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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:03:41 UTC

Update Date

2021-09-14 15:45:27 UTC

HMDB ID

HMDB0029096

Secondary Accession Numbers

HMDB29096

Metabolite Identification

Common Name

Tryptophyl-Valine

Description

Tryptophyl-Valine is a dipeptide composed of tryptophan and valine. 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

HMDB0029096
     RDKit          3D
Tryptophyl-Valine
 43 44  0  0  0  0  0  0  0  0999 V2000
   -5.3138    0.1962    0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8583   -0.1294   -0.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6794   -0.0455   -1.8173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9356    0.8309    0.4057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5389    0.5676    0.1284 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9885   -0.6912    0.4594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6199   -1.6305    0.9866 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4668   -0.9504    0.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8506   -2.2813    0.5616 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2923    0.0991    0.9212 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7269   -0.0806    0.6902 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6603   -0.6282    1.5567 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8504   -0.5909    0.9250 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6883   -0.0380   -0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5716    0.2276   -1.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1389    0.8044   -2.5008 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8080    1.1405   -2.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9101    0.8818   -1.6660 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3647    0.2963   -0.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1464    0.6263    1.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2152    0.2979    2.6227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4557    0.8252    2.3309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3961    1.2674    0.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9260    0.0357   -0.9283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7003   -0.4250    0.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6294   -1.1548   -0.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7058   -0.4404   -2.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5258   -0.6381   -2.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7905    0.9911   -2.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1698    1.8862    0.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9161    1.2935   -0.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6747   -0.8414   -0.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8723   -2.9541   -0.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1751   -2.7072    1.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9715    1.1073    0.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0921   -0.0551    2.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4835   -1.0222    2.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7811   -0.9226    1.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6260   -0.0423   -1.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8157    1.0167   -3.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4584    1.5899   -3.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8691    1.1409   -1.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6370    1.1469    3.2734 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  4 20  1  0
 20 21  2  0
 20 22  1  0
 19 11  1  0
 19 14  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 12 37  1  0
 13 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 22 43  1  0
M  END

  Mrv1652304062014202D          

 22 23  0  0  0  0            999 V2000
    1.3279    0.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5029    0.4353    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0904    1.1498    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0904   -0.2791    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7346   -0.2791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1471   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7346   -1.7081    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9721   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3846   -0.2791    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3846   -1.7081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2096   -1.7081    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6945   -1.0406    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4791   -1.2956    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4791   -2.1206    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6945   -2.3755    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5230   -3.1825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1361   -3.7345    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9207   -3.4796    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0922   -2.6726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5029   -0.9936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3279   -0.9936    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0904   -1.7081    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
  2  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  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
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 14 19  1  0  0  0  0
  4 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0029096

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H21N3O3/c1-9(2)14(16(21)22)19-15(20)12(17)7-10-8-18-13-6-4-3-5-11(10)13/h3-6,8-9,12,14,18H,7,17H2,1-2H3,(H,19,20)(H,21,22)

> <INCHI_KEY>
LWFWZRANSFAJDR-UHFFFAOYSA-N

> <FORMULA>
C16H21N3O3

> <MOLECULAR_WEIGHT>
303.3562

> <EXACT_MASS>
303.158291553

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
43

> <JCHEM_AVERAGE_POLARIZABILITY>
32.41973172571316

> <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]-3-methylbutanoic acid

> <ALOGPS_LOGP>
-0.56

> <JCHEM_LOGP>
-0.7362635347196758

> <ALOGPS_LOGS>
-2.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.79468617555359

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.8321246138333174

> <JCHEM_PKA_STRONGEST_BASIC>
7.959216654384908

> <JCHEM_POLAR_SURFACE_AREA>
108.21000000000001

> <JCHEM_REFRACTIVITY>
82.4958

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.35e-01 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029096
     RDKit          3D
Tryptophyl-Valine
 43 44  0  0  0  0  0  0  0  0999 V2000
   -5.3138    0.1962    0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8583   -0.1294   -0.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6794   -0.0455   -1.8173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9356    0.8309    0.4057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5389    0.5676    0.1284 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9885   -0.6912    0.4594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6199   -1.6305    0.9866 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4668   -0.9504    0.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8506   -2.2813    0.5616 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2923    0.0991    0.9212 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7269   -0.0806    0.6902 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6603   -0.6282    1.5567 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8504   -0.5909    0.9250 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6883   -0.0380   -0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5716    0.2276   -1.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1389    0.8044   -2.5008 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8080    1.1405   -2.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9101    0.8818   -1.6660 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3647    0.2963   -0.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1464    0.6263    1.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2152    0.2979    2.6227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4557    0.8252    2.3309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3961    1.2674    0.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9260    0.0357   -0.9283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7003   -0.4250    0.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6294   -1.1548   -0.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7058   -0.4404   -2.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5258   -0.6381   -2.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7905    0.9911   -2.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1698    1.8862    0.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9161    1.2935   -0.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6747   -0.8414   -0.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8723   -2.9541   -0.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1751   -2.7072    1.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9715    1.1073    0.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0921   -0.0551    2.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4835   -1.0222    2.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7811   -0.9226    1.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6260   -0.0423   -1.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8157    1.0167   -3.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4584    1.5899   -3.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8691    1.1409   -1.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6370    1.1469    3.2734 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  4 20  1  0
 20 21  2  0
 20 22  1  0
 19 11  1  0
 19 14  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 12 37  1  0
 13 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 22 43  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       2.479   0.813   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.939   0.813   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.169   2.146   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       0.169  -0.521   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0      -1.371  -0.521   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      -2.141  -1.855   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -1.371  -3.188   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0      -3.681  -1.855   0.000  0.00  0.00           C+0
HETATM    9  N   UNK     0      -4.451  -0.521   0.000  0.00  0.00           N+0
HETATM   10  C   UNK     0      -4.451  -3.188   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -5.991  -3.188   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -6.896  -1.942   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0      -8.361  -2.418   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -8.361  -3.958   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -6.896  -4.434   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -6.576  -5.941   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -7.721  -6.971   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -9.185  -6.495   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -9.505  -4.989   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.939  -1.855   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       2.479  -1.855   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       0.169  -3.188   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5   20                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12   15                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   19                                                  
CONECT   15   14   11   16                                                  
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   14                                                       
CONECT   20    4   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   46    0
END

COMPND    HMDB0029096
HETATM    1  C1  UNL     1      -5.314   0.196   0.005  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.858  -0.129  -0.313  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.679  -0.045  -1.817  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.936   0.831   0.406  1.00  0.00           C  
HETATM    5  N1  UNL     1      -1.539   0.568   0.128  1.00  0.00           N  
HETATM    6  C5  UNL     1      -0.989  -0.691   0.459  1.00  0.00           C  
HETATM    7  O1  UNL     1      -1.620  -1.631   0.987  1.00  0.00           O  
HETATM    8  C6  UNL     1       0.467  -0.950   0.167  1.00  0.00           C  
HETATM    9  N2  UNL     1       0.851  -2.281   0.562  1.00  0.00           N  
HETATM   10  C7  UNL     1       1.292   0.099   0.921  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.727  -0.081   0.690  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.660  -0.628   1.557  1.00  0.00           C  
HETATM   13  N3  UNL     1       4.850  -0.591   0.925  1.00  0.00           N  
HETATM   14  C10 UNL     1       4.688  -0.038  -0.306  1.00  0.00           C  
HETATM   15  C11 UNL     1       5.572   0.228  -1.336  1.00  0.00           C  
HETATM   16  C12 UNL     1       5.139   0.804  -2.501  1.00  0.00           C  
HETATM   17  C13 UNL     1       3.808   1.141  -2.687  1.00  0.00           C  
HETATM   18  C14 UNL     1       2.910   0.882  -1.666  1.00  0.00           C  
HETATM   19  C15 UNL     1       3.365   0.296  -0.491  1.00  0.00           C  
HETATM   20  C16 UNL     1      -3.146   0.626   1.863  1.00  0.00           C  
HETATM   21  O2  UNL     1      -2.215   0.298   2.623  1.00  0.00           O  
HETATM   22  O3  UNL     1      -4.456   0.825   2.331  1.00  0.00           O  
HETATM   23  H1  UNL     1      -5.396   1.267   0.253  1.00  0.00           H  
HETATM   24  H2  UNL     1      -5.926   0.036  -0.928  1.00  0.00           H  
HETATM   25  H3  UNL     1      -5.700  -0.425   0.819  1.00  0.00           H  
HETATM   26  H4  UNL     1      -3.629  -1.155  -0.028  1.00  0.00           H  
HETATM   27  H5  UNL     1      -2.706  -0.440  -2.131  1.00  0.00           H  
HETATM   28  H6  UNL     1      -4.526  -0.638  -2.255  1.00  0.00           H  
HETATM   29  H7  UNL     1      -3.790   0.991  -2.167  1.00  0.00           H  
HETATM   30  H8  UNL     1      -3.170   1.886   0.114  1.00  0.00           H  
HETATM   31  H9  UNL     1      -0.916   1.294  -0.317  1.00  0.00           H  
HETATM   32  H10 UNL     1       0.675  -0.841  -0.921  1.00  0.00           H  
HETATM   33  H11 UNL     1       0.872  -2.954  -0.246  1.00  0.00           H  
HETATM   34  H12 UNL     1       0.175  -2.707   1.253  1.00  0.00           H  
HETATM   35  H13 UNL     1       0.971   1.107   0.594  1.00  0.00           H  
HETATM   36  H14 UNL     1       1.092  -0.055   2.000  1.00  0.00           H  
HETATM   37  H15 UNL     1       3.484  -1.022   2.567  1.00  0.00           H  
HETATM   38  H16 UNL     1       5.781  -0.923   1.283  1.00  0.00           H  
HETATM   39  H17 UNL     1       6.626  -0.042  -1.180  1.00  0.00           H  
HETATM   40  H18 UNL     1       5.816   1.017  -3.311  1.00  0.00           H  
HETATM   41  H19 UNL     1       3.458   1.590  -3.588  1.00  0.00           H  
HETATM   42  H20 UNL     1       1.869   1.141  -1.803  1.00  0.00           H  
HETATM   43  H21 UNL     1      -4.637   1.147   3.273  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3    4   26
CONECT    3   27   28   29
CONECT    4    5   20   30
CONECT    5    6   31
CONECT    6    7    7    8
CONECT    8    9   10   32
CONECT    9   33   34
CONECT   10   11   35   36
CONECT   11   12   12   19
CONECT   12   13   37
CONECT   13   14   38
CONECT   14   15   15   19
CONECT   15   16   39
CONECT   16   17   17   40
CONECT   17   18   41
CONECT   18   19   19   42
CONECT   20   21   21   22
CONECT   22   43
END

HMDB0029096
     RDKit          3D
Tryptophyl-Valine
 43 44  0  0  0  0  0  0  0  0999 V2000
   -5.3138    0.1962    0.0053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8583   -0.1294   -0.3131 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6794   -0.0455   -1.8173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9356    0.8309    0.4057 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5389    0.5676    0.1284 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9885   -0.6912    0.4594 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6199   -1.6305    0.9866 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4668   -0.9504    0.1669 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8506   -2.2813    0.5616 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.2923    0.0991    0.9212 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7269   -0.0806    0.6902 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6603   -0.6282    1.5567 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8504   -0.5909    0.9250 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6883   -0.0380   -0.3062 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5716    0.2276   -1.3365 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1389    0.8044   -2.5008 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8080    1.1405   -2.6869 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9101    0.8818   -1.6660 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3647    0.2963   -0.4911 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1464    0.6263    1.8626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2152    0.2979    2.6227 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4557    0.8252    2.3309 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3961    1.2674    0.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9260    0.0357   -0.9283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7003   -0.4250    0.8188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6294   -1.1548   -0.0285 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7058   -0.4404   -2.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5258   -0.6381   -2.2550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7905    0.9911   -2.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1698    1.8862    0.1144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9161    1.2935   -0.3173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6747   -0.8414   -0.9211 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8723   -2.9541   -0.2460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1751   -2.7072    1.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9715    1.1073    0.5938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0921   -0.0551    2.0001 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4835   -1.0222    2.5673 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7811   -0.9226    1.2834 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6260   -0.0423   -1.1801 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8157    1.0167   -3.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4584    1.5899   -3.5879 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8691    1.1409   -1.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6370    1.1469    3.2734 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
  4 20  1  0
 20 21  2  0
 20 22  1  0
 19 11  1  0
 19 14  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  5 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 12 37  1  0
 13 38  1  0
 15 39  1  0
 16 40  1  0
 17 41  1  0
 18 42  1  0
 22 43  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
L-Tryptophyl-L-valine	HMDB
TRP-Val	HMDB
Tryptophan valine dipeptide	HMDB
Tryptophan-valine dipeptide	HMDB
Tryptophylvaline	HMDB
W-V Dipeptide	HMDB
WV Dipeptide	HMDB
2-{[2-amino-1-hydroxy-3-(1H-indol-3-yl)propylidene]amino}-3-methylbutanoate	HMDB

Chemical Formula

C₁₆H₂₁N₃O₃

Average Molecular Weight

303.3562

Monoisotopic Molecular Weight

303.158291553

IUPAC Name

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

Traditional Name

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

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C16H21N3O3/c1-9(2)14(16(21)22)19-15(20)12(17)7-10-8-18-13-6-4-3-5-11(10)13/h3-6,8-9,12,14,18H,7,17H2,1-2H3,(H,19,20)(H,21,22)

InChI Key

LWFWZRANSFAJDR-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
Valine 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
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

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	-0.74	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.34 g/L	ALOGPS
logP	-0.56	ALOGPS
logP	-0.74	ChemAxon
logS	-3	ALOGPS
pKa (Strongest Acidic)	3.83	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	6	ChemAxon
Refractivity	82.5 m³·mol⁻¹	ChemAxon
Polarizability	32.42 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]+	172.868	31661259
DarkChem	[M-H]-	169.312	31661259
DeepCCS	[M+H]+	171.742	30932474
DeepCCS	[M-H]-	169.384	30932474
DeepCCS	[M-2H]-	202.27	30932474
DeepCCS	[M+Na]+	177.835	30932474
AllCCS	[M+H]+	172.2	32859911
AllCCS	[M+H-H2O]+	169.0	32859911
AllCCS	[M+NH4]+	175.0	32859911
AllCCS	[M+Na]+	175.9	32859911
AllCCS	[M-H]-	174.3	32859911
AllCCS	[M+Na-2H]-	174.4	32859911
AllCCS	[M+HCOO]-	174.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tryptophyl-Valine	CC(C)C(NC(=O)C(N)CC1=CNC2=C1C=CC=C2)C(O)=O	3969.4	Standard polar	33892256
Tryptophyl-Valine	CC(C)C(NC(=O)C(N)CC1=CNC2=C1C=CC=C2)C(O)=O	2470.4	Standard non polar	33892256
Tryptophyl-Valine	CC(C)C(NC(=O)C(N)CC1=CNC2=C1C=CC=C2)C(O)=O	2823.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tryptophyl-Valine,1TMS,isomer #1	CC(C)C(NC(=O)C(N)CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C	2728.5	Semi standard non polar	33892256
Tryptophyl-Valine,1TMS,isomer #2	CC(C)C(NC(=O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C)C(=O)O	2791.4	Semi standard non polar	33892256
Tryptophyl-Valine,1TMS,isomer #3	CC(C)C(C(=O)O)N(C(=O)C(N)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C	2810.7	Semi standard non polar	33892256
Tryptophyl-Valine,1TMS,isomer #4	CC(C)C(NC(=O)C(N)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O	2798.6	Semi standard non polar	33892256
Tryptophyl-Valine,2TMS,isomer #1	CC(C)C(NC(=O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2719.6	Semi standard non polar	33892256
Tryptophyl-Valine,2TMS,isomer #1	CC(C)C(NC(=O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2648.0	Standard non polar	33892256
Tryptophyl-Valine,2TMS,isomer #2	CC(C)C(C(=O)O[Si](C)(C)C)N(C(=O)C(N)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C	2759.0	Semi standard non polar	33892256
Tryptophyl-Valine,2TMS,isomer #2	CC(C)C(C(=O)O[Si](C)(C)C)N(C(=O)C(N)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C	2637.6	Standard non polar	33892256
Tryptophyl-Valine,2TMS,isomer #3	CC(C)C(NC(=O)C(N)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C	2718.5	Semi standard non polar	33892256
Tryptophyl-Valine,2TMS,isomer #3	CC(C)C(NC(=O)C(N)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C	2610.4	Standard non polar	33892256
Tryptophyl-Valine,2TMS,isomer #4	CC(C)C(C(=O)O)N(C(=O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C)[Si](C)(C)C	2790.3	Semi standard non polar	33892256
Tryptophyl-Valine,2TMS,isomer #4	CC(C)C(C(=O)O)N(C(=O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C)[Si](C)(C)C	2678.1	Standard non polar	33892256
Tryptophyl-Valine,2TMS,isomer #5	CC(C)C(NC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C)C(=O)O	2775.5	Semi standard non polar	33892256
Tryptophyl-Valine,2TMS,isomer #5	CC(C)C(NC(=O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C)C(=O)O	2686.4	Standard non polar	33892256
Tryptophyl-Valine,2TMS,isomer #6	CC(C)C(NC(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2908.5	Semi standard non polar	33892256
Tryptophyl-Valine,2TMS,isomer #6	CC(C)C(NC(=O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2741.6	Standard non polar	33892256
Tryptophyl-Valine,2TMS,isomer #7	CC(C)C(C(=O)O)N(C(=O)C(N)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)[Si](C)(C)C	2768.2	Semi standard non polar	33892256
Tryptophyl-Valine,2TMS,isomer #7	CC(C)C(C(=O)O)N(C(=O)C(N)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)[Si](C)(C)C	2656.3	Standard non polar	33892256
Tryptophyl-Valine,3TMS,isomer #1	CC(C)C(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	2773.4	Semi standard non polar	33892256
Tryptophyl-Valine,3TMS,isomer #1	CC(C)C(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	2740.9	Standard non polar	33892256
Tryptophyl-Valine,3TMS,isomer #2	CC(C)C(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	2724.2	Semi standard non polar	33892256
Tryptophyl-Valine,3TMS,isomer #2	CC(C)C(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	2705.5	Standard non polar	33892256
Tryptophyl-Valine,3TMS,isomer #3	CC(C)C(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	2856.0	Semi standard non polar	33892256
Tryptophyl-Valine,3TMS,isomer #3	CC(C)C(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	2789.4	Standard non polar	33892256
Tryptophyl-Valine,3TMS,isomer #4	CC(C)C(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	2736.6	Semi standard non polar	33892256
Tryptophyl-Valine,3TMS,isomer #4	CC(C)C(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	2694.6	Standard non polar	33892256
Tryptophyl-Valine,3TMS,isomer #5	CC(C)C(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	2775.0	Semi standard non polar	33892256
Tryptophyl-Valine,3TMS,isomer #5	CC(C)C(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	2748.8	Standard non polar	33892256
Tryptophyl-Valine,3TMS,isomer #6	CC(C)C(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	2911.3	Semi standard non polar	33892256
Tryptophyl-Valine,3TMS,isomer #6	CC(C)C(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	2825.6	Standard non polar	33892256
Tryptophyl-Valine,3TMS,isomer #7	CC(C)C(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	2901.1	Semi standard non polar	33892256
Tryptophyl-Valine,3TMS,isomer #7	CC(C)C(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	2818.3	Standard non polar	33892256
Tryptophyl-Valine,4TMS,isomer #1	CC(C)C(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	2774.1	Semi standard non polar	33892256
Tryptophyl-Valine,4TMS,isomer #1	CC(C)C(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	2791.9	Standard non polar	33892256
Tryptophyl-Valine,4TMS,isomer #2	CC(C)C(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	2917.2	Semi standard non polar	33892256
Tryptophyl-Valine,4TMS,isomer #2	CC(C)C(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	2878.2	Standard non polar	33892256
Tryptophyl-Valine,4TMS,isomer #3	CC(C)C(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	2878.6	Semi standard non polar	33892256
Tryptophyl-Valine,4TMS,isomer #3	CC(C)C(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	2845.7	Standard non polar	33892256
Tryptophyl-Valine,4TMS,isomer #4	CC(C)C(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	2953.9	Semi standard non polar	33892256
Tryptophyl-Valine,4TMS,isomer #4	CC(C)C(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	2888.6	Standard non polar	33892256
Tryptophyl-Valine,5TMS,isomer #1	CC(C)C(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	2978.1	Semi standard non polar	33892256
Tryptophyl-Valine,5TMS,isomer #1	CC(C)C(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	2935.4	Standard non polar	33892256
Tryptophyl-Valine,1TBDMS,isomer #1	CC(C)C(NC(=O)C(N)CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C	3033.6	Semi standard non polar	33892256
Tryptophyl-Valine,1TBDMS,isomer #2	CC(C)C(NC(=O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C)C(=O)O	3025.7	Semi standard non polar	33892256
Tryptophyl-Valine,1TBDMS,isomer #3	CC(C)C(C(=O)O)N(C(=O)C(N)CC1=C[NH]C2=CC=CC=C12)[Si](C)(C)C(C)(C)C	3083.8	Semi standard non polar	33892256
Tryptophyl-Valine,1TBDMS,isomer #4	CC(C)C(NC(=O)C(N)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O	3049.5	Semi standard non polar	33892256
Tryptophyl-Valine,2TBDMS,isomer #1	CC(C)C(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	3198.8	Semi standard non polar	33892256
Tryptophyl-Valine,2TBDMS,isomer #1	CC(C)C(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	3083.3	Standard non polar	33892256
Tryptophyl-Valine,2TBDMS,isomer #2	CC(C)C(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	3257.0	Semi standard non polar	33892256
Tryptophyl-Valine,2TBDMS,isomer #2	CC(C)C(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	3043.2	Standard non polar	33892256
Tryptophyl-Valine,2TBDMS,isomer #3	CC(C)C(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	3194.6	Semi standard non polar	33892256
Tryptophyl-Valine,2TBDMS,isomer #3	CC(C)C(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	3008.1	Standard non polar	33892256
Tryptophyl-Valine,2TBDMS,isomer #4	CC(C)C(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	3292.2	Semi standard non polar	33892256
Tryptophyl-Valine,2TBDMS,isomer #4	CC(C)C(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	3090.7	Standard non polar	33892256
Tryptophyl-Valine,2TBDMS,isomer #5	CC(C)C(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	3221.7	Semi standard non polar	33892256
Tryptophyl-Valine,2TBDMS,isomer #5	CC(C)C(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	3080.0	Standard non polar	33892256
Tryptophyl-Valine,2TBDMS,isomer #6	CC(C)C(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	3414.0	Semi standard non polar	33892256
Tryptophyl-Valine,2TBDMS,isomer #6	CC(C)C(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	3132.6	Standard non polar	33892256
Tryptophyl-Valine,2TBDMS,isomer #7	CC(C)C(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	3282.1	Semi standard non polar	33892256
Tryptophyl-Valine,2TBDMS,isomer #7	CC(C)C(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	3017.7	Standard non polar	33892256
Tryptophyl-Valine,3TBDMS,isomer #1	CC(C)C(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	3439.1	Semi standard non polar	33892256
Tryptophyl-Valine,3TBDMS,isomer #1	CC(C)C(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	3335.3	Standard non polar	33892256
Tryptophyl-Valine,3TBDMS,isomer #2	CC(C)C(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	3334.0	Semi standard non polar	33892256
Tryptophyl-Valine,3TBDMS,isomer #2	CC(C)C(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	3269.9	Standard non polar	33892256
Tryptophyl-Valine,3TBDMS,isomer #3	CC(C)C(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	3576.4	Semi standard non polar	33892256
Tryptophyl-Valine,3TBDMS,isomer #3	CC(C)C(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	3358.6	Standard non polar	33892256
Tryptophyl-Valine,3TBDMS,isomer #4	CC(C)C(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	3392.7	Semi standard non polar	33892256
Tryptophyl-Valine,3TBDMS,isomer #4	CC(C)C(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	3222.6	Standard non polar	33892256
Tryptophyl-Valine,3TBDMS,isomer #5	CC(C)C(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	3461.6	Semi standard non polar	33892256
Tryptophyl-Valine,3TBDMS,isomer #5	CC(C)C(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	3290.3	Standard non polar	33892256
Tryptophyl-Valine,3TBDMS,isomer #6	CC(C)C(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	3647.0	Semi standard non polar	33892256
Tryptophyl-Valine,3TBDMS,isomer #6	CC(C)C(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	3386.1	Standard non polar	33892256
Tryptophyl-Valine,3TBDMS,isomer #7	CC(C)C(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	3599.9	Semi standard non polar	33892256
Tryptophyl-Valine,3TBDMS,isomer #7	CC(C)C(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	3341.8	Standard non polar	33892256
Tryptophyl-Valine,4TBDMS,isomer #1	CC(C)C(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	3545.3	Semi standard non polar	33892256
Tryptophyl-Valine,4TBDMS,isomer #1	CC(C)C(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	3488.1	Standard non polar	33892256
Tryptophyl-Valine,4TBDMS,isomer #2	CC(C)C(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	3826.3	Semi standard non polar	33892256
Tryptophyl-Valine,4TBDMS,isomer #2	CC(C)C(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	3597.7	Standard non polar	33892256
Tryptophyl-Valine,4TBDMS,isomer #3	CC(C)C(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	3706.3	Semi standard non polar	33892256
Tryptophyl-Valine,4TBDMS,isomer #3	CC(C)C(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	3516.9	Standard non polar	33892256
Tryptophyl-Valine,4TBDMS,isomer #4	CC(C)C(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	3816.4	Semi standard non polar	33892256
Tryptophyl-Valine,4TBDMS,isomer #4	CC(C)C(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	3534.1	Standard non polar	33892256
Tryptophyl-Valine,5TBDMS,isomer #1	CC(C)C(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	3980.8	Semi standard non polar	33892256
Tryptophyl-Valine,5TBDMS,isomer #1	CC(C)C(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	3742.3	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-Valine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-3910000000-41183d261ea9802f5f97	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tryptophyl-Valine GC-MS (1 TMS) - 70eV, Positive	splash10-0a4i-5910000000-36956180c8b9f7f4124e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tryptophyl-Valine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tryptophyl-Valine 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-Valine 10V, Positive-QTOF	splash10-0pbi-0896000000-4122cc44b77798f95ae1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Valine 20V, Positive-QTOF	splash10-0abc-3910000000-96506277cf1951dd5f39	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Valine 40V, Positive-QTOF	splash10-001l-2900000000-747c88379357ad5ff2d8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Valine 10V, Negative-QTOF	splash10-0udi-0169000000-94e49a7d231f21d54124	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Valine 20V, Negative-QTOF	splash10-1009-3894000000-42e5a472317bea545cc5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Valine 40V, Negative-QTOF	splash10-01bd-7900000000-230ee9e6c00dd4534eda	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Valine 10V, Negative-QTOF	splash10-0udi-0029000000-dd0730c6a93e045a1443	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Valine 20V, Negative-QTOF	splash10-056r-2951000000-8a3a86c73e87b8dcfd9d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Valine 40V, Negative-QTOF	splash10-014l-7900000000-72fada81b02e7ba76718	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Valine 10V, Positive-QTOF	splash10-000f-0891000000-4894cb69aa36c751291b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Valine 20V, Positive-QTOF	splash10-0006-0910000000-91d02659f63ca02b20ce	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Valine 40V, Positive-QTOF	splash10-0006-4900000000-a5a300b4671aa3a072ab	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

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

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	27275383	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

Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
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

FDB112100

KNApSAcK ID

Not Available

Chemspider ID

14526377

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

19816756

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-Valine (HMDB0029096)

MOL for HMDB0029096 (Tryptophyl-Valine)

3D MOL for HMDB0029096 (Tryptophyl-Valine)

3D SDF for HMDB0029096 (Tryptophyl-Valine)

3D-SDF for HMDB0029096 (Tryptophyl-Valine)

PDB for HMDB0029096 (Tryptophyl-Valine)

3D PDB for HMDB0029096 (Tryptophyl-Valine)

SMILES for HMDB0029096 (Tryptophyl-Valine)

INCHI for HMDB0029096 (Tryptophyl-Valine)

Structure for HMDB0029096 (Tryptophyl-Valine)

3D Structure for HMDB0029096 (Tryptophyl-Valine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra