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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2023-05-30 20:55:52 UTC

HMDB ID

HMDB0000446

Secondary Accession Numbers

HMDB00446

Metabolite Identification

Common Name

N-alpha-Acetyl-L-lysine

Description

N-alpha-Acetyl-L-lysine also known as Nalpha-Acetyllysine, belongs to the class of organic compounds known as N-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom. N-alpha-Acetyl-L-lysine can also be classified as an alpha amino acid or a derivatized alpha amino acid. Technically, N-alpha-Acetyl-L-lysine is a biologically available N-terminal capped form of the proteinogenic alpha amino acid L-lysine. Unlike L-lysine, acetylated lysine derivatives such as N-alpha-Acetyl-L-lysine are zwitterionic compounds. These are molecules that contains an equal number of positively- and negatively-charged functional groups. N-alpha-Acetyl-L-lysine is found naturally in eukaryotes ranging from yeast to plants to humans. N-acetyl amino acids can be produced either via direct synthesis of specific N-acetyltransferases or via the proteolytic degradation of N-acetylated proteins by specific hydrolases. N-terminal acetylation of proteins is a widespread and highly conserved process in eukaryotes that is involved in protection and stability of proteins (PMID: 16465618 ). About 85% of all human proteins and 68% of all yeast proteins are acetylated at their N-terminus (PMID: 21750686 ). Several proteins from prokaryotes and archaea are also modified by N-terminal acetylation. The majority of eukaryotic N-terminal-acetylation reactions occur through N-acetyltransferase enzymes or NAT‚Äôs (PMID: 30054468 ). These enzymes consist of three main oligomeric complexes NatA, NatB, and NatC, which are composed of at least a unique catalytic subunit and one unique ribosomal anchor. The substrate specificities of different NAT enzymes are mainly determined by the identities of the first two N-terminal residues of the target protein. The human NatA complex co-translationally acetylates N-termini that bear a small amino acid (A, S, T, C, and occasionally V and G) (PMID: 30054468 ). NatA also exists in a monomeric state and can post-translationally acetylate acidic N-termini residues (D-, E-). NatB and NatC acetylate N-terminal methionine with further specificity determined by the identity of the second amino acid. N-acetylated amino acids, such as N-alpha-Acetyl-L-lysine can be released by an N-acylpeptide hydrolase from peptides generated by proteolytic degradation (PMID: 16465618 ). In addition to the NAT enzymes and protein-based acetylation, N-acetylation of free lysine can also occur. In particular, N-alpha-Acetyl-L-lysine can be biosynthesized from L-lysine and acetyl-CoA via the enzyme known as Lysine N-acetyltransferase. Individuals with hyperlysinaemia due to L-lysine alpha-ketoglutarate reductase deficiency will excrete high levels of N-alpha-Acetyl-L-lysine in their urine (PMID: 116084 ). L-lysine alpha-ketoglutarate reductase deficiency, if untreated, can lead to neurological and behavioral deficits (PMID: 116084 ). Many N-acetylamino acids are classified as uremic toxins if present in high abundance in the serum or plasma (PMID: 26317986 ; PMID: 20613759 ). Uremic toxins are a diverse group of endogenously produced molecules that, if not properly cleared or eliminated by the kidneys, can cause kidney damage, cardiovascular disease and neurological deficits (PMID: 18287557 ).

Structure

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

HMDB0000446
     RDKit          3D
N-alpha-Acetyl-L-lysine
 29 28  0  0  0  0  0  0  0  0999 V2000
   -4.2867   -1.7349   -0.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9838   -1.2683   -0.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4306   -1.8966    0.8720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2894   -0.1599   -0.6072 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9815    0.2657   -0.0931 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0647    0.1146   -1.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4486    0.5174   -0.7514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9286   -0.2947    0.4311 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3123    0.1039    0.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2894   -0.0744   -0.1887 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0650    1.6299    0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1344    2.2634    0.3968 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0351    2.2109    1.0393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0538   -0.9500   -0.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3421   -1.8443   -1.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5664   -2.6976   -0.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7029    0.3787   -1.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6758   -0.4223    0.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2378    0.6846   -2.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0691   -0.9553   -1.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4794    1.6049   -0.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1649    0.2886   -1.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2720   -0.2249    1.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9424   -1.3643    0.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3283    1.1662    1.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6055   -0.5502    1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5578    0.8244   -0.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9309   -0.7758   -0.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3211    3.1605    0.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  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  1  0
  5 11  1  0
 11 12  2  0
 11 13  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  4 17  1  0
  5 18  1  1
  6 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 13 29  1  0
M  END

HMDB0000446
     RDKit          3D
N-alpha-Acetyl-L-lysine
 29 28  0  0  0  0  0  0  0  0999 V2000
   -4.2867   -1.7349   -0.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9838   -1.2683   -0.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4306   -1.8966    0.8720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2894   -0.1599   -0.6072 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9815    0.2657   -0.0931 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0647    0.1146   -1.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4486    0.5174   -0.7514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9286   -0.2947    0.4311 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3123    0.1039    0.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2894   -0.0744   -0.1887 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0650    1.6299    0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1344    2.2634    0.3968 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0351    2.2109    1.0393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0538   -0.9500   -0.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3421   -1.8443   -1.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5664   -2.6976   -0.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7029    0.3787   -1.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6758   -0.4223    0.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2378    0.6846   -2.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0691   -0.9553   -1.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4794    1.6049   -0.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1649    0.2886   -1.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2720   -0.2249    1.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9424   -1.3643    0.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3283    1.1662    1.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6055   -0.5502    1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5578    0.8244   -0.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9309   -0.7758   -0.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3211    3.1605    0.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  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  1  0
  5 11  1  0
 11 12  2  0
 11 13  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  4 17  1  0
  5 18  1  1
  6 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 13 29  1  0
M  END

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  C   UNK     0    8663.2708660.522   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8661.9388659.751   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8660.6058660.522   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8659.2728659.751   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8657.9398660.522   0.000  0.00  0.00           C+0
HETATM    6  N   UNK     0    8656.6068659.751   0.000  0.00  0.00           N+0
HETATM    7  N   UNK     0    8663.2708662.060   0.000  0.00  0.00           N+0
HETATM    8  C   UNK     0    8664.6038662.830   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8665.9398662.060   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0    8664.6038664.370   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0    8664.6038659.751   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0    8665.9398660.522   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    8664.6038658.212   0.000  0.00  0.00           O+0
CONECT    1    2    7   11                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5                                                            
CONECT    7    1    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    1   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

COMPND    HMDB0000446
HETATM    1  C1  UNL     1      -4.287  -1.735  -0.553  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.984  -1.268  -0.079  1.00  0.00           C  
HETATM    3  O1  UNL     1      -2.431  -1.897   0.872  1.00  0.00           O  
HETATM    4  N1  UNL     1      -2.289  -0.160  -0.607  1.00  0.00           N  
HETATM    5  C3  UNL     1      -0.981   0.266  -0.093  1.00  0.00           C  
HETATM    6  C4  UNL     1       0.065   0.115  -1.167  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.449   0.517  -0.751  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.929  -0.295   0.431  1.00  0.00           C  
HETATM    9  C7  UNL     1       3.312   0.104   0.852  1.00  0.00           C  
HETATM   10  N2  UNL     1       4.289  -0.074  -0.189  1.00  0.00           N  
HETATM   11  C8  UNL     1      -1.065   1.630   0.456  1.00  0.00           C  
HETATM   12  O2  UNL     1      -2.134   2.263   0.397  1.00  0.00           O  
HETATM   13  O3  UNL     1       0.035   2.211   1.039  1.00  0.00           O  
HETATM   14  H1  UNL     1      -5.054  -0.950  -0.302  1.00  0.00           H  
HETATM   15  H2  UNL     1      -4.342  -1.844  -1.657  1.00  0.00           H  
HETATM   16  H3  UNL     1      -4.566  -2.698  -0.088  1.00  0.00           H  
HETATM   17  H4  UNL     1      -2.703   0.379  -1.380  1.00  0.00           H  
HETATM   18  H5  UNL     1      -0.676  -0.422   0.740  1.00  0.00           H  
HETATM   19  H6  UNL     1      -0.238   0.685  -2.095  1.00  0.00           H  
HETATM   20  H7  UNL     1       0.069  -0.955  -1.512  1.00  0.00           H  
HETATM   21  H8  UNL     1       1.479   1.605  -0.588  1.00  0.00           H  
HETATM   22  H9  UNL     1       2.165   0.289  -1.586  1.00  0.00           H  
HETATM   23  H10 UNL     1       1.272  -0.225   1.312  1.00  0.00           H  
HETATM   24  H11 UNL     1       1.942  -1.364   0.135  1.00  0.00           H  
HETATM   25  H12 UNL     1       3.328   1.166   1.151  1.00  0.00           H  
HETATM   26  H13 UNL     1       3.606  -0.550   1.706  1.00  0.00           H  
HETATM   27  H14 UNL     1       4.558   0.824  -0.625  1.00  0.00           H  
HETATM   28  H15 UNL     1       3.931  -0.776  -0.862  1.00  0.00           H  
HETATM   29  H16 UNL     1       0.321   3.160   0.846  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3    3    4
CONECT    4    5   17
CONECT    5    6   11   18
CONECT    6    7   19   20
CONECT    7    8   21   22
CONECT    8    9   23   24
CONECT    9   10   25   26
CONECT   10   27   28
CONECT   11   12   12   13
CONECT   13   29
END

HMDB0000446
     RDKit          3D
N-alpha-Acetyl-L-lysine
 29 28  0  0  0  0  0  0  0  0999 V2000
   -4.2867   -1.7349   -0.5531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9838   -1.2683   -0.0793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4306   -1.8966    0.8720 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2894   -0.1599   -0.6072 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9815    0.2657   -0.0931 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.0647    0.1146   -1.1668 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4486    0.5174   -0.7514 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9286   -0.2947    0.4311 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3123    0.1039    0.8519 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2894   -0.0744   -0.1887 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0650    1.6299    0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1344    2.2634    0.3968 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0351    2.2109    1.0393 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0538   -0.9500   -0.3018 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3421   -1.8443   -1.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5664   -2.6976   -0.0877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7029    0.3787   -1.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6758   -0.4223    0.7403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2378    0.6846   -2.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0691   -0.9553   -1.5115 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4794    1.6049   -0.5875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1649    0.2886   -1.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2720   -0.2249    1.3121 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9424   -1.3643    0.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3283    1.1662    1.1506 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6055   -0.5502    1.7060 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5578    0.8244   -0.6245 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9309   -0.7758   -0.8621 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3211    3.1605    0.8456 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  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  1  0
  5 11  1  0
 11 12  2  0
 11 13  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  4 17  1  0
  5 18  1  1
  6 19  1  0
  6 20  1  0
  7 21  1  0
  7 22  1  0
  8 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 13 29  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(2S)-2-(Acetylamino)-6-aminohexanoic acid	ChEBI
N(alpha)-Acetyllysine	ChEBI
N-Acetyl-L-lysine	ChEBI
N2-Acetyl-L-lysine	ChEBI
N(alpha)-Acetyl-L-lysine	ChEBI
(2S)-2-(Acetylamino)-6-aminohexanoate	Generator
N(a)-Acetyllysine	Generator
N(Α)-acetyllysine	Generator
N(a)-Acetyl-L-lysine	Generator
N(Α)-acetyl-L-lysine	Generator
N-a-Acetyl-L-lysine	Generator
N-Α-acetyl-L-lysine	Generator
6-Amino-L-2-acetamidohexanoic acid	HMDB
N2-Acetyllysine	HMDB
Nα-acetyl-L-lysine	HMDB
Nα-acetyllysine	HMDB
Nalpha-acetyl-L-lysine	HMDB
Nalpha-acetyllysine	HMDB
N-a-Acetyllysine	HMDB
N-Α-acetyllysine	HMDB
6-Amino-L-2-acetamidohexanoate	HMDB
N-Acetyl poly-L-lysine	HMDB
N-Acetyl polylysine	HMDB
Acetyllysine	HMDB
6-Amino-2-[(1-hydroxyethylidene)amino]hexanoate	HMDB
N(2)-Acetyllysine	HMDB
N(alpha)-Acetyllysine, (DL)-isomer	HMDB
N-alpha-Acetyllysine	HMDB
N-alpha-Acetyl-L-lysine	ChEBI

Chemical Formula

C₈H₁₆N₂O₃

Average Molecular Weight

188.227

Monoisotopic Molecular Weight

188.116092383

IUPAC Name

(2S)-6-amino-2-acetamidohexanoic acid

Traditional Name

nα-acetyllysine

CAS Registry Number

1946-82-3

SMILES

CC(=O)N[C@@H](CCCCN)C(O)=O

InChI Identifier

InChI=1S/C8H16N2O3/c1-6(11)10-7(8(12)13)4-2-3-5-9/h7H,2-5,9H2,1H3,(H,10,11)(H,12,13)/t7-/m0/s1

InChI Key

VEYYWZRYIYDQJM-ZETCQYMHSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Medium-chain fatty acid
Amino fatty acid
Fatty acyl
Fatty acid
Amino acid
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Amine
Organooxygen compound
Organonitrogen compound
Primary amine
Hydrocarbon derivative
Primary aliphatic amine
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

acetyl-L-lysine (CHEBI:35704 )

Ontology

Physiological effect

Health effect

Digestive system disorder

Hepatobiliary disorder

Hepatic disorder

Liver damage (PMID: 31434538)

Nervous system disorder

Nerve damage (PMID: 31434538)

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Excreta

Biofluid or Excreta

Feces (PMID: 26709303)
Urine (PMID: 32966057)

Cellular substructure

Cytoplasm (HMDB: HMDB0000446)

Source

Endogenous

Endogenous (HMDB: HMDB0000446)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Biological role

Waste product (PMID: 35448883)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	256 - 258 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	8037 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	16.1 g/L	ALOGPS
logP	-2.5	ALOGPS
logP	-3.2	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	3.89	ChemAxon
pKa (Strongest Basic)	10.21	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	92.42 Å²	ChemAxon
Rotatable Bond Count	6	ChemAxon
Refractivity	47.25 m³·mol⁻¹	ChemAxon
Polarizability	19.96 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]+	140.496	30932474
DeepCCS	[M-H]-	137.524	30932474
DeepCCS	[M-2H]-	174.114	30932474
DeepCCS	[M+Na]+	149.652	30932474
AllCCS	[M+H]+	143.4	32859911
AllCCS	[M+H-H2O]+	139.7	32859911
AllCCS	[M+NH4]+	146.8	32859911
AllCCS	[M+Na]+	147.8	32859911
AllCCS	[M-H]-	141.5	32859911
AllCCS	[M+Na-2H]-	142.8	32859911
AllCCS	[M+HCOO]-	144.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-alpha-Acetyl-L-lysine	CC(=O)N[C@@H](CCCCN)C(O)=O	2570.3	Standard polar	33892256
N-alpha-Acetyl-L-lysine	CC(=O)N[C@@H](CCCCN)C(O)=O	1789.5	Standard non polar	33892256
N-alpha-Acetyl-L-lysine	CC(=O)N[C@@H](CCCCN)C(O)=O	1745.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-alpha-Acetyl-L-lysine,1TMS,isomer #1	CC(=O)N[C@@H](CCCCN)C(=O)O[Si](C)(C)C	1730.2	Semi standard non polar	33892256
N-alpha-Acetyl-L-lysine,1TMS,isomer #2	CC(=O)N[C@@H](CCCCN[Si](C)(C)C)C(=O)O	1847.3	Semi standard non polar	33892256
N-alpha-Acetyl-L-lysine,1TMS,isomer #3	CC(=O)N([C@@H](CCCCN)C(=O)O)[Si](C)(C)C	1725.2	Semi standard non polar	33892256
N-alpha-Acetyl-L-lysine,2TMS,isomer #1	CC(=O)N[C@@H](CCCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C	1884.6	Semi standard non polar	33892256
N-alpha-Acetyl-L-lysine,2TMS,isomer #1	CC(=O)N[C@@H](CCCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C	1927.0	Standard non polar	33892256
N-alpha-Acetyl-L-lysine,2TMS,isomer #1	CC(=O)N[C@@H](CCCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C	2436.0	Standard polar	33892256
N-alpha-Acetyl-L-lysine,2TMS,isomer #2	CC(=O)N([C@@H](CCCCN)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1744.0	Semi standard non polar	33892256
N-alpha-Acetyl-L-lysine,2TMS,isomer #2	CC(=O)N([C@@H](CCCCN)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1855.7	Standard non polar	33892256
N-alpha-Acetyl-L-lysine,2TMS,isomer #2	CC(=O)N([C@@H](CCCCN)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2658.7	Standard polar	33892256
N-alpha-Acetyl-L-lysine,2TMS,isomer #3	CC(=O)N([C@@H](CCCCN[Si](C)(C)C)C(=O)O)[Si](C)(C)C	1832.0	Semi standard non polar	33892256
N-alpha-Acetyl-L-lysine,2TMS,isomer #3	CC(=O)N([C@@H](CCCCN[Si](C)(C)C)C(=O)O)[Si](C)(C)C	1944.1	Standard non polar	33892256
N-alpha-Acetyl-L-lysine,2TMS,isomer #3	CC(=O)N([C@@H](CCCCN[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2402.1	Standard polar	33892256
N-alpha-Acetyl-L-lysine,2TMS,isomer #4	CC(=O)N[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2063.5	Semi standard non polar	33892256
N-alpha-Acetyl-L-lysine,2TMS,isomer #4	CC(=O)N[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O	1996.9	Standard non polar	33892256
N-alpha-Acetyl-L-lysine,2TMS,isomer #4	CC(=O)N[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2743.5	Standard polar	33892256
N-alpha-Acetyl-L-lysine,3TMS,isomer #1	CC(=O)N([C@@H](CCCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	1859.3	Semi standard non polar	33892256
N-alpha-Acetyl-L-lysine,3TMS,isomer #1	CC(=O)N([C@@H](CCCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2006.8	Standard non polar	33892256
N-alpha-Acetyl-L-lysine,3TMS,isomer #1	CC(=O)N([C@@H](CCCCN[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2086.2	Standard polar	33892256
N-alpha-Acetyl-L-lysine,3TMS,isomer #2	CC(=O)N[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2106.1	Semi standard non polar	33892256
N-alpha-Acetyl-L-lysine,3TMS,isomer #2	CC(=O)N[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2031.7	Standard non polar	33892256
N-alpha-Acetyl-L-lysine,3TMS,isomer #2	CC(=O)N[C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2291.6	Standard polar	33892256
N-alpha-Acetyl-L-lysine,3TMS,isomer #3	CC(=O)N([C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2004.8	Semi standard non polar	33892256
N-alpha-Acetyl-L-lysine,3TMS,isomer #3	CC(=O)N([C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2048.3	Standard non polar	33892256
N-alpha-Acetyl-L-lysine,3TMS,isomer #3	CC(=O)N([C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O)[Si](C)(C)C	2303.9	Standard polar	33892256
N-alpha-Acetyl-L-lysine,4TMS,isomer #1	CC(=O)N([C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2041.6	Semi standard non polar	33892256
N-alpha-Acetyl-L-lysine,4TMS,isomer #1	CC(=O)N([C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2086.8	Standard non polar	33892256
N-alpha-Acetyl-L-lysine,4TMS,isomer #1	CC(=O)N([C@@H](CCCCN([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C)[Si](C)(C)C	2041.8	Standard polar	33892256
N-alpha-Acetyl-L-lysine,1TBDMS,isomer #1	CC(=O)N[C@@H](CCCCN)C(=O)O[Si](C)(C)C(C)(C)C	1984.8	Semi standard non polar	33892256
N-alpha-Acetyl-L-lysine,1TBDMS,isomer #2	CC(=O)N[C@@H](CCCCN[Si](C)(C)C(C)(C)C)C(=O)O	2098.7	Semi standard non polar	33892256
N-alpha-Acetyl-L-lysine,1TBDMS,isomer #3	CC(=O)N([C@@H](CCCCN)C(=O)O)[Si](C)(C)C(C)(C)C	1974.7	Semi standard non polar	33892256
N-alpha-Acetyl-L-lysine,2TBDMS,isomer #1	CC(=O)N[C@@H](CCCCN[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2344.9	Semi standard non polar	33892256
N-alpha-Acetyl-L-lysine,2TBDMS,isomer #1	CC(=O)N[C@@H](CCCCN[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2300.4	Standard non polar	33892256
N-alpha-Acetyl-L-lysine,2TBDMS,isomer #1	CC(=O)N[C@@H](CCCCN[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2510.0	Standard polar	33892256
N-alpha-Acetyl-L-lysine,2TBDMS,isomer #2	CC(=O)N([C@@H](CCCCN)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2224.0	Semi standard non polar	33892256
N-alpha-Acetyl-L-lysine,2TBDMS,isomer #2	CC(=O)N([C@@H](CCCCN)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2263.8	Standard non polar	33892256
N-alpha-Acetyl-L-lysine,2TBDMS,isomer #2	CC(=O)N([C@@H](CCCCN)C(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2663.4	Standard polar	33892256
N-alpha-Acetyl-L-lysine,2TBDMS,isomer #3	CC(=O)N([C@@H](CCCCN[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2341.6	Semi standard non polar	33892256
N-alpha-Acetyl-L-lysine,2TBDMS,isomer #3	CC(=O)N([C@@H](CCCCN[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2309.9	Standard non polar	33892256
N-alpha-Acetyl-L-lysine,2TBDMS,isomer #3	CC(=O)N([C@@H](CCCCN[Si](C)(C)C(C)(C)C)C(=O)O)[Si](C)(C)C(C)(C)C	2505.2	Standard polar	33892256
N-alpha-Acetyl-L-lysine,2TBDMS,isomer #4	CC(=O)N[C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2497.1	Semi standard non polar	33892256
N-alpha-Acetyl-L-lysine,2TBDMS,isomer #4	CC(=O)N[C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2347.1	Standard non polar	33892256
N-alpha-Acetyl-L-lysine,2TBDMS,isomer #4	CC(=O)N[C@@H](CCCCN([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2713.9	Standard polar	33892256
N-alpha-Acetyl-L-lysine,3TBDMS,isomer #1	CC(=O)N([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)C	2551.5	Semi standard non polar	33892256
N-alpha-Acetyl-L-lysine,3TBDMS,isomer #1	CC(=O)N([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)C	2541.4	Standard non polar	33892256
N-alpha-Acetyl-L-lysine,3TBDMS,isomer #1	CC(=O)N([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)C	2447.8	Standard polar	33892256
N-alpha-Acetyl-L-lysine,3TBDMS,isomer #2	CC(=O)N[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	2742.9	Semi standard non polar	33892256
N-alpha-Acetyl-L-lysine,3TBDMS,isomer #2	CC(=O)N[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	2589.2	Standard non polar	33892256
N-alpha-Acetyl-L-lysine,3TBDMS,isomer #2	CC(=O)N[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	2535.3	Standard polar	33892256
N-alpha-Acetyl-L-lysine,3TBDMS,isomer #3	CC(=O)N([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	2681.5	Semi standard non polar	33892256
N-alpha-Acetyl-L-lysine,3TBDMS,isomer #3	CC(=O)N([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	2603.4	Standard non polar	33892256
N-alpha-Acetyl-L-lysine,3TBDMS,isomer #3	CC(=O)N([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	2561.1	Standard polar	33892256
N-alpha-Acetyl-L-lysine,4TBDMS,isomer #1	CC(=O)N([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)C	2906.4	Semi standard non polar	33892256
N-alpha-Acetyl-L-lysine,4TBDMS,isomer #1	CC(=O)N([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)C	2807.3	Standard non polar	33892256
N-alpha-Acetyl-L-lysine,4TBDMS,isomer #1	CC(=O)N([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)C	2491.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-alpha-Acetyl-L-lysine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-alpha-Acetyl-L-lysine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-alpha-Acetyl-L-lysine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-alpha-Acetyl-L-lysine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-alpha-Acetyl-L-lysine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-alpha-Acetyl-L-lysine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-alpha-Acetyl-L-lysine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-alpha-Acetyl-L-lysine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-alpha-Acetyl-L-lysine Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-003i-1900000000-1bb977fd5835c87c7d01	2019-03-05	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-alpha-Acetyl-L-lysine Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-001i-9200000000-08d9b5954a220181ea5f	2019-03-05	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-alpha-Acetyl-L-lysine Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-001i-9000000000-9404d66c59d266164c23	2019-03-05	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-alpha-Acetyl-L-lysine 30V, Negative-QTOF	splash10-052b-9600000000-64d02b65a9438fd24af1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-alpha-Acetyl-L-lysine 20V, Negative-QTOF	splash10-0002-2900000000-4e4307890c5505c5aeba	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-alpha-Acetyl-L-lysine 40V, Negative-QTOF	splash10-0006-9000000000-3d476e678ca9d6df5ea4	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-alpha-Acetyl-L-lysine 10V, Negative-QTOF	splash10-0002-0900000000-28b149c70053eaa89aa0	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-alpha-Acetyl-L-lysine 35V, Negative-QTOF	splash10-0002-0900000000-b154acfb571fb75b00f5	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-alpha-Acetyl-L-lysine 35V, Positive-QTOF	splash10-003r-2900000000-b607df4d59ad27d4f5c3	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - N-alpha-Acetyl-L-lysine 35V, Positive-QTOF	splash10-003r-2900000000-bde2837d508c6909ec12	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-alpha-Acetyl-L-lysine 10V, Positive-QTOF	splash10-000j-0900000000-0c503af7c1fbf54b2c2c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-alpha-Acetyl-L-lysine 20V, Positive-QTOF	splash10-001i-9700000000-cecd553985bf6c4d7160	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-alpha-Acetyl-L-lysine 40V, Positive-QTOF	splash10-053r-9000000000-f705bda3174a35c518f8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-alpha-Acetyl-L-lysine 10V, Negative-QTOF	splash10-0002-0900000000-637ed07817e215db5233	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-alpha-Acetyl-L-lysine 20V, Negative-QTOF	splash10-0002-1900000000-92bf1c9bbc3af7b68c0c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-alpha-Acetyl-L-lysine 40V, Negative-QTOF	splash10-0006-9000000000-57df45c6e237a09f2c4b	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	2019-03-05	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-16	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2019-03-05	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Feces	Detected but not Quantified	Not Quantified	Not Specified	Both	Normal	25486321	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Female	Normal	26709303	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected and Quantified	0.67 (0.48-1.15) umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	Analysis of 40 NI...	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Acetyllysine

METLIN ID

5435

PubChem Compound

92907

PDB ID

Not Available

ChEBI ID

35704

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1265811

References

Synthesis Reference

Akagi, Aru; Soejima, Yasuhiro; Izumiya, Nobuo. Facile syntheses of e-acyl-L-lysines and abnormal optical rotations of a-acyl-L-lysines. Kyushu Sangyo Daigaku Kogakubu Kenkyu Hokoku (1992), 29 119-24.

Material Safety Data Sheet (MSDS)

Not Available

General References

Van Coster RN, Gerlo EA, Giardina TG, Engelke UF, Smet JE, De Praeter CM, Meersschaut VA, De Meirleir LJ, Seneca SH, Devreese B, Leroy JG, Herga S, Perrier JP, Wevers RA, Lissens W: Aminoacylase I deficiency: a novel inborn error of metabolism. Biochem Biophys Res Commun. 2005 Dec 23;338(3):1322-6. Epub 2005 Nov 2. [PubMed:16274666 ]
Sass JO, Mohr V, Olbrich H, Engelke U, Horvath J, Fliegauf M, Loges NT, Schweitzer-Krantz S, Moebus R, Weiler P, Kispert A, Superti-Furga A, Wevers RA, Omran H: Mutations in ACY1, the gene encoding aminoacylase 1, cause a novel inborn error of metabolism. Am J Hum Genet. 2006 Mar;78(3):401-9. Epub 2006 Jan 18. [PubMed:16465618 ]
Tanaka H, Sirich TL, Plummer NS, Weaver DS, Meyer TW: An Enlarged Profile of Uremic Solutes. PLoS One. 2015 Aug 28;10(8):e0135657. doi: 10.1371/journal.pone.0135657. eCollection 2015. [PubMed:26317986 ]
Van Damme P, Hole K, Pimenta-Marques A, Helsens K, Vandekerckhove J, Martinho RG, Gevaert K, Arnesen T: NatF contributes to an evolutionary shift in protein N-terminal acetylation and is important for normal chromosome segregation. PLoS Genet. 2011 Jul;7(7):e1002169. doi: 10.1371/journal.pgen.1002169. Epub 2011 Jul 7. [PubMed:21750686 ]
Ree R, Varland S, Arnesen T: Spotlight on protein N-terminal acetylation. Exp Mol Med. 2018 Jul 27;50(7):1-13. doi: 10.1038/s12276-018-0116-z. [PubMed:30054468 ]
Toyohara T, Akiyama Y, Suzuki T, Takeuchi Y, Mishima E, Tanemoto M, Momose A, Toki N, Sato H, Nakayama M, Hozawa A, Tsuji I, Ito S, Soga T, Abe T: Metabolomic profiling of uremic solutes in CKD patients. Hypertens Res. 2010 Sep;33(9):944-52. doi: 10.1038/hr.2010.113. Epub 2010 Jul 8. [PubMed:20613759 ]
Vanholder R, Baurmeister U, Brunet P, Cohen G, Glorieux G, Jankowski J: A bench to bedside view of uremic toxins. J Am Soc Nephrol. 2008 May;19(5):863-70. doi: 10.1681/ASN.2007121377. Epub 2008 Feb 20. [PubMed:18287557 ]
vd Heiden C, Brink M, de Bree PK, v Sprang FJ, Wadman SK, de Pater JM, van Biervliet JP: Familial hyperlysinaemia due to L-lysine alpha-ketoglutarate reductase deficiency: results of attempted treatment. J Inherit Metab Dis. 1978;1(3):89-94. doi: 10.1007/BF01805679. [PubMed:116084 ]

Showing metabocard for N-alpha-Acetyl-L-lysine (HMDB0000446)

MOL for HMDB0000446 (N-alpha-Acetyl-L-lysine)

3D MOL for HMDB0000446 (N-alpha-Acetyl-L-lysine)

3D SDF for HMDB0000446 (N-alpha-Acetyl-L-lysine)

3D-SDF for HMDB0000446 (N-alpha-Acetyl-L-lysine)

PDB for HMDB0000446 (N-alpha-Acetyl-L-lysine)

3D PDB for HMDB0000446 (N-alpha-Acetyl-L-lysine)

SMILES for HMDB0000446 (N-alpha-Acetyl-L-lysine)

INCHI for HMDB0000446 (N-alpha-Acetyl-L-lysine)

Structure for HMDB0000446 (N-alpha-Acetyl-L-lysine)

3D Structure for HMDB0000446 (N-alpha-Acetyl-L-lysine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra