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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-11-30 15:52:04 UTC

Update Date

2020-02-26 21:38:25 UTC

HMDB ID

HMDB0013272

Secondary Accession Numbers

HMDB13272

Metabolite Identification

Common Name

N-Lauroylglycine

Description

N-Lauroylglycine is an acylglycine with C-12 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

HMDB0013272
     RDKit          3D
N-Lauroylglycine
 45 44  0  0  0  0  0  0  0  0999 V2000
   -6.2431   -0.6036   -0.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2903    0.5054   -0.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9428    0.2620    0.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2965   -1.0313   -0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0263   -1.0366   -1.8058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1740   -0.0032   -2.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7653    0.1516   -2.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4567    0.5477   -0.6022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0922    0.5685   -0.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4788    0.9105    0.9037 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9135    1.0111    1.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6746   -0.2916    0.9945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2206   -1.0629    0.1170 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7977   -0.5532    1.7416 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9267   -0.8166    2.4923 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1564   -0.9644    1.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0221   -0.8372    0.4211 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4150   -1.2157    2.1541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1824   -0.1568    0.3269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7721   -1.1387    0.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4606   -1.3096   -0.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2630    0.4549   -1.6511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7225    1.4628   -0.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9714    0.4011    1.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3070    1.1384   -0.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5542   -1.4456    0.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1659   -1.8091   -0.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5783   -2.0431   -2.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0276   -0.9733   -2.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1646   -0.1978   -3.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6397    1.0251   -2.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1306   -0.7515   -2.2939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2777    0.9604   -2.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8110    1.6213   -0.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8922   -0.0301    0.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3861   -0.4415   -0.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4384    1.2999   -1.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9236    1.8032    1.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0521    0.0763    1.5796 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4117    1.7361    0.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1134    1.3522    2.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9690   -1.7260    1.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1010    0.1085    3.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8372   -1.7022    3.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1860   -1.3527    1.4888 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  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 18 45  1  0
M  END


  Mrv1652303102016512D          

 18 17  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
  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
M  END
> <DATABASE_ID>
HMDB0013272

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H27NO3/c1-2-3-4-5-6-7-8-9-10-11-13(16)15-12-14(17)18/h2-12H2,1H3,(H,15,16)(H,17,18)

> <INCHI_KEY>
JWGGSJFIGIGFSQ-UHFFFAOYSA-N

> <FORMULA>
C14H27NO3

> <MOLECULAR_WEIGHT>
257.3691

> <EXACT_MASS>
257.199093735

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
45

> <JCHEM_AVERAGE_POLARIZABILITY>
31.30184560067194

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-dodecanamidoacetic acid

> <ALOGPS_LOGP>
4.00

> <JCHEM_LOGP>
3.373024878

> <ALOGPS_LOGS>
-4.11

> <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>
71.4831

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.02e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
dodecanamidoacetic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013272
     RDKit          3D
N-Lauroylglycine
 45 44  0  0  0  0  0  0  0  0999 V2000
   -6.2431   -0.6036   -0.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2903    0.5054   -0.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9428    0.2620    0.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2965   -1.0313   -0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0263   -1.0366   -1.8058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1740   -0.0032   -2.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7653    0.1516   -2.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4567    0.5477   -0.6022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0922    0.5685   -0.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4788    0.9105    0.9037 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9135    1.0111    1.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6746   -0.2916    0.9945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2206   -1.0629    0.1170 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7977   -0.5532    1.7416 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9267   -0.8166    2.4923 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1564   -0.9644    1.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0221   -0.8372    0.4211 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4150   -1.2157    2.1541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1824   -0.1568    0.3269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7721   -1.1387    0.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4606   -1.3096   -0.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2630    0.4549   -1.6511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7225    1.4628   -0.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9714    0.4011    1.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3070    1.1384   -0.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5542   -1.4456    0.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1659   -1.8091   -0.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5783   -2.0431   -2.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0276   -0.9733   -2.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1646   -0.1978   -3.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6397    1.0251   -2.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1306   -0.7515   -2.2939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2777    0.9604   -2.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8110    1.6213   -0.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8922   -0.0301    0.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3861   -0.4415   -0.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4384    1.2999   -1.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9236    1.8032    1.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0521    0.0763    1.5796 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4117    1.7361    0.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1134    1.3522    2.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9690   -1.7260    1.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1010    0.1085    3.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8372   -1.7022    3.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1860   -1.3527    1.4888 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  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 18 45  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
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                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    HMDB0013272
HETATM    1  C1  UNL     1      -6.243  -0.604  -0.073  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.290   0.505  -0.537  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.943   0.262   0.064  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.297  -1.031  -0.351  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.026  -1.037  -1.806  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.174  -0.003  -2.401  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.765   0.152  -2.001  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.457   0.548  -0.602  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.092   0.569  -0.473  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.479   0.910   0.904  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.913   1.011   1.235  1.00  0.00           C  
HETATM   12  C12 UNL     1       3.675  -0.292   0.994  1.00  0.00           C  
HETATM   13  O1  UNL     1       3.221  -1.063   0.117  1.00  0.00           O  
HETATM   14  N1  UNL     1       4.798  -0.553   1.742  1.00  0.00           N  
HETATM   15  C13 UNL     1       5.927  -0.817   2.492  1.00  0.00           C  
HETATM   16  C14 UNL     1       7.156  -0.964   1.690  1.00  0.00           C  
HETATM   17  O2  UNL     1       7.022  -0.837   0.421  1.00  0.00           O  
HETATM   18  O3  UNL     1       8.415  -1.216   2.154  1.00  0.00           O  
HETATM   19  H1  UNL     1      -7.182  -0.157   0.327  1.00  0.00           H  
HETATM   20  H2  UNL     1      -5.772  -1.139   0.772  1.00  0.00           H  
HETATM   21  H3  UNL     1      -6.461  -1.310  -0.871  1.00  0.00           H  
HETATM   22  H4  UNL     1      -5.263   0.455  -1.651  1.00  0.00           H  
HETATM   23  H5  UNL     1      -5.723   1.463  -0.220  1.00  0.00           H  
HETATM   24  H6  UNL     1      -3.971   0.401   1.175  1.00  0.00           H  
HETATM   25  H7  UNL     1      -3.307   1.138  -0.287  1.00  0.00           H  
HETATM   26  H8  UNL     1      -2.554  -1.446   0.319  1.00  0.00           H  
HETATM   27  H9  UNL     1      -4.166  -1.809  -0.239  1.00  0.00           H  
HETATM   28  H10 UNL     1      -2.578  -2.043  -2.066  1.00  0.00           H  
HETATM   29  H11 UNL     1      -4.028  -0.973  -2.333  1.00  0.00           H  
HETATM   30  H12 UNL     1      -2.165  -0.198  -3.524  1.00  0.00           H  
HETATM   31  H13 UNL     1      -2.640   1.025  -2.345  1.00  0.00           H  
HETATM   32  H14 UNL     1      -0.131  -0.752  -2.294  1.00  0.00           H  
HETATM   33  H15 UNL     1      -0.278   0.960  -2.650  1.00  0.00           H  
HETATM   34  H16 UNL     1      -0.811   1.621  -0.462  1.00  0.00           H  
HETATM   35  H17 UNL     1      -0.892  -0.030   0.197  1.00  0.00           H  
HETATM   36  H18 UNL     1       1.386  -0.442  -0.794  1.00  0.00           H  
HETATM   37  H19 UNL     1       1.438   1.300  -1.224  1.00  0.00           H  
HETATM   38  H20 UNL     1       0.924   1.803   1.308  1.00  0.00           H  
HETATM   39  H21 UNL     1       1.052   0.076   1.580  1.00  0.00           H  
HETATM   40  H22 UNL     1       3.412   1.736   0.550  1.00  0.00           H  
HETATM   41  H23 UNL     1       3.113   1.352   2.269  1.00  0.00           H  
HETATM   42  H24 UNL     1       4.969  -1.726   1.096  1.00  0.00           H  
HETATM   43  H25 UNL     1       6.101   0.109   3.156  1.00  0.00           H  
HETATM   44  H26 UNL     1       5.837  -1.702   3.157  1.00  0.00           H  
HETATM   45  H27 UNL     1       9.186  -1.353   1.489  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4   24   25
CONECT    4    5   26   27
CONECT    5    6   28   29
CONECT    6    7   30   31
CONECT    7    8   32   33
CONECT    8    9   34   35
CONECT    9   10   36   37
CONECT   10   11   38   39
CONECT   11   12   40   41
CONECT   12   13   13   14
CONECT   14   15   42
CONECT   15   16   43   44
CONECT   16   17   17   18
CONECT   18   45
END

HMDB0013272
     RDKit          3D
N-Lauroylglycine
 45 44  0  0  0  0  0  0  0  0999 V2000
   -6.2431   -0.6036   -0.0735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2903    0.5054   -0.5375 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9428    0.2620    0.0639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2965   -1.0313   -0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0263   -1.0366   -1.8058 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1740   -0.0032   -2.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7653    0.1516   -2.0007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4567    0.5477   -0.6022 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0922    0.5685   -0.4730 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4788    0.9105    0.9037 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9135    1.0111    1.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6746   -0.2916    0.9945 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2206   -1.0629    0.1170 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.7977   -0.5532    1.7416 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9267   -0.8166    2.4923 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1564   -0.9644    1.6898 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0221   -0.8372    0.4211 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.4150   -1.2157    2.1541 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1824   -0.1568    0.3269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7721   -1.1387    0.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4606   -1.3096   -0.8713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2630    0.4549   -1.6511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7225    1.4628   -0.2198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9714    0.4011    1.1746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3070    1.1384   -0.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5542   -1.4456    0.3188 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1659   -1.8091   -0.2390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5783   -2.0431   -2.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0276   -0.9733   -2.3332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1646   -0.1978   -3.5245 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6397    1.0251   -2.3451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1306   -0.7515   -2.2939 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2777    0.9604   -2.6504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8110    1.6213   -0.4623 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8922   -0.0301    0.1973 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3861   -0.4415   -0.7943 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4384    1.2999   -1.2242 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9236    1.8032    1.3075 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0521    0.0763    1.5796 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4117    1.7361    0.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1134    1.3522    2.2692 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9690   -1.7260    1.0960 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1010    0.1085    3.1562 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8372   -1.7022    3.1570 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.1860   -1.3527    1.4888 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  2  0
 12 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 18 45  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Dodecanamidoacetic acid	ChEBI
Acylglycine c:12	ChEBI
Dodecanamidoacetic acid	ChEBI
2-Dodecanamidoacetate	Generator
Dodecanamidoacetate	Generator
Lauroylglycine	HMDB

Chemical Formula

C₁₄H₂₇NO₃

Average Molecular Weight

257.3691

Monoisotopic Molecular Weight

257.199093735

IUPAC Name

2-dodecanamidoacetic acid

Traditional Name

dodecanamidoacetic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCC(=O)NCC(O)=O

InChI Identifier

InChI=1S/C14H27NO3/c1-2-3-4-5-6-7-8-9-10-11-13(16)15-12-14(17)18/h2-12H2,1H3,(H,15,16)(H,17,18)

InChI Key

JWGGSJFIGIGFSQ-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:74441 )
N-acylglycine (CHEBI:74441 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0013272)

Membrane (HMDB: HMDB0013272)
Cell membrane (HMDB: HMDB0013272)

Source

Endogenous

Endogenous (HMDB: HMDB0013272)

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	0.02 g/L	ALOGPS
logP	4	ALOGPS
logP	3.37	ChemAxon
logS	-4.1	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	12	ChemAxon
Refractivity	71.48 m³·mol⁻¹	ChemAxon
Polarizability	31.3 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]+	165.839	31661259
DarkChem	[M-H]-	164.279	31661259
DeepCCS	[M+H]+	166.778	30932474
DeepCCS	[M-H]-	162.757	30932474
DeepCCS	[M-2H]-	200.434	30932474
DeepCCS	[M+Na]+	176.098	30932474
AllCCS	[M+H]+	166.0	32859911
AllCCS	[M+H-H2O]+	162.8	32859911
AllCCS	[M+NH4]+	168.9	32859911
AllCCS	[M+Na]+	169.8	32859911
AllCCS	[M-H]-	167.5	32859911
AllCCS	[M+Na-2H]-	168.4	32859911
AllCCS	[M+HCOO]-	169.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
N-Lauroylglycine	CCCCCCCCCCCC(=O)NCC(O)=O	3141.2	Standard polar	33892256
N-Lauroylglycine	CCCCCCCCCCCC(=O)NCC(O)=O	1996.5	Standard non polar	33892256
N-Lauroylglycine	CCCCCCCCCCCC(=O)NCC(O)=O	2195.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
N-Lauroylglycine,1TMS,isomer #1	CCCCCCCCCCCC(=O)NCC(=O)O[Si](C)(C)C	2197.8	Semi standard non polar	33892256
N-Lauroylglycine,1TMS,isomer #2	CCCCCCCCCCCC(=O)N(CC(=O)O)[Si](C)(C)C	2199.0	Semi standard non polar	33892256
N-Lauroylglycine,2TMS,isomer #1	CCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2227.5	Semi standard non polar	33892256
N-Lauroylglycine,2TMS,isomer #1	CCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2247.6	Standard non polar	33892256
N-Lauroylglycine,2TMS,isomer #1	CCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C)[Si](C)(C)C	2342.4	Standard polar	33892256
N-Lauroylglycine,1TBDMS,isomer #1	CCCCCCCCCCCC(=O)NCC(=O)O[Si](C)(C)C(C)(C)C	2432.1	Semi standard non polar	33892256
N-Lauroylglycine,1TBDMS,isomer #2	CCCCCCCCCCCC(=O)N(CC(=O)O)[Si](C)(C)C(C)(C)C	2438.3	Semi standard non polar	33892256
N-Lauroylglycine,2TBDMS,isomer #1	CCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2705.2	Semi standard non polar	33892256
N-Lauroylglycine,2TBDMS,isomer #1	CCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2614.3	Standard non polar	33892256
N-Lauroylglycine,2TBDMS,isomer #1	CCCCCCCCCCCC(=O)N(CC(=O)O[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2590.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - N-Lauroylglycine GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9420000000-38d3cf4fa8dcccf4f8fd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Lauroylglycine GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9310000000-3a01a636e9f291641de7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - N-Lauroylglycine GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Lauroylglycine 10V, Positive-QTOF	splash10-0a4i-4390000000-4f50c01e5b8e0b6e763c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Lauroylglycine 20V, Positive-QTOF	splash10-0a6r-9320000000-f84cbda4c000ee93d3ae	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Lauroylglycine 40V, Positive-QTOF	splash10-0a6u-9300000000-c8216238dc950aa4b8a8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Lauroylglycine 10V, Negative-QTOF	splash10-0a4i-0090000000-b1bf4bef22b353486a53	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Lauroylglycine 20V, Negative-QTOF	splash10-0ab9-4390000000-602c5bf2f0f7cadf755b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Lauroylglycine 40V, Negative-QTOF	splash10-05fu-9200000000-ab19474703117860742f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Lauroylglycine 10V, Negative-QTOF	splash10-0a4i-1090000000-dd947296ec1d9862a0b8	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Lauroylglycine 20V, Negative-QTOF	splash10-00di-9020000000-d910ea4d3a4586f9f272	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Lauroylglycine 40V, Negative-QTOF	splash10-00di-9000000000-6f95d67510ed2eeb238a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Lauroylglycine 10V, Positive-QTOF	splash10-0a6r-6090000000-51b5b0f003b48f3cd483	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Lauroylglycine 20V, Positive-QTOF	splash10-056r-9200000000-dae86c0a23c05e895f31	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - N-Lauroylglycine 40V, Positive-QTOF	splash10-0a5a-9000000000-f2b1dd3684a61451edcb	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

FDB029361

KNApSAcK ID

Not Available

Chemspider ID

307040

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

346152

PDB ID

Not Available

ChEBI ID

74441

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for N-Lauroylglycine (HMDB0013272)

MOL for HMDB0013272 (N-Lauroylglycine)

3D MOL for HMDB0013272 (N-Lauroylglycine)

3D SDF for HMDB0013272 (N-Lauroylglycine)

3D-SDF for HMDB0013272 (N-Lauroylglycine)

PDB for HMDB0013272 (N-Lauroylglycine)

3D PDB for HMDB0013272 (N-Lauroylglycine)

SMILES for HMDB0013272 (N-Lauroylglycine)

INCHI for HMDB0013272 (N-Lauroylglycine)

Structure for HMDB0013272 (N-Lauroylglycine)

3D Structure for HMDB0013272 (N-Lauroylglycine)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra