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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-11-30 15:52:51 UTC

Update Date

2020-02-26 21:38:28 UTC

HMDB ID

HMDB0013317

Secondary Accession Numbers

HMDB13317

Metabolite Identification

Common Name

Tridecanoylglycine

Description

Tridecanoylglycine is an acylglycine with C-13 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

HMDB0013317
     RDKit          3D
Tridecanoylglycine
 48 47  0  0  0  0  0  0  0  0999 V2000
   -5.6088   -1.7375    3.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5189   -2.2224    2.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3978   -1.2711    0.9310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3048   -1.8325    0.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0577   -1.0067   -1.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6485    0.4020   -0.8858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3788    0.4389   -0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2161   -0.2128   -0.7865 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1233    0.4233   -2.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3001   -0.3208   -2.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5131   -0.2830   -1.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9505    1.1255   -1.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1631    1.2116   -0.7301 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6420    0.1260   -0.3159 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7547    2.4518   -0.3838 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9186    2.4689    0.4527 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6217    1.8483    1.7546 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4824    1.4077    1.9797 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6045    1.7492    2.7383 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2313   -1.5796    4.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9514   -0.7510    2.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5051   -2.4023    3.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7903   -3.2410    1.7894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5541   -2.3128    2.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2060   -0.2500    1.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3516   -1.3747    0.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6312   -2.8471   -0.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3777   -1.9798    0.6507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2259   -1.4895   -1.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9500   -1.0680   -1.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5669    0.9295   -1.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4121    0.9692   -0.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1094    1.4703    0.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5606   -0.1220    0.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6738   -0.0521   -0.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3704   -1.2855   -0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7154    0.3015   -2.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3401    1.4934   -1.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5121    0.1348   -3.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9648   -1.3717   -2.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3681   -0.8705   -0.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3362   -0.7919   -2.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1711    1.7331   -1.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1728    1.5791   -2.5752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3797    3.3658   -0.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7195    1.8891   -0.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3329    3.4961    0.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5959    1.6612    2.5027 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  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 19 48  1  0
M  END


  Mrv1652303102016522D          

 19 18  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
    6.5422  -14.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8277  -14.9258    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1132  -14.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3988  -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
 16 15  1  0  0  0  0
 17 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013317

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C15H29NO3/c1-2-3-4-5-6-7-8-9-10-11-12-14(17)16-13-15(18)19/h2-13H2,1H3,(H,16,17)(H,18,19)

> <INCHI_KEY>
BTHNNPTZHGZNAO-UHFFFAOYSA-N

> <FORMULA>
C15H29NO3

> <MOLECULAR_WEIGHT>
271.3957

> <EXACT_MASS>
271.214743799

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
48

> <JCHEM_AVERAGE_POLARIZABILITY>
33.425080520274804

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-tridecanamidoacetic acid

> <ALOGPS_LOGP>
4.56

> <JCHEM_LOGP>
3.817593543

> <ALOGPS_LOGS>
-4.48

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.99380161601848

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.046618031780419

> <JCHEM_PKA_STRONGEST_BASIC>
-1.678196375539362

> <JCHEM_POLAR_SURFACE_AREA>
66.4

> <JCHEM_REFRACTIVITY>
76.08409999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.08e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tridecanamidoacetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013317
     RDKit          3D
Tridecanoylglycine
 48 47  0  0  0  0  0  0  0  0999 V2000
   -5.6088   -1.7375    3.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5189   -2.2224    2.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3978   -1.2711    0.9310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3048   -1.8325    0.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0577   -1.0067   -1.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6485    0.4020   -0.8858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3788    0.4389   -0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2161   -0.2128   -0.7865 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1233    0.4233   -2.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3001   -0.3208   -2.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5131   -0.2830   -1.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9505    1.1255   -1.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1631    1.2116   -0.7301 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6420    0.1260   -0.3159 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7547    2.4518   -0.3838 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9186    2.4689    0.4527 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6217    1.8483    1.7546 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4824    1.4077    1.9797 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6045    1.7492    2.7383 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2313   -1.5796    4.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9514   -0.7510    2.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5051   -2.4023    3.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7903   -3.2410    1.7894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5541   -2.3128    2.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2060   -0.2500    1.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3516   -1.3747    0.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6312   -2.8471   -0.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3777   -1.9798    0.6507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2259   -1.4895   -1.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9500   -1.0680   -1.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5669    0.9295   -1.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4121    0.9692   -0.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1094    1.4703    0.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5606   -0.1220    0.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6738   -0.0521   -0.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3704   -1.2855   -0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7154    0.3015   -2.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3401    1.4934   -1.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5121    0.1348   -3.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9648   -1.3717   -2.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3681   -0.8705   -0.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3362   -0.7919   -2.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1711    1.7331   -1.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1728    1.5791   -2.5752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3797    3.3658   -0.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7195    1.8891   -0.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3329    3.4961    0.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5959    1.6612    2.5027 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  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 19 48  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
HETATM   16  C   UNK     0      12.212 -27.091   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.878 -27.861   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       9.545 -27.091   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       8.211 -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   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0013317
HETATM    1  C1  UNL     1      -5.609  -1.738   3.081  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.519  -2.222   2.129  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.398  -1.271   0.931  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.305  -1.832   0.058  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.058  -1.007  -1.174  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.649   0.402  -0.886  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.379   0.439  -0.090  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.216  -0.213  -0.787  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.123   0.423  -2.098  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.300  -0.321  -2.692  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.513  -0.283  -1.821  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.951   1.125  -1.597  1.00  0.00           C  
HETATM   13  C13 UNL     1       4.163   1.212  -0.730  1.00  0.00           C  
HETATM   14  O1  UNL     1       4.642   0.126  -0.316  1.00  0.00           O  
HETATM   15  N1  UNL     1       4.755   2.452  -0.384  1.00  0.00           N  
HETATM   16  C14 UNL     1       5.919   2.469   0.453  1.00  0.00           C  
HETATM   17  C15 UNL     1       5.622   1.848   1.755  1.00  0.00           C  
HETATM   18  O2  UNL     1       4.482   1.408   1.980  1.00  0.00           O  
HETATM   19  O3  UNL     1       6.605   1.749   2.738  1.00  0.00           O  
HETATM   20  H1  UNL     1      -5.231  -1.580   4.103  1.00  0.00           H  
HETATM   21  H2  UNL     1      -5.951  -0.751   2.712  1.00  0.00           H  
HETATM   22  H3  UNL     1      -6.505  -2.402   3.043  1.00  0.00           H  
HETATM   23  H4  UNL     1      -4.790  -3.241   1.789  1.00  0.00           H  
HETATM   24  H5  UNL     1      -3.554  -2.313   2.669  1.00  0.00           H  
HETATM   25  H6  UNL     1      -4.206  -0.250   1.280  1.00  0.00           H  
HETATM   26  H7  UNL     1      -5.352  -1.375   0.375  1.00  0.00           H  
HETATM   27  H8  UNL     1      -3.631  -2.847  -0.252  1.00  0.00           H  
HETATM   28  H9  UNL     1      -2.378  -1.980   0.651  1.00  0.00           H  
HETATM   29  H10 UNL     1      -2.226  -1.489  -1.728  1.00  0.00           H  
HETATM   30  H11 UNL     1      -3.950  -1.068  -1.831  1.00  0.00           H  
HETATM   31  H12 UNL     1      -2.567   0.930  -1.860  1.00  0.00           H  
HETATM   32  H13 UNL     1      -3.412   0.969  -0.304  1.00  0.00           H  
HETATM   33  H14 UNL     1      -1.109   1.470   0.219  1.00  0.00           H  
HETATM   34  H15 UNL     1      -1.561  -0.122   0.850  1.00  0.00           H  
HETATM   35  H16 UNL     1       0.674  -0.052  -0.115  1.00  0.00           H  
HETATM   36  H17 UNL     1      -0.370  -1.286  -0.906  1.00  0.00           H  
HETATM   37  H18 UNL     1      -0.715   0.301  -2.840  1.00  0.00           H  
HETATM   38  H19 UNL     1       0.340   1.493  -1.954  1.00  0.00           H  
HETATM   39  H20 UNL     1       1.512   0.135  -3.675  1.00  0.00           H  
HETATM   40  H21 UNL     1       0.965  -1.372  -2.882  1.00  0.00           H  
HETATM   41  H22 UNL     1       2.368  -0.871  -0.898  1.00  0.00           H  
HETATM   42  H23 UNL     1       3.336  -0.792  -2.402  1.00  0.00           H  
HETATM   43  H24 UNL     1       2.171   1.733  -1.088  1.00  0.00           H  
HETATM   44  H25 UNL     1       3.173   1.579  -2.575  1.00  0.00           H  
HETATM   45  H26 UNL     1       4.380   3.366  -0.712  1.00  0.00           H  
HETATM   46  H27 UNL     1       6.719   1.889  -0.064  1.00  0.00           H  
HETATM   47  H28 UNL     1       6.333   3.496   0.575  1.00  0.00           H  
HETATM   48  H29 UNL     1       7.596   1.661   2.503  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   29   30
CONECT    6    7   31   32
CONECT    7    8   33   34
CONECT    8    9   35   36
CONECT    9   10   37   38
CONECT   10   11   39   40
CONECT   11   12   41   42
CONECT   12   13   43   44
CONECT   13   14   14   15
CONECT   15   16   45
CONECT   16   17   46   47
CONECT   17   18   18   19
CONECT   19   48
END

HMDB0013317
     RDKit          3D
Tridecanoylglycine
 48 47  0  0  0  0  0  0  0  0999 V2000
   -5.6088   -1.7375    3.0814 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5189   -2.2224    2.1294 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3978   -1.2711    0.9310 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3048   -1.8325    0.0584 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0577   -1.0067   -1.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6485    0.4020   -0.8858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3788    0.4389   -0.0897 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2161   -0.2128   -0.7865 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1233    0.4233   -2.0985 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3001   -0.3208   -2.6920 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5131   -0.2830   -1.8214 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9505    1.1255   -1.5971 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1631    1.2116   -0.7301 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6420    0.1260   -0.3159 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7547    2.4518   -0.3838 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9186    2.4689    0.4527 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6217    1.8483    1.7546 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4824    1.4077    1.9797 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6045    1.7492    2.7383 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2313   -1.5796    4.1031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9514   -0.7510    2.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5051   -2.4023    3.0432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7903   -3.2410    1.7894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5541   -2.3128    2.6695 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2060   -0.2500    1.2799 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3516   -1.3747    0.3747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6312   -2.8471   -0.2515 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3777   -1.9798    0.6507 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2259   -1.4895   -1.7276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9500   -1.0680   -1.8314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5669    0.9295   -1.8597 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4121    0.9692   -0.3041 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1094    1.4703    0.2189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5606   -0.1220    0.8504 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6738   -0.0521   -0.1151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3704   -1.2855   -0.9056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7154    0.3015   -2.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3401    1.4934   -1.9536 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5121    0.1348   -3.6754 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9648   -1.3717   -2.8820 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3681   -0.8705   -0.8976 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3362   -0.7919   -2.4021 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1711    1.7331   -1.0880 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1728    1.5791   -2.5752 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3797    3.3658   -0.7122 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7195    1.8891   -0.0640 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3329    3.4961    0.5747 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5959    1.6612    2.5027 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  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 19 48  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Acylglycine c:13	ChEBI

Chemical Formula

C₁₅H₂₉NO₃

Average Molecular Weight

271.3957

Monoisotopic Molecular Weight

271.214743799

IUPAC Name

2-tridecanamidoacetic acid

Traditional Name

tridecanamidoacetic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCC(=O)NCC(O)=O

InChI Identifier

InChI=1S/C15H29NO3/c1-2-3-4-5-6-7-8-9-10-11-12-14(17)16-13-15(18)19/h2-13H2,1H3,(H,16,17)(H,18,19)

InChI Key

BTHNNPTZHGZNAO-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:74437 )
N-acylglycine (CHEBI:74437 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0013317)
Cell membrane (HMDB: HMDB0013317)

Source

Endogenous

Endogenous (HMDB: HMDB0013317)

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	0.0091 g/L	ALOGPS
logP	4.56	ALOGPS
logP	3.82	ChemAxon
logS	-4.5	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	13	ChemAxon
Refractivity	76.08 m³·mol⁻¹	ChemAxon
Polarizability	33.43 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]+	169.443	31661259
DarkChem	[M-H]-	166.577	31661259
DeepCCS	[M+H]+	171.306	30932474
DeepCCS	[M-H]-	167.287	30932474
DeepCCS	[M-2H]-	204.603	30932474
DeepCCS	[M+Na]+	180.394	30932474
AllCCS	[M+H]+	170.8	32859911
AllCCS	[M+H-H2O]+	167.7	32859911
AllCCS	[M+NH4]+	173.6	32859911
AllCCS	[M+Na]+	174.4	32859911
AllCCS	[M-H]-	171.8	32859911
AllCCS	[M+Na-2H]-	172.7	32859911
AllCCS	[M+HCOO]-	173.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.74 minutes	32390414
Predicted by Siyang on May 30, 2022	16.9243 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.89 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	33.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2549.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	401.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	194.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	211.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	476.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	693.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	705.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	123.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1534.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	520.2 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1576.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	524.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	419.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	483.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	325.3 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.8 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Tridecanoylglycine	CCCCCCCCCCCCC(=O)NCC(O)=O	3240.2	Standard polar	33892256
Tridecanoylglycine	CCCCCCCCCCCCC(=O)NCC(O)=O	2091.0	Standard non polar	33892256
Tridecanoylglycine	CCCCCCCCCCCCC(=O)NCC(O)=O	2293.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tridecanoylglycine,1TMS,isomer #1	CCCCCCCCCCCCC(=O)NCC(=O)O[Si](C)(C)C	2296.3	Semi standard non polar	33892256
Tridecanoylglycine,1TMS,isomer #2	CCCCCCCCCCCCC(=O)N(CC(=O)O)[Si](C)(C)C	2300.9	Semi standard non polar	33892256
Tridecanoylglycine,2TMS,isomer #1	CCCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2325.8	Semi standard non polar	33892256
Tridecanoylglycine,2TMS,isomer #1	CCCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2342.3	Standard non polar	33892256
Tridecanoylglycine,2TMS,isomer #1	CCCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2431.9	Standard polar	33892256
Tridecanoylglycine,1TBDMS,isomer #1	CCCCCCCCCCCCC(=O)NCC(=O)O[Si](C)(C)C(C)(C)C	2532.1	Semi standard non polar	33892256
Tridecanoylglycine,1TBDMS,isomer #2	CCCCCCCCCCCCC(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C	2541.5	Semi standard non polar	33892256
Tridecanoylglycine,2TBDMS,isomer #1	CCCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2806.5	Semi standard non polar	33892256
Tridecanoylglycine,2TBDMS,isomer #1	CCCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2703.6	Standard non polar	33892256
Tridecanoylglycine,2TBDMS,isomer #1	CCCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2675.2	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tridecanoylglycine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0596-9420000000-34ef7129202dcb51d2d6	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tridecanoylglycine GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9410000000-b16e6acbd184dad685ec	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tridecanoylglycine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tridecanoylglycine 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 - Tridecanoylglycine 10V, Positive-QTOF	splash10-00fr-4390000000-2157b8190b84da0beab5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tridecanoylglycine 20V, Positive-QTOF	splash10-056r-9320000000-7cf8c1b8c57be98d1d08	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tridecanoylglycine 40V, Positive-QTOF	splash10-056u-9300000000-e17106adbb50790da1ef	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tridecanoylglycine 10V, Negative-QTOF	splash10-00di-0090000000-34288752d6199ebc17e8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tridecanoylglycine 20V, Negative-QTOF	splash10-00di-4390000000-ad85f090f34c013ff949	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tridecanoylglycine 40V, Negative-QTOF	splash10-05fu-9200000000-68a7dfc53fff41d5db8f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tridecanoylglycine 10V, Positive-QTOF	splash10-00fr-6090000000-b2da1bb18737a6b1859b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tridecanoylglycine 20V, Positive-QTOF	splash10-004i-9200000000-abcca4959c98eea6d055	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tridecanoylglycine 40V, Positive-QTOF	splash10-0a7i-9000000000-b14b63eef494413c9f7c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tridecanoylglycine 10V, Negative-QTOF	splash10-00di-1090000000-e3231051cb92e1f9076b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tridecanoylglycine 20V, Negative-QTOF	splash10-00di-9020000000-06e50ee64eac17b59cbf	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tridecanoylglycine 40V, Negative-QTOF	splash10-00di-9000000000-6f95d67510ed2eeb238a	2021-09-24	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

FDB029379

KNApSAcK ID

Not Available

Chemspider ID

21513291

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45357453

PDB ID

Not Available

ChEBI ID

74437

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 Tridecanoylglycine (HMDB0013317)

MOL for HMDB0013317 (Tridecanoylglycine)

3D MOL for HMDB0013317 (Tridecanoylglycine)

3D SDF for HMDB0013317 (Tridecanoylglycine)

3D-SDF for HMDB0013317 (Tridecanoylglycine)

PDB for HMDB0013317 (Tridecanoylglycine)

3D PDB for HMDB0013317 (Tridecanoylglycine)

SMILES for HMDB0013317 (Tridecanoylglycine)

INCHI for HMDB0013317 (Tridecanoylglycine)

Structure for HMDB0013317 (Tridecanoylglycine)

3D Structure for HMDB0013317 (Tridecanoylglycine)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra