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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2019-04-04 16:09:46 UTC

Update Date

2022-03-07 03:18:15 UTC

HMDB ID

HMDB0240347

Secondary Accession Numbers

None

Metabolite Identification

Common Name

N6-Carboxymethyllysine

Description

N6-Carboxymethyllysine (CML), also known as epsilon-(carboxymethyl)lysine, belongs to the class of organic compounds known as L-alpha-amino acids. These are alpha-amino acids which have the L-configuration of the alpha-carbon atom. CML is a Maillard reaction product, or dietary advanced glycation end-products (d-AGE), formed as a result of the thermal treatment of foods. Due to its chemical stability and its ubiquity in foods and in vivo, CML is used as a biomarker for the ingestion of thermally treated foods. CML is metabolized by intestinal bacteria under anaerobic conditions (PMID: 31091091 ).

Structure

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

HMDB0240347
     RDKit          3D
N6-Carboxymethyllysine
 30 29  0  0  0  0  0  0  0  0999 V2000
   -2.0689    1.4026    0.3393 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5920    0.3532   -0.5244 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6231   -0.7081   -0.7301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0737   -1.3321    0.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4331   -1.5850    0.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0879   -0.1918    0.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4941   -0.2874    0.5560 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3463    0.3144   -0.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1467    1.4746    0.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9287    2.6316   -0.1392 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3196    1.1630    0.7463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9930   -0.0321   -0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2032   -1.1852    0.2582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0499    0.8101   -0.3704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2072    1.1304    1.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6137    2.2548    0.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7118    0.8846   -1.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9203   -0.5057   -1.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3034   -1.5683   -1.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -0.6092    1.3370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5015   -2.2694    0.7695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8307   -2.3199    0.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5499   -1.9184   -0.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6629    0.2963    1.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8980    0.3961   -0.5037 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8534   -1.2864    0.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8775   -0.3465   -1.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5534    0.8319   -1.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9354    0.4016    0.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9286    1.8002   -0.2265 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  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  2 12  1  0
 12 13  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  6
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
 11 29  1  0
 14 30  1  0
M  END


  Mrv1652311141919422D          

 14 13  0  0  0  0            999 V2000
 9988.5629 9987.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.2765 9986.9015    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9989.9921 9987.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.7076 9986.9015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9989.9921 9988.1384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9989.2765 9986.0760    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9987.8453 9986.9015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9987.1307 9987.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9986.4160 9986.9015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9985.7013 9987.3135    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9984.9863 9986.9015    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9984.2715 9987.3135    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9983.5568 9986.9015    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9984.2715 9988.1384    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  7  1  0  0  0  0
  2  3  1  0  0  0  0
  2  6  1  1  0  0  0
  3  4  1  0  0  0  0
  3  5  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240347

> <DATABASE_NAME>
hmdb

> <SMILES>
N[C@@H](CCCCNCC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C8H16N2O4/c9-6(8(13)14)3-1-2-4-10-5-7(11)12/h6,10H,1-5,9H2,(H,11,12)(H,13,14)/t6-/m0/s1

> <INCHI_KEY>
NUXSIDPKKIEIMI-LURJTMIESA-N

> <FORMULA>
C8H16N2O4

> <MOLECULAR_WEIGHT>
204.226

> <EXACT_MASS>
204.111007003

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
30

> <JCHEM_AVERAGE_POLARIZABILITY>
21.14567704336736

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-6-[(carboxymethyl)amino]hexanoic acid

> <ALOGPS_LOGP>
-2.98

> <JCHEM_LOGP>
-5.533776904144873

> <ALOGPS_LOGS>
-1.24

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
2.5068697826883692

> <JCHEM_PKA_STRONGEST_ACIDIC>
1.6051481211176402

> <JCHEM_PKA_STRONGEST_BASIC>
10.597717437593165

> <JCHEM_POLAR_SURFACE_AREA>
112.65

> <JCHEM_REFRACTIVITY>
48.668699999999994

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.18e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N(6)-carboxymethyllysine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0240347
     RDKit          3D
N6-Carboxymethyllysine
 30 29  0  0  0  0  0  0  0  0999 V2000
   -2.0689    1.4026    0.3393 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5920    0.3532   -0.5244 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6231   -0.7081   -0.7301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0737   -1.3321    0.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4331   -1.5850    0.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0879   -0.1918    0.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4941   -0.2874    0.5560 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3463    0.3144   -0.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1467    1.4746    0.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9287    2.6316   -0.1392 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3196    1.1630    0.7463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9930   -0.0321   -0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2032   -1.1852    0.2582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0499    0.8101   -0.3704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2072    1.1304    1.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6137    2.2548    0.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7118    0.8846   -1.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9203   -0.5057   -1.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3034   -1.5683   -1.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -0.6092    1.3370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5015   -2.2694    0.7695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8307   -2.3199    0.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5499   -1.9184   -0.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6629    0.2963    1.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8980    0.3961   -0.5037 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8534   -1.2864    0.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8775   -0.3465   -1.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5534    0.8319   -1.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9354    0.4016    0.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9286    1.8002   -0.2265 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  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  2 12  1  0
 12 13  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  6
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
 11 29  1  0
 14 30  1  0
M  END

HEADER    PROTEIN                                 14-NOV-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-NOV-19         0                                  
HETATM    1  C   UNK     0    8645.3178642.985   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8646.6498642.216   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8647.9858642.985   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    8649.3218642.216   0.000  0.00  0.00           O+0
HETATM    5  O   UNK     0    8647.9858644.525   0.000  0.00  0.00           O+0
HETATM    6  N   UNK     0    8646.6498640.675   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0    8643.9788642.216   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8642.6448642.985   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8641.3108642.216   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0    8639.9768642.985   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0    8638.6418642.216   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8637.3078642.985   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0    8635.9738642.216   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0    8637.3078644.525   0.000  0.00  0.00           O+0
CONECT    1    2    7                                                       
CONECT    2    1    3    6                                                  
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3                                                            
CONECT    6    2                                                            
CONECT    7    1    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

COMPND    HMDB0240347
HETATM    1  N1  UNL     1      -2.069   1.403   0.339  1.00  0.00           N  
HETATM    2  C1  UNL     1      -2.592   0.353  -0.524  1.00  0.00           C  
HETATM    3  C2  UNL     1      -1.623  -0.708  -0.730  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.074  -1.332   0.442  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.433  -1.585   0.322  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.088  -0.192   0.403  1.00  0.00           C  
HETATM    7  N2  UNL     1       2.494  -0.287   0.556  1.00  0.00           N  
HETATM    8  C6  UNL     1       3.346   0.314  -0.400  1.00  0.00           C  
HETATM    9  C7  UNL     1       4.147   1.475   0.040  1.00  0.00           C  
HETATM   10  O1  UNL     1       3.929   2.632  -0.139  1.00  0.00           O  
HETATM   11  O2  UNL     1       5.320   1.163   0.746  1.00  0.00           O  
HETATM   12  C8  UNL     1      -3.993  -0.032  -0.175  1.00  0.00           C  
HETATM   13  O3  UNL     1      -4.203  -1.185   0.258  1.00  0.00           O  
HETATM   14  O4  UNL     1      -5.050   0.810  -0.370  1.00  0.00           O  
HETATM   15  H1  UNL     1      -2.207   1.130   1.373  1.00  0.00           H  
HETATM   16  H2  UNL     1      -2.614   2.255   0.216  1.00  0.00           H  
HETATM   17  H3  UNL     1      -2.712   0.885  -1.503  1.00  0.00           H  
HETATM   18  H4  UNL     1      -0.920  -0.506  -1.525  1.00  0.00           H  
HETATM   19  H5  UNL     1      -2.303  -1.568  -1.205  1.00  0.00           H  
HETATM   20  H6  UNL     1      -1.127  -0.609   1.337  1.00  0.00           H  
HETATM   21  H7  UNL     1      -1.502  -2.269   0.770  1.00  0.00           H  
HETATM   22  H8  UNL     1       0.831  -2.320   0.933  1.00  0.00           H  
HETATM   23  H9  UNL     1       0.550  -1.918  -0.811  1.00  0.00           H  
HETATM   24  H10 UNL     1       0.663   0.296   1.280  1.00  0.00           H  
HETATM   25  H11 UNL     1       0.898   0.396  -0.504  1.00  0.00           H  
HETATM   26  H12 UNL     1       2.853  -1.286   0.785  1.00  0.00           H  
HETATM   27  H13 UNL     1       3.877  -0.347  -1.046  1.00  0.00           H  
HETATM   28  H14 UNL     1       2.553   0.832  -1.124  1.00  0.00           H  
HETATM   29  H15 UNL     1       5.935   0.402   0.524  1.00  0.00           H  
HETATM   30  H16 UNL     1      -4.929   1.800  -0.227  1.00  0.00           H  
CONECT    1    2   15   16
CONECT    2    3   12   17
CONECT    3    4   18   19
CONECT    4    5   20   21
CONECT    5    6   22   23
CONECT    6    7   24   25
CONECT    7    8   26
CONECT    8    9   27   28
CONECT    9   10   10   11
CONECT   11   29
CONECT   12   13   13   14
CONECT   14   30
END

HMDB0240347
     RDKit          3D
N6-Carboxymethyllysine
 30 29  0  0  0  0  0  0  0  0999 V2000
   -2.0689    1.4026    0.3393 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5920    0.3532   -0.5244 C   0  0  1  0  0  0  0  0  0  0  0  0
   -1.6231   -0.7081   -0.7301 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0737   -1.3321    0.4420 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4331   -1.5850    0.3220 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0879   -0.1918    0.4029 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4941   -0.2874    0.5560 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3463    0.3144   -0.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1467    1.4746    0.0405 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9287    2.6316   -0.1392 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3196    1.1630    0.7463 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9930   -0.0321   -0.1754 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2032   -1.1852    0.2582 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0499    0.8101   -0.3704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2072    1.1304    1.3729 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6137    2.2548    0.2162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7118    0.8846   -1.5031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9203   -0.5057   -1.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3034   -1.5683   -1.2051 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270   -0.6092    1.3370 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5015   -2.2694    0.7695 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8307   -2.3199    0.9335 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5499   -1.9184   -0.8114 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6629    0.2963    1.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8980    0.3961   -0.5037 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8534   -1.2864    0.7851 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8775   -0.3465   -1.0465 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5534    0.8319   -1.1243 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9354    0.4016    0.5240 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9286    1.8002   -0.2265 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  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
  2 12  1  0
 12 13  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  6
  3 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
 11 29  1  0
 14 30  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
N(6)-Carboxymethyllysine	ChEBI
N(epsilon)-(Carboxymethyl)lysine	ChEBI
NECML	ChEBI
N(epsilon)-Carboxymethyl-L-lysine	ChEBI
N(epsilon)-Carboxymethyllysine	HMDB
Carboxymethyllysine	HMDB
Carboxymethyl-lysine	HMDB
(2S)-2-Amino-6-(carboxymethylamino)hexanoic acid	HMDB
N6-(Carboxymethyl)-L-lysine	HMDB
N6-(Carboxymethyl)lysine	HMDB
Nepsilon-(carboxymethyl)lysine	HMDB
Nε-(carboxymethyl)lysine	HMDB
epsilon-(Carboxymethyl)lysine	HMDB
Ε-(carboxymethyl)lysine	HMDB
CML	HMDB
N-epsilon-Carboxymethyllysine	HMDB
N-Ε-carboxymethyllysine	HMDB
N6-Carboxymethyllysine	HMDB

Chemical Formula

C₈H₁₆N₂O₄

Average Molecular Weight

204.226

Monoisotopic Molecular Weight

204.111007003

IUPAC Name

(2S)-2-amino-6-[(carboxymethyl)amino]hexanoic acid

Traditional Name

N(6)-carboxymethyllysine

CAS Registry Number

5746-04-3

SMILES

N[C@@H](CCCCNCC(O)=O)C(O)=O

InChI Identifier

InChI=1S/C8H16N2O4/c9-6(8(13)14)3-1-2-4-10-5-7(11)12/h6,10H,1-5,9H2,(H,11,12)(H,13,14)/t6-/m0/s1

InChI Key

NUXSIDPKKIEIMI-LURJTMIESA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as l-alpha-amino acids. These are alpha amino acids which have the L-configuration of the alpha-carbon atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-alpha-amino acids

Alternative Parents

Substituents

L-alpha-amino acid
Medium-chain fatty acid
Amino fatty acid
Dicarboxylic acid or derivatives
Fatty acid
Fatty acyl
Amino acid
Carboxylic acid
Secondary aliphatic amine
Secondary amine
Organic nitrogen compound
Primary amine
Organooxygen compound
Organonitrogen compound
Primary aliphatic amine
Organic oxygen compound
Amine
Carbonyl group
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

non-proteinogenic L-alpha-amino acid (CHEBI:53014 )
L-lysine derivative (CHEBI:53014 )

Ontology

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	-3	ALOGPS
logP	-5.5	ChemAxon
logS	-1.2	ALOGPS
pKa (Strongest Acidic)	1.61	ChemAxon
pKa (Strongest Basic)	10.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	112.65 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	48.67 m³·mol⁻¹	ChemAxon
Polarizability	21.15 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	144.153	30932474
DeepCCS	[M-H]-	140.326	30932474
DeepCCS	[M-2H]-	178.036	30932474
DeepCCS	[M+Na]+	153.579	30932474
AllCCS	[M+H]+	144.1	32859911
AllCCS	[M+H-H2O]+	140.5	32859911
AllCCS	[M+NH4]+	147.4	32859911
AllCCS	[M+Na]+	148.3	32859911
AllCCS	[M-H]-	144.6	32859911
AllCCS	[M+Na-2H]-	145.6	32859911
AllCCS	[M+HCOO]-	146.8	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N6-Carboxymethyllysine	N[C@@H](CCCCNCC(O)=O)C(O)=O	2714.4	Standard polar	33892256
N6-Carboxymethyllysine	N[C@@H](CCCCNCC(O)=O)C(O)=O	1827.4	Standard non polar	33892256
N6-Carboxymethyllysine	N[C@@H](CCCCNCC(O)=O)C(O)=O	2021.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N6-Carboxymethyllysine,1TMS,isomer #1	C[Si](C)(C)OC(=O)CNCCCC[C@H](N)C(=O)O	1981.9	Semi standard non polar	33892256
N6-Carboxymethyllysine,1TMS,isomer #2	C[Si](C)(C)OC(=O)[C@@H](N)CCCCNCC(=O)O	1941.5	Semi standard non polar	33892256
N6-Carboxymethyllysine,1TMS,isomer #3	C[Si](C)(C)N[C@@H](CCCCNCC(=O)O)C(=O)O	2042.1	Semi standard non polar	33892256
N6-Carboxymethyllysine,1TMS,isomer #4	C[Si](C)(C)N(CCCC[C@H](N)C(=O)O)CC(=O)O	2070.9	Semi standard non polar	33892256
N6-Carboxymethyllysine,2TMS,isomer #1	C[Si](C)(C)OC(=O)CNCCCC[C@H](N)C(=O)O[Si](C)(C)C	1960.6	Semi standard non polar	33892256
N6-Carboxymethyllysine,2TMS,isomer #2	C[Si](C)(C)N[C@@H](CCCCNCC(=O)O[Si](C)(C)C)C(=O)O	2069.4	Semi standard non polar	33892256
N6-Carboxymethyllysine,2TMS,isomer #3	C[Si](C)(C)OC(=O)CN(CCCC[C@H](N)C(=O)O)[Si](C)(C)C	2083.3	Semi standard non polar	33892256
N6-Carboxymethyllysine,2TMS,isomer #4	C[Si](C)(C)N[C@@H](CCCCNCC(=O)O)C(=O)O[Si](C)(C)C	2015.7	Semi standard non polar	33892256
N6-Carboxymethyllysine,2TMS,isomer #5	C[Si](C)(C)OC(=O)[C@@H](N)CCCCN(CC(=O)O)[Si](C)(C)C	2031.6	Semi standard non polar	33892256
N6-Carboxymethyllysine,2TMS,isomer #6	C[Si](C)(C)N([C@@H](CCCCNCC(=O)O)C(=O)O)[Si](C)(C)C	2180.7	Semi standard non polar	33892256
N6-Carboxymethyllysine,2TMS,isomer #7	C[Si](C)(C)N[C@@H](CCCCN(CC(=O)O)[Si](C)(C)C)C(=O)O	2126.8	Semi standard non polar	33892256
N6-Carboxymethyllysine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CCCCNCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2057.7	Semi standard non polar	33892256
N6-Carboxymethyllysine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CCCCNCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2123.7	Standard non polar	33892256
N6-Carboxymethyllysine,3TMS,isomer #1	C[Si](C)(C)N[C@@H](CCCCNCC(=O)O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2387.5	Standard polar	33892256
N6-Carboxymethyllysine,3TMS,isomer #2	C[Si](C)(C)OC(=O)CN(CCCC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2041.9	Semi standard non polar	33892256
N6-Carboxymethyllysine,3TMS,isomer #2	C[Si](C)(C)OC(=O)CN(CCCC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2100.7	Standard non polar	33892256
N6-Carboxymethyllysine,3TMS,isomer #2	C[Si](C)(C)OC(=O)CN(CCCC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2904.2	Standard polar	33892256
N6-Carboxymethyllysine,3TMS,isomer #3	C[Si](C)(C)OC(=O)CNCCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2195.9	Semi standard non polar	33892256
N6-Carboxymethyllysine,3TMS,isomer #3	C[Si](C)(C)OC(=O)CNCCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2158.6	Standard non polar	33892256
N6-Carboxymethyllysine,3TMS,isomer #3	C[Si](C)(C)OC(=O)CNCCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2549.2	Standard polar	33892256
N6-Carboxymethyllysine,3TMS,isomer #4	C[Si](C)(C)N[C@@H](CCCCN(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O	2150.6	Semi standard non polar	33892256
N6-Carboxymethyllysine,3TMS,isomer #4	C[Si](C)(C)N[C@@H](CCCCN(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O	2120.7	Standard non polar	33892256
N6-Carboxymethyllysine,3TMS,isomer #4	C[Si](C)(C)N[C@@H](CCCCN(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O	2632.5	Standard polar	33892256
N6-Carboxymethyllysine,3TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CCCCNCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2188.1	Semi standard non polar	33892256
N6-Carboxymethyllysine,3TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CCCCNCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2099.4	Standard non polar	33892256
N6-Carboxymethyllysine,3TMS,isomer #5	C[Si](C)(C)OC(=O)[C@H](CCCCNCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	2554.8	Standard polar	33892256
N6-Carboxymethyllysine,3TMS,isomer #6	C[Si](C)(C)N[C@@H](CCCCN(CC(=O)O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2096.3	Semi standard non polar	33892256
N6-Carboxymethyllysine,3TMS,isomer #6	C[Si](C)(C)N[C@@H](CCCCN(CC(=O)O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2126.6	Standard non polar	33892256
N6-Carboxymethyllysine,3TMS,isomer #6	C[Si](C)(C)N[C@@H](CCCCN(CC(=O)O)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2526.5	Standard polar	33892256
N6-Carboxymethyllysine,3TMS,isomer #7	C[Si](C)(C)N(CCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)CC(=O)O	2242.3	Semi standard non polar	33892256
N6-Carboxymethyllysine,3TMS,isomer #7	C[Si](C)(C)N(CCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)CC(=O)O	2172.6	Standard non polar	33892256
N6-Carboxymethyllysine,3TMS,isomer #7	C[Si](C)(C)N(CCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)CC(=O)O	2675.1	Standard polar	33892256
N6-Carboxymethyllysine,4TMS,isomer #1	C[Si](C)(C)OC(=O)CNCCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2198.9	Semi standard non polar	33892256
N6-Carboxymethyllysine,4TMS,isomer #1	C[Si](C)(C)OC(=O)CNCCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2201.4	Standard non polar	33892256
N6-Carboxymethyllysine,4TMS,isomer #1	C[Si](C)(C)OC(=O)CNCCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2240.1	Standard polar	33892256
N6-Carboxymethyllysine,4TMS,isomer #2	C[Si](C)(C)N[C@@H](CCCCN(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2108.7	Semi standard non polar	33892256
N6-Carboxymethyllysine,4TMS,isomer #2	C[Si](C)(C)N[C@@H](CCCCN(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2157.8	Standard non polar	33892256
N6-Carboxymethyllysine,4TMS,isomer #2	C[Si](C)(C)N[C@@H](CCCCN(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2279.9	Standard polar	33892256
N6-Carboxymethyllysine,4TMS,isomer #3	C[Si](C)(C)OC(=O)CN(CCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2275.0	Semi standard non polar	33892256
N6-Carboxymethyllysine,4TMS,isomer #3	C[Si](C)(C)OC(=O)CN(CCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2234.4	Standard non polar	33892256
N6-Carboxymethyllysine,4TMS,isomer #3	C[Si](C)(C)OC(=O)CN(CCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2442.5	Standard polar	33892256
N6-Carboxymethyllysine,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CCCCN(CC(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2267.8	Semi standard non polar	33892256
N6-Carboxymethyllysine,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CCCCN(CC(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2216.9	Standard non polar	33892256
N6-Carboxymethyllysine,4TMS,isomer #4	C[Si](C)(C)OC(=O)[C@H](CCCCN(CC(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	2398.5	Standard polar	33892256
N6-Carboxymethyllysine,5TMS,isomer #1	C[Si](C)(C)OC(=O)CN(CCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2333.5	Semi standard non polar	33892256
N6-Carboxymethyllysine,5TMS,isomer #1	C[Si](C)(C)OC(=O)CN(CCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2255.7	Standard non polar	33892256
N6-Carboxymethyllysine,5TMS,isomer #1	C[Si](C)(C)OC(=O)CN(CCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2208.1	Standard polar	33892256
N6-Carboxymethyllysine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CNCCCC[C@H](N)C(=O)O	2253.8	Semi standard non polar	33892256
N6-Carboxymethyllysine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCCCNCC(=O)O	2199.3	Semi standard non polar	33892256
N6-Carboxymethyllysine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N[C@@H](CCCCNCC(=O)O)C(=O)O	2292.5	Semi standard non polar	33892256
N6-Carboxymethyllysine,1TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(CCCC[C@H](N)C(=O)O)CC(=O)O	2324.8	Semi standard non polar	33892256
N6-Carboxymethyllysine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CNCCCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C	2445.6	Semi standard non polar	33892256
N6-Carboxymethyllysine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCCCNCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O	2570.2	Semi standard non polar	33892256
N6-Carboxymethyllysine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CN(CCCC[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C	2556.9	Semi standard non polar	33892256
N6-Carboxymethyllysine,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CCCCNCC(=O)O)C(=O)O[Si](C)(C)C(C)(C)C	2493.8	Semi standard non polar	33892256
N6-Carboxymethyllysine,2TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@@H](N)CCCCN(CC(=O)O)[Si](C)(C)C(C)(C)C	2502.1	Semi standard non polar	33892256
N6-Carboxymethyllysine,2TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N([C@@H](CCCCNCC(=O)O)C(=O)O)[Si](C)(C)C(C)(C)C	2635.2	Semi standard non polar	33892256
N6-Carboxymethyllysine,2TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN(CC(=O)O)[Si](C)(C)C(C)(C)C)C(=O)O	2600.6	Semi standard non polar	33892256
N6-Carboxymethyllysine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCCCNCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2744.3	Semi standard non polar	33892256
N6-Carboxymethyllysine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCCCNCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2672.6	Standard non polar	33892256
N6-Carboxymethyllysine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)N[C@@H](CCCCNCC(=O)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2664.6	Standard polar	33892256
N6-Carboxymethyllysine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CN(CCCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2735.5	Semi standard non polar	33892256
N6-Carboxymethyllysine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CN(CCCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2673.7	Standard non polar	33892256
N6-Carboxymethyllysine,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CN(CCCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2991.6	Standard polar	33892256
N6-Carboxymethyllysine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CNCCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2885.2	Semi standard non polar	33892256
N6-Carboxymethyllysine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CNCCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2709.8	Standard non polar	33892256
N6-Carboxymethyllysine,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CNCCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2740.3	Standard polar	33892256
N6-Carboxymethyllysine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2854.6	Semi standard non polar	33892256
N6-Carboxymethyllysine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2663.1	Standard non polar	33892256
N6-Carboxymethyllysine,3TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2831.3	Standard polar	33892256
N6-Carboxymethyllysine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCCCNCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2861.9	Semi standard non polar	33892256
N6-Carboxymethyllysine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCCCNCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2659.8	Standard non polar	33892256
N6-Carboxymethyllysine,3TBDMS,isomer #5	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCCCNCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2747.6	Standard polar	33892256
N6-Carboxymethyllysine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN(CC(=O)O)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2784.1	Semi standard non polar	33892256
N6-Carboxymethyllysine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN(CC(=O)O)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2657.4	Standard non polar	33892256
N6-Carboxymethyllysine,3TBDMS,isomer #6	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN(CC(=O)O)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2770.6	Standard polar	33892256
N6-Carboxymethyllysine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(CCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CC(=O)O	2911.9	Semi standard non polar	33892256
N6-Carboxymethyllysine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(CCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CC(=O)O	2703.7	Standard non polar	33892256
N6-Carboxymethyllysine,3TBDMS,isomer #7	CC(C)(C)[Si](C)(C)N(CCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CC(=O)O	2848.0	Standard polar	33892256
N6-Carboxymethyllysine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CNCCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3107.4	Semi standard non polar	33892256
N6-Carboxymethyllysine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CNCCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2908.6	Standard non polar	33892256
N6-Carboxymethyllysine,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CNCCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2651.5	Standard polar	33892256
N6-Carboxymethyllysine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3014.2	Semi standard non polar	33892256
N6-Carboxymethyllysine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2856.0	Standard non polar	33892256
N6-Carboxymethyllysine,4TBDMS,isomer #2	CC(C)(C)[Si](C)(C)N[C@@H](CCCCN(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2721.4	Standard polar	33892256
N6-Carboxymethyllysine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CN(CCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3144.7	Semi standard non polar	33892256
N6-Carboxymethyllysine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CN(CCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2914.7	Standard non polar	33892256
N6-Carboxymethyllysine,4TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CN(CCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2772.6	Standard polar	33892256
N6-Carboxymethyllysine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCCCN(CC(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3132.8	Semi standard non polar	33892256
N6-Carboxymethyllysine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCCCN(CC(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2895.0	Standard non polar	33892256
N6-Carboxymethyllysine,4TBDMS,isomer #4	CC(C)(C)[Si](C)(C)OC(=O)[C@H](CCCCN(CC(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2750.4	Standard polar	33892256
N6-Carboxymethyllysine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(CCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3419.5	Semi standard non polar	33892256
N6-Carboxymethyllysine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(CCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3069.3	Standard non polar	33892256
N6-Carboxymethyllysine,5TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CN(CCCC[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2728.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N6-Carboxymethyllysine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N6-Carboxymethyllysine 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 - N6-Carboxymethyllysine 10V, Positive-QTOF	splash10-0a5i-2960000000-c1f9dc0a5b88f61b10a4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-Carboxymethyllysine 20V, Positive-QTOF	splash10-001i-9400000000-20449fa8c1f46d91fd42	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-Carboxymethyllysine 40V, Positive-QTOF	splash10-0ac0-9000000000-69659eefcdd0c58f02c5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-Carboxymethyllysine 10V, Negative-QTOF	splash10-0udi-0090000000-2cc3f54c600fdcda0c9d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-Carboxymethyllysine 20V, Negative-QTOF	splash10-0udi-0970000000-beb54ba3fb5157275eb8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N6-Carboxymethyllysine 40V, Negative-QTOF	splash10-060c-9000000000-b14887973901def789e6	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Placenta

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)	Both	Normal	32966057	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	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

110350

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

123800

PDB ID

Not Available

ChEBI ID

53014

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

Bui TPN, Troise AD, Fogliano V, de Vos WM: Anaerobic Degradation of N-epsilon-Carboxymethyllysine, a Major Glycation End-Product, by Human Intestinal Bacteria. J Agric Food Chem. 2019 Jun 12;67(23):6594-6602. doi: 10.1021/acs.jafc.9b02208. Epub 2019 May 28. [PubMed:31091091 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for N6-Carboxymethyllysine (HMDB0240347)

MOL for HMDB0240347 (N6-Carboxymethyllysine)

3D MOL for HMDB0240347 (N6-Carboxymethyllysine)

3D SDF for HMDB0240347 (N6-Carboxymethyllysine)

3D-SDF for HMDB0240347 (N6-Carboxymethyllysine)

PDB for HMDB0240347 (N6-Carboxymethyllysine)

3D PDB for HMDB0240347 (N6-Carboxymethyllysine)

SMILES for HMDB0240347 (N6-Carboxymethyllysine)

INCHI for HMDB0240347 (N6-Carboxymethyllysine)

Structure for HMDB0240347 (N6-Carboxymethyllysine)

3D Structure for HMDB0240347 (N6-Carboxymethyllysine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra