NP-MRD: Showing NP-Card for N6-Acetyl-L-lysine (NP0001103)

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Record Information

Version

2.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2021-08-19 23:58:47 UTC

NP-MRD ID

NP0001103

Secondary Accession Numbers

None

Natural Product Identification

Common Name

N6-Acetyl-L-lysine

Description

N-acetyl-lysine is an acetylated amino acid. Post-translational lysine-acetylation is one of two major modifications of lysine residues in various proteins. Acetylation of specific lysine residues in the N-terminal domains of core histones is a biochemical marker of active genes. Acetylation is now known to play a major role in eukaryotic transcription. Specifically, acetyltransferase enzymes that act on particular lysine side chains of histones and other proteins are intimately involved in transcriptional activation. By modifying chromatin proteins and transcription-related factors, these acetylases are believed to regulate the transcription of many genes. The best-characterized mechanism is acetylation, catalyzed by histone acetyltransferase (HAT) enzymes. HATs function enzymatically by transferring an acetyl group from acetyl-coenzyme A (acetyl-CoA) to the -amino group of certain lysine side chains within a histone's basic N-terminal tail region. Within a histone octamer, these regions extend out from the associated globular domains, and in the context of a nucleosome, they are believed to bind the DNA through charge interactions (positively charged histone tails associated with negatively charged DNA) or mediate interactions between nucleosomes. Lysine acetylation, which neutralizes part of a tail region's positive charge, is postulated to weaken histone-DNA or nucleosome-nucleosome interactions and/or signal a conformational change, thereby destabilizing nucleosome structure or arrangement and giving other nuclear factors, such as the transcription complex, more access to a genetic locus. In agreement with this is the fact that acetylated chromatin has long been associated with states of transcriptional activation. Specific recognition of N-acetyl-lysine is a conserved function of all bromodomains found in different proteins, recognized as an emerging intracellular signaling mechanism that plays critical roles in regulating gene transcription, cell-cycle progression, apoptosis, DNA repair, and cytoskeletal organization. (PMID 9169194 , 10827952 , 17340003 , 16247734 , 9478947 , 10839822 ).

Structure

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

HMDB0000206
     RDKit          3D
N6-Acetyl-L-lysine
 29 28  0  0  0  0  0  0  0  0999 V2000
    4.7961    0.5208    0.4283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6959    0.1055   -0.4683 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9746   -0.5665   -1.4807 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3554    0.4511   -0.2026 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3241    0.0204   -1.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0497    0.4796   -0.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4169   -0.0499    0.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7868    0.4552    1.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8621    0.0327    0.0755 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1187    0.6102    0.5826 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0694   -1.4180    0.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1609   -1.9902    0.3464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0798   -2.3085   -0.4430 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0750   -0.2966    1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6673    0.7693   -0.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5264    1.4585    0.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1430    1.0234    0.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3230   -1.0886   -1.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5221    0.4801   -2.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1427    1.5578   -0.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7558   -0.0009   -1.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3039    0.2616    1.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3687   -1.1481    0.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1039    0.1061    2.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7781    1.5712    1.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6555    0.5056   -0.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4175    0.0233    1.3825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0030    1.6034    0.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9371   -3.1685    0.0687 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
  9 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  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  6
 10 27  1  0
 10 28  1  0
 13 29  1  0
M  END

HMDB0000206
     RDKit          3D
N6-Acetyl-L-lysine
 29 28  0  0  0  0  0  0  0  0999 V2000
    4.7961    0.5208    0.4283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6959    0.1055   -0.4683 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9746   -0.5665   -1.4807 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3554    0.4511   -0.2026 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3241    0.0204   -1.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0497    0.4796   -0.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4169   -0.0499    0.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7868    0.4552    1.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8621    0.0327    0.0755 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1187    0.6102    0.5826 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0694   -1.4180    0.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1609   -1.9902    0.3464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0798   -2.3085   -0.4430 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0750   -0.2966    1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6673    0.7693   -0.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5264    1.4585    0.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1430    1.0234    0.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3230   -1.0886   -1.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5221    0.4801   -2.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1427    1.5578   -0.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7558   -0.0009   -1.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3039    0.2616    1.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3687   -1.1481    0.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1039    0.1061    2.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7781    1.5712    1.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6555    0.5056   -0.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4175    0.0233    1.3825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0030    1.6034    0.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9371   -3.1685    0.0687 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
  9 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  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  6
 10 27  1  0
 10 28  1  0
 13 29  1  0
M  END

HEADER    PROTEIN                                 14-NOV-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   14-NOV-19         0                                  
HETATM    1  C   UNK     0      -4.675   0.415   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -4.675   1.955   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      -3.342  -0.355   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0      -3.342  -1.894   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       1.993  -0.355   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.008   0.415   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.659   0.415   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.674  -0.355   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      -6.009  -0.355   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       4.660  -0.355   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       4.660  -1.894   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0       5.994   0.415   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       3.327   0.415   0.000  0.00  0.00           N+0
CONECT    1    2    3    9                                                  
CONECT    2    1                                                            
CONECT    3    1    4    6                                                  
CONECT    4    3                                                            
CONECT    5   13    7                                                       
CONECT    6    3    8                                                       
CONECT    7    5    8                                                       
CONECT    8    6    7                                                       
CONECT    9    1                                                            
CONECT   10   11   12   13                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    5   10                                                       
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

COMPND    HMDB0000206
HETATM    1  C1  UNL     1       4.796   0.521   0.428  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.696   0.106  -0.468  1.00  0.00           C  
HETATM    3  O1  UNL     1       3.975  -0.567  -1.481  1.00  0.00           O  
HETATM    4  N1  UNL     1       2.355   0.451  -0.203  1.00  0.00           N  
HETATM    5  C3  UNL     1       1.324   0.020  -1.109  1.00  0.00           C  
HETATM    6  C4  UNL     1      -0.050   0.480  -0.669  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.417  -0.050   0.681  1.00  0.00           C  
HETATM    8  C6  UNL     1      -1.787   0.455   1.041  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.862   0.033   0.076  1.00  0.00           C  
HETATM   10  N2  UNL     1      -4.119   0.610   0.583  1.00  0.00           N  
HETATM   11  C8  UNL     1      -3.069  -1.418   0.006  1.00  0.00           C  
HETATM   12  O2  UNL     1      -4.161  -1.990   0.346  1.00  0.00           O  
HETATM   13  O3  UNL     1      -2.080  -2.308  -0.443  1.00  0.00           O  
HETATM   14  H1  UNL     1       5.075  -0.297   1.126  1.00  0.00           H  
HETATM   15  H2  UNL     1       5.667   0.769  -0.244  1.00  0.00           H  
HETATM   16  H3  UNL     1       4.526   1.458   0.962  1.00  0.00           H  
HETATM   17  H4  UNL     1       2.143   1.023   0.665  1.00  0.00           H  
HETATM   18  H5  UNL     1       1.323  -1.089  -1.123  1.00  0.00           H  
HETATM   19  H6  UNL     1       1.522   0.480  -2.086  1.00  0.00           H  
HETATM   20  H7  UNL     1      -0.143   1.558  -0.787  1.00  0.00           H  
HETATM   21  H8  UNL     1      -0.756  -0.001  -1.404  1.00  0.00           H  
HETATM   22  H9  UNL     1       0.304   0.262   1.473  1.00  0.00           H  
HETATM   23  H10 UNL     1      -0.369  -1.148   0.640  1.00  0.00           H  
HETATM   24  H11 UNL     1      -2.104   0.106   2.059  1.00  0.00           H  
HETATM   25  H12 UNL     1      -1.778   1.571   1.034  1.00  0.00           H  
HETATM   26  H13 UNL     1      -2.655   0.506  -0.907  1.00  0.00           H  
HETATM   27  H14 UNL     1      -4.418   0.023   1.382  1.00  0.00           H  
HETATM   28  H15 UNL     1      -4.003   1.603   0.852  1.00  0.00           H  
HETATM   29  H16 UNL     1      -1.937  -3.168   0.069  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3    3    4
CONECT    4    5   17
CONECT    5    6   18   19
CONECT    6    7   20   21
CONECT    7    8   22   23
CONECT    8    9   24   25
CONECT    9   10   11   26
CONECT   10   27   28
CONECT   11   12   12   13
CONECT   13   29
END

HMDB0000206
     RDKit          3D
N6-Acetyl-L-lysine
 29 28  0  0  0  0  0  0  0  0999 V2000
    4.7961    0.5208    0.4283 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6959    0.1055   -0.4683 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9746   -0.5665   -1.4807 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3554    0.4511   -0.2026 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.3241    0.0204   -1.1092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0497    0.4796   -0.6693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4169   -0.0499    0.6812 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7868    0.4552    1.0409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8621    0.0327    0.0755 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1187    0.6102    0.5826 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0694   -1.4180    0.0062 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1609   -1.9902    0.3464 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0798   -2.3085   -0.4430 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0750   -0.2966    1.1256 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6673    0.7693   -0.2442 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5264    1.4585    0.9620 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1430    1.0234    0.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3230   -1.0886   -1.1228 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5221    0.4801   -2.0862 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1427    1.5578   -0.7870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7558   -0.0009   -1.4043 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3039    0.2616    1.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3687   -1.1481    0.6396 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1039    0.1061    2.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7781    1.5712    1.0345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6555    0.5056   -0.9070 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4175    0.0233    1.3825 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0030    1.6034    0.8524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9371   -3.1685    0.0687 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
  9 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  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  6
 10 27  1  0
 10 28  1  0
 13 29  1  0
M  END

View in JSmol

Synonyms

Value	Source
(2S)-6-(Acetylamino)-2-aminohexanoic acid	ChEBI
N(6)-ACETYLLYSINE	ChEBI
N(zeta)-Acetyllysine	ChEBI
N-epsilon-Acetyl-L-lysine	ChEBI
N-Epsilon-Acetyllysine	ChEBI
N(epsilon)-Acetyl-L-lysine	ChEBI
N(zeta)-Acetyl-L-lysine	ChEBI
(2S)-6-(Acetylamino)-2-aminohexanoate	Generator
N(Z)-Acetyllysine	Generator
N(Ζ)-acetyllysine	Generator
N(Z)-Acetyl-L-lysine	Generator
N(Ζ)-acetyl-L-lysine	Generator
e-Acetyl-L-lysine	HMDB
e-N-Acetyl-L-lysine	HMDB
e-N-Acetyllysine	HMDB
epsilon-Acetyl-L-lysine	HMDB
epsilon-N-Acetyl-L-lysine	HMDB
epsilon-N-Acetyllysine	HMDB
L-e-N-Acetyllysine	HMDB
L-epsilon-N-Acetyllysine	HMDB
N-e-Acetyl-L-lysine	HMDB
N-e-Acetyllysine	HMDB
N6-Acetyllysine	HMDB
Ne-acetyl-L-lysine	HMDB
Ne-acetyllysine	HMDB
Omega-N-acetyl-L-lysine	HMDB
W-N-Acetyl-L-lysine	HMDB
N(6)-Acetyllsine	HMDB
Omega-acetyllsine	HMDB
(2S)-6-Acetamido-2-aminohexanoic acid	HMDB
6-Acetamido-2-aminohexanoic acid	HMDB
L-Ε-N-acetyllysine	HMDB
Nepsilon-acetyl-L-lysine	HMDB
Nepsilon-acetyllysine	HMDB
Nε-acetyl-L-lysine	HMDB
Nε-acetyllysine	HMDB
Ε-acetyl-L-lysine	HMDB
Ε-N-acetyl-L-lysine	HMDB
Ε-N-acetyllysine	HMDB
Ω-N-acetyl-L-lysine	HMDB
N6-Acetyl-L-lysine	ChEBI

Chemical Formula

C₈H₁₆N₂O₃

Average Mass

188.2242 Da

Monoisotopic Mass

188.11609 Da

IUPAC Name

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

Traditional Name

N6-acetyllysine

CAS Registry Number

692-04-6

SMILES

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

InChI Identifier

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

InChI Key

DTERQYGMUDWYAZ-ZETCQYMHSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Mus musculus	LOTUS Database	35616633
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB
Trypanosoma brucei	LOTUS Database	35616633

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

L-alpha-amino acids

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

N(6)-acyl-L-lysine (CHEBI:17752 )
acetyl-L-lysine (CHEBI:17752 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	250 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	8346 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	17.5 g/L	ALOGPS
logP	-2.6	ALOGPS
logP	-3.2	ChemAxon
logS	-1	ALOGPS
pKa (Strongest Acidic)	2.43	ChemAxon
pKa (Strongest Basic)	9.53	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	20.29 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

External Links

HMDB ID

HMDB0000206

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB000476

KNApSAcK ID

Not Available

Chemspider ID

83801

KEGG Compound ID

C02727

BioCyc ID

CPD-567

BiGG ID

Not Available

Wikipedia Link

Acetyllysine

METLIN ID

5216

PubChem Compound

92832

PDB ID

Not Available

ChEBI ID

17752

Good Scents ID

rw1266461

References

General References

Jacobson RH, Ladurner AG, King DS, Tjian R: Structure and function of a human TAFII250 double bromodomain module. Science. 2000 May 26;288(5470):1422-5. [PubMed:10827952 ]

Showing NP-Card for N6-Acetyl-L-lysine (NP0001103)

MOL for NP0001103 (N6-Acetyl-L-lysine)

3D MOL for NP0001103 (N6-Acetyl-L-lysine)

3D SDF for NP0001103 (N6-Acetyl-L-lysine)

3D-SDF for NP0001103 (N6-Acetyl-L-lysine)

PDB for NP0001103 (N6-Acetyl-L-lysine)

3D PDB for NP0001103 (N6-Acetyl-L-lysine)

SMILES for NP0001103 (N6-Acetyl-L-lysine)

INCHI for NP0001103 (N6-Acetyl-L-lysine)

Structure for NP0001103 (N6-Acetyl-L-lysine)

3D Structure for NP0001103 (N6-Acetyl-L-lysine)