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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2016-10-26 16:35:44 UTC

Update Date

2021-09-14 15:41:37 UTC

HMDB ID

HMDB0062178

Secondary Accession Numbers

HMDB62178

Metabolite Identification

Common Name

N-lactoyl-Tryptophan

Description

(2S)-2-{[(2S)-1,2-dihydroxypropylidene]amino}-3-(1H-indol-3-yl)propanoic acid belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom (2S)-2-{[(2S)-1,2-dihydroxypropylidene]amino}-3-(1H-indol-3-yl)propanoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

HMDB0062178
     RDKit          3D
N-lactoyl-Tryptophan
 36 37  0  0  0  0  0  0  0  0999 V2000
    4.5890    0.6125    1.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9316   -0.0116    0.2922 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4343    0.9874   -0.5477 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8516   -0.9088    0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1984   -1.8513    1.5333 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5142   -0.6917    0.3704 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4118   -1.5551    0.8184 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5503   -0.7693    1.6604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1224    0.4067    0.9585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5714    1.7018    1.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3025    2.4868    0.2458 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2885    1.7720   -0.3237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3025    2.1005   -1.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2467    1.1977   -1.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1450   -0.1023   -1.2154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1336   -0.4556   -0.3461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1926    0.4652    0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2421   -2.2345   -0.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0127   -1.9734   -1.4840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1860   -3.2216   -0.0496 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7021    0.5340    1.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2738    1.6858    1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2405    0.1150    2.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7019   -0.6423   -0.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2537    0.5423   -1.4177 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3059    0.1041   -0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8513   -2.3569    1.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3686   -1.4436    1.9634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004   -0.4513    2.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2947    1.9631    1.6334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1631    3.5329    0.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3586    3.1332   -1.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0132    1.5413   -2.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8747   -0.8089   -1.5734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0677   -1.4592    0.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4379   -3.9449   -0.6994 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  7 18  1  0
 18 19  2  0
 18 20  1  0
 17  9  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  6
  3 25  1  0
  6 26  1  0
  7 27  1  1
  8 28  1  0
  8 29  1  0
 10 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 20 36  1  0
M  END


  Mrv1652310261618352D          

 20 21  0  0  0  0            999 V2000
   -2.7455   -0.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7455    0.2000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4600   -1.0375    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1744   -0.6250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4600   -1.8625    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0310   -1.0375    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2773   -0.7019    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.2773    0.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6099    0.6079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5854   -1.1512    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6286   -1.9751    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1495   -0.7767    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1747    0.3531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6596    1.0205    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.1747    1.6879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6098    1.4329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3462    2.4950    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2667    3.0470    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0514    2.7921    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2229    1.9850    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  3  1  0  0  0  0
  3  4  1  0  0  0  0
  7  8  1  1  0  0  0
  8  9  1  0  0  0  0
  7 10  1  0  0  0  0
 15 16  1  0  0  0  0
  9 13  2  0  0  0  0
  9 16  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 19 20  1  0  0  0  0
 15 17  2  0  0  0  0
 20 16  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
  1  6  1  0  0  0  0
  6  7  1  0  0  0  0
 10 11  2  0  0  0  0
  3  5  1  1  0  0  0
 10 12  1  0  0  0  0
  1  2  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062178

> <DATABASE_NAME>
hmdb

> <SMILES>
C[C@H](O)C(=O)N[C@@H](CC1=CNC2=CC=CC=C12)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H16N2O4/c1-8(17)13(18)16-12(14(19)20)6-9-7-15-11-5-3-2-4-10(9)11/h2-5,7-8,12,15,17H,6H2,1H3,(H,16,18)(H,19,20)/t8-,12-/m0/s1

> <INCHI_KEY>
AQHJZWISLYVACJ-UFBFGSQYSA-N

> <FORMULA>
C14H16N2O4

> <MOLECULAR_WEIGHT>
276.292

> <EXACT_MASS>
276.111007003

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
27.29689612769973

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
0.85

> <JCHEM_LOGP>
0.7467398453333329

> <ALOGPS_LOGS>
-2.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.027115965827484

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.031751474142389

> <JCHEM_PKA_STRONGEST_BASIC>
-3.463361189469902

> <JCHEM_POLAR_SURFACE_AREA>
102.42000000000002

> <JCHEM_REFRACTIVITY>
71.84270000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.02e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S)-2-hydroxypropanamido]-3-(1H-indol-3-yl)propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062178
     RDKit          3D
N-lactoyl-Tryptophan
 36 37  0  0  0  0  0  0  0  0999 V2000
    4.5890    0.6125    1.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9316   -0.0116    0.2922 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4343    0.9874   -0.5477 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8516   -0.9088    0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1984   -1.8513    1.5333 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5142   -0.6917    0.3704 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4118   -1.5551    0.8184 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5503   -0.7693    1.6604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1224    0.4067    0.9585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5714    1.7018    1.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3025    2.4868    0.2458 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2885    1.7720   -0.3237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3025    2.1005   -1.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2467    1.1977   -1.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1450   -0.1023   -1.2154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1336   -0.4556   -0.3461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1926    0.4652    0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2421   -2.2345   -0.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0127   -1.9734   -1.4840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1860   -3.2216   -0.0496 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7021    0.5340    1.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2738    1.6858    1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2405    0.1150    2.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7019   -0.6423   -0.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2537    0.5423   -1.4177 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3059    0.1041   -0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8513   -2.3569    1.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3686   -1.4436    1.9634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004   -0.4513    2.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2947    1.9631    1.6334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1631    3.5329    0.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3586    3.1332   -1.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0132    1.5413   -2.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8747   -0.8089   -1.5734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0677   -1.4592    0.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4379   -3.9449   -0.6994 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  7 18  1  0
 18 19  2  0
 18 20  1  0
 17  9  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  6
  3 25  1  0
  6 26  1  0
  7 27  1  1
  8 28  1  0
  8 29  1  0
 10 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 20 36  1  0
M  END

HEADER    PROTEIN                                 26-OCT-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-OCT-16         0                                  
HETATM    1  C   UNK     0      -5.125  -1.167   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -5.125   0.373   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -6.459  -1.937   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -7.792  -1.167   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -6.459  -3.477   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0      -3.791  -1.937   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      -2.384  -1.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.384   0.230   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.138   1.135   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -1.093  -2.149   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -1.173  -3.687   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       0.279  -1.450   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.326   0.659   0.000  0.00  0.00           C+0
HETATM   14  N   UNK     0       1.231   1.905   0.000  0.00  0.00           N+0
HETATM   15  C   UNK     0       0.326   3.151   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.138   2.675   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.646   4.657   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -0.498   5.688   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.963   5.212   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -2.283   3.705   0.000  0.00  0.00           C+0
CONECT    1    3    6    2                                                  
CONECT    2    1                                                            
CONECT    3    1    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    1    7                                                       
CONECT    7    8   10    6                                                  
CONECT    8    7    9                                                       
CONECT    9    8   13   16                                                  
CONECT   10    7   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    9   14                                                       
CONECT   14   13   15                                                       
CONECT   15   16   17   14                                                  
CONECT   16   15    9   20                                                  
CONECT   17   18   15                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   16                                                       
MASTER        0    0    0    0    0    0    0    0   20    0   42    0
END

COMPND    HMDB0062178
HETATM    1  C1  UNL     1       4.589   0.613   1.505  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.932  -0.012   0.292  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.434   0.987  -0.548  1.00  0.00           O  
HETATM    4  C3  UNL     1       2.852  -0.909   0.770  1.00  0.00           C  
HETATM    5  O2  UNL     1       3.198  -1.851   1.533  1.00  0.00           O  
HETATM    6  N1  UNL     1       1.514  -0.692   0.370  1.00  0.00           N  
HETATM    7  C4  UNL     1       0.412  -1.555   0.818  1.00  0.00           C  
HETATM    8  C5  UNL     1      -0.550  -0.769   1.660  1.00  0.00           C  
HETATM    9  C6  UNL     1      -1.122   0.407   0.958  1.00  0.00           C  
HETATM   10  C7  UNL     1      -0.571   1.702   1.031  1.00  0.00           C  
HETATM   11  N2  UNL     1      -1.303   2.487   0.246  1.00  0.00           N  
HETATM   12  C8  UNL     1      -2.288   1.772  -0.324  1.00  0.00           C  
HETATM   13  C9  UNL     1      -3.303   2.100  -1.189  1.00  0.00           C  
HETATM   14  C10 UNL     1      -4.247   1.198  -1.656  1.00  0.00           C  
HETATM   15  C11 UNL     1      -4.145  -0.102  -1.215  1.00  0.00           C  
HETATM   16  C12 UNL     1      -3.134  -0.456  -0.346  1.00  0.00           C  
HETATM   17  C13 UNL     1      -2.193   0.465   0.112  1.00  0.00           C  
HETATM   18  C14 UNL     1      -0.242  -2.235  -0.279  1.00  0.00           C  
HETATM   19  O3  UNL     1       0.013  -1.973  -1.484  1.00  0.00           O  
HETATM   20  O4  UNL     1      -1.186  -3.222  -0.050  1.00  0.00           O  
HETATM   21  H1  UNL     1       5.702   0.534   1.467  1.00  0.00           H  
HETATM   22  H2  UNL     1       4.274   1.686   1.598  1.00  0.00           H  
HETATM   23  H3  UNL     1       4.240   0.115   2.429  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.702  -0.642  -0.205  1.00  0.00           H  
HETATM   25  H5  UNL     1       3.254   0.542  -1.418  1.00  0.00           H  
HETATM   26  H6  UNL     1       1.306   0.104  -0.260  1.00  0.00           H  
HETATM   27  H7  UNL     1       0.851  -2.357   1.486  1.00  0.00           H  
HETATM   28  H8  UNL     1      -1.369  -1.444   1.963  1.00  0.00           H  
HETATM   29  H9  UNL     1       0.000  -0.451   2.575  1.00  0.00           H  
HETATM   30  H10 UNL     1       0.295   1.963   1.633  1.00  0.00           H  
HETATM   31  H11 UNL     1      -1.163   3.533   0.066  1.00  0.00           H  
HETATM   32  H12 UNL     1      -3.359   3.133  -1.521  1.00  0.00           H  
HETATM   33  H13 UNL     1      -5.013   1.541  -2.337  1.00  0.00           H  
HETATM   34  H14 UNL     1      -4.875  -0.809  -1.573  1.00  0.00           H  
HETATM   35  H15 UNL     1      -3.068  -1.459   0.013  1.00  0.00           H  
HETATM   36  H16 UNL     1      -1.438  -3.945  -0.699  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3    4   24
CONECT    3   25
CONECT    4    5    5    6
CONECT    6    7   26
CONECT    7    8   18   27
CONECT    8    9   28   29
CONECT    9   10   10   17
CONECT   10   11   30
CONECT   11   12   31
CONECT   12   13   13   17
CONECT   13   14   32
CONECT   14   15   15   33
CONECT   15   16   34
CONECT   16   17   17   35
CONECT   18   19   19   20
CONECT   20   36
END

HMDB0062178
     RDKit          3D
N-lactoyl-Tryptophan
 36 37  0  0  0  0  0  0  0  0999 V2000
    4.5890    0.6125    1.5049 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9316   -0.0116    0.2922 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.4343    0.9874   -0.5477 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8516   -0.9088    0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1984   -1.8513    1.5333 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5142   -0.6917    0.3704 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.4118   -1.5551    0.8184 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.5503   -0.7693    1.6604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1224    0.4067    0.9585 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5714    1.7018    1.0310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3025    2.4868    0.2458 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2885    1.7720   -0.3237 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3025    2.1005   -1.1887 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2467    1.1977   -1.6565 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1450   -0.1023   -1.2154 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1336   -0.4556   -0.3461 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1926    0.4652    0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2421   -2.2345   -0.2793 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0127   -1.9734   -1.4840 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1860   -3.2216   -0.0496 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.7021    0.5340    1.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2738    1.6858    1.5981 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2405    0.1150    2.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7019   -0.6423   -0.2053 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2537    0.5423   -1.4177 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3059    0.1041   -0.2601 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8513   -2.3569    1.4859 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3686   -1.4436    1.9634 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0004   -0.4513    2.5748 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2947    1.9631    1.6334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1631    3.5329    0.0662 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3586    3.1332   -1.5207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0132    1.5413   -2.3372 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8747   -0.8089   -1.5734 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0677   -1.4592    0.0126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4379   -3.9449   -0.6994 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  2  0
  4  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
  7 18  1  0
 18 19  2  0
 18 20  1  0
 17  9  1  0
 17 12  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  6
  3 25  1  0
  6 26  1  0
  7 27  1  1
  8 28  1  0
  8 29  1  0
 10 30  1  0
 11 31  1  0
 13 32  1  0
 14 33  1  0
 15 34  1  0
 16 35  1  0
 20 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(2S)-2-{[(2S)-1,2-dihydroxypropylidene]amino}-3-(1H-indol-3-yl)propanoate	Generator

Chemical Formula

C₁₄H₁₆N₂O₄

Average Molecular Weight

276.292

Monoisotopic Molecular Weight

276.111007003

IUPAC Name

(2S)-2-[(2S)-2-hydroxypropanamido]-3-(1H-indol-3-yl)propanoic acid

Traditional Name

(2S)-2-[(2S)-2-hydroxypropanamido]-3-(1H-indol-3-yl)propanoic acid

CAS Registry Number

Not Available

SMILES

C[C@H](O)C(=O)N[C@@H](CC1=CNC2=CC=CC=C12)C(O)=O

InChI Identifier

InChI=1S/C14H16N2O4/c1-8(17)13(18)16-12(14(19)20)6-9-7-15-11-5-3-2-4-10(9)11/h2-5,7-8,12,15,17H,6H2,1H3,(H,16,18)(H,19,20)/t8-,12-/m0/s1

InChI Key

AQHJZWISLYVACJ-UFBFGSQYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Indolyl carboxylic acid derivative
3-alkylindole
Indole
Indole or derivatives
Substituted pyrrole
Benzenoid
Pyrrole
Heteroaromatic compound
Secondary alcohol
Propargyl-type 1,3-dipolar organic compound
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Azacycle
Organoheterocyclic compound
Organic 1,3-dipolar compound
Carbonyl group
Organopnictogen compound
Organic oxide
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Alcohol
Organic nitrogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 25964343)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	0.85	ALOGPS
logP	0.75	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	4.03	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	102.42 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	71.84 m³·mol⁻¹	ChemAxon
Polarizability	27.3 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
DeepCCS	[M-2H]-	193.959	30932474
DeepCCS	[M+Na]+	169.459	30932474
AllCCS	[M+H]+	164.2	32859911
AllCCS	[M+H-H2O]+	160.7	32859911
AllCCS	[M+NH4]+	167.4	32859911
AllCCS	[M+Na]+	168.3	32859911
AllCCS	[M-H]-	165.1	32859911
AllCCS	[M+Na-2H]-	165.0	32859911
AllCCS	[M+HCOO]-	165.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-lactoyl-Tryptophan	C[C@H](O)C(=O)N[C@@H](CC1=CNC2=CC=CC=C12)C(O)=O	4249.0	Standard polar	33892256
N-lactoyl-Tryptophan	C[C@H](O)C(=O)N[C@@H](CC1=CNC2=CC=CC=C12)C(O)=O	2230.2	Standard non polar	33892256
N-lactoyl-Tryptophan	C[C@H](O)C(=O)N[C@@H](CC1=CNC2=CC=CC=C12)C(O)=O	2667.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-lactoyl-Tryptophan,1TMS,isomer #1	C[C@H](O[Si](C)(C)C)C(=O)N[C@@H](CC1=C[NH]C2=CC=CC=C12)C(=O)O	2634.8	Semi standard non polar	33892256
N-lactoyl-Tryptophan,1TMS,isomer #2	C[C@H](O)C(=O)N[C@@H](CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C	2637.9	Semi standard non polar	33892256
N-lactoyl-Tryptophan,1TMS,isomer #3	C[C@H](O)C(=O)N([C@@H](CC1=C[NH]C2=CC=CC=C12)C(=O)O)[Si](C)(C)C	2607.2	Semi standard non polar	33892256
N-lactoyl-Tryptophan,1TMS,isomer #4	C[C@H](O)C(=O)N[C@@H](CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O	2652.1	Semi standard non polar	33892256
N-lactoyl-Tryptophan,2TMS,isomer #1	C[C@H](O[Si](C)(C)C)C(=O)N[C@@H](CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C	2638.5	Semi standard non polar	33892256
N-lactoyl-Tryptophan,2TMS,isomer #2	C[C@H](O[Si](C)(C)C)C(=O)N([C@@H](CC1=C[NH]C2=CC=CC=C12)C(=O)O)[Si](C)(C)C	2647.6	Semi standard non polar	33892256
N-lactoyl-Tryptophan,2TMS,isomer #3	C[C@H](O[Si](C)(C)C)C(=O)N[C@@H](CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O	2630.7	Semi standard non polar	33892256
N-lactoyl-Tryptophan,2TMS,isomer #4	C[C@H](O)C(=O)N([C@@H](CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2619.4	Semi standard non polar	33892256
N-lactoyl-Tryptophan,2TMS,isomer #5	C[C@H](O)C(=O)N[C@@H](CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C	2616.9	Semi standard non polar	33892256
N-lactoyl-Tryptophan,2TMS,isomer #6	C[C@H](O)C(=O)N([C@@H](CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O)[Si](C)(C)C	2585.4	Semi standard non polar	33892256
N-lactoyl-Tryptophan,3TMS,isomer #1	C[C@H](O[Si](C)(C)C)C(=O)N([C@@H](CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2692.6	Semi standard non polar	33892256
N-lactoyl-Tryptophan,3TMS,isomer #1	C[C@H](O[Si](C)(C)C)C(=O)N([C@@H](CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2635.0	Standard non polar	33892256
N-lactoyl-Tryptophan,3TMS,isomer #1	C[C@H](O[Si](C)(C)C)C(=O)N([C@@H](CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2962.2	Standard polar	33892256
N-lactoyl-Tryptophan,3TMS,isomer #2	C[C@H](O[Si](C)(C)C)C(=O)N[C@@H](CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C	2646.2	Semi standard non polar	33892256
N-lactoyl-Tryptophan,3TMS,isomer #2	C[C@H](O[Si](C)(C)C)C(=O)N[C@@H](CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C	2583.3	Standard non polar	33892256
N-lactoyl-Tryptophan,3TMS,isomer #2	C[C@H](O[Si](C)(C)C)C(=O)N[C@@H](CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C	3020.8	Standard polar	33892256
N-lactoyl-Tryptophan,3TMS,isomer #3	C[C@H](O[Si](C)(C)C)C(=O)N([C@@H](CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O)[Si](C)(C)C	2639.1	Semi standard non polar	33892256
N-lactoyl-Tryptophan,3TMS,isomer #3	C[C@H](O[Si](C)(C)C)C(=O)N([C@@H](CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O)[Si](C)(C)C	2659.6	Standard non polar	33892256
N-lactoyl-Tryptophan,3TMS,isomer #3	C[C@H](O[Si](C)(C)C)C(=O)N([C@@H](CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O)[Si](C)(C)C	3074.6	Standard polar	33892256
N-lactoyl-Tryptophan,3TMS,isomer #4	C[C@H](O)C(=O)N([C@@H](CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2604.4	Semi standard non polar	33892256
N-lactoyl-Tryptophan,3TMS,isomer #4	C[C@H](O)C(=O)N([C@@H](CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2600.6	Standard non polar	33892256
N-lactoyl-Tryptophan,3TMS,isomer #4	C[C@H](O)C(=O)N([C@@H](CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C)[Si](C)(C)C	3081.2	Standard polar	33892256
N-lactoyl-Tryptophan,4TMS,isomer #1	C[C@H](O[Si](C)(C)C)C(=O)N([C@@H](CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2692.5	Semi standard non polar	33892256
N-lactoyl-Tryptophan,4TMS,isomer #1	C[C@H](O[Si](C)(C)C)C(=O)N([C@@H](CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2666.5	Standard non polar	33892256
N-lactoyl-Tryptophan,4TMS,isomer #1	C[C@H](O[Si](C)(C)C)C(=O)N([C@@H](CC1=CN([Si](C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2825.0	Standard polar	33892256
N-lactoyl-Tryptophan,1TBDMS,isomer #1	C[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=C[NH]C2=CC=CC=C12)C(=O)O	2927.3	Semi standard non polar	33892256
N-lactoyl-Tryptophan,1TBDMS,isomer #2	C[C@H](O)C(=O)N[C@@H](CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C	2924.3	Semi standard non polar	33892256
N-lactoyl-Tryptophan,1TBDMS,isomer #3	C[C@H](O)C(=O)N([C@@H](CC1=C[NH]C2=CC=CC=C12)C(=O)O)[Si](C)(C)C(C)(C)C	2889.0	Semi standard non polar	33892256
N-lactoyl-Tryptophan,1TBDMS,isomer #4	C[C@H](O)C(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O	2890.6	Semi standard non polar	33892256
N-lactoyl-Tryptophan,2TBDMS,isomer #1	C[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C	3174.5	Semi standard non polar	33892256
N-lactoyl-Tryptophan,2TBDMS,isomer #2	C[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=C[NH]C2=CC=CC=C12)C(=O)O)[Si](C)(C)C(C)(C)C	3163.7	Semi standard non polar	33892256
N-lactoyl-Tryptophan,2TBDMS,isomer #3	C[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O	3132.3	Semi standard non polar	33892256
N-lactoyl-Tryptophan,2TBDMS,isomer #4	C[C@H](O)C(=O)N([C@@H](CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3126.1	Semi standard non polar	33892256
N-lactoyl-Tryptophan,2TBDMS,isomer #5	C[C@H](O)C(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C	3103.3	Semi standard non polar	33892256
N-lactoyl-Tryptophan,2TBDMS,isomer #6	C[C@H](O)C(=O)N([C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O)[Si](C)(C)C(C)(C)C	3076.9	Semi standard non polar	33892256
N-lactoyl-Tryptophan,3TBDMS,isomer #1	C[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3379.2	Semi standard non polar	33892256
N-lactoyl-Tryptophan,3TBDMS,isomer #1	C[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3259.2	Standard non polar	33892256
N-lactoyl-Tryptophan,3TBDMS,isomer #1	C[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=C[NH]C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3251.8	Standard polar	33892256
N-lactoyl-Tryptophan,3TBDMS,isomer #2	C[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C	3289.8	Semi standard non polar	33892256
N-lactoyl-Tryptophan,3TBDMS,isomer #2	C[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C	3186.1	Standard non polar	33892256
N-lactoyl-Tryptophan,3TBDMS,isomer #2	C[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N[C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C	3271.8	Standard polar	33892256
N-lactoyl-Tryptophan,3TBDMS,isomer #3	C[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O)[Si](C)(C)C(C)(C)C	3311.1	Semi standard non polar	33892256
N-lactoyl-Tryptophan,3TBDMS,isomer #3	C[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O)[Si](C)(C)C(C)(C)C	3233.2	Standard non polar	33892256
N-lactoyl-Tryptophan,3TBDMS,isomer #3	C[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O)[Si](C)(C)C(C)(C)C	3298.0	Standard polar	33892256
N-lactoyl-Tryptophan,3TBDMS,isomer #4	C[C@H](O)C(=O)N([C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3243.1	Semi standard non polar	33892256
N-lactoyl-Tryptophan,3TBDMS,isomer #4	C[C@H](O)C(=O)N([C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3202.7	Standard non polar	33892256
N-lactoyl-Tryptophan,3TBDMS,isomer #4	C[C@H](O)C(=O)N([C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3303.1	Standard polar	33892256
N-lactoyl-Tryptophan,4TBDMS,isomer #1	C[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3465.2	Semi standard non polar	33892256
N-lactoyl-Tryptophan,4TBDMS,isomer #1	C[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3413.7	Standard non polar	33892256
N-lactoyl-Tryptophan,4TBDMS,isomer #1	C[C@H](O[Si](C)(C)C(C)(C)C)C(=O)N([C@@H](CC1=CN([Si](C)(C)C(C)(C)C)C2=CC=CC=C12)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3181.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-lactoyl-Tryptophan GC-MS (Non-derivatized) - 70eV, Positive	splash10-0kj5-9650000000-d84fdb5a43e54f05c966	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-lactoyl-Tryptophan GC-MS (2 TMS) - 70eV, Positive	splash10-1090-4924100000-44385fe059fcc6e830bf	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-lactoyl-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 - N-lactoyl-Tryptophan 10V, Positive-QTOF	splash10-0a7i-1390000000-510078ee2039a9a6005d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-lactoyl-Tryptophan 20V, Positive-QTOF	splash10-0a59-3980000000-4e0e0138db4c76527bdc	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-lactoyl-Tryptophan 40V, Positive-QTOF	splash10-053r-1900000000-6cbb1147ff597a688af0	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-lactoyl-Tryptophan 10V, Negative-QTOF	splash10-004i-0090000000-02bf2865616dcf1600a8	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-lactoyl-Tryptophan 20V, Negative-QTOF	splash10-0kp0-5690000000-e39faa504cf3f67f2d47	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-lactoyl-Tryptophan 40V, Negative-QTOF	splash10-05g0-9710000000-8f03d22cd2d8bd999ecd	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-lactoyl-Tryptophan 10V, Positive-QTOF	splash10-0a70-0290000000-ddb679c970b7eb40f582	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-lactoyl-Tryptophan 20V, Positive-QTOF	splash10-052r-0910000000-df12e036af297617bdff	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-lactoyl-Tryptophan 40V, Positive-QTOF	splash10-067l-1900000000-ad86aba600ecf48d40ad	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-lactoyl-Tryptophan 10V, Negative-QTOF	splash10-004i-0490000000-670b205a9409c11e78bd	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-lactoyl-Tryptophan 20V, Negative-QTOF	splash10-0fb9-2930000000-d43ed8aa285ffc4fb57e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-lactoyl-Tryptophan 40V, Negative-QTOF	splash10-016u-1900000000-7861ccdf204b1958c571	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Not Specified	Normal	25964343	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Not Specified	Normal	25964343	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131770415

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

Jansen RS, Addie R, Merkx R, Fish A, Mahakena S, Bleijerveld OB, Altelaar M, IJlst L, Wanders RJ, Borst P, van de Wetering K: N-lactoyl-amino acids are ubiquitous metabolites that originate from CNDP2-mediated reverse proteolysis of lactate and amino acids. Proc Natl Acad Sci U S A. 2015 May 26;112(21):6601-6. doi: 10.1073/pnas.1424638112. Epub 2015 May 11. [PubMed:25964343 ]

Showing metabocard for N-lactoyl-Tryptophan (HMDB0062178)

MOL for HMDB0062178 (N-lactoyl-Tryptophan)

3D MOL for HMDB0062178 (N-lactoyl-Tryptophan)

3D SDF for HMDB0062178 (N-lactoyl-Tryptophan)

3D-SDF for HMDB0062178 (N-lactoyl-Tryptophan)

PDB for HMDB0062178 (N-lactoyl-Tryptophan)

3D PDB for HMDB0062178 (N-lactoyl-Tryptophan)

SMILES for HMDB0062178 (N-lactoyl-Tryptophan)

INCHI for HMDB0062178 (N-lactoyl-Tryptophan)

Structure for HMDB0062178 (N-lactoyl-Tryptophan)

3D Structure for HMDB0062178 (N-lactoyl-Tryptophan)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra