Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (1) Show 1 protein XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-10-15 12:12:16 UTC

Update Date

2023-02-21 17:17:26 UTC

HMDB ID

HMDB0010729

Secondary Accession Numbers

HMDB10729

Metabolite Identification

Common Name

trans-Dodec-2-enoic acid

Description

In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. trans-Dodec-2-enoic acid is an intermediate in fatty acid biosynthesis. Specifically, trans-Dodec-2-enoic acid is converted from (R)-3-Hydroxydodecanoic acid via two enzymes; fatty-acid Synthase and 3-Hydroxypalmitoyl- [acyl-carrier-protein] dehydratase (EC: 2.3.1.85 and EC: 4.2.1.61).

Structure

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

HMDB0010729
     RDKit          3D
trans-Dodec-2-enoic acid
 36 35  0  0  0  0  0  0  0  0999 V2000
   -3.7521   -1.6790   -0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9926   -0.2529   -1.1014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7267    0.5782   -1.0663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114    0.5810    0.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8582    1.4166    0.3115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2048    1.4633    1.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1704    0.0722    2.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1131   -0.5805    1.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3633    0.2235    1.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3406   -0.4145    0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7543    0.2211   -1.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7082   -0.3832   -1.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0976    0.2274   -2.9718 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2083   -1.6605   -1.7441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0717   -2.1960   -1.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3785   -1.8114    0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7225   -2.2114   -0.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4504   -0.2144   -2.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6897    0.1849   -0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0087    0.1290   -1.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9418    1.6088   -1.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8515    1.0025    1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8132   -0.4563    0.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1486    2.4373   -0.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1392    1.0601   -0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9360    1.8282    2.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6716    2.1372    1.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7454   -0.5253    2.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6947    0.1264    3.0996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3163   -1.6015    1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6294   -0.7215    0.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1274    1.2317    0.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8533    0.2665    2.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6993   -1.4096    0.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3786    1.2140   -1.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4167   -1.8916   -0.7599 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  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 14 36  1  0
M  END

HMDB0010729
     RDKit          3D
trans-Dodec-2-enoic acid
 36 35  0  0  0  0  0  0  0  0999 V2000
   -3.7521   -1.6790   -0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9926   -0.2529   -1.1014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7267    0.5782   -1.0663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114    0.5810    0.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8582    1.4166    0.3115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2048    1.4633    1.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1704    0.0722    2.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1131   -0.5805    1.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3633    0.2235    1.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3406   -0.4145    0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7543    0.2211   -1.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7082   -0.3832   -1.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0976    0.2274   -2.9718 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2083   -1.6605   -1.7441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0717   -2.1960   -1.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3785   -1.8114    0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7225   -2.2114   -0.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4504   -0.2144   -2.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6897    0.1849   -0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0087    0.1290   -1.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9418    1.6088   -1.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8515    1.0025    1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8132   -0.4563    0.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1486    2.4373   -0.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1392    1.0601   -0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9360    1.8282    2.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6716    2.1372    1.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7454   -0.5253    2.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6947    0.1264    3.0996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3163   -1.6015    1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6294   -0.7215    0.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1274    1.2317    0.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8533    0.2665    2.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6993   -1.4096    0.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3786    1.2140   -1.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4167   -1.8916   -0.7599 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  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 14 36  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      17.344 -11.839   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.677 -12.609   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.011 -11.839   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.345 -12.609   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.678 -11.839   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      24.012 -12.609   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.346 -11.839   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.680 -12.609   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      28.013 -11.839   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      29.347 -12.609   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      28.013 -10.299   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      16.010 -12.609   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.676 -11.839   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.343 -12.609   0.000  0.00  0.00           C+0
CONECT    1    2   12                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    1   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

COMPND    HMDB0010729
HETATM    1  C1  UNL     1      -3.752  -1.679  -0.728  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.993  -0.253  -1.101  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.727   0.578  -1.066  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.111   0.581   0.321  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.858   1.417   0.311  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.205   1.463   1.658  1.00  0.00           C  
HETATM    7  C7  UNL     1       0.170   0.072   2.103  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.113  -0.580   1.136  1.00  0.00           C  
HETATM    9  C9  UNL     1       2.363   0.223   1.025  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.341  -0.414   0.067  1.00  0.00           C  
HETATM   11  C11 UNL     1       3.754   0.221  -1.005  1.00  0.00           C  
HETATM   12  C12 UNL     1       4.708  -0.383  -1.954  1.00  0.00           C  
HETATM   13  O1  UNL     1       5.098   0.227  -2.972  1.00  0.00           O  
HETATM   14  O2  UNL     1       5.208  -1.660  -1.744  1.00  0.00           O  
HETATM   15  H1  UNL     1      -3.072  -2.196  -1.435  1.00  0.00           H  
HETATM   16  H2  UNL     1      -3.378  -1.811   0.295  1.00  0.00           H  
HETATM   17  H3  UNL     1      -4.722  -2.211  -0.788  1.00  0.00           H  
HETATM   18  H4  UNL     1      -4.450  -0.214  -2.107  1.00  0.00           H  
HETATM   19  H5  UNL     1      -4.690   0.185  -0.347  1.00  0.00           H  
HETATM   20  H6  UNL     1      -2.009   0.129  -1.779  1.00  0.00           H  
HETATM   21  H7  UNL     1      -2.942   1.609  -1.404  1.00  0.00           H  
HETATM   22  H8  UNL     1      -2.852   1.002   1.028  1.00  0.00           H  
HETATM   23  H9  UNL     1      -1.813  -0.456   0.586  1.00  0.00           H  
HETATM   24  H10 UNL     1      -1.149   2.437  -0.022  1.00  0.00           H  
HETATM   25  H11 UNL     1      -0.139   1.060  -0.451  1.00  0.00           H  
HETATM   26  H12 UNL     1      -0.936   1.828   2.446  1.00  0.00           H  
HETATM   27  H13 UNL     1       0.672   2.137   1.646  1.00  0.00           H  
HETATM   28  H14 UNL     1      -0.745  -0.525   2.302  1.00  0.00           H  
HETATM   29  H15 UNL     1       0.695   0.126   3.100  1.00  0.00           H  
HETATM   30  H16 UNL     1       1.316  -1.601   1.549  1.00  0.00           H  
HETATM   31  H17 UNL     1       0.629  -0.721   0.138  1.00  0.00           H  
HETATM   32  H18 UNL     1       2.127   1.232   0.622  1.00  0.00           H  
HETATM   33  H19 UNL     1       2.853   0.266   2.016  1.00  0.00           H  
HETATM   34  H20 UNL     1       3.699  -1.410   0.275  1.00  0.00           H  
HETATM   35  H21 UNL     1       3.379   1.214  -1.187  1.00  0.00           H  
HETATM   36  H22 UNL     1       5.417  -1.892  -0.760  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3   18   19
CONECT    3    4   20   21
CONECT    4    5   22   23
CONECT    5    6   24   25
CONECT    6    7   26   27
CONECT    7    8   28   29
CONECT    8    9   30   31
CONECT    9   10   32   33
CONECT   10   11   11   34
CONECT   11   12   35
CONECT   12   13   13   14
CONECT   14   36
END

HMDB0010729
     RDKit          3D
trans-Dodec-2-enoic acid
 36 35  0  0  0  0  0  0  0  0999 V2000
   -3.7521   -1.6790   -0.7282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9926   -0.2529   -1.1014 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7267    0.5782   -1.0663 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1114    0.5810    0.3206 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8582    1.4166    0.3115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2048    1.4633    1.6577 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1704    0.0722    2.1029 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1131   -0.5805    1.1360 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3633    0.2235    1.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3406   -0.4145    0.0668 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7543    0.2211   -1.0052 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7082   -0.3832   -1.9536 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0976    0.2274   -2.9718 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2083   -1.6605   -1.7441 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0717   -2.1960   -1.4346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3785   -1.8114    0.2948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7225   -2.2114   -0.7882 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4504   -0.2144   -2.1065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6897    0.1849   -0.3466 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0087    0.1290   -1.7791 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9418    1.6088   -1.4044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8515    1.0025    1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8132   -0.4563    0.5863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1486    2.4373   -0.0221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1392    1.0601   -0.4510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9360    1.8282    2.4460 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6716    2.1372    1.6459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7454   -0.5253    2.3021 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6947    0.1264    3.0996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3163   -1.6015    1.5487 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6294   -0.7215    0.1382 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1274    1.2317    0.6220 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8533    0.2665    2.0159 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6993   -1.4096    0.2753 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3786    1.2140   -1.1872 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4167   -1.8916   -0.7599 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  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 14 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
trans-Dodec-2-enoate	Generator
(e)-2-Dodecenoic acid	ChEBI
12:1, N-10 trans	ChEBI
2-Lauroleic acid	ChEBI
2t-Dodecensaeure	ChEBI
C12:1, N-10 trans	ChEBI
Dodecen-(2t)-saeure	ChEBI
trans-2-Lauroleic acid	ChEBI
(e)-2-Dodecenoate	Generator
2-Lauroleate	Generator
trans-2-Lauroleate	Generator
2-Dodecenoic acid	MeSH, HMDB
cis-2-Dodecenoic acid	MeSH, HMDB

Chemical Formula

C₁₂H₂₂O₂

Average Molecular Weight

198.3019

Monoisotopic Molecular Weight

198.161979948

IUPAC Name

(2E)-dodec-2-enoic acid

Traditional Name

trans-2-dodecenoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCC\C=C\C(O)=O

InChI Identifier

InChI=1S/C12H22O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h10-11H,2-9H2,1H3,(H,13,14)/b11-10+

InChI Key

PAWGRNGPMLVJQH-ZHACJKMWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents

Medium-chain fatty acid
Unsaturated fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

2-dodecenoic acid (CHEBI:37162 )
Unsaturated fatty acids (LMFA01030788 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Organelle

Adiposome (HMDB: HMDB0010729)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0010729)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0010729)

Source

Endogenous

Endogenous (HMDB: HMDB0010729)

Animal

Animal (HMDB: HMDB0010729)

Exogenous

Food

Food (HMDB: HMDB0010729)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Exogenous (HMDB: HMDB0010729)

Process

Role

Biological role

Energy source (HMDB: HMDB0010729)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0010729)

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	0.0069 g/L	ALOGPS
logP	5.02	ALOGPS
logP	4.48	ChemAxon
logS	-4.5	ALOGPS
pKa (Strongest Acidic)	5.03	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	59.77 m³·mol⁻¹	ChemAxon
Polarizability	25.21 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	153.051	31661259
DarkChem	[M-H]-	150.722	31661259
DeepCCS	[M+H]+	151.218	30932474
DeepCCS	[M-H]-	147.193	30932474
DeepCCS	[M-2H]-	184.614	30932474
DeepCCS	[M+Na]+	160.233	30932474
AllCCS	[M+H]+	151.2	32859911
AllCCS	[M+H-H2O]+	147.5	32859911
AllCCS	[M+NH4]+	154.6	32859911
AllCCS	[M+Na]+	155.6	32859911
AllCCS	[M-H]-	153.6	32859911
AllCCS	[M+Na-2H]-	154.9	32859911
AllCCS	[M+HCOO]-	156.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	8.93 minutes	32390414
Predicted by Siyang on May 30, 2022	19.395 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	2.12 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	33.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2544.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	584.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	222.1 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	378.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	473.9 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	816.5 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	787.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	141.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1781.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	536.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1633.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	631.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	466.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	656.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	545.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
trans-Dodec-2-enoic acid	CCCCCCCCC\C=C\C(O)=O	2808.9	Standard polar	33892256
trans-Dodec-2-enoic acid	CCCCCCCCC\C=C\C(O)=O	1586.3	Standard non polar	33892256
trans-Dodec-2-enoic acid	CCCCCCCCC\C=C\C(O)=O	1602.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
trans-Dodec-2-enoic acid,1TMS,isomer #1	CCCCCCCCC/C=C/C(=O)O[Si](C)(C)C	1704.0	Semi standard non polar	33892256
trans-Dodec-2-enoic acid,1TBDMS,isomer #1	CCCCCCCCC/C=C/C(=O)O[Si](C)(C)C(C)(C)C	1925.0	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - trans-Dodec-2-enoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-01pc-9300000000-9190ae835610331bdeb7	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - trans-Dodec-2-enoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-05gi-9420000000-9048bf27cae23b58433d	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - trans-Dodec-2-enoic acid 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 - trans-Dodec-2-enoic acid 10V, Positive-QTOF	splash10-000t-0900000000-99a7bfb1c7d055baf0e9	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Dodec-2-enoic acid 20V, Positive-QTOF	splash10-0f79-4900000000-8c745f88cb828b378ef9	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Dodec-2-enoic acid 40V, Positive-QTOF	splash10-052f-9100000000-466b7d3a1254e4767cd9	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Dodec-2-enoic acid 10V, Negative-QTOF	splash10-0002-0900000000-0c8d7f09c44b108a38be	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Dodec-2-enoic acid 20V, Negative-QTOF	splash10-0f6t-0900000000-81b3d360e6e3706e4f64	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Dodec-2-enoic acid 40V, Negative-QTOF	splash10-0k96-9500000000-70f6425c9a1fec2038b0	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Dodec-2-enoic acid 10V, Negative-QTOF	splash10-0002-0900000000-6d48f46c3035f8478453	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Dodec-2-enoic acid 20V, Negative-QTOF	splash10-054k-2900000000-d1acac28607e1da28972	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Dodec-2-enoic acid 40V, Negative-QTOF	splash10-00kf-9400000000-c77534f05234972c5293	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Dodec-2-enoic acid 10V, Positive-QTOF	splash10-05o0-9200000000-b6a2033a866fbb2519de	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Dodec-2-enoic acid 20V, Positive-QTOF	splash10-0api-9000000000-8d6482c039e7a2b2d896	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Dodec-2-enoic acid 40V, Positive-QTOF	splash10-0aou-9000000000-d672df8a0aecb2bc2146	2021-09-24	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Fatty Acid Biosynthesis		Not Available

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

FDB027876

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. Fatty acid synthase

General function:: Involved in transferase activity
Specific function:: Fatty acid synthetase catalyzes the formation of long-chain fatty acids from acetyl-CoA, malonyl-CoA and NADPH. This multifunctional protein has 7 catalytic activities and an acyl carrier protein.
Gene Name:: FASN
Uniprot ID:: P49327
Molecular weight:: 273424.06

Showing metabocard for trans-Dodec-2-enoic acid (HMDB0010729)

MOL for HMDB0010729 (trans-Dodec-2-enoic acid)

3D MOL for HMDB0010729 (trans-Dodec-2-enoic acid)

3D SDF for HMDB0010729 (trans-Dodec-2-enoic acid)

3D-SDF for HMDB0010729 (trans-Dodec-2-enoic acid)

PDB for HMDB0010729 (trans-Dodec-2-enoic acid)

3D PDB for HMDB0010729 (trans-Dodec-2-enoic acid)

SMILES for HMDB0010729 (trans-Dodec-2-enoic acid)

INCHI for HMDB0010729 (trans-Dodec-2-enoic acid)

Structure for HMDB0010729 (trans-Dodec-2-enoic acid)

3D Structure for HMDB0010729 (trans-Dodec-2-enoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra

Enzymes