDMS,isomer #4	CSCCC(N[Si](C)(C)C(C)(C)C)C(=O)N(C(CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	2879.7	Standard non polar	33892256
Methionyl-Phenylalanine,3TBDMS,isomer #1	CSCCC(C(=O)NC(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	3301.7	Semi standard non polar	33892256
Methionyl-Phenylalanine,3TBDMS,isomer #1	CSCCC(C(=O)NC(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	3118.2	Standard non polar	33892256
Methionyl-Phenylalanine,3TBDMS,isomer #2	CSCCC(N[Si](C)(C)C(C)(C)C)C(=O)N(C(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3179.4	Semi standard non polar	33892256
Methionyl-Phenylalanine,3TBDMS,isomer #2	CSCCC(N[Si](C)(C)C(C)(C)C)C(=O)N(C(CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3084.2	Standard non polar	33892256
Methionyl-Phenylalanine,3TBDMS,isomer #3	CSCCC(C(=O)N(C(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	3350.0	Semi standard non polar	33892256
Methionyl-Phenylalanine,3TBDMS,isomer #3	CSCCC(C(=O)N(C(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	3139.4	Standard non polar	33892256
Methionyl-Phenylalanine,4TBDMS,isomer #1	CSCCC(C(=O)N(C(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	3528.5	Semi standard non polar	33892256
Methionyl-Phenylalanine,4TBDMS,isomer #1	CSCCC(C(=O)N(C(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	3335.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Methionyl-Phenylalanine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f7o-9520000000-8d0a1943d26199d83c8d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methionyl-Phenylalanine GC-MS (1 TMS) - 70eV, Positive	splash10-0udl-9431000000-da5b08fe578ca07e8d77	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methionyl-Phenylalanine 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 - Methionyl-Phenylalanine 10V, Positive-QTOF	splash10-0f7k-2590000000-f694b084e25e97ae5dcd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methionyl-Phenylalanine 20V, Positive-QTOF	splash10-0udr-5920000000-bfb8c270ed4885e627e0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methionyl-Phenylalanine 40V, Positive-QTOF	splash10-052f-9100000000-199214e6cb0e8ef6938c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methionyl-Phenylalanine 10V, Negative-QTOF	splash10-0002-5090000000-c59066dc3b2903b4f337	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methionyl-Phenylalanine 20V, Negative-QTOF	splash10-0002-9220000000-af1b6e4c7748eb21afcd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methionyl-Phenylalanine 40V, Negative-QTOF	splash10-0002-9200000000-470b584a4bd078dda146	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methionyl-Phenylalanine 10V, Negative-QTOF	splash10-0002-0090000000-7b3409564f752fcdc82e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methionyl-Phenylalanine 20V, Negative-QTOF	splash10-0002-4900000000-eba3b92aab351a65bb12	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methionyl-Phenylalanine 40V, Negative-QTOF	splash10-0005-9500000000-1ef716b2b02c4c8bd548	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methionyl-Phenylalanine 10V, Positive-QTOF	splash10-0002-0290000000-5bdbafd562c2d53f62b0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methionyl-Phenylalanine 20V, Positive-QTOF	splash10-00dj-4920000000-a85af0bb77da81273d6e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methionyl-Phenylalanine 40V, Positive-QTOF	splash10-0r6u-9500000000-575f777c2279d70ad4a1	2021-09-23	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

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

Associated Disorders and Diseases

Disease References

Colorectal cancer
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

FDB112001

KNApSAcK ID

Not Available

Chemspider ID

90404

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

100048

PDB ID

Not Available

ChEBI ID

Not Available

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

Nelson RD, McCormack RT, Fiegel VD, Simmons RL: Chemotactic deactivation of human neutrophils: evidence for nonspecific and specific components. Infect Immun. 1978 Nov;22(2):441-4. [PubMed:730365 ]
Koomey M, Bergstrom S, Blake M, Swanson J: Pilin expression and processing in pilus mutants of Neisseria gonorrhoeae: critical role of Gly-1 in assembly. Mol Microbiol. 1991 Feb;5(2):279-87. [PubMed:1674976 ]
Becker EL, Talley V, Showell HJ, Naccache PH, Sha'afi RI: Activation of the rabbit polymorphonuclear leukocyte membrane "Na+, K+"-ATPase by chemotactic factor. J Cell Biol. 1978 May;77(2):329-33. [PubMed:148465 ]
Matasova NB, Ven'iaminova AG, Bratskikh LV, Repkova MN, Iamkovoi VI, Karpova GG: [Interaction of mRNA analogs--oligoribonucleotides AUGU3, AUGU6 and (pU)6 with 80S ribosomes from human placenta in the presence of related tRNA and a protein-synthesizing system]. Mol Biol (Mosk). 1993 Mar-Apr;27(2):342-7. [PubMed:8487766 ]
Matasova NB, Vladimirov SM, Bulygin KN, Ven'iaminova AG, Bratskikh LV, Mundus DA, Repkova MN, Iamkovoi VI, Karpova GG: [Structural elements of 80S ribosomes located near the 5'-region of the mRNA-binding center]. Mol Biol (Mosk). 1994 Jul-Aug;28(4):918-25. [PubMed:7990820 ]

Showing metabocard for Methionyl-Phenylalanine (HMDB0028980)

MOL for HMDB0028980 (Methionyl-Phenylalanine)

3D MOL for HMDB0028980 (Methionyl-Phenylalanine)

3D SDF for HMDB0028980 (Methionyl-Phenylalanine)

3D-SDF for HMDB0028980 (Methionyl-Phenylalanine)

PDB for HMDB0028980 (Methionyl-Phenylalanine)

3D PDB for HMDB0028980 (Methionyl-Phenylalanine)

SMILES for HMDB0028980 (Methionyl-Phenylalanine)

INCHI for HMDB0028980 (Methionyl-Phenylalanine)

Structure for HMDB0028980 (Methionyl-Phenylalanine)

3D Structure for HMDB0028980 (Methionyl-Phenylalanine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra