MiMeDB: Showing metabocard for Glycylleucine (MMDBc0000150)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-10-27 23:37:42 UTC

Update Date

2024-04-30 19:31:14 UTC

Metabolite ID

MMDBc0000150

Metabolite Identification

Common Name

Glycylleucine

Description

Glycylleucine is a dipeptide composed of glycine and leucine. 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. It appears to be a common substrate for glycyl-leucine dipeptidase.

Structure

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

HMDB0000759
     RDKit          3D
Glycylleucine
 29 28  0  0  0  0  0  0  0  0999 V2000
   -3.0409   -1.7361    0.5380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2808   -0.5752   -0.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0417    0.6714    0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8561   -0.6019    0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0741    0.4095   -0.2391 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4293    0.1902    0.3446 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5497   -0.0175   -0.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3651   -0.0109   -1.7523 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9090   -0.2392    0.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8409   -0.4192   -1.0741 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2783    1.7725    0.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0745    2.1622    1.3467 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9766    2.6966   -0.5647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9941   -2.6451   -0.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6029   -1.8921    1.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1082   -1.4666    0.6807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3850   -0.6836   -1.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2673    1.3384   -0.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4878    1.1927    1.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0128    0.3711    0.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8967   -0.5441    1.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4464   -1.6266    0.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1737    0.3721   -1.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4946    0.1994    1.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2329    0.6458    0.5897 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9080   -1.0930    0.7104 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4624   -1.1857   -1.6842 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7897   -0.6478   -0.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6283    3.3627   -0.1676 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
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  5 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
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  6
  6 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 13 29  1  0
M  END

HMDB0000759
     RDKit          3D
Glycylleucine
 29 28  0  0  0  0  0  0  0  0999 V2000
   -3.0409   -1.7361    0.5380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2808   -0.5752   -0.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0417    0.6714    0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8561   -0.6019    0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0741    0.4095   -0.2391 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4293    0.1902    0.3446 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5497   -0.0175   -0.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3651   -0.0109   -1.7523 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9090   -0.2392    0.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8409   -0.4192   -1.0741 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2783    1.7725    0.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0745    2.1622    1.3467 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9766    2.6966   -0.5647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9941   -2.6451   -0.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6029   -1.8921    1.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1082   -1.4666    0.6807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3850   -0.6836   -1.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2673    1.3384   -0.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4878    1.1927    1.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0128    0.3711    0.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8967   -0.5441    1.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4464   -1.6266    0.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1737    0.3721   -1.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4946    0.1994    1.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2329    0.6458    0.5897 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9080   -1.0930    0.7104 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4624   -1.1857   -1.6842 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7897   -0.6478   -0.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6283    3.3627   -0.1676 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
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  5 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
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  6
  6 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 13 29  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0    4663.9014663.134   0.000  0.00  0.00           C+0
HETATM    2  N   UNK     0    4663.9014664.673   0.000  0.00  0.00           N+0
HETATM    3  C   UNK     0    4665.2344665.440   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    4666.5674664.673   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0    4667.9004665.440   0.000  0.00  0.00           N+0
HETATM    6  O   UNK     0    4665.2344666.980   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0    4662.5694662.362   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    4661.2364663.134   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    4659.9034662.362   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    4661.2364664.673   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    4665.2344662.362   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0    4666.5674663.134   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0    4665.2344660.823   0.000  0.00  0.00           O+0
CONECT    1    2    7   11                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    3                                                            
CONECT    7    1    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8                                                            
CONECT   11    1   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END

COMPND    HMDB0000759
HETATM    1  C1  UNL     1      -3.041  -1.736   0.538  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.281  -0.575  -0.139  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.042   0.671   0.277  1.00  0.00           C  
HETATM    4  C4  UNL     1      -0.856  -0.602   0.318  1.00  0.00           C  
HETATM    5  C5  UNL     1       0.074   0.409  -0.239  1.00  0.00           C  
HETATM    6  N1  UNL     1       1.429   0.190   0.345  1.00  0.00           N  
HETATM    7  C6  UNL     1       2.550  -0.017  -0.496  1.00  0.00           C  
HETATM    8  O1  UNL     1       2.365  -0.011  -1.752  1.00  0.00           O  
HETATM    9  C7  UNL     1       3.909  -0.239   0.002  1.00  0.00           C  
HETATM   10  N2  UNL     1       4.841  -0.419  -1.074  1.00  0.00           N  
HETATM   11  C8  UNL     1      -0.278   1.772   0.195  1.00  0.00           C  
HETATM   12  O2  UNL     1       0.074   2.162   1.347  1.00  0.00           O  
HETATM   13  O3  UNL     1      -0.977   2.697  -0.565  1.00  0.00           O  
HETATM   14  H1  UNL     1      -2.994  -2.645  -0.095  1.00  0.00           H  
HETATM   15  H2  UNL     1      -2.603  -1.892   1.534  1.00  0.00           H  
HETATM   16  H3  UNL     1      -4.108  -1.467   0.681  1.00  0.00           H  
HETATM   17  H4  UNL     1      -2.385  -0.684  -1.226  1.00  0.00           H  
HETATM   18  H5  UNL     1      -3.267   1.338  -0.586  1.00  0.00           H  
HETATM   19  H6  UNL     1      -2.488   1.193   1.076  1.00  0.00           H  
HETATM   20  H7  UNL     1      -4.013   0.371   0.768  1.00  0.00           H  
HETATM   21  H8  UNL     1      -0.897  -0.544   1.442  1.00  0.00           H  
HETATM   22  H9  UNL     1      -0.446  -1.627   0.080  1.00  0.00           H  
HETATM   23  H10 UNL     1       0.174   0.372  -1.340  1.00  0.00           H  
HETATM   24  H11 UNL     1       1.495   0.199   1.362  1.00  0.00           H  
HETATM   25  H12 UNL     1       4.233   0.646   0.590  1.00  0.00           H  
HETATM   26  H13 UNL     1       3.908  -1.093   0.710  1.00  0.00           H  
HETATM   27  H14 UNL     1       4.462  -1.186  -1.684  1.00  0.00           H  
HETATM   28  H15 UNL     1       5.790  -0.648  -0.753  1.00  0.00           H  
HETATM   29  H16 UNL     1      -1.628   3.363  -0.168  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3    4   17
CONECT    3   18   19   20
CONECT    4    5   21   22
CONECT    5    6   11   23
CONECT    6    7   24
CONECT    7    8    8    9
CONECT    9   10   25   26
CONECT   10   27   28
CONECT   11   12   12   13
CONECT   13   29
END

HMDB0000759
     RDKit          3D
Glycylleucine
 29 28  0  0  0  0  0  0  0  0999 V2000
   -3.0409   -1.7361    0.5380 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2808   -0.5752   -0.1387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0417    0.6714    0.2768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8561   -0.6019    0.3183 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0741    0.4095   -0.2391 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.4293    0.1902    0.3446 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.5497   -0.0175   -0.4957 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3651   -0.0109   -1.7523 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9090   -0.2392    0.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8409   -0.4192   -1.0741 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2783    1.7725    0.1949 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0745    2.1622    1.3467 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9766    2.6966   -0.5647 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9941   -2.6451   -0.0954 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6029   -1.8921    1.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1082   -1.4666    0.6807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3850   -0.6836   -1.2259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2673    1.3384   -0.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4878    1.1927    1.0761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0128    0.3711    0.7675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8967   -0.5441    1.4425 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4464   -1.6266    0.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1737    0.3721   -1.3401 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4946    0.1994    1.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2329    0.6458    0.5897 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9080   -1.0930    0.7104 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4624   -1.1857   -1.6842 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7897   -0.6478   -0.7530 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6283    3.3627   -0.1676 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
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  5 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
  3 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  6
  6 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 13 29  1  0
M  END

Synonyms

Value	Source
G-L	ChEBI
GL	ChEBI
Gly-L-leu	ChEBI
Glycyl-L-leucine	ChEBI
Glycyl-leucine	HMDB
N-Glycyl-L-leucine	HMDB
Leucylglycine	HMDB
Leu-gly	HMDB
Glycylleucine, (D)-isomer	HMDB
Gly-leu	HMDB
g-L Dipeptide	HMDB
GL Dipeptide	HMDB
Glycine leucine dipeptide	HMDB
Glycine-leucine dipeptide	HMDB
N-Glycylleucine	HMDB
NSC 83257	HMDB
Glycylleucine	ChEBI

Molecular Formula

C₈H₁₆N₂O₃

Average Mass

188.2242

Monoisotopic Mass

188.116092388

IUPAC Name

(2S)-2-(2-aminoacetamido)-4-methylpentanoic acid

Traditional Name

glycyl-L-leucine

CAS Registry Number

869-19-2

SMILES

CC(C)C[C@H](NC(=O)CN)C(O)=O

InChI Identifier

InChI=1S/C8H16N2O3/c1-5(2)3-6(8(12)13)10-7(11)4-9/h5-6H,3-4,9H2,1-2H3,(H,10,11)(H,12,13)/t6-/m0/s1

InChI Key

DKEXFJVMVGETOO-LURJTMIESA-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
Leucine or derivatives
N-acyl-alpha-amino acid
N-acyl-alpha amino acid or derivatives
Alpha-amino acid or derivatives
Branched fatty acid
Methyl-branched fatty acid
Fatty acyl
Fatty acid
Amino acid or derivatives
Amino acid
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic oxide
Organic oxygen compound
Primary aliphatic amine
Amine
Organic nitrogen compound
Hydrocarbon derivative
Organonitrogen compound
Organooxygen compound
Organopnictogen compound
Primary amine
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

dipeptide (CHEBI:73514 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	15.2 g/L	ALOGPS
logP	-2.1	ALOGPS
logP	-2.7	ChemAxon
logS	-1.1	ALOGPS
pKa (Strongest Acidic)	3.89	ChemAxon
pKa (Strongest Basic)	8.14	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	46.97 m³·mol⁻¹	ChemAxon
Polarizability	19.4 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	splash10-0536-9100000000-2d9e815e0054e9da48f6	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-0fef-9820000000-d05caf4a1ea9eb5ddf88	2017-10-06	View Spectrum
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 (TMS_1_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-05	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Positive (Annotated)	splash10-0016-1900000000-a852c69819cf24f4e741	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Positive (Annotated)	splash10-000i-9000000000-b162700f9bcc75357713	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Positive (Annotated)	splash10-000f-9000000000-5cd918e7e11bfce7be57	2012-07-24	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative	splash10-000i-0900000000-541d9e8d735cd6e426eb	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative	splash10-001u-0900000000-5bca6608db38d3ad7553	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative	splash10-001i-3900000000-8b68a3411c22d0adc0b4	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative	splash10-00e9-9500000000-6e99a1c2936e770f9424	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative	splash10-00di-9000000000-9271b05afa978548360d	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 10V, Positive	splash10-000i-0900000000-727fca50027e24ece915	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 20V, Positive	splash10-0019-9800000000-955d0cb4dc730f98f2b6	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 30V, Positive	splash10-000i-9000000000-dc63ae2d4fc2193e80f2	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 40V, Positive	splash10-000i-9000000000-eab8ffe1748c1c1c95a2	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ (API3000, Applied Biosystems) 50V, Positive	splash10-000f-9100000000-c6da64dfa236dbcb2575	2012-08-31	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-000i-0900000000-541d9e8d735cd6e426eb	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-001u-0900000000-5bca6608db38d3ad7553	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-001i-3900000000-8b68a3411c22d0adc0b4	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-00e9-9500000000-d2ee0ebfb6482a620efc	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , negative	splash10-00di-9000000000-9271b05afa978548360d	2017-09-14	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-000i-0900000000-727fca50027e24ece915	2017-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0080-4900000000-6629cecf75f784eab2f3	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0540-9200000000-dc1b53115a8072ea3b92	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a59-9000000000-07147f8e5f9cc61d073e	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000i-0900000000-c96c0078487b0e492996	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-007c-3900000000-818ae37e2406000cf7c7	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9200000000-b8f8394c4b0eda9203c1	2017-09-01	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 125 MHz, H₂O, experimental)		2012-12-04	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)		2012-12-04	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, experimental)		2021-10-10	View Spectrum
2D NMR	[¹H, ¹H]-TOCSY. Unexported temporarily by An Chi on Oct 15, 2021 until json or nmrML file is generated. 2D NMR Spectrum (experimental)		2012-12-04	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)		2012-12-05	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Mitochondria

Biospecimen Locations

Blood
Feces
Intestine
Placenta
Saliva
Urine

Tissue Locations

Intestine
Placenta

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

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference
MMDBr0006617	Glycylleucine	Tryptophanyl-Glycyl-Leucine	Not Available		VMH	30371894

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	Verrucomicrobia	3	Human feces; Human stool; Human ; Human urine	Indirect association between microbiota composition and metabolites measured in host biospecimen; Metabolic reconstruction
Bacteria	Firmicutes	733	Human stool; Human ; Human feces; Human sputum; Human subgingival plaque; Human saliva; Human urine; Human pleural fluid plaque; Pig ; Human mucosa; Human supragingival plaque; Cattle	Indirect association between microbiota composition and metabolites measured in host biospecimen; Metabolic reconstruction
Archaea	Euryarchaeota	11	Human feces; Human	Indirect association between microbiota composition and metabolites measured in host biospecimen; Metabolic reconstruction
Bacteria	Proteobacteria	343	Human feces; Human sputum; Human ; Human unknown; Pig ; Human pleural fluid plaque; Human dental plaque; Human nasal swab; Human stool; Human feces; pleural fluid plaque; bal	Metabolic reconstruction
Bacteria	Actinobacteria	246	Human feces; Human sputum; Human bronchial brush; Human nasopharyngeal swab; Human pleural fluid plaque; Human dental plaque; Human ; Human supragingival plaque; Human mucosa; Human subgingival plaque; Human saliva	Metabolic reconstruction
Bacteria	Bacteroidetes	133	Human feces; Human appendix biopsy; Human ; Human stool; Human saliva; Human gastric fluid; Human urine; Human subgingival plaque; Human supragingival plaque	Metabolic reconstruction
Bacteria	Synergistetes	7	Human feces	Metabolic reconstruction
Bacteria	Spirochaetes	2	Human feces	Metabolic reconstruction
Archaea	Thaumarchaeota	2		Metabolic reconstruction
Bacteria	Fusobacteria	39	Human feces; Human	Metabolic reconstruction
Bacteria	Candidatus melainabacteria	2	Human feces	Metabolic reconstruction
Bacteria	Tenericutes	8	Human feces	Metabolic reconstruction
Bacteria	Planctomycetes	2	Human feces	Metabolic reconstruction
Archaea	Crenarchaeota	2		Metabolic reconstruction

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference
Animal	Milk	Bos taurus	FooDB	31437929
Animal	Milk	Bos taurus	FooDB	31437929

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified							HMDB
Human Urine	Detected and Quantified	0.07		umol/mmol creatinine	Adult (>18 years old)	Both	Normal	HMDB	19309105
Human Saliva	Detected and Quantified	0.00296	0.0145	uM	Adult (>18 years old)	Female	Normal	HMDB	Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles.
Human Saliva	Detected and Quantified	0.918	1.35	uM	Adult (>18 years old)	Male	Normal	HMDB	Sugimoto et al. (2013) Physiological and environmental parameters associated with mass spectrometry-based salivary metabolomic profiles.
Human Intestine	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Placenta	Detected but not Quantified				Not Specified	Not Specified	Normal	HMDB	34986597
Human Urine	Detected but not Quantified				Adult (>18 years old)	Both	Normal	HMDB	21389975
Human Saliva	Detected but not Quantified				Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified				Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified				Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified				Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified				Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified				Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified				Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified				Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified				Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Saliva	Detected but not Quantified				Adult (>18 years old)	Male	Normal	HMDB	22308371
Human Feces	Detected but not Quantified				Not Specified	Both	Normal	HMDB	25486321
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
Human Blood	Detected but not Quantified							HMDB

External Links

HMDB ID

HMDB0000759

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022228

KNApSAcK ID

Not Available

Chemspider ID

83812

KEGG Compound ID

C02155

BioCyc ID

CPD-12312

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5727

PubChem Compound

92843

PDB ID

Not Available

ChEBI ID

73514

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Thompson JA, Markey SP, Fennessey PV: Gas-chromatographic/mass-spectrometric identification and quantitation of tetronic and deoxytetronic acids in urine from normal adults and neonates. Clin Chem. 1975 Dec;21(13):1892-8. [PubMed:1192581 ]
Smirnov KV, Syrykh GD, Legen'kov VI, Goland-Ruvinova LG, Medkova IL: [Digestive system status after prolonged space flights]. Kosm Biol Aviakosm Med. 1982 Mar-Apr;16(2):19-22. [PubMed:7070032 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]

Showing metabocard for Glycylleucine (MMDBc0000150)

MOL for #<Metabolite:0x00007f46d330a388>

3D MOL for #<Metabolite:0x00007f46d330a388>

3D SDF for #<Metabolite:0x00007f46d330a388>

3D-SDF for #<Metabolite:0x00007f46d330a388>

PDB for #<Metabolite:0x00007f46d330a388>

3D PDB for #<Metabolite:0x00007f46d330a388>

SMILES for #<Metabolite:0x00007f46d330a388>

INCHI for #<Metabolite:0x00007f46d330a388>

Structure for #<Metabolite:0x00007f46d330a388>

3D Structure for #<Metabolite:0x00007f46d330a388>