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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-16 03:41:24 UTC

Update Date

2022-03-07 03:17:52 UTC

HMDB ID

HMDB0062278

Secondary Accession Numbers

HMDB62278

Metabolite Identification

Common Name

11,12,15-trihydroxyeicosatrienoic acid

Description

(5E,13E)-11,12,15-trihydroxyicosa-5,8,13-trienoic acid 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 (5E,13E)-11,12,15-trihydroxyicosa-5,8,13-trienoic 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


  Mrv1652303161704412D          

 31 30  0  0  0  0            999 V2000
   -1.8118    3.0789    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6697    5.5539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408    5.5539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408    1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    2.6664    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    1.4289    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    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.9039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    3.0789    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
    1.0461    1.4289    0.0000 H   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
    2.4750    0.6039    0.0000 O   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 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  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  4  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  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  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
M  END

HMDB0062278
     RDKit          3D
11,12,15-trihydroxyeicosatrienoic acid
 59 58  0  0  0  0  0  0  0  0999 V2000
    8.4663    0.7169    2.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8319    0.5129    0.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7292   -0.5087    0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9994   -0.8252   -0.3969 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3231    0.3234   -1.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2782    0.9973   -0.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7943    1.5061    0.9644 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1204    0.1324    0.0698 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4446   -0.5226   -0.8670 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2786   -1.3894   -0.5598 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3749   -2.5307   -1.3678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0280   -0.7239   -0.9176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1142   -1.5646   -0.6875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2710    0.5321   -0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5851    1.0678   -0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6118    1.2013    0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9180    1.7377   -0.1690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9376    0.6474    0.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6272    0.1152   -0.8925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6445   -0.9354   -0.8043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0153   -1.3866    0.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7288   -0.2959    1.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9984    0.0577    0.5720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9370   -0.7624    0.6288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1586    1.2214   -0.1466 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3593    1.3669    1.9847 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7136   -0.3234    2.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6934    1.0900    2.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4814    1.4567    0.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6004    0.0618    0.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2677   -1.4581    1.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0810   -0.2793    1.7286 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3100   -1.6689   -0.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7484   -1.2272   -1.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0781    1.0884   -1.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8296   -0.0325   -1.9680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9112    1.8789   -0.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2981    2.3077    1.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7826    0.0095    1.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7863   -0.3978   -1.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2391   -1.7026    0.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5342   -2.2348   -2.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0354   -0.4745   -1.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8589   -1.4255   -1.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3459    0.1976    0.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5563    1.2492   -0.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6654    1.3395   -1.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4668    0.9150    1.3276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1366    2.6400    0.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9210    1.9470   -1.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0477    0.3024    1.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3893    0.5287   -1.8864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2803   -1.8125   -1.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5990   -0.5837   -1.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1317   -1.7624    1.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6917   -2.2930    0.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1787    0.6435    1.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9763   -0.6125    2.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6114    1.1987   -1.0723 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  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  0
 22 58  1  0
 25 59  1  0
M  END


  Mrv1652303161704412D          

 31 30  0  0  0  0            999 V2000
   -1.8118    3.0789    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6697    5.5539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408    5.5539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408    1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    2.6664    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    1.4289    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    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    3.0789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.9039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    3.0789    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
    1.0461    1.4289    0.0000 H   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
    2.4750    0.6039    0.0000 O   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 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  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  4  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  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  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
M  END
> <DATABASE_ID>
HMDB0062278

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O5/c1-2-3-9-12-17(21)15-16-19(23)18(22)13-10-7-5-4-6-8-11-14-20(24)25/h4,6-7,10,15-19,21-23H,2-3,5,8-9,11-14H2,1H3,(H,24,25)/b6-4+,10-7?,16-15+

> <INCHI_KEY>
PRMWQIVYOYCJQC-OKZFOFOKSA-N

> <FORMULA>
C20H34O5

> <MOLECULAR_WEIGHT>
354.487

> <EXACT_MASS>
354.240624195

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
42.01201811007619

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5E,13E)-11,12,15-trihydroxyicosa-5,8,13-trienoic acid

> <ALOGPS_LOGP>
4.46

> <JCHEM_LOGP>
3.4125667266666655

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.610888110773573

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.819771839819723

> <JCHEM_PKA_STRONGEST_BASIC>
-2.8471940047391477

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
103.22989999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.25e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5E,13E)-11,12,15-trihydroxyicosa-5,8,13-trienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062278
     RDKit          3D
11,12,15-trihydroxyeicosatrienoic acid
 59 58  0  0  0  0  0  0  0  0999 V2000
    8.4663    0.7169    2.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8319    0.5129    0.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7292   -0.5087    0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9994   -0.8252   -0.3969 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3231    0.3234   -1.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2782    0.9973   -0.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7943    1.5061    0.9644 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1204    0.1324    0.0698 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4446   -0.5226   -0.8670 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2786   -1.3894   -0.5598 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3749   -2.5307   -1.3678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0280   -0.7239   -0.9176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1142   -1.5646   -0.6875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2710    0.5321   -0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5851    1.0678   -0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6118    1.2013    0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9180    1.7377   -0.1690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9376    0.6474    0.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6272    0.1152   -0.8925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6445   -0.9354   -0.8043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0153   -1.3866    0.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7288   -0.2959    1.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9984    0.0577    0.5720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9370   -0.7624    0.6288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1586    1.2214   -0.1466 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3593    1.3669    1.9847 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7136   -0.3234    2.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6934    1.0900    2.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4814    1.4567    0.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6004    0.0618    0.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2677   -1.4581    1.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0810   -0.2793    1.7286 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3100   -1.6689   -0.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7484   -1.2272   -1.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0781    1.0884   -1.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8296   -0.0325   -1.9680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9112    1.8789   -0.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2981    2.3077    1.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7826    0.0095    1.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7863   -0.3978   -1.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2391   -1.7026    0.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5342   -2.2348   -2.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0354   -0.4745   -1.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8589   -1.4255   -1.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3459    0.1976    0.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5563    1.2492   -0.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6654    1.3395   -1.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4668    0.9150    1.3276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1366    2.6400    0.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9210    1.9470   -1.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0477    0.3024    1.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3893    0.5287   -1.8864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2803   -1.8125   -1.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5990   -0.5837   -1.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1317   -1.7624    1.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6917   -2.2930    0.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1787    0.6435    1.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9763   -0.6125    2.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6114    1.1987   -1.0723 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  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  0
 22 58  1  0
 25 59  1  0
M  END

HEADER    PROTEIN                                 16-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-MAR-17         0                                  
HETATM    1  H   UNK     0      -3.382   5.747   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      -4.716   4.977   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -6.049   5.747   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -6.049   7.287   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -7.383   8.057   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -7.383   9.597   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0      -8.717  10.367   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0      -6.049  10.367   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      -4.716   3.437   0.000  0.00  0.00           C+0
HETATM   10  H   UNK     0      -6.049   2.667   0.000  0.00  0.00           H+0
HETATM   11  C   UNK     0      -3.382   2.667   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -2.048   3.437   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0      -2.048   4.977   0.000  0.00  0.00           H+0
HETATM   14  C   UNK     0      -0.715   2.667   0.000  0.00  0.00           C+0
HETATM   15  H   UNK     0      -0.715   1.127   0.000  0.00  0.00           H+0
HETATM   16  C   UNK     0       0.619   3.437   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       0.619   4.977   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      -0.715   5.747   0.000  0.00  0.00           O+0
HETATM   19  C   UNK     0       1.953   5.747   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0       1.953   7.287   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       3.286   4.977   0.000  0.00  0.00           C+0
HETATM   22  H   UNK     0       4.620   5.747   0.000  0.00  0.00           H+0
HETATM   23  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM   24  H   UNK     0       1.953   2.667   0.000  0.00  0.00           H+0
HETATM   25  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.620   1.127   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+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    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
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                                                       
CONECT   17   16   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   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                                                       
CONECT   31   30                                                            
MASTER        0    0    0    0    0    0    0    0   31    0   60    0
END

COMPND    HMDB0062278
HETATM    1  C1  UNL     1       8.466   0.717   2.038  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.832   0.513   0.660  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.729  -0.509   0.863  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.999  -0.825  -0.397  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.323   0.323  -1.057  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.278   0.997  -0.201  1.00  0.00           C  
HETATM    7  O1  UNL     1       4.794   1.506   0.964  1.00  0.00           O  
HETATM    8  C7  UNL     1       3.120   0.132   0.070  1.00  0.00           C  
HETATM    9  C8  UNL     1       2.445  -0.523  -0.867  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.279  -1.389  -0.560  1.00  0.00           C  
HETATM   11  O2  UNL     1       1.375  -2.531  -1.368  1.00  0.00           O  
HETATM   12  C10 UNL     1      -0.028  -0.724  -0.918  1.00  0.00           C  
HETATM   13  O3  UNL     1      -1.114  -1.565  -0.687  1.00  0.00           O  
HETATM   14  C11 UNL     1      -0.271   0.532  -0.086  1.00  0.00           C  
HETATM   15  C12 UNL     1      -1.585   1.068  -0.548  1.00  0.00           C  
HETATM   16  C13 UNL     1      -2.612   1.201   0.307  1.00  0.00           C  
HETATM   17  C14 UNL     1      -3.918   1.738  -0.169  1.00  0.00           C  
HETATM   18  C15 UNL     1      -4.938   0.647   0.094  1.00  0.00           C  
HETATM   19  C16 UNL     1      -5.627   0.115  -0.892  1.00  0.00           C  
HETATM   20  C17 UNL     1      -6.644  -0.935  -0.804  1.00  0.00           C  
HETATM   21  C18 UNL     1      -7.015  -1.387   0.552  1.00  0.00           C  
HETATM   22  C19 UNL     1      -7.729  -0.296   1.312  1.00  0.00           C  
HETATM   23  C20 UNL     1      -8.998   0.058   0.572  1.00  0.00           C  
HETATM   24  O4  UNL     1      -9.937  -0.762   0.629  1.00  0.00           O  
HETATM   25  O5  UNL     1      -9.159   1.221  -0.147  1.00  0.00           O  
HETATM   26  H1  UNL     1       9.359   1.367   1.985  1.00  0.00           H  
HETATM   27  H2  UNL     1       8.714  -0.323   2.394  1.00  0.00           H  
HETATM   28  H3  UNL     1       7.693   1.090   2.740  1.00  0.00           H  
HETATM   29  H4  UNL     1       7.481   1.457   0.237  1.00  0.00           H  
HETATM   30  H5  UNL     1       8.600   0.062   0.005  1.00  0.00           H  
HETATM   31  H6  UNL     1       7.268  -1.458   1.158  1.00  0.00           H  
HETATM   32  H7  UNL     1       6.081  -0.279   1.729  1.00  0.00           H  
HETATM   33  H8  UNL     1       5.310  -1.669  -0.194  1.00  0.00           H  
HETATM   34  H9  UNL     1       6.748  -1.227  -1.124  1.00  0.00           H  
HETATM   35  H10 UNL     1       6.078   1.088  -1.326  1.00  0.00           H  
HETATM   36  H11 UNL     1       4.830  -0.033  -1.968  1.00  0.00           H  
HETATM   37  H12 UNL     1       3.911   1.879  -0.807  1.00  0.00           H  
HETATM   38  H13 UNL     1       4.298   2.308   1.266  1.00  0.00           H  
HETATM   39  H14 UNL     1       2.783   0.009   1.092  1.00  0.00           H  
HETATM   40  H15 UNL     1       2.786  -0.398  -1.893  1.00  0.00           H  
HETATM   41  H16 UNL     1       1.239  -1.703   0.484  1.00  0.00           H  
HETATM   42  H17 UNL     1       1.534  -2.235  -2.298  1.00  0.00           H  
HETATM   43  H18 UNL     1      -0.035  -0.474  -1.996  1.00  0.00           H  
HETATM   44  H19 UNL     1      -1.859  -1.426  -1.314  1.00  0.00           H  
HETATM   45  H20 UNL     1      -0.346   0.198   0.964  1.00  0.00           H  
HETATM   46  H21 UNL     1       0.556   1.249  -0.249  1.00  0.00           H  
HETATM   47  H22 UNL     1      -1.665   1.339  -1.595  1.00  0.00           H  
HETATM   48  H23 UNL     1      -2.467   0.915   1.328  1.00  0.00           H  
HETATM   49  H24 UNL     1      -4.137   2.640   0.427  1.00  0.00           H  
HETATM   50  H25 UNL     1      -3.921   1.947  -1.244  1.00  0.00           H  
HETATM   51  H26 UNL     1      -5.048   0.302   1.113  1.00  0.00           H  
HETATM   52  H27 UNL     1      -5.389   0.529  -1.886  1.00  0.00           H  
HETATM   53  H28 UNL     1      -6.280  -1.812  -1.419  1.00  0.00           H  
HETATM   54  H29 UNL     1      -7.599  -0.584  -1.310  1.00  0.00           H  
HETATM   55  H30 UNL     1      -6.132  -1.762   1.141  1.00  0.00           H  
HETATM   56  H31 UNL     1      -7.692  -2.293   0.525  1.00  0.00           H  
HETATM   57  H32 UNL     1      -7.179   0.643   1.397  1.00  0.00           H  
HETATM   58  H33 UNL     1      -7.976  -0.612   2.349  1.00  0.00           H  
HETATM   59  H34 UNL     1      -9.611   1.199  -1.072  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   29   30
CONECT    3    4   31   32
CONECT    4    5   33   34
CONECT    5    6   35   36
CONECT    6    7    8   37
CONECT    7   38
CONECT    8    9    9   39
CONECT    9   10   40
CONECT   10   11   12   41
CONECT   11   42
CONECT   12   13   14   43
CONECT   13   44
CONECT   14   15   45   46
CONECT   15   16   16   47
CONECT   16   17   48
CONECT   17   18   49   50
CONECT   18   19   19   51
CONECT   19   20   52
CONECT   20   21   53   54
CONECT   21   22   55   56
CONECT   22   23   57   58
CONECT   23   24   24   25
CONECT   25   59
END

HMDB0062278
     RDKit          3D
11,12,15-trihydroxyeicosatrienoic acid
 59 58  0  0  0  0  0  0  0  0999 V2000
    8.4663    0.7169    2.0378 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8319    0.5129    0.6601 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7292   -0.5087    0.8635 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9994   -0.8252   -0.3969 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3231    0.3234   -1.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2782    0.9973   -0.2014 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7943    1.5061    0.9644 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1204    0.1324    0.0698 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4446   -0.5226   -0.8670 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2786   -1.3894   -0.5598 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3749   -2.5307   -1.3678 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0280   -0.7239   -0.9176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1142   -1.5646   -0.6875 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2710    0.5321   -0.0858 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5851    1.0678   -0.5480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6118    1.2013    0.3072 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9180    1.7377   -0.1690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9376    0.6474    0.0945 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6272    0.1152   -0.8925 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6445   -0.9354   -0.8043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0153   -1.3866    0.5516 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7288   -0.2959    1.3122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9984    0.0577    0.5720 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.9370   -0.7624    0.6288 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.1586    1.2214   -0.1466 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.3593    1.3669    1.9847 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7136   -0.3234    2.3943 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6934    1.0900    2.7400 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4814    1.4567    0.2370 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6004    0.0618    0.0046 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2677   -1.4581    1.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0810   -0.2793    1.7286 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3100   -1.6689   -0.1939 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7484   -1.2272   -1.1238 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0781    1.0884   -1.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8296   -0.0325   -1.9680 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9112    1.8789   -0.8065 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2981    2.3077    1.2659 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7826    0.0095    1.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7863   -0.3978   -1.8935 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2391   -1.7026    0.4842 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5342   -2.2348   -2.2978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0354   -0.4745   -1.9957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8589   -1.4255   -1.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3459    0.1976    0.9642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5563    1.2492   -0.2491 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6654    1.3395   -1.5945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4668    0.9150    1.3276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1366    2.6400    0.4271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9210    1.9470   -1.2444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0477    0.3024    1.1126 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3893    0.5287   -1.8864 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2803   -1.8125   -1.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5990   -0.5837   -1.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1317   -1.7624    1.1414 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6917   -2.2930    0.5248 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1787    0.6435    1.3972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9763   -0.6125    2.3494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6114    1.1987   -1.0723 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  2  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 14  1  0
 14 15  1  0
 15 16  2  3
 16 17  1  0
 17 18  1  0
 18 19  2  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  1  0
 23 24  2  0
 23 25  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 21 55  1  0
 21 56  1  0
 22 57  1  0
 22 58  1  0
 25 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5E,13E)-11,12,15-Trihydroxyicosa-5,8,13-trienoate	Generator
11,12,15-Trihydroxyeicosatrienoate	Generator
11,12,15-TETA	HMDB

Chemical Formula

C₂₀H₃₄O₅

Average Molecular Weight

354.487

Monoisotopic Molecular Weight

354.240624195

IUPAC Name

(5E,13E)-11,12,15-trihydroxyicosa-5,8,13-trienoic acid

Traditional Name

(5E,13E)-11,12,15-trihydroxyicosa-5,8,13-trienoic acid

CAS Registry Number

Not Available

SMILES

[H]\C(CCCC(O)=O)=C(\[H])CC([H])=C([H])CC(O)C(O)C(\[H])=C(/[H])C(O)CCCCC

InChI Identifier

InChI=1S/C20H34O5/c1-2-3-9-12-17(21)15-16-19(23)18(22)13-10-7-5-4-6-8-11-14-20(24)25/h4,6-7,10,15-19,21-23H,2-3,5,8-9,11-14H2,1H3,(H,24,25)/b6-4+,10-7?,16-15+

InChI Key

PRMWQIVYOYCJQC-OKZFOFOKSA-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
Fatty acid
Unsaturated fatty acid
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Polyol
Organic oxide
Organic oxygen compound
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Not Available

Not Available

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	0.052 g/l	ALOGPS
LogP	4.46	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.46	ALOGPS
logP	3.41	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	4.82	ChemAxon
pKa (Strongest Basic)	-2.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	103.23 m³·mol⁻¹	ChemAxon
Polarizability	42.01 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]+	195.28	31661259
DarkChem	[M-H]-	188.65	31661259
DeepCCS	[M+H]+	201.602	30932474
DeepCCS	[M-H]-	199.207	30932474
DeepCCS	[M-2H]-	232.338	30932474
DeepCCS	[M+Na]+	207.515	30932474
AllCCS	[M+H]+	195.9	32859911
AllCCS	[M+H-H2O]+	193.3	32859911
AllCCS	[M+NH4]+	198.3	32859911
AllCCS	[M+Na]+	199.0	32859911
AllCCS	[M-H]-	191.3	32859911
AllCCS	[M+Na-2H]-	193.3	32859911
AllCCS	[M+HCOO]-	195.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
11,12,15-trihydroxyeicosatrienoic acid	[H]\C(CCCC(O)=O)=C(\[H])CC([H])=C([H])CC(O)C(O)C(\[H])=C(/[H])C(O)CCCCC	4640.7	Standard polar	33892256
11,12,15-trihydroxyeicosatrienoic acid	[H]\C(CCCC(O)=O)=C(\[H])CC([H])=C([H])CC(O)C(O)C(\[H])=C(/[H])C(O)CCCCC	2587.9	Standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid	[H]\C(CCCC(O)=O)=C(\[H])CC([H])=C([H])CC(O)C(O)C(\[H])=C(/[H])C(O)CCCCC	2820.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
11,12,15-trihydroxyeicosatrienoic acid,1TMS,isomer #1	CCCCCC(O)/C=C/C(O)C(O)CC=CC/C=C/CCCC(=O)O[Si](C)(C)C	2924.5	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,1TMS,isomer #2	CCCCCC(O)/C=C/C(O)C(CC=CC/C=C/CCCC(=O)O)O[Si](C)(C)C	2997.9	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,1TMS,isomer #3	CCCCCC(O)/C=C/C(O[Si](C)(C)C)C(O)CC=CC/C=C/CCCC(=O)O	3001.1	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,1TMS,isomer #4	CCCCCC(/C=C/C(O)C(O)CC=CC/C=C/CCCC(=O)O)O[Si](C)(C)C	3030.1	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,2TMS,isomer #1	CCCCCC(/C=C/C(O)C(O)CC=CC/C=C/CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2924.5	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,2TMS,isomer #2	CCCCCC(O)/C=C/C(O[Si](C)(C)C)C(O)CC=CC/C=C/CCCC(=O)O[Si](C)(C)C	2923.1	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,2TMS,isomer #3	CCCCCC(O)/C=C/C(O)C(CC=CC/C=C/CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2925.7	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,2TMS,isomer #4	CCCCCC(/C=C/C(O)C(CC=CC/C=C/CCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2996.6	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,2TMS,isomer #5	CCCCCC(O)/C=C/C(O[Si](C)(C)C)C(CC=CC/C=C/CCCC(=O)O)O[Si](C)(C)C	2995.0	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,2TMS,isomer #6	CCCCCC(/C=C/C(O[Si](C)(C)C)C(O)CC=CC/C=C/CCCC(=O)O)O[Si](C)(C)C	2979.9	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,3TMS,isomer #1	CCCCCC(/C=C/C(O[Si](C)(C)C)C(O)CC=CC/C=C/CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2873.4	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,3TMS,isomer #2	CCCCCC(/C=C/C(O)C(CC=CC/C=C/CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2875.5	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,3TMS,isomer #3	CCCCCC(O)/C=C/C(O[Si](C)(C)C)C(CC=CC/C=C/CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2901.0	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,3TMS,isomer #4	CCCCCC(/C=C/C(O[Si](C)(C)C)C(CC=CC/C=C/CCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2945.0	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,4TMS,isomer #1	CCCCCC(/C=C/C(O[Si](C)(C)C)C(CC=CC/C=C/CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2838.7	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,1TBDMS,isomer #1	CCCCCC(O)/C=C/C(O)C(O)CC=CC/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C	3169.4	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,1TBDMS,isomer #2	CCCCCC(O)/C=C/C(O)C(CC=CC/C=C/CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3246.0	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,1TBDMS,isomer #3	CCCCCC(O)/C=C/C(O[Si](C)(C)C(C)(C)C)C(O)CC=CC/C=C/CCCC(=O)O	3251.7	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,1TBDMS,isomer #4	CCCCCC(/C=C/C(O)C(O)CC=CC/C=C/CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3268.2	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,2TBDMS,isomer #1	CCCCCC(/C=C/C(O)C(O)CC=CC/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3419.2	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,2TBDMS,isomer #2	CCCCCC(O)/C=C/C(O[Si](C)(C)C(C)(C)C)C(O)CC=CC/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C	3415.0	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,2TBDMS,isomer #3	CCCCCC(O)/C=C/C(O)C(CC=CC/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3405.2	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,2TBDMS,isomer #4	CCCCCC(/C=C/C(O)C(CC=CC/C=C/CCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3451.6	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,2TBDMS,isomer #5	CCCCCC(O)/C=C/C(O[Si](C)(C)C(C)(C)C)C(CC=CC/C=C/CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3445.7	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,2TBDMS,isomer #6	CCCCCC(/C=C/C(O[Si](C)(C)C(C)(C)C)C(O)CC=CC/C=C/CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3445.7	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,3TBDMS,isomer #1	CCCCCC(/C=C/C(O[Si](C)(C)C(C)(C)C)C(O)CC=CC/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3600.8	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,3TBDMS,isomer #2	CCCCCC(/C=C/C(O)C(CC=CC/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3607.4	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,3TBDMS,isomer #3	CCCCCC(O)/C=C/C(O[Si](C)(C)C(C)(C)C)C(CC=CC/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3585.3	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,3TBDMS,isomer #4	CCCCCC(/C=C/C(O[Si](C)(C)C(C)(C)C)C(CC=CC/C=C/CCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3592.1	Semi standard non polar	33892256
11,12,15-trihydroxyeicosatrienoic acid,4TBDMS,isomer #1	CCCCCC(/C=C/C(O[Si](C)(C)C(C)(C)C)C(CC=CC/C=C/CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3748.6	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 - 11,12,15-trihydroxyeicosatrienoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-052r-6934000000-443454ab588c373193ec	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11,12,15-trihydroxyeicosatrienoic acid GC-MS (4 TMS) - 70eV, Positive	splash10-004i-9114245000-a9570b215fa6eaa9ff8c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11,12,15-trihydroxyeicosatrienoic 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 - 11,12,15-trihydroxyeicosatrienoic acid 10V, Positive-QTOF	splash10-00kr-0109000000-ab120d0eda68ea718566	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12,15-trihydroxyeicosatrienoic acid 20V, Positive-QTOF	splash10-066r-2914000000-c8068f288b2d0fdcd388	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12,15-trihydroxyeicosatrienoic acid 40V, Positive-QTOF	splash10-0ab9-9720000000-f7a06cac65c05be6691b	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12,15-trihydroxyeicosatrienoic acid 10V, Negative-QTOF	splash10-0udi-0009000000-2fe2fc467f93d0346dcd	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12,15-trihydroxyeicosatrienoic acid 20V, Negative-QTOF	splash10-0k9i-1926000000-cebc50fd199b4b5d0e57	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12,15-trihydroxyeicosatrienoic acid 40V, Negative-QTOF	splash10-0a4i-8910000000-278e4b10088cc563d1b9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12,15-trihydroxyeicosatrienoic acid 10V, Negative-QTOF	splash10-0udi-0009000000-0eaa92d2af3c5dbe8d45	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12,15-trihydroxyeicosatrienoic acid 20V, Negative-QTOF	splash10-0udr-1349000000-02b367417a3b55ba30ca	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12,15-trihydroxyeicosatrienoic acid 40V, Negative-QTOF	splash10-0a4j-7931000000-9e9718823f769240b7a7	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12,15-trihydroxyeicosatrienoic acid 10V, Positive-QTOF	splash10-00kr-1219000000-b296310fbfe446c9f7c7	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12,15-trihydroxyeicosatrienoic acid 20V, Positive-QTOF	splash10-00ri-9847000000-1d9b5963902e6323dead	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11,12,15-trihydroxyeicosatrienoic acid 40V, Positive-QTOF	splash10-00u6-9400000000-1845cbee66b19e171aba	2021-09-25	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 11,12,15-trihydroxyeicosatrienoic acid (HMDB0062278)

MOL for HMDB0062278 (11,12,15-trihydroxyeicosatrienoic acid)

3D MOL for HMDB0062278 (11,12,15-trihydroxyeicosatrienoic acid)

3D SDF for HMDB0062278 (11,12,15-trihydroxyeicosatrienoic acid)

3D-SDF for HMDB0062278 (11,12,15-trihydroxyeicosatrienoic acid)

PDB for HMDB0062278 (11,12,15-trihydroxyeicosatrienoic acid)

3D PDB for HMDB0062278 (11,12,15-trihydroxyeicosatrienoic acid)

SMILES for HMDB0062278 (11,12,15-trihydroxyeicosatrienoic acid)

INCHI for HMDB0062278 (11,12,15-trihydroxyeicosatrienoic acid)

Structure for HMDB0062278 (11,12,15-trihydroxyeicosatrienoic acid)

3D Structure for HMDB0062278 (11,12,15-trihydroxyeicosatrienoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra