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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 09:43:32 UTC

Update Date

2021-09-26 23:04:24 UTC

HMDB ID

HMDB0252049

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Ethyl octadeca-9,12,15-trienoate

Description

Ethyl linolenate 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. Based on a literature review very few articles have been published on Ethyl linolenate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Ethyl octadeca-9,12,15-trienoate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Ethyl octadeca-9,12,15-trienoate is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0252050
     RDKit          3D
Ethyl linolenate
 56 55  0  0  0  0  0  0  0  0999 V2000
   -5.9637    2.7429   -2.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5284    3.0397   -0.7286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6589    1.8116    0.1008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0965    0.6586   -0.3836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1877   -0.5092    0.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3478   -1.6354    0.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3806   -2.1247    0.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9396   -1.6977    2.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5098   -1.2500    2.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7686   -1.2553    1.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3704   -0.8017    1.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5218   -1.9405    0.7076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0059   -1.4539    0.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8156   -2.6136    0.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2758   -2.5646    0.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0453   -1.5972   -0.4330 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9132   -0.1505   -0.1647 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8314    0.6406   -1.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5503    0.0331   -1.9183 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8934    2.0101   -1.0351 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7230    2.7917   -1.8634 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4759    4.2500   -1.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7816    3.6437   -2.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0236    2.4485   -2.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2736    1.9472   -2.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1364    3.8775   -0.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4438    3.2976   -0.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3664    1.9200    1.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3673    0.6234   -1.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2544   -0.8771    0.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9368   -0.1745    1.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5376   -2.0975   -0.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8080   -2.9751    0.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5346   -0.9282    2.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9848   -2.6087    2.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1145   -0.9232    3.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2227   -1.5970    0.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2345    0.0454    0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1217   -0.4994    2.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2958   -2.2949   -0.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4634   -2.7435    1.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0073   -0.6223    0.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1958   -1.0478    1.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4746   -2.8795   -0.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4932   -3.5341    0.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6312   -3.6107    0.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6399   -2.5502    1.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1519   -1.8862   -0.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8283   -1.7326   -1.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9323    0.3095   -0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2073    0.0445    0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4366    2.7225   -2.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7896    2.5361   -1.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3304    4.5186   -0.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4214    4.9067   -2.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5436    4.3572   -0.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  2  3
 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
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 22 56  1  0
M  END

  Mrv1533004171500012D          

 22 21  0  0  0  0            999 V2000
   -3.8252    2.3902    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2851    3.0138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4750    2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9349    3.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2050    4.2611    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1248    3.3256    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5847    3.9493    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2254    3.7933    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7655    4.4170    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5757    4.2611    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8457    3.4815    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3056    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5757    2.0783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0356    1.4547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3056    0.6751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1158    0.5192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3858   -0.2603    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1959   -0.4162    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7360    0.2074    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5462    0.0515    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0862    0.6751    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8964    0.5192    0.0000 C   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  4  1  0  0  0  0
  4  5  2  0  0  0  0
  4  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  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 13 12  1  4  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 16 15  1  4  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 19 18  1  4  0  0  0
 19 20  2  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0252049

> <DATABASE_NAME>
hmdb

> <SMILES>
CCOC(=O)CCCCCCCC=CCC=CCC=CCC

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h5-6,8-9,11-12H,3-4,7,10,13-19H2,1-2H3

> <INCHI_KEY>
JYYFMIOPGOFNPK-UHFFFAOYSA-N

> <FORMULA>
C20H34O2

> <MOLECULAR_WEIGHT>
306.49

> <EXACT_MASS>
306.255880335

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
38.84508374563852

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
ethyl octadeca-9,12,15-trienoate

> <ALOGPS_LOGP>
6.77

> <JCHEM_LOGP>
6.562657148333335

> <ALOGPS_LOGS>
-6.83

> <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>
99.1531

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.49e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
ethyl octadeca-9,12,15-trienoate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0252050
     RDKit          3D
Ethyl linolenate
 56 55  0  0  0  0  0  0  0  0999 V2000
   -5.9637    2.7429   -2.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5284    3.0397   -0.7286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6589    1.8116    0.1008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0965    0.6586   -0.3836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1877   -0.5092    0.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3478   -1.6354    0.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3806   -2.1247    0.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9396   -1.6977    2.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5098   -1.2500    2.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7686   -1.2553    1.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3704   -0.8017    1.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5218   -1.9405    0.7076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0059   -1.4539    0.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8156   -2.6136    0.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2758   -2.5646    0.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0453   -1.5972   -0.4330 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9132   -0.1505   -0.1647 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8314    0.6406   -1.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5503    0.0331   -1.9183 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8934    2.0101   -1.0351 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7230    2.7917   -1.8634 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4759    4.2500   -1.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7816    3.6437   -2.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0236    2.4485   -2.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2736    1.9472   -2.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1364    3.8775   -0.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4438    3.2976   -0.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3664    1.9200    1.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3673    0.6234   -1.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2544   -0.8771    0.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9368   -0.1745    1.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5376   -2.0975   -0.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8080   -2.9751    0.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5346   -0.9282    2.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9848   -2.6087    2.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1145   -0.9232    3.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2227   -1.5970    0.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2345    0.0454    0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1217   -0.4994    2.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2958   -2.2949   -0.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4634   -2.7435    1.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0073   -0.6223    0.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1958   -1.0478    1.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4746   -2.8795   -0.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4932   -3.5341    0.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6312   -3.6107    0.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6399   -2.5502    1.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1519   -1.8862   -0.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8283   -1.7326   -1.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9323    0.3095   -0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2073    0.0445    0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4366    2.7225   -2.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7896    2.5361   -1.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3304    4.5186   -0.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4214    4.9067   -2.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5436    4.3572   -0.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  2  3
 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
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 22 56  1  0
M  END

HEADER    PROTEIN                                 17-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-APR-15         0                                  
HETATM    1  C   UNK     0      -7.140   4.462   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -6.132   5.626   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -4.620   5.335   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -3.612   6.499   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      -4.116   7.954   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      -2.100   6.208   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.091   7.372   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.421   7.081   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.429   8.245   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.941   7.954   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.445   6.499   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       2.437   5.335   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.941   3.880   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       1.933   2.715   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.437   1.260   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.949   0.969   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.453  -0.486   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       5.966  -0.777   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.974   0.387   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.486   0.096   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.494   1.260   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.007   0.969   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    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   20   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   42    0
END

COMPND    HMDB0252050
HETATM    1  C1  UNL     1      -5.964   2.743  -2.147  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.528   3.040  -0.729  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.659   1.812   0.101  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.097   0.659  -0.384  1.00  0.00           C  
HETATM    5  C5  UNL     1      -6.188  -0.509   0.537  1.00  0.00           C  
HETATM    6  C6  UNL     1      -5.348  -1.635   0.095  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.381  -2.125   0.825  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.940  -1.698   2.158  1.00  0.00           C  
HETATM    9  C9  UNL     1      -2.510  -1.250   2.157  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.769  -1.255   1.061  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.370  -0.802   1.133  1.00  0.00           C  
HETATM   12  C12 UNL     1       0.522  -1.940   0.708  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.006  -1.454   0.786  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.816  -2.614   0.358  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.276  -2.565   0.369  1.00  0.00           C  
HETATM   16  C16 UNL     1       5.045  -1.597  -0.433  1.00  0.00           C  
HETATM   17  C17 UNL     1       4.913  -0.151  -0.165  1.00  0.00           C  
HETATM   18  C18 UNL     1       5.831   0.641  -1.088  1.00  0.00           C  
HETATM   19  O1  UNL     1       6.550   0.033  -1.918  1.00  0.00           O  
HETATM   20  O2  UNL     1       5.893   2.010  -1.035  1.00  0.00           O  
HETATM   21  C19 UNL     1       6.723   2.792  -1.863  1.00  0.00           C  
HETATM   22  C20 UNL     1       6.476   4.250  -1.469  1.00  0.00           C  
HETATM   23  H1  UNL     1      -5.782   3.644  -2.761  1.00  0.00           H  
HETATM   24  H2  UNL     1      -7.024   2.448  -2.200  1.00  0.00           H  
HETATM   25  H3  UNL     1      -5.274   1.947  -2.535  1.00  0.00           H  
HETATM   26  H4  UNL     1      -6.136   3.878  -0.326  1.00  0.00           H  
HETATM   27  H5  UNL     1      -4.444   3.298  -0.773  1.00  0.00           H  
HETATM   28  H6  UNL     1      -5.366   1.920   1.154  1.00  0.00           H  
HETATM   29  H7  UNL     1      -6.367   0.623  -1.430  1.00  0.00           H  
HETATM   30  H8  UNL     1      -7.254  -0.877   0.533  1.00  0.00           H  
HETATM   31  H9  UNL     1      -5.937  -0.175   1.551  1.00  0.00           H  
HETATM   32  H10 UNL     1      -5.538  -2.098  -0.906  1.00  0.00           H  
HETATM   33  H11 UNL     1      -3.808  -2.975   0.397  1.00  0.00           H  
HETATM   34  H12 UNL     1      -4.535  -0.928   2.655  1.00  0.00           H  
HETATM   35  H13 UNL     1      -3.985  -2.609   2.823  1.00  0.00           H  
HETATM   36  H14 UNL     1      -2.115  -0.923   3.094  1.00  0.00           H  
HETATM   37  H15 UNL     1      -2.223  -1.597   0.141  1.00  0.00           H  
HETATM   38  H16 UNL     1      -0.234   0.045   0.413  1.00  0.00           H  
HETATM   39  H17 UNL     1      -0.122  -0.499   2.155  1.00  0.00           H  
HETATM   40  H18 UNL     1       0.296  -2.295  -0.298  1.00  0.00           H  
HETATM   41  H19 UNL     1       0.463  -2.744   1.467  1.00  0.00           H  
HETATM   42  H20 UNL     1       2.007  -0.622   0.016  1.00  0.00           H  
HETATM   43  H21 UNL     1       2.196  -1.048   1.783  1.00  0.00           H  
HETATM   44  H22 UNL     1       2.475  -2.880  -0.693  1.00  0.00           H  
HETATM   45  H23 UNL     1       2.493  -3.534   0.955  1.00  0.00           H  
HETATM   46  H24 UNL     1       4.631  -3.611   0.027  1.00  0.00           H  
HETATM   47  H25 UNL     1       4.640  -2.550   1.455  1.00  0.00           H  
HETATM   48  H26 UNL     1       6.152  -1.886  -0.379  1.00  0.00           H  
HETATM   49  H27 UNL     1       4.828  -1.733  -1.542  1.00  0.00           H  
HETATM   50  H28 UNL     1       3.932   0.309  -0.311  1.00  0.00           H  
HETATM   51  H29 UNL     1       5.207   0.045   0.888  1.00  0.00           H  
HETATM   52  H30 UNL     1       6.437   2.723  -2.933  1.00  0.00           H  
HETATM   53  H31 UNL     1       7.790   2.536  -1.781  1.00  0.00           H  
HETATM   54  H32 UNL     1       7.330   4.519  -0.787  1.00  0.00           H  
HETATM   55  H33 UNL     1       6.421   4.907  -2.352  1.00  0.00           H  
HETATM   56  H34 UNL     1       5.544   4.357  -0.878  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4    4   28
CONECT    4    5   29
CONECT    5    6   30   31
CONECT    6    7    7   32
CONECT    7    8   33
CONECT    8    9   34   35
CONECT    9   10   10   36
CONECT   10   11   37
CONECT   11   12   38   39
CONECT   12   13   40   41
CONECT   13   14   42   43
CONECT   14   15   44   45
CONECT   15   16   46   47
CONECT   16   17   48   49
CONECT   17   18   50   51
CONECT   18   19   19   20
CONECT   20   21
CONECT   21   22   52   53
CONECT   22   54   55   56
END

HMDB0252050
     RDKit          3D
Ethyl linolenate
 56 55  0  0  0  0  0  0  0  0999 V2000
   -5.9637    2.7429   -2.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5284    3.0397   -0.7286 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6589    1.8116    0.1008 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0965    0.6586   -0.3836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1877   -0.5092    0.5374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3478   -1.6354    0.0946 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3806   -2.1247    0.8254 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9396   -1.6977    2.1578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5098   -1.2500    2.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7686   -1.2553    1.0612 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3704   -0.8017    1.1332 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5218   -1.9405    0.7076 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0059   -1.4539    0.7857 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8156   -2.6136    0.3577 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2758   -2.5646    0.3690 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0453   -1.5972   -0.4330 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9132   -0.1505   -0.1647 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8314    0.6406   -1.0880 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5503    0.0331   -1.9183 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8934    2.0101   -1.0351 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7230    2.7917   -1.8634 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4759    4.2500   -1.4686 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7816    3.6437   -2.7613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0236    2.4485   -2.2000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2736    1.9472   -2.5347 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1364    3.8775   -0.3259 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4438    3.2976   -0.7731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3664    1.9200    1.1542 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3673    0.6234   -1.4302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2544   -0.8771    0.5329 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9368   -0.1745    1.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5376   -2.0975   -0.9060 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8080   -2.9751    0.3967 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5346   -0.9282    2.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9848   -2.6087    2.8226 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1145   -0.9232    3.0938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2227   -1.5970    0.1410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2345    0.0454    0.4126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1217   -0.4994    2.1550 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2958   -2.2949   -0.2984 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4634   -2.7435    1.4673 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0073   -0.6223    0.0164 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1958   -1.0478    1.7831 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4746   -2.8795   -0.6933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4932   -3.5341    0.9554 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6312   -3.6107    0.0270 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6399   -2.5502    1.4553 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1519   -1.8862   -0.3789 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8283   -1.7326   -1.5424 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9323    0.3095   -0.3110 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2073    0.0445    0.8882 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4366    2.7225   -2.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7896    2.5361   -1.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3304    4.5186   -0.7872 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4214    4.9067   -2.3522 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5436    4.3572   -0.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  2  3
 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
  4 29  1  0
  5 30  1  0
  5 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 12 41  1  0
 13 42  1  0
 13 43  1  0
 14 44  1  0
 14 45  1  0
 15 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 17 51  1  0
 21 52  1  0
 21 53  1  0
 22 54  1  0
 22 55  1  0
 22 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Ethyl linolenic acid	Generator
Linolenic acid ethyl ester	MeSH
Ethyl octadeca-9,12,15-trienoic acid	Generator

Chemical Formula

C₂₀H₃₄O₂

Average Molecular Weight

306.49

Monoisotopic Molecular Weight

306.255880335

IUPAC Name

ethyl octadeca-9,12,15-trienoate

Traditional Name

ethyl octadeca-9,12,15-trienoate

CAS Registry Number

Not Available

SMILES

CCOC(=O)CCCCCCCC=CCC=CCC=CCC

InChI Identifier

InChI=1S/C20H34O2/c1-3-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22-4-2/h5-6,8-9,11-12H,3-4,7,10,13-19H2,1-2H3

InChI Key

JYYFMIOPGOFNPK-UHFFFAOYSA-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

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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	6.77	ALOGPS
logP	6.56	ChemAxon
logS	-6.8	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	15	ChemAxon
Refractivity	99.15 m³·mol⁻¹	ChemAxon
Polarizability	38.85 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
DeepCCS	[M+H]+	176.966	30932474
DeepCCS	[M-H]-	174.608	30932474
DeepCCS	[M-2H]-	207.645	30932474
DeepCCS	[M+Na]+	183.059	30932474
AllCCS	[M+H]+	185.2	32859911
AllCCS	[M+H-H2O]+	182.3	32859911
AllCCS	[M+NH4]+	187.9	32859911
AllCCS	[M+Na]+	188.7	32859911
AllCCS	[M-H]-	183.8	32859911
AllCCS	[M+Na-2H]-	185.6	32859911
AllCCS	[M+HCOO]-	187.7	32859911

Predicted Kovats Retention Indices

Not Available

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Ethyl octadeca-9,12,15-trienoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-057j-5790000000-d07b39212fee4fdf269e	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethyl octadeca-9,12,15-trienoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethyl octadeca-9,12,15-trienoate 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 octadeca-9,12,15-trienoate 10V, Positive-QTOF	splash10-0a4i-5598000000-c75874e3b5730034f769	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl octadeca-9,12,15-trienoate 20V, Positive-QTOF	splash10-0ab9-9731000000-0a5029ef221baf91ae93	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl octadeca-9,12,15-trienoate 40V, Positive-QTOF	splash10-05us-9400000000-b7e5146ca08c133ce7cc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl octadeca-9,12,15-trienoate 10V, Negative-QTOF	splash10-0a4i-0019000000-83af2e4818f05da855a2	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl octadeca-9,12,15-trienoate 20V, Negative-QTOF	splash10-0a4i-1091000000-0f14be677ecc3f4607cc	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl octadeca-9,12,15-trienoate 40V, Negative-QTOF	splash10-0bvi-9180000000-01d45d9d9b70f439329e	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

C00050452

Chemspider ID

71480

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

79149

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Ethyl octadeca-9,12,15-trienoate (HMDB0252049)

MOL for HMDB0252049 (Ethyl octadeca-9,12,15-trienoate)

3D MOL for HMDB0252049 (Ethyl octadeca-9,12,15-trienoate)

3D SDF for HMDB0252049 (Ethyl octadeca-9,12,15-trienoate)

3D-SDF for HMDB0252049 (Ethyl octadeca-9,12,15-trienoate)

PDB for HMDB0252049 (Ethyl octadeca-9,12,15-trienoate)

3D PDB for HMDB0252049 (Ethyl octadeca-9,12,15-trienoate)

SMILES for HMDB0252049 (Ethyl octadeca-9,12,15-trienoate)

INCHI for HMDB0252049 (Ethyl octadeca-9,12,15-trienoate)

Structure for HMDB0252049 (Ethyl octadeca-9,12,15-trienoate)

3D Structure for HMDB0252049 (Ethyl octadeca-9,12,15-trienoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

GC-MS Spectra

MS/MS Spectra