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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:03:35 UTC

Update Date

2021-09-14 15:19:34 UTC

HMDB ID

HMDB0029076

Secondary Accession Numbers

HMDB29076

Metabolite Identification

Common Name

Tryptophyl-Alanine

Description

Tryptophyl-Alanine is a dipeptide composed of tryptophan and alanine. 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

HMDB0029076
     RDKit          3D
Tryptophyl-Alanine
 37 38  0  0  0  0  0  0  0  0999 V2000
    5.0907   -1.0377    0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0855    0.0245    0.7233 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8438   -0.2989    0.0801 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7160   -0.6165    0.8665 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7948   -0.6166    2.1231 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4405   -0.9489    0.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5888   -0.8790   -1.2664 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6623    0.0160    0.5419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8894   -0.3859   -0.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1203   -1.4505   -1.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -1.3998   -1.4571 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0374   -0.3363   -0.9266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3218    0.1398   -1.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6950    1.2777   -0.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7552    1.9187    0.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4719    1.4367    0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1025    0.3088   -0.1315 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5578    1.3812    0.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9112    2.1177   -0.4334 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7374    1.8559    0.8782 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7831   -1.5312   -0.6576 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1309   -1.8449    1.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0726   -0.5487    0.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9829   -0.0175    1.8386 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7837   -0.2972   -0.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1380   -1.9476    0.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7827    0.0580   -1.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1345   -1.6454   -1.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8183    0.0821    1.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3072    1.0302    0.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3786   -2.1930   -1.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8242   -2.1107   -2.1114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0573   -0.3513   -1.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7191    1.6717   -0.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0675    2.8173    0.9443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7300    1.9469    1.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7937    2.3743    1.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  2 18  1  0
 18 19  2  0
 18 20  1  0
 17  9  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 20 37  1  0
M  END


  Mrv1652304062014172D          

 20 21  0  0  0  0            999 V2000
    0.4684    1.6416    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4684    0.8166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2461    0.4041    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9605    0.8166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9605    1.6416    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6750    0.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6750   -0.4209    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3895    0.8166    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1039    0.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8576    0.7397    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4097    0.1266    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9972   -0.5879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1902   -0.4164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6382   -1.0295    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8931   -1.8141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7001   -1.9856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2521   -1.3725    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1829    0.4041    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8973    0.8166    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1829   -0.4209    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  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
  9 13  1  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
  2 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029076

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(NC(=O)C(N)CC1=CNC2=C1C=CC=C2)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H17N3O3/c1-8(14(19)20)17-13(18)11(15)6-9-7-16-12-5-3-2-4-10(9)12/h2-5,7-8,11,16H,6,15H2,1H3,(H,17,18)(H,19,20)

> <INCHI_KEY>
OHGNSVACHBZKSS-UHFFFAOYSA-N

> <FORMULA>
C14H17N3O3

> <MOLECULAR_WEIGHT>
275.3031

> <EXACT_MASS>
275.126991425

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
28.68475734852159

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-[2-amino-3-(1H-indol-3-yl)propanamido]propanoic acid

> <ALOGPS_LOGP>
-0.88

> <JCHEM_LOGP>
-1.6244414868755352

> <ALOGPS_LOGS>
-2.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.935622071456205

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.735585341883463

> <JCHEM_PKA_STRONGEST_BASIC>
7.9592203442034855

> <JCHEM_POLAR_SURFACE_AREA>
108.21000000000001

> <JCHEM_REFRACTIVITY>
73.5002

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.79e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trp-ala

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029076
     RDKit          3D
Tryptophyl-Alanine
 37 38  0  0  0  0  0  0  0  0999 V2000
    5.0907   -1.0377    0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0855    0.0245    0.7233 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8438   -0.2989    0.0801 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7160   -0.6165    0.8665 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7948   -0.6166    2.1231 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4405   -0.9489    0.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5888   -0.8790   -1.2664 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6623    0.0160    0.5419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8894   -0.3859   -0.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1203   -1.4505   -1.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -1.3998   -1.4571 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0374   -0.3363   -0.9266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3218    0.1398   -1.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6950    1.2777   -0.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7552    1.9187    0.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4719    1.4367    0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1025    0.3088   -0.1315 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5578    1.3812    0.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9112    2.1177   -0.4334 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7374    1.8559    0.8782 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7831   -1.5312   -0.6576 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1309   -1.8449    1.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0726   -0.5487    0.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9829   -0.0175    1.8386 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7837   -0.2972   -0.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1380   -1.9476    0.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7827    0.0580   -1.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1345   -1.6454   -1.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8183    0.0821    1.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3072    1.0302    0.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3786   -2.1930   -1.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8242   -2.1107   -2.1114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0573   -0.3513   -1.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7191    1.6717   -0.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0675    2.8173    0.9443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7300    1.9469    1.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7937    2.3743    1.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  2 18  1  0
 18 19  2  0
 18 20  1  0
 17  9  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 20 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       0.874   3.064   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.874   1.524   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0      -0.459   0.754   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0      -1.793   1.524   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -1.793   3.064   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -3.127   0.754   0.000  0.00  0.00           C+0
HETATM    7  N   UNK     0      -3.127  -0.786   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0      -4.460   1.524   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -5.794   0.754   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -7.201   1.381   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0      -8.231   0.236   0.000  0.00  0.00           N+0
HETATM   12  C   UNK     0      -7.461  -1.097   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -5.955  -0.777   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -4.925  -1.922   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -5.400  -3.386   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.907  -3.706   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -7.937  -2.562   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.208   0.754   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.542   1.524   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       2.208  -0.786   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8   10   13                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   17                                                  
CONECT   13   12    9   14                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   12                                                       
CONECT   18    2   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0029076
HETATM    1  C1  UNL     1       5.091  -1.038   0.286  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.085   0.025   0.723  1.00  0.00           C  
HETATM    3  N1  UNL     1       2.844  -0.299   0.080  1.00  0.00           N  
HETATM    4  C3  UNL     1       1.716  -0.617   0.866  1.00  0.00           C  
HETATM    5  O1  UNL     1       1.795  -0.617   2.123  1.00  0.00           O  
HETATM    6  C4  UNL     1       0.440  -0.949   0.168  1.00  0.00           C  
HETATM    7  N2  UNL     1       0.589  -0.879  -1.266  1.00  0.00           N  
HETATM    8  C5  UNL     1      -0.662   0.016   0.542  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.889  -0.386  -0.189  1.00  0.00           C  
HETATM   10  C7  UNL     1      -2.120  -1.451  -1.029  1.00  0.00           C  
HETATM   11  N3  UNL     1      -3.410  -1.400  -1.457  1.00  0.00           N  
HETATM   12  C8  UNL     1      -4.037  -0.336  -0.927  1.00  0.00           C  
HETATM   13  C9  UNL     1      -5.322   0.140  -1.050  1.00  0.00           C  
HETATM   14  C10 UNL     1      -5.695   1.278  -0.376  1.00  0.00           C  
HETATM   15  C11 UNL     1      -4.755   1.919   0.418  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.472   1.437   0.537  1.00  0.00           C  
HETATM   17  C13 UNL     1      -3.103   0.309  -0.132  1.00  0.00           C  
HETATM   18  C14 UNL     1       4.558   1.381   0.352  1.00  0.00           C  
HETATM   19  O2  UNL     1       3.911   2.118  -0.433  1.00  0.00           O  
HETATM   20  O3  UNL     1       5.737   1.856   0.878  1.00  0.00           O  
HETATM   21  H1  UNL     1       4.783  -1.531  -0.658  1.00  0.00           H  
HETATM   22  H2  UNL     1       5.131  -1.845   1.061  1.00  0.00           H  
HETATM   23  H3  UNL     1       6.073  -0.549   0.131  1.00  0.00           H  
HETATM   24  H4  UNL     1       3.983  -0.017   1.839  1.00  0.00           H  
HETATM   25  H5  UNL     1       2.784  -0.297  -0.948  1.00  0.00           H  
HETATM   26  H6  UNL     1       0.138  -1.948   0.495  1.00  0.00           H  
HETATM   27  H7  UNL     1       0.783   0.058  -1.621  1.00  0.00           H  
HETATM   28  H8  UNL     1       1.135  -1.645  -1.675  1.00  0.00           H  
HETATM   29  H9  UNL     1      -0.818   0.082   1.638  1.00  0.00           H  
HETATM   30  H10 UNL     1      -0.307   1.030   0.195  1.00  0.00           H  
HETATM   31  H11 UNL     1      -1.379  -2.193  -1.288  1.00  0.00           H  
HETATM   32  H12 UNL     1      -3.824  -2.111  -2.111  1.00  0.00           H  
HETATM   33  H13 UNL     1      -6.057  -0.351  -1.664  1.00  0.00           H  
HETATM   34  H14 UNL     1      -6.719   1.672  -0.464  1.00  0.00           H  
HETATM   35  H15 UNL     1      -5.068   2.817   0.944  1.00  0.00           H  
HETATM   36  H16 UNL     1      -2.730   1.947   1.167  1.00  0.00           H  
HETATM   37  H17 UNL     1       5.794   2.374   1.742  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   18   24
CONECT    3    4   25
CONECT    4    5    5    6
CONECT    6    7    8   26
CONECT    7   27   28
CONECT    8    9   29   30
CONECT    9   10   10   17
CONECT   10   11   31
CONECT   11   12   32
CONECT   12   13   13   17
CONECT   13   14   33
CONECT   14   15   15   34
CONECT   15   16   35
CONECT   16   17   17   36
CONECT   18   19   19   20
CONECT   20   37
END

HMDB0029076
     RDKit          3D
Tryptophyl-Alanine
 37 38  0  0  0  0  0  0  0  0999 V2000
    5.0907   -1.0377    0.2859 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0855    0.0245    0.7233 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8438   -0.2989    0.0801 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7160   -0.6165    0.8665 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7948   -0.6166    2.1231 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4405   -0.9489    0.1682 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5888   -0.8790   -1.2664 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6623    0.0160    0.5419 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8894   -0.3859   -0.1888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1203   -1.4505   -1.0287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4105   -1.3998   -1.4571 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0374   -0.3363   -0.9266 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3218    0.1398   -1.0504 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6950    1.2777   -0.3759 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7552    1.9187    0.4180 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4719    1.4367    0.5373 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1025    0.3088   -0.1315 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5578    1.3812    0.3521 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9112    2.1177   -0.4334 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7374    1.8559    0.8782 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7831   -1.5312   -0.6576 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1309   -1.8449    1.0605 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0726   -0.5487    0.1314 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9829   -0.0175    1.8386 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7837   -0.2972   -0.9482 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1380   -1.9476    0.4947 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7827    0.0580   -1.6215 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1345   -1.6454   -1.6746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8183    0.0821    1.6378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3072    1.0302    0.1949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3786   -2.1930   -1.2880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8242   -2.1107   -2.1114 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0573   -0.3513   -1.6641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7191    1.6717   -0.4645 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0675    2.8173    0.9443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7300    1.9469    1.1669 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7937    2.3743    1.7415 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  2  0
  4  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  2 18  1  0
 18 19  2  0
 18 20  1  0
 17  9  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  3 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
  8 29  1  0
  8 30  1  0
 10 31  1  0
 11 32  1  0
 13 33  1  0
 14 34  1  0
 15 35  1  0
 16 36  1  0
 20 37  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
L-Tryptophyl-L-alanine	HMDB
TRP-Ala	HMDB
Tryptophan alanine dipeptide	HMDB
Tryptophan-alanine dipeptide	HMDB
Tryptophylalanine	HMDB
W-a Dipeptide	HMDB
WA dipeptide	HMDB
2-{[2-amino-1-hydroxy-3-(1H-indol-3-yl)propylidene]amino}propanoate	HMDB

Chemical Formula

C₁₄H₁₇N₃O₃

Average Molecular Weight

275.3031

Monoisotopic Molecular Weight

275.126991425

IUPAC Name

2-[2-amino-3-(1H-indol-3-yl)propanamido]propanoic acid

Traditional Name

trp-ala

CAS Registry Number

Not Available

SMILES

CC(NC(=O)C(N)CC1=CNC2=C1C=CC=C2)C(O)=O

InChI Identifier

InChI=1S/C14H17N3O3/c1-8(14(19)20)17-13(18)11(15)6-9-7-16-12-5-3-2-4-10(9)12/h2-5,7-8,11,16H,6,15H2,1H3,(H,17,18)(H,19,20)

InChI Key

OHGNSVACHBZKSS-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
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Triptan
Alanine or derivatives
Alpha-amino acid or derivatives
3-alkylindole
Indole
Indole or derivatives
Aralkylamine
Fatty amide
Substituted pyrrole
Fatty acyl
Benzenoid
Heteroaromatic compound
Pyrrole
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Amino acid
Organoheterocyclic compound
Azacycle
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxygen compound
Primary aliphatic amine
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Organonitrogen compound
Carbonyl group
Organooxygen compound
Amine
Primary amine
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Feces (PMID: 27015276)

Source

Endogenous

Endogenous (HMDB: HMDB0029076)

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	-1.62	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.68 g/L	ALOGPS
logP	-0.88	ALOGPS
logP	-1.6	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	3.74	ChemAxon
pKa (Strongest Basic)	7.96	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	108.21 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	73.5 m³·mol⁻¹	ChemAxon
Polarizability	28.68 Å³	ChemAxon
Number of Rings	2	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]+	164.926	31661259
DarkChem	[M-H]-	161.418	31661259
DeepCCS	[M+H]+	163.526	30932474
DeepCCS	[M-H]-	161.168	30932474
DeepCCS	[M-2H]-	194.055	30932474
DeepCCS	[M+Na]+	169.619	30932474
AllCCS	[M+H]+	164.6	32859911
AllCCS	[M+H-H2O]+	161.2	32859911
AllCCS	[M+NH4]+	167.8	32859911
AllCCS	[M+Na]+	168.7	32859911
AllCCS	[M-H]-	166.2	32859911
AllCCS	[M+Na-2H]-	166.2	32859911
AllCCS	[M+HCOO]-	166.3	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.	2.82 minutes	32390414
Predicted by Siyang on May 30, 2022	10.2023 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	7.32 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	201.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1197.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	227.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	98.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	163.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	106.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	276.1 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	292.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	521.3 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	678.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	313.0 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	877.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	216.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	222.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	395.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	386.9 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	203.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tryptophyl-Alanine	CC(NC(=O)C(N)CC1=CNC2=C1C=CC=C2)C(O)=O	3895.2	Standard polar	33892256
Tryptophyl-Alanine	CC(NC(=O)C(N)CC1=CNC2=C1C=CC=C2)C(O)=O	2402.3	Standard non polar	33892256
Tryptophyl-Alanine	CC(NC(=O)C(N)CC1=CNC2=C1C=CC=C2)C(O)=O	2841.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tryptophyl-Alanine,1TMS,isomer #1	CC(NC(=O)C(N)CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C	2674.1	Semi standard non polar	33892256
Tryptophyl-Alanine,1TMS,isomer #2	CC(NC(=O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C)C(=O)O	2741.9	Semi standard non polar	33892256
Tryptophyl-Alanine,1TMS,isomer #3	CC(C(=O)O)N(C(=O)C(N)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C	2752.8	Semi standard non polar	33892256
Tryptophyl-Alanine,1TMS,isomer #4	CC(NC(=O)C(N)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O	2711.3	Semi standard non polar	33892256
Tryptophyl-Alanine,2TMS,isomer #1	CC(NC(=O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2663.0	Semi standard non polar	33892256
Tryptophyl-Alanine,2TMS,isomer #1	CC(NC(=O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2549.3	Standard non polar	33892256
Tryptophyl-Alanine,2TMS,isomer #2	CC(C(=O)O[Si](C)(C)C)N(C(=O)C(N)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C	2697.1	Semi standard non polar	33892256
Tryptophyl-Alanine,2TMS,isomer #2	CC(C(=O)O[Si](C)(C)C)N(C(=O)C(N)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C	2579.0	Standard non polar	33892256
Tryptophyl-Alanine,2TMS,isomer #3	CC(NC(=O)C(N)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C	2648.1	Semi standard non polar	33892256
Tryptophyl-Alanine,2TMS,isomer #3	CC(NC(=O)C(N)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C	2530.9	Standard non polar	33892256
Tryptophyl-Alanine,2TMS,isomer #4	CC(C(=O)O)N(C(=O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C)[Si](C)(C)C	2717.8	Semi standard non polar	33892256
Tryptophyl-Alanine,2TMS,isomer #4	CC(C(=O)O)N(C(=O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C)[Si](C)(C)C	2613.7	Standard non polar	33892256
Tryptophyl-Alanine,2TMS,isomer #5	CC(NC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C)C(=O)O	2720.3	Semi standard non polar	33892256
Tryptophyl-Alanine,2TMS,isomer #5	CC(NC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C)C(=O)O	2607.2	Standard non polar	33892256
Tryptophyl-Alanine,2TMS,isomer #6	CC(NC(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2850.0	Semi standard non polar	33892256
Tryptophyl-Alanine,2TMS,isomer #6	CC(NC(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2671.8	Standard non polar	33892256
Tryptophyl-Alanine,2TMS,isomer #7	CC(C(=O)O)N(C(=O)C(N)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)[Si](C)(C)C	2713.3	Semi standard non polar	33892256
Tryptophyl-Alanine,2TMS,isomer #7	CC(C(=O)O)N(C(=O)C(N)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)[Si](C)(C)C	2613.4	Standard non polar	33892256
Tryptophyl-Alanine,3TMS,isomer #1	CC(C(=O)O[Si](C)(C)C)N(C(=O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C)[Si](C)(C)C	2703.0	Semi standard non polar	33892256
Tryptophyl-Alanine,3TMS,isomer #1	CC(C(=O)O[Si](C)(C)C)N(C(=O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C)[Si](C)(C)C	2665.2	Standard non polar	33892256
Tryptophyl-Alanine,3TMS,isomer #2	CC(NC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2649.9	Semi standard non polar	33892256
Tryptophyl-Alanine,3TMS,isomer #2	CC(NC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2616.1	Standard non polar	33892256
Tryptophyl-Alanine,3TMS,isomer #3	CC(NC(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2786.4	Semi standard non polar	33892256
Tryptophyl-Alanine,3TMS,isomer #3	CC(NC(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2699.5	Standard non polar	33892256
Tryptophyl-Alanine,3TMS,isomer #4	CC(C(=O)O[Si](C)(C)C)N(C(=O)C(N)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)[Si](C)(C)C	2671.2	Semi standard non polar	33892256
Tryptophyl-Alanine,3TMS,isomer #4	CC(C(=O)O[Si](C)(C)C)N(C(=O)C(N)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)[Si](C)(C)C	2650.0	Standard non polar	33892256
Tryptophyl-Alanine,3TMS,isomer #5	CC(C(=O)O)N(C(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C)[Si](C)(C)C	2687.5	Semi standard non polar	33892256
Tryptophyl-Alanine,3TMS,isomer #5	CC(C(=O)O)N(C(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C)[Si](C)(C)C	2695.3	Standard non polar	33892256
Tryptophyl-Alanine,3TMS,isomer #6	CC(C(=O)O)N(C(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2837.0	Semi standard non polar	33892256
Tryptophyl-Alanine,3TMS,isomer #6	CC(C(=O)O)N(C(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2763.7	Standard non polar	33892256
Tryptophyl-Alanine,3TMS,isomer #7	CC(NC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2843.2	Semi standard non polar	33892256
Tryptophyl-Alanine,3TMS,isomer #7	CC(NC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2746.0	Standard non polar	33892256
Tryptophyl-Alanine,4TMS,isomer #1	CC(C(=O)O[Si](C)(C)C)N(C(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C)[Si](C)(C)C	2703.4	Semi standard non polar	33892256
Tryptophyl-Alanine,4TMS,isomer #1	CC(C(=O)O[Si](C)(C)C)N(C(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C)[Si](C)(C)C	2724.3	Standard non polar	33892256
Tryptophyl-Alanine,4TMS,isomer #2	CC(C(=O)O[Si](C)(C)C)N(C(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2846.4	Semi standard non polar	33892256
Tryptophyl-Alanine,4TMS,isomer #2	CC(C(=O)O[Si](C)(C)C)N(C(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2803.9	Standard non polar	33892256
Tryptophyl-Alanine,4TMS,isomer #3	CC(NC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2798.9	Semi standard non polar	33892256
Tryptophyl-Alanine,4TMS,isomer #3	CC(NC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2762.4	Standard non polar	33892256
Tryptophyl-Alanine,4TMS,isomer #4	CC(C(=O)O)N(C(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2865.0	Semi standard non polar	33892256
Tryptophyl-Alanine,4TMS,isomer #4	CC(C(=O)O)N(C(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2834.4	Standard non polar	33892256
Tryptophyl-Alanine,5TMS,isomer #1	CC(C(=O)O[Si](C)(C)C)N(C(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2891.1	Semi standard non polar	33892256
Tryptophyl-Alanine,5TMS,isomer #1	CC(C(=O)O[Si](C)(C)C)N(C(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2871.6	Standard non polar	33892256
Tryptophyl-Alanine,1TBDMS,isomer #1	CC(NC(=O)C(N)CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C	2977.0	Semi standard non polar	33892256
Tryptophyl-Alanine,1TBDMS,isomer #2	CC(NC(=O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C)C(=O)O	2980.1	Semi standard non polar	33892256
Tryptophyl-Alanine,1TBDMS,isomer #3	CC(C(=O)O)N(C(=O)C(N)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3013.2	Semi standard non polar	33892256
Tryptophyl-Alanine,1TBDMS,isomer #4	CC(NC(=O)C(N)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O	2974.7	Semi standard non polar	33892256
Tryptophyl-Alanine,2TBDMS,isomer #1	CC(NC(=O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3171.4	Semi standard non polar	33892256
Tryptophyl-Alanine,2TBDMS,isomer #1	CC(NC(=O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3002.6	Standard non polar	33892256
Tryptophyl-Alanine,2TBDMS,isomer #2	CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C(N)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3203.2	Semi standard non polar	33892256
Tryptophyl-Alanine,2TBDMS,isomer #2	CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C(N)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3017.7	Standard non polar	33892256
Tryptophyl-Alanine,2TBDMS,isomer #3	CC(NC(=O)C(N)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C	3170.4	Semi standard non polar	33892256
Tryptophyl-Alanine,2TBDMS,isomer #3	CC(NC(=O)C(N)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C	2958.0	Standard non polar	33892256
Tryptophyl-Alanine,2TBDMS,isomer #4	CC(C(=O)O)N(C(=O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3235.9	Semi standard non polar	33892256
Tryptophyl-Alanine,2TBDMS,isomer #4	CC(C(=O)O)N(C(=O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3040.0	Standard non polar	33892256
Tryptophyl-Alanine,2TBDMS,isomer #5	CC(NC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C)C(=O)O	3166.1	Semi standard non polar	33892256
Tryptophyl-Alanine,2TBDMS,isomer #5	CC(NC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C)C(=O)O	3007.7	Standard non polar	33892256
Tryptophyl-Alanine,2TBDMS,isomer #6	CC(NC(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3352.1	Semi standard non polar	33892256
Tryptophyl-Alanine,2TBDMS,isomer #6	CC(NC(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3064.1	Standard non polar	33892256
Tryptophyl-Alanine,2TBDMS,isomer #7	CC(C(=O)O)N(C(=O)C(N)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3207.5	Semi standard non polar	33892256
Tryptophyl-Alanine,2TBDMS,isomer #7	CC(C(=O)O)N(C(=O)C(N)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3000.2	Standard non polar	33892256
Tryptophyl-Alanine,3TBDMS,isomer #1	CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3401.1	Semi standard non polar	33892256
Tryptophyl-Alanine,3TBDMS,isomer #1	CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3287.2	Standard non polar	33892256
Tryptophyl-Alanine,3TBDMS,isomer #2	CC(NC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3295.6	Semi standard non polar	33892256
Tryptophyl-Alanine,3TBDMS,isomer #2	CC(NC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3216.7	Standard non polar	33892256
Tryptophyl-Alanine,3TBDMS,isomer #3	CC(NC(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3540.2	Semi standard non polar	33892256
Tryptophyl-Alanine,3TBDMS,isomer #3	CC(NC(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3296.6	Standard non polar	33892256
Tryptophyl-Alanine,3TBDMS,isomer #4	CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C(N)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3331.1	Semi standard non polar	33892256
Tryptophyl-Alanine,3TBDMS,isomer #4	CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C(N)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3216.7	Standard non polar	33892256
Tryptophyl-Alanine,3TBDMS,isomer #5	CC(C(=O)O)N(C(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3391.5	Semi standard non polar	33892256
Tryptophyl-Alanine,3TBDMS,isomer #5	CC(C(=O)O)N(C(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3261.9	Standard non polar	33892256
Tryptophyl-Alanine,3TBDMS,isomer #6	CC(C(=O)O)N(C(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3574.9	Semi standard non polar	33892256
Tryptophyl-Alanine,3TBDMS,isomer #6	CC(C(=O)O)N(C(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3347.4	Standard non polar	33892256
Tryptophyl-Alanine,3TBDMS,isomer #7	CC(NC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3556.3	Semi standard non polar	33892256
Tryptophyl-Alanine,3TBDMS,isomer #7	CC(NC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3286.4	Standard non polar	33892256
Tryptophyl-Alanine,4TBDMS,isomer #1	CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3489.6	Semi standard non polar	33892256
Tryptophyl-Alanine,4TBDMS,isomer #1	CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3460.0	Standard non polar	33892256
Tryptophyl-Alanine,4TBDMS,isomer #2	CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3749.4	Semi standard non polar	33892256
Tryptophyl-Alanine,4TBDMS,isomer #2	CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3561.9	Standard non polar	33892256
Tryptophyl-Alanine,4TBDMS,isomer #3	CC(NC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3656.7	Semi standard non polar	33892256
Tryptophyl-Alanine,4TBDMS,isomer #3	CC(NC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3470.0	Standard non polar	33892256
Tryptophyl-Alanine,4TBDMS,isomer #4	CC(C(=O)O)N(C(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3736.3	Semi standard non polar	33892256
Tryptophyl-Alanine,4TBDMS,isomer #4	CC(C(=O)O)N(C(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3520.0	Standard non polar	33892256
Tryptophyl-Alanine,5TBDMS,isomer #1	CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3891.6	Semi standard non polar	33892256
Tryptophyl-Alanine,5TBDMS,isomer #1	CC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3700.6	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tryptophyl-Alanine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-3910000000-92373fff9db3acdafc6f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tryptophyl-Alanine GC-MS (1 TMS) - 70eV, Positive	splash10-001i-5292000000-f94b5c8beab29defe4eb	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tryptophyl-Alanine 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 - Tryptophyl-Alanine 10V, Positive-QTOF	splash10-0a6r-1490000000-57cbbbffbc1a18791c85	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Alanine 20V, Positive-QTOF	splash10-0006-5920000000-6503fd5398d40c6a5a01	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Alanine 40V, Positive-QTOF	splash10-000x-2900000000-669c2805c8fa9f37ab6b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Alanine 10V, Negative-QTOF	splash10-00di-0090000000-94c1404a47f868be25a1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Alanine 20V, Negative-QTOF	splash10-00dr-6290000000-22e249e8ac2c60b41f4e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Alanine 40V, Negative-QTOF	splash10-0079-9300000000-7cf2207de95abb083c4c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Alanine 10V, Positive-QTOF	splash10-0a59-0960000000-0fc81bd812c0f3934553	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Alanine 20V, Positive-QTOF	splash10-0006-0900000000-9b3996b2b5af00489c76	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Alanine 40V, Positive-QTOF	splash10-0006-3900000000-4c3a6854073613d8bee6	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Alanine 10V, Negative-QTOF	splash10-059i-5490000000-3947d0bec2f476a6786a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Alanine 20V, Negative-QTOF	splash10-0f7a-9730000000-46e8b07bf849719ed74d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Alanine 40V, Negative-QTOF	splash10-00kf-9600000000-e539506101f25c44c89b	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)	2021-09-29	Wishart Lab	View Spectrum
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, 1000 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, 200 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, 300 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, 400 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, 500 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, 600 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, 700 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, 800 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, 900 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

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	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112082

KNApSAcK ID

Not Available

Chemspider ID

231457

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

263475

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

Pingitore F, Wesdemiotis C: Characterization of dipeptide isomers by tandem mass spectrometry of their mono- versus dilithiated complexes. Anal Chem. 2005 Mar 15;77(6):1796-806. [PubMed:15762588 ]
Kano K, Hasegawa H, Miyamura M: Chiral recognition of dipeptide methyl esters by an anionic beta-cyclodextrin. Chirality. 2001 Aug;13(8):474-82. [PubMed:11466771 ]
Fleming GR, Morris JM, Robbins RJ, Woolfe GJ, Thistlethwaite PJ, Robinson GW: Nonexponential fluorescence decay of aqueous tryptophan and two related peptides by picosecond spectroscopy. Proc Natl Acad Sci U S A. 1978 Oct;75(10):4652-6. [PubMed:16592569 ]
Joshi S, Ghosh I, Pokhrel S, Madler L, Nau WM: Interactions of amino acids and polypeptides with metal oxide nanoparticles probed by fluorescent indicator adsorption and displacement. ACS Nano. 2012 Jun 26;6(6):5668-79. doi: 10.1021/nn301669t. Epub 2012 May 22. [PubMed:22591378 ]

Showing metabocard for Tryptophyl-Alanine (HMDB0029076)

MOL for HMDB0029076 (Tryptophyl-Alanine)

3D MOL for HMDB0029076 (Tryptophyl-Alanine)

3D SDF for HMDB0029076 (Tryptophyl-Alanine)

3D-SDF for HMDB0029076 (Tryptophyl-Alanine)

PDB for HMDB0029076 (Tryptophyl-Alanine)

3D PDB for HMDB0029076 (Tryptophyl-Alanine)

SMILES for HMDB0029076 (Tryptophyl-Alanine)

INCHI for HMDB0029076 (Tryptophyl-Alanine)

Structure for HMDB0029076 (Tryptophyl-Alanine)

3D Structure for HMDB0029076 (Tryptophyl-Alanine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra