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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:03:38 UTC

Update Date

2021-09-14 15:46:12 UTC

HMDB ID

HMDB0029087

Secondary Accession Numbers

HMDB29087

Metabolite Identification

Common Name

Tryptophyl-Leucine

Description

Tryptophyl-Leucine is a dipeptide composed of tryptophan and leucine. 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

HMDB0029087
     RDKit          3D
Tryptophyl-Leucine
 46 47  0  0  0  0  0  0  0  0999 V2000
   -5.6762    1.2248   -0.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9274   -0.0534   -0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6145   -0.5691    1.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5023    0.3273    0.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6013   -0.7838    0.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2669   -0.2646    0.7396 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5841    0.1355   -0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1206    0.0763   -1.5235 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7953    0.6825   -0.1457 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3203    0.7105    1.1761 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6834   -0.1236   -1.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0846    0.3416   -1.0167 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6508    1.2047   -1.9328 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9096    1.4200   -1.5568 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1827    0.7238   -0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3150    0.5944    0.3590 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2945   -0.2146    1.4786 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1607   -0.9062    1.8420 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0340   -0.7775    1.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0323    0.0292   -0.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002   -1.9560   -0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6177   -2.5903   -0.6726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3794   -2.4285   -0.7875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7073    1.2347   -0.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6972    1.3424   -1.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1712    2.1295   -0.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0161   -0.7361   -0.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9360   -0.9738    1.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3961   -1.2962    0.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1953    0.2478    1.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4883    1.0807    1.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1381    0.8473   -0.7288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9078   -1.1745    1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7019   -0.2759   -2.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7243    1.7171   -0.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7640    1.5946    1.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7302    0.2704    1.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2999   -0.1347   -2.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6664   -1.1820   -0.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1354    1.6180   -2.7963 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6116    2.0365   -2.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1930    1.1491    0.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2237   -0.2657    2.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1631   -1.5454    2.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1432   -1.3164    1.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8720   -3.1707   -0.2875 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  3
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 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
  5 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
  8 34  1  0
  9 35  1  0
 10 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


  Mrv1652304032018482D          

 23 24  0  0  0  0            999 V2000
   -0.7198    5.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7092    5.0001    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1646   10.8766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9096   11.6612    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6125   10.2635    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1027   11.8328    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0053    6.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1381    9.1251    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4707   10.4350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0053    5.4126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1381    9.9501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8056   10.4350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4237    8.7126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5506   11.2197    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7092    6.6501    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4237    7.8876    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4237    6.2376    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7092    9.1251    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.7256   11.2197    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7092    7.4751    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1381    7.4751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1381    6.6501    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4237    5.4126    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  8  1  0  0  0  0
 14  6  2  0  0  0  0
 14 12  1  0  0  0  0
 15  7  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>
HMDB0029087

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H23N3O3/c1-10(2)7-15(17(22)23)20-16(21)13(18)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>
LYMVXFSTACVOLP-UHFFFAOYSA-N

> <FORMULA>
C17H23N3O3

> <MOLECULAR_WEIGHT>
317.3828

> <EXACT_MASS>
317.173941617

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
46

> <JCHEM_AVERAGE_POLARIZABILITY>
34.731404223137346

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-{[2-amino-1-hydroxy-3-(1H-indol-3-yl)propylidene]amino}-4-methylpentanoic acid

> <ALOGPS_LOGP>
-0.28

> <JCHEM_LOGP>
0.24021180042177614

> <ALOGPS_LOGS>
-3.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
4.471885434574694

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.5939503565769453

> <JCHEM_PKA_STRONGEST_BASIC>
9.482535337810866

> <JCHEM_POLAR_SURFACE_AREA>
111.7

> <JCHEM_REFRACTIVITY>
87.6955

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.72e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-{[2-amino-1-hydroxy-3-(1H-indol-3-yl)propylidene]amino}-4-methylpentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029087
     RDKit          3D
Tryptophyl-Leucine
 46 47  0  0  0  0  0  0  0  0999 V2000
   -5.6762    1.2248   -0.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9274   -0.0534   -0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6145   -0.5691    1.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5023    0.3273    0.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6013   -0.7838    0.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2669   -0.2646    0.7396 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5841    0.1355   -0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1206    0.0763   -1.5235 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7953    0.6825   -0.1457 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3203    0.7105    1.1761 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6834   -0.1236   -1.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0846    0.3416   -1.0167 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6508    1.2047   -1.9328 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9096    1.4200   -1.5568 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1827    0.7238   -0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3150    0.5944    0.3590 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2945   -0.2146    1.4786 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1607   -0.9062    1.8420 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0340   -0.7775    1.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0323    0.0292   -0.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002   -1.9560   -0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6177   -2.5903   -0.6726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3794   -2.4285   -0.7875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7073    1.2347   -0.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6972    1.3424   -1.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1712    2.1295   -0.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0161   -0.7361   -0.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9360   -0.9738    1.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3961   -1.2962    0.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1953    0.2478    1.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4883    1.0807    1.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1381    0.8473   -0.7288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9078   -1.1745    1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7019   -0.2759   -2.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7243    1.7171   -0.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7640    1.5946    1.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7302    0.2704    1.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2999   -0.1347   -2.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6664   -1.1820   -0.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1354    1.6180   -2.7963 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6116    2.0365   -2.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1930    1.1491    0.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2237   -0.2657    2.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1631   -1.5454    2.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1432   -1.3164    1.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8720   -3.1707   -0.2875 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  3
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 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
  5 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
  8 34  1  0
  9 35  1  0
 10 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      -1.344   9.334   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.324   9.334   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.774  20.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.298  21.768   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.743  19.159   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.792  22.088   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.010  11.644   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       3.991  17.034   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.745  19.479   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -0.010  10.104   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.991  18.574   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.237  19.479   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.658  16.264   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.761  20.943   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.324  12.414   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       2.658  14.724   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.658  11.644   0.000  0.00  0.00           C+0
HETATM   18  N   UNK     0       1.324  17.034   0.000  0.00  0.00           N+0
HETATM   19  N   UNK     0       3.221  20.943   0.000  0.00  0.00           N+0
HETATM   20  N   UNK     0       1.324  13.954   0.000  0.00  0.00           N+0
HETATM   21  O   UNK     0       3.991  13.954   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0       3.991  12.414   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0       2.658  10.104   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   15                                                       
CONECT    8   11   13                                                       
CONECT    9   11   19                                                       
CONECT   10    1    2    7                                                  
CONECT   11    8    9   12                                                  
CONECT   12    5   11   14                                                  
CONECT   13    8   16   18                                                  
CONECT   14    6   12   19                                                  
CONECT   15    7   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    HMDB0029087
HETATM    1  C1  UNL     1      -5.676   1.225  -0.465  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.927  -0.053  -0.061  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.615  -0.569   1.180  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.502   0.327   0.161  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.601  -0.784   0.562  1.00  0.00           C  
HETATM    6  N1  UNL     1      -1.267  -0.265   0.740  1.00  0.00           N  
HETATM    7  C6  UNL     1      -0.584   0.136  -0.250  1.00  0.00           C  
HETATM    8  O1  UNL     1      -1.121   0.076  -1.524  1.00  0.00           O  
HETATM    9  C7  UNL     1       0.795   0.683  -0.146  1.00  0.00           C  
HETATM   10  N2  UNL     1       1.320   0.711   1.176  1.00  0.00           N  
HETATM   11  C8  UNL     1       1.683  -0.124  -1.058  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.085   0.342  -1.017  1.00  0.00           C  
HETATM   13  C10 UNL     1       3.651   1.205  -1.933  1.00  0.00           C  
HETATM   14  N3  UNL     1       4.910   1.420  -1.557  1.00  0.00           N  
HETATM   15  C11 UNL     1       5.183   0.724  -0.424  1.00  0.00           C  
HETATM   16  C12 UNL     1       6.315   0.594   0.359  1.00  0.00           C  
HETATM   17  C13 UNL     1       6.294  -0.215   1.479  1.00  0.00           C  
HETATM   18  C14 UNL     1       5.161  -0.906   1.842  1.00  0.00           C  
HETATM   19  C15 UNL     1       4.034  -0.777   1.063  1.00  0.00           C  
HETATM   20  C16 UNL     1       4.032   0.029  -0.063  1.00  0.00           C  
HETATM   21  C17 UNL     1      -2.600  -1.956  -0.309  1.00  0.00           C  
HETATM   22  O2  UNL     1      -3.618  -2.590  -0.673  1.00  0.00           O  
HETATM   23  O3  UNL     1      -1.379  -2.428  -0.788  1.00  0.00           O  
HETATM   24  H1  UNL     1      -6.707   1.235  -0.094  1.00  0.00           H  
HETATM   25  H2  UNL     1      -5.697   1.342  -1.565  1.00  0.00           H  
HETATM   26  H3  UNL     1      -5.171   2.130  -0.073  1.00  0.00           H  
HETATM   27  H4  UNL     1      -5.016  -0.736  -0.921  1.00  0.00           H  
HETATM   28  H5  UNL     1      -4.936  -0.974   1.934  1.00  0.00           H  
HETATM   29  H6  UNL     1      -6.396  -1.296   0.840  1.00  0.00           H  
HETATM   30  H7  UNL     1      -6.195   0.248   1.693  1.00  0.00           H  
HETATM   31  H8  UNL     1      -3.488   1.081   1.001  1.00  0.00           H  
HETATM   32  H9  UNL     1      -3.138   0.847  -0.729  1.00  0.00           H  
HETATM   33  H10 UNL     1      -2.908  -1.175   1.591  1.00  0.00           H  
HETATM   34  H11 UNL     1      -0.702  -0.276  -2.347  1.00  0.00           H  
HETATM   35  H12 UNL     1       0.724   1.717  -0.600  1.00  0.00           H  
HETATM   36  H13 UNL     1       1.764   1.595   1.446  1.00  0.00           H  
HETATM   37  H14 UNL     1       0.730   0.270   1.903  1.00  0.00           H  
HETATM   38  H15 UNL     1       1.300  -0.135  -2.104  1.00  0.00           H  
HETATM   39  H16 UNL     1       1.666  -1.182  -0.664  1.00  0.00           H  
HETATM   40  H17 UNL     1       3.135   1.618  -2.796  1.00  0.00           H  
HETATM   41  H18 UNL     1       5.612   2.037  -2.049  1.00  0.00           H  
HETATM   42  H19 UNL     1       7.193   1.149   0.050  1.00  0.00           H  
HETATM   43  H20 UNL     1       7.224  -0.266   2.044  1.00  0.00           H  
HETATM   44  H21 UNL     1       5.163  -1.545   2.734  1.00  0.00           H  
HETATM   45  H22 UNL     1       3.143  -1.316   1.322  1.00  0.00           H  
HETATM   46  H23 UNL     1      -0.872  -3.171  -0.287  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   21   33
CONECT    6    7    7
CONECT    7    8    9
CONECT    8   34
CONECT    9   10   11   35
CONECT   10   36   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

HMDB0029087
     RDKit          3D
Tryptophyl-Leucine
 46 47  0  0  0  0  0  0  0  0999 V2000
   -5.6762    1.2248   -0.4647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9274   -0.0534   -0.0606 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6145   -0.5691    1.1801 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5023    0.3273    0.1610 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6013   -0.7838    0.5620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2669   -0.2646    0.7396 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5841    0.1355   -0.2501 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1206    0.0763   -1.5235 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7953    0.6825   -0.1457 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3203    0.7105    1.1761 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6834   -0.1236   -1.0578 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0846    0.3416   -1.0167 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6508    1.2047   -1.9328 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9096    1.4200   -1.5568 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.1827    0.7238   -0.4240 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3150    0.5944    0.3590 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2945   -0.2146    1.4786 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1607   -0.9062    1.8420 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0340   -0.7775    1.0633 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0323    0.0292   -0.0630 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6002   -1.9560   -0.3086 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6177   -2.5903   -0.6726 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3794   -2.4285   -0.7875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7073    1.2347   -0.0940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6972    1.3424   -1.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1712    2.1295   -0.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0161   -0.7361   -0.9213 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9360   -0.9738    1.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3961   -1.2962    0.8396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1953    0.2478    1.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4883    1.0807    1.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1381    0.8473   -0.7288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9078   -1.1745    1.5905 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7019   -0.2759   -2.3468 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7243    1.7171   -0.5999 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7640    1.5946    1.4458 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7302    0.2704    1.9026 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2999   -0.1347   -2.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6664   -1.1820   -0.6637 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1354    1.6180   -2.7963 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6116    2.0365   -2.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1930    1.1491    0.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2237   -0.2657    2.0442 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1631   -1.5454    2.7341 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1432   -1.3164    1.3221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8720   -3.1707   -0.2875 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  3
  7  8  1  0
  7  9  1  0
  9 10  1  0
  9 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
  5 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
  8 34  1  0
  9 35  1  0
 10 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-Tryptophyl-L-leucine	HMDB
TRP-Leu	HMDB
Tryptophan leucine dipeptide	HMDB
Tryptophan-leucine dipeptide	HMDB
Tryptophylleucine	HMDB
W-L Dipeptide	HMDB
WL Dipeptide	HMDB
Tryptophan-leucine	HMDB
2-{[2-amino-1-hydroxy-3-(1H-indol-3-yl)propylidene]amino}-4-methylpentanoate	HMDB

Chemical Formula

C₁₇H₂₃N₃O₃

Average Molecular Weight

317.3828

Monoisotopic Molecular Weight

317.173941617

IUPAC Name

2-{[2-amino-1-hydroxy-3-(1H-indol-3-yl)propylidene]amino}-4-methylpentanoic acid

Traditional Name

2-{[2-amino-1-hydroxy-3-(1H-indol-3-yl)propylidene]amino}-4-methylpentanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C17H23N3O3/c1-10(2)7-15(17(22)23)20-16(21)13(18)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

LYMVXFSTACVOLP-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
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	-0.37	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.16 g/L	ALOGPS
logP	-0.28	ALOGPS
logP	0.24	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	3.59	ChemAxon
pKa (Strongest Basic)	9.48	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	34.73 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]+	172.319	31661259
DarkChem	[M-H]-	174.339	31661259
DeepCCS	[M-2H]-	213.446	30932474
DeepCCS	[M+Na]+	189.011	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 Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	3.55 minutes	32390414
Predicted by Siyang on May 30, 2022	10.9303 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	6.45 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	154.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1293.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	213.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	125.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	161.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	130.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	364.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	322.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	196.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	753.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	397.6 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1072.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	250.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	275.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	310.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	275.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	90.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tryptophyl-Leucine	CC(C)CC(N=C(O)C(N)CC1=CNC2=CC=CC=C12)C(O)=O	3787.5	Standard polar	33892256
Tryptophyl-Leucine	CC(C)CC(N=C(O)C(N)CC1=CNC2=CC=CC=C12)C(O)=O	2513.2	Standard non polar	33892256
Tryptophyl-Leucine	CC(C)CC(N=C(O)C(N)CC1=CNC2=CC=CC=C12)C(O)=O	2840.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tryptophyl-Leucine,1TMS,isomer #1	CC(C)CC(N=C(O[Si](C)(C)C)C(N)CC1=C[NH]C2=CC=CC=C12)C(=O)O	2881.3	Semi standard non polar	33892256
Tryptophyl-Leucine,1TMS,isomer #2	CC(C)CC(N=C(O)C(N)CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C	2871.2	Semi standard non polar	33892256
Tryptophyl-Leucine,1TMS,isomer #3	CC(C)CC(N=C(O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C)C(=O)O	2906.8	Semi standard non polar	33892256
Tryptophyl-Leucine,1TMS,isomer #4	CC(C)CC(N=C(O)C(N)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O	2941.5	Semi standard non polar	33892256
Tryptophyl-Leucine,2TMS,isomer #1	CC(C)CC(N=C(O[Si](C)(C)C)C(N)CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C	2764.5	Semi standard non polar	33892256
Tryptophyl-Leucine,2TMS,isomer #2	CC(C)CC(N=C(O[Si](C)(C)C)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C)C(=O)O	2774.1	Semi standard non polar	33892256
Tryptophyl-Leucine,2TMS,isomer #3	CC(C)CC(N=C(O[Si](C)(C)C)C(N)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O	2873.2	Semi standard non polar	33892256
Tryptophyl-Leucine,2TMS,isomer #4	CC(C)CC(N=C(O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2801.8	Semi standard non polar	33892256
Tryptophyl-Leucine,2TMS,isomer #5	CC(C)CC(N=C(O)C(N)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C	2839.3	Semi standard non polar	33892256
Tryptophyl-Leucine,2TMS,isomer #6	CC(C)CC(N=C(O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C)C(=O)O	2895.5	Semi standard non polar	33892256
Tryptophyl-Leucine,2TMS,isomer #7	CC(C)CC(N=C(O)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	3034.6	Semi standard non polar	33892256
Tryptophyl-Leucine,3TMS,isomer #1	CC(C)CC(N=C(O[Si](C)(C)C)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2717.3	Semi standard non polar	33892256
Tryptophyl-Leucine,3TMS,isomer #1	CC(C)CC(N=C(O[Si](C)(C)C)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2734.2	Standard non polar	33892256
Tryptophyl-Leucine,3TMS,isomer #2	CC(C)CC(N=C(O[Si](C)(C)C)C(N)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C	2777.2	Semi standard non polar	33892256
Tryptophyl-Leucine,3TMS,isomer #2	CC(C)CC(N=C(O[Si](C)(C)C)C(N)CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C	2697.3	Standard non polar	33892256
Tryptophyl-Leucine,3TMS,isomer #3	CC(C)CC(N=C(O[Si](C)(C)C)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C)C(=O)O	2790.0	Semi standard non polar	33892256
Tryptophyl-Leucine,3TMS,isomer #3	CC(C)CC(N=C(O[Si](C)(C)C)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C)C(=O)O	2744.0	Standard non polar	33892256
Tryptophyl-Leucine,3TMS,isomer #4	CC(C)CC(N=C(O[Si](C)(C)C)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2962.8	Semi standard non polar	33892256
Tryptophyl-Leucine,3TMS,isomer #4	CC(C)CC(N=C(O[Si](C)(C)C)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2849.1	Standard non polar	33892256
Tryptophyl-Leucine,3TMS,isomer #5	CC(C)CC(N=C(O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2808.9	Semi standard non polar	33892256
Tryptophyl-Leucine,3TMS,isomer #5	CC(C)CC(N=C(O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2761.6	Standard non polar	33892256
Tryptophyl-Leucine,3TMS,isomer #6	CC(C)CC(N=C(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	2967.4	Semi standard non polar	33892256
Tryptophyl-Leucine,3TMS,isomer #6	CC(C)CC(N=C(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	2866.4	Standard non polar	33892256
Tryptophyl-Leucine,3TMS,isomer #7	CC(C)CC(N=C(O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	3028.4	Semi standard non polar	33892256
Tryptophyl-Leucine,3TMS,isomer #7	CC(C)CC(N=C(O)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2919.1	Standard non polar	33892256
Tryptophyl-Leucine,4TMS,isomer #1	CC(C)CC(N=C(O[Si](C)(C)C)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2748.2	Semi standard non polar	33892256
Tryptophyl-Leucine,4TMS,isomer #1	CC(C)CC(N=C(O[Si](C)(C)C)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2769.9	Standard non polar	33892256
Tryptophyl-Leucine,4TMS,isomer #2	CC(C)CC(N=C(O[Si](C)(C)C)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2939.1	Semi standard non polar	33892256
Tryptophyl-Leucine,4TMS,isomer #2	CC(C)CC(N=C(O[Si](C)(C)C)C(CC1=C[NH]C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2888.8	Standard non polar	33892256
Tryptophyl-Leucine,4TMS,isomer #3	CC(C)CC(N=C(O[Si](C)(C)C)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	3010.7	Semi standard non polar	33892256
Tryptophyl-Leucine,4TMS,isomer #3	CC(C)CC(N=C(O[Si](C)(C)C)C(CC1=CN([Si](C)(C)C)C2=CC=CC=C12)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2894.0	Standard non polar	33892256
Tryptophyl-Leucine,4TMS,isomer #4	CC(C)CC(N=C(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	2993.9	Semi standard non polar	33892256
Tryptophyl-Leucine,4TMS,isomer #4	CC(C)CC(N=C(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	2934.9	Standard non polar	33892256
Tryptophyl-Leucine,5TMS,isomer #1	CC(C)CC(N=C(O[Si](C)(C)C)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	2985.3	Semi standard non polar	33892256
Tryptophyl-Leucine,5TMS,isomer #1	CC(C)CC(N=C(O[Si](C)(C)C)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	2926.7	Standard non polar	33892256
Tryptophyl-Leucine,1TBDMS,isomer #1	CC(C)CC(N=C(O[Si](C)(C)C(C)(C)C)C(N)CC1=C[NH]C2=CC=CC=C12)C(=O)O	3160.6	Semi standard non polar	33892256
Tryptophyl-Leucine,1TBDMS,isomer #2	CC(C)CC(N=C(O)C(N)CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C	3145.4	Semi standard non polar	33892256
Tryptophyl-Leucine,1TBDMS,isomer #3	CC(C)CC(N=C(O)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C)C(=O)O	3158.3	Semi standard non polar	33892256
Tryptophyl-Leucine,1TBDMS,isomer #4	CC(C)CC(N=C(O)C(N)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O	3177.7	Semi standard non polar	33892256
Tryptophyl-Leucine,2TBDMS,isomer #1	CC(C)CC(N=C(O[Si](C)(C)C(C)(C)C)C(N)CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C	3297.8	Semi standard non polar	33892256
Tryptophyl-Leucine,2TBDMS,isomer #2	CC(C)CC(N=C(O[Si](C)(C)C(C)(C)C)C(CC1=C[NH]C2=CC=CC=C12)N[Si](C)(C)C(C)(C)C)C(=O)O	3285.1	Semi standard non polar	33892256
Tryptophyl-Leucine,2TBDMS,isomer #3	CC(C)CC(N=C(O[Si](C)(C)C(C)(C)C)C(N)CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O	3330.4	Semi standard non polar	33892256
Tryptophyl-Leucine,2TBDMS,isomer #4	CC(C)CC(N=C(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	3295.6	Semi standard non polar	33892256
Tryptophyl-Leucine,2TBDMS,isomer #5	CC(C)CC(N=C(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	3299.0	Semi standard non polar	33892256
Tryptophyl-Leucine,2TBDMS,isomer #6	CC(C)CC(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)C(=O)O	3347.0	Semi standard non polar	33892256
Tryptophyl-Leucine,2TBDMS,isomer #7	CC(C)CC(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)C(=O)O	3493.9	Semi standard non polar	33892256
Tryptophyl-Leucine,3TBDMS,isomer #1	CC(C)CC(N=C(O[Si](C)(C)C(C)(C)C)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	3403.5	Semi standard non polar	33892256
Tryptophyl-Leucine,3TBDMS,isomer #1	CC(C)CC(N=C(O[Si](C)(C)C(C)(C)C)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	3271.5	Standard non polar	33892256
Tryptophyl-Leucine,3TBDMS,isomer #2	CC(C)CC(N=C(O[Si](C)(C)C(C)(C)C)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	3408.8	Semi standard non polar	33892256
Tryptophyl-Leucine,3TBDMS,isomer #2	CC(C)CC(N=C(O[Si](C)(C)C(C)(C)C)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	3187.8	Standard non polar	33892256
Tryptophyl-Leucine,3TBDMS,isomer #3	CC(C)CC(N=C(O[Si](C)(C)C(C)(C)C)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	3401.2	Semi standard non polar	33892256
Tryptophyl-Leucine,3TBDMS,isomer #3	CC(C)CC(N=C(O[Si](C)(C)C(C)(C)C)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	3222.4	Standard non polar	33892256
Tryptophyl-Leucine,3TBDMS,isomer #4	CC(C)CC(N=C(O[Si](C)(C)C(C)(C)C)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	3709.3	Semi standard non polar	33892256
Tryptophyl-Leucine,3TBDMS,isomer #4	CC(C)CC(N=C(O[Si](C)(C)C(C)(C)C)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	3366.3	Standard non polar	33892256
Tryptophyl-Leucine,3TBDMS,isomer #5	CC(C)CC(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)C(=O)O[Si](C)(C)C(C)(C)C	3412.4	Semi standard non polar	33892256
Tryptophyl-Leucine,3TBDMS,isomer #5	CC(C)CC(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)C(=O)O[Si](C)(C)C(C)(C)C	3322.0	Standard non polar	33892256
Tryptophyl-Leucine,3TBDMS,isomer #6	CC(C)CC(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)C(=O)O[Si](C)(C)C(C)(C)C	3667.2	Semi standard non polar	33892256
Tryptophyl-Leucine,3TBDMS,isomer #6	CC(C)CC(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)C(=O)O[Si](C)(C)C(C)(C)C	3430.9	Standard non polar	33892256
Tryptophyl-Leucine,3TBDMS,isomer #7	CC(C)CC(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)C(=O)O	3691.3	Semi standard non polar	33892256
Tryptophyl-Leucine,3TBDMS,isomer #7	CC(C)CC(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)C(=O)O	3412.0	Standard non polar	33892256
Tryptophyl-Leucine,4TBDMS,isomer #1	CC(C)CC(N=C(O[Si](C)(C)C(C)(C)C)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	3485.8	Semi standard non polar	33892256
Tryptophyl-Leucine,4TBDMS,isomer #1	CC(C)CC(N=C(O[Si](C)(C)C(C)(C)C)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	3411.4	Standard non polar	33892256
Tryptophyl-Leucine,4TBDMS,isomer #2	CC(C)CC(N=C(O[Si](C)(C)C(C)(C)C)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	3838.6	Semi standard non polar	33892256
Tryptophyl-Leucine,4TBDMS,isomer #2	CC(C)CC(N=C(O[Si](C)(C)C(C)(C)C)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	3563.0	Standard non polar	33892256
Tryptophyl-Leucine,4TBDMS,isomer #3	CC(C)CC(N=C(O[Si](C)(C)C(C)(C)C)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	3864.4	Semi standard non polar	33892256
Tryptophyl-Leucine,4TBDMS,isomer #3	CC(C)CC(N=C(O[Si](C)(C)C(C)(C)C)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	3501.9	Standard non polar	33892256
Tryptophyl-Leucine,4TBDMS,isomer #4	CC(C)CC(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)C(=O)O[Si](C)(C)C(C)(C)C	3828.1	Semi standard non polar	33892256
Tryptophyl-Leucine,4TBDMS,isomer #4	CC(C)CC(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)C(=O)O[Si](C)(C)C(C)(C)C	3610.7	Standard non polar	33892256
Tryptophyl-Leucine,5TBDMS,isomer #1	CC(C)CC(N=C(O[Si](C)(C)C(C)(C)C)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	3985.3	Semi standard non polar	33892256
Tryptophyl-Leucine,5TBDMS,isomer #1	CC(C)CC(N=C(O[Si](C)(C)C(C)(C)C)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	3684.9	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tryptophyl-Leucine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-4910000000-d052075fb158972dd674	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tryptophyl-Leucine GC-MS (1 TMS) - 70eV, Positive	splash10-0a4i-5911000000-c9a752080a6fafdb2172	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tryptophyl-Leucine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tryptophyl-Leucine 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-Leucine 10V, Positive-QTOF	splash10-0ldi-1729000000-2b2b1771d5d256ad939d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Leucine 20V, Positive-QTOF	splash10-0a4u-2910000000-9a2478883ad0d36d19cf	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Leucine 40V, Positive-QTOF	splash10-053u-3900000000-18dd46f37cedf28e0409	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Leucine 10V, Negative-QTOF	splash10-014i-0149000000-2c8258d16bb8d5b427a2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Leucine 20V, Negative-QTOF	splash10-0fzj-3893000000-6c891bdb9dd391f4aea3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Leucine 40V, Negative-QTOF	splash10-01x9-7900000000-e50f747755ce518cc410	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Leucine 10V, Negative-QTOF	splash10-014i-0359000000-f5e58bf5aeb42a29a3a8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Leucine 20V, Negative-QTOF	splash10-003r-1900000000-0fd5d214c56cba9d4dfe	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Leucine 40V, Negative-QTOF	splash10-00lu-4910000000-01aa9f90e784e4359134	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Leucine 10V, Positive-QTOF	splash10-1000-0649000000-e6d49b742f25daf13148	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Leucine 20V, Positive-QTOF	splash10-0a4l-1950000000-a2a458854acd21f99d3c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tryptophyl-Leucine 40V, Positive-QTOF	splash10-00kf-1900000000-f0b5b3e9fbcffaacab20	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	Not Specified	Both	Normal	25486321	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

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 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB098230

KNApSAcK ID

Not Available

Chemspider ID

286756

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

323786

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-Leucine (HMDB0029087)

MOL for HMDB0029087 (Tryptophyl-Leucine)

3D MOL for HMDB0029087 (Tryptophyl-Leucine)

3D SDF for HMDB0029087 (Tryptophyl-Leucine)

3D-SDF for HMDB0029087 (Tryptophyl-Leucine)

PDB for HMDB0029087 (Tryptophyl-Leucine)

3D PDB for HMDB0029087 (Tryptophyl-Leucine)

SMILES for HMDB0029087 (Tryptophyl-Leucine)

INCHI for HMDB0029087 (Tryptophyl-Leucine)

Structure for HMDB0029087 (Tryptophyl-Leucine)

3D Structure for HMDB0029087 (Tryptophyl-Leucine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra