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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-08-28 06:13:30 UTC

Update Date

2022-09-22 18:34:34 UTC

HMDB ID

HMDB0242182

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Hexanoylglutamine

Description

Hexanoylglutamine belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom. Based on a literature review very few articles have been published on Hexanoylglutamine.

Structure

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

HMDB0242182
     RDKit          3D
Hexanoylglutamine
 37 36  0  0  0  0  0  0  0  0999 V2000
   -4.5494    1.4256    0.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1337    0.0232    0.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4152   -0.6682   -0.7328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1588   -0.0371   -1.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0926    0.1110   -0.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6411   -1.1717    0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5881   -1.9375    1.1750 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5358   -1.6474    0.3252 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5769   -0.9759   -0.3943 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3042   -0.0083    0.5086 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3771    0.7008   -0.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0969    1.6898    0.6145 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3567    1.5376    0.7940 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4435    2.7447    1.2188 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5304   -2.0620   -0.8265 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4172   -3.2095   -0.3593 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5301   -1.8166   -1.7349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0697    2.1848    0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6543    1.5906    0.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3513    1.6422   -1.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5845   -0.0314    1.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0807   -0.5533    0.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2272   -1.7218   -0.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1593   -0.7516   -1.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4004    0.9855   -1.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7192   -0.5738   -2.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4076    0.7424    0.7080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2129    0.6263   -0.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5725   -2.9263    1.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2381   -0.4702   -1.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7678   -0.5717    1.3551 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6141    0.7421    0.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9225    1.2989   -1.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1384    0.0350   -0.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8976    0.7567    0.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9624    3.5810    1.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3089   -1.2839   -2.5850 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  3
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 12 14  1  0
  9 15  1  0
 15 16  2  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  9 30  1  6
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 14 36  1  0
 17 37  1  0
M  END


  Mrv1652308282100562D          

 18 17  0  0  1  0            999 V2000
    7.4250    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    2.8579    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
    1.2375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    3.5724    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8875    2.1434    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  7  6  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  5  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  2  0  0  0  0
  8 13  1  1  0  0  0
 13 10  2  0  0  0  0
 14  9  1  0  0  0  0
 10 15  1  4  0  0  0
 16 11  2  0  0  0  0
 17 11  1  0  0  0  0
  8 18  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0242182

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C11H20N2O4/c1-2-3-4-5-10(15)13-8(11(16)17)6-7-9(12)14/h8H,2-7H2,1H3,(H2,12,14)(H,13,15)(H,16,17)/t8-/m0/s1

> <INCHI_KEY>
NONGMLDQXRDGIT-QMMMGPOBSA-N

> <FORMULA>
C11H20N2O4

> <MOLECULAR_WEIGHT>
244.291

> <EXACT_MASS>
244.142307132

> <JCHEM_ACCEPTOR_COUNT>
6

> <JCHEM_ATOM_COUNT>
37

> <JCHEM_AVERAGE_POLARIZABILITY>
26.17228603614376

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(2S)-4-(C-hydroxycarbonimidoyl)-2-[(1-hydroxyhexylidene)amino]butanoic acid

> <JCHEM_LOGP>
-0.9438229377120051

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
4.088674326828256

> <JCHEM_PKA_STRONGEST_ACIDIC>
-0.4428799690310603

> <JCHEM_PKA_STRONGEST_BASIC>
12.924574557571821

> <JCHEM_POLAR_SURFACE_AREA>
113.97000000000001

> <JCHEM_REFRACTIVITY>
72.4419

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <JCHEM_TRADITIONAL_IUPAC>
(2S)-4-(C-hydroxycarbonimidoyl)-2-[(1-hydroxyhexylidene)amino]butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0242182
     RDKit          3D
Hexanoylglutamine
 37 36  0  0  0  0  0  0  0  0999 V2000
   -4.5494    1.4256    0.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1337    0.0232    0.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4152   -0.6682   -0.7328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1588   -0.0371   -1.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0926    0.1110   -0.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6411   -1.1717    0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5881   -1.9375    1.1750 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5358   -1.6474    0.3252 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5769   -0.9759   -0.3943 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3042   -0.0083    0.5086 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3771    0.7008   -0.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0969    1.6898    0.6145 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3567    1.5376    0.7940 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4435    2.7447    1.2188 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5304   -2.0620   -0.8265 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4172   -3.2095   -0.3593 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5301   -1.8166   -1.7349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0697    2.1848    0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6543    1.5906    0.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3513    1.6422   -1.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5845   -0.0314    1.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0807   -0.5533    0.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2272   -1.7218   -0.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1593   -0.7516   -1.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4004    0.9855   -1.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7192   -0.5738   -2.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4076    0.7424    0.7080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2129    0.6263   -0.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5725   -2.9263    1.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2381   -0.4702   -1.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7678   -0.5717    1.3551 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6141    0.7421    0.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9225    1.2989   -1.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1384    0.0350   -0.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8976    0.7567    0.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9624    3.5810    1.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3089   -1.2839   -2.5850 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  3
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 12 14  1  0
  9 15  1  0
 15 16  2  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  9 30  1  6
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 14 36  1  0
 17 37  1  0
M  END

HEADER    PROTEIN                                 28-AUG-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   28-AUG-21         0                                  
HETATM    1  C   UNK     0      13.860  10.669   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.090   9.336   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.550   9.336   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.780   8.002   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.240   8.002   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.620   5.335   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.850   4.001   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.160   5.335   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.310   4.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.470   6.668   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   12  N   UNK     0       1.540   2.667   0.000  0.00  0.00           N+0
HETATM   13  N   UNK     0       6.930   6.668   0.000  0.00  0.00           N+0
HETATM   14  O   UNK     0       1.540   5.335   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0       9.240   5.335   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       8.470   4.001   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       6.160   2.667   0.000  0.00  0.00           O+0
HETATM   18  H   UNK     0       5.390   4.001   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4   10                                                       
CONECT    6    7    8                                                       
CONECT    7    6    9                                                       
CONECT    8    6   11   13   18                                             
CONECT    9    7   12   14                                                  
CONECT   10    5   13   15                                                  
CONECT   11    8   16   17                                                  
CONECT   12    9                                                            
CONECT   13    8   10                                                       
CONECT   14    9                                                            
CONECT   15   10                                                            
CONECT   16   11                                                            
CONECT   17   11                                                            
CONECT   18    8                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    HMDB0242182
HETATM    1  C1  UNL     1      -4.549   1.426   0.038  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.134   0.023   0.370  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.415  -0.668  -0.733  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.159  -0.037  -1.188  1.00  0.00           C  
HETATM    5  C5  UNL     1      -1.093   0.111  -0.154  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.641  -1.172   0.433  1.00  0.00           C  
HETATM    7  O1  UNL     1      -1.588  -1.938   1.175  1.00  0.00           O  
HETATM    8  N1  UNL     1       0.536  -1.647   0.325  1.00  0.00           N  
HETATM    9  C7  UNL     1       1.577  -0.976  -0.394  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.304  -0.008   0.509  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.377   0.701  -0.257  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.097   1.690   0.614  1.00  0.00           C  
HETATM   13  N2  UNL     1       5.357   1.538   0.794  1.00  0.00           N  
HETATM   14  O2  UNL     1       3.443   2.745   1.219  1.00  0.00           O  
HETATM   15  C11 UNL     1       2.530  -2.062  -0.826  1.00  0.00           C  
HETATM   16  O3  UNL     1       2.417  -3.209  -0.359  1.00  0.00           O  
HETATM   17  O4  UNL     1       3.530  -1.817  -1.735  1.00  0.00           O  
HETATM   18  H1  UNL     1      -4.070   2.185   0.693  1.00  0.00           H  
HETATM   19  H2  UNL     1      -5.654   1.591   0.153  1.00  0.00           H  
HETATM   20  H3  UNL     1      -4.351   1.642  -1.047  1.00  0.00           H  
HETATM   21  H4  UNL     1      -3.584  -0.031   1.350  1.00  0.00           H  
HETATM   22  H5  UNL     1      -5.081  -0.553   0.559  1.00  0.00           H  
HETATM   23  H6  UNL     1      -3.227  -1.722  -0.447  1.00  0.00           H  
HETATM   24  H7  UNL     1      -4.159  -0.752  -1.580  1.00  0.00           H  
HETATM   25  H8  UNL     1      -2.400   0.986  -1.569  1.00  0.00           H  
HETATM   26  H9  UNL     1      -1.719  -0.574  -2.054  1.00  0.00           H  
HETATM   27  H10 UNL     1      -1.408   0.742   0.708  1.00  0.00           H  
HETATM   28  H11 UNL     1      -0.213   0.626  -0.570  1.00  0.00           H  
HETATM   29  H12 UNL     1      -1.573  -2.926   1.014  1.00  0.00           H  
HETATM   30  H13 UNL     1       1.238  -0.470  -1.303  1.00  0.00           H  
HETATM   31  H14 UNL     1       2.768  -0.572   1.355  1.00  0.00           H  
HETATM   32  H15 UNL     1       1.614   0.742   0.930  1.00  0.00           H  
HETATM   33  H16 UNL     1       2.923   1.299  -1.073  1.00  0.00           H  
HETATM   34  H17 UNL     1       4.138   0.035  -0.665  1.00  0.00           H  
HETATM   35  H18 UNL     1       5.898   0.757   0.360  1.00  0.00           H  
HETATM   36  H19 UNL     1       3.962   3.581   1.458  1.00  0.00           H  
HETATM   37  H20 UNL     1       3.309  -1.284  -2.585  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   21   22
CONECT    3    4   23   24
CONECT    4    5   25   26
CONECT    5    6   27   28
CONECT    6    7    8    8
CONECT    7   29
CONECT    8    9
CONECT    9   10   15   30
CONECT   10   11   31   32
CONECT   11   12   33   34
CONECT   12   13   13   14
CONECT   13   35
CONECT   14   36
CONECT   15   16   16   17
CONECT   17   37
END

HMDB0242182
     RDKit          3D
Hexanoylglutamine
 37 36  0  0  0  0  0  0  0  0999 V2000
   -4.5494    1.4256    0.0377 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1337    0.0232    0.3695 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4152   -0.6682   -0.7328 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1588   -0.0371   -1.1883 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0926    0.1110   -0.1543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6411   -1.1717    0.4329 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5881   -1.9375    1.1750 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5358   -1.6474    0.3252 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.5769   -0.9759   -0.3943 C   0  0  1  0  0  0  0  0  0  0  0  0
    2.3042   -0.0083    0.5086 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3771    0.7008   -0.2567 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0969    1.6898    0.6145 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3567    1.5376    0.7940 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4435    2.7447    1.2188 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5304   -2.0620   -0.8265 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4172   -3.2095   -0.3593 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5301   -1.8166   -1.7349 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0697    2.1848    0.6930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6543    1.5906    0.1534 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3513    1.6422   -1.0474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5845   -0.0314    1.3497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0807   -0.5533    0.5593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2272   -1.7218   -0.4472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1593   -0.7516   -1.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4004    0.9855   -1.5686 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7192   -0.5738   -2.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4076    0.7424    0.7080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2129    0.6263   -0.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5725   -2.9263    1.0137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2381   -0.4702   -1.3031 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7678   -0.5717    1.3551 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6141    0.7421    0.9296 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9225    1.2989   -1.0734 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1384    0.0350   -0.6649 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8976    0.7567    0.3599 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9624    3.5810    1.4576 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3089   -1.2839   -2.5850 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
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  2  3
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  3
 12 14  1  0
  9 15  1  0
 15 16  2  0
 15 17  1  0
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  7 29  1  0
  9 30  1  6
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 13 35  1  0
 14 36  1  0
 17 37  1  0
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Not Available

Chemical Formula

C₁₁H₂₀N₂O₄

Average Molecular Weight

244.291

Monoisotopic Molecular Weight

244.142307132

IUPAC Name

(2S)-4-(C-hydroxycarbonimidoyl)-2-[(1-hydroxyhexylidene)amino]butanoic acid

Traditional Name

(2S)-4-(C-hydroxycarbonimidoyl)-2-[(1-hydroxyhexylidene)amino]butanoic acid

CAS Registry Number

Not Available

SMILES

[H][C@@](CCC(O)=N)(N=C(O)CCCCC)C(O)=O

InChI Identifier

InChI=1S/C11H20N2O4/c1-2-3-4-5-10(15)13-8(11(16)17)6-7-9(12)14/h8H,2-7H2,1H3,(H2,12,14)(H,13,15)(H,16,17)/t8-/m0/s1

InChI Key

NONGMLDQXRDGIT-QMMMGPOBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as glutamine and derivatives. Glutamine and derivatives are compounds containing glutamine or a derivative thereof resulting from reaction of glutamine at the amino group or the carboxy group, or from the replacement of any hydrogen of glycine by a heteroatom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

Glutamine and derivatives

Alternative Parents

Substituents

Glutamine or derivatives
N-acyl-alpha-amino acid
N-acyl-l-alpha-amino acid
N-acyl-alpha amino acid or derivatives
N-acyl-l-glutamine
Fatty amide
N-acyl-amine
Fatty acyl
Fatty acid
Carboxamide group
Secondary carboxylic acid amide
Primary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

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	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	-0.94	ChemAxon
pKa (Strongest Acidic)	-0.44	ChemAxon
pKa (Strongest Basic)	12.92	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	6	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	113.97 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	72.44 m³·mol⁻¹	ChemAxon
Polarizability	26.17 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
DeepCCS	[M+H]+	157.794	30932474
DeepCCS	[M-H]-	155.399	30932474
DeepCCS	[M-2H]-	188.449	30932474
DeepCCS	[M+Na]+	163.806	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Hexanoylglutamine	[H][C@@](CCC(O)=N)(N=C(O)CCCCC)C(O)=O	3152.2	Standard polar	33892256
Hexanoylglutamine	[H][C@@](CCC(O)=N)(N=C(O)CCCCC)C(O)=O	2008.9	Standard non polar	33892256
Hexanoylglutamine	[H][C@@](CCC(O)=N)(N=C(O)CCCCC)C(O)=O	2130.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Hexanoylglutamine,4TMS,isomer #1	CCCCCC(=N[C@@H](CCC(=N[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2260.8	Semi standard non polar	33892256
Hexanoylglutamine,4TMS,isomer #1	CCCCCC(=N[C@@H](CCC(=N[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2074.5	Standard non polar	33892256
Hexanoylglutamine,4TMS,isomer #1	CCCCCC(=N[C@@H](CCC(=N[Si](C)(C)C)O[Si](C)(C)C)C(=O)O[Si](C)(C)C)O[Si](C)(C)C	2457.6	Standard polar	33892256
Hexanoylglutamine,4TBDMS,isomer #1	CCCCCC(=N[C@@H](CCC(=N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3022.5	Semi standard non polar	33892256
Hexanoylglutamine,4TBDMS,isomer #1	CCCCCC(=N[C@@H](CCC(=N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2676.0	Standard non polar	33892256
Hexanoylglutamine,4TBDMS,isomer #1	CCCCCC(=N[C@@H](CCC(=N[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2845.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Hexanoylglutamine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9210000000-6c629794bb7fb202a364	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Hexanoylglutamine 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 - Hexanoylglutamine 10V, Positive-QTOF	splash10-0002-1960000000-c0ba963a0502dc28b0a8	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexanoylglutamine 20V, Positive-QTOF	splash10-0f8a-6900000000-7f52af65899cf72b8351	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexanoylglutamine 40V, Positive-QTOF	splash10-008a-9100000000-00d69ddac712819f058a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexanoylglutamine 10V, Negative-QTOF	splash10-002g-0890000000-11e9a0301427e15c93b4	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexanoylglutamine 20V, Negative-QTOF	splash10-002f-3900000000-b3743bb010e09bfd471f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Hexanoylglutamine 40V, Negative-QTOF	splash10-0006-9300000000-d0ac3acd671180022047	2021-10-12	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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
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

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

67156842

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

28880746

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

Kong SW, Hernandez-Ferrer C: Assessment of coverage for endogenous metabolites and exogenous chemical compounds using an untargeted metabolomics platform. Pac Symp Biocomput. 2020;25:587-598. [PubMed:31797630 ]

Showing metabocard for Hexanoylglutamine (HMDB0242182)

MOL for HMDB0242182 (Hexanoylglutamine)

3D MOL for HMDB0242182 (Hexanoylglutamine)

3D SDF for HMDB0242182 (Hexanoylglutamine)

3D-SDF for HMDB0242182 (Hexanoylglutamine)

PDB for HMDB0242182 (Hexanoylglutamine)

3D PDB for HMDB0242182 (Hexanoylglutamine)

SMILES for HMDB0242182 (Hexanoylglutamine)

INCHI for HMDB0242182 (Hexanoylglutamine)

Structure for HMDB0242182 (Hexanoylglutamine)

3D Structure for HMDB0242182 (Hexanoylglutamine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra