NP-MRD: Showing NP-Card for Aspartyllysine (NP0000978)

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Record Information

Version

1.0

Created at

2006-09-13 12:54:17 UTC

Updated at

2021-06-30 02:06:04 UTC

NP-MRD ID

NP0000978

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Aspartyllysine

Description

Aspartyllysine is a hydrophilic dipeptide composed of aspartic acid and lysine. It is an incomplete breakdown product of protein digestion or protein catabolism. Some dipeptides are known to have physiological or cell-signaling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis. Aspartyllysine is widely distributed in nature and is present in wheat, fish, and other nutrients. It has been demonstrated to be absorbed by the intestinal H+/peptide transporter PepT1. It is excreted by the kidney-specific high-affinity H+/peptide cotransport system (PMID:1982012 , 9922316 , 7589991 ).

Structure

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

HMDB0004987
     RDKit          3D
Aspartyllysine
 37 36  0  0  0  0  0  0  0  0999 V2000
   -4.6568    2.4705    0.8769 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6007    2.0073    0.0034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0868    0.7013    0.5750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9631    0.1453   -0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5195   -1.1455    0.3481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3975   -1.8043   -0.4260 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7294   -0.8806   -0.4639 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9684   -1.2360    0.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0909   -2.3640    0.6829 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0897   -0.2729    0.0654 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6750    0.9155   -0.6260 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4709    0.0369    1.5111 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5902    0.9971    1.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0505    1.3786    2.6384 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1171    1.4641    0.3626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8303   -2.1222   -1.8082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2593   -1.6281   -2.8192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8882   -2.9835   -1.9970 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3997    3.4016    1.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8399    1.8193    1.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7637    2.7468    0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9592    1.8279   -1.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6773    0.9227    1.5796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9191   -0.0316    0.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1348    0.9024   -0.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946    0.0005   -1.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2385   -0.9342    1.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4112   -1.8095    0.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1059   -2.7347    0.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5964    0.0364   -0.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9772   -0.7494   -0.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9829    1.4657   -0.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4019    0.6980   -1.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6687   -0.8817    2.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5738    0.5206    1.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8066    0.9781   -0.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8435   -3.8586   -2.5028 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  6 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  1
  7 30  1  0
 10 31  1  6
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 15 36  1  0
 18 37  1  0
M  END


  Mrv1652305271900032D          

 18 17  0  0  0  0            999 V2000
 2502.2087 2500.5159    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2502.2087 2501.3413    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2502.9217 2501.7550    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2503.6365 2501.3413    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.9217 2502.5806    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
 2502.2087 2502.9922    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4939 2502.5806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.7790 2502.9922    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4939 2501.7550    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2503.6365 2502.9922    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2501.4939 2500.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.7770 2500.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.0622 2500.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.3471 2500.5159    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2498.6323 2500.1040    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2502.9238 2500.1040    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2503.6386 2500.5159    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2502.9238 2499.2787    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  1 11  1  0  0  0  0
  1 16  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  5  3  1  6  0  0  0
  5  6  1  0  0  0  0
  5 10  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  7  9  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0000978

> <DATABASE_NAME>
NP-MRD

> <SMILES>
NCCCC[C@H](NC(=O)[C@@H](N)CC(O)=O)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H19N3O5/c11-4-2-1-3-7(10(17)18)13-9(16)6(12)5-8(14)15/h6-7H,1-5,11-12H2,(H,13,16)(H,14,15)(H,17,18)/t6-,7-/m0/s1

> <INCHI_KEY>
OAMLVOVXNKILLQ-BQBZGAKWSA-N

> <FORMULA>
C10H19N3O5

> <MOLECULAR_WEIGHT>
261.275

> <EXACT_MASS>
261.132470733

> <JCHEM_ACCEPTOR_COUNT>
7

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
26.32898223613742

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
5

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-6-amino-2-[(2S)-2-amino-3-carboxypropanamido]hexanoic acid

> <ALOGPS_LOGP>
-4.00

> <JCHEM_LOGP>
-6.415408470762041

> <ALOGPS_LOGS>
-1.63

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
3.849953145835132

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.143712965529338

> <JCHEM_PKA_STRONGEST_BASIC>
10.214205979225845

> <JCHEM_POLAR_SURFACE_AREA>
155.74

> <JCHEM_REFRACTIVITY>
61.14230000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.10e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
L-aspartyl-l-lysine

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0004987
     RDKit          3D
Aspartyllysine
 37 36  0  0  0  0  0  0  0  0999 V2000
   -4.6568    2.4705    0.8769 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6007    2.0073    0.0034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0868    0.7013    0.5750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9631    0.1453   -0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5195   -1.1455    0.3481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3975   -1.8043   -0.4260 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7294   -0.8806   -0.4639 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9684   -1.2360    0.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0909   -2.3640    0.6829 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0897   -0.2729    0.0654 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6750    0.9155   -0.6260 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4709    0.0369    1.5111 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5902    0.9971    1.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0505    1.3786    2.6384 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1171    1.4641    0.3626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8303   -2.1222   -1.8082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2593   -1.6281   -2.8192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8882   -2.9835   -1.9970 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3997    3.4016    1.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8399    1.8193    1.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7637    2.7468    0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9592    1.8279   -1.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6773    0.9227    1.5796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9191   -0.0316    0.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1348    0.9024   -0.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946    0.0005   -1.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2385   -0.9342    1.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4112   -1.8095    0.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1059   -2.7347    0.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5964    0.0364   -0.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9772   -0.7494   -0.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9829    1.4657   -0.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4019    0.6980   -1.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6687   -0.8817    2.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5738    0.5206    1.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8066    0.9781   -0.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8435   -3.8586   -2.5028 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  6 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  1
  7 30  1  0
 10 31  1  6
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 15 36  1  0
 18 37  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0    4670.7904667.630   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    4670.7904669.170   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    4672.1214669.943   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0    4673.4554669.170   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0    4672.1214671.484   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    4670.7904672.252   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    4669.4554671.484   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    4668.1214672.252   0.000  0.00  0.00           O+0
HETATM    9  O   UNK     0    4669.4554669.943   0.000  0.00  0.00           O+0
HETATM   10  N   UNK     0    4673.4554672.252   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0    4669.4554666.861   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    4668.1174667.630   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    4666.7834666.861   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    4665.4484667.630   0.000  0.00  0.00           C+0
HETATM   15  N   UNK     0    4664.1144666.861   0.000  0.00  0.00           N+0
HETATM   16  C   UNK     0    4672.1244666.861   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0    4673.4594667.630   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0    4672.1244665.320   0.000  0.00  0.00           O+0
CONECT    1    2   11   16                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    5                                                  
CONECT    4    3                                                            
CONECT    5    3    6   10                                                  
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    5                                                            
CONECT   11    1   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14                                                            
CONECT   16    1   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    HMDB0004987
HETATM    1  N1  UNL     1      -4.657   2.470   0.877  1.00  0.00           N  
HETATM    2  C1  UNL     1      -3.601   2.007   0.003  1.00  0.00           C  
HETATM    3  C2  UNL     1      -3.087   0.701   0.575  1.00  0.00           C  
HETATM    4  C3  UNL     1      -1.963   0.145  -0.296  1.00  0.00           C  
HETATM    5  C4  UNL     1      -1.519  -1.145   0.348  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.398  -1.804  -0.426  1.00  0.00           C  
HETATM    7  N2  UNL     1       0.729  -0.881  -0.464  1.00  0.00           N  
HETATM    8  C6  UNL     1       1.968  -1.236   0.123  1.00  0.00           C  
HETATM    9  O1  UNL     1       2.091  -2.364   0.683  1.00  0.00           O  
HETATM   10  C7  UNL     1       3.090  -0.273   0.065  1.00  0.00           C  
HETATM   11  N3  UNL     1       2.675   0.916  -0.626  1.00  0.00           N  
HETATM   12  C8  UNL     1       3.471   0.037   1.511  1.00  0.00           C  
HETATM   13  C9  UNL     1       4.590   0.997   1.546  1.00  0.00           C  
HETATM   14  O2  UNL     1       5.050   1.379   2.638  1.00  0.00           O  
HETATM   15  O3  UNL     1       5.117   1.464   0.363  1.00  0.00           O  
HETATM   16  C10 UNL     1      -0.830  -2.122  -1.808  1.00  0.00           C  
HETATM   17  O4  UNL     1      -0.259  -1.628  -2.819  1.00  0.00           O  
HETATM   18  O5  UNL     1      -1.888  -2.984  -1.997  1.00  0.00           O  
HETATM   19  H1  UNL     1      -4.400   3.402   1.311  1.00  0.00           H  
HETATM   20  H2  UNL     1      -4.840   1.819   1.673  1.00  0.00           H  
HETATM   21  H3  UNL     1      -2.764   2.747   0.016  1.00  0.00           H  
HETATM   22  H4  UNL     1      -3.959   1.828  -1.026  1.00  0.00           H  
HETATM   23  H5  UNL     1      -2.677   0.923   1.580  1.00  0.00           H  
HETATM   24  H6  UNL     1      -3.919  -0.032   0.627  1.00  0.00           H  
HETATM   25  H7  UNL     1      -1.135   0.902  -0.269  1.00  0.00           H  
HETATM   26  H8  UNL     1      -2.295   0.001  -1.328  1.00  0.00           H  
HETATM   27  H9  UNL     1      -1.239  -0.934   1.380  1.00  0.00           H  
HETATM   28  H10 UNL     1      -2.411  -1.810   0.382  1.00  0.00           H  
HETATM   29  H11 UNL     1      -0.106  -2.735   0.101  1.00  0.00           H  
HETATM   30  H12 UNL     1       0.596   0.036  -0.930  1.00  0.00           H  
HETATM   31  H13 UNL     1       3.977  -0.749  -0.423  1.00  0.00           H  
HETATM   32  H14 UNL     1       1.983   1.466  -0.111  1.00  0.00           H  
HETATM   33  H15 UNL     1       2.402   0.698  -1.606  1.00  0.00           H  
HETATM   34  H16 UNL     1       3.669  -0.882   2.067  1.00  0.00           H  
HETATM   35  H17 UNL     1       2.574   0.521   1.986  1.00  0.00           H  
HETATM   36  H18 UNL     1       5.807   0.978  -0.198  1.00  0.00           H  
HETATM   37  H19 UNL     1      -1.844  -3.859  -2.503  1.00  0.00           H  
CONECT    1    2   19   20
CONECT    2    3   21   22
CONECT    3    4   23   24
CONECT    4    5   25   26
CONECT    5    6   27   28
CONECT    6    7   16   29
CONECT    7    8   30
CONECT    8    9    9   10
CONECT   10   11   12   31
CONECT   11   32   33
CONECT   12   13   34   35
CONECT   13   14   14   15
CONECT   15   36
CONECT   16   17   17   18
CONECT   18   37
END

HMDB0004987
     RDKit          3D
Aspartyllysine
 37 36  0  0  0  0  0  0  0  0999 V2000
   -4.6568    2.4705    0.8769 N   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6007    2.0073    0.0034 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0868    0.7013    0.5750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9631    0.1453   -0.2961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5195   -1.1455    0.3481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3975   -1.8043   -0.4260 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.7294   -0.8806   -0.4639 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9684   -1.2360    0.1234 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0909   -2.3640    0.6829 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0897   -0.2729    0.0654 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.6750    0.9155   -0.6260 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4709    0.0369    1.5111 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5902    0.9971    1.5459 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0505    1.3786    2.6384 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1171    1.4641    0.3626 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8303   -2.1222   -1.8082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2593   -1.6281   -2.8192 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8882   -2.9835   -1.9970 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3997    3.4016    1.3111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8399    1.8193    1.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7637    2.7468    0.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9592    1.8279   -1.0257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6773    0.9227    1.5796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9191   -0.0316    0.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1348    0.9024   -0.2687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2946    0.0005   -1.3283 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2385   -0.9342    1.3805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4112   -1.8095    0.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1059   -2.7347    0.1007 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5964    0.0364   -0.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9772   -0.7494   -0.4234 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9829    1.4657   -0.1111 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4019    0.6980   -1.6060 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6687   -0.8817    2.0669 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5738    0.5206    1.9860 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8066    0.9781   -0.1976 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8435   -3.8586   -2.5028 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  2  0
  8 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  6 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  1
  7 30  1  0
 10 31  1  6
 11 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 15 36  1  0
 18 37  1  0
M  END

View in JSmol View NMR Assignments

Synonyms

Value	Source
Alpha-Aspartyl-lysine	ChEBI
alpha-Aspartyllysine	ChEBI
DK	ChEBI
L-alpha-Asp-L-lys	ChEBI
L-Asp-L-lys	ChEBI
a-Aspartyl-lysine	Generator
Α-aspartyl-lysine	Generator
a-Aspartyllysine	Generator
Α-aspartyllysine	Generator
L-a-Asp-L-lys	Generator
L-Α-asp-L-lys	Generator
alpha-Asp-lys	HMDB
L-Aspartyl-L-lysine	HMDB
N2-L-a-Aspartyl-L-lysine	HMDB
N2-L-alpha-Aspartyl-L-lysine	HMDB
N-epsilon-(beta-Aspartyl)lysine	HMDB
beta-Aspartyl-epsilon-lysine	HMDB
Asp-lys	HMDB
Aspartate lysine dipeptide	HMDB
Aspartate-lysine dipeptide	HMDB
Aspartic acid lysine dipeptide	HMDB
Aspartic acid-lysine dipeptide	HMDB
Aspartyl-lysine	HMDB
D-K Dipeptide	HMDB
DK Dipeptide	HMDB
L-alpha-Aspartyl-L-lysine	HMDB
L-Α-aspartyl-L-lysine	HMDB
N2-Aspartyllysine	HMDB
N2-L-Aspartyl-L-lysine	HMDB
N2-L-alpha-Aspartyllysine	HMDB
N2-L-Α-aspartyl-L-lysine	HMDB
N2-L-Α-aspartyllysine	HMDB
N2-alpha-Aspartyllysine	HMDB
N2-alpha-L-Aspartyl-L-lysine	HMDB
N2-Α-aspartyllysine	HMDB
N2-Α-L-aspartyl-L-lysine	HMDB
alpha-L-Asp-L-lys	HMDB
alpha-L-Aspartyl-L-lysine	HMDB
Α-asp-lys	HMDB
Α-L-asp-L-lys	HMDB
Α-L-aspartyl-L-lysine	HMDB
Aspartyllysine	ChEBI

Chemical Formula

C₁₀H₁₉N₃O₅

Average Mass

261.2750 Da

Monoisotopic Mass

261.13247 Da

IUPAC Name

(2S)-6-amino-2-[(2S)-2-amino-3-carboxypropanamido]hexanoic acid

Traditional Name

L-aspartyl-l-lysine

CAS Registry Number

5891-51-0

SMILES

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

InChI Identifier

InChI=1S/C10H19N3O5/c11-4-2-1-3-7(10(17)18)13-9(16)6(12)5-8(14)15/h6-7H,1-5,11-12H2,(H,13,16)(H,14,15)(H,17,18)/t6-,7-/m0/s1

InChI Key

OAMLVOVXNKILLQ-BQBZGAKWSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
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

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Animalia

Plantae

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as dipeptides. These are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Dipeptides

Alternative Parents

Substituents

Alpha-dipeptide
Aspartic acid or derivatives
N-acyl-l-alpha-amino acid
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Medium-chain fatty acid
Amino fatty acid
Dicarboxylic acid or derivatives
Fatty amide
N-acyl-amine
Fatty acyl
Fatty acid
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Carboxylic acid
Hydrocarbon derivative
Primary aliphatic amine
Organic oxygen compound
Organic oxide
Organic nitrogen compound
Carbonyl group
Organopnictogen compound
Amine
Primary amine
Organonitrogen compound
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:73829 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	6.1 g/L	ALOGPS
logP	-4	ALOGPS
logP	-6.4	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	3.14	ChemAxon
pKa (Strongest Basic)	10.21	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	7	ChemAxon
Hydrogen Donor Count	5	ChemAxon
Polar Surface Area	155.74 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	61.14 m³·mol⁻¹	ChemAxon
Polarizability	26.33 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

HMDB0004987

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB023571

KNApSAcK ID

Not Available

Chemspider ID

4932421

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6427003

PDB ID

Not Available

ChEBI ID

73829

Good Scents ID

Not Available

References

General References

Yasumoto K, Suzuki F: Aspartyl- and glutamyl-lysine crosslinks formation and their nutritional availability. J Nutr Sci Vitaminol (Tokyo). 1990;36 Suppl 1:S71-7. [PubMed:1982012 ]
Shiraga T, Miyamoto K, Tanaka H, Yamamoto H, Taketani Y, Morita K, Tamai I, Tsuji A, Takeda E: Cellular and molecular mechanisms of dietary regulation on rat intestinal H+/Peptide transporter PepT1. Gastroenterology. 1999 Feb;116(2):354-62. [PubMed:9922316 ]
Brandsch M, Brandsch C, Prasad PD, Ganapathy V, Hopfer U, Leibach FH: Identification of a renal cell line that constitutively expresses the kidney-specific high-affinity H+/peptide cotransporter. FASEB J. 1995 Nov;9(14):1489-96. [PubMed:7589991 ]
Bagriantseva OV, Kalamkarova LI, Rokutova AV, Aznametova GK, Idrisova RS: [The diagnosis of intestinal dysbacteriosis by the spectrum of fecal amino acids]. Zh Mikrobiol Epidemiol Immunobiol. 1999 Jul-Aug;(4):67-9. [PubMed:10852057 ]
Tobey NA, Lyn-Cook LE, Ulshen MH, Heizer WD: Intestinal brush border peptidases: activities in normal and abnormal peroral intestinal biopsy specimens. J Lab Clin Med. 1986 Mar;107(3):221-7. [PubMed:2869093 ]

Showing NP-Card for Aspartyllysine (NP0000978)

MOL for NP0000978 (Aspartyllysine)

3D MOL for NP0000978 (Aspartyllysine)

3D SDF for NP0000978 (Aspartyllysine)

3D-SDF for NP0000978 (Aspartyllysine)

PDB for NP0000978 (Aspartyllysine)

3D PDB for NP0000978 (Aspartyllysine)

SMILES for NP0000978 (Aspartyllysine)

INCHI for NP0000978 (Aspartyllysine)

Structure for NP0000978 (Aspartyllysine)

3D Structure for NP0000978 (Aspartyllysine)