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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:03:25 UTC

Update Date

2021-09-14 15:45:18 UTC

HMDB ID

HMDB0029028

Secondary Accession Numbers

HMDB29028

Metabolite Identification

Common Name

Prolyl-Tryptophan

Description

Prolyl-Tryptophan is a dipeptide composed of proline and tryptophan. 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

HMDB0029028
     RDKit          3D
Prolyl-Tryptophan
 41 43  0  0  0  0  0  0  0  0999 V2000
   -0.8852   -1.8766   -2.0805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1531   -0.8901   -2.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6984   -0.8398   -3.4361 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1680    0.3220   -1.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2116    0.7163   -1.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0768   -0.2323   -0.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8600   -1.5118    0.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0111   -1.9205    0.5674 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9495   -0.9713    0.4939 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2795   -0.8823    0.9082 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0398    0.2496    0.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4876    1.3408    0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1733    1.2455   -0.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4007    0.1118   -0.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0548    0.1068   -0.3584 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2472    0.8694   -0.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5567    1.7522   -1.1091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1932    0.6696    0.8666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8160   -0.6997    0.8274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1342   -0.5519    1.5597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2524    0.9488    1.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3376    1.5468    0.7796 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4753   -0.1528   -4.1522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6208    1.1546   -2.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613    1.0449   -2.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2146    1.6598   -0.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9251   -2.0783   -0.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1704   -2.8553    1.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6753   -1.7558    1.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0739    0.3041    1.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0875    2.2261   -0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7447    2.1000   -0.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8743   -0.5996    0.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6442    0.8369    1.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0370   -0.9591   -0.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1737   -1.4468    1.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1343   -1.0852    2.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9813   -0.9643    0.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2960    1.2366    1.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9878    1.2455    2.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7686    1.3748   -0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  4 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 14  6  1  0
 22 18  1  0
 14  9  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 15 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
M  END


  Mrv1652304062014092D          

 22 24  0  0  0  0            999 V2000
    0.1565    0.5269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3955    1.1400    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1406    1.9246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6664    2.0961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2184    1.4830    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9635    0.6984    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9721    1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8859    2.6391    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0789    2.8106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.6866    1.4061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4010    1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4010    2.6436    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6866    3.0561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1155    3.0561    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1155    1.4061    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.8300    1.8186    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8300    2.6436    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5445    1.4061    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6307    0.5856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4377    0.4141    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8502    1.1286    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2981    1.7417    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  1  6  1  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  4  9  1  0  0  0  0
  7 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
 11 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 18 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029028

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)C(CC1=CNC2=CC=CC=C12)NC(=O)C1CCCN1

> <INCHI_IDENTIFIER>
InChI=1S/C16H19N3O3/c20-15(13-6-3-7-17-13)19-14(16(21)22)8-10-9-18-12-5-2-1-4-11(10)12/h1-2,4-5,9,13-14,17-18H,3,6-8H2,(H,19,20)(H,21,22)

> <INCHI_KEY>
UEKYKRQIAQHOOZ-UHFFFAOYSA-N

> <FORMULA>
C16H19N3O3

> <MOLECULAR_WEIGHT>
301.3404

> <EXACT_MASS>
301.142641489

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
31.65026475648219

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
0.15

> <JCHEM_LOGP>
-1.3507911781575253

> <ALOGPS_LOGS>
-2.84

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.625632598206252

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8453545576331556

> <JCHEM_PKA_STRONGEST_BASIC>
9.806359202940213

> <JCHEM_POLAR_SURFACE_AREA>
94.22

> <JCHEM_REFRACTIVITY>
81.0672

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.36e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-(1H-indol-3-yl)-2-(pyrrolidin-2-ylformamido)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029028
     RDKit          3D
Prolyl-Tryptophan
 41 43  0  0  0  0  0  0  0  0999 V2000
   -0.8852   -1.8766   -2.0805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1531   -0.8901   -2.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6984   -0.8398   -3.4361 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1680    0.3220   -1.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2116    0.7163   -1.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0768   -0.2323   -0.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8600   -1.5118    0.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0111   -1.9205    0.5674 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9495   -0.9713    0.4939 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2795   -0.8823    0.9082 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0398    0.2496    0.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4876    1.3408    0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1733    1.2455   -0.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4007    0.1118   -0.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0548    0.1068   -0.3584 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2472    0.8694   -0.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5567    1.7522   -1.1091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1932    0.6696    0.8666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8160   -0.6997    0.8274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1342   -0.5519    1.5597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2524    0.9488    1.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3376    1.5468    0.7796 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4753   -0.1528   -4.1522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6208    1.1546   -2.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613    1.0449   -2.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2146    1.6598   -0.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9251   -2.0783   -0.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1704   -2.8553    1.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6753   -1.7558    1.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0739    0.3041    1.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0875    2.2261   -0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7447    2.1000   -0.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8743   -0.5996    0.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6442    0.8369    1.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0370   -0.9591   -0.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1737   -1.4468    1.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1343   -1.0852    2.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9813   -0.9643    0.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2960    1.2366    1.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9878    1.2455    2.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7686    1.3748   -0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  4 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 14  6  1  0
 22 18  1  0
 14  9  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 15 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  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       0.292   0.984   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -0.738   2.128   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.262   3.593   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.244   3.913   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.274   2.768   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.799   1.304   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.681   3.395   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.520   4.926   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0       2.014   5.246   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0       5.015   2.625   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.349   3.395   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.349   4.935   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0       5.015   5.705   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0       7.682   5.705   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0       7.682   2.625   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0       9.016   3.395   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       9.016   4.935   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0      10.350   2.625   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      10.511   1.093   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      12.017   0.773   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      12.787   2.107   0.000  0.00  0.00           C+0
HETATM   22  N   UNK     0      11.756   3.251   0.000  0.00  0.00           N+0
CONECT    1    2    6                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    9                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5    1                                                       
CONECT    7    5    8   10                                                  
CONECT    8    7    9                                                       
CONECT    9    8    4                                                       
CONECT   10    7   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   11   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   22                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   18                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0029028
HETATM    1  O1  UNL     1      -0.885  -1.877  -2.080  1.00  0.00           O  
HETATM    2  C1  UNL     1      -0.153  -0.890  -2.341  1.00  0.00           C  
HETATM    3  O2  UNL     1       0.698  -0.840  -3.436  1.00  0.00           O  
HETATM    4  C2  UNL     1      -0.168   0.322  -1.445  1.00  0.00           C  
HETATM    5  C3  UNL     1       1.212   0.716  -1.130  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.077  -0.232  -0.446  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.860  -1.512   0.009  1.00  0.00           C  
HETATM    8  N1  UNL     1       3.011  -1.921   0.567  1.00  0.00           N  
HETATM    9  C6  UNL     1       3.949  -0.971   0.494  1.00  0.00           C  
HETATM   10  C7  UNL     1       5.280  -0.882   0.908  1.00  0.00           C  
HETATM   11  C8  UNL     1       6.040   0.250   0.699  1.00  0.00           C  
HETATM   12  C9  UNL     1       5.488   1.341   0.062  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.173   1.246  -0.345  1.00  0.00           C  
HETATM   14  C11 UNL     1       3.401   0.112  -0.139  1.00  0.00           C  
HETATM   15  N2  UNL     1      -1.055   0.107  -0.358  1.00  0.00           N  
HETATM   16  C12 UNL     1      -2.247   0.869  -0.254  1.00  0.00           C  
HETATM   17  O3  UNL     1      -2.557   1.752  -1.109  1.00  0.00           O  
HETATM   18  C13 UNL     1      -3.193   0.670   0.867  1.00  0.00           C  
HETATM   19  C14 UNL     1      -3.816  -0.700   0.827  1.00  0.00           C  
HETATM   20  C15 UNL     1      -5.134  -0.552   1.560  1.00  0.00           C  
HETATM   21  C16 UNL     1      -5.252   0.949   1.739  1.00  0.00           C  
HETATM   22  N3  UNL     1      -4.338   1.547   0.780  1.00  0.00           N  
HETATM   23  H1  UNL     1       0.475  -0.153  -4.152  1.00  0.00           H  
HETATM   24  H2  UNL     1      -0.621   1.155  -2.085  1.00  0.00           H  
HETATM   25  H3  UNL     1       1.761   1.045  -2.061  1.00  0.00           H  
HETATM   26  H4  UNL     1       1.215   1.660  -0.504  1.00  0.00           H  
HETATM   27  H5  UNL     1       0.925  -2.078  -0.075  1.00  0.00           H  
HETATM   28  H6  UNL     1       3.170  -2.855   1.007  1.00  0.00           H  
HETATM   29  H7  UNL     1       5.675  -1.756   1.403  1.00  0.00           H  
HETATM   30  H8  UNL     1       7.074   0.304   1.027  1.00  0.00           H  
HETATM   31  H9  UNL     1       6.087   2.226  -0.100  1.00  0.00           H  
HETATM   32  H10 UNL     1       3.745   2.100  -0.842  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.874  -0.600   0.388  1.00  0.00           H  
HETATM   34  H12 UNL     1      -2.644   0.837   1.825  1.00  0.00           H  
HETATM   35  H13 UNL     1      -4.037  -0.959  -0.217  1.00  0.00           H  
HETATM   36  H14 UNL     1      -3.174  -1.447   1.337  1.00  0.00           H  
HETATM   37  H15 UNL     1      -5.134  -1.085   2.531  1.00  0.00           H  
HETATM   38  H16 UNL     1      -5.981  -0.964   0.978  1.00  0.00           H  
HETATM   39  H17 UNL     1      -6.296   1.237   1.506  1.00  0.00           H  
HETATM   40  H18 UNL     1      -4.988   1.245   2.773  1.00  0.00           H  
HETATM   41  H19 UNL     1      -4.769   1.375  -0.167  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   23
CONECT    4    5   15   24
CONECT    5    6   25   26
CONECT    6    7    7   14
CONECT    7    8   27
CONECT    8    9   28
CONECT    9   10   10   14
CONECT   10   11   29
CONECT   11   12   12   30
CONECT   12   13   31
CONECT   13   14   14   32
CONECT   15   16   33
CONECT   16   17   17   18
CONECT   18   19   22   34
CONECT   19   20   35   36
CONECT   20   21   37   38
CONECT   21   22   39   40
CONECT   22   41
END

HMDB0029028
     RDKit          3D
Prolyl-Tryptophan
 41 43  0  0  0  0  0  0  0  0999 V2000
   -0.8852   -1.8766   -2.0805 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1531   -0.8901   -2.3407 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6984   -0.8398   -3.4361 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1680    0.3220   -1.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2116    0.7163   -1.1298 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0768   -0.2323   -0.4458 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8600   -1.5118    0.0085 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0111   -1.9205    0.5674 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.9495   -0.9713    0.4939 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2795   -0.8823    0.9082 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0398    0.2496    0.6991 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4876    1.3408    0.0617 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1733    1.2455   -0.3447 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4007    0.1118   -0.1390 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0548    0.1068   -0.3584 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2472    0.8694   -0.2539 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5567    1.7522   -1.1091 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1932    0.6696    0.8666 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8160   -0.6997    0.8274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1342   -0.5519    1.5597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2524    0.9488    1.7394 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3376    1.5468    0.7796 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4753   -0.1528   -4.1522 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6208    1.1546   -2.0845 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7613    1.0449   -2.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2146    1.6598   -0.5043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9251   -2.0783   -0.0746 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1704   -2.8553    1.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6753   -1.7558    1.4026 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0739    0.3041    1.0273 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0875    2.2261   -0.1000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7447    2.1000   -0.8425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8743   -0.5996    0.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6442    0.8369    1.8252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0370   -0.9591   -0.2165 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1737   -1.4468    1.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1343   -1.0852    2.5305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9813   -0.9643    0.9780 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2960    1.2366    1.5056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9878    1.2455    2.7728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7686    1.3748   -0.1673 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
  4 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 14  6  1  0
 22 18  1  0
 14  9  1  0
  3 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  7 27  1  0
  8 28  1  0
 10 29  1  0
 11 30  1  0
 12 31  1  0
 13 32  1  0
 15 33  1  0
 18 34  1  0
 19 35  1  0
 19 36  1  0
 20 37  1  0
 20 38  1  0
 21 39  1  0
 21 40  1  0
 22 41  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
L-Prolyl-L-tryptophan	HMDB
p-W Dipeptide	HMDB
Pro-TRP	HMDB
Proline tryptophan dipeptide	HMDB
Proline-tryptophan dipeptide	HMDB
Prolyltryptophan	HMDB
PW Dipeptide	HMDB
2-{[hydroxy(pyrrolidin-2-yl)methylidene]amino}-3-(1H-indol-3-yl)propanoate	HMDB

Chemical Formula

C₁₆H₁₉N₃O₃

Average Molecular Weight

301.3404

Monoisotopic Molecular Weight

301.142641489

IUPAC Name

3-(1H-indol-3-yl)-2-[(pyrrolidin-2-yl)formamido]propanoic acid

Traditional Name

3-(1H-indol-3-yl)-2-(pyrrolidin-2-ylformamido)propanoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)C(CC1=CNC2=CC=CC=C12)NC(=O)C1CCCN1

InChI Identifier

InChI=1S/C16H19N3O3/c20-15(13-6-3-7-17-13)19-14(16(21)22)8-10-9-18-12-5-2-1-4-11(10)12/h1-2,4-5,9,13-14,17-18H,3,6-8H2,(H,19,20)(H,21,22)

InChI Key

UEKYKRQIAQHOOZ-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
Proline or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
3-alkylindole
Indole
Indole or derivatives
Pyrrolidine carboxylic acid or derivatives
Pyrrolidine-2-carboxamide
Benzenoid
Substituted pyrrole
Heteroaromatic compound
Pyrrole
Pyrrolidine
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Secondary aliphatic amine
Carboxylic acid
Organoheterocyclic compound
Azacycle
Secondary amine
Organooxygen compound
Organonitrogen compound
Hydrocarbon derivative
Amine
Organic oxide
Organopnictogen compound
Carbonyl group
Organic nitrogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Feces (PMID: 25037050)

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	-1.35	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.44 g/L	ALOGPS
logP	0.15	ALOGPS
logP	-1.4	ChemAxon
logS	-2.8	ALOGPS
pKa (Strongest Acidic)	3.85	ChemAxon
pKa (Strongest Basic)	9.81	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	94.22 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	81.07 m³·mol⁻¹	ChemAxon
Polarizability	31.65 Å³	ChemAxon
Number of Rings	3	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]+	169.516	31661259
DarkChem	[M-H]-	169.771	31661259
DeepCCS	[M-2H]-	195.029	30932474
DeepCCS	[M+Na]+	170.594	30932474
AllCCS	[M+H]+	172.0	32859911
AllCCS	[M+H-H2O]+	168.6	32859911
AllCCS	[M+NH4]+	175.1	32859911
AllCCS	[M+Na]+	176.0	32859911
AllCCS	[M-H]-	173.3	32859911
AllCCS	[M+Na-2H]-	173.1	32859911
AllCCS	[M+HCOO]-	173.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Prolyl-Tryptophan	OC(=O)C(CC1=CNC2=CC=CC=C12)NC(=O)C1CCCN1	4203.4	Standard polar	33892256
Prolyl-Tryptophan	OC(=O)C(CC1=CNC2=CC=CC=C12)NC(=O)C1CCCN1	2662.9	Standard non polar	33892256
Prolyl-Tryptophan	OC(=O)C(CC1=CNC2=CC=CC=C12)NC(=O)C1CCCN1	2983.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Prolyl-Tryptophan,1TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)NC(=O)C1CCCN1	2886.5	Semi standard non polar	33892256
Prolyl-Tryptophan,1TMS,isomer #2	C[Si](C)(C)N1C=C(CC(NC(=O)C2CCCN2)C(=O)O)C2=CC=CC=C21	2990.0	Semi standard non polar	33892256
Prolyl-Tryptophan,1TMS,isomer #3	C[Si](C)(C)N(C(=O)C1CCCN1)C(CC1=C[NH]C2=CC=CC=C12)C(=O)O	2908.0	Semi standard non polar	33892256
Prolyl-Tryptophan,1TMS,isomer #4	C[Si](C)(C)N1CCCC1C(=O)NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O	3001.4	Semi standard non polar	33892256
Prolyl-Tryptophan,2TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)NC(=O)C1CCCN1	2941.6	Semi standard non polar	33892256
Prolyl-Tryptophan,2TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)NC(=O)C1CCCN1	2716.6	Standard non polar	33892256
Prolyl-Tryptophan,2TMS,isomer #2	C[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)N(C(=O)C1CCCN1)[Si](C)(C)C	2844.1	Semi standard non polar	33892256
Prolyl-Tryptophan,2TMS,isomer #2	C[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)N(C(=O)C1CCCN1)[Si](C)(C)C	2789.4	Standard non polar	33892256
Prolyl-Tryptophan,2TMS,isomer #3	C[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)NC(=O)C1CCCN1[Si](C)(C)C	2956.6	Semi standard non polar	33892256
Prolyl-Tryptophan,2TMS,isomer #3	C[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)NC(=O)C1CCCN1[Si](C)(C)C	2797.2	Standard non polar	33892256
Prolyl-Tryptophan,2TMS,isomer #4	C[Si](C)(C)N(C(=O)C1CCCN1)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O	2935.0	Semi standard non polar	33892256
Prolyl-Tryptophan,2TMS,isomer #4	C[Si](C)(C)N(C(=O)C1CCCN1)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O	2843.3	Standard non polar	33892256
Prolyl-Tryptophan,2TMS,isomer #5	C[Si](C)(C)N1CCCC1C(=O)NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O	3004.4	Semi standard non polar	33892256
Prolyl-Tryptophan,2TMS,isomer #5	C[Si](C)(C)N1CCCC1C(=O)NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O	2870.3	Standard non polar	33892256
Prolyl-Tryptophan,2TMS,isomer #6	C[Si](C)(C)N1CCCC1C(=O)N(C(CC1=C[NH]C2=CC=CC=C12)C(=O)O)[Si](C)(C)C	2945.0	Semi standard non polar	33892256
Prolyl-Tryptophan,2TMS,isomer #6	C[Si](C)(C)N1CCCC1C(=O)N(C(CC1=C[NH]C2=CC=CC=C12)C(=O)O)[Si](C)(C)C	2858.2	Standard non polar	33892256
Prolyl-Tryptophan,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N(C(=O)C1CCCN1)[Si](C)(C)C	2896.9	Semi standard non polar	33892256
Prolyl-Tryptophan,3TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N(C(=O)C1CCCN1)[Si](C)(C)C	2853.4	Standard non polar	33892256
Prolyl-Tryptophan,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)NC(=O)C1CCCN1[Si](C)(C)C	2958.0	Semi standard non polar	33892256
Prolyl-Tryptophan,3TMS,isomer #2	C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)NC(=O)C1CCCN1[Si](C)(C)C	2864.3	Standard non polar	33892256
Prolyl-Tryptophan,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)N(C(=O)C1CCCN1[Si](C)(C)C)[Si](C)(C)C	2942.0	Semi standard non polar	33892256
Prolyl-Tryptophan,3TMS,isomer #3	C[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)N(C(=O)C1CCCN1[Si](C)(C)C)[Si](C)(C)C	2897.9	Standard non polar	33892256
Prolyl-Tryptophan,3TMS,isomer #4	C[Si](C)(C)N1CCCC1C(=O)N(C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O)[Si](C)(C)C	2953.5	Semi standard non polar	33892256
Prolyl-Tryptophan,3TMS,isomer #4	C[Si](C)(C)N1CCCC1C(=O)N(C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O)[Si](C)(C)C	2941.6	Standard non polar	33892256
Prolyl-Tryptophan,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N(C(=O)C1CCCN1[Si](C)(C)C)[Si](C)(C)C	2970.8	Semi standard non polar	33892256
Prolyl-Tryptophan,4TMS,isomer #1	C[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N(C(=O)C1CCCN1[Si](C)(C)C)[Si](C)(C)C	2958.7	Standard non polar	33892256
Prolyl-Tryptophan,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)NC(=O)C1CCCN1	3193.3	Semi standard non polar	33892256
Prolyl-Tryptophan,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N1C=C(CC(NC(=O)C2CCCN2)C(=O)O)C2=CC=CC=C21	3252.4	Semi standard non polar	33892256
Prolyl-Tryptophan,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(=O)C1CCCN1)C(CC1=C[NH]C2=CC=CC=C12)C(=O)O	3186.0	Semi standard non polar	33892256
Prolyl-Tryptophan,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1CCCC1C(=O)NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O	3261.7	Semi standard non polar	33892256
Prolyl-Tryptophan,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)NC(=O)C1CCCN1	3427.6	Semi standard non polar	33892256
Prolyl-Tryptophan,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)NC(=O)C1CCCN1	3152.5	Standard non polar	33892256
Prolyl-Tryptophan,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)N(C(=O)C1CCCN1)[Si](C)(C)C(C)(C)C	3401.6	Semi standard non polar	33892256
Prolyl-Tryptophan,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)N(C(=O)C1CCCN1)[Si](C)(C)C(C)(C)C	3230.3	Standard non polar	33892256
Prolyl-Tryptophan,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)NC(=O)C1CCCN1[Si](C)(C)C(C)(C)C	3466.3	Semi standard non polar	33892256
Prolyl-Tryptophan,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)NC(=O)C1CCCN1[Si](C)(C)C(C)(C)C	3227.7	Standard non polar	33892256
Prolyl-Tryptophan,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)C1CCCN1)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O	3408.3	Semi standard non polar	33892256
Prolyl-Tryptophan,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)C1CCCN1)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O	3244.9	Standard non polar	33892256
Prolyl-Tryptophan,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N1CCCC1C(=O)NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O	3468.1	Semi standard non polar	33892256
Prolyl-Tryptophan,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)N1CCCC1C(=O)NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O	3265.2	Standard non polar	33892256
Prolyl-Tryptophan,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N1CCCC1C(=O)N(C(CC1=C[NH]C2=CC=CC=C12)C(=O)O)[Si](C)(C)C(C)(C)C	3444.4	Semi standard non polar	33892256
Prolyl-Tryptophan,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N1CCCC1C(=O)N(C(CC1=C[NH]C2=CC=CC=C12)C(=O)O)[Si](C)(C)C(C)(C)C	3269.3	Standard non polar	33892256
Prolyl-Tryptophan,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N(C(=O)C1CCCN1)[Si](C)(C)C(C)(C)C	3536.7	Semi standard non polar	33892256
Prolyl-Tryptophan,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N(C(=O)C1CCCN1)[Si](C)(C)C(C)(C)C	3452.3	Standard non polar	33892256
Prolyl-Tryptophan,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)NC(=O)C1CCCN1[Si](C)(C)C(C)(C)C	3598.0	Semi standard non polar	33892256
Prolyl-Tryptophan,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)NC(=O)C1CCCN1[Si](C)(C)C(C)(C)C	3457.6	Standard non polar	33892256
Prolyl-Tryptophan,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)N(C(=O)C1CCCN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3652.1	Semi standard non polar	33892256
Prolyl-Tryptophan,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=C[NH]C2=CC=CC=C12)N(C(=O)C1CCCN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3495.6	Standard non polar	33892256
Prolyl-Tryptophan,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1CCCC1C(=O)N(C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O)[Si](C)(C)C(C)(C)C	3636.8	Semi standard non polar	33892256
Prolyl-Tryptophan,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N1CCCC1C(=O)N(C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O)[Si](C)(C)C(C)(C)C	3487.3	Standard non polar	33892256
Prolyl-Tryptophan,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N(C(=O)C1CCCN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3808.6	Semi standard non polar	33892256
Prolyl-Tryptophan,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)N(C(=O)C1CCCN1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3677.1	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Prolyl-Tryptophan GC-MS (Non-derivatized) - 70eV, Positive	splash10-00di-9320000000-e6429606afe730788eb3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prolyl-Tryptophan GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9013000000-960f3ba8084effced8d5	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Prolyl-Tryptophan 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 - Prolyl-Tryptophan 10V, Positive-QTOF	splash10-0zn9-7398000000-1ddb864531c3926e2c64	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Tryptophan 20V, Positive-QTOF	splash10-05fr-9420000000-752666293df1f75c7dc1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Tryptophan 40V, Positive-QTOF	splash10-00di-9300000000-c6f0ea575f64de93e1c1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Tryptophan 10V, Negative-QTOF	splash10-0udi-0159000000-abd881e536c01849a398	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Tryptophan 20V, Negative-QTOF	splash10-0zmi-3962000000-3663f161f0f236552ed0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Tryptophan 40V, Negative-QTOF	splash10-00xu-9610000000-76af7e4cd8875e3708f9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Tryptophan 10V, Negative-QTOF	splash10-0udi-0009000000-1020bbb9dafdf21e6bbf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Tryptophan 20V, Negative-QTOF	splash10-0uxr-4946000000-d2bca9f67999fa84b4bf	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Tryptophan 40V, Negative-QTOF	splash10-014i-4900000000-a4d26ed277000f4fa23b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Tryptophan 10V, Positive-QTOF	splash10-0udi-1029000000-cce5c4495dde0cda3e00	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Tryptophan 20V, Positive-QTOF	splash10-0kmu-2931000000-dc888376b0cf2bf7b2f2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Prolyl-Tryptophan 40V, Positive-QTOF	splash10-00ec-9600000000-20cdfb55e37d2277008b	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

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

Associated Disorders and Diseases

Disease References

Colorectal cancer
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB112036

KNApSAcK ID

Not Available

Chemspider ID

16568369

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

18218238

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

Rizza V, Bousquet E, Guerrera F, De Regis M: Regulation of cerebral kynurenine and 5-hydroxyindole pathways during tryptophan loading. Cephalalgia. 1983 Aug;3 Suppl 1:139-42. [PubMed:6604581 ]
Domaradskii IV, Borunova SF, Fil'kova EV, Sitnikov BS, Levadnaia TB: [Intergeneric transmission of chromosomal genes with the aid of Pseudomonas aeruginosa RP factor]. Zh Mikrobiol Epidemiol Immunobiol. 1976 Nov;(11):59-64. [PubMed:827165 ]

Showing metabocard for Prolyl-Tryptophan (HMDB0029028)

MOL for HMDB0029028 (Prolyl-Tryptophan)

3D MOL for HMDB0029028 (Prolyl-Tryptophan)

3D SDF for HMDB0029028 (Prolyl-Tryptophan)

3D-SDF for HMDB0029028 (Prolyl-Tryptophan)

PDB for HMDB0029028 (Prolyl-Tryptophan)

3D PDB for HMDB0029028 (Prolyl-Tryptophan)

SMILES for HMDB0029028 (Prolyl-Tryptophan)

INCHI for HMDB0029028 (Prolyl-Tryptophan)

Structure for HMDB0029028 (Prolyl-Tryptophan)

3D Structure for HMDB0029028 (Prolyl-Tryptophan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra