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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 00:29:52 UTC

Update Date

2022-03-07 02:56:05 UTC

HMDB ID

HMDB0039131

Secondary Accession Numbers

HMDB39131

Metabolite Identification

Common Name

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

Description

Ethyl (Z,Z)-5,8-tetradecadienoate belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid. Based on a literature review a small amount of articles have been published on Ethyl (Z,Z)-5,8-tetradecadienoate.

Structure

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

HMDB0039131
     RDKit          3D
Ethyl (Z,Z)-5,8-tetradecadienoate
 46 45  0  0  0  0  0  0  0  0999 V2000
    5.8008    1.8692   -0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6925    1.5723   -1.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7730    0.1254   -1.7751 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6107   -0.7904   -0.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2378   -0.5202    0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9690   -1.3522    1.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9991   -2.2085    1.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9861   -2.4596    0.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3990   -2.1396    0.8083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1539   -1.2160    0.2367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5057   -0.9351    0.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5046    0.5138    1.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7803    0.9968    1.7895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8786    0.8776    0.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0781    1.1143    1.1420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6517    0.5050   -0.4926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7210    0.3911   -1.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4268    1.7153   -1.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3919    1.8104    0.6137 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1649    2.9078   -0.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6233    1.1655   -0.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7139    1.9087   -1.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9296    2.1747   -2.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7079   -0.0336   -2.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9157   -0.0863   -2.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3804   -0.6707    0.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5634   -1.8274   -0.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1773    0.5502    0.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5076   -0.6142   -0.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6848   -1.2417    2.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9359   -2.7778    2.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1329   -1.7961   -0.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9973   -3.5430   -0.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8064   -2.6537    1.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8372   -0.6493   -0.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6796   -1.5317    1.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2999   -1.2200    0.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6867    0.7596    1.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2583    1.0985    0.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0633    0.4007    2.6870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6709    2.0381    2.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2544    0.0776   -2.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3928   -0.4065   -1.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1816    1.7971   -0.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9250    1.7369   -2.6112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7398    2.5673   -1.5731 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
 17 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
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
M  END


  Mrv0541 05061310522D          

 18 17  0  0  0  0            999 V2000
    3.5724   -3.7125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -3.3000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -2.0625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7158    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  5  3  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  8  2  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  2  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  1  0  0  0  0
 17 16  2  0  0  0  0
 18  4  1  0  0  0  0
 18 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0039131

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H28O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16(17)18-4-2/h8-9,11-12H,3-7,10,13-15H2,1-2H3/b9-8-,12-11+

> <INCHI_KEY>
UHRNCGFBWFZBLC-UONSLQGUSA-N

> <FORMULA>
C16H28O2

> <MOLECULAR_WEIGHT>
252.3923

> <EXACT_MASS>
252.20893014

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
31.174382742301844

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
5.69

> <JCHEM_LOGP>
5.146304145

> <ALOGPS_LOGS>
-5.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.03224093634593

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
79.6325

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.01e-04 g/l

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

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0039131
     RDKit          3D
Ethyl (Z,Z)-5,8-tetradecadienoate
 46 45  0  0  0  0  0  0  0  0999 V2000
    5.8008    1.8692   -0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6925    1.5723   -1.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7730    0.1254   -1.7751 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6107   -0.7904   -0.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2378   -0.5202    0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9690   -1.3522    1.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9991   -2.2085    1.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9861   -2.4596    0.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3990   -2.1396    0.8083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1539   -1.2160    0.2367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5057   -0.9351    0.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5046    0.5138    1.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7803    0.9968    1.7895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8786    0.8776    0.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0781    1.1143    1.1420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6517    0.5050   -0.4926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7210    0.3911   -1.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4268    1.7153   -1.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3919    1.8104    0.6137 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1649    2.9078   -0.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6233    1.1655   -0.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7139    1.9087   -1.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9296    2.1747   -2.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7079   -0.0336   -2.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9157   -0.0863   -2.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3804   -0.6707    0.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5634   -1.8274   -0.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1773    0.5502    0.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5076   -0.6142   -0.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6848   -1.2417    2.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9359   -2.7778    2.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1329   -1.7961   -0.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9973   -3.5430   -0.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8064   -2.6537    1.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8372   -0.6493   -0.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6796   -1.5317    1.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2999   -1.2200    0.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6867    0.7596    1.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2583    1.0985    0.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0633    0.4007    2.6870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6709    2.0381    2.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2544    0.0776   -2.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3928   -0.4065   -1.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1816    1.7971   -0.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9250    1.7369   -2.6112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7398    2.5673   -1.5731 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
 17 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
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 18 46  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       6.668  -6.930   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -2.667   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.002  -6.160   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.334   0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       8.002  -4.620   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.336  -3.850   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.336  -2.310   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.669  -1.540   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      10.669   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.336   0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       8.002   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.668   0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.335   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       4.001   0.770   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.334   0.770   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       1.334   2.310   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.000   0.000   0.000  0.00  0.00           O+0
CONECT    1    3                                                            
CONECT    2    4                                                            
CONECT    3    1    5                                                       
CONECT    4    2   18                                                       
CONECT    5    3    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                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18    4   16                                                       
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    HMDB0039131
HETATM    1  C1  UNL     1       5.801   1.869  -0.411  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.692   1.572  -1.406  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.773   0.125  -1.775  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.611  -0.790  -0.598  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.238  -0.520   0.014  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.969  -1.352   1.162  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.999  -2.209   1.311  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.986  -2.460   0.270  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.399  -2.140   0.808  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.154  -1.216   0.237  1.00  0.00           C  
HETATM   11  C11 UNL     1      -2.506  -0.935   0.799  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.505   0.514   1.202  1.00  0.00           C  
HETATM   13  C13 UNL     1      -3.780   0.997   1.789  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.879   0.878   0.817  1.00  0.00           C  
HETATM   15  O1  UNL     1      -6.078   1.114   1.142  1.00  0.00           O  
HETATM   16  O2  UNL     1      -4.652   0.505  -0.493  1.00  0.00           O  
HETATM   17  C15 UNL     1      -5.721   0.391  -1.441  1.00  0.00           C  
HETATM   18  C16 UNL     1      -6.427   1.715  -1.607  1.00  0.00           C  
HETATM   19  H1  UNL     1       5.392   1.810   0.614  1.00  0.00           H  
HETATM   20  H2  UNL     1       6.165   2.908  -0.585  1.00  0.00           H  
HETATM   21  H3  UNL     1       6.623   1.165  -0.610  1.00  0.00           H  
HETATM   22  H4  UNL     1       3.714   1.909  -1.059  1.00  0.00           H  
HETATM   23  H5  UNL     1       4.930   2.175  -2.321  1.00  0.00           H  
HETATM   24  H6  UNL     1       5.708  -0.034  -2.329  1.00  0.00           H  
HETATM   25  H7  UNL     1       3.916  -0.086  -2.471  1.00  0.00           H  
HETATM   26  H8  UNL     1       5.380  -0.671   0.172  1.00  0.00           H  
HETATM   27  H9  UNL     1       4.563  -1.827  -0.987  1.00  0.00           H  
HETATM   28  H10 UNL     1       3.177   0.550   0.351  1.00  0.00           H  
HETATM   29  H11 UNL     1       2.508  -0.614  -0.783  1.00  0.00           H  
HETATM   30  H12 UNL     1       3.685  -1.242   2.021  1.00  0.00           H  
HETATM   31  H13 UNL     1       1.936  -2.778   2.276  1.00  0.00           H  
HETATM   32  H14 UNL     1       1.133  -1.796  -0.578  1.00  0.00           H  
HETATM   33  H15 UNL     1       0.997  -3.543  -0.028  1.00  0.00           H  
HETATM   34  H16 UNL     1      -0.806  -2.654   1.670  1.00  0.00           H  
HETATM   35  H17 UNL     1      -0.837  -0.649  -0.626  1.00  0.00           H  
HETATM   36  H18 UNL     1      -2.680  -1.532   1.735  1.00  0.00           H  
HETATM   37  H19 UNL     1      -3.300  -1.220   0.109  1.00  0.00           H  
HETATM   38  H20 UNL     1      -1.687   0.760   1.904  1.00  0.00           H  
HETATM   39  H21 UNL     1      -2.258   1.099   0.270  1.00  0.00           H  
HETATM   40  H22 UNL     1      -4.063   0.401   2.687  1.00  0.00           H  
HETATM   41  H23 UNL     1      -3.671   2.038   2.155  1.00  0.00           H  
HETATM   42  H24 UNL     1      -5.254   0.078  -2.394  1.00  0.00           H  
HETATM   43  H25 UNL     1      -6.393  -0.407  -1.091  1.00  0.00           H  
HETATM   44  H26 UNL     1      -7.182   1.797  -0.809  1.00  0.00           H  
HETATM   45  H27 UNL     1      -6.925   1.737  -2.611  1.00  0.00           H  
HETATM   46  H28 UNL     1      -5.740   2.567  -1.573  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    7   30
CONECT    7    8   31
CONECT    8    9   32   33
CONECT    9   10   10   34
CONECT   10   11   35
CONECT   11   12   36   37
CONECT   12   13   38   39
CONECT   13   14   40   41
CONECT   14   15   15   16
CONECT   16   17
CONECT   17   18   42   43
CONECT   18   44   45   46
END

HMDB0039131
     RDKit          3D
Ethyl (Z,Z)-5,8-tetradecadienoate
 46 45  0  0  0  0  0  0  0  0999 V2000
    5.8008    1.8692   -0.4105 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6925    1.5723   -1.4061 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7730    0.1254   -1.7751 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6107   -0.7904   -0.5982 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2378   -0.5202    0.0138 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9690   -1.3522    1.1616 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9991   -2.2085    1.3107 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9861   -2.4596    0.2699 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3990   -2.1396    0.8083 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1539   -1.2160    0.2367 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5057   -0.9351    0.7986 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5046    0.5138    1.2018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7803    0.9968    1.7895 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8786    0.8776    0.8170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0781    1.1143    1.1420 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6517    0.5050   -0.4926 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7210    0.3911   -1.4411 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4268    1.7153   -1.6073 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3919    1.8104    0.6137 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1649    2.9078   -0.5853 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6233    1.1655   -0.6098 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7139    1.9087   -1.0588 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9296    2.1747   -2.3210 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7079   -0.0336   -2.3288 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9157   -0.0863   -2.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3804   -0.6707    0.1718 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5634   -1.8274   -0.9875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1773    0.5502    0.3513 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5076   -0.6142   -0.7833 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6848   -1.2417    2.0207 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9359   -2.7778    2.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1329   -1.7961   -0.5782 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9973   -3.5430   -0.0281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8064   -2.6537    1.6700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8372   -0.6493   -0.6258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6796   -1.5317    1.7346 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2999   -1.2200    0.1094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6867    0.7596    1.9045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2583    1.0985    0.2697 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0633    0.4007    2.6870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6709    2.0381    2.1554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2544    0.0776   -2.3944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3928   -0.4065   -1.0914 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1816    1.7971   -0.8090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9250    1.7369   -2.6112 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7398    2.5673   -1.5731 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
 17 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
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 17 42  1  0
 17 43  1  0
 18 44  1  0
 18 45  1  0
 18 46  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

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

Chemical Formula

C₁₆H₂₈O₂

Average Molecular Weight

252.3923

Monoisotopic Molecular Weight

252.20893014

IUPAC Name

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

Traditional Name

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

CAS Registry Number

28369-25-7

SMILES

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

InChI Identifier

InChI=1S/C16H28O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16(17)18-4-2/h8-9,11-12H,3-7,10,13-15H2,1-2H3/b9-8-,12-11+

InChI Key

UHRNCGFBWFZBLC-UONSLQGUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acid esters. These are carboxylic ester derivatives of a fatty acid.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acid esters

Direct Parent

Fatty acid esters

Alternative Parents

Substituents

Fatty acid 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: HMDB0039131)
Cell membrane (HMDB: HMDB0039131)

Biofluid or Excreta

Urine (HMDB: HMDB0039131)

Cellular substructure

Extracellular (HMDB: HMDB0039131)
Membrane (HMDB: HMDB0039131)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0039131)

Source

Endogenous

Endogenous (HMDB: HMDB0039131)

Plant

Plant (HMDB: HMDB0039131)

Animal

Animal (HMDB: HMDB0039131)

Exogenous

Food

Food (HMDB: HMDB0039131)

Fruit

Pome

Pomes (FooDB: FOOD00856)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0039131)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0039131)

Cellular process

Cell signaling (HMDB: HMDB0039131)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0039131)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0039131)

Nutrient

Nutrient (HMDB: HMDB0039131)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0039131)

Emulsifier (HMDB: HMDB0039131)

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	0.091 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	0.0005 g/L	ALOGPS
logP	5.69	ALOGPS
logP	5.15	ChemAxon
logS	-5.7	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	12	ChemAxon
Refractivity	79.63 m³·mol⁻¹	ChemAxon
Polarizability	31.17 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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]+	170.79	31661259
DarkChem	[M-H]-	169.512	31661259
DeepCCS	[M+H]+	166.631	30932474
DeepCCS	[M-H]-	164.11	30932474
DeepCCS	[M-2H]-	198.652	30932474
DeepCCS	[M+Na]+	174.942	30932474
AllCCS	[M+H]+	168.8	32859911
AllCCS	[M+H-H2O]+	165.5	32859911
AllCCS	[M+NH4]+	171.8	32859911
AllCCS	[M+Na]+	172.7	32859911
AllCCS	[M-H]-	169.5	32859911
AllCCS	[M+Na-2H]-	170.8	32859911
AllCCS	[M+HCOO]-	172.4	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethyl (Z,Z)-5,8-tetradecadienoate	CCCCC\C=C/C\C=C\CCCC(=O)OCC	2122.6	Standard polar	33892256
Ethyl (Z,Z)-5,8-tetradecadienoate	CCCCC\C=C/C\C=C\CCCC(=O)OCC	1714.4	Standard non polar	33892256
Ethyl (Z,Z)-5,8-tetradecadienoate	CCCCC\C=C/C\C=C\CCCC(=O)OCC	1793.9	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 - Ethyl (Z,Z)-5,8-tetradecadienoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-05fs-5920000000-902276c7959849f55acd	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethyl (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 - Ethyl (Z,Z)-5,8-tetradecadienoate 10V, Positive-QTOF	splash10-0udi-1290000000-090670859f3018db95b2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl (Z,Z)-5,8-tetradecadienoate 20V, Positive-QTOF	splash10-0q4j-9850000000-752dfb7a7c1dfb9f8c77	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl (Z,Z)-5,8-tetradecadienoate 40V, Positive-QTOF	splash10-052f-9400000000-27cce9fe3ddcee5c5621	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl (Z,Z)-5,8-tetradecadienoate 10V, Negative-QTOF	splash10-0zfr-1090000000-bf2113789a5af15080ce	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl (Z,Z)-5,8-tetradecadienoate 20V, Negative-QTOF	splash10-0pba-4190000000-c3a84822662ecfec9490	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl (Z,Z)-5,8-tetradecadienoate 40V, Negative-QTOF	splash10-054p-9220000000-d52dbb4748511614666d	2016-08-04	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl (Z,Z)-5,8-tetradecadienoate 10V, Negative-QTOF	splash10-0a4i-0090000000-a4e87a4656f3e6ffd0e3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl (Z,Z)-5,8-tetradecadienoate 20V, Negative-QTOF	splash10-0a4i-2190000000-d4b90d3c1471ae6748d4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl (Z,Z)-5,8-tetradecadienoate 40V, Negative-QTOF	splash10-0006-9110000000-c91ac372c98cc1e8193e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl (Z,Z)-5,8-tetradecadienoate 10V, Positive-QTOF	splash10-0zgi-7950000000-cc8028e8899b260c24e6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl (Z,Z)-5,8-tetradecadienoate 20V, Positive-QTOF	splash10-05o4-9200000000-bc90176121b856b9445e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl (Z,Z)-5,8-tetradecadienoate 40V, Positive-QTOF	splash10-067l-9000000000-e0131af383251ef016e1	2021-09-22	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

FDB018644

KNApSAcK ID

Not Available

Chemspider ID

30777323

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131752558

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1626341

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 Ethyl (Z,Z)-5,8-tetradecadienoate (HMDB0039131)

MOL for HMDB0039131 (Ethyl (Z,Z)-5,8-tetradecadienoate)

3D MOL for HMDB0039131 (Ethyl (Z,Z)-5,8-tetradecadienoate)

3D SDF for HMDB0039131 (Ethyl (Z,Z)-5,8-tetradecadienoate)

3D-SDF for HMDB0039131 (Ethyl (Z,Z)-5,8-tetradecadienoate)

PDB for HMDB0039131 (Ethyl (Z,Z)-5,8-tetradecadienoate)

3D PDB for HMDB0039131 (Ethyl (Z,Z)-5,8-tetradecadienoate)

SMILES for HMDB0039131 (Ethyl (Z,Z)-5,8-tetradecadienoate)

INCHI for HMDB0039131 (Ethyl (Z,Z)-5,8-tetradecadienoate)

Structure for HMDB0039131 (Ethyl (Z,Z)-5,8-tetradecadienoate)

3D Structure for HMDB0039131 (Ethyl (Z,Z)-5,8-tetradecadienoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra