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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:02:52 UTC

Update Date

2022-09-22 18:34:22 UTC

HMDB ID

HMDB0028888

Secondary Accession Numbers

HMDB28888

Metabolite Identification

Common Name

Histidylisoleucine

Description

Histidylisoleucine is a dipeptide composed of histidine and isoleucine. 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

HMDB0028888
     RDKit          3D
Histidylisoleucine
 39 39  0  0  0  0  0  0  0  0999 V2000
   -3.3108    0.0371   -1.8068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0219    0.1842   -1.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4005    0.4207    0.4253 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2332    1.6772    0.5470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1776    0.6048    1.2978 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3136   -0.5455    1.2713 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0215   -0.3910    0.8295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4100    0.7448    0.4746 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0005   -1.5061    0.7605 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3808   -2.7565    1.2158 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3960   -1.7320   -0.6753 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0198   -0.5453   -1.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3878   -0.2605   -1.2945 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5950    0.8883   -1.9468 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4093    1.3456   -2.3646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4632    0.4764   -1.9696 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6551    0.7566    2.7022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3116   -0.0301    3.6230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5044    1.7976    3.0038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2781   -0.8702   -2.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1914   -0.1159   -1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4651    0.9008   -2.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4697    1.0266   -1.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4874   -0.7824   -1.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9594   -0.4493    0.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5762    2.5241    0.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6358    1.8931   -0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0592    1.5744    1.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6483    1.5007    0.9493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6272   -1.5022    1.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9192   -1.3090    1.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5976   -3.0044    0.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1208   -2.6815    2.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0585   -2.6151   -0.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4840   -1.9836   -1.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1365   -0.8656   -0.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5114    1.3822   -2.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2655    2.2558   -2.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8509    1.9550    3.9442 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
  5 17  1  0
 17 18  2  0
 17 19  1  0
 16 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  1
  4 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  6
  6 30  1  0
  9 31  1  1
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 19 39  1  0
M  END


  Mrv1652304062013482D          

 19 19  0  0  0  0            999 V2000
 9998.880610000.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.5954 9999.7892    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10000.309310000.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.0248 9999.7892    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
10001.742510000.2013    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
10002.4560 9999.7892    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
10003.171610000.2013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.309310001.0261    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9999.5954 9998.9638    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.494910000.2836    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9996.8275 9999.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.0824 9999.0140    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9074 9999.0140    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.1623 9999.7986    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.743510001.0263    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.029610001.4397    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10002.458510001.4379    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
10003.8856 9999.7879    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.4555 9998.9642    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  2  9  1  1  0  0  0
  3  4  1  0  0  0  0
  3  8  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
 13 14  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 10 11  2  0  0  0  0
 10 14  1  0  0  0  0
  1 14  1  0  0  0  0
  5 15  1  6  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
  6  7  1  0  0  0  0
  7 18  1  0  0  0  0
  6 19  1  6  0  0  0
M  END
> <DATABASE_ID>
HMDB0028888

> <DATABASE_NAME>
hmdb

> <SMILES>
CC[C@H](C)[C@H](NC(=O)[C@@H](N)CC1=CNC=N1)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H20N4O3/c1-3-7(2)10(12(18)19)16-11(17)9(13)4-8-5-14-6-15-8/h5-7,9-10H,3-4,13H2,1-2H3,(H,14,15)(H,16,17)(H,18,19)/t7-,9-,10-/m0/s1

> <INCHI_KEY>
IDXZDKMBEXLFMB-HGNGGELXSA-N

> <FORMULA>
C12H20N4O3

> <MOLECULAR_WEIGHT>
268.317

> <EXACT_MASS>
268.15354052

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
39

> <JCHEM_AVERAGE_POLARIZABILITY>
28.20552099910099

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S,3S)-2-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanamido]-3-methylpentanoic acid

> <ALOGPS_LOGP>
-1.77

> <JCHEM_LOGP>
-2.4207086787704584

> <ALOGPS_LOGS>
-1.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
12.930789833434062

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.6044222693895995

> <JCHEM_PKA_STRONGEST_BASIC>
7.838534109238763

> <JCHEM_POLAR_SURFACE_AREA>
121.10000000000001

> <JCHEM_REFRACTIVITY>
68.38730000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.05e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(2S,3S)-2-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanamido]-3-methylpentanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0028888
     RDKit          3D
Histidylisoleucine
 39 39  0  0  0  0  0  0  0  0999 V2000
   -3.3108    0.0371   -1.8068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0219    0.1842   -1.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4005    0.4207    0.4253 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2332    1.6772    0.5470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1776    0.6048    1.2978 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3136   -0.5455    1.2713 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0215   -0.3910    0.8295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4100    0.7448    0.4746 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0005   -1.5061    0.7605 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3808   -2.7565    1.2158 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3960   -1.7320   -0.6753 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0198   -0.5453   -1.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3878   -0.2605   -1.2945 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5950    0.8883   -1.9468 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4093    1.3456   -2.3646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4632    0.4764   -1.9696 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6551    0.7566    2.7022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3116   -0.0301    3.6230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5044    1.7976    3.0038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2781   -0.8702   -2.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1914   -0.1159   -1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4651    0.9008   -2.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4697    1.0266   -1.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4874   -0.7824   -1.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9594   -0.4493    0.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5762    2.5241    0.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6358    1.8931   -0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0592    1.5744    1.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6483    1.5007    0.9493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6272   -1.5022    1.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9192   -1.3090    1.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5976   -3.0044    0.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1208   -2.6815    2.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0585   -2.6151   -0.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4840   -1.9836   -1.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1365   -0.8656   -0.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5114    1.3822   -2.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2655    2.2558   -2.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8509    1.9550    3.9442 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
  5 17  1  0
 17 18  2  0
 17 19  1  0
 16 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  1
  4 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  6
  6 30  1  0
  9 31  1  1
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 19 39  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    8664.5778667.042   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8665.9118666.273   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8667.2448667.042   0.000  0.00  0.00           C+0
HETATM    4  N   UNK     0    8668.5808666.273   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0    8669.9198667.042   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8671.2518666.273   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8672.5878667.042   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0    8667.2448668.582   0.000  0.00  0.00           O+0
HETATM    9  N   UNK     0    8665.9118664.732   0.000  0.00  0.00           N+0
HETATM   10  N   UNK     0    8661.9908667.196   0.000  0.00  0.00           N+0
HETATM   11  C   UNK     0    8660.7458666.291   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0    8661.2208664.826   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0    8662.7608664.826   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8663.2368666.291   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8669.9218668.582   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0    8668.5898669.354   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0    8671.2568669.351   0.000  0.00  0.00           O+0
HETATM   18  C   UNK     0    8673.9208666.271   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8671.2508664.733   0.000  0.00  0.00           C+0
CONECT    1    2   14                                                       
CONECT    2    1    3    9                                                  
CONECT    3    2    4    8                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6   15                                                  
CONECT    6    5    7   19                                                  
CONECT    7    6   18                                                       
CONECT    8    3                                                            
CONECT    9    2                                                            
CONECT   10   11   14                                                       
CONECT   11   12   10                                                       
CONECT   12   11   13                                                       
CONECT   13   14   12                                                       
CONECT   14   13   10    1                                                  
CONECT   15    5   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15                                                            
CONECT   18    7                                                            
CONECT   19    6                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   38    0
END

COMPND    HMDB0028888
HETATM    1  C1  UNL     1      -3.311   0.037  -1.807  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.022   0.184  -1.021  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.401   0.421   0.425  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.233   1.677   0.547  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.178   0.605   1.298  1.00  0.00           C  
HETATM    6  N1  UNL     1      -0.314  -0.546   1.271  1.00  0.00           N  
HETATM    7  C6  UNL     1       1.021  -0.391   0.830  1.00  0.00           C  
HETATM    8  O1  UNL     1       1.410   0.745   0.475  1.00  0.00           O  
HETATM    9  C7  UNL     1       2.001  -1.506   0.760  1.00  0.00           C  
HETATM   10  N2  UNL     1       1.381  -2.757   1.216  1.00  0.00           N  
HETATM   11  C8  UNL     1       2.396  -1.732  -0.675  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.020  -0.545  -1.297  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.388  -0.260  -1.295  1.00  0.00           C  
HETATM   14  N3  UNL     1       4.595   0.888  -1.947  1.00  0.00           N  
HETATM   15  C11 UNL     1       3.409   1.346  -2.365  1.00  0.00           C  
HETATM   16  N4  UNL     1       2.463   0.476  -1.970  1.00  0.00           N  
HETATM   17  C12 UNL     1      -1.655   0.757   2.702  1.00  0.00           C  
HETATM   18  O2  UNL     1      -1.312  -0.030   3.623  1.00  0.00           O  
HETATM   19  O3  UNL     1      -2.504   1.798   3.004  1.00  0.00           O  
HETATM   20  H1  UNL     1      -3.278  -0.870  -2.477  1.00  0.00           H  
HETATM   21  H2  UNL     1      -4.191  -0.116  -1.145  1.00  0.00           H  
HETATM   22  H3  UNL     1      -3.465   0.901  -2.501  1.00  0.00           H  
HETATM   23  H4  UNL     1      -1.470   1.027  -1.457  1.00  0.00           H  
HETATM   24  H5  UNL     1      -1.487  -0.782  -1.110  1.00  0.00           H  
HETATM   25  H6  UNL     1      -2.959  -0.449   0.788  1.00  0.00           H  
HETATM   26  H7  UNL     1      -2.576   2.524   0.786  1.00  0.00           H  
HETATM   27  H8  UNL     1      -3.636   1.893  -0.481  1.00  0.00           H  
HETATM   28  H9  UNL     1      -4.059   1.574   1.279  1.00  0.00           H  
HETATM   29  H10 UNL     1      -0.648   1.501   0.949  1.00  0.00           H  
HETATM   30  H11 UNL     1      -0.627  -1.502   1.566  1.00  0.00           H  
HETATM   31  H12 UNL     1       2.919  -1.309   1.343  1.00  0.00           H  
HETATM   32  H13 UNL     1       0.598  -3.004   0.595  1.00  0.00           H  
HETATM   33  H14 UNL     1       1.121  -2.682   2.222  1.00  0.00           H  
HETATM   34  H15 UNL     1       3.059  -2.615  -0.782  1.00  0.00           H  
HETATM   35  H16 UNL     1       1.484  -1.984  -1.292  1.00  0.00           H  
HETATM   36  H17 UNL     1       5.137  -0.866  -0.844  1.00  0.00           H  
HETATM   37  H18 UNL     1       5.511   1.382  -2.124  1.00  0.00           H  
HETATM   38  H19 UNL     1       3.265   2.256  -2.920  1.00  0.00           H  
HETATM   39  H20 UNL     1      -2.851   1.955   3.944  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4    5   25
CONECT    4   26   27   28
CONECT    5    6   17   29
CONECT    6    7   30
CONECT    7    8    8    9
CONECT    9   10   11   31
CONECT   10   32   33
CONECT   11   12   34   35
CONECT   12   13   13   16
CONECT   13   14   36
CONECT   14   15   37
CONECT   15   16   16   38
CONECT   17   18   18   19
CONECT   19   39
END

HMDB0028888
     RDKit          3D
Histidylisoleucine
 39 39  0  0  0  0  0  0  0  0999 V2000
   -3.3108    0.0371   -1.8068 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0219    0.1842   -1.0208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4005    0.4207    0.4253 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2332    1.6772    0.5470 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1776    0.6048    1.2978 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.3136   -0.5455    1.2713 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0215   -0.3910    0.8295 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4100    0.7448    0.4746 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.0005   -1.5061    0.7605 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.3808   -2.7565    1.2158 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3960   -1.7320   -0.6753 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0198   -0.5453   -1.2971 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3878   -0.2605   -1.2945 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5950    0.8883   -1.9468 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4093    1.3456   -2.3646 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4632    0.4764   -1.9696 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6551    0.7566    2.7022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3116   -0.0301    3.6230 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5044    1.7976    3.0038 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2781   -0.8702   -2.4766 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1914   -0.1159   -1.1445 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4651    0.9008   -2.5014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4697    1.0266   -1.4575 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4874   -0.7824   -1.1096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9594   -0.4493    0.7875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5762    2.5241    0.7865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6358    1.8931   -0.4815 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0592    1.5744    1.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6483    1.5007    0.9493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6272   -1.5022    1.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9192   -1.3090    1.3433 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5976   -3.0044    0.5947 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1208   -2.6815    2.2221 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0585   -2.6151   -0.7820 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4840   -1.9836   -1.2916 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1365   -0.8656   -0.8440 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5114    1.3822   -2.1240 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2655    2.2558   -2.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8509    1.9550    3.9442 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
  3  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
  5 17  1  0
 17 18  2  0
 17 19  1  0
 16 12  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  1
  4 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  6
  6 30  1  0
  9 31  1  1
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 13 36  1  0
 14 37  1  0
 15 38  1  0
 19 39  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(2S,3S)-2-{[(2S)-2-amino-3-(1H-imidazol-4-yl)propanoyl]amino}-3-methylpentanoic acid	ChEBI
H-I	ChEBI
H-I dipeptide	ChEBI
HI	ChEBI
HI dipeptide	ChEBI
Histidine isoleucine dipeptide	ChEBI
L-Histidinyl-L-isoleucine	ChEBI
(2S,3S)-2-{[(2S)-2-amino-3-(1H-imidazol-4-yl)propanoyl]amino}-3-methylpentanoate	Generator
His-ile	HMDB
Histidine-isoleucine dipeptide	HMDB
Histidinyl-isoleucine	HMDB
Histidinylisoleucine	HMDB
Histidyl-isoleucine	HMDB
L-His-L-ile	HMDB
L-Histidyl-L-isoleucine	HMDB
N-Histidinylisoleucine	HMDB
N-Histidylisoleucine	HMDB
N-L-Histidinyl-L-isoleucine	HMDB
N-L-Histidyl-L-isoleucine	HMDB
Histidylisoleucine	ChEBI

Chemical Formula

C₁₂H₂₀N₄O₃

Average Molecular Weight

268.317

Monoisotopic Molecular Weight

268.15354052

IUPAC Name

(2S,3S)-2-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanamido]-3-methylpentanoic acid

Traditional Name

(2S,3S)-2-[(2S)-2-amino-3-(1H-imidazol-4-yl)propanamido]-3-methylpentanoic acid

CAS Registry Number

129050-48-2

SMILES

CC[C@H](C)[C@H](NC(=O)[C@@H](N)CC1=CNC=N1)C(O)=O

InChI Identifier

InChI=1S/C12H20N4O3/c1-3-7(2)10(12(18)19)16-11(17)9(13)4-8-5-14-6-15-8/h5-7,9-10H,3-4,13H2,1-2H3,(H,14,15)(H,16,17)(H,18,19)/t7-,9-,10-/m0/s1

InChI Key

IDXZDKMBEXLFMB-HGNGGELXSA-N

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
Histidine or derivatives
Isoleucine or derivatives
N-acyl-alpha amino acid or derivatives
N-acyl-alpha-amino acid
N-acyl-l-alpha-amino acid
Alpha-amino acid amide
Alpha-amino acid or derivatives
Imidazolyl carboxylic acid derivative
Aralkylamine
Fatty amide
Fatty acyl
Azole
Imidazole
Heteroaromatic compound
Amino acid
Secondary carboxylic acid amide
Amino acid or derivatives
Carboxamide group
Azacycle
Carboxylic acid
Organoheterocyclic compound
Monocarboxylic acid or derivatives
Primary amine
Amine
Organic oxygen compound
Organic nitrogen compound
Carbonyl group
Hydrocarbon derivative
Organooxygen compound
Primary aliphatic amine
Organic oxide
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Feces (PMID: 27275383)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
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)

Equine

Horse (FooDB: FOOD00378)

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)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	-2.78	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	3.85 g/L	ALOGPS
logP	-1.8	ALOGPS
logP	-2.4	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	3.6	ChemAxon
pKa (Strongest Basic)	7.84	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	121.1 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	68.39 m³·mol⁻¹	ChemAxon
Polarizability	28.21 Å³	ChemAxon
Number of Rings	1	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]+	166.1	30932474
DeepCCS	[M-H]-	163.742	30932474
DeepCCS	[M-2H]-	197.555	30932474
DeepCCS	[M+Na]+	172.782	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Histidylisoleucine	CC[C@H](C)[C@H](NC(=O)[C@@H](N)CC1=CNC=N1)C(O)=O	3225.8	Standard polar	33892256
Histidylisoleucine	CC[C@H](C)[C@H](NC(=O)[C@@H](N)CC1=CNC=N1)C(O)=O	2296.1	Standard non polar	33892256
Histidylisoleucine	CC[C@H](C)[C@H](NC(=O)[C@@H](N)CC1=CNC=N1)C(O)=O	2510.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Histidylisoleucine,1TMS,isomer #1	CC[C@H](C)[C@H](NC(=O)[C@@H](N)CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C	2443.0	Semi standard non polar	33892256
Histidylisoleucine,1TMS,isomer #2	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=C[NH]C=N1)N[Si](C)(C)C)C(=O)O	2484.1	Semi standard non polar	33892256
Histidylisoleucine,1TMS,isomer #3	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC1=C[NH]C=N1)[Si](C)(C)C	2343.8	Semi standard non polar	33892256
Histidylisoleucine,1TMS,isomer #4	CC[C@H](C)[C@H](NC(=O)[C@@H](N)CC1=CN([Si](C)(C)C)C=N1)C(=O)O	2527.9	Semi standard non polar	33892256
Histidylisoleucine,2TMS,isomer #1	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=C[NH]C=N1)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2467.5	Semi standard non polar	33892256
Histidylisoleucine,2TMS,isomer #1	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=C[NH]C=N1)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2415.8	Standard non polar	33892256
Histidylisoleucine,2TMS,isomer #2	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](N)CC1=C[NH]C=N1)[Si](C)(C)C	2356.2	Semi standard non polar	33892256
Histidylisoleucine,2TMS,isomer #2	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](N)CC1=C[NH]C=N1)[Si](C)(C)C	2329.1	Standard non polar	33892256
Histidylisoleucine,2TMS,isomer #3	CC[C@H](C)[C@H](NC(=O)[C@@H](N)CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C	2544.8	Semi standard non polar	33892256
Histidylisoleucine,2TMS,isomer #3	CC[C@H](C)[C@H](NC(=O)[C@@H](N)CC1=CN([Si](C)(C)C)C=N1)C(=O)O[Si](C)(C)C	2327.1	Standard non polar	33892256
Histidylisoleucine,2TMS,isomer #4	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CC1=C[NH]C=N1)N[Si](C)(C)C)[Si](C)(C)C	2378.2	Semi standard non polar	33892256
Histidylisoleucine,2TMS,isomer #4	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CC1=C[NH]C=N1)N[Si](C)(C)C)[Si](C)(C)C	2431.7	Standard non polar	33892256
Histidylisoleucine,2TMS,isomer #5	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N[Si](C)(C)C)C(=O)O	2546.4	Semi standard non polar	33892256
Histidylisoleucine,2TMS,isomer #5	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N[Si](C)(C)C)C(=O)O	2414.8	Standard non polar	33892256
Histidylisoleucine,2TMS,isomer #6	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2562.5	Semi standard non polar	33892256
Histidylisoleucine,2TMS,isomer #6	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2528.9	Standard non polar	33892256
Histidylisoleucine,2TMS,isomer #7	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC1=CN([Si](C)(C)C)C=N1)[Si](C)(C)C	2446.7	Semi standard non polar	33892256
Histidylisoleucine,2TMS,isomer #7	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC1=CN([Si](C)(C)C)C=N1)[Si](C)(C)C	2376.1	Standard non polar	33892256
Histidylisoleucine,3TMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC1=C[NH]C=N1)N[Si](C)(C)C)[Si](C)(C)C	2395.2	Semi standard non polar	33892256
Histidylisoleucine,3TMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC1=C[NH]C=N1)N[Si](C)(C)C)[Si](C)(C)C	2449.3	Standard non polar	33892256
Histidylisoleucine,3TMS,isomer #2	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2567.2	Semi standard non polar	33892256
Histidylisoleucine,3TMS,isomer #2	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N[Si](C)(C)C)C(=O)O[Si](C)(C)C	2423.9	Standard non polar	33892256
Histidylisoleucine,3TMS,isomer #3	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2524.0	Semi standard non polar	33892256
Histidylisoleucine,3TMS,isomer #3	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2517.2	Standard non polar	33892256
Histidylisoleucine,3TMS,isomer #4	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](N)CC1=CN([Si](C)(C)C)C=N1)[Si](C)(C)C	2473.9	Semi standard non polar	33892256
Histidylisoleucine,3TMS,isomer #4	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@@H](N)CC1=CN([Si](C)(C)C)C=N1)[Si](C)(C)C	2409.6	Standard non polar	33892256
Histidylisoleucine,3TMS,isomer #5	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N[Si](C)(C)C)[Si](C)(C)C	2492.6	Semi standard non polar	33892256
Histidylisoleucine,3TMS,isomer #5	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N[Si](C)(C)C)[Si](C)(C)C	2472.8	Standard non polar	33892256
Histidylisoleucine,3TMS,isomer #6	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2488.6	Semi standard non polar	33892256
Histidylisoleucine,3TMS,isomer #6	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2553.1	Standard non polar	33892256
Histidylisoleucine,3TMS,isomer #7	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2683.6	Semi standard non polar	33892256
Histidylisoleucine,3TMS,isomer #7	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O	2551.7	Standard non polar	33892256
Histidylisoleucine,4TMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N[Si](C)(C)C)[Si](C)(C)C	2522.0	Semi standard non polar	33892256
Histidylisoleucine,4TMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N[Si](C)(C)C)[Si](C)(C)C	2498.1	Standard non polar	33892256
Histidylisoleucine,4TMS,isomer #2	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2545.5	Semi standard non polar	33892256
Histidylisoleucine,4TMS,isomer #2	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2557.8	Standard non polar	33892256
Histidylisoleucine,4TMS,isomer #3	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2672.5	Semi standard non polar	33892256
Histidylisoleucine,4TMS,isomer #3	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N([Si](C)(C)C)[Si](C)(C)C)C(=O)O[Si](C)(C)C	2568.4	Standard non polar	33892256
Histidylisoleucine,4TMS,isomer #4	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2615.4	Semi standard non polar	33892256
Histidylisoleucine,4TMS,isomer #4	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2625.8	Standard non polar	33892256
Histidylisoleucine,5TMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2681.8	Semi standard non polar	33892256
Histidylisoleucine,5TMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C)N(C(=O)[C@H](CC1=CN([Si](C)(C)C)C=N1)N([Si](C)(C)C)[Si](C)(C)C)[Si](C)(C)C	2637.9	Standard non polar	33892256
Histidylisoleucine,1TBDMS,isomer #1	CC[C@H](C)[C@H](NC(=O)[C@@H](N)CC1=C[NH]C=N1)C(=O)O[Si](C)(C)C(C)(C)C	2674.0	Semi standard non polar	33892256
Histidylisoleucine,1TBDMS,isomer #2	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=C[NH]C=N1)N[Si](C)(C)C(C)(C)C)C(=O)O	2679.9	Semi standard non polar	33892256
Histidylisoleucine,1TBDMS,isomer #3	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC1=C[NH]C=N1)[Si](C)(C)C(C)(C)C	2577.4	Semi standard non polar	33892256
Histidylisoleucine,1TBDMS,isomer #4	CC[C@H](C)[C@H](NC(=O)[C@@H](N)CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O	2787.2	Semi standard non polar	33892256
Histidylisoleucine,2TBDMS,isomer #1	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=C[NH]C=N1)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2907.0	Semi standard non polar	33892256
Histidylisoleucine,2TBDMS,isomer #1	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=C[NH]C=N1)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2822.2	Standard non polar	33892256
Histidylisoleucine,2TBDMS,isomer #2	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](N)CC1=C[NH]C=N1)[Si](C)(C)C(C)(C)C	2830.7	Semi standard non polar	33892256
Histidylisoleucine,2TBDMS,isomer #2	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](N)CC1=C[NH]C=N1)[Si](C)(C)C(C)(C)C	2731.2	Standard non polar	33892256
Histidylisoleucine,2TBDMS,isomer #3	CC[C@H](C)[C@H](NC(=O)[C@@H](N)CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C	3013.2	Semi standard non polar	33892256
Histidylisoleucine,2TBDMS,isomer #3	CC[C@H](C)[C@H](NC(=O)[C@@H](N)CC1=CN([Si](C)(C)C(C)(C)C)C=N1)C(=O)O[Si](C)(C)C(C)(C)C	2710.6	Standard non polar	33892256
Histidylisoleucine,2TBDMS,isomer #4	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CC1=C[NH]C=N1)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2829.6	Semi standard non polar	33892256
Histidylisoleucine,2TBDMS,isomer #4	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CC1=C[NH]C=N1)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2817.1	Standard non polar	33892256
Histidylisoleucine,2TBDMS,isomer #5	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N[Si](C)(C)C(C)(C)C)C(=O)O	3015.6	Semi standard non polar	33892256
Histidylisoleucine,2TBDMS,isomer #5	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N[Si](C)(C)C(C)(C)C)C(=O)O	2782.3	Standard non polar	33892256
Histidylisoleucine,2TBDMS,isomer #6	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2992.8	Semi standard non polar	33892256
Histidylisoleucine,2TBDMS,isomer #6	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	2894.9	Standard non polar	33892256
Histidylisoleucine,2TBDMS,isomer #7	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC1=CN([Si](C)(C)C(C)(C)C)C=N1)[Si](C)(C)C(C)(C)C	2915.5	Semi standard non polar	33892256
Histidylisoleucine,2TBDMS,isomer #7	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@@H](N)CC1=CN([Si](C)(C)C(C)(C)C)C=N1)[Si](C)(C)C(C)(C)C	2734.0	Standard non polar	33892256
Histidylisoleucine,3TBDMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=C[NH]C=N1)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3064.1	Semi standard non polar	33892256
Histidylisoleucine,3TBDMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=C[NH]C=N1)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2965.2	Standard non polar	33892256
Histidylisoleucine,3TBDMS,isomer #2	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3212.9	Semi standard non polar	33892256
Histidylisoleucine,3TBDMS,isomer #2	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2972.1	Standard non polar	33892256
Histidylisoleucine,3TBDMS,isomer #3	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3217.5	Semi standard non polar	33892256
Histidylisoleucine,3TBDMS,isomer #3	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3030.7	Standard non polar	33892256
Histidylisoleucine,3TBDMS,isomer #4	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](N)CC1=CN([Si](C)(C)C(C)(C)C)C=N1)[Si](C)(C)C(C)(C)C	3131.8	Semi standard non polar	33892256
Histidylisoleucine,3TBDMS,isomer #4	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@@H](N)CC1=CN([Si](C)(C)C(C)(C)C)C=N1)[Si](C)(C)C(C)(C)C	2937.8	Standard non polar	33892256
Histidylisoleucine,3TBDMS,isomer #5	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3165.9	Semi standard non polar	33892256
Histidylisoleucine,3TBDMS,isomer #5	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3003.1	Standard non polar	33892256
Histidylisoleucine,3TBDMS,isomer #6	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3140.1	Semi standard non polar	33892256
Histidylisoleucine,3TBDMS,isomer #6	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3066.6	Standard non polar	33892256
Histidylisoleucine,3TBDMS,isomer #7	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3362.1	Semi standard non polar	33892256
Histidylisoleucine,3TBDMS,isomer #7	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O	3062.5	Standard non polar	33892256
Histidylisoleucine,4TBDMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3356.6	Semi standard non polar	33892256
Histidylisoleucine,4TBDMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3184.3	Standard non polar	33892256
Histidylisoleucine,4TBDMS,isomer #2	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3417.5	Semi standard non polar	33892256
Histidylisoleucine,4TBDMS,isomer #2	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=C[NH]C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3204.4	Standard non polar	33892256
Histidylisoleucine,4TBDMS,isomer #3	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3543.5	Semi standard non polar	33892256
Histidylisoleucine,4TBDMS,isomer #3	CC[C@H](C)[C@H](NC(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	3240.1	Standard non polar	33892256
Histidylisoleucine,4TBDMS,isomer #4	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3508.5	Semi standard non polar	33892256
Histidylisoleucine,4TBDMS,isomer #4	CC[C@H](C)[C@@H](C(=O)O)N(C(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3275.5	Standard non polar	33892256
Histidylisoleucine,5TBDMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3732.2	Semi standard non polar	33892256
Histidylisoleucine,5TBDMS,isomer #1	CC[C@H](C)[C@@H](C(=O)O[Si](C)(C)C(C)(C)C)N(C(=O)[C@H](CC1=CN([Si](C)(C)C(C)(C)C)C=N1)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3460.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Histidylisoleucine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidylisoleucine 10V, Negative-QTOF	splash10-014i-0190000000-77ecc95830adc68f8032	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidylisoleucine 20V, Negative-QTOF	splash10-001l-5920000000-6b41152a2ea902ea6186	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidylisoleucine 40V, Negative-QTOF	splash10-0006-9200000000-3723dfc394c764741054	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidylisoleucine 10V, Positive-QTOF	splash10-02ti-0970000000-b2003fcf4e7a580edabe	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidylisoleucine 20V, Positive-QTOF	splash10-03di-2910000000-c9da261b1272246ae292	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Histidylisoleucine 40V, Positive-QTOF	splash10-03dj-9500000000-a8d49a2e3fba93d5e96d	2021-09-25	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-29	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	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
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	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

FDB111917

KNApSAcK ID

Not Available

Chemspider ID

8075720

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9900065

PDB ID

Not Available

ChEBI ID

141437

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Histidylisoleucine (HMDB0028888)

MOL for HMDB0028888 (Histidylisoleucine)

3D MOL for HMDB0028888 (Histidylisoleucine)

3D SDF for HMDB0028888 (Histidylisoleucine)

3D-SDF for HMDB0028888 (Histidylisoleucine)

PDB for HMDB0028888 (Histidylisoleucine)

3D PDB for HMDB0028888 (Histidylisoleucine)

SMILES for HMDB0028888 (Histidylisoleucine)

INCHI for HMDB0028888 (Histidylisoleucine)

Structure for HMDB0028888 (Histidylisoleucine)

3D Structure for HMDB0028888 (Histidylisoleucine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra