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Showing metabocard for N(6)-Methyllysine (HMDB0002038)

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Record Information
Version5.0
StatusDetected and Quantified
Creation Date2006-05-22 14:17:33 UTC
Update Date2023-02-21 17:16:05 UTC
HMDB IDHMDB0002038
Secondary Accession Numbers
  • HMDB02038
Metabolite Identification
Common NameN(6)-Methyllysine
DescriptionN(6)-Methyllysine is a naturally occurring amino acid found in human biofluids. N-monomethyl-lysine is generated by metabolic transmethylation of endogenous lysine. Lysine methylation displays the highest degree of complexity among known covalent histone modifications, with each site of methylation regulating the association of different effector molecules. The versatility of lysine methylation marks is perhaps best exemplified by modifications implicated in transcriptional regulation as well as being required for double-strand break repair in several organisms. Identification of the numerous biological functions encoded by histone lysine methylation is a major area of research interest, as these mechanisms are intimately associated with cellular senescence, genomic instability, and leukemogenesis. While multiple sites of lysine methylation have been linked with gene activation, each modification is distributed to unique positions across the active gene. (PMID: 17030614 , 1122639 , 15756599 , 3111294 ).
Structure
Data?1676999765
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0002038 (N(6)-Methyllysine)


  Mrv0541 02231219202D          

 11 10  0  0  1  0            999 V2000
   13.7124  -11.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4269  -11.2803    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.1414  -11.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4269  -10.4553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9980  -11.2803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7124  -12.5178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8559  -11.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5704  -11.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2848  -11.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9993  -11.6928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7138  -11.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  1  0  0  0
  1  5  2  0  0  0  0
  1  6  1  0  0  0  0
  3  7  1  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
M  END
Download

3D MOL for HMDB0002038 (N(6)-Methyllysine)

HMDB0002038
     RDKit          3D
N(6)-Methyllysine
 27 26  0  0  0  0  0  0  0  0999 V2000
    4.0441   -0.7241    0.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5811    0.2939   -0.3440 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2173    0.1095   -0.7711 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2123    0.2988    0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1601    0.0747   -0.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2637    0.2469    0.7300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5750   -0.0032   -0.0302 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6511    0.9845   -1.1050 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7331    0.1499    0.8881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5601    1.0626    0.6539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8475   -0.7305    1.9695 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0838   -1.0270    0.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4155   -1.6409    0.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0964   -0.2747    1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1775    0.2746   -1.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0029    0.8571   -1.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0461   -0.8882   -1.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2879    1.3568    0.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3937   -0.3549    1.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2625   -0.9661   -0.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3414    0.7418   -1.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1682   -0.4695    1.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2689    1.2747    1.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5031   -1.0139   -0.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3556    0.5930   -2.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5994    1.4230   -1.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2689   -1.6488    1.7916 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
  7  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  6
  8 25  1  0
  8 26  1  0
 11 27  1  0
M  END
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3D SDF for HMDB0002038 (N(6)-Methyllysine)


  Mrv0541 02231219202D          

 11 10  0  0  1  0            999 V2000
   13.7124  -11.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4269  -11.2803    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   15.1414  -11.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4269  -10.4553    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9980  -11.2803    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7124  -12.5178    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8559  -11.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5704  -11.6928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2848  -11.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9993  -11.6928    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   18.7138  -11.2803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  1  0  0  0
  1  5  2  0  0  0  0
  1  6  1  0  0  0  0
  3  7  1  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
M  END
> <DATABASE_ID>
HMDB0002038

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C7H16N2O2/c1-9-5-3-2-4-6(8)7(10)11/h6,9H,2-5,8H2,1H3,(H,10,11)/t6-/m0/s1

> <INCHI_KEY>
PQNASZJZHFPQLE-LURJTMIESA-N

> <FORMULA>
C7H16N2O2

> <MOLECULAR_WEIGHT>
160.2141

> <EXACT_MASS>
160.121177766

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
18.03722192401942

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-amino-6-(methylamino)hexanoic acid

> <ALOGPS_LOGP>
-2.37

> <JCHEM_LOGP>
-2.9121419829334894

> <ALOGPS_LOGS>
-0.49

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.7952434302703955

> <JCHEM_PKA_STRONGEST_BASIC>
10.584347443918325

> <JCHEM_POLAR_SURFACE_AREA>
75.35000000000001

> <JCHEM_REFRACTIVITY>
42.5841

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.15e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N-methyl-L-lysine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0002038 (N(6)-Methyllysine)

HMDB0002038
     RDKit          3D
N(6)-Methyllysine
 27 26  0  0  0  0  0  0  0  0999 V2000
    4.0441   -0.7241    0.5546 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5811    0.2939   -0.3440 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.2173    0.1095   -0.7711 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2123    0.2988    0.3216 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1601    0.0747   -0.2855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2637    0.2469    0.7300 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5750   -0.0032   -0.0302 C   0  0  2  0  0  0  0  0  0  0  0  0
   -2.6511    0.9845   -1.1050 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7331    0.1499    0.8881 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5601    1.0626    0.6539 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8475   -0.7305    1.9695 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0838   -1.0270    0.2678 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4155   -1.6409    0.5294 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0964   -0.2747    1.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1775    0.2746   -1.2100 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0029    0.8571   -1.5735 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0461   -0.8882   -1.2230 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2879    1.3568    0.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3937   -0.3549    1.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2625   -0.9661   -0.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3414    0.7418   -1.1428 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1682   -0.4695    1.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2689    1.2747    1.1393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5031   -1.0139   -0.4795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3556    0.5930   -2.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5994    1.4230   -1.1290 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2689   -1.6488    1.7916 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
  7  9  1  0
  9 10  2  0
  9 11  1  0
  1 12  1  0
  1 13  1  0
  1 14  1  0
  2 15  1  0
  3 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  6
  8 25  1  0
  8 26  1  0
 11 27  1  0
M  END
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PDB for HMDB0002038 (N(6)-Methyllysine)

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      25.596 -21.827   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      26.930 -21.057   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      28.264 -21.827   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      26.930 -19.517   0.000  0.00  0.00           N+0
HETATM    5  O   UNK     0      24.263 -21.057   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0      25.596 -23.367   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      29.598 -21.057   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      30.931 -21.827   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      32.265 -21.057   0.000  0.00  0.00           C+0
HETATM   10  N   UNK     0      33.599 -21.827   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0      34.932 -21.057   0.000  0.00  0.00           C+0
CONECT    1    2    5    6                                                  
CONECT    2    1    3    4                                                  
CONECT    3    2    7                                                       
CONECT    4    2                                                            
CONECT    5    1                                                            
CONECT    6    1                                                            
CONECT    7    3    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END
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3D PDB for HMDB0002038 (N(6)-Methyllysine)

COMPND    HMDB0002038
HETATM    1  C1  UNL     1       4.044  -0.724   0.555  1.00  0.00           C  
HETATM    2  N1  UNL     1       3.581   0.294  -0.344  1.00  0.00           N  
HETATM    3  C2  UNL     1       2.217   0.109  -0.771  1.00  0.00           C  
HETATM    4  C3  UNL     1       1.212   0.299   0.322  1.00  0.00           C  
HETATM    5  C4  UNL     1      -0.160   0.075  -0.285  1.00  0.00           C  
HETATM    6  C5  UNL     1      -1.264   0.247   0.730  1.00  0.00           C  
HETATM    7  C6  UNL     1      -2.575  -0.003  -0.030  1.00  0.00           C  
HETATM    8  N2  UNL     1      -2.651   0.984  -1.105  1.00  0.00           N  
HETATM    9  C7  UNL     1      -3.733   0.150   0.888  1.00  0.00           C  
HETATM   10  O1  UNL     1      -4.560   1.063   0.654  1.00  0.00           O  
HETATM   11  O2  UNL     1      -3.847  -0.731   1.969  1.00  0.00           O  
HETATM   12  H1  UNL     1       5.084  -1.027   0.268  1.00  0.00           H  
HETATM   13  H2  UNL     1       3.416  -1.641   0.529  1.00  0.00           H  
HETATM   14  H3  UNL     1       4.096  -0.275   1.578  1.00  0.00           H  
HETATM   15  H4  UNL     1       4.177   0.275  -1.210  1.00  0.00           H  
HETATM   16  H5  UNL     1       2.003   0.857  -1.574  1.00  0.00           H  
HETATM   17  H6  UNL     1       2.046  -0.888  -1.223  1.00  0.00           H  
HETATM   18  H7  UNL     1       1.288   1.357   0.661  1.00  0.00           H  
HETATM   19  H8  UNL     1       1.394  -0.355   1.184  1.00  0.00           H  
HETATM   20  H9  UNL     1      -0.263  -0.966  -0.673  1.00  0.00           H  
HETATM   21  H10 UNL     1      -0.341   0.742  -1.143  1.00  0.00           H  
HETATM   22  H11 UNL     1      -1.168  -0.469   1.566  1.00  0.00           H  
HETATM   23  H12 UNL     1      -1.269   1.275   1.139  1.00  0.00           H  
HETATM   24  H13 UNL     1      -2.503  -1.014  -0.480  1.00  0.00           H  
HETATM   25  H14 UNL     1      -2.356   0.593  -2.026  1.00  0.00           H  
HETATM   26  H15 UNL     1      -3.599   1.423  -1.129  1.00  0.00           H  
HETATM   27  H16 UNL     1      -4.269  -1.649   1.792  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3   15
CONECT    3    4   16   17
CONECT    4    5   18   19
CONECT    5    6   20   21
CONECT    6    7   22   23
CONECT    7    8    9   24
CONECT    8   25   26
CONECT    9   10   10   11
CONECT   11   27
END
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SMILES for HMDB0002038 (N(6)-Methyllysine)

CNCCCC[C@H](N)C(O)=O
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INCHI for HMDB0002038 (N(6)-Methyllysine)

InChI=1S/C7H16N2O2/c1-9-5-3-2-4-6(8)7(10)11/h6,9H,2-5,8H2,1H3,(H,10,11)/t6-/m0/s1
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View in JSmolView Stereo Labels
Synonyms
ValueSource
(S)-2-Amino-6-methylaminohexanoic acidChEBI
epsilon-MethyllysineChEBI
Epsilon-N-MethyllysineChEBI
MeLysChEBI
N(zeta)-MethyllysineChEBI
N-Epsilon-MethyllysineChEBI
N-Methyl-L-lysineChEBI
N6-Methyl-L-lysineChEBI
N(epsilon)-Methyl-L-lysineChEBI
(S)-2-Amino-6-methylaminohexanoateGenerator
N(Z)-MethyllysineGenerator
N(Ζ)-methyllysineGenerator
(2S)-2-amino-6-(methylamino)HexanoateHMDB
(2S)-2-amino-6-(methylamino)Hexanoic acidHMDB
N(6)-Methyl-L-lysineHMDB
N-Methyl-lysineHMDB
epsilon-N-Methyllysine hydrochloride, (L-lys)-isomerMeSH, HMDB
epsilon-N-Methyllysine, (DL-lys)-isomerMeSH, HMDB
N(epsilon)-Monomethyl-lysineMeSH, HMDB
N(6)-MethyllysineChEBI
Chemical FormulaC7H16N2O2
Average Molecular Weight160.2141
Monoisotopic Molecular Weight160.121177766
IUPAC Name(2S)-2-amino-6-(methylamino)hexanoic acid
Traditional NameN-methyl-L-lysine
CAS Registry Number1188-07-4
SMILES
CNCCCC[C@H](N)C(O)=O
InChI Identifier
InChI=1S/C7H16N2O2/c1-9-5-3-2-4-6(8)7(10)11/h6,9H,2-5,8H2,1H3,(H,10,11)/t6-/m0/s1
InChI KeyPQNASZJZHFPQLE-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.
KingdomOrganic compounds
Super ClassOrganic acids and derivatives
ClassCarboxylic acids and derivatives
Sub ClassAmino acids, peptides, and analogues
Direct ParentL-alpha-amino acids
Alternative Parents
Substituents
  • L-alpha-amino acid
  • Medium-chain fatty acid
  • Amino fatty acid
  • Fatty acid
  • Fatty acyl
  • Amino acid
  • Carboxylic acid
  • Secondary aliphatic amine
  • Monocarboxylic acid or derivatives
  • Secondary amine
  • Carbonyl group
  • Primary amine
  • Organooxygen compound
  • Organonitrogen compound
  • Organic nitrogen compound
  • Primary aliphatic amine
  • Amine
  • Organic oxygen compound
  • Organopnictogen compound
  • Organic oxide
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Not Available134.207http://allccs.zhulab.cn/database/detail?ID=AllCCS00000048
[M+H]+Not Available132.489http://allccs.zhulab.cn/database/detail?ID=AllCCS00000048
Predicted Molecular Properties
PropertyValueSource
Water Solubility51.5 g/LALOGPS
logP-2.4ALOGPS
logP-2.9ChemAxon
logS-0.49ALOGPS
pKa (Strongest Acidic)2.8ChemAxon
pKa (Strongest Basic)10.58ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area75.35 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity42.58 m³·mol⁻¹ChemAxon
Polarizability18.04 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+137.57631661259
DarkChem[M-H]-135.29931661259
DeepCCS[M+H]+133.9130932474
DeepCCS[M-H]-130.17730932474
DeepCCS[M-2H]-167.65130932474
DeepCCS[M+Na]+142.96130932474
AllCCS[M+H]+137.832859911
AllCCS[M+H-H2O]+133.932859911
AllCCS[M+NH4]+141.432859911
AllCCS[M+Na]+142.532859911
AllCCS[M-H]-135.832859911
AllCCS[M+Na-2H]-137.732859911
AllCCS[M+HCOO]-139.932859911

Predicted Retention Times

Underivatized

Chromatographic MethodRetention TimeReference
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, 2022.1.11 minutes32390414
Predicted by Siyang on May 30, 20229.0216 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20228.71 minutes32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid435.6 seconds40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid389.8 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid257.7 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid52.0 seconds40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid165.2 seconds40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid61.0 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid286.4 seconds40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid236.1 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)958.2 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid567.8 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid39.8 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid582.1 seconds40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid174.4 seconds40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid225.6 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate1054.0 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA676.9 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water373.1 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
N(6)-MethyllysineCNCCCC[C@H](N)C(O)=O2265.5Standard polar33892256
N(6)-MethyllysineCNCCCC[C@H](N)C(O)=O1512.1Standard non polar33892256
N(6)-MethyllysineCNCCCC[C@H](N)C(O)=O1546.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
N(6)-Methyllysine,1TMS,isomer #1CNCCCC[C@H](N)C(=O)O[Si](C)(C)C1472.8Semi standard non polar33892256
N(6)-Methyllysine,1TMS,isomer #2CNCCCC[C@H](N[Si](C)(C)C)C(=O)O1600.8Semi standard non polar33892256
N(6)-Methyllysine,1TMS,isomer #3CN(CCCC[C@H](N)C(=O)O)[Si](C)(C)C1688.8Semi standard non polar33892256
N(6)-Methyllysine,2TMS,isomer #1CNCCCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C1594.5Semi standard non polar33892256
N(6)-Methyllysine,2TMS,isomer #1CNCCCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C1701.7Standard non polar33892256
N(6)-Methyllysine,2TMS,isomer #1CNCCCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C1903.6Standard polar33892256
N(6)-Methyllysine,2TMS,isomer #2CN(CCCC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C1673.7Semi standard non polar33892256
N(6)-Methyllysine,2TMS,isomer #2CN(CCCC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C1716.2Standard non polar33892256
N(6)-Methyllysine,2TMS,isomer #2CN(CCCC[C@H](N)C(=O)O[Si](C)(C)C)[Si](C)(C)C2296.3Standard polar33892256
N(6)-Methyllysine,2TMS,isomer #3CN(CCCC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C1772.7Semi standard non polar33892256
N(6)-Methyllysine,2TMS,isomer #3CN(CCCC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C1712.4Standard non polar33892256
N(6)-Methyllysine,2TMS,isomer #3CN(CCCC[C@H](N[Si](C)(C)C)C(=O)O)[Si](C)(C)C2166.1Standard polar33892256
N(6)-Methyllysine,2TMS,isomer #4CNCCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1734.7Semi standard non polar33892256
N(6)-Methyllysine,2TMS,isomer #4CNCCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C1722.2Standard non polar33892256
N(6)-Methyllysine,2TMS,isomer #4CNCCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C2081.1Standard polar33892256
N(6)-Methyllysine,3TMS,isomer #1CN(CCCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1782.5Semi standard non polar33892256
N(6)-Methyllysine,3TMS,isomer #1CN(CCCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1801.0Standard non polar33892256
N(6)-Methyllysine,3TMS,isomer #1CN(CCCC[C@H](N[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1871.6Standard polar33892256
N(6)-Methyllysine,3TMS,isomer #2CNCCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1769.0Semi standard non polar33892256
N(6)-Methyllysine,3TMS,isomer #2CNCCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1811.8Standard non polar33892256
N(6)-Methyllysine,3TMS,isomer #2CNCCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C1808.2Standard polar33892256
N(6)-Methyllysine,3TMS,isomer #3CN(CCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1933.9Semi standard non polar33892256
N(6)-Methyllysine,3TMS,isomer #3CN(CCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1840.4Standard non polar33892256
N(6)-Methyllysine,3TMS,isomer #3CN(CCCC[C@@H](C(=O)O)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C2010.2Standard polar33892256
N(6)-Methyllysine,4TMS,isomer #1CN(CCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1989.8Semi standard non polar33892256
N(6)-Methyllysine,4TMS,isomer #1CN(CCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1920.3Standard non polar33892256
N(6)-Methyllysine,4TMS,isomer #1CN(CCCC[C@@H](C(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C1817.6Standard polar33892256
N(6)-Methyllysine,1TBDMS,isomer #1CNCCCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C1717.9Semi standard non polar33892256
N(6)-Methyllysine,1TBDMS,isomer #2CNCCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O1832.3Semi standard non polar33892256
N(6)-Methyllysine,1TBDMS,isomer #3CN(CCCC[C@H](N)C(=O)O)[Si](C)(C)C(C)(C)C1914.2Semi standard non polar33892256
N(6)-Methyllysine,2TBDMS,isomer #1CNCCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2047.9Semi standard non polar33892256
N(6)-Methyllysine,2TBDMS,isomer #1CNCCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2101.6Standard non polar33892256
N(6)-Methyllysine,2TBDMS,isomer #1CNCCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2102.2Standard polar33892256
N(6)-Methyllysine,2TBDMS,isomer #2CN(CCCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2129.8Semi standard non polar33892256
N(6)-Methyllysine,2TBDMS,isomer #2CN(CCCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2144.7Standard non polar33892256
N(6)-Methyllysine,2TBDMS,isomer #2CN(CCCC[C@H](N)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2394.4Standard polar33892256
N(6)-Methyllysine,2TBDMS,isomer #3CN(CCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2246.3Semi standard non polar33892256
N(6)-Methyllysine,2TBDMS,isomer #3CN(CCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2152.2Standard non polar33892256
N(6)-Methyllysine,2TBDMS,isomer #3CN(CCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2300.7Standard polar33892256
N(6)-Methyllysine,2TBDMS,isomer #4CNCCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2188.1Semi standard non polar33892256
N(6)-Methyllysine,2TBDMS,isomer #4CNCCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2134.1Standard non polar33892256
N(6)-Methyllysine,2TBDMS,isomer #4CNCCCC[C@@H](C(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2201.8Standard polar33892256
N(6)-Methyllysine,3TBDMS,isomer #1CN(CCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2456.5Semi standard non polar33892256
N(6)-Methyllysine,3TBDMS,isomer #1CN(CCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2405.8Standard non polar33892256
N(6)-Methyllysine,3TBDMS,isomer #1CN(CCCC[C@H](N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2237.1Standard polar33892256
N(6)-Methyllysine,3TBDMS,isomer #2CNCCCC[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)C2450.9Semi standard non polar33892256
N(6)-Methyllysine,3TBDMS,isomer #2CNCCCC[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)C2390.6Standard non polar33892256
N(6)-Methyllysine,3TBDMS,isomer #2CNCCCC[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)C2160.1Standard polar33892256
N(6)-Methyllysine,3TBDMS,isomer #3CN(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)C2578.0Semi standard non polar33892256
N(6)-Methyllysine,3TBDMS,isomer #3CN(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)C2446.9Standard non polar33892256
N(6)-Methyllysine,3TBDMS,isomer #3CN(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)C2306.3Standard polar33892256
N(6)-Methyllysine,4TBDMS,isomer #1CN(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)C2841.3Semi standard non polar33892256
N(6)-Methyllysine,4TBDMS,isomer #1CN(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)C2669.5Standard non polar33892256
N(6)-Methyllysine,4TBDMS,isomer #1CN(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)C2277.1Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - N(6)-Methyllysine GC-MS (Non-derivatized) - 70eV, Positivesplash10-006x-9200000000-ffd641fb87aeadd70b062017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N(6)-Methyllysine GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9400000000-4cf1396c874f63f9def42017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N(6)-Methyllysine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - N(6)-Methyllysine 30V, Positive-QTOFsplash10-001i-9000000000-720709019d470b5b26a92021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N(6)-Methyllysine 40V, Positive-QTOFsplash10-0a59-9000000000-2c5717b9db79491c54e72021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N(6)-Methyllysine 20V, Positive-QTOFsplash10-001i-9000000000-829bc985a42f10a8b03f2021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N(6)-Methyllysine 10V, Positive-QTOFsplash10-001i-9600000000-4da6280bf8bb3a92eee42021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N(6)-Methyllysine 10V, Positive-QTOFsplash10-001i-9600000000-da13e67645fe6a97f1622021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N(6)-Methyllysine 30V, Positive-QTOFsplash10-001i-9000000000-bc7c06f67943fd6a6d532021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N(6)-Methyllysine 10V, Positive-QTOFsplash10-014i-9100000000-69c3801dd92e711a24542021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N(6)-Methyllysine 0V, Positive-QTOFsplash10-03di-0900000000-08b6e77529dea2292e232021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N(6)-Methyllysine 30V, Positive-QTOFsplash10-0a4i-9000000000-633b5054da131f3171032021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - N(6)-Methyllysine 0V, Positive-QTOFsplash10-03di-1900000000-156784647dbf4c823eb92021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N(6)-Methyllysine 10V, Positive-QTOFsplash10-02u0-2900000000-962be595f0e859b8d9852016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N(6)-Methyllysine 20V, Positive-QTOFsplash10-0159-9700000000-2144bace5bb9c5b6025a2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N(6)-Methyllysine 40V, Positive-QTOFsplash10-05gl-9000000000-06030ce76181ed4a1d0c2016-08-01Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N(6)-Methyllysine 10V, Negative-QTOFsplash10-0a4i-1900000000-589d432fd4c47a5744e62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N(6)-Methyllysine 20V, Negative-QTOFsplash10-0a4i-3900000000-d7f6c3fd68783dbd7ddf2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N(6)-Methyllysine 40V, Negative-QTOFsplash10-00e9-9100000000-19d8207948713cbc50ea2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N(6)-Methyllysine 10V, Positive-QTOFsplash10-015a-9800000000-ca61b8d321495f2775832021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N(6)-Methyllysine 20V, Positive-QTOFsplash10-001i-9100000000-28e6fa8744c27ae8b6312021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N(6)-Methyllysine 40V, Positive-QTOFsplash10-05fu-9000000000-c41527c31d1720fd59a62021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N(6)-Methyllysine 10V, Negative-QTOFsplash10-0a4i-0900000000-36337815605e095a65052021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N(6)-Methyllysine 20V, Negative-QTOFsplash10-0a4i-0900000000-e9f680371b982c2c0bcf2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N(6)-Methyllysine 40V, Negative-QTOFsplash10-0006-9000000000-2377be5dcacaac56991f2021-09-22Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
  • Cerebrospinal Fluid (CSF)
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected and Quantified7.0 +/- 6.0 uMAdult (>18 years old)BothNormal
    • Geigy Scientific ...
 details
Cerebrospinal Fluid (CSF)Detected and Quantified1.2 +/- 1.1 uMAdult (>18 years old)BothNormal details
UrineDetected and Quantified0.90 (0.22-1.58) umol/mmol creatinineAdult (>18 years old)BothNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB01714
Phenol Explorer Compound IDNot Available
FooDB IDFDB022812
KNApSAcK IDNot Available
Chemspider ID144469
KEGG Compound IDC02728
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound164795
PDB IDNot Available
ChEBI ID17604
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceBenoiton, Leo. Amino acids and peptides. II. Synthesis of e-N-methyl-L-lysine and related compounds. Canadian Journal of Chemistry (1964), 42(9), 2043-7.
Material Safety Data Sheet (MSDS)Not Available
General References
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