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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2020-11-09 23:15:09 UTC

HMDB ID

HMDB0000953

Secondary Accession Numbers

HMDB00953

Metabolite Identification

Common Name

Suberylglycine

Description

Suberylglycine is an acyl glycine. Acyl glycines are normally minor metabolites of fatty acids. However, the excretion of certain acyl glycines is increased in several inborn errors of metabolism. In certain cases the measurement of these metabolites in body fluids can be used to diagnose disorders associated with mitochondrial fatty acid beta-oxidation. Acyl glycines are produced through the action of glycine N-acyltransferase (EC 2.3.1.13) which is an enzyme that catalyzes the chemical reaction: acyl-CoA + glycine < -- > CoA + N-acylglycineSuberylglycine is a dicarboxylic acid. It is formed by glycine-N-acylase catalyzed conjugation (PMID 947635 ). It can be used for the diagnosis of hereditary medium-chain acyl-CoA dehydrogenase deficiency (PMID 2775902 ). Suberylglycine is found to be associated with propionic acidemia, which is an inborn error of metabolism.

Structure

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

HMDB0000953
     RDKit          3D
Suberylglycine
 33 32  0  0  0  0  0  0  0  0999 V2000
   -4.4541    0.5066   -1.7521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9531    0.6923   -0.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1809    1.3504   -0.5907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2990    0.2511    0.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9768   -0.4103    0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9505    0.4656   -0.1724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6120   -0.2033   -0.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0699   -0.6184    0.9748 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2671   -1.2873    0.9353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3577   -0.4731    0.3776 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2248    0.7032   -0.0282 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6342   -1.0828    0.3050 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7397   -0.3257   -0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9405    0.8656    0.6044 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2345    1.0978    1.5993 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9732    1.7389    0.2297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1642    2.3571   -0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0021   -0.4858    1.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2143    1.0706    1.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6425   -0.6824    1.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0565   -1.3707   -0.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7706    1.3557    0.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2697    0.8785   -1.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0870    0.4875   -0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7275   -1.0638   -1.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0584    0.2429    1.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7785   -1.3852    1.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5408   -1.5154    2.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2049   -2.2616    0.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8334   -2.0571    0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5725   -0.0624   -1.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6865   -0.9261   -0.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8835    2.1474   -0.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 16 33  1  0
M  END


  Mrv1652305271900292D          

 16 15  0  0  0  0            999 V2000
    0.8038   -0.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5183    0.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2327   -0.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9472    0.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6617   -0.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6617   -0.9797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3761    0.2578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0893    0.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6252   -0.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3396    0.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3396    1.0828    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0541   -0.1547    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7686    0.2578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4830   -0.1547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4830   -0.9797    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1975    0.2578    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  1  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000953

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CCCCCCC(=O)NCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H17NO5/c12-8(11-7-10(15)16)5-3-1-2-4-6-9(13)14/h1-7H2,(H,11,12)(H,13,14)(H,15,16)

> <INCHI_KEY>
HXATVKDSYDWTCX-UHFFFAOYSA-N

> <FORMULA>
C10H17NO5

> <MOLECULAR_WEIGHT>
231.2457

> <EXACT_MASS>
231.110672659

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
33

> <JCHEM_AVERAGE_POLARIZABILITY>
23.95717419473226

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
7-[(carboxymethyl)carbamoyl]heptanoic acid

> <ALOGPS_LOGP>
0.32

> <JCHEM_LOGP>
0.27450845300000015

> <ALOGPS_LOGS>
-2.06

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
4.610363187515521

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.908118133192924

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6781966408589781

> <JCHEM_POLAR_SURFACE_AREA>
103.7

> <JCHEM_REFRACTIVITY>
54.7445

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.02e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
7-(carboxymethylcarbamoyl)heptanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000953
     RDKit          3D
Suberylglycine
 33 32  0  0  0  0  0  0  0  0999 V2000
   -4.4541    0.5066   -1.7521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9531    0.6923   -0.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1809    1.3504   -0.5907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2990    0.2511    0.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9768   -0.4103    0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9505    0.4656   -0.1724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6120   -0.2033   -0.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0699   -0.6184    0.9748 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2671   -1.2873    0.9353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3577   -0.4731    0.3776 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2248    0.7032   -0.0282 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6342   -1.0828    0.3050 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7397   -0.3257   -0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9405    0.8656    0.6044 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2345    1.0978    1.5993 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9732    1.7389    0.2297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1642    2.3571   -0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0021   -0.4858    1.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2143    1.0706    1.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6425   -0.6824    1.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0565   -1.3707   -0.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7706    1.3557    0.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2697    0.8785   -1.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0870    0.4875   -0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7275   -1.0638   -1.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0584    0.2429    1.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7785   -1.3852    1.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5408   -1.5154    2.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2049   -2.2616    0.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8334   -2.0571    0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5725   -0.0624   -1.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6865   -0.9261   -0.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8835    2.1474   -0.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 16 33  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       1.500  -0.289   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.834   0.481   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.168  -0.289   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.501   0.481   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.835  -0.289   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       6.835  -1.829   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0       8.169   0.481   0.000  0.00  0.00           O+0
HETATM    8  C   UNK     0       0.167   0.481   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.167  -0.289   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.501   0.481   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      -2.501   2.021   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0      -3.834  -0.289   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      -5.168   0.481   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -6.502  -0.289   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      -6.502  -1.829   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      -7.835   0.481   0.000  0.00  0.00           O+0
CONECT    1    2    8                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    1    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0000953
HETATM    1  O1  UNL     1      -4.454   0.507  -1.752  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.953   0.692  -0.617  1.00  0.00           C  
HETATM    3  O2  UNL     1      -6.181   1.350  -0.591  1.00  0.00           O  
HETATM    4  C2  UNL     1      -4.299   0.251   0.613  1.00  0.00           C  
HETATM    5  C3  UNL     1      -2.977  -0.410   0.457  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.950   0.466  -0.172  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.612  -0.203  -0.343  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.070  -0.618   0.975  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.267  -1.287   0.935  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.358  -0.473   0.378  1.00  0.00           C  
HETATM   11  O3  UNL     1       2.225   0.703  -0.028  1.00  0.00           O  
HETATM   12  N1  UNL     1       3.634  -1.083   0.305  1.00  0.00           N  
HETATM   13  C9  UNL     1       4.740  -0.326  -0.233  1.00  0.00           C  
HETATM   14  C10 UNL     1       4.941   0.866   0.604  1.00  0.00           C  
HETATM   15  O4  UNL     1       4.235   1.098   1.599  1.00  0.00           O  
HETATM   16  O5  UNL     1       5.973   1.739   0.230  1.00  0.00           O  
HETATM   17  H1  UNL     1      -6.164   2.357  -0.795  1.00  0.00           H  
HETATM   18  H2  UNL     1      -5.002  -0.486   1.103  1.00  0.00           H  
HETATM   19  H3  UNL     1      -4.214   1.071   1.378  1.00  0.00           H  
HETATM   20  H4  UNL     1      -2.643  -0.682   1.502  1.00  0.00           H  
HETATM   21  H5  UNL     1      -3.057  -1.371  -0.090  1.00  0.00           H  
HETATM   22  H6  UNL     1      -1.771   1.356   0.500  1.00  0.00           H  
HETATM   23  H7  UNL     1      -2.270   0.878  -1.141  1.00  0.00           H  
HETATM   24  H8  UNL     1       0.087   0.488  -0.884  1.00  0.00           H  
HETATM   25  H9  UNL     1      -0.727  -1.064  -1.057  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.058   0.243   1.648  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.778  -1.385   1.401  1.00  0.00           H  
HETATM   28  H12 UNL     1       1.541  -1.515   2.003  1.00  0.00           H  
HETATM   29  H13 UNL     1       1.205  -2.262   0.409  1.00  0.00           H  
HETATM   30  H14 UNL     1       3.833  -2.057   0.619  1.00  0.00           H  
HETATM   31  H15 UNL     1       4.572  -0.062  -1.311  1.00  0.00           H  
HETATM   32  H16 UNL     1       5.687  -0.926  -0.244  1.00  0.00           H  
HETATM   33  H17 UNL     1       5.884   2.147  -0.692  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   17
CONECT    4    5   18   19
CONECT    5    6   20   21
CONECT    6    7   22   23
CONECT    7    8   24   25
CONECT    8    9   26   27
CONECT    9   10   28   29
CONECT   10   11   11   12
CONECT   12   13   30
CONECT   13   14   31   32
CONECT   14   15   15   16
CONECT   16   33
END

HMDB0000953
     RDKit          3D
Suberylglycine
 33 32  0  0  0  0  0  0  0  0999 V2000
   -4.4541    0.5066   -1.7521 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9531    0.6923   -0.6169 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1809    1.3504   -0.5907 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2990    0.2511    0.6126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9768   -0.4103    0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9505    0.4656   -0.1724 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6120   -0.2033   -0.3434 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0699   -0.6184    0.9748 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2671   -1.2873    0.9353 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3577   -0.4731    0.3776 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2248    0.7032   -0.0282 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6342   -1.0828    0.3050 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7397   -0.3257   -0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9405    0.8656    0.6044 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2345    1.0978    1.5993 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.9732    1.7389    0.2297 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1642    2.3571   -0.7948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0021   -0.4858    1.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2143    1.0706    1.3779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6425   -0.6824    1.5022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0565   -1.3707   -0.0897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7706    1.3557    0.5001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2697    0.8785   -1.1411 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0870    0.4875   -0.8841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7275   -1.0638   -1.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0584    0.2429    1.6478 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7785   -1.3852    1.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5408   -1.5154    2.0027 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2049   -2.2616    0.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8334   -2.0571    0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5725   -0.0624   -1.3108 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6865   -0.9261   -0.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8835    2.1474   -0.6921 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 10 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
  3 17  1  0
  4 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 12 30  1  0
 13 31  1  0
 13 32  1  0
 16 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Suberylglycin	HMDB
7-[(Carboxymethyl)-C-hydroxycarbonimidoyl]heptanoate	HMDB
Suberylglycine	MeSH

Chemical Formula

C₁₀H₁₇NO₅

Average Molecular Weight

231.2457

Monoisotopic Molecular Weight

231.110672659

IUPAC Name

7-[(carboxymethyl)carbamoyl]heptanoic acid

Traditional Name

7-(carboxymethylcarbamoyl)heptanoic acid

CAS Registry Number

60317-54-6

SMILES

OC(=O)CCCCCCC(=O)NCC(O)=O

InChI Identifier

InChI=1S/C10H17NO5/c12-8(11-7-10(15)16)5-3-1-2-4-6-9(13)14/h1-7H2,(H,11,12)(H,13,14)(H,15,16)

InChI Key

HXATVKDSYDWTCX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-acyl-alpha amino acids. N-acyl-alpha amino acids are compounds containing an alpha amino acid which bears an acyl group at its terminal nitrogen atom.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Amino acids, peptides, and analogues

Direct Parent

N-acyl-alpha amino acids

Alternative Parents

Substituents

N-acyl-alpha-amino acid
Medium-chain fatty acid
Amino fatty acid
Dicarboxylic acid or derivatives
Fatty amide
Fatty acyl
Fatty acid
N-acyl-amine
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Health effect

Medium chain acyl-coa dehydrogenase deficiency (HMDB: HMDB0000953)

Disposition

Biological location

Biofluid or Excreta

Blood (HMDB: HMDB0000953)
Urine (HMDB: HMDB0000953)

Excreta

Biofluid or Excreta

Urine (PMID: 2026685)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 32966057)

Source

Endogenous

Endogenous (HMDB: HMDB0000953)

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

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

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

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

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

Process

Not Available

Role

Industrial application

Pharmaceutical industry

Biomarker

Medium Chain Acyl Co A Dehydrogenase Deficiency (MarkerDB: MDB00029991)

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	Not Available	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	MetCCS_train_neg	146.812	30932474
[M-H]-	Not Available	146.812	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000038

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.02 g/L	ALOGPS
logP	0.32	ALOGPS
logP	0.27	ChemAxon
logS	-2.1	ALOGPS
pKa (Strongest Acidic)	3.91	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	103.7 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	54.74 m³·mol⁻¹	ChemAxon
Polarizability	23.96 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	154.942	31661259
DarkChem	[M-H]-	148.768	31661259
AllCCS	[M+H]+	151.103	32859911
AllCCS	[M-H]-	153.488	32859911
DeepCCS	[M+H]+	151.452	30932474
DeepCCS	[M-H]-	147.589	30932474
DeepCCS	[M-2H]-	185.438	30932474
DeepCCS	[M+Na]+	161.102	30932474
AllCCS	[M+H]+	151.1	32859911
AllCCS	[M+H-H2O]+	147.7	32859911
AllCCS	[M+NH4]+	154.2	32859911
AllCCS	[M+Na]+	155.1	32859911
AllCCS	[M-H]-	153.5	32859911
AllCCS	[M+Na-2H]-	154.3	32859911
AllCCS	[M+HCOO]-	155.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Suberylglycine	OC(=O)CCCCCCC(=O)NCC(O)=O	3238.5	Standard polar	33892256
Suberylglycine	OC(=O)CCCCCCC(=O)NCC(O)=O	1794.1	Standard non polar	33892256
Suberylglycine	OC(=O)CCCCCCC(=O)NCC(O)=O	2198.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Suberylglycine,1TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCCCC(=O)NCC(=O)O	2113.5	Semi standard non polar	33892256
Suberylglycine,1TMS,isomer #2	C[Si](C)(C)OC(=O)CNC(=O)CCCCCCC(=O)O	2111.5	Semi standard non polar	33892256
Suberylglycine,1TMS,isomer #3	C[Si](C)(C)N(CC(=O)O)C(=O)CCCCCCC(=O)O	2139.2	Semi standard non polar	33892256
Suberylglycine,2TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCCCC(=O)NCC(=O)O[Si](C)(C)C	2223.9	Semi standard non polar	33892256
Suberylglycine,2TMS,isomer #2	C[Si](C)(C)OC(=O)CCCCCCC(=O)N(CC(=O)O)[Si](C)(C)C	2183.1	Semi standard non polar	33892256
Suberylglycine,2TMS,isomer #3	C[Si](C)(C)OC(=O)CN(C(=O)CCCCCCC(=O)O)[Si](C)(C)C	2182.0	Semi standard non polar	33892256
Suberylglycine,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2232.0	Semi standard non polar	33892256
Suberylglycine,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2224.6	Standard non polar	33892256
Suberylglycine,3TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2357.0	Standard polar	33892256
Suberylglycine,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCC(=O)NCC(=O)O	2393.0	Semi standard non polar	33892256
Suberylglycine,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CNC(=O)CCCCCCC(=O)O	2389.9	Semi standard non polar	33892256
Suberylglycine,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)N(CC(=O)O)C(=O)CCCCCCC(=O)O	2373.5	Semi standard non polar	33892256
Suberylglycine,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCC(=O)NCC(=O)O[Si](C)(C)C(C)(C)C	2709.0	Semi standard non polar	33892256
Suberylglycine,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCC(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C	2678.1	Semi standard non polar	33892256
Suberylglycine,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CN(C(=O)CCCCCCC(=O)O)[Si](C)(C)C(C)(C)C	2675.5	Semi standard non polar	33892256
Suberylglycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2938.6	Semi standard non polar	33892256
Suberylglycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2777.3	Standard non polar	33892256
Suberylglycine,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2716.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Suberylglycine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fki-5900000000-d8bdec7b825bfcdae671	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Suberylglycine GC-MS (2 TMS) - 70eV, Positive	splash10-0079-9372000000-042eee51859aad93b7c9	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Suberylglycine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Suberylglycine GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Suberylglycine GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Suberylglycine GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Suberylglycine GC-MS (TMS_2_2) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Suberylglycine GC-MS (TMS_2_3) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Suberylglycine GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Suberylglycine GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Suberylglycine GC-MS (TBDMS_1_3) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Suberylglycine GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Suberylglycine GC-MS (TBDMS_2_2) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Suberylglycine GC-MS (TBDMS_2_3) - 70eV, Positive	Not Available	2021-11-06	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Suberylglycine Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-03di-0980000000-4eb03758ab16069cd697	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Suberylglycine Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-053r-9100000000-45599b39ba56ed1dbf68	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Suberylglycine Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-0a4i-9000000000-60582ebad737b564619a	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Suberylglycine 20V, Negative-QTOF	splash10-00di-9200000000-b9751ab3dc3090485353	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Suberylglycine 40V, Negative-QTOF	splash10-00di-9000000000-b491fb926b44345e3ab1	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Suberylglycine 10V, Negative-QTOF	splash10-001i-3290000000-f864e3f27fa30fe2f93f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Suberylglycine 10V, Positive-QTOF	splash10-0cdr-1920000000-4b7f4b02e1f8054d8a7e	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Suberylglycine 10V, Positive-QTOF	splash10-0cdr-2930000000-0768339e1f9a2f7823ed	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Suberylglycine 40V, Positive-QTOF	splash10-0a4i-9000000000-2f8123a3a79efd4131fe	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Suberylglycine 20V, Positive-QTOF	splash10-053r-9500000000-a98ac800d1bf1e9ef450	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Suberylglycine 40V, Positive-QTOF	splash10-0a4i-9000000000-f5c9fa8ed6220d2b1fa7	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Suberylglycine 20V, Positive-QTOF	splash10-053r-9700000000-c37f5c0518cb9f46fad5	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Suberylglycine 10V, Positive-QTOF	splash10-03di-3590000000-a5390db1a156d67988d7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Suberylglycine 20V, Positive-QTOF	splash10-056r-9610000000-91492ad2c4390d7ef68b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Suberylglycine 40V, Positive-QTOF	splash10-056r-9100000000-944ad13429ca8576fbcc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Suberylglycine 10V, Negative-QTOF	splash10-001i-0290000000-fc2161e02f12ea2a8c6a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Suberylglycine 20V, Negative-QTOF	splash10-06zi-5970000000-0e99e032d8c859237e5e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Suberylglycine 40V, Negative-QTOF	splash10-0ab9-9100000000-9944e8a5883f8b71a8f1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Suberylglycine 10V, Negative-QTOF	splash10-001i-1090000000-e804bd40e5e3352dc53b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Suberylglycine 20V, Negative-QTOF	splash10-00di-9740000000-4a21c4038df64cbcf061	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Suberylglycine 40V, Negative-QTOF	splash10-00di-9000000000-284aeb654928fe9a314d	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Suberylglycine 10V, Positive-QTOF	splash10-003r-6390000000-c33d2bf0850eb0da350b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Suberylglycine 20V, Positive-QTOF	splash10-05rr-9500000000-deb034db17fb88d153fb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Suberylglycine 40V, Positive-QTOF	splash10-053r-9000000000-fd26d3cdb072cd0ab582	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	2012-12-04	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	2012-12-05	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

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected and Quantified	0.0078–0.0681 umol/mmol creatinine	Adult (25-30 years old)	Both	Not Available	23062437	details
Urine	Detected and Quantified	0.0035–0.0515 umol/mmol creatinine	Adult (25-30 years old)	Both	Not Available	23062437	details
Urine	Detected and Quantified	<0.0020–0.0390 umol/mmol creatinine	Adult (25-30 years old)	Both	Not Available	23062437	details
Urine	Detected but not Quantified	Not Quantified	Adult (24-38years old)	Not Specified	Normal	20971021	details
Urine	Detected and Quantified	0.01-0.76 umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	21704015	details
Urine	Detected and Quantified	0-46.447 umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	The analysis of d...	details
Urine	Detected and Quantified	1.467-30.802 umol/mmol creatinine	Newborn (0-30 days old)	Both	Normal	The analysis of d...	details
Urine	Detected and Quantified	<0.2 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	28853722	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Urine	Detected and Quantified	0.0 umol/mmol creatinine	Children (1 - 18 years old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	0.29 +/- 0.24 umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	2026685	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Urine	Detected and Quantified	1.00 (0.00-2.00) umol/mmol creatinine	Adult (>18 years old)	Both	Medium Chain Acyl-CoA Dehydrogenase Deficiency	MetaGene: Metabol...	details
Urine	Detected and Quantified	6.356-2226.0400 umol/mmol creatinine	Newborn (0-30 days old)	Both	Medium Chain Acyl-CoA Dehydrogenase Deficiency	The analysis of d...	details
Urine	Detected and Quantified	11.734-208.768 umol/mmol creatinine	Newborn (0-30 days old)	Both	Medium Chain Acyl-CoA Dehydrogenase Deficiency	The analysis of d...	details
Urine	Detected and Quantified	0.03 umol/mmol creatinine	Adult (>18 years old)	Not Specified	Propionic acidemia	28853722	details
Urine	Detected and Quantified	3.911 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Medium Chain Acyl-CoA Dehydrogenase Deficiency	2380628	details
Urine	Detected and Quantified	7.334 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Medium Chain Acyl-CoA Dehydrogenase Deficiency	2380628	details
Urine	Detected and Quantified	69.915 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Medium Chain Acyl-CoA Dehydrogenase Deficiency	2380628	details
Urine	Detected and Quantified	151.0754 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Medium Chain Acyl-CoA Dehydrogenase Deficiency	2380628	details
Urine	Detected and Quantified	352.509 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Medium Chain Acyl-CoA Dehydrogenase Deficiency	2380628	details
Urine	Detected and Quantified	98.0230-783.845 umol/mmol creatinine	Children (1-13 years old)	Not Specified	Medium Chain Acyl-CoA Dehydrogenase Deficiency	6434845	details

Associated Disorders and Diseases

Disease References

Medium Chain Acyl-CoA Dehydrogenase Deficiency
Tserng KY, Jin SJ, Kerr DS, Hoppel CL: Abnormal urinary excretion of unsaturated dicarboxylic acids in patients with medium-chain acyl-CoA dehydrogenase deficiency. J Lipid Res. 1990 May;31(5):763-71. [PubMed:2380628 ] Duran M, De Klerk JB, Wadman SK, Bruinvis L, Ketting D: The differential diagnosis of dicarboxylic aciduria. J Inherit Metab Dis. 1984;7 Suppl 1:48-51. [PubMed:6434845 ] G.Frauendienst-Egger, Friedrich K. Trefz (2017). MetaGene: Metabolic & Genetic Information Center (MIC: http://www.metagene.de). METAGENE consortium. Millington D, Kodo N, Terada N, Roe C, Chace D (1991). The analysis of diagnostic markers of genetic disorders in human blood and urine using tandem mass spectrometry with liquid secondary ion mass spectrometry. Int J Mass Spectrom Ion Proc. 1991;111:211-228. Int J Mass Spectrom Ion Proc..
Propionic acidemia
Riemersma M, Hazebroek MR, Helderman-van den Enden ATJM, Salomons GS, Ferdinandusse S, Brouwers MCGJ, van der Ploeg L, Heymans S, Glatz JFC, van den Wijngaard A, Krapels IPC, Bierau J, Brunner HG: Propionic acidemia as a cause of adult-onset dilated cardiomyopathy. Eur J Hum Genet. 2017 Nov;25(11):1195-1201. doi: 10.1038/ejhg.2017.127. Epub 2017 Aug 30. [PubMed:28853722 ]

Associated OMIM IDs

201450 (Medium Chain Acyl-CoA Dehydrogenase Deficiency)
606054 (Propionic acidemia)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022336

KNApSAcK ID

Not Available

Chemspider ID

4956295

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5899

PubChem Compound

6453952

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

MDB00029991

Good Scents ID

Not Available

References

Synthesis Reference

Gregersen, Niels; Gron, Ida; Rasmussen, Karsten; Kolvraa, Steen. Gas chromatographic mass spectrometric identification of N-dicarboxylmonoglycines. Biomedical Mass Spectrometry (1978), 5(1), 80-3.

Material Safety Data Sheet (MSDS)

Not Available

General References

Shoemaker JD, Elliott WH: Automated screening of urine samples for carbohydrates, organic and amino acids after treatment with urease. J Chromatogr. 1991 Jan 2;562(1-2):125-38. [PubMed:2026685 ]
Bhuiyan AK, Jackson S, Turnbull DM, Aynsley-Green A, Leonard JV, Bartlett K: The measurement of carnitine and acyl-carnitines: application to the investigation of patients with suspected inherited disorders of mitochondrial fatty acid oxidation. Clin Chim Acta. 1992 May 15;207(3):185-204. [PubMed:1327583 ]
Rinaldo P, O'Shea JJ, Welch RD, Tanaka K: Stable isotope dilution analysis of n-hexanoylglycine, 3-phenylpropionylglycine and suberylglycine in human urine using chemical ionization gas chromatography/mass spectrometry selected ion monitoring. Biomed Environ Mass Spectrom. 1989 Jul;18(7):471-7. [PubMed:2775902 ]
Chabrol B, Mancini J, Bertrand C, Vianey-Saban C, Divry P, Livet MO, Pinsard N: [Generalized epilepsy disclosing medium-chain-acyl-CoA dehydrogenase deficiency]. Arch Fr Pediatr. 1993 Jun-Jul;50(6):497-500. [PubMed:8135611 ]
Tserng KY, Jin SJ, Kerr DS, Hoppel CL: Abnormal urinary excretion of unsaturated dicarboxylic acids in patients with medium-chain acyl-CoA dehydrogenase deficiency. J Lipid Res. 1990 May;31(5):763-71. [PubMed:2380628 ]
Gregersen N, Winter V, Lyonnet S, Saudubray JM, Wendel U, Jensen TG, Andresen BS, Kolvraa S, Lehnert W, Bolund L, et al.: Molecular genetic characterization and urinary excretion pattern of metabolites in two families with MCAD deficiency due to compound heterozygosity with a 13 base pair insertion in one allele. J Inherit Metab Dis. 1994;17(2):169-84. [PubMed:7967471 ]
Gregersen N, Lauritzen R, Rasmussen K: Suberylglycine excretion in the urine from a patient with dicarboxylic aciduria. Clin Chim Acta. 1976 Aug 2;70(3):417-25. [PubMed:947635 ]
Tojo M, Gunji T, Yamaguchi S, Shimizu N, Koga Y, Nonaka I: [A case of riboflavin-responsive multiple acyl-CoA dehydrogenase deficiency (glutaric aciduria type II)]. No To Hattatsu. 2000 Mar;32(2):163-8. [PubMed:10723193 ]

Enzymes

Enzyme Details

1. Glycine N-acyltransferase

General function:: Involved in glycine N-acyltransferase activity
Specific function:: Mitochondrial acyltransferase which transfers an acyl group to the N-terminus of glycine and glutamine, although much less efficiently. Can conjugate numerous substrates to form a variety of N-acylglycines, with a preference for benzoyl-CoA over phenylacetyl-CoA as acyl donors. Thereby detoxify xenobiotics, such as benzoic acid or salicylic acid, and endogenous organic acids, such as isovaleric acid.
Gene Name:: GLYAT
Uniprot ID:: Q6IB77
Molecular weight:: 18506.33

Enzyme Details

2. Glycine N-acyltransferase-like protein 1

General function:: Involved in glycine N-acyltransferase activity
Specific function:: Acyltransferase which transfers an acyl group to the N-terminus of glutamine. Can use phenylacetyl-CoA as an acyl donor.
Gene Name:: GLYATL1
Uniprot ID:: Q969I3
Molecular weight:: 35100.895

Enzyme Details

3. Glycine N-acyltransferase-like protein 2

General function:: Involved in glycine N-acyltransferase activity
Specific function:: Mitochondrial acyltransferase which transfers the acyl group to the N-terminus of glycine. Conjugates numerous substrates, such as arachidonoyl-CoA and saturated medium and long-chain acyl-CoAs ranging from chain-length C8:0-CoA to C18:0-CoA, to form a variety of N-acylglycines. Shows a preference for monounsaturated fatty acid oleoyl-CoA (C18:1-CoA) as an acyl donor. Does not exhibit any activity toward C22:6-CoA and chenodeoxycholoyl-CoA, nor toward serine or alanine.
Gene Name:: GLYATL2
Uniprot ID:: Q8WU03
Molecular weight:: 34277.055

Enzyme Details

4. Glycine N-acyltransferase-like protein 3

General function:: Involved in glycine N-acyltransferase activity
Specific function:: Acyltransferase which transfers the acyl group to the N- terminus of glycine
Gene Name:: GLYATL3
Uniprot ID:: Q5SZD4
Molecular weight:: 32703.3

Showing metabocard for Suberylglycine (HMDB0000953)

MOL for HMDB0000953 (Suberylglycine)

3D MOL for HMDB0000953 (Suberylglycine)

3D SDF for HMDB0000953 (Suberylglycine)

3D-SDF for HMDB0000953 (Suberylglycine)

PDB for HMDB0000953 (Suberylglycine)

3D PDB for HMDB0000953 (Suberylglycine)

SMILES for HMDB0000953 (Suberylglycine)

INCHI for HMDB0000953 (Suberylglycine)

Structure for HMDB0000953 (Suberylglycine)

3D Structure for HMDB0000953 (Suberylglycine)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

Enzymes