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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:03:34 UTC

Update Date

2022-09-22 18:34:23 UTC

HMDB ID

HMDB0029068

Secondary Accession Numbers

HMDB29068

Metabolite Identification

Common Name

Threonylphenylalanine

Description

Threonylphenylalanine is a dipeptide composed of threonine and phenylalanine. 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

HMDB0029068
     RDKit          3D
Threonylphenylalanine
 37 37  0  0  0  0  0  0  0  0999 V2000
    5.1811   -0.0642    1.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7096   -0.3427    1.1627 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9917    0.7797    1.5707 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2107   -0.7154   -0.2394 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4644    0.4268   -1.1017 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7694   -0.9945   -0.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3835   -1.9427    0.5957 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8419   -0.1852   -0.7847 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5788   -0.4747   -0.6457 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1595    0.7209    0.0885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6140    0.6005    0.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5424    1.0796   -0.5684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9073    0.9508   -0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3089    0.3260    0.8283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4041   -0.1684    1.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0562   -0.0295    1.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1836   -0.6914   -1.9621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4699   -0.6008   -2.9925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5195   -0.9954   -2.1291 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7125   -1.0384    1.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3821    0.4629    0.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4711    0.6036    1.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5065   -1.2054    1.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5498    1.5193    1.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7506   -1.5828   -0.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9982    1.2889   -0.7459 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1929    0.2245   -2.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1729    0.6220   -1.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6984   -1.3422    0.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0056    1.6501   -0.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6052    0.8880    1.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2034    1.5732   -1.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6188    1.3359   -1.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3698    0.2132    1.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7522   -0.6546    2.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3240   -0.4006    2.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9670   -1.8367   -1.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  9 17  1  0
 17 18  2  0
 17 19  1  0
 16 11  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  1
  3 24  1  0
  4 25  1  6
  5 26  1  0
  5 27  1  0
  8 28  1  0
  9 29  1  1
 10 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 19 37  1  0
M  END


  Mrv1652304062014152D          

 19 19  0  0  0  0            999 V2000
10009.133410009.3052    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10009.848810009.7161    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10010.561510009.3052    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10011.274310009.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.987010009.3052    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10011.274310010.5390    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10008.421610009.7161    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10007.707910009.3052    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10006.996210009.7161    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10007.707910008.4821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10008.421610010.5390    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10009.133410008.4821    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10010.561510008.4821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.276110008.0696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.276110007.2446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.990610006.8320    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.705110007.2444    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10012.705110008.0696    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10011.990610008.4821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  1 12  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  7  8  1  0  0  0  0
  7 11  1  6  0  0  0
  8  9  1  0  0  0  0
  3 13  1  6  0  0  0
 13 14  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 15  2  0  0  0  0
 19 14  1  0  0  0  0
  8 10  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0029068

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C13H18N2O4/c1-8(16)11(14)12(17)15-10(13(18)19)7-9-5-3-2-4-6-9/h2-6,8,10-11,16H,7,14H2,1H3,(H,15,17)(H,18,19)/t8-,10+,11+/m1/s1

> <INCHI_KEY>
IQHUITKNHOKGFC-MIMYLULJSA-N

> <FORMULA>
C13H18N2O4

> <MOLECULAR_WEIGHT>
266.297

> <EXACT_MASS>
266.126657068

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
26.4976114934365

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]-3-phenylpropanoic acid

> <ALOGPS_LOGP>
-1.41

> <JCHEM_LOGP>
-2.3537216256598192

> <ALOGPS_LOGS>
-1.80

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.404978119870478

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7065859877666574

> <JCHEM_PKA_STRONGEST_BASIC>
7.922169725642668

> <JCHEM_POLAR_SURFACE_AREA>
112.65

> <JCHEM_REFRACTIVITY>
68.37620000000003

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.20e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]-3-phenylpropanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029068
     RDKit          3D
Threonylphenylalanine
 37 37  0  0  0  0  0  0  0  0999 V2000
    5.1811   -0.0642    1.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7096   -0.3427    1.1627 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9917    0.7797    1.5707 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2107   -0.7154   -0.2394 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4644    0.4268   -1.1017 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7694   -0.9945   -0.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3835   -1.9427    0.5957 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8419   -0.1852   -0.7847 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5788   -0.4747   -0.6457 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1595    0.7209    0.0885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6140    0.6005    0.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5424    1.0796   -0.5684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9073    0.9508   -0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3089    0.3260    0.8283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4041   -0.1684    1.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0562   -0.0295    1.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1836   -0.6914   -1.9621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4699   -0.6008   -2.9925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5195   -0.9954   -2.1291 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7125   -1.0384    1.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3821    0.4629    0.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4711    0.6036    1.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5065   -1.2054    1.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5498    1.5193    1.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7506   -1.5828   -0.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9982    1.2889   -0.7459 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1929    0.2245   -2.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1729    0.6220   -1.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6984   -1.3422    0.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0056    1.6501   -0.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6052    0.8880    1.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2034    1.5732   -1.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6188    1.3359   -1.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3698    0.2132    1.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7522   -0.6546    2.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3240   -0.4006    2.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9670   -1.8367   -1.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  9 17  1  0
 17 18  2  0
 17 19  1  0
 16 11  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  1
  3 24  1  0
  4 25  1  6
  5 26  1  0
  5 27  1  0
  8 28  1  0
  9 29  1  1
 10 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 19 37  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    8683.7168684.036   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    8685.0518684.803   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    8686.3818684.036   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8687.7128684.803   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8689.0428684.036   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8687.7128686.339   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8682.3878684.803   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8681.0558684.036   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8679.7268684.803   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0    8681.0558682.500   0.000  0.00  0.00           O+0
HETATM   11  N   UNK     0    8682.3878686.339   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0    8683.7168682.500   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0    8686.3818682.500   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8687.7158681.730   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8687.7158680.190   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8689.0498679.420   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8690.3838680.190   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8690.3838681.730   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8689.0498682.500   0.000  0.00  0.00           C+0
CONECT    1    2    7   12                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4   13                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    1    8   11                                                  
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    7                                                            
CONECT   12    1                                                            
CONECT   13    3   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   16   14                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0029068
HETATM    1  C1  UNL     1       5.181  -0.064   1.045  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.710  -0.343   1.163  1.00  0.00           C  
HETATM    3  O1  UNL     1       2.992   0.780   1.571  1.00  0.00           O  
HETATM    4  C3  UNL     1       3.211  -0.715  -0.239  1.00  0.00           C  
HETATM    5  N1  UNL     1       3.464   0.427  -1.102  1.00  0.00           N  
HETATM    6  C4  UNL     1       1.769  -0.994  -0.109  1.00  0.00           C  
HETATM    7  O2  UNL     1       1.384  -1.943   0.596  1.00  0.00           O  
HETATM    8  N2  UNL     1       0.842  -0.185  -0.785  1.00  0.00           N  
HETATM    9  C5  UNL     1      -0.579  -0.475  -0.646  1.00  0.00           C  
HETATM   10  C6  UNL     1      -1.159   0.721   0.089  1.00  0.00           C  
HETATM   11  C7  UNL     1      -2.614   0.600   0.319  1.00  0.00           C  
HETATM   12  C8  UNL     1      -3.542   1.080  -0.568  1.00  0.00           C  
HETATM   13  C9  UNL     1      -4.907   0.951  -0.330  1.00  0.00           C  
HETATM   14  C10 UNL     1      -5.309   0.326   0.828  1.00  0.00           C  
HETATM   15  C11 UNL     1      -4.404  -0.168   1.744  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.056  -0.029   1.487  1.00  0.00           C  
HETATM   17  C13 UNL     1      -1.184  -0.691  -1.962  1.00  0.00           C  
HETATM   18  O3  UNL     1      -0.470  -0.601  -2.992  1.00  0.00           O  
HETATM   19  O4  UNL     1      -2.520  -0.995  -2.129  1.00  0.00           O  
HETATM   20  H1  UNL     1       5.713  -1.038   1.072  1.00  0.00           H  
HETATM   21  H2  UNL     1       5.382   0.463   0.084  1.00  0.00           H  
HETATM   22  H3  UNL     1       5.471   0.604   1.884  1.00  0.00           H  
HETATM   23  H4  UNL     1       3.506  -1.205   1.807  1.00  0.00           H  
HETATM   24  H5  UNL     1       3.550   1.519   1.869  1.00  0.00           H  
HETATM   25  H6  UNL     1       3.751  -1.583  -0.640  1.00  0.00           H  
HETATM   26  H7  UNL     1       2.998   1.289  -0.746  1.00  0.00           H  
HETATM   27  H8  UNL     1       3.193   0.224  -2.084  1.00  0.00           H  
HETATM   28  H9  UNL     1       1.173   0.622  -1.385  1.00  0.00           H  
HETATM   29  H10 UNL     1      -0.698  -1.342   0.013  1.00  0.00           H  
HETATM   30  H11 UNL     1      -1.006   1.650  -0.529  1.00  0.00           H  
HETATM   31  H12 UNL     1      -0.605   0.888   1.024  1.00  0.00           H  
HETATM   32  H13 UNL     1      -3.203   1.573  -1.478  1.00  0.00           H  
HETATM   33  H14 UNL     1      -5.619   1.336  -1.043  1.00  0.00           H  
HETATM   34  H15 UNL     1      -6.370   0.213   1.038  1.00  0.00           H  
HETATM   35  H16 UNL     1      -4.752  -0.655   2.646  1.00  0.00           H  
HETATM   36  H17 UNL     1      -2.324  -0.401   2.175  1.00  0.00           H  
HETATM   37  H18 UNL     1      -2.967  -1.837  -1.835  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3    4   23
CONECT    3   24
CONECT    4    5    6   25
CONECT    5   26   27
CONECT    6    7    7    8
CONECT    8    9   28
CONECT    9   10   17   29
CONECT   10   11   30   31
CONECT   11   12   12   16
CONECT   12   13   32
CONECT   13   14   14   33
CONECT   14   15   34
CONECT   15   16   16   35
CONECT   16   36
CONECT   17   18   18   19
CONECT   19   37
END

HMDB0029068
     RDKit          3D
Threonylphenylalanine
 37 37  0  0  0  0  0  0  0  0999 V2000
    5.1811   -0.0642    1.0447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7096   -0.3427    1.1627 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.9917    0.7797    1.5707 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.2107   -0.7154   -0.2394 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4644    0.4268   -1.1017 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7694   -0.9945   -0.1095 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3835   -1.9427    0.5957 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.8419   -0.1852   -0.7847 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5788   -0.4747   -0.6457 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.1595    0.7209    0.0885 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6140    0.6005    0.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5424    1.0796   -0.5684 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9073    0.9508   -0.3295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3089    0.3260    0.8283 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4041   -0.1684    1.7444 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0562   -0.0295    1.4867 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1836   -0.6914   -1.9621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4699   -0.6008   -2.9925 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5195   -0.9954   -2.1291 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7125   -1.0384    1.0717 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3821    0.4629    0.0837 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4711    0.6036    1.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5065   -1.2054    1.8066 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5498    1.5193    1.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7506   -1.5828   -0.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9982    1.2889   -0.7459 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1929    0.2245   -2.0841 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1729    0.6220   -1.3850 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6984   -1.3422    0.0129 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0056    1.6501   -0.5293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6052    0.8880    1.0244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2034    1.5732   -1.4776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6188    1.3359   -1.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3698    0.2132    1.0376 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7522   -0.6546    2.6456 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3240   -0.4006    2.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9670   -1.8367   -1.8350 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  4  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
  9 17  1  0
 17 18  2  0
 17 19  1  0
 16 11  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  1
  3 24  1  0
  4 25  1  6
  5 26  1  0
  5 27  1  0
  8 28  1  0
  9 29  1  1
 10 30  1  0
 10 31  1  0
 12 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 19 37  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
L-THR-L-Phe	ChEBI
TF	ChEBI
Threoninyl-phenylalanine	ChEBI
(2S)-2-{[(2S,3R)-2-amino-1,3-dihydroxybutylidene]amino}-3-phenylpropanoate	HMDB
L-Threoninyl-L-phenylalanine	HMDB
L-Threonyl-L-phenylalanine	HMDB
N-L-Threoninyl-L-phenylalanine	HMDB
N-L-Threonyl-L-phenylalanine	HMDB
N-Threoninylphenylalanine	HMDB
N-Threonylphenylalanine	HMDB
T-F Dipeptide	HMDB
TF Dipeptide	HMDB
THR-Phe	HMDB
Threonine phenylalanine dipeptide	HMDB
Threonine-phenylalanine dipeptide	HMDB
Threoninylphenylalanine	HMDB
Threonyl-phenylalanine	HMDB
Threonylphenylalanine	HMDB

Chemical Formula

C₁₃H₁₈N₂O₄

Average Molecular Weight

266.297

Monoisotopic Molecular Weight

266.126657068

IUPAC Name

(2S)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]-3-phenylpropanoic acid

Traditional Name

(2S)-2-[(2S,3R)-2-amino-3-hydroxybutanamido]-3-phenylpropanoic acid

CAS Registry Number

16875-27-7

SMILES

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

InChI Identifier

InChI=1S/C13H18N2O4/c1-8(16)11(14)12(17)15-10(13(18)19)7-9-5-3-2-4-6-9/h2-6,8,10-11,16H,7,14H2,1H3,(H,15,17)(H,18,19)/t8-,10+,11+/m1/s1

InChI Key

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

Molecular Framework

Aromatic homomonocyclic compounds

External Descriptors

dipeptide (CHEBI:74862 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Saliva (PMID: 22308371)

Excreta

Biofluid or Excreta

Feces (PMID: 27275383)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
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)

Equine

Horse (FooDB: FOOD00378)

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)

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	-2.35	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	4.2 g/L	ALOGPS
logP	-1.4	ALOGPS
logP	-2.4	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	3.71	ChemAxon
pKa (Strongest Basic)	7.92	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	68.38 m³·mol⁻¹	ChemAxon
Polarizability	26.5 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]+	163.683	30932474
DeepCCS	[M-H]-	161.325	30932474
DeepCCS	[M-2H]-	195.213	30932474
DeepCCS	[M+Na]+	170.44	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Threonylphenylalanine	C[C@@H](O)[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O	3876.0	Standard polar	33892256
Threonylphenylalanine	C[C@@H](O)[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O	2191.3	Standard non polar	33892256
Threonylphenylalanine	C[C@@H](O)[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(O)=O	2390.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Threonylphenylalanine,1TMS,isomer #1	C[C@@H](O[Si](C)(C)C)[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2283.4	Semi standard non polar	33892256
Threonylphenylalanine,1TMS,isomer #2	C[C@@H](O)[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2232.1	Semi standard non polar	33892256
Threonylphenylalanine,1TMS,isomer #3	C[C@@H](O)[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2285.4	Semi standard non polar	33892256
Threonylphenylalanine,1TMS,isomer #4	C[C@@H](O)[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2248.8	Semi standard non polar	33892256
Threonylphenylalanine,2TMS,isomer #1	C[C@@H](O[Si](C)(C)C)[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2250.7	Semi standard non polar	33892256
Threonylphenylalanine,2TMS,isomer #2	C[C@@H](O[Si](C)(C)C)[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2298.3	Semi standard non polar	33892256
Threonylphenylalanine,2TMS,isomer #3	C[C@@H](O[Si](C)(C)C)[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2272.4	Semi standard non polar	33892256
Threonylphenylalanine,2TMS,isomer #4	C[C@@H](O)[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2270.4	Semi standard non polar	33892256
Threonylphenylalanine,2TMS,isomer #5	C[C@@H](O)[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2214.8	Semi standard non polar	33892256
Threonylphenylalanine,2TMS,isomer #6	C[C@@H](O)[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2423.6	Semi standard non polar	33892256
Threonylphenylalanine,2TMS,isomer #7	C[C@@H](O)[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2296.0	Semi standard non polar	33892256
Threonylphenylalanine,3TMS,isomer #1	C[C@@H](O[Si](C)(C)C)[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2294.0	Semi standard non polar	33892256
Threonylphenylalanine,3TMS,isomer #1	C[C@@H](O[Si](C)(C)C)[C@H](N[Si](C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C	2322.9	Standard non polar	33892256
Threonylphenylalanine,3TMS,isomer #2	C[C@@H](O[Si](C)(C)C)[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2246.7	Semi standard non polar	33892256
Threonylphenylalanine,3TMS,isomer #2	C[C@@H](O[Si](C)(C)C)[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2363.2	Standard non polar	33892256
Threonylphenylalanine,3TMS,isomer #3	C[C@@H](O[Si](C)(C)C)[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2425.0	Semi standard non polar	33892256
Threonylphenylalanine,3TMS,isomer #3	C[C@@H](O[Si](C)(C)C)[C@@H](C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2406.6	Standard non polar	33892256
Threonylphenylalanine,3TMS,isomer #4	C[C@@H](O[Si](C)(C)C)[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2293.6	Semi standard non polar	33892256
Threonylphenylalanine,3TMS,isomer #4	C[C@@H](O[Si](C)(C)C)[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C	2378.1	Standard non polar	33892256
Threonylphenylalanine,3TMS,isomer #5	C[C@@H](O)[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	2399.1	Semi standard non polar	33892256
Threonylphenylalanine,3TMS,isomer #5	C[C@@H](O)[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	2405.0	Standard non polar	33892256
Threonylphenylalanine,3TMS,isomer #6	C[C@@H](O)[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2257.1	Semi standard non polar	33892256
Threonylphenylalanine,3TMS,isomer #6	C[C@@H](O)[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2339.0	Standard non polar	33892256
Threonylphenylalanine,3TMS,isomer #7	C[C@@H](O)[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	2398.7	Semi standard non polar	33892256
Threonylphenylalanine,3TMS,isomer #7	C[C@@H](O)[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	2462.7	Standard non polar	33892256
Threonylphenylalanine,4TMS,isomer #1	C[C@@H](O[Si](C)(C)C)[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	2434.0	Semi standard non polar	33892256
Threonylphenylalanine,4TMS,isomer #1	C[C@@H](O[Si](C)(C)C)[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	2449.6	Standard non polar	33892256
Threonylphenylalanine,4TMS,isomer #2	C[C@@H](O[Si](C)(C)C)[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2289.1	Semi standard non polar	33892256
Threonylphenylalanine,4TMS,isomer #2	C[C@@H](O[Si](C)(C)C)[C@H](N[Si](C)(C)C)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2401.3	Standard non polar	33892256
Threonylphenylalanine,4TMS,isomer #3	C[C@@H](O[Si](C)(C)C)[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	2450.6	Semi standard non polar	33892256
Threonylphenylalanine,4TMS,isomer #3	C[C@@H](O[Si](C)(C)C)[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	2506.8	Standard non polar	33892256
Threonylphenylalanine,4TMS,isomer #4	C[C@@H](O)[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	2433.3	Semi standard non polar	33892256
Threonylphenylalanine,4TMS,isomer #4	C[C@@H](O)[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	2492.1	Standard non polar	33892256
Threonylphenylalanine,5TMS,isomer #1	C[C@@H](O[Si](C)(C)C)[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	2516.5	Semi standard non polar	33892256
Threonylphenylalanine,5TMS,isomer #1	C[C@@H](O[Si](C)(C)C)[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	2535.2	Standard non polar	33892256
Threonylphenylalanine,1TBDMS,isomer #1	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2521.4	Semi standard non polar	33892256
Threonylphenylalanine,1TBDMS,isomer #2	C[C@@H](O)[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	2496.2	Semi standard non polar	33892256
Threonylphenylalanine,1TBDMS,isomer #3	C[C@@H](O)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2511.5	Semi standard non polar	33892256
Threonylphenylalanine,1TBDMS,isomer #4	C[C@@H](O)[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	2490.5	Semi standard non polar	33892256
Threonylphenylalanine,2TBDMS,isomer #1	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](N)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O[Si](C)(C)C(C)(C)C	2731.7	Semi standard non polar	33892256
Threonylphenylalanine,2TBDMS,isomer #2	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](N[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CC=CC=C1)C(=O)O	2750.1	Semi standard non polar	33892256
Threonylphenylalanine,2TBDMS,isomer #3	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](N)C(=O)N([C@@H](CC1=CC=CC=C1)C(=O)O)[Si](C)(C)C(C)(C)C	2754.3	Semi standard non polar	33892256
Threonylphenylalanine,2TBDMS,isomer #4	C[C@@H](O)[C@H](N[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	2723.8	Semi standard non polar	33892256
Threonylphenylalanine,2TBDMS,isomer #5	C[C@@H](O)[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	2712.6	Semi standard non polar	33892256
Threonylphenylalanine,2TBDMS,isomer #6	C[C@@H](O)[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	2857.3	Semi standard non polar	33892256
Threonylphenylalanine,2TBDMS,isomer #7	C[C@@H](O)[C@H](N[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	2758.0	Semi standard non polar	33892256
Threonylphenylalanine,3TBDMS,isomer #1	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](N[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	2928.3	Semi standard non polar	33892256
Threonylphenylalanine,3TBDMS,isomer #1	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](N[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	2887.5	Standard non polar	33892256
Threonylphenylalanine,3TBDMS,isomer #2	C[C@@H](O[Si](C)(C)C(C)(C)C)[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	2961.5	Semi standard non polar	33892256
Threonylphenylalanine,3TBDMS,isomer #2	C[C@@H](O[Si](C)(C)C(C)(C)C)[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	2929.5	Standard non polar	33892256
Threonylphenylalanine,3TBDMS,isomer #3	C[C@@H](O[Si](C)(C)C(C)(C)C)[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	3130.0	Semi standard non polar	33892256
Threonylphenylalanine,3TBDMS,isomer #3	C[C@@H](O[Si](C)(C)C(C)(C)C)[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	2939.8	Standard non polar	33892256
Threonylphenylalanine,3TBDMS,isomer #4	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](N[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	2984.3	Semi standard non polar	33892256
Threonylphenylalanine,3TBDMS,isomer #4	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](N[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	2924.0	Standard non polar	33892256
Threonylphenylalanine,3TBDMS,isomer #5	C[C@@H](O)[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	3084.3	Semi standard non polar	33892256
Threonylphenylalanine,3TBDMS,isomer #5	C[C@@H](O)[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	2947.2	Standard non polar	33892256
Threonylphenylalanine,3TBDMS,isomer #6	C[C@@H](O)[C@H](N[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	2948.7	Semi standard non polar	33892256
Threonylphenylalanine,3TBDMS,isomer #6	C[C@@H](O)[C@H](N[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	2917.1	Standard non polar	33892256
Threonylphenylalanine,3TBDMS,isomer #7	C[C@@H](O)[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	3082.2	Semi standard non polar	33892256
Threonylphenylalanine,3TBDMS,isomer #7	C[C@@H](O)[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	2984.2	Standard non polar	33892256
Threonylphenylalanine,4TBDMS,isomer #1	C[C@@H](O[Si](C)(C)C(C)(C)C)[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	3326.9	Semi standard non polar	33892256
Threonylphenylalanine,4TBDMS,isomer #1	C[C@@H](O[Si](C)(C)C(C)(C)C)[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	3121.5	Standard non polar	33892256
Threonylphenylalanine,4TBDMS,isomer #2	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](N[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	3150.1	Semi standard non polar	33892256
Threonylphenylalanine,4TBDMS,isomer #2	C[C@@H](O[Si](C)(C)C(C)(C)C)[C@H](N[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	3105.5	Standard non polar	33892256
Threonylphenylalanine,4TBDMS,isomer #3	C[C@@H](O[Si](C)(C)C(C)(C)C)[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	3329.5	Semi standard non polar	33892256
Threonylphenylalanine,4TBDMS,isomer #3	C[C@@H](O[Si](C)(C)C(C)(C)C)[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	3176.0	Standard non polar	33892256
Threonylphenylalanine,4TBDMS,isomer #4	C[C@@H](O)[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	3274.4	Semi standard non polar	33892256
Threonylphenylalanine,4TBDMS,isomer #4	C[C@@H](O)[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	3196.6	Standard non polar	33892256
Threonylphenylalanine,5TBDMS,isomer #1	C[C@@H](O[Si](C)(C)C(C)(C)C)[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	3521.1	Semi standard non polar	33892256
Threonylphenylalanine,5TBDMS,isomer #1	C[C@@H](O[Si](C)(C)C(C)(C)C)[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	3362.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Threonylphenylalanine 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 - Threonylphenylalanine 10V, Negative-QTOF	splash10-03di-1940000000-55fe9cdc74636ac03a80	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Threonylphenylalanine 20V, Negative-QTOF	splash10-0h2b-3900000000-5de1fcf4a86f10d985f1	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Threonylphenylalanine 40V, Negative-QTOF	splash10-0006-9600000000-0e63e59f4faadec03994	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Threonylphenylalanine 10V, Positive-QTOF	splash10-01b9-2960000000-309ed90c1f55ca7417ae	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Threonylphenylalanine 20V, Positive-QTOF	splash10-00di-3900000000-42f10dd749e8370d86a8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Threonylphenylalanine 40V, Positive-QTOF	splash10-0kmi-6900000000-f5299db10563a0a38ca7	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Saliva
Urine

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	29808030	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Normal	22308371	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	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

FDB112074

KNApSAcK ID

Not Available

Chemspider ID

5374146

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

7010579

PDB ID

Not Available

ChEBI ID

74862

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 Threonylphenylalanine (HMDB0029068)

MOL for HMDB0029068 (Threonylphenylalanine)

3D MOL for HMDB0029068 (Threonylphenylalanine)

3D SDF for HMDB0029068 (Threonylphenylalanine)

3D-SDF for HMDB0029068 (Threonylphenylalanine)

PDB for HMDB0029068 (Threonylphenylalanine)

3D PDB for HMDB0029068 (Threonylphenylalanine)

SMILES for HMDB0029068 (Threonylphenylalanine)

INCHI for HMDB0029068 (Threonylphenylalanine)

Structure for HMDB0029068 (Threonylphenylalanine)

3D Structure for HMDB0029068 (Threonylphenylalanine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra