MiMeDB: Showing metabocard for Leucylalanine (MMDBc0000469)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:38:28 UTC

Update Date

2024-04-30 19:32:31 UTC

Metabolite ID

MMDBc0000469

Metabolite Identification

Common Name

Leucylalanine

Description

Leucylalanine is a dipeptide composed of leucine and alanine. It is an incomplete breakdown product of protein digestion or protein catabolism. Dipeptides are organic compounds containing a sequence of exactly two alpha-amino acids joined by a peptide bond. Some dipeptides are known to have physiological or cell-signalling effects although most are simply short-lived intermediates on their way to specific amino acid degradation pathways following further proteolysis.

Structure

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

HMDB0028922
     RDKit          3D
Leucylalanine
 32 31  0  0  0  0  0  0  0  0999 V2000
   -3.9988   -1.0208   -0.4121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0565   -0.1493    0.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2265    1.2842   -0.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6553   -0.6588    0.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6266    0.1343    0.9453 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6866    1.4841    0.5384 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6946   -0.4871    0.6953 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8218   -1.7015    1.0354 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7786    0.1981    0.1131 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0379   -0.4675   -0.1021 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3881   -0.5239   -1.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1038    0.2384    0.6399 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8412    1.2534    1.3228 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3942   -0.2565    0.5556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0267   -1.0130   -0.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5918   -2.0449   -0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0610   -0.6044   -1.4483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2993   -0.2324    1.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3079    1.4801   -0.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6211    1.4465   -0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9959    2.0102    0.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6325   -1.7056    0.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4659   -0.6643   -0.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8464    0.0601    2.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3104    1.7260   -0.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6571    2.1996    1.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6482    1.1988   -0.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9756   -1.4995    0.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5080   -0.9160   -2.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2555   -1.1987   -1.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6616    0.4857   -1.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9572   -0.0552   -0.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  1
  6 25  1  0
  6 26  1  0
  9 27  1  0
 10 28  1  1
 11 29  1  0
 11 30  1  0
 11 31  1  0
 14 32  1  0
M  END


  Mrv1652304062013542D          

 14 13  0  0  0  0            999 V2000
10049.509010049.6822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10050.226010050.0941    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10050.940410049.6822    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10051.654910050.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10052.369310049.6822    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10051.654910050.9189    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10050.940410048.8572    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10048.795610050.0941    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10048.080110049.6822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10047.366710050.0941    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10048.795610050.9189    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10049.509010048.8572    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10046.650610049.6806    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10047.366810050.9210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  8  1  0  0  0  0
  1 12  2  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  7  1  6  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  8  9  1  0  0  0  0
  8 11  1  6  0  0  0
  9 10  1  0  0  0  0
 10 13  1  0  0  0  0
 10 14  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000469

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C9H18N2O3/c1-5(2)4-7(10)8(12)11-6(3)9(13)14/h5-7H,4,10H2,1-3H3,(H,11,12)(H,13,14)/t6-,7-/m0/s1

> <INCHI_KEY>
HSQGMTRYSIHDAC-BQBZGAKWSA-N

> <FORMULA>
C9H18N2O3

> <MOLECULAR_WEIGHT>
202.254

> <EXACT_MASS>
202.131742448

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
32

> <JCHEM_AVERAGE_POLARIZABILITY>
21.70054603430961

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-[(2S)-2-amino-4-methylpentanamido]propanoic acid

> <ALOGPS_LOGP>
-1.41

> <JCHEM_LOGP>
-2.125825740359544

> <ALOGPS_LOGS>
-0.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
14.0445413214474

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.9638636312705313

> <JCHEM_PKA_STRONGEST_BASIC>
8.432608901964988

> <JCHEM_POLAR_SURFACE_AREA>
92.41999999999999

> <JCHEM_REFRACTIVITY>
51.4683

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.06e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-2-[(2S)-2-amino-4-methylpentanamido]propanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0028922
     RDKit          3D
Leucylalanine
 32 31  0  0  0  0  0  0  0  0999 V2000
   -3.9988   -1.0208   -0.4121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0565   -0.1493    0.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2265    1.2842   -0.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6553   -0.6588    0.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6266    0.1343    0.9453 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6866    1.4841    0.5384 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6946   -0.4871    0.6953 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8218   -1.7015    1.0354 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7786    0.1981    0.1131 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0379   -0.4675   -0.1021 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3881   -0.5239   -1.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1038    0.2384    0.6399 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8412    1.2534    1.3228 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3942   -0.2565    0.5556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0267   -1.0130   -0.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5918   -2.0449   -0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0610   -0.6044   -1.4483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2993   -0.2324    1.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3079    1.4801   -0.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6211    1.4465   -0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9959    2.0102    0.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6325   -1.7056    0.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4659   -0.6643   -0.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8464    0.0601    2.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3104    1.7260   -0.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6571    2.1996    1.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6482    1.1988   -0.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9756   -1.4995    0.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5080   -0.9160   -2.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2555   -1.1987   -1.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6616    0.4857   -1.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9572   -0.0552   -0.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  1
  6 25  1  0
  6 26  1  0
  9 27  1  0
 10 28  1  1
 11 29  1  0
 11 30  1  0
 11 31  1  0
 14 32  1  0
M  END

HEADER    PROTEIN                                 06-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-APR-20         0                                  
HETATM    1  C   UNK     0    8759.0838759.407   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    8760.4228760.176   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    8761.7558759.407   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8763.0898760.176   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0    8764.4238759.407   0.000  0.00  0.00           O+0
HETATM    6  O   UNK     0    8763.0898761.715   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    8761.7558757.867   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8757.7528760.176   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8756.4168759.407   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8755.0858760.176   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0    8757.7528761.715   0.000  0.00  0.00           N+0
HETATM   12  O   UNK     0    8759.0838757.867   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0    8753.7488759.404   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8755.0858761.719   0.000  0.00  0.00           C+0
CONECT    1    2    8   12                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    7                                                  
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4                                                            
CONECT    7    3                                                            
CONECT    8    1    9   11                                                  
CONECT    9    8   10                                                       
CONECT   10    9   13   14                                                  
CONECT   11    8                                                            
CONECT   12    1                                                            
CONECT   13   10                                                            
CONECT   14   10                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

COMPND    HMDB0028922
HETATM    1  C1  UNL     1      -3.999  -1.021  -0.412  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.056  -0.149   0.412  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.226   1.284  -0.037  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.655  -0.659   0.173  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.627   0.134   0.945  1.00  0.00           C  
HETATM    6  N1  UNL     1      -0.687   1.484   0.538  1.00  0.00           N  
HETATM    7  C6  UNL     1       0.695  -0.487   0.695  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.822  -1.702   1.035  1.00  0.00           O  
HETATM    9  N2  UNL     1       1.779   0.198   0.113  1.00  0.00           N  
HETATM   10  C7  UNL     1       3.038  -0.468  -0.102  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.388  -0.524  -1.588  1.00  0.00           C  
HETATM   12  C9  UNL     1       4.104   0.238   0.640  1.00  0.00           C  
HETATM   13  O2  UNL     1       3.841   1.253   1.323  1.00  0.00           O  
HETATM   14  O3  UNL     1       5.394  -0.256   0.556  1.00  0.00           O  
HETATM   15  H1  UNL     1      -5.027  -1.013  -0.006  1.00  0.00           H  
HETATM   16  H2  UNL     1      -3.592  -2.045  -0.481  1.00  0.00           H  
HETATM   17  H3  UNL     1      -4.061  -0.604  -1.448  1.00  0.00           H  
HETATM   18  H4  UNL     1      -3.299  -0.232   1.477  1.00  0.00           H  
HETATM   19  H5  UNL     1      -4.308   1.480  -0.297  1.00  0.00           H  
HETATM   20  H6  UNL     1      -2.621   1.446  -0.955  1.00  0.00           H  
HETATM   21  H7  UNL     1      -2.996   2.010   0.769  1.00  0.00           H  
HETATM   22  H8  UNL     1      -1.633  -1.706   0.557  1.00  0.00           H  
HETATM   23  H9  UNL     1      -1.466  -0.664  -0.899  1.00  0.00           H  
HETATM   24  H10 UNL     1      -0.846   0.060   2.031  1.00  0.00           H  
HETATM   25  H11 UNL     1      -0.310   1.726  -0.372  1.00  0.00           H  
HETATM   26  H12 UNL     1      -0.657   2.200   1.273  1.00  0.00           H  
HETATM   27  H13 UNL     1       1.648   1.199  -0.159  1.00  0.00           H  
HETATM   28  H14 UNL     1       2.976  -1.500   0.245  1.00  0.00           H  
HETATM   29  H15 UNL     1       2.508  -0.916  -2.128  1.00  0.00           H  
HETATM   30  H16 UNL     1       4.255  -1.199  -1.678  1.00  0.00           H  
HETATM   31  H17 UNL     1       3.662   0.486  -1.938  1.00  0.00           H  
HETATM   32  H18 UNL     1       5.957  -0.055  -0.282  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3    4   18
CONECT    3   19   20   21
CONECT    4    5   22   23
CONECT    5    6    7   24
CONECT    6   25   26
CONECT    7    8    8    9
CONECT    9   10   27
CONECT   10   11   12   28
CONECT   11   29   30   31
CONECT   12   13   13   14
CONECT   14   32
END

HMDB0028922
     RDKit          3D
Leucylalanine
 32 31  0  0  0  0  0  0  0  0999 V2000
   -3.9988   -1.0208   -0.4121 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0565   -0.1493    0.4125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2265    1.2842   -0.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6553   -0.6588    0.1734 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6266    0.1343    0.9453 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.6866    1.4841    0.5384 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6946   -0.4871    0.6953 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8218   -1.7015    1.0354 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7786    0.1981    0.1131 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0379   -0.4675   -0.1021 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.3881   -0.5239   -1.5882 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1038    0.2384    0.6399 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8412    1.2534    1.3228 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3942   -0.2565    0.5556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0267   -1.0130   -0.0058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5918   -2.0449   -0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0610   -0.6044   -1.4483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2993   -0.2324    1.4774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3079    1.4801   -0.2970 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6211    1.4465   -0.9551 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9959    2.0102    0.7692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6325   -1.7056    0.5565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4659   -0.6643   -0.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8464    0.0601    2.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3104    1.7260   -0.3719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6571    2.1996    1.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6482    1.1988   -0.1585 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9756   -1.4995    0.2448 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5080   -0.9160   -2.1283 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2555   -1.1987   -1.6779 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6616    0.4857   -1.9382 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9572   -0.0552   -0.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  1
  6 25  1  0
  6 26  1  0
  9 27  1  0
 10 28  1  1
 11 29  1  0
 11 30  1  0
 11 31  1  0
 14 32  1  0
M  END

Synonyms

Value	Source
L-A	ChEBI
L-Leu-L-ala	ChEBI
LA	ChEBI
Leucyl-alanine	HMDB
L-a Dipeptide	HMDB
L-Leucyl-L-alanine	HMDB
LA dipeptide	HMDB
Leu-ala	HMDB
Leucine alanine dipeptide	HMDB
Leucine-alanine dipeptide	HMDB
N-L-Leucyl-L-alanine	HMDB
N-Leucylalanine	HMDB
Leucylalanine	ChEBI

Molecular Formula

C₉H₁₈N₂O₃

Average Mass

202.254

Monoisotopic Mass

202.131742448

IUPAC Name

(2S)-2-[(2S)-2-amino-4-methylpentanamido]propanoic acid

Traditional Name

(2S)-2-[(2S)-2-amino-4-methylpentanamido]propanoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C9H18N2O3/c1-5(2)4-7(10)8(12)11-6(3)9(13)14/h5-7H,4,10H2,1-3H3,(H,11,12)(H,13,14)/t6-,7-/m0/s1

InChI Key

HSQGMTRYSIHDAC-BQBZGAKWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as peptides. Peptides are compounds containing an amide derived from two or more amino carboxylic acid molecules (the same or different) by formation of a covalent bond from the carbonyl carbon of one to the nitrogen atom of another.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Peptides

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:73527 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	20.6 g/L	ALOGPS
logP	-1.4	ALOGPS
logP	-2.1	ChemAxon
logS	-0.99	ALOGPS
pKa (Strongest Acidic)	3.96	ChemAxon
pKa (Strongest Basic)	8.43	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	5	ChemAxon
Refractivity	51.47 m³·mol⁻¹	ChemAxon
Polarizability	21.7 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-000i-9000000000-57e0bc673db843b68262	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 20V, Positive	splash10-000i-9000000000-9c4912711fb5a72ff0af	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-000f-9000000000-8be29611742df0f89b93	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-000i-9000000000-d92d725b01e578391565	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 0V, Positive	splash10-0udi-0090000000-358cb5d4b4dd0c6d88cc	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 10V, Positive	splash10-000i-9000000000-0bdb165d61ab4962274b	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 0V, Positive	splash10-0udi-0090000000-a6bcb8f1301ab785fed3	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-0006-9000000000-4127196646bcae50ad93	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 40V, Positive	splash10-0006-9000000000-66ae66e55829c4899839	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-000f-9000000000-8ec0b8f50a926835df3e	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0ue9-2490000000-9dc3cdf47b7f35ad1da1	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-000i-9300000000-ede4d25762039e20c4dc	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-82997a4bb57177bf4d3e	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0f7c-9130000000-df48a48f5ba316cbd00f	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-00ko-9000000000-447eefe2d6f7b170e647	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-00kf-9000000000-6aac4c77322775945124	2021-09-22	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)		2021-09-25	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Not Available

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	1	Human feces; Human stool; Human	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Host Biospecimen and Location

Host and Biospecimen	Status	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	27543620
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified	Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

HMDB ID

HMDB0028922

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111950

KNApSAcK ID

Not Available

Chemspider ID

73739

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

81721

PDB ID

Not Available

ChEBI ID

73527

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Kilic N, Kustimur S, Arslan S, Aldemir H: Fluorometric determination of acid proteinase activity in vulvovaginal candidosis. Mycoses. 1996 Sep-Oct;39(9-10):347-51. doi: 10.1111/j.1439-0507.1996.tb00151.x. [PubMed:9009656 ]
Turner RT 3rd, Koelsch G, Hong L, Castanheira P, Ermolieff J, Ghosh AK, Tang J: Subsite specificity of memapsin 2 (beta-secretase): implications for inhibitor design. Biochemistry. 2001 Aug 28;40(34):10001-6. doi: 10.1021/bi015546s. [PubMed:11513577 ]
Hong L, Turner RT 3rd, Koelsch G, Shin D, Ghosh AK, Tang J: Crystal structure of memapsin 2 (beta-secretase) in complex with an inhibitor OM00-3. Biochemistry. 2002 Sep 10;41(36):10963-7. doi: 10.1021/bi026232n. [PubMed:12206667 ]
Bedner M, MacCrehan WA, Helz GR: Making chlorine greener: investigation of alternatives to sulfite for dechlorination. Water Res. 2004 May;38(10):2505-14. doi: 10.1016/j.watres.2004.03.010. [PubMed:15159154 ]
Nath M, Pokharia S, Eng G, Song X, Kumar A: New triorganotin (IV) derivatives of dipeptides as models for metal-protein interactions: synthesis, structural characterization and biological studies. Spectrochim Acta A Mol Biomol Spectrosc. 2006 Jan;63(1):66-75. doi: 10.1016/j.saa.2005.04.038. Epub 2005 Jun 9. [PubMed:15950528 ]
Krishnakumar SS, London E: Effect of sequence hydrophobicity and bilayer width upon the minimum length required for the formation of transmembrane helices in membranes. J Mol Biol. 2007 Nov 30;374(3):671-87. doi: 10.1016/j.jmb.2007.09.037. Epub 2007 Sep 20. [PubMed:17950311 ]
Wang T, Simbulan-Rosenthal CM, Smulson ME, Chock PB, Yang DC: Polyubiquitylation of PARP-1 through ubiquitin K48 is modulated by activated DNA, NAD+, and dipeptides. J Cell Biochem. 2008 May 1;104(1):318-28. doi: 10.1002/jcb.21624. [PubMed:18041763 ]

Showing metabocard for Leucylalanine (MMDBc0000469)

MOL for #<Metabolite:0x00007fdaf180e5c0>

3D MOL for #<Metabolite:0x00007fdaf180e5c0>

3D SDF for #<Metabolite:0x00007fdaf180e5c0>

3D-SDF for #<Metabolite:0x00007fdaf180e5c0>

PDB for #<Metabolite:0x00007fdaf180e5c0>

3D PDB for #<Metabolite:0x00007fdaf180e5c0>

SMILES for #<Metabolite:0x00007fdaf180e5c0>

INCHI for #<Metabolite:0x00007fdaf180e5c0>

Structure for #<Metabolite:0x00007fdaf180e5c0>

3D Structure for #<Metabolite:0x00007fdaf180e5c0>