Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2016-10-26 22:25:03 UTC

Update Date

2021-09-14 15:46:12 UTC

HMDB ID

HMDB0062182

Secondary Accession Numbers

HMDB62182

Metabolite Identification

Common Name

N-lactoyl-Methionine

Description

N-lactoyl-Methionine is lactoyl derivative of methionine. N-lactoyl-amino acids are ubiquitous pseudodipeptides of lactic acid and amino acids that are rapidly formed by reverse proteolysis. A protease, cytosolic nonspecific dipeptidase 2 (CNDP2), catalyzes their formation. The plasma levels of these metabolites strongly correlate with plasma levels of lactate and amino acid. (PMID: 25964343 )

Structure

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

HMDB0062182
     RDKit          3D
N-lactoyl-Methionine
 29 28  0  0  0  0  0  0  0  0999 V2000
    4.5067    1.3277   -0.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7769    0.8866   -0.7934 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5052   -0.7477   -0.0424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0517   -1.1315   -0.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2049   -0.1272    0.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2241   -0.4114    0.4349 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0568    0.5649   -0.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5663    1.6717   -0.5803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5084    0.4072   -0.3400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8403   -0.6700   -1.3510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0505    1.5962   -0.8333 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4587   -0.0992    2.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5668    0.1528    2.7885 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6337   -0.3145    2.6080 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7356    2.0368   -1.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1484    0.4464   -0.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7827    1.8988    0.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1009   -1.4657   -0.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9787   -0.7870    0.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7554   -1.3702   -1.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9408   -2.1020    0.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3750    0.8804    0.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6295   -1.2918    0.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0104    0.1701    0.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5402   -1.6394   -0.9437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9562   -0.6421   -1.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3746   -0.3958   -2.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5671    2.3274   -0.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9358   -1.1715    3.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
  5 12  1  0
 12 13  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  9 24  1  1
 10 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  0
M  END


  Mrv1652310271600262D          

 14 13  0  0  0  0            999 V2000
    1.4064    0.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6919   -0.1562    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.0225    0.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7369   -0.1562    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4514    0.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1659   -0.1562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8803    0.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5948   -0.1562    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3093    0.2562    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6919   -0.9812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0225    1.0812    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4514    1.0812    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1659    1.4937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7369    1.4937    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  2  3  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5 12  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
 12 13  2  0  0  0  0
 12 14  1  0  0  0  0
  3 11  2  0  0  0  0
  2 10  1  6  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062182

> <DATABASE_NAME>
hmdb

> <SMILES>
CSCCC(NC(=O)[C@H](C)O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H15NO4S/c1-5(10)7(11)9-6(8(12)13)3-4-14-2/h5-6,10H,3-4H2,1-2H3,(H,9,11)(H,12,13)/t5-,6?/m0/s1

> <INCHI_KEY>
UFMNJPDGXQPVJM-ZBHICJROSA-N

> <FORMULA>
C8H15NO4S

> <MOLECULAR_WEIGHT>
221.27

> <EXACT_MASS>
221.072179141

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
22.24507663433136

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-[(2S)-2-hydroxypropanamido]-4-(methylsulfanyl)butanoic acid

> <ALOGPS_LOGP>
-0.69

> <JCHEM_LOGP>
-0.3569201370000001

> <ALOGPS_LOGS>
-1.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.025209597586311

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9235248037695722

> <JCHEM_PKA_STRONGEST_BASIC>
-3.4633253083308224

> <JCHEM_POLAR_SURFACE_AREA>
86.63000000000001

> <JCHEM_REFRACTIVITY>
53.22590000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.05e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-[(2S)-2-hydroxypropanamido]-4-(methylsulfanyl)butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062182
     RDKit          3D
N-lactoyl-Methionine
 29 28  0  0  0  0  0  0  0  0999 V2000
    4.5067    1.3277   -0.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7769    0.8866   -0.7934 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5052   -0.7477   -0.0424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0517   -1.1315   -0.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2049   -0.1272    0.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2241   -0.4114    0.4349 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0568    0.5649   -0.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5663    1.6717   -0.5803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5084    0.4072   -0.3400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8403   -0.6700   -1.3510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0505    1.5962   -0.8333 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4587   -0.0992    2.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5668    0.1528    2.7885 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6337   -0.3145    2.6080 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7356    2.0368   -1.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1484    0.4464   -0.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7827    1.8988    0.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1009   -1.4657   -0.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9787   -0.7870    0.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7554   -1.3702   -1.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9408   -2.1020    0.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3750    0.8804    0.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6295   -1.2918    0.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0104    0.1701    0.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5402   -1.6394   -0.9437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9562   -0.6421   -1.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3746   -0.3958   -2.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5671    2.3274   -0.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9358   -1.1715    3.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
  5 12  1  0
 12 13  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  9 24  1  1
 10 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  0
M  END

HEADER    PROTEIN                                 27-OCT-16   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-OCT-16         0                                  
HETATM    1  C   UNK     0       2.625   0.478   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.292  -0.292   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -0.042   0.478   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -1.376  -0.292   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0      -2.709   0.478   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.043  -0.292   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -5.377   0.478   0.000  0.00  0.00           C+0
HETATM    8  S   UNK     0      -6.710  -0.292   0.000  0.00  0.00           S+0
HETATM    9  C   UNK     0      -8.044   0.478   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0       1.292  -1.832   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      -0.042   2.018   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      -2.709   2.018   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      -4.043   2.788   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -1.376   2.788   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   10                                                  
CONECT    3    2   11    4                                                  
CONECT    4    3    5                                                       
CONECT    5    6   12    4                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    2                                                            
CONECT   11    3                                                            
CONECT   12    5   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

COMPND    HMDB0062182
HETATM    1  C1  UNL     1       4.507   1.328  -0.744  1.00  0.00           C  
HETATM    2  S1  UNL     1       2.777   0.887  -0.793  1.00  0.00           S  
HETATM    3  C2  UNL     1       2.505  -0.748  -0.042  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.052  -1.131  -0.126  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.205  -0.127   0.542  1.00  0.00           C  
HETATM    6  N1  UNL     1      -1.224  -0.411   0.435  1.00  0.00           N  
HETATM    7  C5  UNL     1      -2.057   0.565  -0.158  1.00  0.00           C  
HETATM    8  O1  UNL     1      -1.566   1.672  -0.580  1.00  0.00           O  
HETATM    9  C6  UNL     1      -3.508   0.407  -0.340  1.00  0.00           C  
HETATM   10  C7  UNL     1      -3.840  -0.670  -1.351  1.00  0.00           C  
HETATM   11  O2  UNL     1      -4.051   1.596  -0.833  1.00  0.00           O  
HETATM   12  C8  UNL     1       0.459  -0.099   2.012  1.00  0.00           C  
HETATM   13  O3  UNL     1      -0.567   0.153   2.789  1.00  0.00           O  
HETATM   14  O4  UNL     1       1.634  -0.314   2.608  1.00  0.00           O  
HETATM   15  H1  UNL     1       4.736   2.037  -1.599  1.00  0.00           H  
HETATM   16  H2  UNL     1       5.148   0.446  -0.897  1.00  0.00           H  
HETATM   17  H3  UNL     1       4.783   1.899   0.180  1.00  0.00           H  
HETATM   18  H4  UNL     1       3.101  -1.466  -0.694  1.00  0.00           H  
HETATM   19  H5  UNL     1       2.979  -0.787   0.920  1.00  0.00           H  
HETATM   20  H6  UNL     1       0.755  -1.370  -1.171  1.00  0.00           H  
HETATM   21  H7  UNL     1       0.941  -2.102   0.449  1.00  0.00           H  
HETATM   22  H8  UNL     1       0.375   0.880   0.113  1.00  0.00           H  
HETATM   23  H9  UNL     1      -1.629  -1.292   0.778  1.00  0.00           H  
HETATM   24  H10 UNL     1      -4.010   0.170   0.615  1.00  0.00           H  
HETATM   25  H11 UNL     1      -3.540  -1.639  -0.944  1.00  0.00           H  
HETATM   26  H12 UNL     1      -4.956  -0.642  -1.483  1.00  0.00           H  
HETATM   27  H13 UNL     1      -3.375  -0.396  -2.297  1.00  0.00           H  
HETATM   28  H14 UNL     1      -3.567   2.327  -0.339  1.00  0.00           H  
HETATM   29  H15 UNL     1       1.936  -1.172   3.070  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3
CONECT    3    4   18   19
CONECT    4    5   20   21
CONECT    5    6   12   22
CONECT    6    7   23
CONECT    7    8    8    9
CONECT    9   10   11   24
CONECT   10   25   26   27
CONECT   11   28
CONECT   12   13   13   14
CONECT   14   29
END

HMDB0062182
     RDKit          3D
N-lactoyl-Methionine
 29 28  0  0  0  0  0  0  0  0999 V2000
    4.5067    1.3277   -0.7443 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7769    0.8866   -0.7934 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.5052   -0.7477   -0.0424 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0517   -1.1315   -0.1260 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2049   -0.1272    0.5423 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2241   -0.4114    0.4349 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0568    0.5649   -0.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5663    1.6717   -0.5803 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5084    0.4072   -0.3400 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.8403   -0.6700   -1.3510 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0505    1.5962   -0.8333 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4587   -0.0992    2.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5668    0.1528    2.7885 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6337   -0.3145    2.6080 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7356    2.0368   -1.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1484    0.4464   -0.8972 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7827    1.8988    0.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1009   -1.4657   -0.6944 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9787   -0.7870    0.9199 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7554   -1.3702   -1.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9408   -2.1020    0.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3750    0.8804    0.1127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6295   -1.2918    0.7776 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0104    0.1701    0.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5402   -1.6394   -0.9437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9562   -0.6421   -1.4832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3746   -0.3958   -2.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5671    2.3274   -0.3393 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9358   -1.1715    3.0700 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
  5 12  1  0
 12 13  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  6 23  1  0
  9 24  1  1
 10 25  1  0
 10 26  1  0
 10 27  1  0
 11 28  1  0
 14 29  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₈H₁₅NO₄S

Average Molecular Weight

221.27

Monoisotopic Molecular Weight

221.072179141

IUPAC Name

2-[(2S)-2-hydroxypropanamido]-4-(methylsulfanyl)butanoic acid

Traditional Name

2-[(2S)-2-hydroxypropanamido]-4-(methylsulfanyl)butanoic acid

CAS Registry Number

Not Available

SMILES

CSCCC(NC(=O)[C@H](C)O)C(O)=O

InChI Identifier

InChI=1S/C8H15NO4S/c1-5(10)7(11)9-6(8(12)13)3-4-14-2/h5-6,10H,3-4H2,1-2H3,(H,9,11)(H,12,13)/t5-,6?/m0/s1

InChI Key

UFMNJPDGXQPVJM-ZBHICJROSA-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
Hydroxy fatty acid
Thia fatty acid
Fatty acid
Fatty acyl
Secondary alcohol
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Thioether
Sulfenyl compound
Propargyl-type 1,3-dipolar organic compound
Organic 1,3-dipolar compound
Dialkylthioether
Organooxygen compound
Organonitrogen compound
Organosulfur compound
Organic oxide
Organopnictogen compound
Carbonyl group
Alcohol
Organic oxygen compound
Organic nitrogen compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0062182)

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	-0.69	ALOGPS
logP	-0.36	ChemAxon
logS	-1.3	ALOGPS
pKa (Strongest Acidic)	3.92	ChemAxon
pKa (Strongest Basic)	-3.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.63 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	53.23 m³·mol⁻¹	ChemAxon
Polarizability	22.25 Å³	ChemAxon
Number of Rings	0	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+H]+	150.34	30932474
DeepCCS	[M-H]-	146.822	30932474
DeepCCS	[M-2H]-	183.152	30932474
DeepCCS	[M+Na]+	158.906	30932474
AllCCS	[M+H]+	149.4	32859911
AllCCS	[M+H-H2O]+	146.1	32859911
AllCCS	[M+NH4]+	152.5	32859911
AllCCS	[M+Na]+	153.4	32859911
AllCCS	[M-H]-	147.9	32859911
AllCCS	[M+Na-2H]-	149.2	32859911
AllCCS	[M+HCOO]-	150.7	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.	3.26 minutes	32390414
Predicted by Siyang on May 30, 2022	10.6013 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.63 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1355.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	274.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	83.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	164.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	75.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	287.3 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	401.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	127.9 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	746.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	306.3 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	999.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	231.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	244.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	365.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	308.6 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	103.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-lactoyl-Methionine	CSCCC(NC(=O)[C@H](C)O)C(O)=O	3176.5	Standard polar	33892256
N-lactoyl-Methionine	CSCCC(NC(=O)[C@H](C)O)C(O)=O	1737.8	Standard non polar	33892256
N-lactoyl-Methionine	CSCCC(NC(=O)[C@H](C)O)C(O)=O	1918.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-lactoyl-Methionine,1TMS,isomer #1	CSCCC(NC(=O)[C@H](C)O[Si](C)(C)C)C(=O)O	1879.2	Semi standard non polar	33892256
N-lactoyl-Methionine,1TMS,isomer #2	CSCCC(NC(=O)[C@H](C)O)C(=O)O[Si](C)(C)C	1856.8	Semi standard non polar	33892256
N-lactoyl-Methionine,1TMS,isomer #3	CSCCC(C(=O)O)N(C(=O)[C@H](C)O)[Si](C)(C)C	1843.4	Semi standard non polar	33892256
N-lactoyl-Methionine,2TMS,isomer #1	CSCCC(NC(=O)[C@H](C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1937.2	Semi standard non polar	33892256
N-lactoyl-Methionine,2TMS,isomer #2	CSCCC(C(=O)O)N(C(=O)[C@H](C)O[Si](C)(C)C)[Si](C)(C)C	1925.4	Semi standard non polar	33892256
N-lactoyl-Methionine,2TMS,isomer #3	CSCCC(C(=O)O[Si](C)(C)C)N(C(=O)[C@H](C)O)[Si](C)(C)C	1875.1	Semi standard non polar	33892256
N-lactoyl-Methionine,3TMS,isomer #1	CSCCC(C(=O)O[Si](C)(C)C)N(C(=O)[C@H](C)O[Si](C)(C)C)[Si](C)(C)C	1970.5	Semi standard non polar	33892256
N-lactoyl-Methionine,3TMS,isomer #1	CSCCC(C(=O)O[Si](C)(C)C)N(C(=O)[C@H](C)O[Si](C)(C)C)[Si](C)(C)C	1940.6	Standard non polar	33892256
N-lactoyl-Methionine,3TMS,isomer #1	CSCCC(C(=O)O[Si](C)(C)C)N(C(=O)[C@H](C)O[Si](C)(C)C)[Si](C)(C)C	2073.4	Standard polar	33892256
N-lactoyl-Methionine,1TBDMS,isomer #1	CSCCC(NC(=O)[C@H](C)O[Si](C)(C)C(C)(C)C)C(=O)O	2132.9	Semi standard non polar	33892256
N-lactoyl-Methionine,1TBDMS,isomer #2	CSCCC(NC(=O)[C@H](C)O)C(=O)O[Si](C)(C)C(C)(C)C	2104.7	Semi standard non polar	33892256
N-lactoyl-Methionine,1TBDMS,isomer #3	CSCCC(C(=O)O)N(C(=O)[C@H](C)O)[Si](C)(C)C(C)(C)C	2082.0	Semi standard non polar	33892256
N-lactoyl-Methionine,2TBDMS,isomer #1	CSCCC(NC(=O)[C@H](C)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2416.2	Semi standard non polar	33892256
N-lactoyl-Methionine,2TBDMS,isomer #2	CSCCC(C(=O)O)N(C(=O)[C@H](C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2406.0	Semi standard non polar	33892256
N-lactoyl-Methionine,2TBDMS,isomer #3	CSCCC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](C)O)[Si](C)(C)C(C)(C)C	2355.7	Semi standard non polar	33892256
N-lactoyl-Methionine,3TBDMS,isomer #1	CSCCC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2651.8	Semi standard non polar	33892256
N-lactoyl-Methionine,3TBDMS,isomer #1	CSCCC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2558.3	Standard non polar	33892256
N-lactoyl-Methionine,3TBDMS,isomer #1	CSCCC(C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](C)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2480.2	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-Methionine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0005-9200000000-fb8859f7570dbefed0f5	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-lactoyl-Methionine GC-MS (2 TMS) - 70eV, Positive	splash10-014i-7941000000-94aa4d9feac3619b4dc9	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-lactoyl-Methionine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-lactoyl-Methionine 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-Methionine 10V, Positive-QTOF	splash10-0fk9-2790000000-6dbafbe2d31899a71d8b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-lactoyl-Methionine 20V, Positive-QTOF	splash10-0ufr-4920000000-799b56141a9e1b267857	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-lactoyl-Methionine 40V, Positive-QTOF	splash10-0udi-7900000000-35771f1eab0f5a013e50	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-lactoyl-Methionine 10V, Negative-QTOF	splash10-00dj-8590000000-754e1a9b2cfcc7a0184a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-lactoyl-Methionine 20V, Negative-QTOF	splash10-0002-9210000000-235b1178fdbb7b6b4587	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-lactoyl-Methionine 40V, Negative-QTOF	splash10-0002-9000000000-427fb93ebfaaa92922d2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-lactoyl-Methionine 10V, Negative-QTOF	splash10-00di-0090000000-9994357b10d8773d21e4	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-lactoyl-Methionine 20V, Negative-QTOF	splash10-0002-9100000000-564d61cb00638e9786b9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-lactoyl-Methionine 40V, Negative-QTOF	splash10-0002-9000000000-e1d92d2a30bee517d754	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-lactoyl-Methionine 10V, Positive-QTOF	splash10-0udi-0930000000-f58a5c9195e9e85f3ae3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-lactoyl-Methionine 20V, Positive-QTOF	splash10-0udi-1900000000-5d9d04849cf14f9361f2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-lactoyl-Methionine 40V, Positive-QTOF	splash10-03di-9100000000-0154f817e660197717eb	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

131770418

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-Methionine (HMDB0062182)

MOL for HMDB0062182 (N-lactoyl-Methionine)

3D MOL for HMDB0062182 (N-lactoyl-Methionine)

3D SDF for HMDB0062182 (N-lactoyl-Methionine)

3D-SDF for HMDB0062182 (N-lactoyl-Methionine)

PDB for HMDB0062182 (N-lactoyl-Methionine)

3D PDB for HMDB0062182 (N-lactoyl-Methionine)

SMILES for HMDB0062182 (N-lactoyl-Methionine)

INCHI for HMDB0062182 (N-lactoyl-Methionine)

Structure for HMDB0062182 (N-lactoyl-Methionine)

3D Structure for HMDB0062182 (N-lactoyl-Methionine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra