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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-06 21:02:57 UTC

Update Date

2022-09-22 18:34:22 UTC

HMDB ID

HMDB0028907

Secondary Accession Numbers

HMDB28907

Metabolite Identification

Common Name

Isoleucyl-Glycine

Description

Isoleucyl-Glycine is a dipeptide composed of isoleucine and glycine. 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. This dipeptide has not yet been identified in human tissues or biofluids and so it is classified as an 'Expected' metabolite.

Structure

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

HMDB0028907
     RDKit          3D
Isoleucyl-Glycine
 29 28  0  0  0  0  0  0  0  0999 V2000
   -2.1437    1.3531    0.6217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5475    0.4493   -0.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5610   -0.6096   -0.8142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1475   -1.4941   -1.9714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2289   -0.2086   -1.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5268   -1.4788   -1.5479 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6330    0.6346   -0.5548 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4954    1.8731   -0.5240 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6649    0.0657    0.2175 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5544    0.8754    1.0329 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5334    0.0057    1.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5064   -1.2501    1.5612 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4611    0.6244    2.5522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9819    1.4281    1.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3057    0.8694    1.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9604    2.3994    0.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8667    1.0288   -1.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4983   -0.0726   -0.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4410   -1.3140    0.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1998   -1.7043   -1.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9576   -0.9003   -2.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5253   -2.4020   -2.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4046    0.2703   -2.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3834   -1.8655   -2.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2596   -2.0706   -0.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7983   -0.9634    0.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9004    1.4234    1.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0345    1.6205    0.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0184    1.4130    2.3077 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
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 13 29  1  0
M  END

HMDB0028907
     RDKit          3D
Isoleucyl-Glycine
 29 28  0  0  0  0  0  0  0  0999 V2000
   -2.1437    1.3531    0.6217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5475    0.4493   -0.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5610   -0.6096   -0.8142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1475   -1.4941   -1.9714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2289   -0.2086   -1.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5268   -1.4788   -1.5479 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6330    0.6346   -0.5548 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4954    1.8731   -0.5240 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6649    0.0657    0.2175 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5544    0.8754    1.0329 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5334    0.0057    1.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5064   -1.2501    1.5612 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4611    0.6244    2.5522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9819    1.4281    1.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3057    0.8694    1.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9604    2.3994    0.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8667    1.0288   -1.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4983   -0.0726   -0.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4410   -1.3140    0.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1998   -1.7043   -1.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9576   -0.9003   -2.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5253   -2.4020   -2.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4046    0.2703   -2.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3834   -1.8655   -2.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2596   -2.0706   -0.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7983   -0.9634    0.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9004    1.4234    1.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0345    1.6205    0.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0184    1.4130    2.3077 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
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 13 29  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  N   UNK     0      12.265   4.001   0.000  0.00  0.00           N+0
HETATM    2  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      10.931   6.311   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       9.597   2.461   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.264   6.311   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      14.932   2.461   0.000  0.00  0.00           O+0
CONECT    1    2   10                                                       
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9                                                       
CONECT    9    8                                                            
CONECT   10    1   11                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

COMPND    HMDB0028907
HETATM    1  C1  UNL     1      -2.144   1.353   0.622  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.547   0.449  -0.511  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.561  -0.610  -0.814  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.147  -1.494  -1.971  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.229  -0.209  -1.351  1.00  0.00           C  
HETATM    6  N1  UNL     1       0.527  -1.479  -1.548  1.00  0.00           N  
HETATM    7  C6  UNL     1       0.633   0.635  -0.555  1.00  0.00           C  
HETATM    8  O1  UNL     1       0.495   1.873  -0.524  1.00  0.00           O  
HETATM    9  N2  UNL     1       1.665   0.066   0.218  1.00  0.00           N  
HETATM   10  C7  UNL     1       2.554   0.875   1.033  1.00  0.00           C  
HETATM   11  C8  UNL     1       3.533   0.006   1.728  1.00  0.00           C  
HETATM   12  O2  UNL     1       3.506  -1.250   1.561  1.00  0.00           O  
HETATM   13  O3  UNL     1       4.461   0.624   2.552  1.00  0.00           O  
HETATM   14  H1  UNL     1      -2.982   1.428   1.384  1.00  0.00           H  
HETATM   15  H2  UNL     1      -1.306   0.869   1.163  1.00  0.00           H  
HETATM   16  H3  UNL     1      -1.960   2.399   0.337  1.00  0.00           H  
HETATM   17  H4  UNL     1      -2.867   1.029  -1.412  1.00  0.00           H  
HETATM   18  H5  UNL     1      -3.498  -0.073  -0.175  1.00  0.00           H  
HETATM   19  H6  UNL     1      -1.441  -1.314   0.029  1.00  0.00           H  
HETATM   20  H7  UNL     1      -3.200  -1.704  -1.775  1.00  0.00           H  
HETATM   21  H8  UNL     1      -1.958  -0.900  -2.882  1.00  0.00           H  
HETATM   22  H9  UNL     1      -1.525  -2.402  -2.024  1.00  0.00           H  
HETATM   23  H10 UNL     1      -0.405   0.270  -2.334  1.00  0.00           H  
HETATM   24  H11 UNL     1       0.383  -1.866  -2.483  1.00  0.00           H  
HETATM   25  H12 UNL     1       0.260  -2.071  -0.743  1.00  0.00           H  
HETATM   26  H13 UNL     1       1.798  -0.963   0.207  1.00  0.00           H  
HETATM   27  H14 UNL     1       1.900   1.423   1.752  1.00  0.00           H  
HETATM   28  H15 UNL     1       3.034   1.620   0.369  1.00  0.00           H  
HETATM   29  H16 UNL     1       5.018   1.413   2.308  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3   17   18
CONECT    3    4    5   19
CONECT    4   20   21   22
CONECT    5    6    7   23
CONECT    6   24   25
CONECT    7    8    8    9
CONECT    9   10   26
CONECT   10   11   27   28
CONECT   11   12   12   13
CONECT   13   29
END

HMDB0028907
     RDKit          3D
Isoleucyl-Glycine
 29 28  0  0  0  0  0  0  0  0999 V2000
   -2.1437    1.3531    0.6217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5475    0.4493   -0.5105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5610   -0.6096   -0.8142 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1475   -1.4941   -1.9714 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2289   -0.2086   -1.3507 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5268   -1.4788   -1.5479 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.6330    0.6346   -0.5548 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4954    1.8731   -0.5240 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6649    0.0657    0.2175 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5544    0.8754    1.0329 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5334    0.0057    1.7276 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5064   -1.2501    1.5612 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.4611    0.6244    2.5522 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9819    1.4281    1.3844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3057    0.8694    1.1627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9604    2.3994    0.3369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8667    1.0288   -1.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4983   -0.0726   -0.1748 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4410   -1.3140    0.0288 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1998   -1.7043   -1.7753 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9576   -0.9003   -2.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5253   -2.4020   -2.0242 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4046    0.2703   -2.3339 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3834   -1.8655   -2.4828 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2596   -2.0706   -0.7427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7983   -0.9634    0.2073 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9004    1.4234    1.7523 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0345    1.6205    0.3686 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0184    1.4130    2.3077 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
  5  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 13 29  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
I-g dipeptide	HMDB
IG dipeptide	HMDB
Ile-gly	HMDB
Isoleucine glycine dipeptide	HMDB
Isoleucine-glycine dipeptide	HMDB
Isoleucylglycine	HMDB
L-Isoleucyl-L-glycine	HMDB
2-[(2-Amino-1-hydroxy-3-methylpentylidene)amino]acetate	HMDB

Chemical Formula

C₈H₁₆N₂O₃

Average Molecular Weight

188.2242

Monoisotopic Molecular Weight

188.116092388

IUPAC Name

2-(2-amino-3-methylpentanamido)acetic acid

Traditional Name

(2-amino-3-methylpentanamido)acetic acid

CAS Registry Number

Not Available

SMILES

CCC(C)C(N)C(=O)NCC(O)=O

InChI Identifier

InChI=1S/C8H16N2O3/c1-3-5(2)7(9)8(13)10-4-6(11)12/h5,7H,3-4,9H2,1-2H3,(H,10,13)(H,11,12)

InChI Key

UCGDDTHMMVWVMV-UHFFFAOYSA-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
Isoleucine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid amide
Alpha-amino acid or derivatives
Fatty amide
N-acyl-amine
Fatty acyl
Amino acid or derivatives
Carboxamide group
Amino acid
Secondary carboxylic acid amide
Monocarboxylic acid or derivatives
Carboxylic acid
Hydrocarbon derivative
Organic oxygen compound
Organic oxide
Primary aliphatic amine
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organonitrogen compound
Organooxygen compound
Primary amine
Amine
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Feces (PMID: 27275383)

Non-excretory biofluid

Biofluid or Excreta

Saliva (PMID: 31026179)

Source

Endogenous

Endogenous (HMDB: HMDB0028907)

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

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

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	-2.62	Extrapolated

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	14.8 g/L	ALOGPS
logP	-1.7	ALOGPS
logP	-2.6	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	3.94	ChemAxon
pKa (Strongest Basic)	8.51	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	46.9 m³·mol⁻¹	ChemAxon
Polarizability	19.69 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	143.178	31661259
DarkChem	[M-H]-	138.705	31661259
DeepCCS	[M+H]+	142.988	30932474
DeepCCS	[M-H]-	139.16	30932474
DeepCCS	[M-2H]-	176.254	30932474
DeepCCS	[M+Na]+	151.911	30932474
AllCCS	[M+H]+	143.2	32859911
AllCCS	[M+H-H2O]+	139.6	32859911
AllCCS	[M+NH4]+	146.7	32859911
AllCCS	[M+Na]+	147.7	32859911
AllCCS	[M-H]-	141.8	32859911
AllCCS	[M+Na-2H]-	143.3	32859911
AllCCS	[M+HCOO]-	144.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Isoleucyl-Glycine	CCC(C)C(N)C(=O)NCC(O)=O	2610.8	Standard polar	33892256
Isoleucyl-Glycine	CCC(C)C(N)C(=O)NCC(O)=O	1632.1	Standard non polar	33892256
Isoleucyl-Glycine	CCC(C)C(N)C(=O)NCC(O)=O	1707.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Isoleucyl-Glycine,1TMS,isomer #1	CCC(C)C(N)C(=O)NCC(=O)O[Si](C)(C)C	1721.4	Semi standard non polar	33892256
Isoleucyl-Glycine,1TMS,isomer #2	CCC(C)C(N[Si](C)(C)C)C(=O)NCC(=O)O	1767.4	Semi standard non polar	33892256
Isoleucyl-Glycine,1TMS,isomer #3	CCC(C)C(N)C(=O)N(CC(=O)O)[Si](C)(C)C	1735.6	Semi standard non polar	33892256
Isoleucyl-Glycine,2TMS,isomer #1	CCC(C)C(N[Si](C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C	1781.1	Semi standard non polar	33892256
Isoleucyl-Glycine,2TMS,isomer #1	CCC(C)C(N[Si](C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C	1750.3	Standard non polar	33892256
Isoleucyl-Glycine,2TMS,isomer #2	CCC(C)C(N)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	1722.9	Semi standard non polar	33892256
Isoleucyl-Glycine,2TMS,isomer #2	CCC(C)C(N)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	1776.7	Standard non polar	33892256
Isoleucyl-Glycine,2TMS,isomer #3	CCC(C)C(C(=O)NCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1923.7	Semi standard non polar	33892256
Isoleucyl-Glycine,2TMS,isomer #3	CCC(C)C(C(=O)NCC(=O)O)N([Si](C)(C)C)[Si](C)(C)C	1760.6	Standard non polar	33892256
Isoleucyl-Glycine,2TMS,isomer #4	CCC(C)C(N[Si](C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C	1811.4	Semi standard non polar	33892256
Isoleucyl-Glycine,2TMS,isomer #4	CCC(C)C(N[Si](C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C	1780.1	Standard non polar	33892256
Isoleucyl-Glycine,3TMS,isomer #1	CCC(C)C(C(=O)NCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1924.0	Semi standard non polar	33892256
Isoleucyl-Glycine,3TMS,isomer #1	CCC(C)C(C(=O)NCC(=O)O[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1855.7	Standard non polar	33892256
Isoleucyl-Glycine,3TMS,isomer #2	CCC(C)C(N[Si](C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	1805.5	Semi standard non polar	33892256
Isoleucyl-Glycine,3TMS,isomer #2	CCC(C)C(N[Si](C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	1828.4	Standard non polar	33892256
Isoleucyl-Glycine,3TMS,isomer #3	CCC(C)C(C(=O)N(CC(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1935.3	Semi standard non polar	33892256
Isoleucyl-Glycine,3TMS,isomer #3	CCC(C)C(C(=O)N(CC(=O)O)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1892.4	Standard non polar	33892256
Isoleucyl-Glycine,4TMS,isomer #1	CCC(C)C(C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1981.2	Semi standard non polar	33892256
Isoleucyl-Glycine,4TMS,isomer #1	CCC(C)C(C(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C)N([Si](C)(C)C)[Si](C)(C)C	1950.8	Standard non polar	33892256
Isoleucyl-Glycine,1TBDMS,isomer #1	CCC(C)C(N)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C	1979.3	Semi standard non polar	33892256
Isoleucyl-Glycine,1TBDMS,isomer #2	CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O	2032.4	Semi standard non polar	33892256
Isoleucyl-Glycine,1TBDMS,isomer #3	CCC(C)C(N)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C	1968.1	Semi standard non polar	33892256
Isoleucyl-Glycine,2TBDMS,isomer #1	CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C	2229.2	Semi standard non polar	33892256
Isoleucyl-Glycine,2TBDMS,isomer #1	CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C	2138.3	Standard non polar	33892256
Isoleucyl-Glycine,2TBDMS,isomer #2	CCC(C)C(N)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2186.5	Semi standard non polar	33892256
Isoleucyl-Glycine,2TBDMS,isomer #2	CCC(C)C(N)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2187.6	Standard non polar	33892256
Isoleucyl-Glycine,2TBDMS,isomer #3	CCC(C)C(C(=O)NCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2369.5	Semi standard non polar	33892256
Isoleucyl-Glycine,2TBDMS,isomer #3	CCC(C)C(C(=O)NCC(=O)O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2154.4	Standard non polar	33892256
Isoleucyl-Glycine,2TBDMS,isomer #4	CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C	2275.7	Semi standard non polar	33892256
Isoleucyl-Glycine,2TBDMS,isomer #4	CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C	2157.1	Standard non polar	33892256
Isoleucyl-Glycine,3TBDMS,isomer #1	CCC(C)C(C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2573.8	Semi standard non polar	33892256
Isoleucyl-Glycine,3TBDMS,isomer #1	CCC(C)C(C(=O)NCC(=O)O[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2403.7	Standard non polar	33892256
Isoleucyl-Glycine,3TBDMS,isomer #2	CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2475.1	Semi standard non polar	33892256
Isoleucyl-Glycine,3TBDMS,isomer #2	CCC(C)C(N[Si](C)(C)C(C)(C)C)C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2390.9	Standard non polar	33892256
Isoleucyl-Glycine,3TBDMS,isomer #3	CCC(C)C(C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2590.7	Semi standard non polar	33892256
Isoleucyl-Glycine,3TBDMS,isomer #3	CCC(C)C(C(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2433.0	Standard non polar	33892256
Isoleucyl-Glycine,4TBDMS,isomer #1	CCC(C)C(C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2848.0	Semi standard non polar	33892256
Isoleucyl-Glycine,4TBDMS,isomer #1	CCC(C)C(C(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2665.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Isoleucyl-Glycine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gz3-9300000000-dfd357448d5de17a302f	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isoleucyl-Glycine GC-MS (1 TMS) - 70eV, Positive	splash10-0kmi-9630000000-119020bbeb59fe35f65b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isoleucyl-Glycine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Isoleucyl-Glycine 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 - Isoleucyl-Glycine 10V, Positive-QTOF	splash10-000i-6900000000-69fe7a723ada082ab8d2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoleucyl-Glycine 20V, Positive-QTOF	splash10-0699-9100000000-c4fef54de681a3819da3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoleucyl-Glycine 40V, Positive-QTOF	splash10-0aor-9000000000-abebd72797b082dcb70f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoleucyl-Glycine 10V, Negative-QTOF	splash10-000i-0900000000-8ed00e2c87df784a783e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoleucyl-Glycine 20V, Negative-QTOF	splash10-00dr-6900000000-5d8cca50a241c6027623	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoleucyl-Glycine 40V, Negative-QTOF	splash10-0ab9-9000000000-5d3e10d94acc7d054ff0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoleucyl-Glycine 10V, Positive-QTOF	splash10-000i-9500000000-b859ca4fba7f1d09a508	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoleucyl-Glycine 20V, Positive-QTOF	splash10-05n0-9000000000-0f6caf4664d24b1eff9b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoleucyl-Glycine 40V, Positive-QTOF	splash10-0a4i-9000000000-fa878588fdb8c38a580a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoleucyl-Glycine 10V, Negative-QTOF	splash10-000i-1900000000-a44527e35f1e652ba275	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoleucyl-Glycine 20V, Negative-QTOF	splash10-00di-9400000000-ea3126da87376a48a933	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Isoleucyl-Glycine 40V, Negative-QTOF	splash10-00di-9000000000-590d49949cd5ffc7e185	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

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

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Saliva
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	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	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
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Attachment loss	31026179	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Periodontal Probing Depth	31026179	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Male	Supragingival Calculus	31026179	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 ]
Attachment loss
Liebsch C, Pitchika V, Pink C, Samietz S, Kastenmuller G, Artati A, Suhre K, Adamski J, Nauck M, Volzke H, Friedrich N, Kocher T, Holtfreter B, Pietzner M: The Saliva Metabolome in Association to Oral Health Status. J Dent Res. 2019 Jun;98(6):642-651. doi: 10.1177/0022034519842853. Epub 2019 Apr 26. [PubMed:31026179 ]
Periodontal Probing Depth
Liebsch C, Pitchika V, Pink C, Samietz S, Kastenmuller G, Artati A, Suhre K, Adamski J, Nauck M, Volzke H, Friedrich N, Kocher T, Holtfreter B, Pietzner M: The Saliva Metabolome in Association to Oral Health Status. J Dent Res. 2019 Jun;98(6):642-651. doi: 10.1177/0022034519842853. Epub 2019 Apr 26. [PubMed:31026179 ]
Supragingival Calculus
Liebsch C, Pitchika V, Pink C, Samietz S, Kastenmuller G, Artati A, Suhre K, Adamski J, Nauck M, Volzke H, Friedrich N, Kocher T, Holtfreter B, Pietzner M: The Saliva Metabolome in Association to Oral Health Status. J Dent Res. 2019 Jun;98(6):642-651. doi: 10.1177/0022034519842853. Epub 2019 Apr 26. [PubMed:31026179 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB111936

KNApSAcK ID

Not Available

Chemspider ID

303621

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

342532

PDB ID

Not Available

ChEBI ID

Not Available

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

Steinberg S, Bada JL: Diketopiperazine formation during investigations of amino Acid racemization in dipeptides. Science. 1981 Jul 31;213(4507):544-5. [PubMed:17794841 ]
Brynda J, Fabry M, Horejsi M, Sedlacek J: The Gag-Pol encoded proteinase of an avian retrovirus expressed in E. coli can produce a novel proteinase (PR + IleGly) that is two amino acids larger at its carboxy-terminal region than the major Gag proteinase (PR). Virology. 1995 Feb 20;207(1):185-90. [PubMed:7871726 ]
Crapatureanu S, Serbanescu R, Brevitt SB, Kluger R: Molecular necklaces. Cross-linking hemoglobin with reagents containing covalently attached ligands. Bioconjug Chem. 1999 Nov-Dec;10(6):1058-67. [PubMed:10563776 ]
Bollon AP, Magee PT: Involvement of threonine deaminase in multivalent repression of the isoleucine-valine pathway in Saccharomyces cerevisiae. Proc Natl Acad Sci U S A. 1971 Sep;68(9):2169-72. [PubMed:4943789 ]

Showing metabocard for Isoleucyl-Glycine (HMDB0028907)

MOL for HMDB0028907 (Isoleucyl-Glycine)

3D MOL for HMDB0028907 (Isoleucyl-Glycine)

3D SDF for HMDB0028907 (Isoleucyl-Glycine)

3D-SDF for HMDB0028907 (Isoleucyl-Glycine)

PDB for HMDB0028907 (Isoleucyl-Glycine)

3D PDB for HMDB0028907 (Isoleucyl-Glycine)

SMILES for HMDB0028907 (Isoleucyl-Glycine)

INCHI for HMDB0028907 (Isoleucyl-Glycine)

Structure for HMDB0028907 (Isoleucyl-Glycine)

3D Structure for HMDB0028907 (Isoleucyl-Glycine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra