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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-11-30 15:51:42 UTC

Update Date

2020-02-26 21:38:25 UTC

HMDB ID

HMDB0013250

Secondary Accession Numbers

HMDB13250

Metabolite Identification

Common Name

Myristoylglycine

Description

Myristoylglycine is an acylglycine with C-14 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

HMDB0013250
     RDKit          3D
Myristoylglycine
 51 50  0  0  0  0  0  0  0  0999 V2000
   -8.0175   -1.0330   -0.7233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6674   -0.5075   -0.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7069   -0.6986   -1.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3129   -0.2112   -1.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7037   -0.9035    0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2889   -0.3835    0.3861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3658   -0.5826   -0.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0284   -0.0077   -0.3959 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5464   -0.7400    0.7832 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9106   -0.5293    1.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3443    0.7964    1.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4078    1.8278    0.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3397    1.3818   -0.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7048    1.2513    0.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0222    1.6375    1.1560 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6979    0.6658   -0.8117 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0765    0.5077   -0.3649 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0715   -0.3463    0.8323 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0057   -0.7975    1.2861 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2573   -0.6535    1.4629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1528   -2.1104   -0.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8403   -0.4519   -0.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1169   -0.9366   -1.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3995   -1.0457    0.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8143    0.5905   -0.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6337   -1.7845   -1.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1089   -0.1883   -2.3015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3892    0.8759   -0.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6641   -0.2960   -1.9792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6604   -2.0134   -0.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2687   -0.7748    1.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9916   -0.9047    1.3335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3938    0.7040    0.5714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1444   -1.6694   -0.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6911   -0.1234   -1.6953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2899    1.0584   -0.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6697    0.0139   -1.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1758   -0.5571    1.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4270   -1.8735    0.6437 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1536   -1.2990    2.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5983   -0.9463    0.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3477    0.7003    2.1969 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6908    1.1850    2.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4471    2.1294    0.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8833    2.7848    1.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3311    2.2092   -1.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9883    0.4445   -0.9685 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4625    0.3306   -1.7745 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6911    0.0507   -1.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5385    1.5025   -0.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1564   -0.3038    1.2118 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  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 20 51  1  0
M  END

  Mrv1652303102016512D          

 20 19  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  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
M  END
> <DATABASE_ID>
HMDB0013250

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H31NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15(18)17-14-16(19)20/h2-14H2,1H3,(H,17,18)(H,19,20)

> <INCHI_KEY>
DYUGTPXLDJQBRB-UHFFFAOYSA-N

> <FORMULA>
C16H31NO3

> <MOLECULAR_WEIGHT>
285.4222

> <EXACT_MASS>
285.230393863

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
35.563923363144426

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-tetradecanamidoacetic acid

> <ALOGPS_LOGP>
4.98

> <JCHEM_LOGP>
4.2621622079999995

> <ALOGPS_LOGS>
-4.99

> <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>
80.68509999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.95e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetradecanamidoacetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013250
     RDKit          3D
Myristoylglycine
 51 50  0  0  0  0  0  0  0  0999 V2000
   -8.0175   -1.0330   -0.7233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6674   -0.5075   -0.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7069   -0.6986   -1.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3129   -0.2112   -1.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7037   -0.9035    0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2889   -0.3835    0.3861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3658   -0.5826   -0.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0284   -0.0077   -0.3959 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5464   -0.7400    0.7832 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9106   -0.5293    1.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3443    0.7964    1.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4078    1.8278    0.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3397    1.3818   -0.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7048    1.2513    0.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0222    1.6375    1.1560 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6979    0.6658   -0.8117 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0765    0.5077   -0.3649 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0715   -0.3463    0.8323 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0057   -0.7975    1.2861 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2573   -0.6535    1.4629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1528   -2.1104   -0.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8403   -0.4519   -0.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1169   -0.9366   -1.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3995   -1.0457    0.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8143    0.5905   -0.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6337   -1.7845   -1.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1089   -0.1883   -2.3015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3892    0.8759   -0.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6641   -0.2960   -1.9792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6604   -2.0134   -0.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2687   -0.7748    1.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9916   -0.9047    1.3335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3938    0.7040    0.5714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1444   -1.6694   -0.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6911   -0.1234   -1.6953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2899    1.0584   -0.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6697    0.0139   -1.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1758   -0.5571    1.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4270   -1.8735    0.6437 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1536   -1.2990    2.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5983   -0.9463    0.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3477    0.7003    2.1969 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6908    1.1850    2.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4471    2.1294    0.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8833    2.7848    1.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3311    2.2092   -1.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9883    0.4445   -0.9685 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4625    0.3306   -1.7745 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6911    0.0507   -1.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5385    1.5025   -0.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1564   -0.3038    1.2118 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  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 20 51  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
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                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

COMPND    HMDB0013250
HETATM    1  C1  UNL     1      -8.017  -1.033  -0.723  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.667  -0.507  -0.280  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.707  -0.699  -1.403  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.313  -0.211  -1.086  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.704  -0.904   0.079  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.289  -0.384   0.386  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.366  -0.583  -0.748  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.028  -0.008  -0.396  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.546  -0.740   0.783  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.911  -0.529   1.257  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.344   0.796   1.686  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.408   1.828   0.616  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.340   1.382  -0.484  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.705   1.251   0.021  1.00  0.00           C  
HETATM   15  O1  UNL     1       5.022   1.637   1.156  1.00  0.00           O  
HETATM   16  N1  UNL     1       5.698   0.666  -0.812  1.00  0.00           N  
HETATM   17  C15 UNL     1       7.077   0.508  -0.365  1.00  0.00           C  
HETATM   18  C16 UNL     1       7.071  -0.346   0.832  1.00  0.00           C  
HETATM   19  O2  UNL     1       6.006  -0.797   1.286  1.00  0.00           O  
HETATM   20  O3  UNL     1       8.257  -0.653   1.463  1.00  0.00           O  
HETATM   21  H1  UNL     1      -8.153  -2.110  -0.444  1.00  0.00           H  
HETATM   22  H2  UNL     1      -8.840  -0.452  -0.277  1.00  0.00           H  
HETATM   23  H3  UNL     1      -8.117  -0.937  -1.842  1.00  0.00           H  
HETATM   24  H4  UNL     1      -6.400  -1.046   0.639  1.00  0.00           H  
HETATM   25  H5  UNL     1      -6.814   0.591  -0.099  1.00  0.00           H  
HETATM   26  H6  UNL     1      -5.634  -1.784  -1.646  1.00  0.00           H  
HETATM   27  H7  UNL     1      -6.109  -0.188  -2.302  1.00  0.00           H  
HETATM   28  H8  UNL     1      -4.389   0.876  -0.851  1.00  0.00           H  
HETATM   29  H9  UNL     1      -3.664  -0.296  -1.979  1.00  0.00           H  
HETATM   30  H10 UNL     1      -3.660  -2.013  -0.100  1.00  0.00           H  
HETATM   31  H11 UNL     1      -4.269  -0.775   1.016  1.00  0.00           H  
HETATM   32  H12 UNL     1      -1.992  -0.905   1.333  1.00  0.00           H  
HETATM   33  H13 UNL     1      -2.394   0.704   0.571  1.00  0.00           H  
HETATM   34  H14 UNL     1      -1.144  -1.669  -0.958  1.00  0.00           H  
HETATM   35  H15 UNL     1      -1.691  -0.123  -1.695  1.00  0.00           H  
HETATM   36  H16 UNL     1      -0.290   1.058  -0.106  1.00  0.00           H  
HETATM   37  H17 UNL     1       0.670   0.014  -1.273  1.00  0.00           H  
HETATM   38  H18 UNL     1      -0.176  -0.557   1.665  1.00  0.00           H  
HETATM   39  H19 UNL     1       0.427  -1.873   0.644  1.00  0.00           H  
HETATM   40  H20 UNL     1       2.154  -1.299   2.087  1.00  0.00           H  
HETATM   41  H21 UNL     1       2.598  -0.946   0.424  1.00  0.00           H  
HETATM   42  H22 UNL     1       3.348   0.700   2.197  1.00  0.00           H  
HETATM   43  H23 UNL     1       1.691   1.185   2.553  1.00  0.00           H  
HETATM   44  H24 UNL     1       1.447   2.129   0.245  1.00  0.00           H  
HETATM   45  H25 UNL     1       2.883   2.785   1.084  1.00  0.00           H  
HETATM   46  H26 UNL     1       3.331   2.209  -1.261  1.00  0.00           H  
HETATM   47  H27 UNL     1       2.988   0.445  -0.968  1.00  0.00           H  
HETATM   48  H28 UNL     1       5.462   0.331  -1.774  1.00  0.00           H  
HETATM   49  H29 UNL     1       7.691   0.051  -1.179  1.00  0.00           H  
HETATM   50  H30 UNL     1       7.538   1.502  -0.181  1.00  0.00           H  
HETATM   51  H31 UNL     1       9.156  -0.304   1.212  1.00  0.00           H  
CONECT    1    2   21   22   23
CONECT    2    3   24   25
CONECT    3    4   26   27
CONECT    4    5   28   29
CONECT    5    6   30   31
CONECT    6    7   32   33
CONECT    7    8   34   35
CONECT    8    9   36   37
CONECT    9   10   38   39
CONECT   10   11   40   41
CONECT   11   12   42   43
CONECT   12   13   44   45
CONECT   13   14   46   47
CONECT   14   15   15   16
CONECT   16   17   48
CONECT   17   18   49   50
CONECT   18   19   19   20
CONECT   20   51
END

HMDB0013250
     RDKit          3D
Myristoylglycine
 51 50  0  0  0  0  0  0  0  0999 V2000
   -8.0175   -1.0330   -0.7233 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6674   -0.5075   -0.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7069   -0.6986   -1.4033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3129   -0.2112   -1.0865 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7037   -0.9035    0.0786 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2889   -0.3835    0.3861 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3658   -0.5826   -0.7475 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0284   -0.0077   -0.3959 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5464   -0.7400    0.7832 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9106   -0.5293    1.2568 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3443    0.7964    1.6862 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4078    1.8278    0.6163 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3397    1.3818   -0.4841 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7048    1.2513    0.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0222    1.6375    1.1560 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6979    0.6658   -0.8117 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.0765    0.5077   -0.3649 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0715   -0.3463    0.8323 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0057   -0.7975    1.2861 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.2573   -0.6535    1.4629 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1528   -2.1104   -0.4439 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8403   -0.4519   -0.2773 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1169   -0.9366   -1.8419 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3995   -1.0457    0.6388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8143    0.5905   -0.0993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6337   -1.7845   -1.6460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1089   -0.1883   -2.3015 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3892    0.8759   -0.8513 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6641   -0.2960   -1.9792 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6604   -2.0134   -0.1001 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2687   -0.7748    1.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9916   -0.9047    1.3335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3938    0.7040    0.5714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1444   -1.6694   -0.9582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6911   -0.1234   -1.6953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2899    1.0584   -0.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6697    0.0139   -1.2733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1758   -0.5571    1.6647 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4270   -1.8735    0.6437 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1536   -1.2990    2.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5983   -0.9463    0.4235 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3477    0.7003    2.1969 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6908    1.1850    2.5529 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4471    2.1294    0.2453 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8833    2.7848    1.0842 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3311    2.2092   -1.2606 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9883    0.4445   -0.9685 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4625    0.3306   -1.7745 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6911    0.0507   -1.1794 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5385    1.5025   -0.1814 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1564   -0.3038    1.2118 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  2  0
 14 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  1 23  1  0
  2 24  1  0
  2 25  1  0
  3 26  1  0
  3 27  1  0
  4 28  1  0
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  6 33  1  0
  7 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 44  1  0
 12 45  1  0
 13 46  1  0
 13 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 20 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Tetradecanoylglycine	ChEBI
Acylglycine c:14	HMDB
N-Myristoylglycine, sodium salt	MeSH, HMDB
N-Myristoyl-gly	MeSH, HMDB
N-Myristoylglycine	MeSH, HMDB
N-Myristoylglycine, potassium salt	MeSH, HMDB
Myristoylglycine	ChEBI

Chemical Formula

C₁₆H₃₁NO₃

Average Molecular Weight

285.4222

Monoisotopic Molecular Weight

285.230393863

IUPAC Name

2-tetradecanamidoacetic acid

Traditional Name

tetradecanamidoacetic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCC(=O)NCC(O)=O

InChI Identifier

InChI=1S/C16H31NO3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15(18)17-14-16(19)20/h2-14H2,1H3,(H,17,18)(H,19,20)

InChI Key

DYUGTPXLDJQBRB-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
Carboximidic acid
Carboximidic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Carbonyl group
Organooxygen compound
Organonitrogen 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:87142 )
N-acylglycine (CHEBI:87142 )

Ontology

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	0.003 g/L	ALOGPS
logP	4.98	ALOGPS
logP	4.26	ChemAxon
logS	-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	14	ChemAxon
Refractivity	80.69 m³·mol⁻¹	ChemAxon
Polarizability	35.56 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]+	173.064	31661259
DarkChem	[M-H]-	173.176	31661259
DeepCCS	[M+H]+	173.796	30932474
DeepCCS	[M-H]-	169.776	30932474
DeepCCS	[M-2H]-	207.188	30932474
DeepCCS	[M+Na]+	182.936	30932474
AllCCS	[M+H]+	175.7	32859911
AllCCS	[M+H-H2O]+	172.7	32859911
AllCCS	[M+NH4]+	178.4	32859911
AllCCS	[M+Na]+	179.2	32859911
AllCCS	[M-H]-	175.9	32859911
AllCCS	[M+Na-2H]-	176.8	32859911
AllCCS	[M+HCOO]-	178.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Myristoylglycine	CCCCCCCCCCCCCC(=O)NCC(O)=O	3334.7	Standard polar	33892256
Myristoylglycine	CCCCCCCCCCCCCC(=O)NCC(O)=O	2185.4	Standard non polar	33892256
Myristoylglycine	CCCCCCCCCCCCCC(=O)NCC(O)=O	2390.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Myristoylglycine,1TMS,isomer #1	CCCCCCCCCCCCCC(=O)NCC(=O)O[Si](C)(C)C	2394.7	Semi standard non polar	33892256
Myristoylglycine,1TMS,isomer #2	CCCCCCCCCCCCCC(=O)N(CC(=O)O)[Si](C)(C)C	2402.6	Semi standard non polar	33892256
Myristoylglycine,2TMS,isomer #1	CCCCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2425.3	Semi standard non polar	33892256
Myristoylglycine,2TMS,isomer #1	CCCCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2437.1	Standard non polar	33892256
Myristoylglycine,2TMS,isomer #1	CCCCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2521.6	Standard polar	33892256
Myristoylglycine,1TBDMS,isomer #1	CCCCCCCCCCCCCC(=O)NCC(=O)O[Si](C)(C)C(C)(C)C	2631.7	Semi standard non polar	33892256
Myristoylglycine,1TBDMS,isomer #2	CCCCCCCCCCCCCC(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C	2644.8	Semi standard non polar	33892256
Myristoylglycine,2TBDMS,isomer #1	CCCCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2907.8	Semi standard non polar	33892256
Myristoylglycine,2TBDMS,isomer #1	CCCCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2792.3	Standard non polar	33892256
Myristoylglycine,2TBDMS,isomer #1	CCCCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2759.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Myristoylglycine GC-MS (Non-derivatized) - 70eV, Positive	splash10-01wf-9440000000-2208b65d64cd43a703fe	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Myristoylglycine GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9321000000-fcf88fbad002781c23a9	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Myristoylglycine 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 - Myristoylglycine 10V, Positive-QTOF	splash10-000i-3090000000-a45ad71ee04b2bc48e52	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myristoylglycine 20V, Positive-QTOF	splash10-056r-9230000000-d05c8f11ed1aedd06ee0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myristoylglycine 40V, Positive-QTOF	splash10-056u-9400000000-178edabc19665eaf251f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myristoylglycine 10V, Negative-QTOF	splash10-001i-0090000000-4f3d7c6fb0940474aec2	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myristoylglycine 20V, Negative-QTOF	splash10-0089-3190000000-c80adbd52e61f74f1d2a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myristoylglycine 40V, Negative-QTOF	splash10-05fu-9100000000-6c69cb2833f18ec61d68	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myristoylglycine 10V, Negative-QTOF	splash10-001i-1090000000-0d869663775cfd175f28	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myristoylglycine 20V, Negative-QTOF	splash10-00di-9020000000-23d998adbd5d955f154f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myristoylglycine 40V, Negative-QTOF	splash10-00di-9000000000-25e5315d765107a9843a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myristoylglycine 10V, Positive-QTOF	splash10-002r-5090000000-0e9ef0647099978ca4fd	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myristoylglycine 20V, Positive-QTOF	splash10-056r-9110000000-1f1cfde07a51dc7d3aae	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Myristoylglycine 40V, Positive-QTOF	splash10-0a6r-9000000000-49eb9117d76c1e921cf8	2021-09-23	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

FDB029359

KNApSAcK ID

Not Available

Chemspider ID

65286

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72348

PDB ID

Not Available

ChEBI ID

87142

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

Liu P, Duan J, Wang P, Qian D, Guo J, Shang E, Su S, Tang Y, Tang Z: Biomarkers of primary dysmenorrhea and herbal formula intervention: an exploratory metabonomics study of blood plasma and urine. Mol Biosyst. 2013 Jan 27;9(1):77-87. doi: 10.1039/c2mb25238d. Epub 2012 Oct 30. [PubMed:23111557 ]

Showing metabocard for Myristoylglycine (HMDB0013250)

MOL for HMDB0013250 (Myristoylglycine)

3D MOL for HMDB0013250 (Myristoylglycine)

3D SDF for HMDB0013250 (Myristoylglycine)

3D-SDF for HMDB0013250 (Myristoylglycine)

PDB for HMDB0013250 (Myristoylglycine)

3D PDB for HMDB0013250 (Myristoylglycine)

SMILES for HMDB0013250 (Myristoylglycine)

INCHI for HMDB0013250 (Myristoylglycine)

Structure for HMDB0013250 (Myristoylglycine)

3D Structure for HMDB0013250 (Myristoylglycine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra