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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2023-02-21 17:14:55 UTC

HMDB ID

HMDB0000529

Secondary Accession Numbers

HMDB00529

Metabolite Identification

Common Name

5Z-Dodecenoic acid

Description

5Z-Dodecenoic acid, also known as 5-dodecenoic acid or 5-dodecenoate, is a monounsaturated fatty acid that has a C12 chain as a backbone and a cis double bond at the C5 position. 5-Dodecenoic acid is a member of the class of compounds known as medium-chain fatty acids. Medium-chain fatty acids are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. Thus, 5-dodecenoic acid is considered to be a fatty acid lipid molecule. 5-Dodecenoic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Within the cell, 5-dodecenoic acid is primarily located in the cytoplasm and in the membrane (predicted from logP). It can also be found in the extracellular space. An increase of 5-dodecenoic acid in plasma is associated with acyl-CoA dehydrogenase deficiency disorders (PMID: 7586519 ). 5-Dodecenoic acid is an intermediate of unsaturated fatty acid oxidation.

Structure

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

HMDB0000529
     RDKit          3D
5Z-Dodecenoic acid
 36 35  0  0  0  0  0  0  0  0999 V2000
    4.8145    1.6935   -0.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1016    0.2976    0.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9046   -0.5977   -0.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6679   -0.0926    0.6114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5490   -1.0750    0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2468   -0.5823    0.9105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7747   -1.5418    0.5100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8457   -1.2230   -0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0832    0.1625   -0.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4020    0.6998    0.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5677   -0.1181   -0.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8077    0.4342    0.0702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9278    0.5567    1.3023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8367    0.8171   -0.7737 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6125    1.6526   -1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9361    2.1273    0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6886    2.3436   -0.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3525    0.3649    1.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9556   -0.1287   -0.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8007   -0.6532   -1.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1135   -1.6241    0.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8208   -0.0827    1.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276    0.8883    0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8551   -2.0567    0.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3953   -1.1043   -0.8480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4770   -0.6278    2.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1473    0.4522    0.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5930   -2.5949    0.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5857   -2.0258   -0.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2971    0.8814   -0.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3179    0.1196   -1.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5114    1.7670   -0.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3473    0.5154    1.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6048   -0.1344   -1.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4931   -1.1681   -0.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7710    1.6576   -1.3604 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  2  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
  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
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 14 36  1  0
M  END

HMDB0000529
     RDKit          3D
5Z-Dodecenoic acid
 36 35  0  0  0  0  0  0  0  0999 V2000
    4.8145    1.6935   -0.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1016    0.2976    0.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9046   -0.5977   -0.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6679   -0.0926    0.6114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5490   -1.0750    0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2468   -0.5823    0.9105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7747   -1.5418    0.5100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8457   -1.2230   -0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0832    0.1625   -0.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4020    0.6998    0.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5677   -0.1181   -0.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8077    0.4342    0.0702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9278    0.5567    1.3023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8367    0.8171   -0.7737 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6125    1.6526   -1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9361    2.1273    0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6886    2.3436   -0.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3525    0.3649    1.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9556   -0.1287   -0.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8007   -0.6532   -1.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1135   -1.6241    0.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8208   -0.0827    1.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276    0.8883    0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8551   -2.0567    0.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3953   -1.1043   -0.8480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4770   -0.6278    2.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1473    0.4522    0.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5930   -2.5949    0.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5857   -2.0258   -0.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2971    0.8814   -0.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3179    0.1196   -1.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5114    1.7670   -0.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3473    0.5154    1.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6048   -0.1344   -1.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4931   -1.1681   -0.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7710    1.6576   -1.3604 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  2  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
  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
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 14 36  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0    8663.9318665.521   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8665.2668666.290   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8666.8078666.290   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8668.1398665.521   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8669.4758666.290   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0    8670.8108665.521   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0    8672.1438666.290   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0    8673.4788665.521   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0    8674.8148666.290   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8662.5978666.290   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8661.2638665.521   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8659.9288666.290   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0    8658.5948665.521   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0    8659.9288667.831   0.000  0.00  0.00           O+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                                                       
CONECT    8    7    9                                                       
CONECT    9    8                                                            
CONECT   10    1   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

COMPND    HMDB0000529
HETATM    1  C1  UNL     1       4.815   1.694  -0.321  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.102   0.298   0.207  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.905  -0.598  -0.057  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.668  -0.093   0.611  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.549  -1.075   0.245  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.247  -0.582   0.910  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.775  -1.542   0.510  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.846  -1.223  -0.167  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.083   0.162  -0.574  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.402   0.700   0.007  1.00  0.00           C  
HETATM   11  C11 UNL     1      -4.568  -0.118  -0.505  1.00  0.00           C  
HETATM   12  C12 UNL     1      -5.808   0.434   0.070  1.00  0.00           C  
HETATM   13  O1  UNL     1      -5.928   0.557   1.302  1.00  0.00           O  
HETATM   14  O2  UNL     1      -6.837   0.817  -0.774  1.00  0.00           O  
HETATM   15  H1  UNL     1       4.612   1.653  -1.418  1.00  0.00           H  
HETATM   16  H2  UNL     1       3.936   2.127   0.180  1.00  0.00           H  
HETATM   17  H3  UNL     1       5.689   2.344  -0.118  1.00  0.00           H  
HETATM   18  H4  UNL     1       5.353   0.365   1.259  1.00  0.00           H  
HETATM   19  H5  UNL     1       5.956  -0.129  -0.355  1.00  0.00           H  
HETATM   20  H6  UNL     1       3.801  -0.653  -1.180  1.00  0.00           H  
HETATM   21  H7  UNL     1       4.113  -1.624   0.296  1.00  0.00           H  
HETATM   22  H8  UNL     1       2.821  -0.083   1.706  1.00  0.00           H  
HETATM   23  H9  UNL     1       2.328   0.888   0.277  1.00  0.00           H  
HETATM   24  H10 UNL     1       1.855  -2.057   0.647  1.00  0.00           H  
HETATM   25  H11 UNL     1       1.395  -1.104  -0.848  1.00  0.00           H  
HETATM   26  H12 UNL     1       0.477  -0.628   2.012  1.00  0.00           H  
HETATM   27  H13 UNL     1       0.147   0.452   0.655  1.00  0.00           H  
HETATM   28  H14 UNL     1      -0.593  -2.595   0.820  1.00  0.00           H  
HETATM   29  H15 UNL     1      -2.586  -2.026  -0.437  1.00  0.00           H  
HETATM   30  H16 UNL     1      -1.297   0.881  -0.474  1.00  0.00           H  
HETATM   31  H17 UNL     1      -2.318   0.120  -1.693  1.00  0.00           H  
HETATM   32  H18 UNL     1      -3.511   1.767  -0.155  1.00  0.00           H  
HETATM   33  H19 UNL     1      -3.347   0.515   1.106  1.00  0.00           H  
HETATM   34  H20 UNL     1      -4.605  -0.134  -1.631  1.00  0.00           H  
HETATM   35  H21 UNL     1      -4.493  -1.168  -0.193  1.00  0.00           H  
HETATM   36  H22 UNL     1      -6.771   1.658  -1.360  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    8   28
CONECT    8    9   29
CONECT    9   10   30   31
CONECT   10   11   32   33
CONECT   11   12   34   35
CONECT   12   13   13   14
CONECT   14   36
END

HMDB0000529
     RDKit          3D
5Z-Dodecenoic acid
 36 35  0  0  0  0  0  0  0  0999 V2000
    4.8145    1.6935   -0.3214 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1016    0.2976    0.2071 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9046   -0.5977   -0.0570 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6679   -0.0926    0.6114 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5490   -1.0750    0.2452 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2468   -0.5823    0.9105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7747   -1.5418    0.5100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8457   -1.2230   -0.1674 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0832    0.1625   -0.5739 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4020    0.6998    0.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5677   -0.1181   -0.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8077    0.4342    0.0702 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9278    0.5567    1.3023 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8367    0.8171   -0.7737 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.6125    1.6526   -1.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9361    2.1273    0.1795 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6886    2.3436   -0.1185 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3525    0.3649    1.2593 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9556   -0.1287   -0.3549 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8007   -0.6532   -1.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1135   -1.6241    0.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8208   -0.0827    1.7065 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3276    0.8883    0.2769 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8551   -2.0567    0.6469 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3953   -1.1043   -0.8480 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4770   -0.6278    2.0120 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1473    0.4522    0.6545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5930   -2.5949    0.8199 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5857   -2.0258   -0.4375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2971    0.8814   -0.4741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3179    0.1196   -1.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5114    1.7670   -0.1548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3473    0.5154    1.1058 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6048   -0.1344   -1.6314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4931   -1.1681   -0.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7710    1.6576   -1.3604 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  2  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
  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
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 14 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5Z-Dodecenoate	Generator
cis-5-Dodecanoic acid	HMDB
cis-5-Dodecanoate	HMDB
5-Dodecenoate	HMDB
(Z)-5-Dodecenoate	HMDB
(Z)-5-Dodecenoic acid	HMDB
cis-5-Dodecenoate	HMDB
cis-5-Dodecenoic acid	HMDB
5-Dodecenoic acid, (e)-isomer	HMDB
(Z)-Dodec-5-enoic acid	HMDB
(Z)-Dodec-5-enoate	HMDB
5-Dodecenoic acid	HMDB
FA(12:1(5Z))	HMDB
Lauroleinate	HMDB

Chemical Formula

C₁₂H₂₂O₂

Average Molecular Weight

198.3019

Monoisotopic Molecular Weight

198.161979948

IUPAC Name

(5Z)-dodec-5-enoic acid

Traditional Name

cis-5-dodecenoic acid

CAS Registry Number

2430-94-6

SMILES

CCCCCC\C=C/CCCC(O)=O

InChI Identifier

InChI=1S/C12H22O2/c1-2-3-4-5-6-7-8-9-10-11-12(13)14/h7-8H,2-6,9-11H2,1H3,(H,13,14)/b8-7-

InChI Key

IJBFSOLHRKELLR-FPLPWBNLSA-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

5-dodecenoic acid (CHEBI:86595 )
Unsaturated fatty acids (LMFA01030226 )

Ontology

Not Available

Feces (PMID: 27543620)

Cellular substructure

Source

Exogenous

Food

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

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	9.12 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.014 g/L	ALOGPS
logP	4.76	ALOGPS
logP	4.12	ChemAxon
logS	-4.1	ALOGPS
pKa (Strongest Acidic)	4.89	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	59.8 m³·mol⁻¹	ChemAxon
Polarizability	24.53 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]+	152.699	31661259
DarkChem	[M-H]-	151.825	31661259
AllCCS	[M+H]+	151.583	32859911
AllCCS	[M-H]-	154.194	32859911
DeepCCS	[M+H]+	151.674	30932474
DeepCCS	[M-H]-	147.652	30932474
DeepCCS	[M-2H]-	184.989	30932474
DeepCCS	[M+Na]+	160.7	30932474
AllCCS	[M+H]+	151.6	32859911
AllCCS	[M+H-H2O]+	147.9	32859911
AllCCS	[M+NH4]+	155.0	32859911
AllCCS	[M+Na]+	156.0	32859911
AllCCS	[M-H]-	154.2	32859911
AllCCS	[M+Na-2H]-	155.6	32859911
AllCCS	[M+HCOO]-	157.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5Z-Dodecenoic acid	CCCCCC\C=C/CCCC(O)=O	2470.9	Standard polar	33892256
5Z-Dodecenoic acid	CCCCCC\C=C/CCCC(O)=O	1512.8	Standard non polar	33892256
5Z-Dodecenoic acid	CCCCCC\C=C/CCCC(O)=O	1567.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5Z-Dodecenoic acid,1TMS,isomer #1	CCCCCC/C=C\CCCC(=O)O[Si](C)(C)C	1632.0	Semi standard non polar	33892256
5Z-Dodecenoic acid,1TBDMS,isomer #1	CCCCCC/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	1863.0	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 - 5Z-Dodecenoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-006y-9400000000-be74e2fc0cdc2b720371	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5Z-Dodecenoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-00g0-9410000000-6cb8de227b6d4df87462	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5Z-Dodecenoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5Z-Dodecenoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5Z-Dodecenoic acid Quattro_QQQ 10V, Positive-QTOF (Annotated)	splash10-0002-0900000000-0595064371d811384994	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5Z-Dodecenoic acid Quattro_QQQ 25V, Positive-QTOF (Annotated)	splash10-0ue9-9000000000-5e1def8a1e91f104f842	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5Z-Dodecenoic acid Quattro_QQQ 40V, Positive-QTOF (Annotated)	splash10-052f-9000000000-3b712e035428ab40397e	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 5Z-Dodecenoic acid LC-ESI-IT , negative-QTOF	splash10-004j-0900000000-83d009697d36f3133e61	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5Z-Dodecenoic acid 10V, Positive-QTOF	splash10-001i-0900000000-388eff95f6fd8d3c5162	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5Z-Dodecenoic acid 20V, Positive-QTOF	splash10-0uea-5900000000-abd50acd5570c287da78	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5Z-Dodecenoic acid 40V, Positive-QTOF	splash10-052f-9100000000-479174b0202d5f68da96	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5Z-Dodecenoic acid 10V, Negative-QTOF	splash10-0002-0900000000-6f54777d936691c9bfda	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5Z-Dodecenoic acid 20V, Negative-QTOF	splash10-0f92-0900000000-fda6eb3ba6b6b80c993d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5Z-Dodecenoic acid 40V, Negative-QTOF	splash10-0a4l-9400000000-bce054e6f671c994402d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5Z-Dodecenoic acid 10V, Positive-QTOF	splash10-05o1-9400000000-1f3d0b87a45501aa1fc3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5Z-Dodecenoic acid 20V, Positive-QTOF	splash10-067i-9000000000-5fcfe484bbebcea8d06b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5Z-Dodecenoic acid 40V, Positive-QTOF	splash10-05mo-9000000000-3ef8db38d4b48c8dc8a8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5Z-Dodecenoic acid 10V, Negative-QTOF	splash10-0002-0900000000-aa5836824e9f1acfafc1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5Z-Dodecenoic acid 20V, Negative-QTOF	splash10-0a4j-9700000000-d040576af376d0a96bda	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5Z-Dodecenoic acid 40V, Negative-QTOF	splash10-0006-9200000000-8dcb6b5a1d6c47210b8f	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	2012-12-04	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)	2012-12-05	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

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022097

KNApSAcK ID

Not Available

Chemspider ID

4471803

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5514

PubChem Compound

5312378

PDB ID

Not Available

ChEBI ID

86595

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1587421

References

Synthesis Reference

Rock, Charles O.; Garwin, Jeffrey L.; Cronan, John E., Jr. Preparative enzymic synthesis of acyl-acyl carrier protein. Methods in Enzymology (1981), 72(Lipids, Part D), 397-403.

Material Safety Data Sheet (MSDS)

Not Available

General References

Onkenhout W, Venizelos V, van der Poel PF, van den Heuvel MP, Poorthuis BJ: Identification and quantification of intermediates of unsaturated fatty acid metabolism in plasma of patients with fatty acid oxidation disorders. Clin Chem. 1995 Oct;41(10):1467-74. [PubMed:7586519 ]

Showing metabocard for 5Z-Dodecenoic acid (HMDB0000529)

MOL for HMDB0000529 (5Z-Dodecenoic acid)

3D MOL for HMDB0000529 (5Z-Dodecenoic acid)

3D SDF for HMDB0000529 (5Z-Dodecenoic acid)

3D-SDF for HMDB0000529 (5Z-Dodecenoic acid)

PDB for HMDB0000529 (5Z-Dodecenoic acid)

3D PDB for HMDB0000529 (5Z-Dodecenoic acid)

SMILES for HMDB0000529 (5Z-Dodecenoic acid)

INCHI for HMDB0000529 (5Z-Dodecenoic acid)

Structure for HMDB0000529 (5Z-Dodecenoic acid)

3D Structure for HMDB0000529 (5Z-Dodecenoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra