NP-MRD: Showing NP-Card for Suberylglycine (NP0000063)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2020-11-24 22:12:32 UTC

NP-MRD ID

NP0000063

Secondary Accession Numbers

None

Natural Product 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>
NP0000063

> <DATABASE_NAME>
NP-MRD

> <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

Synonyms

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

Chemical Formula

C₁₀H₁₇NO₅

Average Mass

231.2457 Da

Monoisotopic Mass

231.11067 Da

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

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB

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

Physical Properties

State

Solid

Experimental 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

Predicted 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

External Links

HMDB ID

HMDB0000953

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

Good Scents ID

Not Available

References

General References

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 ]

Showing NP-Card for Suberylglycine (NP0000063)

MOL for NP0000063 (Suberylglycine)

3D MOL for NP0000063 (Suberylglycine)

3D SDF for NP0000063 (Suberylglycine)

3D-SDF for NP0000063 (Suberylglycine)

PDB for NP0000063 (Suberylglycine)

3D PDB for NP0000063 (Suberylglycine)

SMILES for NP0000063 (Suberylglycine)

INCHI for NP0000063 (Suberylglycine)

Structure for NP0000063 (Suberylglycine)

3D Structure for NP0000063 (Suberylglycine)