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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-21 06:19:11 UTC

Update Date

2022-03-07 03:17:54 UTC

HMDB ID

HMDB0062432

Secondary Accession Numbers

HMDB62432

Metabolite Identification

Common Name

8Z,11Z-eicosadienoic acid

Description

(8Z,11Z)-icosadienoic acid, also known as (8Z,11Z)-eicosadienoate or 20:2(omega-9), all-cis, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms (8Z,11Z)-icosadienoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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


  Mrv1652303211707192D          

 26 25  0  0  0  0            999 V2000
    1.2821    1.1822    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8222    1.8058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5521    2.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7420    2.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4720    3.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3382    3.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6082    4.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4183    4.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6884    5.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4985    5.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6323    1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9024    0.8704    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1724    2.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825    2.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5226    2.7413    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2526    1.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0627    1.1822    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825   -0.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7927   -0.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3328    0.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1429    0.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6830    0.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4931    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0332    1.3381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7632   -0.0651    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  4  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  1  0  0  0  0
  2 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 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  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
M  END

HMDB0062432
     RDKit          3D
8Z,11Z-eicosadienoic acid
 58 57  0  0  0  0  0  0  0  0999 V2000
   -8.0917    0.3846   -0.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9023   -0.8844   -0.8582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6259   -0.7503   -1.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4646   -0.5372   -0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2087   -0.4068   -1.5696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9900   -0.1888   -0.6882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8371   -1.3818    0.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5905   -1.1145    1.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8738    0.1334    1.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1391    1.1992    1.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0595    1.2692    0.8585 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1907    1.5922    1.7605 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2319    0.8463    1.9206 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4218   -0.4277    1.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6931   -0.3756    0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8911   -0.1241    1.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1737   -0.0819    0.4341 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2019    0.9855   -0.6042 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4922    1.0030   -1.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7960   -0.2050   -2.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9901   -1.1574   -2.1714 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0136   -0.2916   -2.8222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1710    0.6197    0.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6262    1.2375   -0.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5668    0.2391    0.9177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7812   -1.7424   -0.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7402   -1.0122   -1.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4463   -1.6680   -2.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6942    0.1510   -2.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6320    0.3379   -0.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4284   -1.4605   -0.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3512    0.4547   -2.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0283   -1.3159   -2.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0948   -0.0835   -1.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1621    0.7447   -0.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7699   -2.3237   -0.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6903   -1.3286    0.9621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5849   -2.0055    1.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6973   -1.1891    0.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7717    0.1134    2.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4002    2.1072    2.2800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0858    2.2593    0.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2103    0.4634    0.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1369    2.5338    2.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0568    1.1304    2.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5681   -1.2024    2.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6250   -0.7759    0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5699    0.4082   -0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8590   -1.3454   -0.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9725   -0.9839    1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8530    0.8462    1.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9824    0.1568    1.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3941   -1.0760    0.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3243    0.8701   -1.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1287    2.0065   -0.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3158    1.1937   -0.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4993    1.8885   -2.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7948    0.2648   -2.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 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
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 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
 18 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 22 58  1  0
M  END


  Mrv1652303211707192D          

 26 25  0  0  0  0            999 V2000
    1.2821    1.1822    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8222    1.8058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5521    2.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7420    2.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4720    3.5209    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3382    3.6768    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6082    4.4563    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4183    4.6122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6884    5.3918    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4985    5.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6323    1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9024    0.8704    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1724    2.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825    2.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5226    2.7413    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2526    1.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0627    1.1822    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825   -0.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7927   -0.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3328    0.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1429    0.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6830    0.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4931    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0332    1.3381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7632   -0.0651    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  4  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  1  0  0  0  0
  2 11  2  0  0  0  0
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 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  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 24 25  1  0  0  0  0
 24 26  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062432

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]\C(CCCCCCCC)=C(/[H])C\C([H])=C(\[H])CCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h9-10,12-13H,2-8,11,14-19H2,1H3,(H,21,22)/b10-9-,13-12-

> <INCHI_KEY>
XUJWOMMOEOHPFP-UTJQPWESSA-N

> <FORMULA>
C20H36O2

> <MOLECULAR_WEIGHT>
308.506

> <EXACT_MASS>
308.271530399

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
40.013997601835605

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(8Z,11Z)-icosa-8,11-dienoic acid

> <ALOGPS_LOGP>
7.87

> <JCHEM_LOGP>
7.311014124333333

> <ALOGPS_LOGS>
-6.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.885823686047827

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
97.72079999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
5.35e-05 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(8Z,11Z)-icosa-8,11-dienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062432
     RDKit          3D
8Z,11Z-eicosadienoic acid
 58 57  0  0  0  0  0  0  0  0999 V2000
   -8.0917    0.3846   -0.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9023   -0.8844   -0.8582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6259   -0.7503   -1.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4646   -0.5372   -0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2087   -0.4068   -1.5696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9900   -0.1888   -0.6882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8371   -1.3818    0.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5905   -1.1145    1.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8738    0.1334    1.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1391    1.1992    1.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0595    1.2692    0.8585 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1907    1.5922    1.7605 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2319    0.8463    1.9206 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4218   -0.4277    1.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6931   -0.3756    0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8911   -0.1241    1.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1737   -0.0819    0.4341 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2019    0.9855   -0.6042 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4922    1.0030   -1.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7960   -0.2050   -2.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9901   -1.1574   -2.1714 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0136   -0.2916   -2.8222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1710    0.6197    0.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6262    1.2375   -0.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5668    0.2391    0.9177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7812   -1.7424   -0.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7402   -1.0122   -1.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4463   -1.6680   -2.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6942    0.1510   -2.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6320    0.3379   -0.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4284   -1.4605   -0.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3512    0.4547   -2.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0283   -1.3159   -2.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0948   -0.0835   -1.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1621    0.7447   -0.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7699   -2.3237   -0.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6903   -1.3286    0.9621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5849   -2.0055    1.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6973   -1.1891    0.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7717    0.1134    2.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4002    2.1072    2.2800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0858    2.2593    0.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2103    0.4634    0.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1369    2.5338    2.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0568    1.1304    2.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5681   -1.2024    2.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6250   -0.7759    0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5699    0.4082   -0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8590   -1.3454   -0.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9725   -0.9839    1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8530    0.8462    1.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9824    0.1568    1.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3941   -1.0760    0.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3243    0.8701   -1.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1287    2.0065   -0.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3158    1.1937   -0.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4993    1.8885   -2.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7948    0.2648   -2.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 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
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 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
 18 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 22 58  1  0
M  END

HEADER    PROTEIN                                 21-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-MAR-17         0                                  
HETATM    1  H   UNK     0       2.393   2.207   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       3.401   3.371   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       2.897   4.826   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.385   5.117   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.881   6.572   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.631   6.863   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.135   8.318   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.648   8.609   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.152  10.065   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.664  10.356   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       4.914   3.080   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0       5.418   1.625   0.000  0.00  0.00           H+0
HETATM   13  C   UNK     0       5.922   4.244   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.434   3.953   0.000  0.00  0.00           C+0
HETATM   15  H   UNK     0       8.442   5.117   0.000  0.00  0.00           H+0
HETATM   16  C   UNK     0       7.938   2.498   0.000  0.00  0.00           C+0
HETATM   17  H   UNK     0       9.450   2.207   0.000  0.00  0.00           H+0
HETATM   18  C   UNK     0       6.930   1.334   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       7.434  -0.121   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       8.946  -0.413   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       9.954   0.752   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      11.467   0.461   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      12.475   1.625   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0      13.987   1.334   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0      14.995   2.498   0.000  0.00  0.00           O+0
HETATM   26  O   UNK     0      14.491  -0.121   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   11                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9                                                            
CONECT   11    2   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24                                                       
CONECT   24   23   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24                                                            
MASTER        0    0    0    0    0    0    0    0   26    0   50    0
END

COMPND    HMDB0062432
HETATM    1  C1  UNL     1      -8.092   0.385  -0.066  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.902  -0.884  -0.858  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.626  -0.750  -1.684  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.465  -0.537  -0.732  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.209  -0.407  -1.570  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.990  -0.189  -0.688  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.837  -1.382   0.256  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.590  -1.115   1.125  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.874   0.133   1.838  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.139   1.199   1.721  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.060   1.269   0.859  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.191   1.592   1.761  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.232   0.846   1.921  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.422  -0.428   1.218  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.693  -0.376   0.356  1.00  0.00           C  
HETATM   16  C16 UNL     1       4.891  -0.124   1.236  1.00  0.00           C  
HETATM   17  C17 UNL     1       6.174  -0.082   0.434  1.00  0.00           C  
HETATM   18  C18 UNL     1       6.202   0.985  -0.604  1.00  0.00           C  
HETATM   19  C19 UNL     1       7.492   1.003  -1.374  1.00  0.00           C  
HETATM   20  C20 UNL     1       7.796  -0.205  -2.131  1.00  0.00           C  
HETATM   21  O1  UNL     1       6.990  -1.157  -2.171  1.00  0.00           O  
HETATM   22  O2  UNL     1       9.014  -0.292  -2.822  1.00  0.00           O  
HETATM   23  H1  UNL     1      -9.171   0.620   0.095  1.00  0.00           H  
HETATM   24  H2  UNL     1      -7.626   1.237  -0.576  1.00  0.00           H  
HETATM   25  H3  UNL     1      -7.567   0.239   0.918  1.00  0.00           H  
HETATM   26  H4  UNL     1      -7.781  -1.742  -0.177  1.00  0.00           H  
HETATM   27  H5  UNL     1      -8.740  -1.012  -1.569  1.00  0.00           H  
HETATM   28  H6  UNL     1      -6.446  -1.668  -2.256  1.00  0.00           H  
HETATM   29  H7  UNL     1      -6.694   0.151  -2.327  1.00  0.00           H  
HETATM   30  H8  UNL     1      -5.632   0.338  -0.098  1.00  0.00           H  
HETATM   31  H9  UNL     1      -5.428  -1.460  -0.094  1.00  0.00           H  
HETATM   32  H10 UNL     1      -4.351   0.455  -2.247  1.00  0.00           H  
HETATM   33  H11 UNL     1      -4.028  -1.316  -2.159  1.00  0.00           H  
HETATM   34  H12 UNL     1      -2.095  -0.084  -1.299  1.00  0.00           H  
HETATM   35  H13 UNL     1      -3.162   0.745  -0.138  1.00  0.00           H  
HETATM   36  H14 UNL     1      -2.770  -2.324  -0.283  1.00  0.00           H  
HETATM   37  H15 UNL     1      -3.690  -1.329   0.962  1.00  0.00           H  
HETATM   38  H16 UNL     1      -1.585  -2.005   1.835  1.00  0.00           H  
HETATM   39  H17 UNL     1      -0.697  -1.189   0.536  1.00  0.00           H  
HETATM   40  H18 UNL     1      -2.772   0.113   2.497  1.00  0.00           H  
HETATM   41  H19 UNL     1      -1.400   2.107   2.280  1.00  0.00           H  
HETATM   42  H20 UNL     1      -0.086   2.259   0.271  1.00  0.00           H  
HETATM   43  H21 UNL     1       0.210   0.463   0.161  1.00  0.00           H  
HETATM   44  H22 UNL     1       1.137   2.534   2.332  1.00  0.00           H  
HETATM   45  H23 UNL     1       3.057   1.130   2.617  1.00  0.00           H  
HETATM   46  H24 UNL     1       2.568  -1.202   2.029  1.00  0.00           H  
HETATM   47  H25 UNL     1       1.625  -0.776   0.581  1.00  0.00           H  
HETATM   48  H26 UNL     1       3.570   0.408  -0.425  1.00  0.00           H  
HETATM   49  H27 UNL     1       3.859  -1.345  -0.148  1.00  0.00           H  
HETATM   50  H28 UNL     1       4.972  -0.984   1.932  1.00  0.00           H  
HETATM   51  H29 UNL     1       4.853   0.846   1.777  1.00  0.00           H  
HETATM   52  H30 UNL     1       6.982   0.157   1.180  1.00  0.00           H  
HETATM   53  H31 UNL     1       6.394  -1.076   0.011  1.00  0.00           H  
HETATM   54  H32 UNL     1       5.324   0.870  -1.293  1.00  0.00           H  
HETATM   55  H33 UNL     1       6.129   2.006  -0.124  1.00  0.00           H  
HETATM   56  H34 UNL     1       8.316   1.194  -0.652  1.00  0.00           H  
HETATM   57  H35 UNL     1       7.499   1.889  -2.070  1.00  0.00           H  
HETATM   58  H36 UNL     1       9.795   0.265  -2.513  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   34   35
CONECT    7    8   36   37
CONECT    8    9   38   39
CONECT    9   10   10   40
CONECT   10   11   41
CONECT   11   12   42   43
CONECT   12   13   13   44
CONECT   13   14   45
CONECT   14   15   46   47
CONECT   15   16   48   49
CONECT   16   17   50   51
CONECT   17   18   52   53
CONECT   18   19   54   55
CONECT   19   20   56   57
CONECT   20   21   21   22
CONECT   22   58
END

HMDB0062432
     RDKit          3D
8Z,11Z-eicosadienoic acid
 58 57  0  0  0  0  0  0  0  0999 V2000
   -8.0917    0.3846   -0.0656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9023   -0.8844   -0.8582 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6259   -0.7503   -1.6844 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4646   -0.5372   -0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2087   -0.4068   -1.5696 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9900   -0.1888   -0.6882 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8371   -1.3818    0.2558 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5905   -1.1145    1.1249 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8738    0.1334    1.8378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1391    1.1992    1.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0595    1.2692    0.8585 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1907    1.5922    1.7605 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2319    0.8463    1.9206 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4218   -0.4277    1.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6931   -0.3756    0.3565 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8911   -0.1241    1.2364 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1737   -0.0819    0.4341 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2019    0.9855   -0.6042 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4922    1.0030   -1.3744 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7960   -0.2050   -2.1313 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9901   -1.1574   -2.1714 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0136   -0.2916   -2.8222 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1710    0.6197    0.0949 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6262    1.2375   -0.5763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5668    0.2391    0.9177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7812   -1.7424   -0.1774 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7402   -1.0122   -1.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4463   -1.6680   -2.2563 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6942    0.1510   -2.3271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6320    0.3379   -0.0984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4284   -1.4605   -0.0944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3512    0.4547   -2.2472 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0283   -1.3159   -2.1586 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0948   -0.0835   -1.2995 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1621    0.7447   -0.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7699   -2.3237   -0.2830 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6903   -1.3286    0.9621 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5849   -2.0055    1.8351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6973   -1.1891    0.5358 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7717    0.1134    2.4971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4002    2.1072    2.2800 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0858    2.2593    0.2714 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2103    0.4634    0.1608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1369    2.5338    2.3320 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0568    1.1304    2.6171 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5681   -1.2024    2.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6250   -0.7759    0.5809 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5699    0.4082   -0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8590   -1.3454   -0.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9725   -0.9839    1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8530    0.8462    1.7768 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9824    0.1568    1.1799 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3941   -1.0760    0.0109 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3243    0.8701   -1.2934 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1287    2.0065   -0.1239 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3158    1.1937   -0.6517 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4993    1.8885   -2.0704 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.7948    0.2648   -2.5131 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 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
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 11 43  1  0
 12 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
 18 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 22 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(8Z,11Z)-Eicosa-8,11-dienoic acid	ChEBI
(8Z,11Z)-Eicosadienoic acid	ChEBI
20:2(Omega-9), all-cis	ChEBI
8Z,11Z-Eicosadienoic acid	ChEBI
C20:2N-9,12	ChEBI
(8Z,11Z)-Eicosa-8,11-dienoate	Generator
(8Z,11Z)-Eicosadienoate	Generator
8Z,11Z-Eicosadienoate	Generator
(8Z,11Z)-Icosadienoate	Generator

Chemical Formula

C₂₀H₃₆O₂

Average Molecular Weight

308.506

Monoisotopic Molecular Weight

308.271530399

IUPAC Name

(8Z,11Z)-icosa-8,11-dienoic acid

Traditional Name

(8Z,11Z)-icosa-8,11-dienoic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCCCCC)=C(/[H])C\C([H])=C(\[H])CCCCCCC(O)=O

InChI Identifier

InChI=1S/C20H36O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-17-18-19-20(21)22/h9-10,12-13H,2-8,11,14-19H2,1H3,(H,21,22)/b10-9-,13-12-

InChI Key

XUJWOMMOEOHPFP-UTJQPWESSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Unsaturated fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

icosadienoic acid (CHEBI:78706 )
Unsaturated fatty acids (LMFA01030377 )

Ontology

Not Available

Exogenous (HMDB: HMDB0062432)

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	5.4e-05 g/l	ALOGPS
LogP	7.87	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	7.87	ALOGPS
logP	7.31	ChemAxon
logS	-6.8	ALOGPS
pKa (Strongest Acidic)	4.89	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	97.72 m³·mol⁻¹	ChemAxon
Polarizability	40.01 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
DarkChem	[M+H]+	184.47	31661259
DarkChem	[M-H]-	185.241	31661259
DeepCCS	[M+H]+	193.51	30932474
DeepCCS	[M-H]-	191.151	30932474
DeepCCS	[M-2H]-	224.446	30932474
DeepCCS	[M+Na]+	199.707	30932474
AllCCS	[M+H]+	186.6	32859911
AllCCS	[M+H-H2O]+	183.7	32859911
AllCCS	[M+NH4]+	189.2	32859911
AllCCS	[M+Na]+	189.9	32859911
AllCCS	[M-H]-	186.3	32859911
AllCCS	[M+Na-2H]-	188.3	32859911
AllCCS	[M+HCOO]-	190.5	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm √ó 2.1 mm; 1.7 Œºmparticle diameter). Predicted by Afia on May 17, 2022.	10.08 minutes	32390414
Predicted by Siyang on May 30, 2022	26.873 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.76 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3339.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	716.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	283.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	453.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	691.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1204.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	848.3 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	96.0 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2505.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	751.8 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	2082.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	938.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	561.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	690.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	676.0 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8Z,11Z-eicosadienoic acid	[H]\C(CCCCCCCC)=C(/[H])C\C([H])=C(\[H])CCCCCCC(O)=O	3599.4	Standard polar	33892256
8Z,11Z-eicosadienoic acid	[H]\C(CCCCCCCC)=C(/[H])C\C([H])=C(\[H])CCCCCCC(O)=O	2284.1	Standard non polar	33892256
8Z,11Z-eicosadienoic acid	[H]\C(CCCCCCCC)=C(/[H])C\C([H])=C(\[H])CCCCCCC(O)=O	2415.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
8Z,11Z-eicosadienoic acid,1TMS,isomer #1	CCCCCCCC/C=C\C/C=C\CCCCCCC(=O)O[Si](C)(C)C	2415.3	Semi standard non polar	33892256
8Z,11Z-eicosadienoic acid,1TBDMS,isomer #1	CCCCCCCC/C=C\C/C=C\CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2661.4	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 - 8Z,11Z-eicosadienoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9460000000-7452b1f80f1e18607f2c	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8Z,11Z-eicosadienoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-010c-9431000000-e169c33c459900939a4e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8Z,11Z-eicosadienoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8Z,11Z-eicosadienoic acid 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 - 8Z,11Z-eicosadienoic acid 10V, Positive-QTOF	splash10-0006-0192000000-85c5f9217d0c9c0df109	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8Z,11Z-eicosadienoic acid 20V, Positive-QTOF	splash10-03dm-4591000000-ba2986560318b30166d4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8Z,11Z-eicosadienoic acid 40V, Positive-QTOF	splash10-052g-8960000000-6f6a15ccffbec60c3daf	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8Z,11Z-eicosadienoic acid 10V, Negative-QTOF	splash10-0a4i-0039000000-46defe7a3a5473b710fd	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8Z,11Z-eicosadienoic acid 20V, Negative-QTOF	splash10-0bti-1096000000-e40fcb7619384e0ab379	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8Z,11Z-eicosadienoic acid 40V, Negative-QTOF	splash10-0a4l-9130000000-72b3079b0b99cb41bfd4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8Z,11Z-eicosadienoic acid 10V, Positive-QTOF	splash10-052f-3495000000-f417658e2d847fa904bb	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8Z,11Z-eicosadienoic acid 20V, Positive-QTOF	splash10-05fv-6961000000-46c274298fe086d0bec5	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8Z,11Z-eicosadienoic acid 40V, Positive-QTOF	splash10-0a4m-9400000000-cfce725777ac8379d6dc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8Z,11Z-eicosadienoic acid 10V, Negative-QTOF	splash10-0a4i-0019000000-4434867917f3cba1d671	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8Z,11Z-eicosadienoic acid 20V, Negative-QTOF	splash10-0a4i-1059000000-9aeb823553ce64635a5a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8Z,11Z-eicosadienoic acid 40V, Negative-QTOF	splash10-006x-9561000000-373e1badea22c66a6eb4	2021-09-24	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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5312528

PDB ID

Not Available

ChEBI ID

78706

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

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 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 8Z,11Z-eicosadienoic acid (HMDB0062432)

MOL for HMDB0062432 (8Z,11Z-eicosadienoic acid)

3D MOL for HMDB0062432 (8Z,11Z-eicosadienoic acid)

3D SDF for HMDB0062432 (8Z,11Z-eicosadienoic acid)

3D-SDF for HMDB0062432 (8Z,11Z-eicosadienoic acid)

PDB for HMDB0062432 (8Z,11Z-eicosadienoic acid)

3D PDB for HMDB0062432 (8Z,11Z-eicosadienoic acid)

SMILES for HMDB0062432 (8Z,11Z-eicosadienoic acid)

INCHI for HMDB0062432 (8Z,11Z-eicosadienoic acid)

Structure for HMDB0062432 (8Z,11Z-eicosadienoic acid)

3D Structure for HMDB0062432 (8Z,11Z-eicosadienoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra