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Showing metabocard for N2-Methyl-L-lysine (HMDB0240689)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2020-10-19 16:14:20 UTC
Update Date2021-09-14 15:44:55 UTC
HMDB IDHMDB0240689
Secondary Accession NumbersNone
Metabolite Identification
Common NameN2-Methyl-L-lysine
DescriptionN2-Methyl-L-lysine, also known as N(a)-methyl-L-lysine, belongs to the class of organic compounds known as l-alpha-amino acids. 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. (PMID: 32119527 )
Structure
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0240689 (N2-Methyl-L-lysine)


  Mrv1652310192018142D          

 11 10  0  0  1  0            999 V2000
   16.4729   -5.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4729   -4.8780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7584   -6.1155    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.7584   -6.9405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1860   -5.7030    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9005   -6.1155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0439   -5.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6150   -5.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3295   -6.1155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1874   -6.1155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0439   -7.3530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  7  1  0  0  0  0
  5  6  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8  9  1  0  0  0  0
 10  1  1  0  0  0  0
  4 11  1  0  0  0  0
M  END
Download

3D MOL for HMDB0240689 (N2-Methyl-L-lysine)

HMDB0240689
     RDKit          3D
N2-Methyl-L-lysine
 27 26  0  0  0  0  0  0  0  0999 V2000
   -3.3986   -1.0133   -0.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2662   -0.1833   -0.7826 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3301   -0.2706    0.3135 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2300    0.6719    0.2696 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8077    0.6327   -0.7845 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9563   -0.3212   -0.4600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2199    0.5750   -0.5229 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3801   -0.1864   -0.1850 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0413   -0.2886    1.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3423   -1.2243    2.2168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3685    1.0215    2.0945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7072   -0.9708    0.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1649   -2.0935   -0.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2564   -0.7378   -1.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6735    0.8305   -0.7079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9065   -1.3445    0.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3964    0.4044    1.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5534    1.7009    0.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1285    1.5864   -1.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2652    0.1403   -1.7052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8817   -0.6057    0.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0358   -1.2033   -1.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0678    1.3679    0.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3130    0.9822   -1.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4769   -0.2857    0.8466 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5250   -1.0457   -0.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2154    1.8611    1.6087 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
  3  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  6
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
 11 27  1  0
M  END
Download

3D SDF for HMDB0240689 (N2-Methyl-L-lysine)


  Mrv1652310192018142D          

 11 10  0  0  1  0            999 V2000
   16.4729   -5.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4729   -4.8780    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7584   -6.1155    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.7584   -6.9405    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.1860   -5.7030    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9005   -6.1155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0439   -5.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6150   -5.7030    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3295   -6.1155    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1874   -6.1155    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0439   -7.3530    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  1  3  1  0  0  0  0
  3  4  1  1  0  0  0
  3  7  1  0  0  0  0
  5  6  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8  9  1  0  0  0  0
 10  1  1  0  0  0  0
  4 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0240689

> <DATABASE_NAME>
hmdb

> <SMILES>
CN[C@@H](CCCCN)C(O)=O

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

> <INCHI_KEY>
OLYPWXRMOFUVGH-LURJTMIESA-N

> <FORMULA>
C7H16N2O2

> <MOLECULAR_WEIGHT>
160.217

> <EXACT_MASS>
160.121177763

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
27

> <JCHEM_AVERAGE_POLARIZABILITY>
17.841989513174415

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
-2.49

> <JCHEM_LOGP>
-3.0311130174342287

> <ALOGPS_LOGS>
-0.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_ACIDIC>
2.3589796556660096

> <JCHEM_PKA_STRONGEST_BASIC>
10.722405898659872

> <JCHEM_POLAR_SURFACE_AREA>
75.35000000000001

> <JCHEM_REFRACTIVITY>
42.5841

> <JCHEM_ROTATABLE_BOND_COUNT>
6

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.86e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
N(2)-methyl-L-lysine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for HMDB0240689 (N2-Methyl-L-lysine)

HMDB0240689
     RDKit          3D
N2-Methyl-L-lysine
 27 26  0  0  0  0  0  0  0  0999 V2000
   -3.3986   -1.0133   -0.5700 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2662   -0.1833   -0.7826 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3301   -0.2706    0.3135 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.2300    0.6719    0.2696 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8077    0.6327   -0.7845 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9563   -0.3212   -0.4600 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2199    0.5750   -0.5229 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3801   -0.1864   -0.1850 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0413   -0.2886    1.5927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3423   -1.2243    2.2168 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3685    1.0215    2.0945 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7072   -0.9708    0.4782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1649   -2.0935   -0.8354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2564   -0.7378   -1.2265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6735    0.8305   -0.7079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9065   -1.3445    0.1544 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3964    0.4044    1.2413 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5534    1.7009    0.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1285    1.5864   -1.1417 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2652    0.1403   -1.7052 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8817   -0.6057    0.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0358   -1.2033   -1.0787 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0678    1.3679    0.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3130    0.9822   -1.5584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4769   -0.2857    0.8466 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5250   -1.0457   -0.7253 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2154    1.8611    1.6087 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
  3  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  6
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
 11 27  1  0
M  END
Download

PDB for HMDB0240689 (N2-Methyl-L-lysine)

HEADER    PROTEIN                                 19-OCT-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-OCT-20         0                                  
HETATM    1  C   UNK     0      30.749 -10.646   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      30.749  -9.106   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      29.416 -11.416   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      29.416 -12.956   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      22.747 -10.646   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0      24.081 -11.416   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      28.082 -10.646   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      25.415 -10.646   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      26.748 -11.416   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      32.083 -11.416   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      28.082 -13.726   0.000  0.00  0.00           C+0
CONECT    1    2    3   10                                                  
CONECT    2    1                                                            
CONECT    3    1    4    7                                                  
CONECT    4    3   11                                                       
CONECT    5    6                                                            
CONECT    6    5    8                                                       
CONECT    7    3    9                                                       
CONECT    8    6    9                                                       
CONECT    9    7    8                                                       
CONECT   10    1                                                            
CONECT   11    4                                                            
MASTER        0    0    0    0    0    0    0    0   11    0   20    0
END
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3D PDB for HMDB0240689 (N2-Methyl-L-lysine)

COMPND    HMDB0240689
HETATM    1  C1  UNL     1      -3.399  -1.013  -0.570  1.00  0.00           C  
HETATM    2  N1  UNL     1      -2.266  -0.183  -0.783  1.00  0.00           N  
HETATM    3  C2  UNL     1      -1.330  -0.271   0.314  1.00  0.00           C  
HETATM    4  C3  UNL     1      -0.230   0.672   0.270  1.00  0.00           C  
HETATM    5  C4  UNL     1       0.808   0.633  -0.785  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.956  -0.321  -0.460  1.00  0.00           C  
HETATM    7  C6  UNL     1       3.220   0.575  -0.523  1.00  0.00           C  
HETATM    8  N2  UNL     1       4.380  -0.186  -0.185  1.00  0.00           N  
HETATM    9  C7  UNL     1      -2.041  -0.289   1.593  1.00  0.00           C  
HETATM   10  O1  UNL     1      -2.342  -1.224   2.217  1.00  0.00           O  
HETATM   11  O2  UNL     1      -2.368   1.021   2.094  1.00  0.00           O  
HETATM   12  H1  UNL     1      -3.707  -0.971   0.478  1.00  0.00           H  
HETATM   13  H2  UNL     1      -3.165  -2.093  -0.835  1.00  0.00           H  
HETATM   14  H3  UNL     1      -4.256  -0.738  -1.227  1.00  0.00           H  
HETATM   15  H4  UNL     1      -2.674   0.830  -0.708  1.00  0.00           H  
HETATM   16  H5  UNL     1      -0.906  -1.344   0.154  1.00  0.00           H  
HETATM   17  H6  UNL     1       0.396   0.404   1.241  1.00  0.00           H  
HETATM   18  H7  UNL     1      -0.553   1.701   0.486  1.00  0.00           H  
HETATM   19  H8  UNL     1       1.129   1.586  -1.142  1.00  0.00           H  
HETATM   20  H9  UNL     1       0.265   0.140  -1.705  1.00  0.00           H  
HETATM   21  H10 UNL     1       1.882  -0.606   0.609  1.00  0.00           H  
HETATM   22  H11 UNL     1       2.036  -1.203  -1.079  1.00  0.00           H  
HETATM   23  H12 UNL     1       3.068   1.368   0.204  1.00  0.00           H  
HETATM   24  H13 UNL     1       3.313   0.982  -1.558  1.00  0.00           H  
HETATM   25  H14 UNL     1       4.477  -0.286   0.847  1.00  0.00           H  
HETATM   26  H15 UNL     1       4.525  -1.046  -0.725  1.00  0.00           H  
HETATM   27  H16 UNL     1      -2.215   1.861   1.609  1.00  0.00           H  
CONECT    1    2   12   13   14
CONECT    2    3   15
CONECT    3    4    9   16
CONECT    4    5   17   18
CONECT    5    6   19   20
CONECT    6    7   21   22
CONECT    7    8   23   24
CONECT    8   25   26
CONECT    9   10   10   11
CONECT   11   27
END
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SMILES for HMDB0240689 (N2-Methyl-L-lysine)

CN[C@@H](CCCCN)C(O)=O
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INCHI for HMDB0240689 (N2-Methyl-L-lysine)

InChI=1S/C7H16N2O2/c1-9-6(7(10)11)4-2-3-5-8/h6,9H,2-5,8H2,1H3,(H,10,11)/t6-/m0/s1
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View in JSmolView NMR AssignmentsView Stereo Labels
Synonyms
ValueSource
N(alpha)-Methyl-L-lysineChEBI
N(a)-Methyl-L-lysineGenerator
N(Α)-methyl-L-lysineGenerator
Chemical FormulaC7H16N2O2
Average Molecular Weight160.217
Monoisotopic Molecular Weight160.121177763
IUPAC Name(2S)-6-amino-2-(methylamino)hexanoic acid
Traditional NameN(2)-methyl-L-lysine
CAS Registry NumberNot Available
SMILES
CN[C@@H](CCCCN)C(O)=O
InChI Identifier
InChI=1S/C7H16N2O2/c1-9-6(7(10)11)4-2-3-5-8/h6,9H,2-5,8H2,1H3,(H,10,11)/t6-/m0/s1
InChI KeyOLYPWXRMOFUVGH-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
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
logP-2.5ALOGPS
logP-3ChemAxon
logS-0.62ALOGPS
pKa (Strongest Acidic)2.36ChemAxon
pKa (Strongest Basic)10.72ChemAxon
Physiological Charge1ChemAxon
Hydrogen Acceptor Count4ChemAxon
Hydrogen Donor Count3ChemAxon
Polar Surface Area75.35 ŲChemAxon
Rotatable Bond Count6ChemAxon
Refractivity42.58 m³·mol⁻¹ChemAxon
Polarizability17.84 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
DeepCCS[M+H]+133.91530932474
DeepCCS[M-H]-130.08730932474
DeepCCS[M-2H]-167.21630932474
DeepCCS[M+Na]+142.70130932474

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, 2022.0.88 minutes32390414
Predicted by Siyang on May 30, 20228.9817 minutes33406817
Predicted by Siyang using ReTip algorithm on June 8, 20228.35 minutes32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid386.9 seconds40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid257.5 seconds40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid53.5 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 Acid59.2 seconds40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid290.9 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 Acid237.0 seconds40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)978.0 seconds40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid564.3 seconds40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid40.2 seconds40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid571.1 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 Acid223.0 seconds40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate1043.0 seconds40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA673.3 seconds40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water371.2 seconds40023050

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
N2-Methyl-L-lysineCN[C@@H](CCCCN)C(O)=O2239.1Standard polar33892256
N2-Methyl-L-lysineCN[C@@H](CCCCN)C(O)=O1554.7Standard non polar33892256
N2-Methyl-L-lysineCN[C@@H](CCCCN)C(O)=O1491.2Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
N2-Methyl-L-lysine,1TMS,isomer #1CN[C@@H](CCCCN)C(=O)O[Si](C)(C)C1463.3Semi standard non polar33892256
N2-Methyl-L-lysine,1TMS,isomer #2CN[C@@H](CCCCN[Si](C)(C)C)C(=O)O1641.8Semi standard non polar33892256
N2-Methyl-L-lysine,1TMS,isomer #3CN([C@@H](CCCCN)C(=O)O)[Si](C)(C)C1623.1Semi standard non polar33892256
N2-Methyl-L-lysine,2TMS,isomer #1CN[C@@H](CCCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C1620.7Semi standard non polar33892256
N2-Methyl-L-lysine,2TMS,isomer #1CN[C@@H](CCCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C1751.2Standard non polar33892256
N2-Methyl-L-lysine,2TMS,isomer #1CN[C@@H](CCCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C1927.5Standard polar33892256
N2-Methyl-L-lysine,2TMS,isomer #2CN([C@@H](CCCCN)C(=O)O[Si](C)(C)C)[Si](C)(C)C1642.9Semi standard non polar33892256
N2-Methyl-L-lysine,2TMS,isomer #2CN([C@@H](CCCCN)C(=O)O[Si](C)(C)C)[Si](C)(C)C1677.4Standard non polar33892256
N2-Methyl-L-lysine,2TMS,isomer #2CN([C@@H](CCCCN)C(=O)O[Si](C)(C)C)[Si](C)(C)C2267.1Standard polar33892256
N2-Methyl-L-lysine,2TMS,isomer #3CN([C@@H](CCCCN[Si](C)(C)C)C(=O)O)[Si](C)(C)C1745.6Semi standard non polar33892256
N2-Methyl-L-lysine,2TMS,isomer #3CN([C@@H](CCCCN[Si](C)(C)C)C(=O)O)[Si](C)(C)C1759.9Standard non polar33892256
N2-Methyl-L-lysine,2TMS,isomer #3CN([C@@H](CCCCN[Si](C)(C)C)C(=O)O)[Si](C)(C)C2075.5Standard polar33892256
N2-Methyl-L-lysine,2TMS,isomer #4CN[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O1836.3Semi standard non polar33892256
N2-Methyl-L-lysine,2TMS,isomer #4CN[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O1770.0Standard non polar33892256
N2-Methyl-L-lysine,2TMS,isomer #4CN[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O2241.7Standard polar33892256
N2-Methyl-L-lysine,3TMS,isomer #1CN([C@@H](CCCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1743.9Semi standard non polar33892256
N2-Methyl-L-lysine,3TMS,isomer #1CN([C@@H](CCCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1837.2Standard non polar33892256
N2-Methyl-L-lysine,3TMS,isomer #1CN([C@@H](CCCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1844.7Standard polar33892256
N2-Methyl-L-lysine,3TMS,isomer #2CN[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C1819.3Semi standard non polar33892256
N2-Methyl-L-lysine,3TMS,isomer #2CN[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C1848.4Standard non polar33892256
N2-Methyl-L-lysine,3TMS,isomer #2CN[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C1880.7Standard polar33892256
N2-Methyl-L-lysine,3TMS,isomer #3CN([C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C1932.8Semi standard non polar33892256
N2-Methyl-L-lysine,3TMS,isomer #3CN([C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C1895.0Standard non polar33892256
N2-Methyl-L-lysine,3TMS,isomer #3CN([C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C2028.1Standard polar33892256
N2-Methyl-L-lysine,4TMS,isomer #1CN([C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1974.3Semi standard non polar33892256
N2-Methyl-L-lysine,4TMS,isomer #1CN([C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1945.0Standard non polar33892256
N2-Methyl-L-lysine,4TMS,isomer #1CN([C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C1826.0Standard polar33892256
N2-Methyl-L-lysine,1TBDMS,isomer #1CN[C@@H](CCCCN)C(=O)O[Si](C)(C)C(C)(C)C1711.7Semi standard non polar33892256
N2-Methyl-L-lysine,1TBDMS,isomer #2CN[C@@H](CCCCN[Si](C)(C)C(C)(C)C)C(=O)O1892.5Semi standard non polar33892256
N2-Methyl-L-lysine,1TBDMS,isomer #3CN([C@@H](CCCCN)C(=O)O)[Si](C)(C)C(C)(C)C1854.3Semi standard non polar33892256
N2-Methyl-L-lysine,2TBDMS,isomer #1CN[C@@H](CCCCN[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2074.8Semi standard non polar33892256
N2-Methyl-L-lysine,2TBDMS,isomer #1CN[C@@H](CCCCN[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2108.5Standard non polar33892256
N2-Methyl-L-lysine,2TBDMS,isomer #1CN[C@@H](CCCCN[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2128.5Standard polar33892256
N2-Methyl-L-lysine,2TBDMS,isomer #2CN([C@@H](CCCCN)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2112.7Semi standard non polar33892256
N2-Methyl-L-lysine,2TBDMS,isomer #2CN([C@@H](CCCCN)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2097.6Standard non polar33892256
N2-Methyl-L-lysine,2TBDMS,isomer #2CN([C@@H](CCCCN)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2350.6Standard polar33892256
N2-Methyl-L-lysine,2TBDMS,isomer #3CN([C@@H](CCCCN[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2247.4Semi standard non polar33892256
N2-Methyl-L-lysine,2TBDMS,isomer #3CN([C@@H](CCCCN[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2157.1Standard non polar33892256
N2-Methyl-L-lysine,2TBDMS,isomer #3CN([C@@H](CCCCN[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2249.7Standard polar33892256
N2-Methyl-L-lysine,2TBDMS,isomer #4CN[C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2277.6Semi standard non polar33892256
N2-Methyl-L-lysine,2TBDMS,isomer #4CN[C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2130.6Standard non polar33892256
N2-Methyl-L-lysine,2TBDMS,isomer #4CN[C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O2324.1Standard polar33892256
N2-Methyl-L-lysine,3TBDMS,isomer #1CN([C@@H](CCCCN[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2459.4Semi standard non polar33892256
N2-Methyl-L-lysine,3TBDMS,isomer #1CN([C@@H](CCCCN[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2411.9Standard non polar33892256
N2-Methyl-L-lysine,3TBDMS,isomer #1CN([C@@H](CCCCN[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2223.1Standard polar33892256
N2-Methyl-L-lysine,3TBDMS,isomer #2CN[C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2481.4Semi standard non polar33892256
N2-Methyl-L-lysine,3TBDMS,isomer #2CN[C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2419.6Standard non polar33892256
N2-Methyl-L-lysine,3TBDMS,isomer #2CN[C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C2212.6Standard polar33892256
N2-Methyl-L-lysine,3TBDMS,isomer #3CN([C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2587.1Semi standard non polar33892256
N2-Methyl-L-lysine,3TBDMS,isomer #3CN([C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2467.8Standard non polar33892256
N2-Methyl-L-lysine,3TBDMS,isomer #3CN([C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C2326.7Standard polar33892256
N2-Methyl-L-lysine,4TBDMS,isomer #1CN([C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2845.9Semi standard non polar33892256
N2-Methyl-L-lysine,4TBDMS,isomer #1CN([C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2689.2Standard non polar33892256
N2-Methyl-L-lysine,4TBDMS,isomer #1CN([C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C2290.3Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - N2-Methyl-L-lysine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - N2-Methyl-L-lysine GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N2-Methyl-L-lysine 10V, Positive-QTOFsplash10-02ai-4900000000-2c2c46e0f0bf6601141c2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N2-Methyl-L-lysine 20V, Positive-QTOFsplash10-000t-9000000000-d7400caad94741856c862021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N2-Methyl-L-lysine 40V, Positive-QTOFsplash10-0ac4-9000000000-91ad0f79bb7e70f42bad2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N2-Methyl-L-lysine 10V, Negative-QTOFsplash10-0a4i-0900000000-a6451afa46f81bfd79552021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N2-Methyl-L-lysine 20V, Negative-QTOFsplash10-0a4i-0900000000-dc844ebdd84a6c27642f2021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - N2-Methyl-L-lysine 40V, Negative-QTOFsplash10-0006-9100000000-7c62b47e97318b3702d82021-09-22Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
UrineDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID5374064
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound7010497
PDB IDNot Available
ChEBI ID21756
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Mamani-Huanca M, Gradillas A, Gil de la Fuente A, Lopez-Gonzalvez A, Barbas C: Unveiling the Fragmentation Mechanisms of Modified Amino Acids as the Key for Their Targeted Identification. Anal Chem. 2020 Apr 7;92(7):4848-4857. doi: 10.1021/acs.analchem.9b04313. Epub 2020 Mar 12. [PubMed:32119527 ]