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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-11-30 15:52:11 UTC

Update Date

2020-02-26 21:38:25 UTC

HMDB ID

HMDB0013279

Secondary Accession Numbers

HMDB13279

Metabolite Identification

Common Name

N-Nonanoylglycine

Description

N-Nonanoylglycine is an acylglycine with C-9 fatty acid group as the acyl moiety. Acylglycines 1 possess a common amidoacetic acid moiety and are normally minor metabolites of fatty acids. Elevated levels of certain acylglycines appear in the urine and blood of patients with various fatty acid oxidation disorders. They are normally produced through the action of glycine N-acyltransferase which is an enzyme that catalyzes the chemical reaction: acyl-CoA + glycine ↔ CoA + N-acylglycine.

Structure

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

HMDB0013279
     RDKit          3D
N-Nonanoylglycine
 36 35  0  0  0  0  0  0  0  0999 V2000
    5.6494   -0.0217   -0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9513   -1.2000    0.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5189   -1.2230   -0.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8453    0.0744    0.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4078    0.0835   -0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7835    1.3959    0.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6553    1.5024   -0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5020    0.4188    0.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9238    0.5659   -0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2052    1.5172   -0.8360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9463   -0.3263    0.3293 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2829   -0.1290   -0.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2355   -1.1300    0.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9303   -2.0760    1.1193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5599   -1.0282   -0.0490 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7443   -0.2305   -0.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3339    0.0922   -1.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4399    0.9169    0.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8993   -1.0824    1.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4665   -2.1504    0.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0165   -2.0556    0.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4618   -1.3317   -1.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8660    0.2065    1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3531    0.9296   -0.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3471    0.0048   -1.2816 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8675   -0.7850    0.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8835    1.4464    1.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3705    2.2363   -0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6583    1.4415   -1.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0078    2.5085    0.1379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1377   -0.5879    0.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5419    0.4984    1.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6619   -1.1056    0.9693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6209    0.8703    0.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3291   -0.1283   -1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0070   -0.1179   -0.2033 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
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 15 36  1  0
M  END


  Mrv1652303102016512D          

 15 14  0  0  0  0            999 V2000
    8.6857  -14.9258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4001  -14.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1146  -14.9258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8291  -14.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5435  -14.9258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2580  -14.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9725  -14.9258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6870  -14.5133    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   12.9725  -15.7508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9712  -14.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1159  -14.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1159  -13.6883    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.8304  -14.9258    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.4015  -14.9258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2567  -14.9258    0.0000 C   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
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  7  2  0  0  0  0
 10  1  1  0  0  0  0
 12 11  2  0  0  0  0
 13 11  1  0  0  0  0
 14 11  1  0  0  0  0
 14  8  1  0  0  0  0
 15 10  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013279

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCC(=O)NCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C11H21NO3/c1-2-3-4-5-6-7-8-10(13)12-9-11(14)15/h2-9H2,1H3,(H,12,13)(H,14,15)

> <INCHI_KEY>
JXDFEUKNHBHUCP-UHFFFAOYSA-N

> <FORMULA>
C11H21NO3

> <MOLECULAR_WEIGHT>
215.2893

> <EXACT_MASS>
215.152143543

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
24.96132416246347

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-nonanamidoacetic acid

> <ALOGPS_LOGP>
2.58

> <JCHEM_LOGP>
2.039318882999999

> <ALOGPS_LOGS>
-2.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.17245199590322

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.046618031970887

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6781963755392004

> <JCHEM_POLAR_SURFACE_AREA>
66.4

> <JCHEM_REFRACTIVITY>
57.680099999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.55e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
nonanamidoacetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013279
     RDKit          3D
N-Nonanoylglycine
 36 35  0  0  0  0  0  0  0  0999 V2000
    5.6494   -0.0217   -0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9513   -1.2000    0.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5189   -1.2230   -0.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8453    0.0744    0.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4078    0.0835   -0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7835    1.3959    0.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6553    1.5024   -0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5020    0.4188    0.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9238    0.5659   -0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2052    1.5172   -0.8360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9463   -0.3263    0.3293 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2829   -0.1290   -0.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2355   -1.1300    0.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9303   -2.0760    1.1193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5599   -1.0282   -0.0490 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7443   -0.2305   -0.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3339    0.0922   -1.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4399    0.9169    0.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8993   -1.0824    1.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4665   -2.1504    0.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0165   -2.0556    0.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4618   -1.3317   -1.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8660    0.2065    1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3531    0.9296   -0.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3471    0.0048   -1.2816 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8675   -0.7850    0.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8835    1.4464    1.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3705    2.2363   -0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6583    1.4415   -1.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0078    2.5085    0.1379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1377   -0.5879    0.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5419    0.4984    1.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6619   -1.1056    0.9693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6209    0.8703    0.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3291   -0.1283   -1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0070   -0.1179   -0.2033 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
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 15 36  1  0
M  END

HEADER    PROTEIN                                 10-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-MAR-20         0                                  
HETATM    1  C   UNK     0      16.213 -27.861   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      17.547 -27.091   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      18.881 -27.861   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      20.214 -27.091   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      21.548 -27.861   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.882 -27.091   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      24.215 -27.861   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      25.549 -27.091   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0      24.215 -29.401   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      14.880 -27.091   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      28.216 -27.091   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      28.216 -25.551   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      29.550 -27.861   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0      26.883 -27.861   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      13.546 -27.861   0.000  0.00  0.00           C+0
CONECT    1    2   10                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7   14                                                       
CONECT    9    7                                                            
CONECT   10    1   15                                                       
CONECT   11   12   13   14                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11    8                                                       
CONECT   15   10                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0013279
HETATM    1  C1  UNL     1       5.649  -0.022  -0.245  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.951  -1.200   0.399  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.519  -1.223  -0.094  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.845   0.074   0.302  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.408   0.083  -0.177  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.783   1.396   0.243  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.655   1.502  -0.196  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.502   0.419   0.387  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.924   0.566  -0.071  1.00  0.00           C  
HETATM   10  O1  UNL     1      -3.205   1.517  -0.836  1.00  0.00           O  
HETATM   11  N1  UNL     1      -3.946  -0.326   0.329  1.00  0.00           N  
HETATM   12  C10 UNL     1      -5.283  -0.129  -0.145  1.00  0.00           C  
HETATM   13  C11 UNL     1      -6.235  -1.130   0.352  1.00  0.00           C  
HETATM   14  O2  UNL     1      -5.930  -2.076   1.119  1.00  0.00           O  
HETATM   15  O3  UNL     1      -7.560  -1.028  -0.049  1.00  0.00           O  
HETATM   16  H1  UNL     1       6.744  -0.231  -0.257  1.00  0.00           H  
HETATM   17  H2  UNL     1       5.334   0.092  -1.305  1.00  0.00           H  
HETATM   18  H3  UNL     1       5.440   0.917   0.310  1.00  0.00           H  
HETATM   19  H4  UNL     1       4.899  -1.082   1.504  1.00  0.00           H  
HETATM   20  H5  UNL     1       5.466  -2.150   0.172  1.00  0.00           H  
HETATM   21  H6  UNL     1       3.016  -2.056   0.448  1.00  0.00           H  
HETATM   22  H7  UNL     1       3.462  -1.332  -1.193  1.00  0.00           H  
HETATM   23  H8  UNL     1       2.866   0.207   1.390  1.00  0.00           H  
HETATM   24  H9  UNL     1       3.353   0.930  -0.185  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.347   0.005  -1.282  1.00  0.00           H  
HETATM   26  H11 UNL     1       0.867  -0.785   0.244  1.00  0.00           H  
HETATM   27  H12 UNL     1       0.884   1.446   1.348  1.00  0.00           H  
HETATM   28  H13 UNL     1       1.371   2.236  -0.175  1.00  0.00           H  
HETATM   29  H14 UNL     1      -0.658   1.441  -1.316  1.00  0.00           H  
HETATM   30  H15 UNL     1      -1.008   2.509   0.138  1.00  0.00           H  
HETATM   31  H16 UNL     1      -1.138  -0.588   0.126  1.00  0.00           H  
HETATM   32  H17 UNL     1      -1.542   0.498   1.493  1.00  0.00           H  
HETATM   33  H18 UNL     1      -3.662  -1.106   0.969  1.00  0.00           H  
HETATM   34  H19 UNL     1      -5.621   0.870   0.259  1.00  0.00           H  
HETATM   35  H20 UNL     1      -5.329  -0.128  -1.261  1.00  0.00           H  
HETATM   36  H21 UNL     1      -8.007  -0.118  -0.203  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19   20
CONECT    3    4   21   22
CONECT    4    5   23   24
CONECT    5    6   25   26
CONECT    6    7   27   28
CONECT    7    8   29   30
CONECT    8    9   31   32
CONECT    9   10   10   11
CONECT   11   12   33
CONECT   12   13   34   35
CONECT   13   14   14   15
CONECT   15   36
END

HMDB0013279
     RDKit          3D
N-Nonanoylglycine
 36 35  0  0  0  0  0  0  0  0999 V2000
    5.6494   -0.0217   -0.2453 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9513   -1.2000    0.3989 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5189   -1.2230   -0.0941 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8453    0.0744    0.3023 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4078    0.0835   -0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7835    1.3959    0.2432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6553    1.5024   -0.1961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5020    0.4188    0.3875 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9238    0.5659   -0.0709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2052    1.5172   -0.8360 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9463   -0.3263    0.3293 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2829   -0.1290   -0.1448 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2355   -1.1300    0.3522 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9303   -2.0760    1.1193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5599   -1.0282   -0.0490 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7443   -0.2305   -0.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3339    0.0922   -1.3046 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4399    0.9169    0.3100 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8993   -1.0824    1.5041 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4665   -2.1504    0.1717 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0165   -2.0556    0.4475 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4618   -1.3317   -1.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8660    0.2065    1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3531    0.9296   -0.1853 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3471    0.0048   -1.2816 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8675   -0.7850    0.2439 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8835    1.4464    1.3484 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3705    2.2363   -0.1749 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6583    1.4415   -1.3159 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0078    2.5085    0.1379 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1377   -0.5879    0.1257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5419    0.4984    1.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6619   -1.1056    0.9693 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6209    0.8703    0.2587 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3291   -0.1283   -1.2610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0070   -0.1179   -0.2033 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
  7  8  1  0
  8  9  1  0
  9 10  2  0
  9 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
 11 33  1  0
 12 34  1  0
 12 35  1  0
 15 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Acylglycine c:9	ChEBI
Nonanoylglycine	HMDB

Chemical Formula

C₁₁H₂₁NO₃

Average Molecular Weight

215.2893

Monoisotopic Molecular Weight

215.152143543

IUPAC Name

2-nonanamidoacetic acid

Traditional Name

nonanamidoacetic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCC(=O)NCC(O)=O

InChI Identifier

InChI=1S/C11H21NO3/c1-2-3-4-5-6-7-8-10(13)12-9-11(14)15/h2-9H2,1H3,(H,12,13)(H,14,15)

InChI Key

JXDFEUKNHBHUCP-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
Fatty amide
N-acyl-amine
Fatty acyl
Carboxamide group
Secondary carboxylic acid amide
Carboxylic acid
Monocarboxylic acid or derivatives
Carbonyl group
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

fatty amide (CHEBI:74439 )
N-acylglycine (CHEBI:74439 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0013279)

Cellular substructure

Membrane (HMDB: HMDB0013279)

Source

Endogenous

Endogenous (HMDB: HMDB0013279)

Process

Not Available

Role

Not Available

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

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.46 g/L	ALOGPS
logP	2.58	ALOGPS
logP	2.04	ChemAxon
logS	-2.7	ALOGPS
pKa (Strongest Acidic)	4.05	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.4 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	57.68 m³·mol⁻¹	ChemAxon
Polarizability	24.96 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]+	153.509	31661259
DarkChem	[M-H]-	150.413	31661259
DeepCCS	[M+H]+	153.936	30932474
DeepCCS	[M-H]-	149.911	30932474
DeepCCS	[M-2H]-	187.192	30932474
DeepCCS	[M+Na]+	162.91	30932474
AllCCS	[M+H]+	152.4	32859911
AllCCS	[M+H-H2O]+	148.9	32859911
AllCCS	[M+NH4]+	155.6	32859911
AllCCS	[M+Na]+	156.6	32859911
AllCCS	[M-H]-	154.0	32859911
AllCCS	[M+Na-2H]-	155.0	32859911
AllCCS	[M+HCOO]-	156.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Nonanoylglycine	CCCCCCCCC(=O)NCC(O)=O	2829.1	Standard polar	33892256
N-Nonanoylglycine	CCCCCCCCC(=O)NCC(O)=O	1717.8	Standard non polar	33892256
N-Nonanoylglycine	CCCCCCCCC(=O)NCC(O)=O	1906.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Nonanoylglycine,1TMS,isomer #1	CCCCCCCCC(=O)NCC(=O)O[Si](C)(C)C	1904.0	Semi standard non polar	33892256
N-Nonanoylglycine,1TMS,isomer #2	CCCCCCCCC(=O)N(CC(=O)O)[Si](C)(C)C	1894.4	Semi standard non polar	33892256
N-Nonanoylglycine,2TMS,isomer #1	CCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	1935.8	Semi standard non polar	33892256
N-Nonanoylglycine,2TMS,isomer #1	CCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	1964.6	Standard non polar	33892256
N-Nonanoylglycine,2TMS,isomer #1	CCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2075.6	Standard polar	33892256
N-Nonanoylglycine,1TBDMS,isomer #1	CCCCCCCCC(=O)NCC(=O)O[Si](C)(C)C(C)(C)C	2133.9	Semi standard non polar	33892256
N-Nonanoylglycine,1TBDMS,isomer #2	CCCCCCCCC(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C	2130.0	Semi standard non polar	33892256
N-Nonanoylglycine,2TBDMS,isomer #1	CCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2404.2	Semi standard non polar	33892256
N-Nonanoylglycine,2TBDMS,isomer #1	CCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2347.0	Standard non polar	33892256
N-Nonanoylglycine,2TBDMS,isomer #1	CCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2336.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Nonanoylglycine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fdo-9300000000-d2a933fb5a588618ab3c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Nonanoylglycine GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9110000000-3b13e3c8a71227edc61f	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Nonanoylglycine 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 - N-Nonanoylglycine 10V, Positive-QTOF	splash10-014i-6980000000-7c778d6db003e09c7128	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Nonanoylglycine 20V, Positive-QTOF	splash10-056r-9400000000-fcd3d5b3b0e9aaa50308	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Nonanoylglycine 40V, Positive-QTOF	splash10-0a6u-9100000000-6e1bf7a42c2aaca6624b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Nonanoylglycine 10V, Negative-QTOF	splash10-03di-0390000000-f44aa721a0bfa4dfdb98	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Nonanoylglycine 20V, Negative-QTOF	splash10-0229-5960000000-cf01e283ef994992906e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Nonanoylglycine 40V, Negative-QTOF	splash10-05fu-9100000000-efa6d4b0df54b32e5007	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Nonanoylglycine 10V, Positive-QTOF	splash10-00or-9240000000-35eac614cf3caf87ec27	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Nonanoylglycine 20V, Positive-QTOF	splash10-0a6r-9000000000-7055f43b45cf84a1f56d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Nonanoylglycine 40V, Positive-QTOF	splash10-0a4i-9000000000-94fb110c97d6f985643c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Nonanoylglycine 10V, Negative-QTOF	splash10-03di-2190000000-7f48bf09c2109239f7f4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Nonanoylglycine 20V, Negative-QTOF	splash10-00di-9320000000-3057974c51b9ca9ae6c9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Nonanoylglycine 40V, Negative-QTOF	splash10-00di-9000000000-6f95d67510ed2eeb238a	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

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

FDB029362

KNApSAcK ID

Not Available

Chemspider ID

8352257

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10176752

PDB ID

Not Available

ChEBI ID

74439

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

Not Available

Showing metabocard for N-Nonanoylglycine (HMDB0013279)

MOL for HMDB0013279 (N-Nonanoylglycine)

3D MOL for HMDB0013279 (N-Nonanoylglycine)

3D SDF for HMDB0013279 (N-Nonanoylglycine)

3D-SDF for HMDB0013279 (N-Nonanoylglycine)

PDB for HMDB0013279 (N-Nonanoylglycine)

3D PDB for HMDB0013279 (N-Nonanoylglycine)

SMILES for HMDB0013279 (N-Nonanoylglycine)

INCHI for HMDB0013279 (N-Nonanoylglycine)

Structure for HMDB0013279 (N-Nonanoylglycine)

3D Structure for HMDB0013279 (N-Nonanoylglycine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra