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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3) Show 3 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2009-07-25 00:03:04 UTC

Update Date

2022-03-07 02:51:26 UTC

HMDB ID

HMDB0012567

Secondary Accession Numbers

HMDB12567

Metabolite Identification

Common Name

13-HETE

Description

13-Hydroxyeicosatetraenoic acid is one of the main metabolites of 15-lipoxygenases (15-LOXs), are endogenous ligands of PPARr. It can inhibit cell proliferation and induce apoptosis in several types of human cancer. 13-HETE is an arachidonic acid metabolite in rat liver microsomes, and is a metabolite of red algae.Hydroxyeicosatetraenoic acids (HETEs) are formed in numerous cell types by enzymatically-mediated hydroxylation of arachidonic acid. There are three distinct enzymes involved in HETE biosynthesis:lipoxygenase (LOX), prostaglandin H (PGH) synthase, and cytochrome P-450. LOX- and PGH-synthase-mediated arachidonic acid metabolism is normally highly stereoselective.

Structure

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

HMDB0012567
     RDKit          3D
13-HETE
 55 54  0  0  0  0  0  0  0  0999 V2000
   -5.3358   -3.0728   -1.8541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9661   -1.7888   -2.5295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1504   -0.8790   -1.6371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9221   -0.5152   -0.3765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9870    0.4018    0.4308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7628   -0.3849    0.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5516   -0.0488    0.3480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2910    1.1714   -0.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0106    1.2373   -0.9125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6799    2.3989    0.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2185    2.7238    1.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2409    1.9563    2.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9797    2.7607    2.5405 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2077    2.4715    2.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5270    1.2283    1.4579 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1738    1.5334    0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3751    1.1009   -0.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2237    0.2924    0.7753 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4832   -1.0224    0.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2070   -1.7321   -0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5255   -2.9841   -1.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6396   -3.7895   -1.4059 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8372   -3.3292   -1.3181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6218   -3.8029   -2.6555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1683   -2.9643   -1.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4815   -3.5189   -1.2851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4359   -1.9945   -3.4595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9143   -1.2722   -2.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1780   -1.3349   -1.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9602    0.0615   -2.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1505   -1.3807    0.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8057    0.0978   -0.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5079    0.6623    1.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8019    1.2705   -0.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8466   -1.3322    1.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6909   -0.7126    0.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9340    1.0974   -1.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1999    0.4023   -1.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3995    3.1075   -0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5701    3.6712    1.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7422    1.8660    3.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0021    0.9738    1.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8654    3.7332    3.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0366    3.1744    2.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0969    0.5120    2.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6018    0.6794    1.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5833    2.1397   -0.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7945    1.3617   -1.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2826    0.7320    0.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8713    0.0955    1.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1898   -1.6606    0.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9697   -0.7441   -0.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5868   -1.1142   -0.9691 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5871   -1.9201    0.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4574   -2.7641   -1.8784 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  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 23 55  1  0
M  END


  Mrv1652303262014172D          

 23 22  0  0  0  0            999 V2000
   14.7879   -8.8923    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3754   -9.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5504   -9.6067    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1379  -10.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3129  -10.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9004  -11.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0754  -11.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6629  -10.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0754   -9.6067    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.8379  -10.3212    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4254  -11.0357    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8379  -11.7502    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4254  -12.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8379  -13.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6629  -13.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0754  -13.8936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9004  -13.8936    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3129  -13.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1379  -13.1792    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5504  -12.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3754  -12.4647    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7879  -13.1792    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7879  -11.7502    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0012567

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCC\C=C/C(O)\C=C/C\C=C/C\C=C/CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O3/c1-2-3-4-10-13-16-19(21)17-14-11-8-6-5-7-9-12-15-18-20(22)23/h6-9,13-14,16-17,19,21H,2-5,10-12,15,18H2,1H3,(H,22,23)/b8-6-,9-7-,16-13-,17-14-

> <INCHI_KEY>
SAKQICHVWOJSNI-BWWNDVLWSA-N

> <FORMULA>
C20H32O3

> <MOLECULAR_WEIGHT>
320.4663

> <EXACT_MASS>
320.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
38.01613929104697

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z,8Z,11Z,14Z)-13-hydroxyicosa-5,8,11,14-tetraenoic acid

> <ALOGPS_LOGP>
5.82

> <JCHEM_LOGP>
5.512267204

> <ALOGPS_LOGS>
-5.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.982101109561185

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.8197719174678

> <JCHEM_PKA_STRONGEST_BASIC>
-1.931829051623478

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
101.31549999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.65e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5Z,8Z,11Z,14Z)-13-hydroxyicosa-5,8,11,14-tetraenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0012567
     RDKit          3D
13-HETE
 55 54  0  0  0  0  0  0  0  0999 V2000
   -5.3358   -3.0728   -1.8541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9661   -1.7888   -2.5295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1504   -0.8790   -1.6371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9221   -0.5152   -0.3765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9870    0.4018    0.4308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7628   -0.3849    0.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5516   -0.0488    0.3480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2910    1.1714   -0.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0106    1.2373   -0.9125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6799    2.3989    0.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2185    2.7238    1.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2409    1.9563    2.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9797    2.7607    2.5405 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2077    2.4715    2.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5270    1.2283    1.4579 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1738    1.5334    0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3751    1.1009   -0.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2237    0.2924    0.7753 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4832   -1.0224    0.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2070   -1.7321   -0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5255   -2.9841   -1.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6396   -3.7895   -1.4059 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8372   -3.3292   -1.3181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6218   -3.8029   -2.6555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1683   -2.9643   -1.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4815   -3.5189   -1.2851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4359   -1.9945   -3.4595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9143   -1.2722   -2.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1780   -1.3349   -1.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9602    0.0615   -2.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1505   -1.3807    0.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8057    0.0978   -0.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5079    0.6623    1.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8019    1.2705   -0.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8466   -1.3322    1.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6909   -0.7126    0.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9340    1.0974   -1.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1999    0.4023   -1.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3995    3.1075   -0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5701    3.6712    1.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7422    1.8660    3.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0021    0.9738    1.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8654    3.7332    3.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0366    3.1744    2.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0969    0.5120    2.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6018    0.6794    1.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5833    2.1397   -0.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7945    1.3617   -1.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2826    0.7320    0.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8713    0.0955    1.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1898   -1.6606    0.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9697   -0.7441   -0.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5868   -1.1142   -0.9691 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5871   -1.9201    0.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4574   -2.7641   -1.8784 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  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 23 55  1  0
M  END

HEADER    PROTEIN                                 26-MAR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAR-20         0                                  
HETATM    1  C   UNK     0      27.604 -16.599   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      26.834 -17.933   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      25.294 -17.933   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      24.524 -19.266   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.984 -19.266   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.214 -20.600   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.674 -20.600   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      19.904 -19.266   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      20.674 -17.933   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      18.364 -19.266   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      17.594 -20.600   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      18.364 -21.934   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      17.594 -23.267   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.364 -24.601   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      19.904 -24.601   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.674 -25.935   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      22.214 -25.935   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      22.984 -24.601   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      24.524 -24.601   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      25.294 -23.267   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      26.834 -23.267   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      27.604 -24.601   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      27.604 -21.934   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

COMPND    HMDB0012567
HETATM    1  C1  UNL     1      -5.336  -3.073  -1.854  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.966  -1.789  -2.529  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.150  -0.879  -1.637  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.922  -0.515  -0.377  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.987   0.402   0.431  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.763  -0.385   0.720  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.552  -0.049   0.348  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.291   1.171  -0.405  1.00  0.00           C  
HETATM    9  O1  UNL     1       0.011   1.237  -0.913  1.00  0.00           O  
HETATM   10  C9  UNL     1      -1.680   2.399   0.303  1.00  0.00           C  
HETATM   11  C10 UNL     1      -1.219   2.724   1.457  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.241   1.956   2.267  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.980   2.761   2.541  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.208   2.471   2.201  1.00  0.00           C  
HETATM   15  C14 UNL     1       2.527   1.228   1.458  1.00  0.00           C  
HETATM   16  C15 UNL     1       3.174   1.533   0.153  1.00  0.00           C  
HETATM   17  C16 UNL     1       4.375   1.101  -0.119  1.00  0.00           C  
HETATM   18  C17 UNL     1       5.224   0.292   0.775  1.00  0.00           C  
HETATM   19  C18 UNL     1       5.483  -1.022   0.012  1.00  0.00           C  
HETATM   20  C19 UNL     1       4.207  -1.732  -0.288  1.00  0.00           C  
HETATM   21  C20 UNL     1       4.526  -2.984  -1.020  1.00  0.00           C  
HETATM   22  O2  UNL     1       3.640  -3.790  -1.406  1.00  0.00           O  
HETATM   23  O3  UNL     1       5.837  -3.329  -1.318  1.00  0.00           O  
HETATM   24  H1  UNL     1      -5.622  -3.803  -2.656  1.00  0.00           H  
HETATM   25  H2  UNL     1      -6.168  -2.964  -1.126  1.00  0.00           H  
HETATM   26  H3  UNL     1      -4.482  -3.519  -1.285  1.00  0.00           H  
HETATM   27  H4  UNL     1      -4.436  -1.995  -3.460  1.00  0.00           H  
HETATM   28  H5  UNL     1      -5.914  -1.272  -2.802  1.00  0.00           H  
HETATM   29  H6  UNL     1      -3.178  -1.335  -1.399  1.00  0.00           H  
HETATM   30  H7  UNL     1      -3.960   0.061  -2.193  1.00  0.00           H  
HETATM   31  H8  UNL     1      -5.151  -1.381   0.249  1.00  0.00           H  
HETATM   32  H9  UNL     1      -5.806   0.098  -0.629  1.00  0.00           H  
HETATM   33  H10 UNL     1      -4.508   0.662   1.374  1.00  0.00           H  
HETATM   34  H11 UNL     1      -3.802   1.271  -0.208  1.00  0.00           H  
HETATM   35  H12 UNL     1      -2.847  -1.332   1.290  1.00  0.00           H  
HETATM   36  H13 UNL     1      -0.691  -0.713   0.584  1.00  0.00           H  
HETATM   37  H14 UNL     1      -1.934   1.097  -1.347  1.00  0.00           H  
HETATM   38  H15 UNL     1       0.200   0.402  -1.375  1.00  0.00           H  
HETATM   39  H16 UNL     1      -2.399   3.108  -0.173  1.00  0.00           H  
HETATM   40  H17 UNL     1      -1.570   3.671   1.920  1.00  0.00           H  
HETATM   41  H18 UNL     1      -0.742   1.866   3.312  1.00  0.00           H  
HETATM   42  H19 UNL     1       0.002   0.974   1.939  1.00  0.00           H  
HETATM   43  H20 UNL     1       0.865   3.733   3.102  1.00  0.00           H  
HETATM   44  H21 UNL     1       3.037   3.174   2.475  1.00  0.00           H  
HETATM   45  H22 UNL     1       3.097   0.512   2.091  1.00  0.00           H  
HETATM   46  H23 UNL     1       1.602   0.679   1.198  1.00  0.00           H  
HETATM   47  H24 UNL     1       2.583   2.140  -0.562  1.00  0.00           H  
HETATM   48  H25 UNL     1       4.794   1.362  -1.103  1.00  0.00           H  
HETATM   49  H26 UNL     1       6.283   0.732   0.815  1.00  0.00           H  
HETATM   50  H27 UNL     1       4.871   0.095   1.773  1.00  0.00           H  
HETATM   51  H28 UNL     1       6.190  -1.661   0.571  1.00  0.00           H  
HETATM   52  H29 UNL     1       5.970  -0.744  -0.935  1.00  0.00           H  
HETATM   53  H30 UNL     1       3.587  -1.114  -0.969  1.00  0.00           H  
HETATM   54  H31 UNL     1       3.587  -1.920   0.612  1.00  0.00           H  
HETATM   55  H32 UNL     1       6.457  -2.764  -1.878  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   33   34
CONECT    6    7    7   35
CONECT    7    8   36
CONECT    8    9   10   37
CONECT    9   38
CONECT   10   11   11   39
CONECT   11   12   40
CONECT   12   13   41   42
CONECT   13   14   14   43
CONECT   14   15   44
CONECT   15   16   45   46
CONECT   16   17   17   47
CONECT   17   18   48
CONECT   18   19   49   50
CONECT   19   20   51   52
CONECT   20   21   53   54
CONECT   21   22   22   23
CONECT   23   55
END

HMDB0012567
     RDKit          3D
13-HETE
 55 54  0  0  0  0  0  0  0  0999 V2000
   -5.3358   -3.0728   -1.8541 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9661   -1.7888   -2.5295 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1504   -0.8790   -1.6371 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9221   -0.5152   -0.3765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9870    0.4018    0.4308 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7628   -0.3849    0.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5516   -0.0488    0.3480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2910    1.1714   -0.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0106    1.2373   -0.9125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6799    2.3989    0.3033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2185    2.7238    1.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2409    1.9563    2.2666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9797    2.7607    2.5405 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2077    2.4715    2.2008 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5270    1.2283    1.4579 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1738    1.5334    0.1526 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3751    1.1009   -0.1193 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2237    0.2924    0.7753 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4832   -1.0224    0.0124 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2070   -1.7321   -0.2884 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5255   -2.9841   -1.0204 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6396   -3.7895   -1.4059 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8372   -3.3292   -1.3181 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6218   -3.8029   -2.6555 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1683   -2.9643   -1.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4815   -3.5189   -1.2851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4359   -1.9945   -3.4595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9143   -1.2722   -2.8024 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1780   -1.3349   -1.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9602    0.0615   -2.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1505   -1.3807    0.2493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8057    0.0978   -0.6289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5079    0.6623    1.3741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8019    1.2705   -0.2081 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8466   -1.3322    1.2902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6909   -0.7126    0.5841 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9340    1.0974   -1.3471 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1999    0.4023   -1.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3995    3.1075   -0.1731 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5701    3.6712    1.9196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7422    1.8660    3.3118 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0021    0.9738    1.9392 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8654    3.7332    3.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0366    3.1744    2.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0969    0.5120    2.0907 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6018    0.6794    1.1980 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5833    2.1397   -0.5619 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7945    1.3617   -1.1034 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2826    0.7320    0.8146 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8713    0.0955    1.7727 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1898   -1.6606    0.5705 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9697   -0.7441   -0.9354 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5868   -1.1142   -0.9691 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5871   -1.9201    0.6117 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4574   -2.7641   -1.8784 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  2  0
  7  8  1  0
  8  9  1  0
  8 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 23 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5Z,8Z,11Z,14Z)-13-Hydroxyicosatetraenoic acid	ChEBI
13-Hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoic acid	ChEBI
13-Hydroxy-(5Z,8Z,11Z,14Z)-icosatetraenoic acid	ChEBI
13-Hydroxyeicosatetraenoic acid	ChEBI
(5Z,8Z,11Z,14Z)-13-Hydroxyicosatetraenoate	Generator
13-Hydroxy-(5Z,8Z,11Z,14Z)-eicosatetraenoate	Generator
13-Hydroxy-(5Z,8Z,11Z,14Z)-icosatetraenoate	Generator
13-Hydroxyeicosatetraenoate	Generator
13-Hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoate	HMDB
13-Hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid	HMDB
13-Hydroxyeicosatetraenoic acid, (S)-(all-Z)-isomer	MeSH, HMDB

Chemical Formula

C₂₀H₃₂O₃

Average Molecular Weight

320.4663

Monoisotopic Molecular Weight

320.23514489

IUPAC Name

(5Z,8Z,11Z,14Z)-13-hydroxyicosa-5,8,11,14-tetraenoic acid

Traditional Name

(5Z,8Z,11Z,14Z)-13-hydroxyicosa-5,8,11,14-tetraenoic acid

CAS Registry Number

151910-72-4

SMILES

CCCCC\C=C/C(O)\C=C/C\C=C/C\C=C/CCCC(O)=O

InChI Identifier

InChI=1S/C20H32O3/c1-2-3-4-10-13-16-19(21)17-14-11-8-6-5-7-9-12-15-18-20(22)23/h6-9,13-14,16-17,19,21H,2-5,10-12,15,18H2,1H3,(H,22,23)/b8-6-,9-7-,16-13-,17-14-

InChI Key

SAKQICHVWOJSNI-BWWNDVLWSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Hydroxyeicosatetraenoic acids

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0012567)
Membrane (HMDB: HMDB0012567)

Biofluid or Excreta

Urine (HMDB: HMDB0012567)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0012567)

Source

Endogenous

Endogenous (HMDB: HMDB0012567)

Animal

Animal (HMDB: HMDB0012567)

Exogenous

Food

Food (HMDB: HMDB0012567)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0012567)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0012567)

Cellular process

Cell signaling (HMDB: HMDB0012567)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0012567)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0012567)

Nutrient

Nutrient (HMDB: HMDB0012567)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0012567)

Emulsifier (HMDB: HMDB0012567)

Physical Properties

State

Solid

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	0.0016 g/L	ALOGPS
logP	5.82	ALOGPS
logP	5.51	ChemAxon
logS	-5.3	ALOGPS
pKa (Strongest Acidic)	4.82	ChemAxon
pKa (Strongest Basic)	-1.9	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	101.32 m³·mol⁻¹	ChemAxon
Polarizability	38.02 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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]+	187.217	31661259
DarkChem	[M-H]-	189.143	31661259
DeepCCS	[M+H]+	189.479	30932474
DeepCCS	[M-H]-	187.121	30932474
DeepCCS	[M-2H]-	220.007	30932474
DeepCCS	[M+Na]+	195.572	30932474
AllCCS	[M+H]+	187.0	32859911
AllCCS	[M+H-H2O]+	184.1	32859911
AllCCS	[M+NH4]+	189.6	32859911
AllCCS	[M+Na]+	190.4	32859911
AllCCS	[M-H]-	185.6	32859911
AllCCS	[M+Na-2H]-	187.4	32859911
AllCCS	[M+HCOO]-	189.5	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
13-HETE	CCCCC\C=C/C(O)\C=C/C\C=C/C\C=C/CCCC(O)=O	4040.7	Standard polar	33892256
13-HETE	CCCCC\C=C/C(O)\C=C/C\C=C/C\C=C/CCCC(O)=O	2300.5	Standard non polar	33892256
13-HETE	CCCCC\C=C/C(O)\C=C/C\C=C/C\C=C/CCCC(O)=O	2511.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
13-HETE,1TMS,isomer #1	CCCCC/C=C\C(/C=C\C/C=C\C/C=C\CCCC(=O)O)O[Si](C)(C)C	2697.0	Semi standard non polar	33892256
13-HETE,1TMS,isomer #2	CCCCC/C=C\C(O)/C=C\C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C	2556.6	Semi standard non polar	33892256
13-HETE,2TMS,isomer #1	CCCCC/C=C\C(/C=C\C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2616.9	Semi standard non polar	33892256
13-HETE,1TBDMS,isomer #1	CCCCC/C=C\C(/C=C\C/C=C\C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	2928.3	Semi standard non polar	33892256
13-HETE,1TBDMS,isomer #2	CCCCC/C=C\C(O)/C=C\C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	2809.1	Semi standard non polar	33892256
13-HETE,2TBDMS,isomer #1	CCCCC/C=C\C(/C=C\C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3104.4	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 13-HETE GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udm-9573000000-fd1ef654a114fbdce8f9	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 13-HETE GC-MS (2 TMS) - 70eV, Positive	splash10-004j-9225300000-d57a6b96d837ca425c07	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 13-HETE 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 - 13-HETE 10V, Negative-QTOF	splash10-014i-0019000000-907ce78259323183429e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13-HETE 20V, Negative-QTOF	splash10-0uxr-2149000000-b29439c6107511b4f9e1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13-HETE 40V, Negative-QTOF	splash10-0a4l-9430000000-f999fd58d02e9da56145	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13-HETE 10V, Negative-QTOF	splash10-014i-0009000000-db4700af17a6033433d3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13-HETE 20V, Negative-QTOF	splash10-0gb9-1239000000-5462bef50ee96ca03f6c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13-HETE 40V, Negative-QTOF	splash10-0kfx-9241000000-28671b487cbe8094a2e3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13-HETE 10V, Positive-QTOF	splash10-0udi-0049000000-33aab7be1c53ffedfa68	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13-HETE 20V, Positive-QTOF	splash10-0zj0-7694000000-b0537b8d894c47d11ded	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13-HETE 40V, Positive-QTOF	splash10-000f-9730000000-89f61926136ab6394c48	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13-HETE 10V, Positive-QTOF	splash10-0udi-1349000000-82fcf33dd08cfc69ca34	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13-HETE 20V, Positive-QTOF	splash10-0udv-9864000000-93e04762b76a59d719c3	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 13-HETE 40V, Positive-QTOF	splash10-00kf-9610000000-18b551ab2467c2b0b627	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

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

FDB029131

KNApSAcK ID

Not Available

Chemspider ID

35032542

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53481471

PDB ID

Not Available

ChEBI ID

137345

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 ]
Oliw EH: bis-Allylic hydroxylation of linoleic acid and arachidonic acid by human hepatic monooxygenases. Biochim Biophys Acta. 1993 Feb 24;1166(2-3):258-63. [PubMed:8443245 ]
Hornsten L, Bylund J, Oliw EH: Dexamethasone induces bisallylic hydroxylation of polyunsaturated fatty acids by rat liver microsomes. Arch Biochem Biophys. 1996 Aug 15;332(2):261-8. [PubMed:8806734 ]
Bylund J, Kunz T, Valmsen K, Oliw EH: Cytochromes P450 with bisallylic hydroxylation activity on arachidonic and linoleic acids studied with human recombinant enzymes and with human and rat liver microsomes. J Pharmacol Exp Ther. 1998 Jan;284(1):51-60. [PubMed:9435160 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

Enzyme Details

2. Cytochrome P450 2C9

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. This enzyme contributes to the wide pharmacokinetics variability of the metabolism of drugs such as S-warfarin, diclofenac, phenytoin, tolbutamide and losartan.
Gene Name:: CYP2C9
Uniprot ID:: P11712
Molecular weight:: 55627.365

Enzyme Details

3. Cytochrome P450 2E1

General function:: Involved in monooxygenase activity
Specific function:: Metabolizes several precarcinogens, drugs, and solvents to reactive metabolites. Inactivates a number of drugs and xenobiotics and also bioactivates many xenobiotic substrates to their hepatotoxic or carcinogenic forms.
Gene Name:: CYP2E1
Uniprot ID:: P05181
Molecular weight:: 56848.42

Showing metabocard for 13-HETE (HMDB0012567)

MOL for HMDB0012567 (13-HETE)

3D MOL for HMDB0012567 (13-HETE)

3D SDF for HMDB0012567 (13-HETE)

3D-SDF for HMDB0012567 (13-HETE)

PDB for HMDB0012567 (13-HETE)

3D PDB for HMDB0012567 (13-HETE)

SMILES for HMDB0012567 (13-HETE)

INCHI for HMDB0012567 (13-HETE)

Structure for HMDB0012567 (13-HETE)

3D Structure for HMDB0012567 (13-HETE)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes