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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-23 05:30:26 UTC

Update Date

2022-03-07 03:17:58 UTC

HMDB ID

HMDB0062687

Secondary Accession Numbers

HMDB62687

Metabolite Identification

Common Name

8,20-DiHETE

Description

(5Z,11Z,14Z)-8,20-dihydroxyicosa-5,9,11,14-tetraenoic acid belongs to the class of organic compounds known as hydroxyeicosatetraenoic acids. These are eicosanoic acids with an attached hydroxyl group and four CC double bonds (5Z,11Z,14Z)-8,20-dihydroxyicosa-5,9,11,14-tetraenoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

  Mrv1652303231706302D          

 32 31  0  0  0  0            999 V2000
    1.7605    2.6664    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    1.8414    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    0.6039    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829   -1.0461    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461   -1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605   -0.6336    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461   -1.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316   -2.2836    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605   -2.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.8711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605   -3.1086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461   -3.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316   -3.1086    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461   -4.3461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316   -4.7586    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605   -4.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605   -5.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -5.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -6.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -7.2336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605   -7.2336    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
  2  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  4  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
M  END

HMDB0062687
     RDKit          3D
8,20-DiHETE
 56 55  0  0  0  0  0  0  0  0999 V2000
   -8.1329   -1.7538   -0.5985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8389   -0.5613   -0.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8782    0.3742   -0.2855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4543   -0.1060   -0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0104   -0.5096    1.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5828   -0.0455    1.5824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5360    1.4074    1.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7703    1.9999    0.6026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8822    1.3389   -0.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4704    1.8519   -0.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2390    1.4772    1.3125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4556    1.4022   -0.9594 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1224    0.2179   -1.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1476   -0.8589   -0.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4215   -2.0273   -0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4489   -2.3902   -1.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7317   -2.7355   -0.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8567   -2.0671   -0.7875 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9445   -0.9307   -1.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3511    0.3829   -1.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6813    0.6296   -0.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1583   -0.1242    0.5621 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5531    0.4556    0.9273 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4371    1.8124    1.2225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5640    0.2723    0.4545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7867   -0.6198   -0.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3994    0.9658   -0.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6919   -0.0746    2.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0970   -1.6163    1.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3374   -0.3176    2.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9444   -0.6403    0.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1946    1.9817    2.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8050    3.1098    0.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0964    1.6584   -1.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8193    0.2657   -0.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5724    2.9629   -0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6347    2.1337    1.9304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1624    2.1589   -1.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8593    0.0880   -1.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9038   -0.6790    0.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1170   -2.7558    0.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0273   -3.3773   -1.6089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4458   -1.6667   -1.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7193   -3.5807    0.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7252   -2.4635   -0.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8053   -1.2329   -2.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1007   -0.8642   -2.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2444    1.1238   -2.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5307    0.7702   -0.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7289    1.7357   -0.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4690    0.5830   -1.4483 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5253   -0.1362    1.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3879   -1.1778    0.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9306   -0.0953    1.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2158    0.2636    0.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8691    1.9845    2.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
M  END

  Mrv1652303231706302D          

 32 31  0  0  0  0            999 V2000
    1.7605    2.6664    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    1.8414    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    0.6039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    0.1914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    0.6039    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316   -0.6336    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829   -1.0461    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461   -1.0461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605   -0.6336    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461   -1.8711    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316   -2.2836    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605   -2.2836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -1.8711    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605   -3.1086    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461   -3.5211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316   -3.1086    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461   -4.3461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316   -4.7586    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605   -4.7586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605   -5.5836    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -5.9961    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -6.8211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895   -7.2336    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605   -7.2336    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
  2  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  4  0  0  0
 16 18  2  0  0  0  0
 18 19  1  0  0  0  0
 18 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062687

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]\C(CCCCCO)=C(/[H])C\C([H])=C(\[H])C([H])=C([H])C(O)C\C([H])=C(\[H])CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O4/c21-18-14-10-6-4-2-1-3-5-7-11-15-19(22)16-12-8-9-13-17-20(23)24/h1-2,5,7-8,11-12,15,19,21-22H,3-4,6,9-10,13-14,16-18H2,(H,23,24)/b2-1-,7-5-,12-8-,15-11?

> <INCHI_KEY>
AEHUQHOABRTKBQ-NEOQANLTSA-N

> <FORMULA>
C20H32O4

> <MOLECULAR_WEIGHT>
336.472

> <EXACT_MASS>
336.23005951

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
39.29112514369298

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z,11Z,14Z)-8,20-dihydroxyicosa-5,9,11,14-tetraenoic acid

> <ALOGPS_LOGP>
5.22

> <JCHEM_LOGP>
3.919681127333333

> <ALOGPS_LOGS>
-4.42

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.843936486031673

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.67690082511608

> <JCHEM_PKA_STRONGEST_BASIC>
-1.4584229436606826

> <JCHEM_POLAR_SURFACE_AREA>
77.75999999999999

> <JCHEM_REFRACTIVITY>
103.39819999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5Z,11Z,14Z)-8,20-dihydroxyicosa-5,9,11,14-tetraenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062687
     RDKit          3D
8,20-DiHETE
 56 55  0  0  0  0  0  0  0  0999 V2000
   -8.1329   -1.7538   -0.5985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8389   -0.5613   -0.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8782    0.3742   -0.2855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4543   -0.1060   -0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0104   -0.5096    1.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5828   -0.0455    1.5824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5360    1.4074    1.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7703    1.9999    0.6026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8822    1.3389   -0.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4704    1.8519   -0.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2390    1.4772    1.3125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4556    1.4022   -0.9594 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1224    0.2179   -1.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1476   -0.8589   -0.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4215   -2.0273   -0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4489   -2.3902   -1.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7317   -2.7355   -0.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8567   -2.0671   -0.7875 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9445   -0.9307   -1.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3511    0.3829   -1.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6813    0.6296   -0.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1583   -0.1242    0.5621 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5531    0.4556    0.9273 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4371    1.8124    1.2225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5640    0.2723    0.4545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7867   -0.6198   -0.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3994    0.9658   -0.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6919   -0.0746    2.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0970   -1.6163    1.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3374   -0.3176    2.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9444   -0.6403    0.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1946    1.9817    2.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8050    3.1098    0.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0964    1.6584   -1.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8193    0.2657   -0.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5724    2.9629   -0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6347    2.1337    1.9304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1624    2.1589   -1.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8593    0.0880   -1.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9038   -0.6790    0.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1170   -2.7558    0.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0273   -3.3773   -1.6089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4458   -1.6667   -1.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7193   -3.5807    0.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7252   -2.4635   -0.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8053   -1.2329   -2.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1007   -0.8642   -2.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2444    1.1238   -2.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5307    0.7702   -0.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7289    1.7357   -0.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4690    0.5830   -1.4483 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5253   -0.1362    1.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3879   -1.1778    0.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9306   -0.0953    1.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2158    0.2636    0.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8691    1.9845    2.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
M  END

HEADER    PROTEIN                                 23-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAR-17         0                                  
HETATM    1  H   UNK     0       3.286   4.977   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      11.288   3.437   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       1.953   2.667   0.000  0.00  0.00           C+0
HETATM   10  H   UNK     0       0.619   3.437   0.000  0.00  0.00           H+0
HETATM   11  C   UNK     0       1.953   1.127   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       0.619   0.357   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0      -0.715   1.127   0.000  0.00  0.00           H+0
HETATM   14  C   UNK     0       0.619  -1.183   0.000  0.00  0.00           C+0
HETATM   15  H   UNK     0      -0.715  -1.953   0.000  0.00  0.00           H+0
HETATM   16  C   UNK     0       1.953  -1.953   0.000  0.00  0.00           C+0
HETATM   17  H   UNK     0       3.286  -1.183   0.000  0.00  0.00           H+0
HETATM   18  C   UNK     0       1.953  -3.493   0.000  0.00  0.00           C+0
HETATM   19  H   UNK     0       0.619  -4.263   0.000  0.00  0.00           H+0
HETATM   20  C   UNK     0       3.286  -4.263   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0       4.620  -3.493   0.000  0.00  0.00           O+0
HETATM   22  C   UNK     0       3.286  -5.803   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.953  -6.573   0.000  0.00  0.00           C+0
HETATM   24  H   UNK     0       0.619  -5.803   0.000  0.00  0.00           H+0
HETATM   25  C   UNK     0       1.953  -8.113   0.000  0.00  0.00           C+0
HETATM   26  H   UNK     0       0.619  -8.883   0.000  0.00  0.00           H+0
HETATM   27  C   UNK     0       3.286  -8.883   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       3.286 -10.423   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       4.620 -11.193   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       4.620 -12.733   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0       5.954 -13.503   0.000  0.00  0.00           O+0
HETATM   32  O   UNK     0       3.286 -13.503   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7                                                            
CONECT    9    2   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   62    0
END

COMPND    HMDB0062687
HETATM    1  O1  UNL     1      -8.133  -1.754  -0.599  1.00  0.00           O  
HETATM    2  C1  UNL     1      -7.839  -0.561  -0.335  1.00  0.00           C  
HETATM    3  O2  UNL     1      -8.878   0.374  -0.286  1.00  0.00           O  
HETATM    4  C2  UNL     1      -6.454  -0.106  -0.077  1.00  0.00           C  
HETATM    5  C3  UNL     1      -6.010  -0.510   1.308  1.00  0.00           C  
HETATM    6  C4  UNL     1      -4.583  -0.045   1.582  1.00  0.00           C  
HETATM    7  C5  UNL     1      -4.536   1.407   1.469  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.770   2.000   0.603  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.882   1.339  -0.345  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.470   1.852  -0.006  1.00  0.00           C  
HETATM   11  O3  UNL     1      -1.239   1.477   1.313  1.00  0.00           O  
HETATM   12  C9  UNL     1      -0.456   1.402  -0.959  1.00  0.00           C  
HETATM   13  C10 UNL     1       0.122   0.218  -1.001  1.00  0.00           C  
HETATM   14  C11 UNL     1      -0.148  -0.859  -0.101  1.00  0.00           C  
HETATM   15  C12 UNL     1       0.421  -2.027  -0.142  1.00  0.00           C  
HETATM   16  C13 UNL     1       1.449  -2.390  -1.160  1.00  0.00           C  
HETATM   17  C14 UNL     1       2.732  -2.735  -0.534  1.00  0.00           C  
HETATM   18  C15 UNL     1       3.857  -2.067  -0.787  1.00  0.00           C  
HETATM   19  C16 UNL     1       3.944  -0.931  -1.705  1.00  0.00           C  
HETATM   20  C17 UNL     1       4.351   0.383  -1.183  1.00  0.00           C  
HETATM   21  C18 UNL     1       5.681   0.630  -0.618  1.00  0.00           C  
HETATM   22  C19 UNL     1       6.158  -0.124   0.562  1.00  0.00           C  
HETATM   23  C20 UNL     1       7.553   0.456   0.927  1.00  0.00           C  
HETATM   24  O4  UNL     1       7.437   1.812   1.223  1.00  0.00           O  
HETATM   25  H1  UNL     1      -9.564   0.272   0.454  1.00  0.00           H  
HETATM   26  H2  UNL     1      -5.787  -0.620  -0.827  1.00  0.00           H  
HETATM   27  H3  UNL     1      -6.399   0.966  -0.263  1.00  0.00           H  
HETATM   28  H4  UNL     1      -6.692  -0.075   2.047  1.00  0.00           H  
HETATM   29  H5  UNL     1      -6.097  -1.616   1.362  1.00  0.00           H  
HETATM   30  H6  UNL     1      -4.337  -0.318   2.655  1.00  0.00           H  
HETATM   31  H7  UNL     1      -3.944  -0.640   0.957  1.00  0.00           H  
HETATM   32  H8  UNL     1      -5.195   1.982   2.168  1.00  0.00           H  
HETATM   33  H9  UNL     1      -3.805   3.110   0.593  1.00  0.00           H  
HETATM   34  H10 UNL     1      -3.096   1.658  -1.417  1.00  0.00           H  
HETATM   35  H11 UNL     1      -2.819   0.266  -0.348  1.00  0.00           H  
HETATM   36  H12 UNL     1      -1.572   2.963  -0.002  1.00  0.00           H  
HETATM   37  H13 UNL     1      -1.635   2.134   1.930  1.00  0.00           H  
HETATM   38  H14 UNL     1      -0.162   2.159  -1.716  1.00  0.00           H  
HETATM   39  H15 UNL     1       0.859   0.088  -1.789  1.00  0.00           H  
HETATM   40  H16 UNL     1      -0.904  -0.679   0.690  1.00  0.00           H  
HETATM   41  H17 UNL     1       0.117  -2.756   0.613  1.00  0.00           H  
HETATM   42  H18 UNL     1       1.027  -3.377  -1.609  1.00  0.00           H  
HETATM   43  H19 UNL     1       1.446  -1.667  -1.951  1.00  0.00           H  
HETATM   44  H20 UNL     1       2.719  -3.581   0.162  1.00  0.00           H  
HETATM   45  H21 UNL     1       4.725  -2.464  -0.256  1.00  0.00           H  
HETATM   46  H22 UNL     1       4.805  -1.233  -2.433  1.00  0.00           H  
HETATM   47  H23 UNL     1       3.101  -0.864  -2.445  1.00  0.00           H  
HETATM   48  H24 UNL     1       4.244   1.124  -2.057  1.00  0.00           H  
HETATM   49  H25 UNL     1       3.531   0.770  -0.475  1.00  0.00           H  
HETATM   50  H26 UNL     1       5.729   1.736  -0.335  1.00  0.00           H  
HETATM   51  H27 UNL     1       6.469   0.583  -1.448  1.00  0.00           H  
HETATM   52  H28 UNL     1       5.525  -0.136   1.440  1.00  0.00           H  
HETATM   53  H29 UNL     1       6.388  -1.178   0.249  1.00  0.00           H  
HETATM   54  H30 UNL     1       7.931  -0.095   1.807  1.00  0.00           H  
HETATM   55  H31 UNL     1       8.216   0.264   0.079  1.00  0.00           H  
HETATM   56  H32 UNL     1       7.869   1.984   2.098  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   25
CONECT    4    5   26   27
CONECT    5    6   28   29
CONECT    6    7   30   31
CONECT    7    8    8   32
CONECT    8    9   33
CONECT    9   10   34   35
CONECT   10   11   12   36
CONECT   11   37
CONECT   12   13   13   38
CONECT   13   14   39
CONECT   14   15   15   40
CONECT   15   16   41
CONECT   16   17   42   43
CONECT   17   18   18   44
CONECT   18   19   45
CONECT   19   20   46   47
CONECT   20   21   48   49
CONECT   21   22   50   51
CONECT   22   23   52   53
CONECT   23   24   54   55
CONECT   24   56
END

HMDB0062687
     RDKit          3D
8,20-DiHETE
 56 55  0  0  0  0  0  0  0  0999 V2000
   -8.1329   -1.7538   -0.5985 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8389   -0.5613   -0.3351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8782    0.3742   -0.2855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4543   -0.1060   -0.0772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0104   -0.5096    1.3078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5828   -0.0455    1.5824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5360    1.4074    1.4690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7703    1.9999    0.6026 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8822    1.3389   -0.3449 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4704    1.8519   -0.0063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2390    1.4772    1.3125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4556    1.4022   -0.9594 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1224    0.2179   -1.0006 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1476   -0.8589   -0.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4215   -2.0273   -0.1418 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4489   -2.3902   -1.1603 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7317   -2.7355   -0.5337 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8567   -2.0671   -0.7875 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9445   -0.9307   -1.7053 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3511    0.3829   -1.1826 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6813    0.6296   -0.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1583   -0.1242    0.5621 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5531    0.4556    0.9273 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4371    1.8124    1.2225 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.5640    0.2723    0.4545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7867   -0.6198   -0.8269 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3994    0.9658   -0.2633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6919   -0.0746    2.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0970   -1.6163    1.3620 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3374   -0.3176    2.6548 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9444   -0.6403    0.9569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1946    1.9817    2.1681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8050    3.1098    0.5934 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0964    1.6584   -1.4172 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8193    0.2657   -0.3485 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5724    2.9629   -0.0022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6347    2.1337    1.9304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1624    2.1589   -1.7165 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8593    0.0880   -1.7889 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9038   -0.6790    0.6901 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1170   -2.7558    0.6131 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0273   -3.3773   -1.6089 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4458   -1.6667   -1.9512 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7193   -3.5807    0.1620 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7252   -2.4635   -0.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8053   -1.2329   -2.4330 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1007   -0.8642   -2.4454 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2444    1.1238   -2.0565 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5307    0.7702   -0.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7289    1.7357   -0.3348 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4690    0.5830   -1.4483 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5253   -0.1362    1.4401 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3879   -1.1778    0.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9306   -0.0953    1.8067 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2158    0.2636    0.0793 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8691    1.9845    2.0977 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  1  0
  3 25  1  0
  4 26  1  0
  4 27  1  0
  5 28  1  0
  5 29  1  0
  6 30  1  0
  6 31  1  0
  7 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 11 37  1  0
 12 38  1  0
 13 39  1  0
 14 40  1  0
 15 41  1  0
 16 42  1  0
 16 43  1  0
 17 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 21 51  1  0
 22 52  1  0
 22 53  1  0
 23 54  1  0
 23 55  1  0
 24 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5Z,11Z,14Z)-8,20-Dihydroxyicosa-5,9,11,14-tetraenoate	Generator
(5Z,9E,11Z,14Z)-8,20-Dihydroxyicosatetraenoate	HMDB
(5Z,9E,11Z,14Z)-8,20-Dihydroxyicosatetraenoic acid	HMDB
8,20-Dihydroxy-5Z,9E,11Z,14Z-eicosatetraenoate	HMDB
8,20-Dihydroxy-5Z,9E,11Z,14Z-eicosatetraenoic acid	HMDB
8,20-Dihydroxy-5Z,9E,11Z,14Z-icosatetraenoate	HMDB
8,20-Dihydroxy-5Z,9E,11Z,14Z-icosatetraenoic acid	HMDB

Chemical Formula

C₂₀H₃₂O₄

Average Molecular Weight

336.472

Monoisotopic Molecular Weight

336.23005951

IUPAC Name

(5Z,11Z,14Z)-8,20-dihydroxyicosa-5,9,11,14-tetraenoic acid

Traditional Name

(5Z,11Z,14Z)-8,20-dihydroxyicosa-5,9,11,14-tetraenoic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCCCO)=C(/[H])C\C([H])=C(\[H])C([H])=C([H])C(O)C\C([H])=C(\[H])CCCC(O)=O

InChI Identifier

InChI=1S/C20H32O4/c21-18-14-10-6-4-2-1-3-5-7-11-15-19(22)16-12-8-9-13-17-20(23)24/h1-2,5,7-8,11-12,15,19,21-22H,3-4,6,9-10,13-14,16-18H2,(H,23,24)/b2-1-,7-5-,12-8-,15-11?

InChI Key

AEHUQHOABRTKBQ-NEOQANLTSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyeicosatetraenoic acids. These are eicosanoic acids with an attached hydroxyl group and four CC double bonds.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Hydroxyeicosatetraenoic acids

Alternative Parents

Substituents

Hydroxyeicosatetraenoic acid
Long-chain fatty acid
Hydroxy fatty acid
Fatty acid
Unsaturated fatty acid
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Organooxygen compound
Primary alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0062687)

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	0.013 g/l	ALOGPS
LogP	5.22	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.22	ALOGPS
logP	3.92	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.68	ChemAxon
pKa (Strongest Basic)	-1.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	103.4 m³·mol⁻¹	ChemAxon
Polarizability	39.29 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	188.763	31661259
DarkChem	[M-H]-	191.482	31661259
DeepCCS	[M+H]+	195.02	30932474
DeepCCS	[M-H]-	192.625	30932474
DeepCCS	[M-2H]-	225.799	30932474
DeepCCS	[M+Na]+	200.933	30932474
AllCCS	[M+H]+	187.1	32859911
AllCCS	[M+H-H2O]+	184.3	32859911
AllCCS	[M+NH4]+	189.6	32859911
AllCCS	[M+Na]+	190.3	32859911
AllCCS	[M-H]-	187.5	32859911
AllCCS	[M+Na-2H]-	189.3	32859911
AllCCS	[M+HCOO]-	191.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
8,20-DiHETE	[H]\C(CCCCCO)=C(/[H])C\C([H])=C(\[H])C([H])=C([H])C(O)C\C([H])=C(\[H])CCCC(O)=O	4460.5	Standard polar	33892256
8,20-DiHETE	[H]\C(CCCCCO)=C(/[H])C\C([H])=C(\[H])C([H])=C([H])C(O)C\C([H])=C(\[H])CCCC(O)=O	2443.9	Standard non polar	33892256
8,20-DiHETE	[H]\C(CCCCCO)=C(/[H])C\C([H])=C(\[H])C([H])=C([H])C(O)C\C([H])=C(\[H])CCCC(O)=O	2887.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
8,20-DiHETE,1TMS,isomer #1	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=CC(O)C/C=C\CCCC(=O)O	3004.0	Semi standard non polar	33892256
8,20-DiHETE,1TMS,isomer #2	C[Si](C)(C)OC(C=C/C=C\C/C=C\CCCCCO)C/C=C\CCCC(=O)O	2992.6	Semi standard non polar	33892256
8,20-DiHETE,1TMS,isomer #3	C[Si](C)(C)OC(=O)CCC/C=C\CC(O)C=C/C=C\C/C=C\CCCCCO	2877.3	Semi standard non polar	33892256
8,20-DiHETE,2TMS,isomer #1	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=CC(C/C=C\CCCC(=O)O)O[Si](C)(C)C	3049.9	Semi standard non polar	33892256
8,20-DiHETE,2TMS,isomer #2	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=CC(O)C/C=C\CCCC(=O)O[Si](C)(C)C	2947.0	Semi standard non polar	33892256
8,20-DiHETE,2TMS,isomer #3	C[Si](C)(C)OC(=O)CCC/C=C\CC(C=C/C=C\C/C=C\CCCCCO)O[Si](C)(C)C	2947.7	Semi standard non polar	33892256
8,20-DiHETE,3TMS,isomer #1	C[Si](C)(C)OCCCCC/C=C\C/C=C\C=CC(C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2951.6	Semi standard non polar	33892256
8,20-DiHETE,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCCCC/C=C\C/C=C\C=CC(O)C/C=C\CCCC(=O)O	3236.7	Semi standard non polar	33892256
8,20-DiHETE,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(C=C/C=C\C/C=C\CCCCCO)C/C=C\CCCC(=O)O	3241.3	Semi standard non polar	33892256
8,20-DiHETE,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CCC/C=C\CC(O)C=C/C=C\C/C=C\CCCCCO	3110.3	Semi standard non polar	33892256
8,20-DiHETE,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCCCC/C=C\C/C=C\C=CC(C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3509.8	Semi standard non polar	33892256
8,20-DiHETE,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OCCCCC/C=C\C/C=C\C=CC(O)C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	3430.7	Semi standard non polar	33892256
8,20-DiHETE,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)OC(=O)CCC/C=C\CC(C=C/C=C\C/C=C\CCCCCO)O[Si](C)(C)C(C)(C)C	3424.6	Semi standard non polar	33892256
8,20-DiHETE,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OCCCCC/C=C\C/C=C\C=CC(C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3717.1	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 - 8,20-DiHETE GC-MS (Non-derivatized) - 70eV, Positive	splash10-02tc-3494000000-14a7811fe6001b72d4ee	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8,20-DiHETE GC-MS (3 TMS) - 70eV, Positive	splash10-0fe0-9808880000-2f44b0a0d3eb83296185	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 8,20-DiHETE 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 - 8,20-DiHETE 10V, Positive-QTOF	splash10-0gb9-0019000000-a7d1a646861d57f2d988	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,20-DiHETE 20V, Positive-QTOF	splash10-0v4i-2579000000-fa1d97c06b31f9082ddf	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,20-DiHETE 40V, Positive-QTOF	splash10-0apj-8490000000-d8319e61623f3e6a68f2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,20-DiHETE 10V, Negative-QTOF	splash10-00kr-0019000000-963466c70ff34b492aec	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,20-DiHETE 20V, Negative-QTOF	splash10-00kr-1169000000-f6ffb4405294356aa63a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,20-DiHETE 40V, Negative-QTOF	splash10-0a4l-9460000000-83403667fb00c5000850	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,20-DiHETE 10V, Positive-QTOF	splash10-0gb9-0129000000-36025b4fb977106b73c2	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,20-DiHETE 20V, Positive-QTOF	splash10-0lei-4945000000-6f6a7ed7c7fd69cec845	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,20-DiHETE 40V, Positive-QTOF	splash10-00kg-7910000000-8561b4bb12bce947de1c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,20-DiHETE 10V, Negative-QTOF	splash10-000i-0009000000-26ea96f8476f3620cc90	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,20-DiHETE 20V, Negative-QTOF	splash10-00kr-0159000000-f7c1745be5a98e3a6231	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 8,20-DiHETE 40V, Negative-QTOF	splash10-0a4i-6491000000-55ebf8c4a3348b1b4653	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

Not Available

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

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 8,20-DiHETE (HMDB0062687)

MOL for HMDB0062687 (8,20-DiHETE)

3D MOL for HMDB0062687 (8,20-DiHETE)

3D SDF for HMDB0062687 (8,20-DiHETE)

3D-SDF for HMDB0062687 (8,20-DiHETE)

PDB for HMDB0062687 (8,20-DiHETE)

3D PDB for HMDB0062687 (8,20-DiHETE)

SMILES for HMDB0062687 (8,20-DiHETE)

INCHI for HMDB0062687 (8,20-DiHETE)

Structure for HMDB0062687 (8,20-DiHETE)

3D Structure for HMDB0062687 (8,20-DiHETE)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra