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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-24 01:31:37 UTC

Update Date

2021-09-24 01:31:37 UTC

HMDB ID

HMDB0303389

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ethyl (Z,Z)-9,12-octadecadienoate

Description

Ethyl (z,z)-9,12-octadecadienoate belongs to lineolic acids and derivatives class of compounds. Those are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. Ethyl (z,z)-9,12-octadecadienoate is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Ethyl (z,z)-9,12-octadecadienoate can be found in common grape, coriander, sweet marjoram, and white mustard, which makes ethyl (z,z)-9,12-octadecadienoate a potential biomarker for the consumption of these food products.

Structure

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

HMDB0303389
     RDKit          3D
Ethyl (Z,Z)-9,12-octadecadienoate
 58 57  0  0  0  0  0  0  0  0999 V2000
   -5.1483    2.4415    0.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5423    1.9619    0.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8062    0.5755   -0.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4683   -0.5887    0.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1406   -1.0352    1.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2922   -0.2024    1.8849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0955    0.2182    1.5795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4049   -0.0826    0.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1273   -0.8289    0.5347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9814   -2.0157    0.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2619   -2.8377    0.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8345   -3.0929   -1.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1601   -1.7944   -1.8636 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1815   -1.0631   -1.0044 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5471    0.2692   -1.6454 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5509    0.9839   -0.7902 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8309    0.1948   -0.6090 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7994    0.9426    0.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4781    2.0574    0.6840 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0306    0.3984    0.5309 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9985    1.0497    1.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4310    2.3734    0.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7943    2.5479    1.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0277    3.5074   -0.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4686    1.8539   -0.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0090    2.6190   -0.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1292    2.2967    1.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4066    0.4793   -1.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9387    0.4706   -0.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1388   -0.6471    1.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9561   -1.4898    0.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5591   -1.5045    0.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3138   -1.9885    1.6836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7022    0.0994    2.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559    0.8431    2.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0210   -0.5410   -0.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0610    0.9215   -0.1137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3265   -0.4070    1.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7730   -2.4470   -0.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1115   -3.8386    0.5297 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9603   -2.4316    0.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0960   -3.6977   -1.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7459   -3.7469   -1.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
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    1.7794   -0.8145   -0.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.7346    1.9970   -1.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1033    1.0801    0.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
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    8.5665    2.2479   -0.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4561    2.5757    1.1874 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7858    3.2145    1.0510 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
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  9 10  2  0
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  1 23  1  0
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  2 26  1  0
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  4 30  1  0
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  5 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
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 21 54  1  0
 21 55  1  0
 22 56  1  0
 22 57  1  0
 22 58  1  0
M  END


  Mrv0541 02241214482D          

 22 21  0  0  0  0            999 V2000
   -0.3708    2.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3708    1.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1134    2.0621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3708   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3708    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1134    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5159   -0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5159   -1.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7733   -2.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0309   -1.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3708   -2.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3708   -1.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1134   -2.1446    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7733   -1.7321    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7733   -0.9071    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1134   -0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1134    0.4121    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7733    0.8246    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7733    1.6496    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5159    2.0621    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3 21  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0303389

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H36O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h8-9,11-12H,3-7,10,13-19H2,1-2H3/b9-8-,12-11+

> <INCHI_KEY>
FMMOOAYVCKXGMF-UONSLQGUSA-N

> <FORMULA>
C20H36O2

> <MOLECULAR_WEIGHT>
308.4986

> <EXACT_MASS>
308.271530396

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_AVERAGE_POLARIZABILITY>
39.52333948709064

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
ethyl (9E,12Z)-octadeca-9,12-dienoate

> <ALOGPS_LOGP>
7.21

> <JCHEM_LOGP>
6.9245788049999994

> <ALOGPS_LOGS>
-6.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-7.032123337017807

> <JCHEM_POLAR_SURFACE_AREA>
26.3

> <JCHEM_REFRACTIVITY>
98.03649999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.13e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl (9E,12Z)-octadeca-9,12-dienoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0303389
     RDKit          3D
Ethyl (Z,Z)-9,12-octadecadienoate
 58 57  0  0  0  0  0  0  0  0999 V2000
   -5.1483    2.4415    0.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5423    1.9619    0.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8062    0.5755   -0.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4683   -0.5887    0.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1406   -1.0352    1.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2922   -0.2024    1.8849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0955    0.2182    1.5795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4049   -0.0826    0.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1273   -0.8289    0.5347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9814   -2.0157    0.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2619   -2.8377    0.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8345   -3.0929   -1.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1601   -1.7944   -1.8636 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1815   -1.0631   -1.0044 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5471    0.2692   -1.6454 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5509    0.9839   -0.7902 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8309    0.1948   -0.6090 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7994    0.9426    0.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4781    2.0574    0.6840 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0306    0.3984    0.5309 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9985    1.0497    1.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4310    2.3734    0.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7943    2.5479    1.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0277    3.5074   -0.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4686    1.8539   -0.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0090    2.6190   -0.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1292    2.2967    1.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4066    0.4793   -1.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9387    0.4706   -0.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1388   -0.6471    1.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9561   -1.4898    0.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
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    3.1033    1.0801    0.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2834   -0.1143   -1.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6196   -0.7462   -0.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9005    0.3856    1.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6675    1.1273    2.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5665    2.2479   -0.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4561    2.5757    1.1874 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7858    3.2145    1.0510 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
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 13 14  1  0
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 18 20  1  0
 20 21  1  0
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  1 23  1  0
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  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 21 54  1  0
 21 55  1  0
 22 56  1  0
 22 57  1  0
 22 58  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      -0.692   4.003   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.692   3.233   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0       2.078   3.849   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -0.692  -0.769   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.692   0.769   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.078   1.539   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -3.310   0.769   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.310  -0.769   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.696  -1.539   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.696  -3.079   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.310  -4.003   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -1.924  -3.233   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -0.692  -4.003   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.692  -3.233   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.078  -4.003   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.310  -3.233   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       3.310  -1.693   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       2.078  -0.769   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       2.078   0.769   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.310   1.539   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       3.310   3.079   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0       4.696   3.849   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2   21                                                       
CONECT    4    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                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21    3   20   22                                                  
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   42    0
END

COMPND    HMDB0303389
HETATM    1  C1  UNL     1      -5.148   2.441   0.382  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.542   1.962   0.229  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.806   0.576  -0.154  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.468  -0.589   0.634  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.141  -1.035   1.032  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.292  -0.202   1.885  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.095   0.218   1.580  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.405  -0.083   0.313  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.127  -0.829   0.535  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.981  -2.016   0.002  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.262  -2.838   0.168  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.834  -3.093  -1.200  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.160  -1.794  -1.864  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.181  -1.063  -1.004  1.00  0.00           C  
HETATM   15  C15 UNL     1       2.547   0.269  -1.645  1.00  0.00           C  
HETATM   16  C16 UNL     1       3.551   0.984  -0.790  1.00  0.00           C  
HETATM   17  C17 UNL     1       4.831   0.195  -0.609  1.00  0.00           C  
HETATM   18  C18 UNL     1       5.799   0.943   0.242  1.00  0.00           C  
HETATM   19  O1  UNL     1       5.478   2.057   0.684  1.00  0.00           O  
HETATM   20  O2  UNL     1       7.031   0.398   0.531  1.00  0.00           O  
HETATM   21  C19 UNL     1       7.998   1.050   1.331  1.00  0.00           C  
HETATM   22  C20 UNL     1       8.431   2.373   0.773  1.00  0.00           C  
HETATM   23  H1  UNL     1      -4.794   2.548   1.426  1.00  0.00           H  
HETATM   24  H2  UNL     1      -5.028   3.507  -0.025  1.00  0.00           H  
HETATM   25  H3  UNL     1      -4.469   1.854  -0.278  1.00  0.00           H  
HETATM   26  H4  UNL     1      -7.009   2.619  -0.587  1.00  0.00           H  
HETATM   27  H5  UNL     1      -7.129   2.297   1.135  1.00  0.00           H  
HETATM   28  H6  UNL     1      -6.407   0.479  -1.244  1.00  0.00           H  
HETATM   29  H7  UNL     1      -7.939   0.471  -0.400  1.00  0.00           H  
HETATM   30  H8  UNL     1      -7.139  -0.647   1.591  1.00  0.00           H  
HETATM   31  H9  UNL     1      -6.956  -1.490   0.069  1.00  0.00           H  
HETATM   32  H10 UNL     1      -4.559  -1.504   0.183  1.00  0.00           H  
HETATM   33  H11 UNL     1      -5.314  -1.988   1.684  1.00  0.00           H  
HETATM   34  H12 UNL     1      -4.702   0.099   2.882  1.00  0.00           H  
HETATM   35  H13 UNL     1      -2.556   0.843   2.314  1.00  0.00           H  
HETATM   36  H14 UNL     1      -3.021  -0.541  -0.469  1.00  0.00           H  
HETATM   37  H15 UNL     1      -2.061   0.921  -0.114  1.00  0.00           H  
HETATM   38  H16 UNL     1      -0.326  -0.407   1.124  1.00  0.00           H  
HETATM   39  H17 UNL     1      -1.773  -2.447  -0.589  1.00  0.00           H  
HETATM   40  H18 UNL     1      -0.112  -3.839   0.530  1.00  0.00           H  
HETATM   41  H19 UNL     1       0.960  -2.432   0.899  1.00  0.00           H  
HETATM   42  H20 UNL     1       0.096  -3.698  -1.761  1.00  0.00           H  
HETATM   43  H21 UNL     1       1.746  -3.747  -1.112  1.00  0.00           H  
HETATM   44  H22 UNL     1       1.536  -1.903  -2.890  1.00  0.00           H  
HETATM   45  H23 UNL     1       0.238  -1.167  -1.839  1.00  0.00           H  
HETATM   46  H24 UNL     1       3.067  -1.707  -0.921  1.00  0.00           H  
HETATM   47  H25 UNL     1       1.779  -0.814  -0.014  1.00  0.00           H  
HETATM   48  H26 UNL     1       2.992   0.094  -2.649  1.00  0.00           H  
HETATM   49  H27 UNL     1       1.663   0.907  -1.742  1.00  0.00           H  
HETATM   50  H28 UNL     1       3.735   1.997  -1.142  1.00  0.00           H  
HETATM   51  H29 UNL     1       3.103   1.080   0.241  1.00  0.00           H  
HETATM   52  H30 UNL     1       5.283  -0.114  -1.570  1.00  0.00           H  
HETATM   53  H31 UNL     1       4.620  -0.746  -0.038  1.00  0.00           H  
HETATM   54  H32 UNL     1       8.900   0.386   1.351  1.00  0.00           H  
HETATM   55  H33 UNL     1       7.668   1.127   2.398  1.00  0.00           H  
HETATM   56  H34 UNL     1       8.567   2.248  -0.321  1.00  0.00           H  
HETATM   57  H35 UNL     1       9.456   2.576   1.187  1.00  0.00           H  
HETATM   58  H36 UNL     1       7.786   3.215   1.051  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4   28   29
CONECT    4    5   30   31
CONECT    5    6   32   33
CONECT    6    7    7   34
CONECT    7    8   35
CONECT    8    9   36   37
CONECT    9   10   10   38
CONECT   10   11   39
CONECT   11   12   40   41
CONECT   12   13   42   43
CONECT   13   14   44   45
CONECT   14   15   46   47
CONECT   15   16   48   49
CONECT   16   17   50   51
CONECT   17   18   52   53
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22   54   55
CONECT   22   56   57   58
END

HMDB0303389
     RDKit          3D
Ethyl (Z,Z)-9,12-octadecadienoate
 58 57  0  0  0  0  0  0  0  0999 V2000
   -5.1483    2.4415    0.3815 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5423    1.9619    0.2287 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8062    0.5755   -0.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4683   -0.5887    0.6344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1406   -1.0352    1.0323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2922   -0.2024    1.8849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0955    0.2182    1.5795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4049   -0.0826    0.3133 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1273   -0.8289    0.5347 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9814   -2.0157    0.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2619   -2.8377    0.1684 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8345   -3.0929   -1.1999 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1601   -1.7944   -1.8636 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1815   -1.0631   -1.0044 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5471    0.2692   -1.6454 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5509    0.9839   -0.7902 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8309    0.1948   -0.6090 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7994    0.9426    0.2425 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4781    2.0574    0.6840 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0306    0.3984    0.5309 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9985    1.0497    1.3309 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4310    2.3734    0.7728 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7943    2.5479    1.4257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0277    3.5074   -0.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4686    1.8539   -0.2778 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0090    2.6190   -0.5872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1292    2.2967    1.1348 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4066    0.4793   -1.2443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9387    0.4706   -0.4004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1388   -0.6471    1.5907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9561   -1.4898    0.0692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5591   -1.5045    0.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3138   -1.9885    1.6836 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7022    0.0994    2.8822 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559    0.8431    2.3139 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0210   -0.5410   -0.4692 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0610    0.9215   -0.1137 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3265   -0.4070    1.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7730   -2.4470   -0.5886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1115   -3.8386    0.5297 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9603   -2.4316    0.8991 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0960   -3.6977   -1.7607 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7459   -3.7469   -1.1124 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5364   -1.9034   -2.8900 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2379   -1.1670   -1.8390 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0674   -1.7073   -0.9212 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7794   -0.8145   -0.0135 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9919    0.0940   -2.6492 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6632    0.9065   -1.7416 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7346    1.9970   -1.1425 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1033    1.0801    0.2409 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2834   -0.1143   -1.5695 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6196   -0.7462   -0.0384 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9005    0.3856    1.3505 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6675    1.1273    2.3983 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5665    2.2479   -0.3207 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4561    2.5757    1.1874 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7858    3.2145    1.0510 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  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  2  0
 18 20  1  0
 20 21  1  0
 21 22  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 21 54  1  0
 21 55  1  0
 22 56  1  0
 22 57  1  0
 22 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ethyl (Z,Z)-9,12-octadecadienoic acid	Generator

Chemical Formula

C₂₀H₃₆O₂

Average Molecular Weight

308.4986

Monoisotopic Molecular Weight

308.271530396

IUPAC Name

ethyl (9E,12Z)-octadeca-9,12-dienoate

Traditional Name

ethyl (9E,12Z)-octadeca-9,12-dienoate

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H36O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h8-9,11-12H,3-7,10,13-19H2,1-2H3/b9-8-,12-11+

InChI Key

FMMOOAYVCKXGMF-UONSLQGUSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Lineolic acids and derivatives

Direct Parent

Lineolic acids and derivatives

Alternative Parents

Substituents

Octadecanoid
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

Not Available

Coriander (FooDB: FOOD00061)
Sweet marjoram (FooDB: FOOD00122)

Spice

White mustard (FooDB: FOOD00413)

Fruit

Berry

Common grape (FooDB: FOOD00204)

Process

Not Available

Role

Not Available

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	7.21	ALOGPS
logP	6.92	ChemAxon
logS	-6.9	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	16	ChemAxon
Refractivity	98.04 m³·mol⁻¹	ChemAxon
Polarizability	39.52 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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
AllCCS	[M+H]+	187.015	32859911
AllCCS	[M+H-H2O]+	184.194	32859911
AllCCS	[M+Na]+	190.374	32859911
AllCCS	[M+NH4]+	189.625	32859911
AllCCS	[M-H]-	185.062	32859911
AllCCS	[M+Na-2H]-	186.996	32859911
AllCCS	[M+HCOO]-	189.273	32859911
DeepCCS	[M+H]+	185.614	30932474
DeepCCS	[M-H]-	183.098	30932474
DeepCCS	[M-2H]-	216.662	30932474
DeepCCS	[M+Na]+	192.449	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl (Z,Z)-9,12-octadecadienoate 10V, Positive-QTOF	splash10-0a4i-1179000000-c52e57e192e1a8b2cc49	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl (Z,Z)-9,12-octadecadienoate 20V, Positive-QTOF	splash10-022j-7591000000-3948b6def6eceb13df0f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl (Z,Z)-9,12-octadecadienoate 40V, Positive-QTOF	splash10-00rf-9740000000-bdffeb78a49ac7924172	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl (Z,Z)-9,12-octadecadienoate 10V, Negative-QTOF	splash10-0bt9-2079000000-6afd25b1580d931ceb9b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl (Z,Z)-9,12-octadecadienoate 20V, Negative-QTOF	splash10-08fs-5093000000-3baa6475f89bbd510438	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl (Z,Z)-9,12-octadecadienoate 40V, Negative-QTOF	splash10-052g-9040000000-a5fa8ceaaf7a45c135ba	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl (Z,Z)-9,12-octadecadienoate 10V, Positive-QTOF	splash10-0a4i-4589000000-e345663f23304c959883	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl (Z,Z)-9,12-octadecadienoate 20V, Positive-QTOF	splash10-052b-9621000000-b3e9e6e0d9984798013e	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl (Z,Z)-9,12-octadecadienoate 40V, Positive-QTOF	splash10-067j-9000000000-e0e099861e6b744a5922	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl (Z,Z)-9,12-octadecadienoate 10V, Negative-QTOF	splash10-03di-0094000000-b0ef37299162df5ce1bd	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl (Z,Z)-9,12-octadecadienoate 20V, Negative-QTOF	splash10-03di-1091000000-4d47cfdfe77f05d7b4dd	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl (Z,Z)-9,12-octadecadienoate 40V, Negative-QTOF	splash10-0006-9120000000-588d4489d04eb35ecdfe	2021-10-21	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

FDB012762

KNApSAcK ID

Not Available

Chemspider ID

59696690

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12363975

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Ethyl (Z,Z)-9,12-octadecadienoate (HMDB0303389)

MOL for HMDB0303389 (Ethyl (Z,Z)-9,12-octadecadienoate)

3D MOL for HMDB0303389 (Ethyl (Z,Z)-9,12-octadecadienoate)

3D SDF for HMDB0303389 (Ethyl (Z,Z)-9,12-octadecadienoate)

3D-SDF for HMDB0303389 (Ethyl (Z,Z)-9,12-octadecadienoate)

PDB for HMDB0303389 (Ethyl (Z,Z)-9,12-octadecadienoate)

3D PDB for HMDB0303389 (Ethyl (Z,Z)-9,12-octadecadienoate)

SMILES for HMDB0303389 (Ethyl (Z,Z)-9,12-octadecadienoate)

INCHI for HMDB0303389 (Ethyl (Z,Z)-9,12-octadecadienoate)

Structure for HMDB0303389 (Ethyl (Z,Z)-9,12-octadecadienoate)

3D Structure for HMDB0303389 (Ethyl (Z,Z)-9,12-octadecadienoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra