Showing metabocard for Glycylleucine (MMDBc0000150)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2020-10-27 23:37:42 UTC
Update Date2024-04-30 19:31:14 UTC
Metabolite IDMMDBc0000150
Metabolite Identification
Common NameGlycylleucine
DescriptionGlycylleucine 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
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f9237207530>


  Mrv1652305271900142D          

 13 12  0  0  0  0            999 V2000
 2498.5185 2498.1074    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2498.5185 2498.9319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2326 2499.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.9467 2498.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.6607 2499.3431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2326 2500.1677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2497.8046 2497.6940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.0905 2498.1074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2496.3765 2497.6940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.0905 2498.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2326 2497.6940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.9467 2498.1074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2326 2496.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  1  7  1  0  0  0  0
  1 11  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  2  0  0  0  0
  4  5  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00007f9237207530>

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
Download

3D SDF for #<Metabolite:0x00007f9237207530>


  Mrv1652305271900142D          

 13 12  0  0  0  0            999 V2000
 2498.5185 2498.1074    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 2498.5185 2498.9319    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2326 2499.3431    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.9467 2498.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2500.6607 2499.3431    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2326 2500.1677    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2497.8046 2497.6940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.0905 2498.1074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2496.3765 2497.6940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2497.0905 2498.9319    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2326 2497.6940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 2499.9467 2498.1074    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 2499.2326 2496.8695    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  0  0  0
  1  7  1  0  0  0  0
  1 11  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  3  6  2  0  0  0  0
  4  5  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 11 12  1  0  0  0  0
 11 13  2  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000150

> <DATABASE_NAME>
MIME

> <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

> <FORMULA>
C8H16N2O3

> <MOLECULAR_WEIGHT>
188.2242

> <EXACT_MASS>
188.116092388

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
29

> <JCHEM_AVERAGE_POLARIZABILITY>
19.398615174950535

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-2-(2-aminoacetamido)-4-methylpentanoic acid

> <ALOGPS_LOGP>
-2.08

> <JCHEM_LOGP>
-2.6937570967300966

> <ALOGPS_LOGS>
-1.09

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.950194400372812

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.893318016063013

> <JCHEM_PKA_STRONGEST_BASIC>
8.139582890263707

> <JCHEM_POLAR_SURFACE_AREA>
92.41999999999999

> <JCHEM_REFRACTIVITY>
46.9744

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.52e+01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
glycyl-L-leucine

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00007f9237207530>

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
Download

PDB for #<Metabolite:0x00007f9237207530>

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
Download

3D PDB for #<Metabolite:0x00007f9237207530>

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
Download

SMILES for #<Metabolite:0x00007f9237207530>

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

INCHI for #<Metabolite:0x00007f9237207530>

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
Download
Synonyms
ValueSource
G-LChEBI
GLChEBI
Gly-L-leuChEBI
Glycyl-L-leucineChEBI
Glycyl-leucineHMDB
N-Glycyl-L-leucineHMDB
LeucylglycineHMDB
Leu-glyHMDB
Glycylleucine, (D)-isomerHMDB
Gly-leuHMDB
g-L DipeptideHMDB
GL DipeptideHMDB
Glycine leucine dipeptideHMDB
Glycine-leucine dipeptideHMDB
N-GlycylleucineHMDB
NSC 83257HMDB
GlycylleucineChEBI
Molecular FormulaC8H16N2O3
Average Mass188.2242
Monoisotopic Mass188.116092388
IUPAC Name(2S)-2-(2-aminoacetamido)-4-methylpentanoic acid
Traditional Nameglycyl-L-leucine
CAS Registry Number869-19-2
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 KeyDKEXFJVMVGETOO-LURJTMIESA-N