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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:03:39 UTC

Update Date

2021-09-14 15:37:15 UTC

HMDB ID

HMDB0029091

Secondary Accession Numbers

HMDB29091

Metabolite Identification

Common Name

Tryptophyl-Proline

Description

Tryptophyl-Proline is a dipeptide composed of tryptophan and proline. 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

HMDB0029091
     RDKit          3D
Tryptophyl-Proline
 41 43  0  0  0  0  0  0  0  0999 V2000
    1.1375    0.0409   -1.9598 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0668   -0.0166   -1.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5651    0.3966    0.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6534   -0.4998    0.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4866   -1.5836    1.6296 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6779   -2.1877    1.7955 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6127   -1.5347    1.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9543   -1.7661    0.9505 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7423   -0.9388    0.1595 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1212    0.0989   -0.4624 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7630    0.3407   -0.3287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9871   -0.4845    0.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0840    0.8355   -1.4078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9442    1.5750   -2.4441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3216    0.9045   -0.7434 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4478    1.7645   -1.1511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6860    1.0012   -0.8210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2242   -0.2098   -0.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8385    0.2251    0.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0176    1.0693    1.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7286    2.2861    1.5453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5043    0.5354    2.7737 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6286   -0.8456   -2.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9273    0.5893   -2.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2653   -1.0779   -0.9516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0133    1.4263    0.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2587    0.4563    1.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5500   -1.8995    2.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8525   -3.0333    2.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4349   -2.5910    1.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7937   -1.1543    0.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7298    0.7540   -1.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3289    1.1798   -0.8319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3505    2.7402   -0.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3821    1.8773   -2.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3976    1.6385   -0.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2036    0.6145   -1.7333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8604   -0.3949    0.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1576   -1.1216   -0.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2798   -0.7136    0.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0745   -0.2969    2.7218 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
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  2 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 12  4  1  0
 19 15  1  0
 12  7  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 18 39  1  0
 19 40  1  0
 22 41  1  0
M  END


  Mrv1652304062014192D          

 22 24  0  0  0  0            999 V2000
   -1.3654    3.3499    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1904    3.3499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6029    4.0644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6029    2.6355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4234    2.5492    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5949    1.7423    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8804    1.3298    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2673    1.8818    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4604    1.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9083    2.3234    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2054    0.9256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7575    0.3126    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3984    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -0.0305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6284   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1435   -1.3654    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6411   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0701   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3556   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 11 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  1  0  0  0  0
 17 18  2  0  0  0  0
 14 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 17 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029091

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(CC1=CNC2=C1C=CC=C2)C(=O)N1CCCC1C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H19N3O3/c17-12(15(20)19-7-3-6-14(19)16(21)22)8-10-9-18-13-5-2-1-4-11(10)13/h1-2,4-5,9,12,14,18H,3,6-8,17H2,(H,21,22)

> <INCHI_KEY>
DXYQIGZZWYBXSD-UHFFFAOYSA-N

> <FORMULA>
C16H19N3O3

> <MOLECULAR_WEIGHT>
301.3404

> <EXACT_MASS>
301.142641489

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
31.19289397798662

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1-[2-amino-3-(1H-indol-3-yl)propanoyl]pyrrolidine-2-carboxylic acid

> <ALOGPS_LOGP>
-0.53

> <JCHEM_LOGP>
-1.351867728880192

> <ALOGPS_LOGS>
-2.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.146156517368485

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.7205231202534814

> <JCHEM_PKA_STRONGEST_BASIC>
7.952038044117942

> <JCHEM_POLAR_SURFACE_AREA>
99.41999999999999

> <JCHEM_REFRACTIVITY>
81.1893

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.65e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trp-pro

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029091
     RDKit          3D
Tryptophyl-Proline
 41 43  0  0  0  0  0  0  0  0999 V2000
    1.1375    0.0409   -1.9598 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0668   -0.0166   -1.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5651    0.3966    0.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6534   -0.4998    0.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4866   -1.5836    1.6296 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6779   -2.1877    1.7955 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6127   -1.5347    1.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9543   -1.7661    0.9505 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7423   -0.9388    0.1595 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1212    0.0989   -0.4624 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7630    0.3407   -0.3287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9871   -0.4845    0.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0840    0.8355   -1.4078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9442    1.5750   -2.4441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3216    0.9045   -0.7434 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4478    1.7645   -1.1511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6860    1.0012   -0.8210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2242   -0.2098   -0.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8385    0.2251    0.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0176    1.0693    1.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7286    2.2861    1.5453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5043    0.5354    2.7737 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6286   -0.8456   -2.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9273    0.5893   -2.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2653   -1.0779   -0.9516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0133    1.4263    0.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2587    0.4563    1.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5500   -1.8995    2.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8525   -3.0333    2.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4349   -2.5910    1.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7937   -1.1543    0.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7298    0.7540   -1.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3289    1.1798   -0.8319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3505    2.7402   -0.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3821    1.8773   -2.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3976    1.6385   -0.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2036    0.6145   -1.7333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8604   -0.3949    0.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1576   -1.1216   -0.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2798   -0.7136    0.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0745   -0.2969    2.7218 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
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  2 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 12  4  1  0
 19 15  1  0
 12  7  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 18 39  1  0
 19 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  O   UNK     0      -2.549   6.253   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -4.089   6.253   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.859   7.587   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -4.859   4.920   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -6.390   4.759   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -6.710   3.252   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.377   2.482   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      -4.232   3.513   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0      -2.726   3.193   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.695   4.337   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      -2.250   1.728   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0      -3.281   0.584   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      -0.744   1.408   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.268  -0.057   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -1.173  -1.303   0.000  0.00  0.00           C+0
HETATM   16  N   UNK     0      -0.268  -2.549   0.000  0.00  0.00           N+0
HETATM   17  C   UNK     0       1.197  -2.073   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.197  -0.533   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.530   0.237   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.864  -0.533   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.864  -2.073   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       2.530  -2.843   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    4    9                                                  
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   18                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   22                                                  
CONECT   18   17   14   19                                                  
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   17                                                       
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0029091
HETATM    1  N1  UNL     1       1.138   0.041  -1.960  1.00  0.00           N  
HETATM    2  C1  UNL     1       0.067  -0.017  -1.014  1.00  0.00           C  
HETATM    3  C2  UNL     1       0.565   0.397   0.334  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.653  -0.500   0.784  1.00  0.00           C  
HETATM    5  C4  UNL     1       1.487  -1.584   1.630  1.00  0.00           C  
HETATM    6  N2  UNL     1       2.678  -2.188   1.795  1.00  0.00           N  
HETATM    7  C5  UNL     1       3.613  -1.535   1.088  1.00  0.00           C  
HETATM    8  C6  UNL     1       4.954  -1.766   0.950  1.00  0.00           C  
HETATM    9  C7  UNL     1       5.742  -0.939   0.159  1.00  0.00           C  
HETATM   10  C8  UNL     1       5.121   0.099  -0.462  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.763   0.341  -0.329  1.00  0.00           C  
HETATM   12  C10 UNL     1       2.987  -0.484   0.456  1.00  0.00           C  
HETATM   13  C11 UNL     1      -1.084   0.836  -1.408  1.00  0.00           C  
HETATM   14  O1  UNL     1      -0.944   1.575  -2.444  1.00  0.00           O  
HETATM   15  N3  UNL     1      -2.322   0.904  -0.743  1.00  0.00           N  
HETATM   16  C12 UNL     1      -3.448   1.764  -1.151  1.00  0.00           C  
HETATM   17  C13 UNL     1      -4.686   1.001  -0.821  1.00  0.00           C  
HETATM   18  C14 UNL     1      -4.224  -0.210  -0.045  1.00  0.00           C  
HETATM   19  C15 UNL     1      -2.838   0.225   0.420  1.00  0.00           C  
HETATM   20  C16 UNL     1      -3.018   1.069   1.598  1.00  0.00           C  
HETATM   21  O2  UNL     1      -2.729   2.286   1.545  1.00  0.00           O  
HETATM   22  O3  UNL     1      -3.504   0.535   2.774  1.00  0.00           O  
HETATM   23  H1  UNL     1       1.629  -0.846  -2.114  1.00  0.00           H  
HETATM   24  H2  UNL     1       0.927   0.589  -2.812  1.00  0.00           H  
HETATM   25  H3  UNL     1      -0.265  -1.078  -0.952  1.00  0.00           H  
HETATM   26  H4  UNL     1       1.013   1.426   0.226  1.00  0.00           H  
HETATM   27  H5  UNL     1      -0.259   0.456   1.074  1.00  0.00           H  
HETATM   28  H6  UNL     1       0.550  -1.899   2.087  1.00  0.00           H  
HETATM   29  H7  UNL     1       2.852  -3.033   2.382  1.00  0.00           H  
HETATM   30  H8  UNL     1       5.435  -2.591   1.448  1.00  0.00           H  
HETATM   31  H9  UNL     1       6.794  -1.154   0.077  1.00  0.00           H  
HETATM   32  H10 UNL     1       5.730   0.754  -1.085  1.00  0.00           H  
HETATM   33  H11 UNL     1       3.329   1.180  -0.832  1.00  0.00           H  
HETATM   34  H12 UNL     1      -3.350   2.740  -0.648  1.00  0.00           H  
HETATM   35  H13 UNL     1      -3.382   1.877  -2.252  1.00  0.00           H  
HETATM   36  H14 UNL     1      -5.398   1.639  -0.225  1.00  0.00           H  
HETATM   37  H15 UNL     1      -5.204   0.614  -1.733  1.00  0.00           H  
HETATM   38  H16 UNL     1      -4.860  -0.395   0.851  1.00  0.00           H  
HETATM   39  H17 UNL     1      -4.158  -1.122  -0.670  1.00  0.00           H  
HETATM   40  H18 UNL     1      -2.280  -0.714   0.633  1.00  0.00           H  
HETATM   41  H19 UNL     1      -4.074  -0.297   2.722  1.00  0.00           H  
CONECT    1    2   23   24
CONECT    2    3   13   25
CONECT    3    4   26   27
CONECT    4    5    5   12
CONECT    5    6   28
CONECT    6    7   29
CONECT    7    8    8   12
CONECT    8    9   30
CONECT    9   10   10   31
CONECT   10   11   32
CONECT   11   12   12   33
CONECT   13   14   14   15
CONECT   15   16   19
CONECT   16   17   34   35
CONECT   17   18   36   37
CONECT   18   19   38   39
CONECT   19   20   40
CONECT   20   21   21   22
CONECT   22   41
END

HMDB0029091
     RDKit          3D
Tryptophyl-Proline
 41 43  0  0  0  0  0  0  0  0999 V2000
    1.1375    0.0409   -1.9598 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0668   -0.0166   -1.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5651    0.3966    0.3341 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6534   -0.4998    0.7838 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4866   -1.5836    1.6296 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6779   -2.1877    1.7955 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.6127   -1.5347    1.0881 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9543   -1.7661    0.9505 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7423   -0.9388    0.1595 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1212    0.0989   -0.4624 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7630    0.3407   -0.3287 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9871   -0.4845    0.4565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0840    0.8355   -1.4078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9442    1.5750   -2.4441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3216    0.9045   -0.7434 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4478    1.7645   -1.1511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6860    1.0012   -0.8210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2242   -0.2098   -0.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8385    0.2251    0.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0176    1.0693    1.5981 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7286    2.2861    1.5453 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5043    0.5354    2.7737 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6286   -0.8456   -2.1139 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9273    0.5893   -2.8125 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2653   -1.0779   -0.9516 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0133    1.4263    0.2258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2587    0.4563    1.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5500   -1.8995    2.0874 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8525   -3.0333    2.3822 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4349   -2.5910    1.4477 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7937   -1.1543    0.0765 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7298    0.7540   -1.0848 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3289    1.1798   -0.8319 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3505    2.7402   -0.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3821    1.8773   -2.2524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3976    1.6385   -0.2252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2036    0.6145   -1.7333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8604   -0.3949    0.8506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1576   -1.1216   -0.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2798   -0.7136    0.6331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0745   -0.2969    2.7218 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
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
  2 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
 12  4  1  0
 19 15  1  0
 12  7  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  5 28  1  0
  6 29  1  0
  8 30  1  0
  9 31  1  0
 10 32  1  0
 11 33  1  0
 16 34  1  0
 16 35  1  0
 17 36  1  0
 17 37  1  0
 18 38  1  0
 18 39  1  0
 19 40  1  0
 22 41  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
L-Tryptophyl-L-proline	HMDB
TRP-Pro	HMDB
Tryptophan proline dipeptide	HMDB
Tryptophan-proline dipeptide	HMDB
Tryptophylproline	HMDB
W-p Dipeptide	HMDB
WP Dipeptide	HMDB
1-[2-Amino-3-(1H-indol-3-yl)propanoyl]pyrrolidine-2-carboxylate	HMDB
Tryptophyl-proline	MeSH

Chemical Formula

C₁₆H₁₉N₃O₃

Average Molecular Weight

301.3404

Monoisotopic Molecular Weight

301.142641489

IUPAC Name

1-[2-amino-3-(1H-indol-3-yl)propanoyl]pyrrolidine-2-carboxylic acid

Traditional Name

trp-pro

CAS Registry Number

Not Available

SMILES

NC(CC1=CNC2=C1C=CC=C2)C(=O)N1CCCC1C(O)=O

InChI Identifier

InChI=1S/C16H19N3O3/c17-12(15(20)19-7-3-6-14(19)16(21)22)8-10-9-18-13-5-2-1-4-11(10)13/h1-2,4-5,9,12,14,18H,3,6-8,17H2,(H,21,22)

InChI Key

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

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Feces (PMID: 27015276)

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	1.65 g/L	ALOGPS
logP	-0.53	ALOGPS
logP	-1.4	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	3.72	ChemAxon
pKa (Strongest Basic)	7.95	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	99.42 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	81.19 m³·mol⁻¹	ChemAxon
Polarizability	31.19 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]+	167.2	31661259
DarkChem	[M-H]-	166.899	31661259
DeepCCS	[M+H]+	167.98	30932474
DeepCCS	[M-H]-	165.584	30932474
DeepCCS	[M-2H]-	198.468	30932474
DeepCCS	[M+Na]+	174.008	30932474
AllCCS	[M+H]+	171.7	32859911
AllCCS	[M+H-H2O]+	168.4	32859911
AllCCS	[M+NH4]+	174.8	32859911
AllCCS	[M+Na]+	175.7	32859911
AllCCS	[M-H]-	173.4	32859911
AllCCS	[M+Na-2H]-	173.2	32859911
AllCCS	[M+HCOO]-	173.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tryptophyl-Proline	NC(CC1=CNC2=C1C=CC=C2)C(=O)N1CCCC1C(O)=O	3954.6	Standard polar	33892256
Tryptophyl-Proline	NC(CC1=CNC2=C1C=CC=C2)C(=O)N1CCCC1C(O)=O	2775.9	Standard non polar	33892256
Tryptophyl-Proline	NC(CC1=CNC2=C1C=CC=C2)C(=O)N1CCCC1C(O)=O	3002.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tryptophyl-Proline,1TMS,isomer #1	C[Si](C)(C)OC(=O)C1CCCN1C(=O)C(N)CC1=C[NH]C2=CC=CC=C12	2934.3	Semi standard non polar	33892256
Tryptophyl-Proline,1TMS,isomer #2	C[Si](C)(C)NC(CC1=C[NH]C2=CC=CC=C12)C(=O)N1CCCC1C(=O)O	3022.0	Semi standard non polar	33892256
Tryptophyl-Proline,1TMS,isomer #3	C[Si](C)(C)N1C=C(CC(N)C(=O)N2CCCC2C(=O)O)C2=CC=CC=C21	2950.5	Semi standard non polar	33892256
Tryptophyl-Proline,2TMS,isomer #1	C[Si](C)(C)NC(CC1=C[NH]C2=CC=CC=C12)C(=O)N1CCCC1C(=O)O[Si](C)(C)C	2936.2	Semi standard non polar	33892256
Tryptophyl-Proline,2TMS,isomer #1	C[Si](C)(C)NC(CC1=C[NH]C2=CC=CC=C12)C(=O)N1CCCC1C(=O)O[Si](C)(C)C	2869.3	Standard non polar	33892256
Tryptophyl-Proline,2TMS,isomer #2	C[Si](C)(C)OC(=O)C1CCCN1C(=O)C(N)CC1=CN([Si](C)(C)C)C2=CC=CC=C12	2877.8	Semi standard non polar	33892256
Tryptophyl-Proline,2TMS,isomer #2	C[Si](C)(C)OC(=O)C1CCCN1C(=O)C(N)CC1=CN([Si](C)(C)C)C2=CC=CC=C12	2830.3	Standard non polar	33892256
Tryptophyl-Proline,2TMS,isomer #3	C[Si](C)(C)N(C(CC1=C[NH]C2=CC=CC=C12)C(=O)N1CCCC1C(=O)O)[Si](C)(C)C	3102.9	Semi standard non polar	33892256
Tryptophyl-Proline,2TMS,isomer #3	C[Si](C)(C)N(C(CC1=C[NH]C2=CC=CC=C12)C(=O)N1CCCC1C(=O)O)[Si](C)(C)C	2962.2	Standard non polar	33892256
Tryptophyl-Proline,2TMS,isomer #4	C[Si](C)(C)NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)N1CCCC1C(=O)O	2972.0	Semi standard non polar	33892256
Tryptophyl-Proline,2TMS,isomer #4	C[Si](C)(C)NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)N1CCCC1C(=O)O	2899.9	Standard non polar	33892256
Tryptophyl-Proline,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1CCCN1C(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C	3076.1	Semi standard non polar	33892256
Tryptophyl-Proline,3TMS,isomer #1	C[Si](C)(C)OC(=O)C1CCCN1C(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C	2988.2	Standard non polar	33892256
Tryptophyl-Proline,3TMS,isomer #2	C[Si](C)(C)NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)N1CCCC1C(=O)O[Si](C)(C)C	2911.6	Semi standard non polar	33892256
Tryptophyl-Proline,3TMS,isomer #2	C[Si](C)(C)NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)N1CCCC1C(=O)O[Si](C)(C)C	2902.0	Standard non polar	33892256
Tryptophyl-Proline,3TMS,isomer #3	C[Si](C)(C)N(C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)N1CCCC1C(=O)O)[Si](C)(C)C	3112.4	Semi standard non polar	33892256
Tryptophyl-Proline,3TMS,isomer #3	C[Si](C)(C)N(C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)N1CCCC1C(=O)O)[Si](C)(C)C	3025.8	Standard non polar	33892256
Tryptophyl-Proline,4TMS,isomer #1	C[Si](C)(C)OC(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C	3098.9	Semi standard non polar	33892256
Tryptophyl-Proline,4TMS,isomer #1	C[Si](C)(C)OC(=O)C1CCCN1C(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C	3035.9	Standard non polar	33892256
Tryptophyl-Proline,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1C(=O)C(N)CC1=C[NH]C2=CC=CC=C12	3238.8	Semi standard non polar	33892256
Tryptophyl-Proline,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CC1=C[NH]C2=CC=CC=C12)C(=O)N1CCCC1C(=O)O	3286.3	Semi standard non polar	33892256
Tryptophyl-Proline,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N1C=C(CC(N)C(=O)N2CCCC2C(=O)O)C2=CC=CC=C21	3209.8	Semi standard non polar	33892256
Tryptophyl-Proline,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC1=C[NH]C2=CC=CC=C12)C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C	3450.2	Semi standard non polar	33892256
Tryptophyl-Proline,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(CC1=C[NH]C2=CC=CC=C12)C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C	3304.1	Standard non polar	33892256
Tryptophyl-Proline,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1C(=O)C(N)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12	3382.3	Semi standard non polar	33892256
Tryptophyl-Proline,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1C(=O)C(N)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12	3257.2	Standard non polar	33892256
Tryptophyl-Proline,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(CC1=C[NH]C2=CC=CC=C12)C(=O)N1CCCC1C(=O)O)[Si](C)(C)C(C)(C)C	3611.5	Semi standard non polar	33892256
Tryptophyl-Proline,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(CC1=C[NH]C2=CC=CC=C12)C(=O)N1CCCC1C(=O)O)[Si](C)(C)C(C)(C)C	3392.0	Standard non polar	33892256
Tryptophyl-Proline,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)N1CCCC1C(=O)O	3450.1	Semi standard non polar	33892256
Tryptophyl-Proline,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)N1CCCC1C(=O)O	3317.3	Standard non polar	33892256
Tryptophyl-Proline,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1C(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3789.9	Semi standard non polar	33892256
Tryptophyl-Proline,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1C(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3588.2	Standard non polar	33892256
Tryptophyl-Proline,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C	3565.7	Semi standard non polar	33892256
Tryptophyl-Proline,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)N1CCCC1C(=O)O[Si](C)(C)C(C)(C)C	3493.1	Standard non polar	33892256
Tryptophyl-Proline,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)N1CCCC1C(=O)O)[Si](C)(C)C(C)(C)C	3786.9	Semi standard non polar	33892256
Tryptophyl-Proline,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(C(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)N1CCCC1C(=O)O)[Si](C)(C)C(C)(C)C	3599.4	Standard non polar	33892256
Tryptophyl-Proline,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1C(=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	3937.8	Semi standard non polar	33892256
Tryptophyl-Proline,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)C1CCCN1C(=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	3751.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tryptophyl-Proline GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9710000000-e0d9b378a7d1ab399bb6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tryptophyl-Proline GC-MS (1 TMS) - 70eV, Positive	splash10-002f-9121000000-dfad43ff0daeb77bf3d6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tryptophyl-Proline 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-Proline 10V, Positive-QTOF	splash10-0zgi-0589000000-c7fe82aff1670e804c37	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Proline 20V, Positive-QTOF	splash10-0a4l-2931000000-ee2d3ffd968eebc7799f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Proline 40V, Positive-QTOF	splash10-05o3-4900000000-5e68e1e9fe244fa6098a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Proline 10V, Negative-QTOF	splash10-0zfr-0098000000-e11bbfcebb204f10e1e4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Proline 20V, Negative-QTOF	splash10-0r09-4592000000-e71723aa41df1d6becaa	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Proline 40V, Negative-QTOF	splash10-08ml-9810000000-8e4ae4339b7c31e510e9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Proline 10V, Positive-QTOF	splash10-0udi-0229000000-f4a9912e5ac9ee4b5626	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Proline 20V, Positive-QTOF	splash10-052f-0921000000-bc399e46f7428f4dd459	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Proline 40V, Positive-QTOF	splash10-0006-3900000000-10943d50268aeef51a68	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Proline 10V, Negative-QTOF	splash10-0udi-0109000000-e870263e9fee807d0932	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Proline 20V, Negative-QTOF	splash10-0w29-5968000000-5d64b50fbd6c245c58d5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Proline 40V, Negative-QTOF	splash10-03dj-8900000000-32b227620ef2e98f00ed	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

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

Abnormal Concentrations

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

FDB112095

KNApSAcK ID

Not Available

Chemspider ID

10442085

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

14409732

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

Not Available

Showing metabocard for Tryptophyl-Proline (HMDB0029091)

MOL for HMDB0029091 (Tryptophyl-Proline)

3D MOL for HMDB0029091 (Tryptophyl-Proline)

3D SDF for HMDB0029091 (Tryptophyl-Proline)

3D-SDF for HMDB0029091 (Tryptophyl-Proline)

PDB for HMDB0029091 (Tryptophyl-Proline)

3D PDB for HMDB0029091 (Tryptophyl-Proline)

SMILES for HMDB0029091 (Tryptophyl-Proline)

INCHI for HMDB0029091 (Tryptophyl-Proline)

Structure for HMDB0029091 (Tryptophyl-Proline)

3D Structure for HMDB0029091 (Tryptophyl-Proline)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra