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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-11-30 15:52:33 UTC

Update Date

2020-02-26 21:38:26 UTC

HMDB ID

HMDB0013300

Secondary Accession Numbers

HMDB13300

Metabolite Identification

Common Name

Pentadecanoylglycine

Description

Pentadecanoylglycine is an acylglycine with C-15 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

HMDB0013300
     RDKit          3D
Pentadecanoylglycine
 54 53  0  0  0  0  0  0  0  0999 V2000
    9.3746   -0.3050   -0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0462   -0.9102    0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9650   -0.0842   -0.4833 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5769   -0.6076   -0.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5886    0.2879   -0.8459 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1624   -0.0837   -0.6193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8054   -0.0272    0.8434 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3879   -0.3897    1.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3789    0.4979    0.4508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0398    0.0362    0.8080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0488    0.9148    0.1408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4685    0.5248    0.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7795   -0.8743    0.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1751   -1.3082    0.2872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2092   -0.5169   -0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9391    0.4196   -1.1677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5910   -0.8065   -0.1293 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6427   -0.0487   -0.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5155    1.3747   -0.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6099    1.7405    0.3782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4365    2.2699   -0.8911 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4089    0.7304    0.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3371   -0.1702   -1.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2385   -0.9107    0.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9910   -0.8645    1.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0205   -1.9685   -0.1772 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0844   -0.2023   -1.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1021    0.9599   -0.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4995   -1.6180   -0.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4089   -0.6948    0.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7730    0.2799   -1.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7105    1.3548   -0.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9885   -1.0919   -1.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5426    0.6836   -1.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4453   -0.6931    1.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0246    1.0042    1.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2187   -0.3101    2.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1574   -1.4390    0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4384    0.4290   -0.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4526    1.5499    0.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1499   -1.0158    0.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1956    0.0265    1.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9262    0.7817   -0.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8845    1.9742    0.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1911    1.2499    0.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6005    0.6198    1.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5956   -0.9815   -1.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0839   -1.6011    0.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3779   -1.3289    1.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2958   -2.3634   -0.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8551   -1.5734    0.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6331   -0.4623   -0.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4800   -0.0750   -1.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4036    2.1664   -0.6023 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  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 21 54  1  0
M  END


  Mrv1652303102016522D          

 21 20  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
    3.6843  -14.5133    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9698  -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
 20 19  1  0  0  0  0
 21 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013300

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C17H33NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16(19)18-15-17(20)21/h2-15H2,1H3,(H,18,19)(H,20,21)

> <INCHI_KEY>
GFPGAMQTXLSWHM-UHFFFAOYSA-N

> <FORMULA>
C17H33NO3

> <MOLECULAR_WEIGHT>
299.4488

> <EXACT_MASS>
299.246043927

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
37.68709348364549

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-pentadecanamidoacetic acid

> <ALOGPS_LOGP>
5.64

> <JCHEM_LOGP>
4.706730873

> <ALOGPS_LOGS>
-5.31

> <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>
85.28609999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.45e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
pentadecanamidoacetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013300
     RDKit          3D
Pentadecanoylglycine
 54 53  0  0  0  0  0  0  0  0999 V2000
    9.3746   -0.3050   -0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0462   -0.9102    0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9650   -0.0842   -0.4833 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5769   -0.6076   -0.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5886    0.2879   -0.8459 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1624   -0.0837   -0.6193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8054   -0.0272    0.8434 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3879   -0.3897    1.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3789    0.4979    0.4508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0398    0.0362    0.8080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0488    0.9148    0.1408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4685    0.5248    0.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7795   -0.8743    0.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1751   -1.3082    0.2872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2092   -0.5169   -0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9391    0.4196   -1.1677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5910   -0.8065   -0.1293 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6427   -0.0487   -0.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5155    1.3747   -0.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6099    1.7405    0.3782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4365    2.2699   -0.8911 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4089    0.7304    0.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3371   -0.1702   -1.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2385   -0.9107    0.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9910   -0.8645    1.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0205   -1.9685   -0.1772 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0844   -0.2023   -1.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1021    0.9599   -0.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4995   -1.6180   -0.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4089   -0.6948    0.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7730    0.2799   -1.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7105    1.3548   -0.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9885   -1.0919   -1.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5426    0.6836   -1.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4453   -0.6931    1.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0246    1.0042    1.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2187   -0.3101    2.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1574   -1.4390    0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4384    0.4290   -0.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4526    1.5499    0.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1499   -1.0158    0.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1956    0.0265    1.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9262    0.7817   -0.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8845    1.9742    0.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1911    1.2499    0.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6005    0.6198    1.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5956   -0.9815   -1.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0839   -1.6011    0.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3779   -1.3289    1.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2958   -2.3634   -0.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8551   -1.5734    0.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6331   -0.4623   -0.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4800   -0.0750   -1.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4036    2.1664   -0.6023 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  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 21 54  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
HETATM   20  C   UNK     0       6.877 -27.091   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       5.544 -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   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

COMPND    HMDB0013300
HETATM    1  C1  UNL     1       9.375  -0.305  -0.233  1.00  0.00           C  
HETATM    2  C2  UNL     1       8.046  -0.910   0.173  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.965  -0.084  -0.483  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.577  -0.608  -0.141  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.589   0.288  -0.846  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.162  -0.084  -0.619  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.805  -0.027   0.843  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.388  -0.390   1.125  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.379   0.498   0.451  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.040   0.036   0.808  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.049   0.915   0.141  1.00  0.00           C  
HETATM   12  C12 UNL     1      -3.469   0.525   0.450  1.00  0.00           C  
HETATM   13  C13 UNL     1      -3.780  -0.874   0.007  1.00  0.00           C  
HETATM   14  C14 UNL     1      -5.175  -1.308   0.287  1.00  0.00           C  
HETATM   15  C15 UNL     1      -6.209  -0.517  -0.377  1.00  0.00           C  
HETATM   16  O1  UNL     1      -5.939   0.420  -1.168  1.00  0.00           O  
HETATM   17  N1  UNL     1      -7.591  -0.806  -0.129  1.00  0.00           N  
HETATM   18  C16 UNL     1      -8.643  -0.049  -0.765  1.00  0.00           C  
HETATM   19  C17 UNL     1      -8.516   1.375  -0.379  1.00  0.00           C  
HETATM   20  O2  UNL     1      -7.610   1.740   0.378  1.00  0.00           O  
HETATM   21  O3  UNL     1      -9.437   2.270  -0.891  1.00  0.00           O  
HETATM   22  H1  UNL     1       9.409   0.730   0.190  1.00  0.00           H  
HETATM   23  H2  UNL     1       9.337  -0.170  -1.337  1.00  0.00           H  
HETATM   24  H3  UNL     1      10.239  -0.911   0.090  1.00  0.00           H  
HETATM   25  H4  UNL     1       7.991  -0.865   1.281  1.00  0.00           H  
HETATM   26  H5  UNL     1       8.021  -1.968  -0.177  1.00  0.00           H  
HETATM   27  H6  UNL     1       7.084  -0.202  -1.580  1.00  0.00           H  
HETATM   28  H7  UNL     1       7.102   0.960  -0.149  1.00  0.00           H  
HETATM   29  H8  UNL     1       5.500  -1.618  -0.593  1.00  0.00           H  
HETATM   30  H9  UNL     1       5.409  -0.695   0.927  1.00  0.00           H  
HETATM   31  H10 UNL     1       4.773   0.280  -1.940  1.00  0.00           H  
HETATM   32  H11 UNL     1       4.710   1.355  -0.533  1.00  0.00           H  
HETATM   33  H12 UNL     1       2.989  -1.092  -1.050  1.00  0.00           H  
HETATM   34  H13 UNL     1       2.543   0.684  -1.130  1.00  0.00           H  
HETATM   35  H14 UNL     1       3.445  -0.693   1.469  1.00  0.00           H  
HETATM   36  H15 UNL     1       3.025   1.004   1.189  1.00  0.00           H  
HETATM   37  H16 UNL     1       1.219  -0.310   2.218  1.00  0.00           H  
HETATM   38  H17 UNL     1       1.157  -1.439   0.850  1.00  0.00           H  
HETATM   39  H18 UNL     1       0.438   0.429  -0.656  1.00  0.00           H  
HETATM   40  H19 UNL     1       0.453   1.550   0.717  1.00  0.00           H  
HETATM   41  H20 UNL     1      -1.150  -1.016   0.411  1.00  0.00           H  
HETATM   42  H21 UNL     1      -1.196   0.026   1.896  1.00  0.00           H  
HETATM   43  H22 UNL     1      -1.926   0.782  -0.974  1.00  0.00           H  
HETATM   44  H23 UNL     1      -1.884   1.974   0.335  1.00  0.00           H  
HETATM   45  H24 UNL     1      -4.191   1.250   0.035  1.00  0.00           H  
HETATM   46  H25 UNL     1      -3.600   0.620   1.570  1.00  0.00           H  
HETATM   47  H26 UNL     1      -3.596  -0.981  -1.086  1.00  0.00           H  
HETATM   48  H27 UNL     1      -3.084  -1.601   0.513  1.00  0.00           H  
HETATM   49  H28 UNL     1      -5.378  -1.329   1.385  1.00  0.00           H  
HETATM   50  H29 UNL     1      -5.296  -2.363  -0.041  1.00  0.00           H  
HETATM   51  H30 UNL     1      -7.855  -1.573   0.518  1.00  0.00           H  
HETATM   52  H31 UNL     1      -9.633  -0.462  -0.499  1.00  0.00           H  
HETATM   53  H32 UNL     1      -8.480  -0.075  -1.878  1.00  0.00           H  
HETATM   54  H33 UNL     1     -10.404   2.166  -0.602  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4   27   28
CONECT    4    5   29   30
CONECT    5    6   31   32
CONECT    6    7   33   34
CONECT    7    8   35   36
CONECT    8    9   37   38
CONECT    9   10   39   40
CONECT   10   11   41   42
CONECT   11   12   43   44
CONECT   12   13   45   46
CONECT   13   14   47   48
CONECT   14   15   49   50
CONECT   15   16   16   17
CONECT   17   18   51
CONECT   18   19   52   53
CONECT   19   20   20   21
CONECT   21   54
END

HMDB0013300
     RDKit          3D
Pentadecanoylglycine
 54 53  0  0  0  0  0  0  0  0999 V2000
    9.3746   -0.3050   -0.2327 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0462   -0.9102    0.1726 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9650   -0.0842   -0.4833 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5769   -0.6076   -0.1413 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5886    0.2879   -0.8459 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1624   -0.0837   -0.6193 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8054   -0.0272    0.8434 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3879   -0.3897    1.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3789    0.4979    0.4508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0398    0.0362    0.8080 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0488    0.9148    0.1408 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4685    0.5248    0.4498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7795   -0.8743    0.0070 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1751   -1.3082    0.2872 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2092   -0.5169   -0.3772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9391    0.4196   -1.1677 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5910   -0.8065   -0.1293 N   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6427   -0.0487   -0.7650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5155    1.3747   -0.3791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6099    1.7405    0.3782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4365    2.2699   -0.8911 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4089    0.7304    0.1899 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3371   -0.1702   -1.3366 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.2385   -0.9107    0.0896 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9910   -0.8645    1.2807 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0205   -1.9685   -0.1772 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0844   -0.2023   -1.5802 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1021    0.9599   -0.1489 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4995   -1.6180   -0.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4089   -0.6948    0.9266 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7730    0.2799   -1.9397 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7105    1.3548   -0.5326 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9885   -1.0919   -1.0505 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5426    0.6836   -1.1298 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4453   -0.6931    1.4690 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0246    1.0042    1.1890 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2187   -0.3101    2.2183 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1574   -1.4390    0.8498 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4384    0.4290   -0.6560 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4526    1.5499    0.7167 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1499   -1.0158    0.4113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1956    0.0265    1.8959 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9262    0.7817   -0.9738 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8845    1.9742    0.3354 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1911    1.2499    0.0350 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6005    0.6198    1.5698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5956   -0.9815   -1.0855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0839   -1.6011    0.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3779   -1.3289    1.3851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2958   -2.3634   -0.0407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8551   -1.5734    0.5179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6331   -0.4623   -0.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4800   -0.0750   -1.8780 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.4036    2.1664   -0.6023 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  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 14 50  1  0
 17 51  1  0
 18 52  1  0
 18 53  1  0
 21 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Acylglycine c:15	HMDB
2-[(1-Hydroxypentadecylidene)amino]acetate	Generator

Chemical Formula

C₁₇H₃₃NO₃

Average Molecular Weight

299.4488

Monoisotopic Molecular Weight

299.246043927

IUPAC Name

2-pentadecanamidoacetic acid

Traditional Name

pentadecanamidoacetic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCC(=O)NCC(O)=O

InChI Identifier

InChI=1S/C17H33NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-16(19)18-15-17(20)21/h2-15H2,1H3,(H,18,19)(H,20,21)

InChI Key

GFPGAMQTXLSWHM-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

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cell membrane (HMDB: HMDB0013300)

Cellular substructure

Membrane (HMDB: HMDB0013300)

Source

Endogenous

Endogenous (HMDB: HMDB0013300)

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	0.0014 g/L	ALOGPS
logP	5.64	ALOGPS
logP	4.71	ChemAxon
logS	-5.3	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	15	ChemAxon
Refractivity	85.29 m³·mol⁻¹	ChemAxon
Polarizability	37.69 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]+	179.001	31661259
DarkChem	[M-H]-	176.757	31661259
DeepCCS	[M+H]+	178.238	30932474
DeepCCS	[M-H]-	174.218	30932474
DeepCCS	[M-2H]-	211.215	30932474
DeepCCS	[M+Na]+	187.148	30932474
AllCCS	[M+H]+	180.6	32859911
AllCCS	[M+H-H2O]+	177.8	32859911
AllCCS	[M+NH4]+	183.2	32859911
AllCCS	[M+Na]+	184.0	32859911
AllCCS	[M-H]-	179.9	32859911
AllCCS	[M+Na-2H]-	180.9	32859911
AllCCS	[M+HCOO]-	182.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Pentadecanoylglycine	CCCCCCCCCCCCCCC(=O)NCC(O)=O	3430.1	Standard polar	33892256
Pentadecanoylglycine	CCCCCCCCCCCCCCC(=O)NCC(O)=O	2280.6	Standard non polar	33892256
Pentadecanoylglycine	CCCCCCCCCCCCCCC(=O)NCC(O)=O	2488.3	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Pentadecanoylglycine,1TMS,isomer #1	CCCCCCCCCCCCCCC(=O)NCC(=O)O[Si](C)(C)C	2493.5	Semi standard non polar	33892256
Pentadecanoylglycine,1TMS,isomer #2	CCCCCCCCCCCCCCC(=O)N(CC(=O)O)[Si](C)(C)C	2504.7	Semi standard non polar	33892256
Pentadecanoylglycine,2TMS,isomer #1	CCCCCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2525.4	Semi standard non polar	33892256
Pentadecanoylglycine,2TMS,isomer #1	CCCCCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2531.8	Standard non polar	33892256
Pentadecanoylglycine,2TMS,isomer #1	CCCCCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2611.2	Standard polar	33892256
Pentadecanoylglycine,1TBDMS,isomer #1	CCCCCCCCCCCCCCC(=O)NCC(=O)O[Si](C)(C)C(C)(C)C	2731.9	Semi standard non polar	33892256
Pentadecanoylglycine,1TBDMS,isomer #2	CCCCCCCCCCCCCCC(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C	2748.5	Semi standard non polar	33892256
Pentadecanoylglycine,2TBDMS,isomer #1	CCCCCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3007.9	Semi standard non polar	33892256
Pentadecanoylglycine,2TBDMS,isomer #1	CCCCCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2880.3	Standard non polar	33892256
Pentadecanoylglycine,2TBDMS,isomer #1	CCCCCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2843.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Pentadecanoylglycine GC-MS (Non-derivatized) - 70eV, Positive	splash10-009x-9550000000-3ba656e922910a3d49d4	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pentadecanoylglycine GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9331000000-e666863e7c1036db7377	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Pentadecanoylglycine 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 - Pentadecanoylglycine 10V, Positive-QTOF	splash10-0ufr-7197000000-d9310aa282ab4c1858e4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanoylglycine 20V, Positive-QTOF	splash10-056r-9230000000-8555417c2036569527e3	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanoylglycine 40V, Positive-QTOF	splash10-056u-9400000000-1c1ca18771aebc2f56bf	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanoylglycine 10V, Negative-QTOF	splash10-0002-0090000000-94c276d4c4bf8b78ae2e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanoylglycine 20V, Negative-QTOF	splash10-006t-3290000000-a1b14c00c49c2f21b37d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanoylglycine 40V, Negative-QTOF	splash10-05fu-9200000000-f6cdcefddf7731526b96	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanoylglycine 10V, Negative-QTOF	splash10-0002-1090000000-00819647c97de5c211e0	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanoylglycine 20V, Negative-QTOF	splash10-00di-9020000000-3b3936aae741b39f7906	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanoylglycine 40V, Negative-QTOF	splash10-00di-9000000000-25e5315d765107a9843a	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanoylglycine 10V, Positive-QTOF	splash10-0ufr-7019000000-34dcb9a4bfcd5d9f6549	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanoylglycine 20V, Positive-QTOF	splash10-004i-9111000000-efd26d3704366bdd19ff	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Pentadecanoylglycine 40V, Positive-QTOF	splash10-0a4i-9000000000-1f966137a5ebbdfa1c23	2021-09-25	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

FDB029368

KNApSAcK ID

Not Available

Chemspider ID

30776703

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481663

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Pentadecanoylglycine (HMDB0013300)

MOL for HMDB0013300 (Pentadecanoylglycine)

3D MOL for HMDB0013300 (Pentadecanoylglycine)

3D SDF for HMDB0013300 (Pentadecanoylglycine)

3D-SDF for HMDB0013300 (Pentadecanoylglycine)

PDB for HMDB0013300 (Pentadecanoylglycine)

3D PDB for HMDB0013300 (Pentadecanoylglycine)

SMILES for HMDB0013300 (Pentadecanoylglycine)

INCHI for HMDB0013300 (Pentadecanoylglycine)

Structure for HMDB0013300 (Pentadecanoylglycine)

3D Structure for HMDB0013300 (Pentadecanoylglycine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra