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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:03:04 UTC

Update Date

2021-09-14 15:45:52 UTC

HMDB ID

HMDB0028940

Secondary Accession Numbers

HMDB28940

Metabolite Identification

Common Name

Leucyl-Tryptophan

Description

Leucyl-Tryptophan is a dipeptide composed of leucine 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

HMDB0028940
     RDKit          3D
Leucyl-Tryptophan
 46 47  0  0  0  0  0  0  0  0999 V2000
   -3.4524    2.0297   -0.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9186    0.6351   -0.5140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4204    0.5090   -0.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1734   -0.3345    0.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7198   -0.5124    0.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3605   -0.8721   -1.2411 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7570    0.3234    0.7715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8851    1.6788    1.0685 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3814   -0.2227    1.1828 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179   -1.5826    0.9797 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2196   -1.8325    0.8707 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8510   -1.1142   -0.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1676   -1.5868   -1.4895 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7032   -0.5832   -2.1999 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7564    0.5394   -1.4643 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2153    1.8285   -1.7194 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1704    2.8354   -0.7821 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6434    2.5203    0.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1841    1.2315    0.7065 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2237    0.2134   -0.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2655   -2.3972    2.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3122   -1.8465    3.0786 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4795   -3.7569    2.1370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1646    2.7439   -0.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4966    2.1626   -0.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3618    2.3975    0.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8007    0.2883   -1.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9152    1.2007   -0.9644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6020    0.8671    0.7672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7118   -0.5384   -0.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3899   -0.1795    1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6518   -1.3546    0.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5179   -1.5796    0.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6449   -1.7747   -1.5951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0335   -0.1632   -1.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3505    2.0314    1.8847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3055   -2.0075    0.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3419   -2.9151    0.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6441   -1.5455    1.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9909   -2.6068   -1.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0504   -0.6150   -3.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6304    2.0613   -2.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5367    3.8296   -1.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5988    3.2981    1.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7775    0.9871    1.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7858   -4.2906    2.9241 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
  5  7  1  0
  7  8  1  0
  7  9  2  3
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 10 21  1  0
 21 22  2  0
 21 23  1  0
 20 12  1  0
 20 15  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  8 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 13 40  1  0
 14 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 23 46  1  0
M  END


  Mrv1652304032018452D          

 23 24  0  0  0  0            999 V2000
   -3.1089   -2.9691    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7499   -3.4107    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0470   -2.0129    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.0709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3020   -2.7976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2400   -1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -0.1006    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851   -1.0568    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752    0.5124    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6880   -2.4545    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -0.8853    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5371   -0.4437    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2822    0.3409    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2203    1.2971    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  4  3  2  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
 10  1  1  0  0  0  0
 10  2  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 11  9  2  0  0  0  0
 12  5  2  0  0  0  0
 12 11  1  0  0  0  0
 13  7  1  0  0  0  0
 14  6  2  0  0  0  0
 14 12  1  0  0  0  0
 15  8  1  0  0  0  0
 16 13  1  0  0  0  0
 17 15  1  0  0  0  0
 18 13  1  0  0  0  0
 19  9  1  0  0  0  0
 19 14  1  0  0  0  0
 20 15  1  4  0  0  0
 20 16  2  0  0  0  0
 21 16  1  0  0  0  0
 22 17  2  0  0  0  0
 23 17  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0028940

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H23N3O3/c1-10(2)7-13(18)16(21)20-15(17(22)23)8-11-9-19-14-6-4-3-5-12(11)14/h3-6,9-10,13,15,19H,7-8,18H2,1-2H3,(H,20,21)(H,22,23)

> <INCHI_KEY>
BQVUABVGYYSDCJ-UHFFFAOYSA-N

> <FORMULA>
C17H23N3O3

> <MOLECULAR_WEIGHT>
317.3828

> <EXACT_MASS>
317.173941617

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
33.801424058309486

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(2-amino-1-hydroxy-4-methylpentylidene)amino]-3-(1H-indol-3-yl)propanoic acid

> <ALOGPS_LOGP>
-0.32

> <JCHEM_LOGP>
0.24517259714706874

> <ALOGPS_LOGS>
-3.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.571886611926637

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.667321921609272

> <JCHEM_PKA_STRONGEST_BASIC>
9.605399628445884

> <JCHEM_POLAR_SURFACE_AREA>
111.7

> <JCHEM_REFRACTIVITY>
87.6955

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.37e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2-amino-1-hydroxy-4-methylpentylidene)amino]-3-(1H-indol-3-yl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0028940
     RDKit          3D
Leucyl-Tryptophan
 46 47  0  0  0  0  0  0  0  0999 V2000
   -3.4524    2.0297   -0.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9186    0.6351   -0.5140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4204    0.5090   -0.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1734   -0.3345    0.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7198   -0.5124    0.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3605   -0.8721   -1.2411 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7570    0.3234    0.7715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8851    1.6788    1.0685 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3814   -0.2227    1.1828 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179   -1.5826    0.9797 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2196   -1.8325    0.8707 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8510   -1.1142   -0.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1676   -1.5868   -1.4895 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7032   -0.5832   -2.1999 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7564    0.5394   -1.4643 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2153    1.8285   -1.7194 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1704    2.8354   -0.7821 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6434    2.5203    0.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1841    1.2315    0.7065 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2237    0.2134   -0.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2655   -2.3972    2.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3122   -1.8465    3.0786 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4795   -3.7569    2.1370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1646    2.7439   -0.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4966    2.1626   -0.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3618    2.3975    0.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8007    0.2883   -1.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9152    1.2007   -0.9644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6020    0.8671    0.7672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7118   -0.5384   -0.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3899   -0.1795    1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6518   -1.3546    0.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5179   -1.5796    0.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6449   -1.7747   -1.5951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0335   -0.1632   -1.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3505    2.0314    1.8847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3055   -2.0075    0.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3419   -2.9151    0.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6441   -1.5455    1.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9909   -2.6068   -1.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0504   -0.6150   -3.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6304    2.0613   -2.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5367    3.8296   -1.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5988    3.2981    1.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7775    0.9871    1.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7858   -4.2906    2.9241 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
  5  7  1  0
  7  8  1  0
  7  9  2  3
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 10 21  1  0
 21 22  2  0
 21 23  1  0
 20 12  1  0
 20 15  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  8 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 13 40  1  0
 14 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 23 46  1  0
M  END

HEADER    PROTEIN                                 03-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-APR-20         0                                  
HETATM    1  C   UNK     0      -5.803  -5.542   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.266  -6.367   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.821  -3.757   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.650   0.132   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.297  -5.222   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.126   1.597   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.315  -3.437   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.143  -0.188   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.839  -1.973   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -0.887   0.956   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0      -1.284  -4.582   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0       2.126   4.089   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0      -0.332  -1.653   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0      -2.869  -0.828   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      -2.393   0.636   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -0.411   2.421   0.000  0.00  0.00           O+0
CONECT    1   10                                                            
CONECT    2   10                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3   12                                                       
CONECT    6    4   14                                                       
CONECT    7   10   13                                                       
CONECT    8   11   15                                                       
CONECT    9   11   19                                                       
CONECT   10    1    2    7                                                  
CONECT   11    8    9   12                                                  
CONECT   12    5   11   14                                                  
CONECT   13    7   16   18                                                  
CONECT   14    6   12   19                                                  
CONECT   15    8   17   20                                                  
CONECT   16   13   20   21                                                  
CONECT   17   15   22   23                                                  
CONECT   18   13                                                            
CONECT   19    9   14                                                       
CONECT   20   15   16                                                       
CONECT   21   16                                                            
CONECT   22   17                                                            
CONECT   23   17                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   48    0
END

COMPND    HMDB0028940
HETATM    1  C1  UNL     1      -3.452   2.030  -0.408  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.919   0.635  -0.514  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.420   0.509  -0.260  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.173  -0.335   0.314  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.720  -0.512   0.074  1.00  0.00           C  
HETATM    6  N1  UNL     1      -1.360  -0.872  -1.241  1.00  0.00           N  
HETATM    7  C6  UNL     1      -0.757   0.323   0.771  1.00  0.00           C  
HETATM    8  O1  UNL     1      -0.885   1.679   1.068  1.00  0.00           O  
HETATM    9  N2  UNL     1       0.381  -0.223   1.183  1.00  0.00           N  
HETATM   10  C7  UNL     1       0.718  -1.583   0.980  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.220  -1.833   0.871  1.00  0.00           C  
HETATM   12  C9  UNL     1       2.851  -1.114  -0.233  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.168  -1.587  -1.490  1.00  0.00           C  
HETATM   14  N3  UNL     1       3.703  -0.583  -2.200  1.00  0.00           N  
HETATM   15  C11 UNL     1       3.756   0.539  -1.464  1.00  0.00           C  
HETATM   16  C12 UNL     1       4.215   1.828  -1.719  1.00  0.00           C  
HETATM   17  C13 UNL     1       4.170   2.835  -0.782  1.00  0.00           C  
HETATM   18  C14 UNL     1       3.643   2.520   0.450  1.00  0.00           C  
HETATM   19  C15 UNL     1       3.184   1.231   0.706  1.00  0.00           C  
HETATM   20  C16 UNL     1       3.224   0.213  -0.229  1.00  0.00           C  
HETATM   21  C17 UNL     1       0.265  -2.397   2.123  1.00  0.00           C  
HETATM   22  O2  UNL     1      -0.312  -1.846   3.079  1.00  0.00           O  
HETATM   23  O3  UNL     1       0.479  -3.757   2.137  1.00  0.00           O  
HETATM   24  H1  UNL     1      -4.165   2.744  -0.948  1.00  0.00           H  
HETATM   25  H2  UNL     1      -2.497   2.163  -0.933  1.00  0.00           H  
HETATM   26  H3  UNL     1      -3.362   2.397   0.623  1.00  0.00           H  
HETATM   27  H4  UNL     1      -3.801   0.288  -1.579  1.00  0.00           H  
HETATM   28  H5  UNL     1      -5.915   1.201  -0.964  1.00  0.00           H  
HETATM   29  H6  UNL     1      -5.602   0.867   0.767  1.00  0.00           H  
HETATM   30  H7  UNL     1      -5.712  -0.538  -0.433  1.00  0.00           H  
HETATM   31  H8  UNL     1      -3.390  -0.179   1.418  1.00  0.00           H  
HETATM   32  H9  UNL     1      -3.652  -1.355   0.101  1.00  0.00           H  
HETATM   33  H10 UNL     1      -1.518  -1.580   0.630  1.00  0.00           H  
HETATM   34  H11 UNL     1      -1.645  -1.775  -1.595  1.00  0.00           H  
HETATM   35  H12 UNL     1      -1.034  -0.163  -1.870  1.00  0.00           H  
HETATM   36  H13 UNL     1      -1.351   2.031   1.885  1.00  0.00           H  
HETATM   37  H14 UNL     1       0.305  -2.007   0.022  1.00  0.00           H  
HETATM   38  H15 UNL     1       2.342  -2.915   0.715  1.00  0.00           H  
HETATM   39  H16 UNL     1       2.644  -1.546   1.844  1.00  0.00           H  
HETATM   40  H17 UNL     1       2.991  -2.607  -1.798  1.00  0.00           H  
HETATM   41  H18 UNL     1       4.050  -0.615  -3.199  1.00  0.00           H  
HETATM   42  H19 UNL     1       4.630   2.061  -2.703  1.00  0.00           H  
HETATM   43  H20 UNL     1       4.537   3.830  -1.016  1.00  0.00           H  
HETATM   44  H21 UNL     1       3.599   3.298   1.203  1.00  0.00           H  
HETATM   45  H22 UNL     1       2.777   0.987   1.689  1.00  0.00           H  
HETATM   46  H23 UNL     1       0.786  -4.291   2.924  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    4   27
CONECT    3   28   29   30
CONECT    4    5   31   32
CONECT    5    6    7   33
CONECT    6   34   35
CONECT    7    8    9    9
CONECT    8   36
CONECT    9   10
CONECT   10   11   21   37
CONECT   11   12   38   39
CONECT   12   13   13   20
CONECT   13   14   40
CONECT   14   15   41
CONECT   15   16   16   20
CONECT   16   17   42
CONECT   17   18   18   43
CONECT   18   19   44
CONECT   19   20   20   45
CONECT   21   22   22   23
CONECT   23   46
END

HMDB0028940
     RDKit          3D
Leucyl-Tryptophan
 46 47  0  0  0  0  0  0  0  0999 V2000
   -3.4524    2.0297   -0.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9186    0.6351   -0.5140 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4204    0.5090   -0.2601 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1734   -0.3345    0.3142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7198   -0.5124    0.0743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3605   -0.8721   -1.2411 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7570    0.3234    0.7715 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8851    1.6788    1.0685 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.3814   -0.2227    1.1828 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7179   -1.5826    0.9797 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2196   -1.8325    0.8707 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8510   -1.1142   -0.2332 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1676   -1.5868   -1.4895 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7032   -0.5832   -2.1999 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7564    0.5394   -1.4643 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2153    1.8285   -1.7194 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1704    2.8354   -0.7821 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6434    2.5203    0.4504 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1841    1.2315    0.7065 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2237    0.2134   -0.2286 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2655   -2.3972    2.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3122   -1.8465    3.0786 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4795   -3.7569    2.1370 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1646    2.7439   -0.9478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4966    2.1626   -0.9326 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3618    2.3975    0.6231 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8007    0.2883   -1.5794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9152    1.2007   -0.9644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6020    0.8671    0.7672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7118   -0.5384   -0.4331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3899   -0.1795    1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6518   -1.3546    0.1011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5179   -1.5796    0.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6449   -1.7747   -1.5951 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0335   -0.1632   -1.8703 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3505    2.0314    1.8847 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3055   -2.0075    0.0222 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3419   -2.9151    0.7147 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6441   -1.5455    1.8441 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9909   -2.6068   -1.7980 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0504   -0.6150   -3.1990 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6304    2.0613   -2.7032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5367    3.8296   -1.0157 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5988    3.2981    1.2034 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7775    0.9871    1.6894 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7858   -4.2906    2.9241 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
  5  7  1  0
  7  8  1  0
  7  9  2  3
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  2  0
 10 21  1  0
 21 22  2  0
 21 23  1  0
 20 12  1  0
 20 15  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  8 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 13 40  1  0
 14 41  1  0
 16 42  1  0
 17 43  1  0
 18 44  1  0
 19 45  1  0
 23 46  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
L-Leucyl-L-tryptophan	HMDB
L-W Dipeptide	HMDB
Leu-TRP	HMDB
Leucine tryptophan dipeptide	HMDB
Leucine-tryptophan dipeptide	HMDB
Leucyltryptophan	HMDB
LW Dipeptide	HMDB
2-[(2-Amino-1-hydroxy-4-methylpentylidene)amino]-3-(1H-indol-3-yl)propanoate	HMDB

Chemical Formula

C₁₇H₂₃N₃O₃

Average Molecular Weight

317.3828

Monoisotopic Molecular Weight

317.173941617

IUPAC Name

2-[(2-amino-1-hydroxy-4-methylpentylidene)amino]-3-(1H-indol-3-yl)propanoic acid

Traditional Name

2-[(2-amino-1-hydroxy-4-methylpentylidene)amino]-3-(1H-indol-3-yl)propanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)CC(N)C(O)=NC(CC1=CNC2=CC=CC=C12)C(O)=O

InChI Identifier

InChI=1S/C17H23N3O3/c1-10(2)7-13(18)16(21)20-15(17(22)23)8-11-9-19-14-6-4-3-5-12(11)14/h3-6,9-10,13,15,19H,7-8,18H2,1-2H3,(H,20,21)(H,22,23)

InChI Key

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

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

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	-0.37	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.15 g/L	ALOGPS
logP	-0.32	ALOGPS
logP	0.25	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	3.67	ChemAxon
pKa (Strongest Basic)	9.61	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	111.7 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	87.7 m³·mol⁻¹	ChemAxon
Polarizability	33.8 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	174.131	31661259
DarkChem	[M-H]-	172.802	31661259
DeepCCS	[M-2H]-	212.818	30932474
DeepCCS	[M+Na]+	188.383	30932474
AllCCS	[M+H]+	176.4	32859911
AllCCS	[M+H-H2O]+	173.5	32859911
AllCCS	[M+NH4]+	179.2	32859911
AllCCS	[M+Na]+	179.9	32859911
AllCCS	[M-H]-	178.1	32859911
AllCCS	[M+Na-2H]-	178.3	32859911
AllCCS	[M+HCOO]-	178.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Leucyl-Tryptophan	CC(C)CC(N)C(O)=NC(CC1=CNC2=CC=CC=C12)C(O)=O	3754.0	Standard polar	33892256
Leucyl-Tryptophan	CC(C)CC(N)C(O)=NC(CC1=CNC2=CC=CC=C12)C(O)=O	2553.5	Standard non polar	33892256
Leucyl-Tryptophan	CC(C)CC(N)C(O)=NC(CC1=CNC2=CC=CC=C12)C(O)=O	2846.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Leucyl-Tryptophan,1TMS,isomer #1	CC(C)CC(N)C(=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O)O[Si](C)(C)C	2847.6	Semi standard non polar	33892256
Leucyl-Tryptophan,1TMS,isomer #2	CC(C)CC(N)C(O)=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C	2886.4	Semi standard non polar	33892256
Leucyl-Tryptophan,1TMS,isomer #3	CC(C)CC(N[Si](C)(C)C)C(O)=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O	2926.6	Semi standard non polar	33892256
Leucyl-Tryptophan,1TMS,isomer #4	CC(C)CC(N)C(O)=NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O	2955.7	Semi standard non polar	33892256
Leucyl-Tryptophan,2TMS,isomer #1	CC(C)CC(N)C(=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2780.4	Semi standard non polar	33892256
Leucyl-Tryptophan,2TMS,isomer #2	CC(C)CC(N[Si](C)(C)C)C(=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O)O[Si](C)(C)C	2778.2	Semi standard non polar	33892256
Leucyl-Tryptophan,2TMS,isomer #3	CC(C)CC(N)C(=NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O)O[Si](C)(C)C	2847.7	Semi standard non polar	33892256
Leucyl-Tryptophan,2TMS,isomer #4	CC(C)CC(N[Si](C)(C)C)C(O)=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C	2825.1	Semi standard non polar	33892256
Leucyl-Tryptophan,2TMS,isomer #5	CC(C)CC(N)C(O)=NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C	2858.8	Semi standard non polar	33892256
Leucyl-Tryptophan,2TMS,isomer #6	CC(C)CC(C(O)=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	3051.4	Semi standard non polar	33892256
Leucyl-Tryptophan,2TMS,isomer #7	CC(C)CC(N[Si](C)(C)C)C(O)=NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O	2918.0	Semi standard non polar	33892256
Leucyl-Tryptophan,3TMS,isomer #1	CC(C)CC(N[Si](C)(C)C)C(=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2740.6	Semi standard non polar	33892256
Leucyl-Tryptophan,3TMS,isomer #1	CC(C)CC(N[Si](C)(C)C)C(=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2729.6	Standard non polar	33892256
Leucyl-Tryptophan,3TMS,isomer #2	CC(C)CC(N)C(=NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2797.9	Semi standard non polar	33892256
Leucyl-Tryptophan,3TMS,isomer #2	CC(C)CC(N)C(=NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2718.5	Standard non polar	33892256
Leucyl-Tryptophan,3TMS,isomer #3	CC(C)CC(C(=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2975.3	Semi standard non polar	33892256
Leucyl-Tryptophan,3TMS,isomer #3	CC(C)CC(C(=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2844.7	Standard non polar	33892256
Leucyl-Tryptophan,3TMS,isomer #4	CC(C)CC(N[Si](C)(C)C)C(=NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O)O[Si](C)(C)C	2791.6	Semi standard non polar	33892256
Leucyl-Tryptophan,3TMS,isomer #4	CC(C)CC(N[Si](C)(C)C)C(=NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O)O[Si](C)(C)C	2744.4	Standard non polar	33892256
Leucyl-Tryptophan,3TMS,isomer #5	CC(C)CC(C(O)=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2992.8	Semi standard non polar	33892256
Leucyl-Tryptophan,3TMS,isomer #5	CC(C)CC(C(O)=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2852.3	Standard non polar	33892256
Leucyl-Tryptophan,3TMS,isomer #6	CC(C)CC(N[Si](C)(C)C)C(O)=NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C	2826.9	Semi standard non polar	33892256
Leucyl-Tryptophan,3TMS,isomer #6	CC(C)CC(N[Si](C)(C)C)C(O)=NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C	2755.3	Standard non polar	33892256
Leucyl-Tryptophan,3TMS,isomer #7	CC(C)CC(C(O)=NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	3047.2	Semi standard non polar	33892256
Leucyl-Tryptophan,3TMS,isomer #7	CC(C)CC(C(O)=NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2912.8	Standard non polar	33892256
Leucyl-Tryptophan,4TMS,isomer #1	CC(C)CC(C(=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2973.4	Semi standard non polar	33892256
Leucyl-Tryptophan,4TMS,isomer #1	CC(C)CC(C(=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2881.2	Standard non polar	33892256
Leucyl-Tryptophan,4TMS,isomer #2	CC(C)CC(N[Si](C)(C)C)C(=NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2779.6	Semi standard non polar	33892256
Leucyl-Tryptophan,4TMS,isomer #2	CC(C)CC(N[Si](C)(C)C)C(=NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2757.4	Standard non polar	33892256
Leucyl-Tryptophan,4TMS,isomer #3	CC(C)CC(C(=NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3026.1	Semi standard non polar	33892256
Leucyl-Tryptophan,4TMS,isomer #3	CC(C)CC(C(=NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2885.6	Standard non polar	33892256
Leucyl-Tryptophan,4TMS,isomer #4	CC(C)CC(C(O)=NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3011.8	Semi standard non polar	33892256
Leucyl-Tryptophan,4TMS,isomer #4	CC(C)CC(C(O)=NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2932.9	Standard non polar	33892256
Leucyl-Tryptophan,5TMS,isomer #1	CC(C)CC(C(=NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	3020.5	Semi standard non polar	33892256
Leucyl-Tryptophan,5TMS,isomer #1	CC(C)CC(C(=NC(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2919.4	Standard non polar	33892256
Leucyl-Tryptophan,1TBDMS,isomer #1	CC(C)CC(N)C(=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O)O[Si](C)(C)C(C)(C)C	3127.2	Semi standard non polar	33892256
Leucyl-Tryptophan,1TBDMS,isomer #2	CC(C)CC(N)C(O)=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C	3165.0	Semi standard non polar	33892256
Leucyl-Tryptophan,1TBDMS,isomer #3	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(O)=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O	3167.7	Semi standard non polar	33892256
Leucyl-Tryptophan,1TBDMS,isomer #4	CC(C)CC(N)C(O)=NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O	3182.5	Semi standard non polar	33892256
Leucyl-Tryptophan,2TBDMS,isomer #1	CC(C)CC(N)C(=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3296.4	Semi standard non polar	33892256
Leucyl-Tryptophan,2TBDMS,isomer #2	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O)O[Si](C)(C)C(C)(C)C	3281.6	Semi standard non polar	33892256
Leucyl-Tryptophan,2TBDMS,isomer #3	CC(C)CC(N)C(=NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O)O[Si](C)(C)C(C)(C)C	3298.5	Semi standard non polar	33892256
Leucyl-Tryptophan,2TBDMS,isomer #4	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(O)=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C	3325.6	Semi standard non polar	33892256
Leucyl-Tryptophan,2TBDMS,isomer #5	CC(C)CC(N)C(O)=NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C	3323.5	Semi standard non polar	33892256
Leucyl-Tryptophan,2TBDMS,isomer #6	CC(C)CC(C(O)=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3488.9	Semi standard non polar	33892256
Leucyl-Tryptophan,2TBDMS,isomer #7	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(O)=NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O	3355.5	Semi standard non polar	33892256
Leucyl-Tryptophan,3TBDMS,isomer #1	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3420.7	Semi standard non polar	33892256
Leucyl-Tryptophan,3TBDMS,isomer #1	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3265.4	Standard non polar	33892256
Leucyl-Tryptophan,3TBDMS,isomer #2	CC(C)CC(N)C(=NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3408.7	Semi standard non polar	33892256
Leucyl-Tryptophan,3TBDMS,isomer #2	CC(C)CC(N)C(=NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3210.2	Standard non polar	33892256
Leucyl-Tryptophan,3TBDMS,isomer #3	CC(C)CC(C(=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3707.9	Semi standard non polar	33892256
Leucyl-Tryptophan,3TBDMS,isomer #3	CC(C)CC(C(=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3356.3	Standard non polar	33892256
Leucyl-Tryptophan,3TBDMS,isomer #4	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(=NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O)O[Si](C)(C)C(C)(C)C	3404.1	Semi standard non polar	33892256
Leucyl-Tryptophan,3TBDMS,isomer #4	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(=NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O)O[Si](C)(C)C(C)(C)C	3211.8	Standard non polar	33892256
Leucyl-Tryptophan,3TBDMS,isomer #5	CC(C)CC(C(O)=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3676.9	Semi standard non polar	33892256
Leucyl-Tryptophan,3TBDMS,isomer #5	CC(C)CC(C(O)=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3420.2	Standard non polar	33892256
Leucyl-Tryptophan,3TBDMS,isomer #6	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(O)=NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C	3435.6	Semi standard non polar	33892256
Leucyl-Tryptophan,3TBDMS,isomer #6	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(O)=NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C	3320.0	Standard non polar	33892256
Leucyl-Tryptophan,3TBDMS,isomer #7	CC(C)CC(C(O)=NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3688.4	Semi standard non polar	33892256
Leucyl-Tryptophan,3TBDMS,isomer #7	CC(C)CC(C(O)=NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3407.2	Standard non polar	33892256
Leucyl-Tryptophan,4TBDMS,isomer #1	CC(C)CC(C(=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3863.6	Semi standard non polar	33892256
Leucyl-Tryptophan,4TBDMS,isomer #1	CC(C)CC(C(=NC(CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3555.1	Standard non polar	33892256
Leucyl-Tryptophan,4TBDMS,isomer #2	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(=NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3504.8	Semi standard non polar	33892256
Leucyl-Tryptophan,4TBDMS,isomer #2	CC(C)CC(N[Si](C)(C)C(C)(C)C)C(=NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3401.1	Standard non polar	33892256
Leucyl-Tryptophan,4TBDMS,isomer #3	CC(C)CC(C(=NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3866.6	Semi standard non polar	33892256
Leucyl-Tryptophan,4TBDMS,isomer #3	CC(C)CC(C(=NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3487.4	Standard non polar	33892256
Leucyl-Tryptophan,4TBDMS,isomer #4	CC(C)CC(C(O)=NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3831.3	Semi standard non polar	33892256
Leucyl-Tryptophan,4TBDMS,isomer #4	CC(C)CC(C(O)=NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3614.2	Standard non polar	33892256
Leucyl-Tryptophan,5TBDMS,isomer #1	CC(C)CC(C(=NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	4000.1	Semi standard non polar	33892256
Leucyl-Tryptophan,5TBDMS,isomer #1	CC(C)CC(C(=NC(CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3679.4	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Leucyl-Tryptophan GC-MS (Non-derivatized) - 70eV, Positive	splash10-001c-9430000000-111ee24fc21d1a2cc3fe	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Leucyl-Tryptophan GC-MS (1 TMS) - 70eV, Positive	splash10-059f-5913000000-655faaa87fc44cd9f5d3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Leucyl-Tryptophan GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Leucyl-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 - Leucyl-Tryptophan 10V, Positive-QTOF	splash10-0gbi-4439000000-8ae5f2cb6f62cf7dcdeb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucyl-Tryptophan 20V, Positive-QTOF	splash10-05n0-9521000000-74d7ff0d11213429bb74	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucyl-Tryptophan 40V, Positive-QTOF	splash10-0api-9400000000-c840db0800144172a6fc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucyl-Tryptophan 10V, Negative-QTOF	splash10-014i-0259000000-d95cbcd5571f7c3c9ffc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucyl-Tryptophan 20V, Negative-QTOF	splash10-0g70-2962000000-09d7db38a5e898f3828e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucyl-Tryptophan 40V, Negative-QTOF	splash10-0mvi-7930000000-bdaa022359948f990775	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucyl-Tryptophan 10V, Negative-QTOF	splash10-014i-0079000000-86dbe7fcdf4762e171e6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucyl-Tryptophan 20V, Negative-QTOF	splash10-0udi-5980000000-f6c0e18400cdcb28f00e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucyl-Tryptophan 40V, Negative-QTOF	splash10-066u-2900000000-1546bff373e866583581	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucyl-Tryptophan 10V, Positive-QTOF	splash10-0ap0-0594000000-1fe104ecc7fb2d93e5ec	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucyl-Tryptophan 20V, Positive-QTOF	splash10-0ap0-4972000000-302b5774c5d8dc99eeb2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Leucyl-Tryptophan 40V, Positive-QTOF	splash10-014l-9300000000-10aa344c996bc16c51c2	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	27275383	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

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 ]
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 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB098213

KNApSAcK ID

Not Available

Chemspider ID

291664

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

329275

PDB ID

Not Available

ChEBI ID

174310

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

Kano K, Hasegawa H, Miyamura M: Chiral recognition of dipeptide methyl esters by an anionic beta-cyclodextrin. Chirality. 2001 Aug;13(8):474-82. [PubMed:11466771 ]
Sucov HM, Benson S, Robinson JJ, Britten RJ, Wilt F, Davidson EH: A lineage-specific gene encoding a major matrix protein of the sea urchin embryo spicule. II. Structure of the gene and derived sequence of the protein. Dev Biol. 1987 Apr;120(2):507-19. [PubMed:3030858 ]

Showing metabocard for Leucyl-Tryptophan (HMDB0028940)

MOL for HMDB0028940 (Leucyl-Tryptophan)

3D MOL for HMDB0028940 (Leucyl-Tryptophan)

3D SDF for HMDB0028940 (Leucyl-Tryptophan)

3D-SDF for HMDB0028940 (Leucyl-Tryptophan)

PDB for HMDB0028940 (Leucyl-Tryptophan)

3D PDB for HMDB0028940 (Leucyl-Tryptophan)

SMILES for HMDB0028940 (Leucyl-Tryptophan)

INCHI for HMDB0028940 (Leucyl-Tryptophan)

Structure for HMDB0028940 (Leucyl-Tryptophan)

3D Structure for HMDB0028940 (Leucyl-Tryptophan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra