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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-05-09 20:54:56 UTC

Update Date

2022-03-07 03:17:39 UTC

HMDB ID

HMDB0060106

Secondary Accession Numbers

HMDB60106

Metabolite Identification

Common Name

15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate

Description

15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate belongs to the class of organic compounds known as hydroperoxyeicosatrienoic acids. These are eicosanoic acids with an attached hydroperoxyl group and three CC double bonds. 15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0060106
     RDKit          3D
15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate
 58 57  0  0  0  0  0  0  0  0999 V2000
   -7.4561    1.9850    1.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5011    0.4797    1.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1100   -0.0480    1.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7058    0.3412   -0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3196   -0.1722   -0.4935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2463   -1.6785   -0.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8786   -2.1769   -0.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8912   -1.3620   -1.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6038   -1.9329   -1.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4090   -1.2016   -1.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3287    0.2290   -2.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1768    1.1210   -1.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0405    0.8735   -0.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3792   -0.4192    0.2100 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7344   -0.9774    0.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9287   -0.3203    0.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3599    1.0028    0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6596    1.4192    0.7971 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8058    0.5016    0.5435 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0352    1.0038    1.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0837    0.3418    1.1343 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0261    2.1525    2.0027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0832   -2.1796   -1.4109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9680   -2.9895   -0.8855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4554    2.3814    1.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2193    2.4091    2.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5773    2.2556    0.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2260    0.0420    0.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7700    0.1479    2.5406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1440   -1.1315    1.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4010    0.4150    1.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3968   -0.0945   -0.9268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6767    1.4356   -0.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5373    0.3443    0.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1089    0.0794   -1.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5202   -2.0732    0.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6123   -3.2179   -0.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1548   -0.3292   -1.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4188   -3.0137   -1.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3834   -1.7308   -2.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6101    0.4515   -3.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7514    0.5958   -2.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0975    2.2397   -1.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5532    1.7619    0.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2771   -0.2397    1.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6110   -1.2103    0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6637   -2.0611    0.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8318   -1.2062   -1.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8104   -1.0606    0.5535 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7622   -0.2362    1.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5658    1.0262   -1.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6371    1.8042    0.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4774    1.4029    1.9116 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8820    2.4794    0.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6067   -0.5258    0.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0495    0.4703   -0.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8467    3.0788    1.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8992   -2.6834   -1.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
  6 23  1  0
 23 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
 11 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
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 22 57  1  0
 24 58  1  0
M  END


  Mrv0541 05091313542D          

 24 23  0  0  0  0            999 V2000
   -3.3087    1.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4985    1.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9584    1.8058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2526    1.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825    2.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1724    2.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825   -0.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9024    3.0531    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7927   -0.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0922    3.2090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3328    0.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1483    1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5521    2.5854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1429    0.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6082    2.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7420    2.7413    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6830    0.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2019    2.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4931    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0332    1.3381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7632   -0.0651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0681    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.4720    1.3381    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  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  2  0  0  0  0
 12 10  1  0  0  0  0
 13  3  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  2  0  0  0  0
 18 15  1  0  0  0  0
 19 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20 18  1  0  0  0  0
 21 20  2  0  0  0  0
 22 20  1  0  0  0  0
 24 19  1  0  0  0  0
 24 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0060106

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC(OO)\C=C\C=C/C\C=C/CCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H34O4/c1-2-3-13-16-19(24-23)17-14-11-9-7-5-4-6-8-10-12-15-18-20(21)22/h4-5,9,11,14,17,19,23H,2-3,6-8,10,12-13,15-16,18H2,1H3,(H,21,22)/b5-4-,11-9-,17-14+

> <INCHI_KEY>
IUXBNSNRPLXHER-RHDCIPCHSA-N

> <FORMULA>
C20H34O4

> <MOLECULAR_WEIGHT>
338.4816

> <EXACT_MASS>
338.245709576

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
40.373874305714736

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(8Z,11Z,13E)-15-hydroperoxyicosa-8,11,13-trienoic acid

> <ALOGPS_LOGP>
6.18

> <JCHEM_LOGP>
6.167616777999999

> <ALOGPS_LOGS>
-5.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.71237407232842

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.885823621344099

> <JCHEM_PKA_STRONGEST_BASIC>
-4.236807609084836

> <JCHEM_POLAR_SURFACE_AREA>
66.76

> <JCHEM_REFRACTIVITY>
101.70309999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.27e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(8Z,11Z,13E)-15-hydroperoxyicosa-8,11,13-trienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060106
     RDKit          3D
15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate
 58 57  0  0  0  0  0  0  0  0999 V2000
   -7.4561    1.9850    1.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5011    0.4797    1.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1100   -0.0480    1.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7058    0.3412   -0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3196   -0.1722   -0.4935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2463   -1.6785   -0.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8786   -2.1769   -0.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8912   -1.3620   -1.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6038   -1.9329   -1.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4090   -1.2016   -1.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3287    0.2290   -2.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1768    1.1210   -1.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0405    0.8735   -0.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3792   -0.4192    0.2100 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7344   -0.9774    0.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9287   -0.3203    0.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3599    1.0028    0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6596    1.4192    0.7971 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8058    0.5016    0.5435 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0352    1.0038    1.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0837    0.3418    1.1343 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0261    2.1525    2.0027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0832   -2.1796   -1.4109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9680   -2.9895   -0.8855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4554    2.3814    1.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2193    2.4091    2.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5773    2.2556    0.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2260    0.0420    0.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7700    0.1479    2.5406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1440   -1.1315    1.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4010    0.4150    1.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3968   -0.0945   -0.9268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6767    1.4356   -0.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5373    0.3443    0.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1089    0.0794   -1.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5202   -2.0732    0.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6123   -3.2179   -0.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1548   -0.3292   -1.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4188   -3.0137   -1.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3834   -1.7308   -2.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6101    0.4515   -3.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7514    0.5958   -2.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0975    2.2397   -1.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5532    1.7619    0.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2771   -0.2397    1.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6110   -1.2103    0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6637   -2.0611    0.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8318   -1.2062   -1.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8104   -1.0606    0.5535 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7622   -0.2362    1.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5658    1.0262   -1.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6371    1.8042    0.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4774    1.4029    1.9116 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8820    2.4794    0.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6067   -0.5258    0.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0495    0.4703   -0.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8467    3.0788    1.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8992   -2.6834   -1.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
  6 23  1  0
 23 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
 11 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
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 22 57  1  0
 24 58  1  0
M  END

HEADER    PROTEIN                                 09-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   09-MAY-13         0                                  
HETATM    1  C   UNK     0      -6.176   2.498   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -4.664   2.207   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.656   3.371   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.938   2.498   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.434   3.953   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.930   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.922   4.244   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.434  -0.122   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       5.418   5.699   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.946  -0.413   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.905   5.990   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.955   0.752   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -2.143   3.080   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       2.897   4.826   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      11.467   0.461   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -1.135   4.244   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.385   5.117   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      12.475   1.625   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       0.377   3.953   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      13.987   1.334   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      14.995   2.498   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      14.491  -0.122   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      -0.127   1.334   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0       0.881   2.498   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2   13                                                       
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   12                                                       
CONECT   11    9   14                                                       
CONECT   12   10   15                                                       
CONECT   13    3   16                                                       
CONECT   14   11   17                                                       
CONECT   15   12   18                                                       
CONECT   16   13   19                                                       
CONECT   17   14   19                                                       
CONECT   18   15   20                                                       
CONECT   19   16   17   24                                                  
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   24                                                            
CONECT   24   19   23                                                       
MASTER        0    0    0    0    0    0    0    0   24    0   46    0
END

COMPND    HMDB0060106
HETATM    1  C1  UNL     1      -7.456   1.985   1.385  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.501   0.480   1.520  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.110  -0.048   1.227  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.706   0.341  -0.174  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.320  -0.172  -0.493  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.246  -1.679  -0.397  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.879  -2.177  -0.711  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.891  -1.362  -1.138  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.604  -1.933  -1.417  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.409  -1.202  -1.839  1.00  0.00           C  
HETATM   11  C11 UNL     1       0.329   0.229  -2.062  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.177   1.121  -1.297  1.00  0.00           C  
HETATM   13  C13 UNL     1       2.041   0.873  -0.348  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.379  -0.419   0.210  1.00  0.00           C  
HETATM   15  C15 UNL     1       3.734  -0.977   0.029  1.00  0.00           C  
HETATM   16  C16 UNL     1       4.929  -0.320   0.559  1.00  0.00           C  
HETATM   17  C17 UNL     1       5.360   1.003   0.086  1.00  0.00           C  
HETATM   18  C18 UNL     1       6.660   1.419   0.797  1.00  0.00           C  
HETATM   19  C19 UNL     1       7.806   0.502   0.544  1.00  0.00           C  
HETATM   20  C20 UNL     1       9.035   1.004   1.250  1.00  0.00           C  
HETATM   21  O1  UNL     1      10.084   0.342   1.134  1.00  0.00           O  
HETATM   22  O2  UNL     1       9.026   2.152   2.003  1.00  0.00           O  
HETATM   23  O3  UNL     1      -5.083  -2.180  -1.411  1.00  0.00           O  
HETATM   24  O4  UNL     1      -5.968  -2.990  -0.885  1.00  0.00           O  
HETATM   25  H1  UNL     1      -6.455   2.381   1.721  1.00  0.00           H  
HETATM   26  H2  UNL     1      -8.219   2.409   2.051  1.00  0.00           H  
HETATM   27  H3  UNL     1      -7.577   2.256   0.326  1.00  0.00           H  
HETATM   28  H4  UNL     1      -8.226   0.042   0.802  1.00  0.00           H  
HETATM   29  H5  UNL     1      -7.770   0.148   2.541  1.00  0.00           H  
HETATM   30  H6  UNL     1      -6.144  -1.132   1.372  1.00  0.00           H  
HETATM   31  H7  UNL     1      -5.401   0.415   1.931  1.00  0.00           H  
HETATM   32  H8  UNL     1      -6.397  -0.095  -0.927  1.00  0.00           H  
HETATM   33  H9  UNL     1      -5.677   1.436  -0.273  1.00  0.00           H  
HETATM   34  H10 UNL     1      -3.537   0.344   0.093  1.00  0.00           H  
HETATM   35  H11 UNL     1      -4.109   0.079  -1.574  1.00  0.00           H  
HETATM   36  H12 UNL     1      -4.520  -2.073   0.586  1.00  0.00           H  
HETATM   37  H13 UNL     1      -2.612  -3.218  -0.613  1.00  0.00           H  
HETATM   38  H14 UNL     1      -2.155  -0.329  -1.231  1.00  0.00           H  
HETATM   39  H15 UNL     1      -0.419  -3.014  -1.286  1.00  0.00           H  
HETATM   40  H16 UNL     1       1.383  -1.731  -2.062  1.00  0.00           H  
HETATM   41  H17 UNL     1       0.610   0.452  -3.180  1.00  0.00           H  
HETATM   42  H18 UNL     1      -0.751   0.596  -2.043  1.00  0.00           H  
HETATM   43  H19 UNL     1       1.098   2.240  -1.546  1.00  0.00           H  
HETATM   44  H20 UNL     1       2.553   1.762   0.129  1.00  0.00           H  
HETATM   45  H21 UNL     1       2.277  -0.240   1.405  1.00  0.00           H  
HETATM   46  H22 UNL     1       1.611  -1.210   0.140  1.00  0.00           H  
HETATM   47  H23 UNL     1       3.664  -2.061   0.433  1.00  0.00           H  
HETATM   48  H24 UNL     1       3.832  -1.206  -1.087  1.00  0.00           H  
HETATM   49  H25 UNL     1       5.810  -1.061   0.554  1.00  0.00           H  
HETATM   50  H26 UNL     1       4.762  -0.236   1.695  1.00  0.00           H  
HETATM   51  H27 UNL     1       5.566   1.026  -1.029  1.00  0.00           H  
HETATM   52  H28 UNL     1       4.637   1.804   0.260  1.00  0.00           H  
HETATM   53  H29 UNL     1       6.477   1.403   1.912  1.00  0.00           H  
HETATM   54  H30 UNL     1       6.882   2.479   0.571  1.00  0.00           H  
HETATM   55  H31 UNL     1       7.607  -0.526   0.904  1.00  0.00           H  
HETATM   56  H32 UNL     1       8.049   0.470  -0.551  1.00  0.00           H  
HETATM   57  H33 UNL     1       8.847   3.079   1.594  1.00  0.00           H  
HETATM   58  H34 UNL     1      -6.899  -2.683  -1.113  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   23   36
CONECT    7    8    8   37
CONECT    8    9   38
CONECT    9   10   10   39
CONECT   10   11   40
CONECT   11   12   41   42
CONECT   12   13   13   43
CONECT   13   14   44
CONECT   14   15   45   46
CONECT   15   16   47   48
CONECT   16   17   49   50
CONECT   17   18   51   52
CONECT   18   19   53   54
CONECT   19   20   55   56
CONECT   20   21   21   22
CONECT   22   57
CONECT   23   24
CONECT   24   58
END

HMDB0060106
     RDKit          3D
15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate
 58 57  0  0  0  0  0  0  0  0999 V2000
   -7.4561    1.9850    1.3850 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5011    0.4797    1.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1100   -0.0480    1.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7058    0.3412   -0.1745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3196   -0.1722   -0.4935 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2463   -1.6785   -0.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8786   -2.1769   -0.7115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8912   -1.3620   -1.1378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6038   -1.9329   -1.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4090   -1.2016   -1.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3287    0.2290   -2.0618 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1768    1.1210   -1.2968 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0405    0.8735   -0.3477 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3792   -0.4192    0.2100 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7344   -0.9774    0.0290 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9287   -0.3203    0.5588 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3599    1.0028    0.0856 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6596    1.4192    0.7971 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8058    0.5016    0.5435 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0352    1.0038    1.2496 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0837    0.3418    1.1343 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0261    2.1525    2.0027 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0832   -2.1796   -1.4109 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9680   -2.9895   -0.8855 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4554    2.3814    1.7214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2193    2.4091    2.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5773    2.2556    0.3258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2260    0.0420    0.8019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7700    0.1479    2.5406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1440   -1.1315    1.3722 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4010    0.4150    1.9312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3968   -0.0945   -0.9268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6767    1.4356   -0.2728 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5373    0.3443    0.0926 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1089    0.0794   -1.5743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5202   -2.0732    0.5865 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6123   -3.2179   -0.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1548   -0.3292   -1.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4188   -3.0137   -1.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3834   -1.7308   -2.0624 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6101    0.4515   -3.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7514    0.5958   -2.0427 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0975    2.2397   -1.5460 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5532    1.7619    0.1292 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2771   -0.2397    1.4049 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6110   -1.2103    0.1395 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6637   -2.0611    0.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8318   -1.2062   -1.0871 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8104   -1.0606    0.5535 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7622   -0.2362    1.6951 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5658    1.0262   -1.0294 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6371    1.8042    0.2605 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4774    1.4029    1.9116 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8820    2.4794    0.5709 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6067   -0.5258    0.9036 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0495    0.4703   -0.5506 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8467    3.0788    1.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8992   -2.6834   -1.1132 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
  6 23  1  0
 23 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
 11 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
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 22 57  1  0
 24 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
15-Hydroperoxyeicosa-8Z,11Z,13E-trienoic acid	Generator

Chemical Formula

C₂₀H₃₄O₄

Average Molecular Weight

338.4816

Monoisotopic Molecular Weight

338.245709576

IUPAC Name

(8Z,11Z,13E)-15-hydroperoxyicosa-8,11,13-trienoic acid

Traditional Name

(8Z,11Z,13E)-15-hydroperoxyicosa-8,11,13-trienoic acid

CAS Registry Number

Not Available

SMILES

CCCCCC(OO)\C=C\C=C/C\C=C/CCCCCCC(O)=O

InChI Identifier

InChI=1S/C20H34O4/c1-2-3-13-16-19(24-23)17-14-11-9-7-5-4-6-8-10-12-15-18-20(21)22/h4-5,9,11,14,17,19,23H,2-3,6-8,10,12-13,15-16,18H2,1H3,(H,21,22)/b5-4-,11-9-,17-14+

InChI Key

IUXBNSNRPLXHER-RHDCIPCHSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Hydroperoxyeicosatrienoic acids

Alternative Parents

Substituents

Hydroperoxyeicosatrienoic acid
Long-chain fatty acid
Hydroperoxy fatty acid
Fatty acid
Unsaturated fatty acid
Allylic hydroperoxide
Hydroperoxide
Carboxylic acid derivative
Alkyl hydroperoxide
Carboxylic acid
Peroxol
Monocarboxylic acid or derivatives
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0060106)

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
Water Solubility	0.0013 g/L	ALOGPS
logP	6.18	ALOGPS
logP	6.17	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	4.89	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	66.76 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	101.7 m³·mol⁻¹	ChemAxon
Polarizability	40.37 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	192.22	31661259
DarkChem	[M-H]-	194.363	31661259
DeepCCS	[M+H]+	189.365	30932474
DeepCCS	[M-H]-	187.007	30932474
DeepCCS	[M-2H]-	219.893	30932474
DeepCCS	[M+Na]+	195.458	30932474
AllCCS	[M+H]+	191.8	32859911
AllCCS	[M+H-H2O]+	189.1	32859911
AllCCS	[M+NH4]+	194.4	32859911
AllCCS	[M+Na]+	195.1	32859911
AllCCS	[M-H]-	189.7	32859911
AllCCS	[M+Na-2H]-	191.6	32859911
AllCCS	[M+HCOO]-	194.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate	CCCCCC(OO)\C=C\C=C/C\C=C/CCCCCCC(O)=O	4095.3	Standard polar	33892256
15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate	CCCCCC(OO)\C=C\C=C/C\C=C/CCCCCCC(O)=O	2443.3	Standard non polar	33892256
15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate	CCCCCC(OO)\C=C\C=C/C\C=C/CCCCCCC(O)=O	2648.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate,1TMS,isomer #1	CCCCCC(/C=C/C=C\C/C=C\CCCCCCC(=O)O[Si](C)(C)C)OO	2757.0	Semi standard non polar	33892256
15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate,1TBDMS,isomer #1	CCCCCC(/C=C/C=C\C/C=C\CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)OO	3001.9	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 - 15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00xr-5691000000-96638070189f17f8caee	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate GC-MS (1 TMS) - 70eV, Positive	splash10-00g0-9653000000-b1a1c3dbd8acb9e8c033	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate 10V, Positive-QTOF	splash10-00di-0129000000-9face3dfee05d49c99b7	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate 20V, Positive-QTOF	splash10-05fu-4694000000-be80f4fc2ce3490f3662	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate 40V, Positive-QTOF	splash10-06xx-9550000000-c29aeb5f745b257e09d7	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate 10V, Negative-QTOF	splash10-000i-0019000000-9329de4b89ddef2e4330	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate 20V, Negative-QTOF	splash10-01bi-3179000000-d2e811cc1f3404878531	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate 40V, Negative-QTOF	splash10-0a4l-9240000000-671f38b3b84d00daa2f0	2017-10-06	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

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

131769824

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

Thiele I, Swainston N, Fleming RM, Hoppe A, Sahoo S, Aurich MK, Haraldsdottir H, Mo ML, Rolfsson O, Stobbe MD, Thorleifsson SG, Agren R, Bolling C, Bordel S, Chavali AK, Dobson P, Dunn WB, Endler L, Hala D, Hucka M, Hull D, Jameson D, Jamshidi N, Jonsson JJ, Juty N, Keating S, Nookaew I, Le Novere N, Malys N, Mazein A, Papin JA, Price ND, Selkov E Sr, Sigurdsson MI, Simeonidis E, Sonnenschein N, Smallbone K, Sorokin A, van Beek JH, Weichart D, Goryanin I, Nielsen J, Westerhoff HV, Kell DB, Mendes P, Palsson BO: A community-driven global reconstruction of human metabolism. Nat Biotechnol. 2013 May;31(5):419-25. doi: 10.1038/nbt.2488. Epub 2013 Mar 3. [PubMed:23455439 ]
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 15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate (HMDB0060106)

MOL for HMDB0060106 (15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate)

3D MOL for HMDB0060106 (15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate)

3D SDF for HMDB0060106 (15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate)

3D-SDF for HMDB0060106 (15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate)

PDB for HMDB0060106 (15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate)

3D PDB for HMDB0060106 (15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate)

SMILES for HMDB0060106 (15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate)

INCHI for HMDB0060106 (15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate)

Structure for HMDB0060106 (15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate)

3D Structure for HMDB0060106 (15-Hydroperoxyeicosa-8Z,11Z,13E-trienoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra