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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:44:10 UTC

Update Date

2021-09-26 22:52:25 UTC

HMDB ID

HMDB0244588

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-

Description

5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-, also known as 14,15-dihydroxy-5,8,11-eicosatrienoic acid or 14,15-dheta, belongs to the class of organic compounds known as hydroxyeicosatrienoic acids. These are eicosanoic acids with an attached hydroxyl group and three CC double bonds. Based on a literature review very few articles have been published on 5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-. This compound has been identified in human blood as reported by (PMID: 31557052 ). 5,8,11-eicosatrienoic acid, 14,15-dihydroxy-, (5z,8z,11z)- is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)- 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

HMDB0244588
     RDKit          3D
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-
 58 57  0  0  0  0  0  0  0  0999 V2000
    8.9264    2.0768    1.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5617    1.8830    0.4077 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0068    0.5268    0.8058 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6130    0.3290    0.1933 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0657   -0.9888    0.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7181   -1.3201    0.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3444   -2.6086    0.5150 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5864   -1.3581   -1.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8956   -0.1979   -2.0795 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1175   -1.6704   -1.7457 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2064   -0.6383   -1.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2663   -0.9664   -0.3156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6484    0.0669    0.2393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0542   -0.2462   -0.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3519   -1.3219   -0.7817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7624   -1.6717   -1.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6744   -0.6499   -0.5776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6136   -0.9804    0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5241    0.0758    0.8351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9326   -0.2690    0.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9481    0.7219    0.9791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7807    2.0799    0.4384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9031    2.3817   -0.3959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6346    3.0728    0.8727 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5394    1.1498    0.9341 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4263    2.9185    0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7834    2.3488    2.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5595    1.9278   -0.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8913    2.6438    0.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7002   -0.2726    0.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9455    0.4481    1.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9959    1.1676    0.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7412    0.5238   -0.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1148   -1.0805    1.6801 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7823   -1.7778    0.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9772   -0.5782    0.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0975   -3.2068    0.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1423   -2.2511   -1.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1150    0.2972   -2.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8600   -2.6819   -1.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9837   -1.6431   -2.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3021    0.3895   -1.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1351   -1.9898    0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5179    0.1262    1.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4380    1.0752   -0.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8305    0.4176    0.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5433   -1.9730   -1.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8313   -1.6267   -2.2429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0348   -2.6925   -0.8222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5652    0.3771   -0.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7214   -2.0309    0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2406    1.0296    0.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3758    0.1641    1.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0137   -0.2821   -0.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2199   -1.2950    0.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9511    0.3532    0.6588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9513    0.7629    2.1109 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3379    2.9018    1.5548 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
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  3
 12 13  1  0
 13 14  1  0
 14 15  2  3
 15 16  1  0
 16 17  1  0
 17 18  2  3
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 21 56  1  0
 21 57  1  0
 24 58  1  0
M  END


  Mrv1652305221920582D          

 24 23  0  0  0  0            999 V2000
    2.5855   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0145   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4447   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1592   -2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4447   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8737   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7302   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5881   -2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0158   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3026   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7289   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3013   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0171   -2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4434   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5868   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7315   -2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8724   -1.0164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4460   -2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1579   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.8724   -0.1914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.1605   -2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.4460   -3.4914    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  1  0  0  0  0
  6  4  2  0  0  0  0
  7  5  1  0  0  0  0
  6  8  1  4  0  0  0
  9  7  2  0  0  0  0
 10  8  1  0  0  0  0
  9 11  1  4  0  0  0
 12  3  1  0  0  0  0
 13 10  2  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 13 16  1  4  0  0  0
 17 14  1  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
 19 18  1  0  0  0  0
 20 17  1  0  0  0  0
 21 18  1  0  0  0  0
 22 19  1  0  0  0  0
 23 20  2  0  0  0  0
 24 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244588

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC(O)C(O)CC=CCC=CCC=CCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O4/c1-2-3-12-15-18(21)19(22)16-13-10-8-6-4-5-7-9-11-14-17-20(23)24/h4,6-7,9-10,13,18-19,21-22H,2-3,5,8,11-12,14-17H2,1H3,(H,23,24)

> <INCHI_KEY>
SYAWGTIVOGUZMM-UHFFFAOYSA-N

> <FORMULA>
C20H34O4

> <MOLECULAR_WEIGHT>
338.4816

> <EXACT_MASS>
338.245709576

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
39.778989027282904

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
14,15-dihydroxyicosa-5,8,11-trienoic acid

> <ALOGPS_LOGP>
5.28

> <JCHEM_LOGP>
4.487470333666667

> <ALOGPS_LOGS>
-4.39

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.874410364003634

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.819771840139306

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1485196158174507

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
101.86839999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.39e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
14,15-dihydroxyicosa-5,8,11-trienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244588
     RDKit          3D
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-
 58 57  0  0  0  0  0  0  0  0999 V2000
    8.9264    2.0768    1.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5617    1.8830    0.4077 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0068    0.5268    0.8058 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6130    0.3290    0.1933 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0657   -0.9888    0.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7181   -1.3201    0.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3444   -2.6086    0.5150 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5864   -1.3581   -1.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8956   -0.1979   -2.0795 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1175   -1.6704   -1.7457 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2064   -0.6383   -1.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2663   -0.9664   -0.3156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6484    0.0669    0.2393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0542   -0.2462   -0.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3519   -1.3219   -0.7817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7624   -1.6717   -1.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6744   -0.6499   -0.5776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6136   -0.9804    0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5241    0.0758    0.8351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9326   -0.2690    0.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9481    0.7219    0.9791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7807    2.0799    0.4384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9031    2.3817   -0.3959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6346    3.0728    0.8727 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5394    1.1498    0.9341 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4263    2.9185    0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7834    2.3488    2.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5595    1.9278   -0.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8913    2.6438    0.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7002   -0.2726    0.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9455    0.4481    1.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9959    1.1676    0.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7412    0.5238   -0.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1148   -1.0805    1.6801 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7823   -1.7778    0.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9772   -0.5782    0.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0975   -3.2068    0.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1423   -2.2511   -1.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1150    0.2972   -2.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8600   -2.6819   -1.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9837   -1.6431   -2.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3021    0.3895   -1.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1351   -1.9898    0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5179    0.1262    1.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4380    1.0752   -0.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8305    0.4176    0.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5433   -1.9730   -1.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8313   -1.6267   -2.2429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0348   -2.6925   -0.8222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5652    0.3771   -0.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7214   -2.0309    0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2406    1.0296    0.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3758    0.1641    1.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0137   -0.2821   -0.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2199   -1.2950    0.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9511    0.3532    0.6588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9513    0.7629    2.1109 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3379    2.9018    1.5548 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
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  3
 12 13  1  0
 13 14  1  0
 14 15  2  3
 15 16  1  0
 16 17  1  0
 17 18  2  3
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 21 56  1  0
 21 57  1  0
 24 58  1  0
M  END

HEADER    PROTEIN                                 22-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   22-MAY-19         0                                  
HETATM    1  C   UNK     0       4.826  -1.897   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.160  -2.667   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.494  -1.897   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      19.497  -4.207   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      20.830  -4.977   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      19.497  -2.667   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      22.164  -4.207   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.163  -1.897   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      23.498  -4.977   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      16.829  -2.667   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      24.832  -4.207   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.827  -2.667   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      15.496  -1.897   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      26.165  -4.977   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      10.161  -1.897   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      14.162  -2.667   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      27.499  -4.207   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      11.495  -2.667   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      12.828  -1.897   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      28.833  -4.977   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      11.495  -4.207   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      12.828  -0.357   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      30.166  -4.207   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      28.833  -6.517   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2   12                                                       
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   13                                                       
CONECT   11    9   14                                                       
CONECT   12    3   15                                                       
CONECT   13   10   16                                                       
CONECT   14   11   17                                                       
CONECT   15   12   18                                                       
CONECT   16   13   19                                                       
CONECT   17   14   20                                                       
CONECT   18   15   19   21                                                  
CONECT   19   16   18   22                                                  
CONECT   20   17   23   24                                                  
CONECT   21   18                                                            
CONECT   22   19                                                            
CONECT   23   20                                                            
CONECT   24   20                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   46    0
END

COMPND    HMDB0244588
HETATM    1  C1  UNL     1       8.926   2.077   1.007  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.562   1.883   0.408  1.00  0.00           C  
HETATM    3  C3  UNL     1       7.007   0.527   0.806  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.613   0.329   0.193  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.066  -0.989   0.576  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.718  -1.320   0.057  1.00  0.00           C  
HETATM    7  O1  UNL     1       3.344  -2.609   0.515  1.00  0.00           O  
HETATM    8  C7  UNL     1       3.586  -1.358  -1.422  1.00  0.00           C  
HETATM    9  O2  UNL     1       3.896  -0.198  -2.080  1.00  0.00           O  
HETATM   10  C8  UNL     1       2.118  -1.670  -1.746  1.00  0.00           C  
HETATM   11  C9  UNL     1       1.206  -0.638  -1.194  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.266  -0.966  -0.316  1.00  0.00           C  
HETATM   13  C11 UNL     1      -0.648   0.067   0.239  1.00  0.00           C  
HETATM   14  C12 UNL     1      -2.054  -0.246  -0.085  1.00  0.00           C  
HETATM   15  C13 UNL     1      -2.352  -1.322  -0.782  1.00  0.00           C  
HETATM   16  C14 UNL     1      -3.762  -1.672  -1.129  1.00  0.00           C  
HETATM   17  C15 UNL     1      -4.674  -0.650  -0.578  1.00  0.00           C  
HETATM   18  C16 UNL     1      -5.614  -0.980   0.292  1.00  0.00           C  
HETATM   19  C17 UNL     1      -6.524   0.076   0.835  1.00  0.00           C  
HETATM   20  C18 UNL     1      -7.933  -0.269   0.481  1.00  0.00           C  
HETATM   21  C19 UNL     1      -8.948   0.722   0.979  1.00  0.00           C  
HETATM   22  C20 UNL     1      -8.781   2.080   0.438  1.00  0.00           C  
HETATM   23  O3  UNL     1      -7.903   2.382  -0.396  1.00  0.00           O  
HETATM   24  O4  UNL     1      -9.635   3.073   0.873  1.00  0.00           O  
HETATM   25  H1  UNL     1       9.539   1.150   0.934  1.00  0.00           H  
HETATM   26  H2  UNL     1       9.426   2.919   0.465  1.00  0.00           H  
HETATM   27  H3  UNL     1       8.783   2.349   2.074  1.00  0.00           H  
HETATM   28  H4  UNL     1       7.559   1.928  -0.693  1.00  0.00           H  
HETATM   29  H5  UNL     1       6.891   2.644   0.874  1.00  0.00           H  
HETATM   30  H6  UNL     1       7.700  -0.273   0.468  1.00  0.00           H  
HETATM   31  H7  UNL     1       6.945   0.448   1.910  1.00  0.00           H  
HETATM   32  H8  UNL     1       4.996   1.168   0.608  1.00  0.00           H  
HETATM   33  H9  UNL     1       5.741   0.524  -0.873  1.00  0.00           H  
HETATM   34  H10 UNL     1       5.115  -1.081   1.680  1.00  0.00           H  
HETATM   35  H11 UNL     1       5.782  -1.778   0.199  1.00  0.00           H  
HETATM   36  H12 UNL     1       2.977  -0.578   0.449  1.00  0.00           H  
HETATM   37  H13 UNL     1       4.097  -3.207   0.226  1.00  0.00           H  
HETATM   38  H14 UNL     1       4.142  -2.251  -1.839  1.00  0.00           H  
HETATM   39  H15 UNL     1       3.115   0.297  -2.433  1.00  0.00           H  
HETATM   40  H16 UNL     1       1.860  -2.682  -1.429  1.00  0.00           H  
HETATM   41  H17 UNL     1       1.984  -1.643  -2.866  1.00  0.00           H  
HETATM   42  H18 UNL     1       1.302   0.390  -1.504  1.00  0.00           H  
HETATM   43  H19 UNL     1       0.135  -1.990   0.026  1.00  0.00           H  
HETATM   44  H20 UNL     1      -0.518   0.126   1.339  1.00  0.00           H  
HETATM   45  H21 UNL     1      -0.438   1.075  -0.214  1.00  0.00           H  
HETATM   46  H22 UNL     1      -2.831   0.418   0.256  1.00  0.00           H  
HETATM   47  H23 UNL     1      -1.543  -1.973  -1.114  1.00  0.00           H  
HETATM   48  H24 UNL     1      -3.831  -1.627  -2.243  1.00  0.00           H  
HETATM   49  H25 UNL     1      -4.035  -2.692  -0.822  1.00  0.00           H  
HETATM   50  H26 UNL     1      -4.565   0.377  -0.895  1.00  0.00           H  
HETATM   51  H27 UNL     1      -5.721  -2.031   0.613  1.00  0.00           H  
HETATM   52  H28 UNL     1      -6.241   1.030   0.366  1.00  0.00           H  
HETATM   53  H29 UNL     1      -6.376   0.164   1.946  1.00  0.00           H  
HETATM   54  H30 UNL     1      -8.014  -0.282  -0.633  1.00  0.00           H  
HETATM   55  H31 UNL     1      -8.220  -1.295   0.825  1.00  0.00           H  
HETATM   56  H32 UNL     1      -9.951   0.353   0.659  1.00  0.00           H  
HETATM   57  H33 UNL     1      -8.951   0.763   2.111  1.00  0.00           H  
HETATM   58  H34 UNL     1     -10.338   2.902   1.555  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4   30   31
CONECT    4    5   32   33
CONECT    5    6   34   35
CONECT    6    7    8   36
CONECT    7   37
CONECT    8    9   10   38
CONECT    9   39
CONECT   10   11   40   41
CONECT   11   12   12   42
CONECT   12   13   43
CONECT   13   14   44   45
CONECT   14   15   15   46
CONECT   15   16   47
CONECT   16   17   48   49
CONECT   17   18   18   50
CONECT   18   19   51
CONECT   19   20   52   53
CONECT   20   21   54   55
CONECT   21   22   56   57
CONECT   22   23   23   24
CONECT   24   58
END

HMDB0244588
     RDKit          3D
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-
 58 57  0  0  0  0  0  0  0  0999 V2000
    8.9264    2.0768    1.0067 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5617    1.8830    0.4077 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0068    0.5268    0.8058 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6130    0.3290    0.1933 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0657   -0.9888    0.5757 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7181   -1.3201    0.0575 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3444   -2.6086    0.5150 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.5864   -1.3581   -1.4222 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8956   -0.1979   -2.0795 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1175   -1.6704   -1.7457 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2064   -0.6383   -1.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2663   -0.9664   -0.3156 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6484    0.0669    0.2393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0542   -0.2462   -0.0851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3519   -1.3219   -0.7817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7624   -1.6717   -1.1292 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6744   -0.6499   -0.5776 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6136   -0.9804    0.2923 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5241    0.0758    0.8351 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9326   -0.2690    0.4805 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9481    0.7219    0.9791 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7807    2.0799    0.4384 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9031    2.3817   -0.3959 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6346    3.0728    0.8727 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5394    1.1498    0.9341 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4263    2.9185    0.4647 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7834    2.3488    2.0737 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5595    1.9278   -0.6926 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8913    2.6438    0.8744 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7002   -0.2726    0.4679 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9455    0.4481    1.9104 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9959    1.1676    0.6083 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7412    0.5238   -0.8726 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1148   -1.0805    1.6801 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7823   -1.7778    0.1988 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9772   -0.5782    0.4488 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0975   -3.2068    0.2255 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1423   -2.2511   -1.8385 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1150    0.2972   -2.4332 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8600   -2.6819   -1.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9837   -1.6431   -2.8659 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3021    0.3895   -1.5036 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1351   -1.9898    0.0261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5179    0.1262    1.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4380    1.0752   -0.2143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8305    0.4176    0.2564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5433   -1.9730   -1.1135 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8313   -1.6267   -2.2429 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0348   -2.6925   -0.8222 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5652    0.3771   -0.8947 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7214   -2.0309    0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2406    1.0296    0.3663 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3758    0.1641    1.9462 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0137   -0.2821   -0.6332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2199   -1.2950    0.8249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9511    0.3532    0.6588 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9513    0.7629    2.1109 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.3379    2.9018    1.5548 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
  6  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  1  0
 11 12  2  3
 12 13  1  0
 13 14  1  0
 14 15  2  3
 15 16  1  0
 16 17  1  0
 17 18  2  3
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  0
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 16 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 21 56  1  0
 21 57  1  0
 24 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
14,15-Dihydroxy-5,8,11-eicosatrienoic acid	HMDB
14,15-DHETA	HMDB

Chemical Formula

C₂₀H₃₄O₄

Average Molecular Weight

338.4816

Monoisotopic Molecular Weight

338.245709576

IUPAC Name

14,15-dihydroxyicosa-5,8,11-trienoic acid

Traditional Name

14,15-dihydroxyicosa-5,8,11-trienoic acid

CAS Registry Number

Not Available

SMILES

CCCCCC(O)C(O)CC=CCC=CCC=CCCCC(O)=O

InChI Identifier

InChI=1S/C20H34O4/c1-2-3-12-15-18(21)19(22)16-13-10-8-6-4-5-7-9-11-14-17-20(23)24/h4,6-7,9-10,13,18-19,21-22H,2-3,5,8,11-12,14-17H2,1H3,(H,23,24)

InChI Key

SYAWGTIVOGUZMM-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Hydroxyeicosatrienoic acids

Alternative Parents

Substituents

Hydroxyeicosatrienoic acid
Long-chain fatty acid
Hydroxy fatty acid
Unsaturated fatty acid
Fatty acid
Secondary alcohol
1,2-diol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
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	5.28	ALOGPS
logP	4.49	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.82	ChemAxon
pKa (Strongest Basic)	-3.1	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	101.87 m³·mol⁻¹	ChemAxon
Polarizability	39.78 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
DeepCCS	[M+H]+	185.768	30932474
DeepCCS	[M-H]-	183.41	30932474
DeepCCS	[M-2H]-	216.295	30932474
DeepCCS	[M+Na]+	191.861	30932474
AllCCS	[M+H]+	192.4	32859911
AllCCS	[M+H-H2O]+	189.6	32859911
AllCCS	[M+NH4]+	194.9	32859911
AllCCS	[M+Na]+	195.6	32859911
AllCCS	[M-H]-	189.2	32859911
AllCCS	[M+Na-2H]-	191.2	32859911
AllCCS	[M+HCOO]-	193.5	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 × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	7.46 minutes	32390414
Predicted by Siyang on May 30, 2022	17.5904 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.31 minutes	32390414

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,1TMS,isomer #1	CCCCCC(O[Si](C)(C)C)C(O)CC=CCC=CCC=CCCCC(=O)O	2810.9	Semi standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,1TMS,isomer #1	CCCCCC(O[Si](C)(C)C)C(O)CC=CCC=CCC=CCCCC(=O)O	2568.3	Standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,1TMS,isomer #1	CCCCCC(O[Si](C)(C)C)C(O)CC=CCC=CCC=CCCCC(=O)O	3342.1	Standard polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,1TMS,isomer #2	CCCCCC(O)C(CC=CCC=CCC=CCCCC(=O)O)O[Si](C)(C)C	2818.9	Semi standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,1TMS,isomer #2	CCCCCC(O)C(CC=CCC=CCC=CCCCC(=O)O)O[Si](C)(C)C	2569.0	Standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,1TMS,isomer #2	CCCCCC(O)C(CC=CCC=CCC=CCCCC(=O)O)O[Si](C)(C)C	3287.7	Standard polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,1TMS,isomer #3	CCCCCC(O)C(O)CC=CCC=CCC=CCCCC(=O)O[Si](C)(C)C	2723.7	Semi standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,1TMS,isomer #3	CCCCCC(O)C(O)CC=CCC=CCC=CCCCC(=O)O[Si](C)(C)C	2550.6	Standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,1TMS,isomer #3	CCCCCC(O)C(O)CC=CCC=CCC=CCCCC(=O)O[Si](C)(C)C	3356.8	Standard polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,2TMS,isomer #1	CCCCCC(O[Si](C)(C)C)C(CC=CCC=CCC=CCCCC(=O)O)O[Si](C)(C)C	2796.2	Semi standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,2TMS,isomer #1	CCCCCC(O[Si](C)(C)C)C(CC=CCC=CCC=CCCCC(=O)O)O[Si](C)(C)C	2600.8	Standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,2TMS,isomer #1	CCCCCC(O[Si](C)(C)C)C(CC=CCC=CCC=CCCCC(=O)O)O[Si](C)(C)C	3022.0	Standard polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,2TMS,isomer #2	CCCCCC(O[Si](C)(C)C)C(O)CC=CCC=CCC=CCCCC(=O)O[Si](C)(C)C	2741.7	Semi standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,2TMS,isomer #2	CCCCCC(O[Si](C)(C)C)C(O)CC=CCC=CCC=CCCCC(=O)O[Si](C)(C)C	2661.5	Standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,2TMS,isomer #2	CCCCCC(O[Si](C)(C)C)C(O)CC=CCC=CCC=CCCCC(=O)O[Si](C)(C)C	3123.9	Standard polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,2TMS,isomer #3	CCCCCC(O)C(CC=CCC=CCC=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2752.7	Semi standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,2TMS,isomer #3	CCCCCC(O)C(CC=CCC=CCC=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2657.9	Standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,2TMS,isomer #3	CCCCCC(O)C(CC=CCC=CCC=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3048.0	Standard polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,3TMS,isomer #1	CCCCCC(O[Si](C)(C)C)C(CC=CCC=CCC=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2735.4	Semi standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,3TMS,isomer #1	CCCCCC(O[Si](C)(C)C)C(CC=CCC=CCC=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2691.7	Standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,3TMS,isomer #1	CCCCCC(O[Si](C)(C)C)C(CC=CCC=CCC=CCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2684.7	Standard polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,1TBDMS,isomer #1	CCCCCC(O[Si](C)(C)C(C)(C)C)C(O)CC=CCC=CCC=CCCCC(=O)O	3065.3	Semi standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,1TBDMS,isomer #1	CCCCCC(O[Si](C)(C)C(C)(C)C)C(O)CC=CCC=CCC=CCCCC(=O)O	2755.7	Standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,1TBDMS,isomer #1	CCCCCC(O[Si](C)(C)C(C)(C)C)C(O)CC=CCC=CCC=CCCCC(=O)O	3411.0	Standard polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,1TBDMS,isomer #2	CCCCCC(O)C(CC=CCC=CCC=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3071.4	Semi standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,1TBDMS,isomer #2	CCCCCC(O)C(CC=CCC=CCC=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C	2752.9	Standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,1TBDMS,isomer #2	CCCCCC(O)C(CC=CCC=CCC=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3355.2	Standard polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,1TBDMS,isomer #3	CCCCCC(O)C(O)CC=CCC=CCC=CCCCC(=O)O[Si](C)(C)C(C)(C)C	2973.3	Semi standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,1TBDMS,isomer #3	CCCCCC(O)C(O)CC=CCC=CCC=CCCCC(=O)O[Si](C)(C)C(C)(C)C	2737.9	Standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,1TBDMS,isomer #3	CCCCCC(O)C(O)CC=CCC=CCC=CCCCC(=O)O[Si](C)(C)C(C)(C)C	3407.3	Standard polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,2TBDMS,isomer #1	CCCCCC(O[Si](C)(C)C(C)(C)C)C(CC=CCC=CCC=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3242.5	Semi standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,2TBDMS,isomer #1	CCCCCC(O[Si](C)(C)C(C)(C)C)C(CC=CCC=CCC=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C	2986.2	Standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,2TBDMS,isomer #1	CCCCCC(O[Si](C)(C)C(C)(C)C)C(CC=CCC=CCC=CCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3124.1	Standard polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,2TBDMS,isomer #2	CCCCCC(O[Si](C)(C)C(C)(C)C)C(O)CC=CCC=CCC=CCCCC(=O)O[Si](C)(C)C(C)(C)C	3215.9	Semi standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,2TBDMS,isomer #2	CCCCCC(O[Si](C)(C)C(C)(C)C)C(O)CC=CCC=CCC=CCCCC(=O)O[Si](C)(C)C(C)(C)C	3040.0	Standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,2TBDMS,isomer #2	CCCCCC(O[Si](C)(C)C(C)(C)C)C(O)CC=CCC=CCC=CCCCC(=O)O[Si](C)(C)C(C)(C)C	3228.9	Standard polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,2TBDMS,isomer #3	CCCCCC(O)C(CC=CCC=CCC=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3228.4	Semi standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,2TBDMS,isomer #3	CCCCCC(O)C(CC=CCC=CCC=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3034.4	Standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,2TBDMS,isomer #3	CCCCCC(O)C(CC=CCC=CCC=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3141.1	Standard polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,3TBDMS,isomer #1	CCCCCC(O[Si](C)(C)C(C)(C)C)C(CC=CCC=CCC=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3440.1	Semi standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,3TBDMS,isomer #1	CCCCCC(O[Si](C)(C)C(C)(C)C)C(CC=CCC=CCC=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3224.4	Standard non polar	33892256
5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-,3TBDMS,isomer #1	CCCCCC(O[Si](C)(C)C(C)(C)C)C(CC=CCC=CCC=CCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2857.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)- GC-MS (Non-derivatized) - 70eV, Positive	splash10-007c-7492000000-53d0c760eca4ea7c74b7	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)- GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)- 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 - 5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)- 10V, Positive-QTOF	splash10-0fki-0009000000-578df6fcc2b81eb2a3db	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)- 20V, Positive-QTOF	splash10-0uk9-7329000000-bfc9aee45e6cf348ba91	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)- 40V, Positive-QTOF	splash10-015c-9300000000-97a1e7b9e6ae50cf945d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)- 10V, Negative-QTOF	splash10-000i-0119000000-9311f411eaf67d8cf9e7	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)- 20V, Negative-QTOF	splash10-0ap0-3797000000-bc04d7bd65d89f0a702d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)- 40V, Negative-QTOF	splash10-0002-9320000000-f39271ce850d20fe0f6a	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

FDB022935

KNApSAcK ID

Not Available

Chemspider ID

21237714

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

133224

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 5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)- (HMDB0244588)

MOL for HMDB0244588 (5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-)

3D MOL for HMDB0244588 (5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-)

3D SDF for HMDB0244588 (5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-)

3D-SDF for HMDB0244588 (5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-)

PDB for HMDB0244588 (5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-)

3D PDB for HMDB0244588 (5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-)

SMILES for HMDB0244588 (5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-)

INCHI for HMDB0244588 (5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-)

Structure for HMDB0244588 (5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-)

3D Structure for HMDB0244588 (5,8,11-Eicosatrienoic acid, 14,15-dihydroxy-, (5Z,8Z,11Z)-)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra