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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:29:49 UTC

Update Date

2022-03-07 02:56:05 UTC

HMDB ID

HMDB0039130

Secondary Accession Numbers

HMDB39130

Metabolite Identification

Common Name

Methyl (Z,Z)-5,8-tetradecadienoate

Description

Methyl (Z,Z)-5,8-tetradecadienoate belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group. Based on a literature review a small amount of articles have been published on Methyl (Z,Z)-5,8-tetradecadienoate.

Structure

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

HMDB0039130
     RDKit          3D
Methyl (Z,Z)-5,8-tetradecadienoate
 43 42  0  0  0  0  0  0  0  0999 V2000
    5.9239    0.4598    0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2227    1.7284    0.5419 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7792    1.7694    0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8693    0.8180    0.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0113   -0.6407    0.5906 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7712   -0.9163   -0.8429 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8165   -1.7252   -1.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792   -2.4560   -0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5065   -1.9874   -0.7821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3418   -1.4157    0.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6808   -0.9903   -0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7860    0.4966   -0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0734    1.1045   -0.6436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2746    0.5911    0.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2589   -0.2843    0.9295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5019    1.1130   -0.3478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7235    0.6915    0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9939    0.6698   -0.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4987   -0.1104   -0.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0999   -0.1384    1.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7772    2.5697    0.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3930    1.9746    1.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4212    2.8075    0.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6391    1.8073   -0.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8179    1.1042    0.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9197    0.9911    1.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2305   -1.1293    1.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9816   -1.0509    0.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4079   -0.4209   -1.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159   -1.8666   -2.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9313   -2.3954    0.6843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8908   -3.5436   -0.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8248   -2.1271   -1.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0338   -1.2666    1.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7785   -1.2826   -1.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4344   -1.5213    0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9708    1.0083   -0.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5663    0.6826    0.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1387    1.0021   -1.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0171    2.1974   -0.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4659   -0.0229    1.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3221    1.5485    0.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2921    0.1567   -0.5420 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  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
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
M  END


  Mrv0541 05061310522D          

 17 16  0  0  0  0            999 V2000
   -1.8118    6.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  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  2  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  2  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  2  0  0  0  0
 17  2  1  0  0  0  0
 17 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039130

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC\C=C/C\C=C\CCCC(=O)OC

> <INCHI_IDENTIFIER>
InChI=1S/C15H26O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15(16)17-2/h7-8,10-11H,3-6,9,12-14H2,1-2H3/b8-7-,11-10+

> <INCHI_KEY>
UZFMPMFXZHNDLT-QEFCTBRHSA-N

> <FORMULA>
C15H26O2

> <MOLECULAR_WEIGHT>
238.3657

> <EXACT_MASS>
238.193280076

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
29.00274831909342

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl (5E,8Z)-tetradeca-5,8-dienoate

> <ALOGPS_LOGP>
5.28

> <JCHEM_LOGP>
4.789496190333333

> <ALOGPS_LOGS>
-5.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.0240981850566175

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
74.8839

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.06e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
methyl (5E,8Z)-tetradeca-5,8-dienoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039130
     RDKit          3D
Methyl (Z,Z)-5,8-tetradecadienoate
 43 42  0  0  0  0  0  0  0  0999 V2000
    5.9239    0.4598    0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2227    1.7284    0.5419 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7792    1.7694    0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8693    0.8180    0.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0113   -0.6407    0.5906 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7712   -0.9163   -0.8429 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8165   -1.7252   -1.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792   -2.4560   -0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5065   -1.9874   -0.7821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3418   -1.4157    0.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6808   -0.9903   -0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7860    0.4966   -0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0734    1.1045   -0.6436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2746    0.5911    0.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2589   -0.2843    0.9295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5019    1.1130   -0.3478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7235    0.6915    0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9939    0.6698   -0.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4987   -0.1104   -0.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0999   -0.1384    1.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7772    2.5697    0.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3930    1.9746    1.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4212    2.8075    0.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6391    1.8073   -0.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8179    1.1042    0.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9197    0.9911    1.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2305   -1.1293    1.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9816   -1.0509    0.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4079   -0.4209   -1.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159   -1.8666   -2.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9313   -2.3954    0.6843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8908   -3.5436   -0.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8248   -2.1271   -1.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0338   -1.2666    1.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7785   -1.2826   -1.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4344   -1.5213    0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9708    1.0083   -0.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5663    0.6826    0.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1387    1.0021   -1.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0171    2.1974   -0.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4659   -0.0229    1.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3221    1.5485    0.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2921    0.1567   -0.5420 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  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
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -3.382  11.907   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.382  10.367   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -2.048   9.597   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -2.048   8.057   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.715   7.287   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.715   5.747   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.619   4.977   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.953   5.747   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.286   4.977   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       8.621   4.977   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0       9.955   2.667   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2   17                                                            
CONECT    3    1    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                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16   17                                                  
CONECT   16   15                                                            
CONECT   17    2   15                                                       
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

COMPND    HMDB0039130
HETATM    1  C1  UNL     1       5.924   0.460   0.206  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.223   1.728   0.542  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.779   1.769   0.224  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.869   0.818   0.873  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.011  -0.641   0.591  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.771  -0.916  -0.843  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.817  -1.725  -1.214  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.879  -2.456  -0.386  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.506  -1.987  -0.782  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.342  -1.416   0.066  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.681  -0.990  -0.420  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.786   0.497  -0.208  1.00  0.00           C  
HETATM   13  C13 UNL     1      -4.073   1.105  -0.644  1.00  0.00           C  
HETATM   14  C14 UNL     1      -5.275   0.591   0.034  1.00  0.00           C  
HETATM   15  O1  UNL     1      -5.259  -0.284   0.930  1.00  0.00           O  
HETATM   16  O2  UNL     1      -6.502   1.113  -0.348  1.00  0.00           O  
HETATM   17  C15 UNL     1      -7.724   0.691   0.238  1.00  0.00           C  
HETATM   18  H1  UNL     1       6.994   0.670  -0.133  1.00  0.00           H  
HETATM   19  H2  UNL     1       5.499  -0.110  -0.617  1.00  0.00           H  
HETATM   20  H3  UNL     1       6.100  -0.138   1.147  1.00  0.00           H  
HETATM   21  H4  UNL     1       5.777   2.570   0.000  1.00  0.00           H  
HETATM   22  H5  UNL     1       5.393   1.975   1.630  1.00  0.00           H  
HETATM   23  H6  UNL     1       3.421   2.808   0.532  1.00  0.00           H  
HETATM   24  H7  UNL     1       3.639   1.807  -0.900  1.00  0.00           H  
HETATM   25  H8  UNL     1       1.818   1.104   0.608  1.00  0.00           H  
HETATM   26  H9  UNL     1       2.920   0.991   1.983  1.00  0.00           H  
HETATM   27  H10 UNL     1       2.230  -1.129   1.255  1.00  0.00           H  
HETATM   28  H11 UNL     1       3.982  -1.051   0.931  1.00  0.00           H  
HETATM   29  H12 UNL     1       3.408  -0.421  -1.594  1.00  0.00           H  
HETATM   30  H13 UNL     1       1.716  -1.867  -2.305  1.00  0.00           H  
HETATM   31  H14 UNL     1       0.931  -2.395   0.684  1.00  0.00           H  
HETATM   32  H15 UNL     1       0.891  -3.544  -0.661  1.00  0.00           H  
HETATM   33  H16 UNL     1      -0.825  -2.127  -1.803  1.00  0.00           H  
HETATM   34  H17 UNL     1      -1.034  -1.267   1.106  1.00  0.00           H  
HETATM   35  H18 UNL     1      -2.778  -1.283  -1.473  1.00  0.00           H  
HETATM   36  H19 UNL     1      -3.434  -1.521   0.226  1.00  0.00           H  
HETATM   37  H20 UNL     1      -1.971   1.008  -0.752  1.00  0.00           H  
HETATM   38  H21 UNL     1      -2.566   0.683   0.882  1.00  0.00           H  
HETATM   39  H22 UNL     1      -4.139   1.002  -1.746  1.00  0.00           H  
HETATM   40  H23 UNL     1      -4.017   2.197  -0.418  1.00  0.00           H  
HETATM   41  H24 UNL     1      -7.466  -0.023   1.040  1.00  0.00           H  
HETATM   42  H25 UNL     1      -8.322   1.548   0.584  1.00  0.00           H  
HETATM   43  H26 UNL     1      -8.292   0.157  -0.542  1.00  0.00           H  
CONECT    1    2   18   19   20
CONECT    2    3   21   22
CONECT    3    4   23   24
CONECT    4    5   25   26
CONECT    5    6   27   28
CONECT    6    7    7   29
CONECT    7    8   30
CONECT    8    9   31   32
CONECT    9   10   10   33
CONECT   10   11   34
CONECT   11   12   35   36
CONECT   12   13   37   38
CONECT   13   14   39   40
CONECT   14   15   15   16
CONECT   16   17
CONECT   17   41   42   43
END

HMDB0039130
     RDKit          3D
Methyl (Z,Z)-5,8-tetradecadienoate
 43 42  0  0  0  0  0  0  0  0999 V2000
    5.9239    0.4598    0.2060 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2227    1.7284    0.5419 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7792    1.7694    0.2244 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8693    0.8180    0.8728 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0113   -0.6407    0.5906 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7712   -0.9163   -0.8429 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8165   -1.7252   -1.2135 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8792   -2.4560   -0.3862 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5065   -1.9874   -0.7821 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3418   -1.4157    0.0659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6808   -0.9903   -0.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7860    0.4966   -0.2075 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0734    1.1045   -0.6436 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2746    0.5911    0.0336 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2589   -0.2843    0.9295 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5019    1.1130   -0.3478 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7235    0.6915    0.2377 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9939    0.6698   -0.1327 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4987   -0.1104   -0.6168 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0999   -0.1384    1.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7772    2.5697    0.0003 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3930    1.9746    1.6296 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4212    2.8075    0.5323 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6391    1.8073   -0.8996 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8179    1.1042    0.6082 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9197    0.9911    1.9830 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2305   -1.1293    1.2553 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9816   -1.0509    0.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4079   -0.4209   -1.5942 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7159   -1.8666   -2.3050 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9313   -2.3954    0.6843 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8908   -3.5436   -0.6611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8248   -2.1271   -1.8027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0338   -1.2666    1.1056 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7785   -1.2826   -1.4726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4344   -1.5213    0.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9708    1.0083   -0.7524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5663    0.6826    0.8819 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1387    1.0021   -1.7457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0171    2.1974   -0.4183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4659   -0.0229    1.0403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3221    1.5485    0.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2921    0.1567   -0.5420 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  2  0
  7  8  1  0
  8  9  1  0
  9 10  2  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
  1 18  1  0
  1 19  1  0
  1 20  1  0
  2 21  1  0
  2 22  1  0
  3 23  1  0
  3 24  1  0
  4 25  1  0
  4 26  1  0
  5 27  1  0
  5 28  1  0
  6 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 17 41  1  0
 17 42  1  0
 17 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Methyl (Z,Z)-5,8-tetradecadienoic acid	Generator
Methyl (5E,8Z)-tetradeca-5,8-dienoic acid	Generator

Chemical Formula

C₁₅H₂₆O₂

Average Molecular Weight

238.3657

Monoisotopic Molecular Weight

238.193280076

IUPAC Name

methyl (5E,8Z)-tetradeca-5,8-dienoate

Traditional Name

methyl (5E,8Z)-tetradeca-5,8-dienoate

CAS Registry Number

18829-89-5

SMILES

CCCCC\C=C/C\C=C\CCCC(=O)OC

InChI Identifier

InChI=1S/C15H26O2/c1-3-4-5-6-7-8-9-10-11-12-13-14-15(16)17-2/h7-8,10-11H,3-6,9,12-14H2,1-2H3/b8-7-,11-10+

InChI Key

UZFMPMFXZHNDLT-QEFCTBRHSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid methyl esters. Fatty acid methyl esters are compounds containing a fatty acid that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=fatty aliphatic tail or organyl group and R'=methyl group.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid methyl esters

Alternative Parents

Substituents

Fatty acid methyl ester
Methyl ester
Carboxylic acid ester
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cytoplasm (HMDB: HMDB0039130)
Cell membrane (HMDB: HMDB0039130)

Biofluid or Excreta

Urine (HMDB: HMDB0039130)

Cellular substructure

Extracellular (HMDB: HMDB0039130)
Membrane (HMDB: HMDB0039130)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039130)

Source

Endogenous

Endogenous (HMDB: HMDB0039130)

Plant

Plant (HMDB: HMDB0039130)

Animal

Animal (HMDB: HMDB0039130)

Exogenous

Food

Food (HMDB: HMDB0039130)

Fruit

Pome

Pomes (FooDB: FOOD00856)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0039130)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0039130)

Cellular process

Cell signaling (HMDB: HMDB0039130)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0039130)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0039130)

Nutrient

Nutrient (HMDB: HMDB0039130)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0039130)

Emulsifier (HMDB: HMDB0039130)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.28 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	0.00081 g/L	ALOGPS
logP	5.28	ALOGPS
logP	4.79	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	11	ChemAxon
Refractivity	74.88 m³·mol⁻¹	ChemAxon
Polarizability	29 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]+	166.849	31661259
DarkChem	[M-H]-	165.456	31661259
DeepCCS	[M+H]+	155.737	30932474
DeepCCS	[M-H]-	151.909	30932474
DeepCCS	[M-2H]-	189.278	30932474
DeepCCS	[M+Na]+	164.818	30932474
AllCCS	[M+H]+	164.7	32859911
AllCCS	[M+H-H2O]+	161.3	32859911
AllCCS	[M+NH4]+	167.9	32859911
AllCCS	[M+Na]+	168.8	32859911
AllCCS	[M-H]-	165.3	32859911
AllCCS	[M+Na-2H]-	166.6	32859911
AllCCS	[M+HCOO]-	168.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methyl (Z,Z)-5,8-tetradecadienoate	CCCCC\C=C/C\C=C\CCCC(=O)OC	2084.0	Standard polar	33892256
Methyl (Z,Z)-5,8-tetradecadienoate	CCCCC\C=C/C\C=C\CCCC(=O)OC	1636.5	Standard non polar	33892256
Methyl (Z,Z)-5,8-tetradecadienoate	CCCCC\C=C/C\C=C\CCCC(=O)OC	1728.6	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 - Methyl (Z,Z)-5,8-tetradecadienoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-0abd-6910000000-6b14fdcf23f76ef139b0	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl (Z,Z)-5,8-tetradecadienoate 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 - Methyl (Z,Z)-5,8-tetradecadienoate 10V, Positive-QTOF	splash10-052r-0290000000-16a234eb29eae3ec965a	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl (Z,Z)-5,8-tetradecadienoate 20V, Positive-QTOF	splash10-0639-6940000000-c5165d7814343ea47dfb	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl (Z,Z)-5,8-tetradecadienoate 40V, Positive-QTOF	splash10-0006-9400000000-a369cb30f9a3f8a5d568	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl (Z,Z)-5,8-tetradecadienoate 10V, Negative-QTOF	splash10-000i-0090000000-cca4c569f6c864b3695e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl (Z,Z)-5,8-tetradecadienoate 20V, Negative-QTOF	splash10-052r-1090000000-f4ecb6698060a61c956b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl (Z,Z)-5,8-tetradecadienoate 40V, Negative-QTOF	splash10-052f-9320000000-fbfe8c605dfd28252904	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl (Z,Z)-5,8-tetradecadienoate 10V, Negative-QTOF	splash10-0a4r-0090000000-241a6b765ff4e910728f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl (Z,Z)-5,8-tetradecadienoate 20V, Negative-QTOF	splash10-052r-1190000000-cf2a0b1a61d5ecae8baa	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl (Z,Z)-5,8-tetradecadienoate 40V, Negative-QTOF	splash10-0abc-9310000000-94caff06853f2778264b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl (Z,Z)-5,8-tetradecadienoate 10V, Positive-QTOF	splash10-0569-9630000000-17651c036656a417a21a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl (Z,Z)-5,8-tetradecadienoate 20V, Positive-QTOF	splash10-05o1-9100000000-1d3073601dfeb4a8dc21	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl (Z,Z)-5,8-tetradecadienoate 40V, Positive-QTOF	splash10-067l-9000000000-4b2d4c1f73aaf6b6f8a2	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

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

FDB018643

KNApSAcK ID

Not Available

Chemspider ID

30777324

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12813433

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1626331

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 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for Methyl (Z,Z)-5,8-tetradecadienoate (HMDB0039130)

MOL for HMDB0039130 (Methyl (Z,Z)-5,8-tetradecadienoate)

3D MOL for HMDB0039130 (Methyl (Z,Z)-5,8-tetradecadienoate)

3D SDF for HMDB0039130 (Methyl (Z,Z)-5,8-tetradecadienoate)

3D-SDF for HMDB0039130 (Methyl (Z,Z)-5,8-tetradecadienoate)

PDB for HMDB0039130 (Methyl (Z,Z)-5,8-tetradecadienoate)

3D PDB for HMDB0039130 (Methyl (Z,Z)-5,8-tetradecadienoate)

SMILES for HMDB0039130 (Methyl (Z,Z)-5,8-tetradecadienoate)

INCHI for HMDB0039130 (Methyl (Z,Z)-5,8-tetradecadienoate)

Structure for HMDB0039130 (Methyl (Z,Z)-5,8-tetradecadienoate)

3D Structure for HMDB0039130 (Methyl (Z,Z)-5,8-tetradecadienoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra