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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (24) Show 24 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-10-29 12:42:11 UTC

Update Date

2022-03-07 02:51:03 UTC

HMDB ID

HMDB0011136

Secondary Accession Numbers

HMDB11136

Metabolite Identification

Common Name

19(S)-HETE

Description

19(S)-HETE, also known as 19-HETE, 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. Thus, 19(S)-hete is considered to be an eicosanoid lipid molecule. 19(S)-HETE is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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

HMDB0011136
     RDKit          3D
19(S)-HETE
 55 54  0  0  0  0  0  0  0  0999 V2000
   -5.8782   -2.4610   -0.8845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4109   -1.0553   -1.2021 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0463   -0.9129   -1.3020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1831    0.0271   -0.5787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3566    0.1504    0.8578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2002    0.3369    1.7745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2699   -0.7689    1.7785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9945   -0.7730    1.5189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3403    0.5146    1.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2770    0.8299    2.1230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0288    0.9742    1.7498 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4480    0.8358    0.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0445    2.1202   -0.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2659    2.2196   -0.5045 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1802    1.0612   -0.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3079    1.3656    0.2994 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5319    1.4314   -0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9087    1.2091   -1.5067 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8938    0.0072   -1.4617 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0844   -1.1373   -0.8529 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9141   -2.3584   -0.7513 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0968   -2.3163   -1.1470 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3423   -3.5068   -0.2180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4920   -2.8532    0.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4655   -3.1283   -1.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9685   -2.4478   -0.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7249   -0.9838   -2.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8313   -0.1784   -1.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6709    0.9993   -0.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2112    0.0337   -1.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9959    1.1012    1.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0801   -0.6266    1.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7985    1.3514    1.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5995    0.4606    2.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7026   -1.7638    2.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4306   -1.6904    1.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0482    1.3660    1.0460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9213    0.3808    0.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5754    0.9399    3.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6916    1.2078    2.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2705    0.4387   -0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2343    0.0410    0.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918    3.0255   -0.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7203    3.1797   -0.8193 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4500    1.0368   -1.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7919    0.0856   -0.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0517    1.5385    1.3621 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3802    1.6651    0.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1807    0.9052   -2.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5618    2.0503   -1.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6946    0.2748   -0.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2187   -0.2328   -2.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6497   -0.8418    0.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2197   -1.3987   -1.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5171   -3.7292    0.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  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  6
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 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


  Mrv0541 02241201202D          

 23 22  0  0  1  0            999 V2000
   18.6039   -9.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3184   -9.2959    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.3184   -8.4709    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6039  -10.5334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8894  -10.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.8894  -11.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.1750  -12.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.4605  -11.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0329   -9.7084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.7460  -12.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0315  -11.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0315  -10.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3170  -10.5334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6026  -10.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6026  -11.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8881  -12.1834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1736  -11.7709    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1736  -10.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4592  -10.5334    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7446  -10.9459    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0302  -10.5334    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   10.0302   -9.7084    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3157  -10.9459    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  1  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
  2  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  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0011136

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O3/c1-19(21)17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-20(22)23/h3-6,9-12,19,21H,2,7-8,13-18H2,1H3,(H,22,23)/b5-3-,6-4-,11-9-,12-10-/t19-/m0/s1

> <INCHI_KEY>
XFUXZHQUWPFWPR-DZBJBCEBSA-N

> <FORMULA>
C20H32O3

> <MOLECULAR_WEIGHT>
320.4663

> <EXACT_MASS>
320.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
37.93337533984214

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z,8Z,11Z,14Z,19S)-19-hydroxyicosa-5,8,11,14-tetraenoic acid

> <ALOGPS_LOGP>
5.80

> <JCHEM_LOGP>
5.122498554

> <ALOGPS_LOGS>
-5.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.759137070540817

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.819772008812503

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5919536136356913

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
101.70050000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.79e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
19S-hete

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0011136
     RDKit          3D
19(S)-HETE
 55 54  0  0  0  0  0  0  0  0999 V2000
   -5.8782   -2.4610   -0.8845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4109   -1.0553   -1.2021 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0463   -0.9129   -1.3020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1831    0.0271   -0.5787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3566    0.1504    0.8578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2002    0.3369    1.7745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2699   -0.7689    1.7785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9945   -0.7730    1.5189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3403    0.5146    1.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2770    0.8299    2.1230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0288    0.9742    1.7498 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4480    0.8358    0.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0445    2.1202   -0.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2659    2.2196   -0.5045 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1802    1.0612   -0.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3079    1.3656    0.2994 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5319    1.4314   -0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9087    1.2091   -1.5067 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8938    0.0072   -1.4617 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0844   -1.1373   -0.8529 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9141   -2.3584   -0.7513 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0968   -2.3163   -1.1470 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3423   -3.5068   -0.2180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4920   -2.8532    0.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4655   -3.1283   -1.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9685   -2.4478   -0.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7249   -0.9838   -2.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8313   -0.1784   -1.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6709    0.9993   -0.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2112    0.0337   -1.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9959    1.1012    1.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0801   -0.6266    1.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7985    1.3514    1.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5995    0.4606    2.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7026   -1.7638    2.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4306   -1.6904    1.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0482    1.3660    1.0460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9213    0.3808    0.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5754    0.9399    3.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6916    1.2078    2.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2705    0.4387   -0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2343    0.0410    0.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918    3.0255   -0.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7203    3.1797   -0.8193 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4500    1.0368   -1.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7919    0.0856   -0.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0517    1.5385    1.3621 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3802    1.6651    0.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1807    0.9052   -2.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5618    2.0503   -1.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6946    0.2748   -0.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2187   -0.2328   -2.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6497   -0.8418    0.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2197   -1.3987   -1.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5171   -3.7292    0.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  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  6
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 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                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      34.727 -18.122   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      36.061 -17.352   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      36.061 -15.812   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      34.727 -19.662   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      33.394 -20.432   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      33.394 -21.972   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      32.060 -22.742   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      30.726 -21.972   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      37.395 -18.122   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      29.393 -22.742   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      28.059 -21.972   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      28.059 -20.432   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      26.725 -19.662   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      25.392 -20.432   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      25.392 -21.972   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      24.058 -22.742   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      22.724 -21.972   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      22.724 -20.432   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      21.391 -19.662   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      20.057 -20.432   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      18.723 -19.662   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      18.723 -18.122   0.000  0.00  0.00           C+0
HETATM   23  O   UNK     0      17.389 -20.432   0.000  0.00  0.00           O+0
CONECT    1    2    4                                                       
CONECT    2    1    3    9                                                  
CONECT    3    2                                                            
CONECT    4    1    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7   10                                                       
CONECT    9    2                                                            
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    HMDB0011136
HETATM    1  C1  UNL     1      -5.878  -2.461  -0.885  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.411  -1.055  -1.202  1.00  0.00           C  
HETATM    3  O1  UNL     1      -4.046  -0.913  -1.302  1.00  0.00           O  
HETATM    4  C3  UNL     1      -6.183   0.027  -0.579  1.00  0.00           C  
HETATM    5  C4  UNL     1      -6.357   0.150   0.858  1.00  0.00           C  
HETATM    6  C5  UNL     1      -5.200   0.337   1.775  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.270  -0.769   1.779  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.995  -0.773   1.519  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.340   0.515   1.159  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.277   0.830   2.123  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.029   0.974   1.750  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.448   0.836   0.324  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.045   2.120  -0.097  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.266   2.220  -0.504  1.00  0.00           C  
HETATM   15  C14 UNL     1       3.180   1.061  -0.592  1.00  0.00           C  
HETATM   16  C15 UNL     1       4.308   1.366   0.299  1.00  0.00           C  
HETATM   17  C16 UNL     1       5.532   1.431  -0.119  1.00  0.00           C  
HETATM   18  C17 UNL     1       5.909   1.209  -1.507  1.00  0.00           C  
HETATM   19  C18 UNL     1       6.894   0.007  -1.462  1.00  0.00           C  
HETATM   20  C19 UNL     1       6.084  -1.137  -0.853  1.00  0.00           C  
HETATM   21  C20 UNL     1       6.914  -2.358  -0.751  1.00  0.00           C  
HETATM   22  O2  UNL     1       8.097  -2.316  -1.147  1.00  0.00           O  
HETATM   23  O3  UNL     1       6.342  -3.507  -0.218  1.00  0.00           O  
HETATM   24  H1  UNL     1      -5.492  -2.853   0.055  1.00  0.00           H  
HETATM   25  H2  UNL     1      -5.465  -3.128  -1.695  1.00  0.00           H  
HETATM   26  H3  UNL     1      -6.968  -2.448  -0.863  1.00  0.00           H  
HETATM   27  H4  UNL     1      -5.725  -0.984  -2.340  1.00  0.00           H  
HETATM   28  H5  UNL     1      -3.831  -0.178  -1.910  1.00  0.00           H  
HETATM   29  H6  UNL     1      -5.671   0.999  -0.926  1.00  0.00           H  
HETATM   30  H7  UNL     1      -7.211   0.034  -1.060  1.00  0.00           H  
HETATM   31  H8  UNL     1      -6.996   1.101   1.015  1.00  0.00           H  
HETATM   32  H9  UNL     1      -7.080  -0.627   1.283  1.00  0.00           H  
HETATM   33  H10 UNL     1      -4.799   1.351   1.572  1.00  0.00           H  
HETATM   34  H11 UNL     1      -5.600   0.461   2.845  1.00  0.00           H  
HETATM   35  H12 UNL     1      -4.703  -1.764   2.042  1.00  0.00           H  
HETATM   36  H13 UNL     1      -2.431  -1.690   1.565  1.00  0.00           H  
HETATM   37  H14 UNL     1      -3.048   1.366   1.046  1.00  0.00           H  
HETATM   38  H15 UNL     1      -1.921   0.381   0.151  1.00  0.00           H  
HETATM   39  H16 UNL     1      -1.575   0.940   3.175  1.00  0.00           H  
HETATM   40  H17 UNL     1       0.692   1.208   2.534  1.00  0.00           H  
HETATM   41  H18 UNL     1      -0.270   0.439  -0.371  1.00  0.00           H  
HETATM   42  H19 UNL     1       1.234   0.041   0.413  1.00  0.00           H  
HETATM   43  H20 UNL     1       0.392   3.025  -0.050  1.00  0.00           H  
HETATM   44  H21 UNL     1       2.720   3.180  -0.819  1.00  0.00           H  
HETATM   45  H22 UNL     1       3.450   1.037  -1.688  1.00  0.00           H  
HETATM   46  H23 UNL     1       2.792   0.086  -0.292  1.00  0.00           H  
HETATM   47  H24 UNL     1       4.052   1.539   1.362  1.00  0.00           H  
HETATM   48  H25 UNL     1       6.380   1.665   0.569  1.00  0.00           H  
HETATM   49  H26 UNL     1       5.181   0.905  -2.232  1.00  0.00           H  
HETATM   50  H27 UNL     1       6.562   2.050  -1.860  1.00  0.00           H  
HETATM   51  H28 UNL     1       7.695   0.275  -0.769  1.00  0.00           H  
HETATM   52  H29 UNL     1       7.219  -0.233  -2.485  1.00  0.00           H  
HETATM   53  H30 UNL     1       5.650  -0.842   0.115  1.00  0.00           H  
HETATM   54  H31 UNL     1       5.220  -1.399  -1.510  1.00  0.00           H  
HETATM   55  H32 UNL     1       6.517  -3.729   0.762  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3    4   27
CONECT    3   28
CONECT    4    5   29   30
CONECT    5    6   31   32
CONECT    6    7   33   34
CONECT    7    8    8   35
CONECT    8    9   36
CONECT    9   10   37   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

HMDB0011136
     RDKit          3D
19(S)-HETE
 55 54  0  0  0  0  0  0  0  0999 V2000
   -5.8782   -2.4610   -0.8845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4109   -1.0553   -1.2021 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.0463   -0.9129   -1.3020 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1831    0.0271   -0.5787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3566    0.1504    0.8578 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2002    0.3369    1.7745 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2699   -0.7689    1.7785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9945   -0.7730    1.5189 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3403    0.5146    1.1588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2770    0.8299    2.1230 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0288    0.9742    1.7498 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4480    0.8358    0.3240 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0445    2.1202   -0.0966 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2659    2.2196   -0.5045 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1802    1.0612   -0.5921 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3079    1.3656    0.2994 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5319    1.4314   -0.1189 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9087    1.2091   -1.5067 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8938    0.0072   -1.4617 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0844   -1.1373   -0.8529 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9141   -2.3584   -0.7513 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0968   -2.3163   -1.1470 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3423   -3.5068   -0.2180 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4920   -2.8532    0.0547 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4655   -3.1283   -1.6948 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9685   -2.4478   -0.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7249   -0.9838   -2.3397 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8313   -0.1784   -1.9102 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6709    0.9993   -0.9264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2112    0.0337   -1.0603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9959    1.1012    1.0150 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0801   -0.6266    1.2832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7985    1.3514    1.5723 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5995    0.4606    2.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7026   -1.7638    2.0416 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4306   -1.6904    1.5648 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0482    1.3660    1.0460 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9213    0.3808    0.1510 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5754    0.9399    3.1747 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6916    1.2078    2.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2705    0.4387   -0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2343    0.0410    0.4132 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3918    3.0255   -0.0499 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7203    3.1797   -0.8193 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4500    1.0368   -1.6877 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7919    0.0856   -0.2925 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0517    1.5385    1.3621 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3802    1.6651    0.5689 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1807    0.9052   -2.2322 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5618    2.0503   -1.8604 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6946    0.2748   -0.7688 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2187   -0.2328   -2.4854 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6497   -0.8418    0.1150 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2197   -1.3987   -1.5099 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5171   -3.7292    0.7624 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  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  6
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 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
(19S)-Hydroxyeicosatetraenoic acid	Kegg
(19S)-Hydroxyicosatetraenoic acid	Kegg
(19S)-Hydroxy arachidonic acid	Kegg
(19S)-Hydroxyeicosatetraenoate	Generator
(19S)-Hydroxyicosatetraenoate	Generator
(19S)-Hydroxy arachidonate	Generator
(19S,5Z,8Z,11Z,14Z)-19-Hydroxy-5,8,11,14-eicosatetraenoic acid	HMDB
(5Z,8Z,11Z,14Z)-(19S)-19-Hydroxyeicosa-5,8,11,14-tetraenoic acid	HMDB
(5Z,8Z,11Z,14Z,19S)-19-Hydroxyeicosa-5,8,11,14-tetraenoic acid	HMDB
(5Z,8Z,11Z,14Z,19S)-19-Hydroxyicosa-5,8,11,14-tetraenoic acid	HMDB
19(S)-Hydroxy-all-cis-5,8,11,14-eicosatetraenoic acid	HMDB
19(S)-Hydroxyeicosa-5(Z),8(Z),11(Z),14(Z)-tetraenoic acid	HMDB
(19S,5Z,8Z,11Z,14Z)-19-Hydroxy-5,8,11,14-eicosatetraenoate	HMDB
(5Z,8Z,11Z,14Z)-(19S)-19-Hydroxyeicosa-5,8,11,14-tetraenoate	HMDB
(5Z,8Z,11Z,14Z,19S)-19-Hydroxyeicosa-5,8,11,14-tetraenoate	HMDB
(5Z,8Z,11Z,14Z,19S)-19-Hydroxyicosa-5,8,11,14-tetraenoate	HMDB
19(S)-Hydroxy-all-cis-5,8,11,14-eicosatetraenoate	HMDB
19(S)-Hydroxyeicosa-5(Z),8(Z),11(Z),14(Z)-tetraenoate	HMDB
19(S)-Hydroxyeicosatetraenoic acid	HMDB
19-HETE	HMDB
19-Hydroxy-5,8,11,14-eicosatetraenoic acid	HMDB

Chemical Formula

C₂₀H₃₂O₃

Average Molecular Weight

320.4663

Monoisotopic Molecular Weight

320.23514489

IUPAC Name

(5Z,8Z,11Z,14Z,19S)-19-hydroxyicosa-5,8,11,14-tetraenoic acid

Traditional Name

19S-hete

CAS Registry Number

79551-85-2

SMILES

C[C@H](O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O

InChI Identifier

InChI=1S/C20H32O3/c1-19(21)17-15-13-11-9-7-5-3-2-4-6-8-10-12-14-16-18-20(22)23/h3-6,9-12,19,21H,2,7-8,13-18H2,1H3,(H,22,23)/b5-3-,6-4-,11-9-,12-10-/t19-/m0/s1

InChI Key

XFUXZHQUWPFWPR-DZBJBCEBSA-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

HETE (CHEBI:34185 )
Hydroxy/hydroperoxyeicosatetraenoic acids (LMFA03060074 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0011136)
Membrane (HMDB: HMDB0011136)

Source

Exogenous

Exogenous (HMDB: HMDB0011136)

Food

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Endogenous

Endogenous (HMDB: HMDB0011136)

Process

Naturally occurring process

Biological process

Biochemical pathway

Disease pathway

Leukotriene C4 Synthesis Deficiency (PathBank: SMP0120510)

Metabolic pathway

Arachidonic Acid Metabolism (PathBank: SMP0087315)

Drug action pathway

Piroxicam Action Pathway (PathBank: SMP0000077)
Acetylsalicylic Acid Action Pathway (PathBank: SMP0000083)
Etodolac Action Pathway (PathBank: SMP0000084)
Ketoprofen Action Pathway (PathBank: SMP0000085)
Ibuprofen Action Pathway (PathBank: SMP0000086)
Rofecoxib Action Pathway (PathBank: SMP0000087)
Diclofenac Action Pathway (PathBank: SMP0000093)
Sulindac Action Pathway (PathBank: SMP0000094)
Celecoxib Action Pathway (PathBank: SMP0000096)
Ketorolac Action Pathway (PathBank: SMP0000098)
Suprofen Action Pathway (PathBank: SMP0000101)
Bromfenac Action Pathway (PathBank: SMP0000102)
Indomethacin Action Pathway (PathBank: SMP0000104)
Mefenamic Acid Action Pathway (PathBank: SMP0000109)
Oxaprozin Action Pathway (PathBank: SMP0000113)
Nabumetone Action Pathway (PathBank: SMP0000114)
Naproxen Action Pathway (PathBank: SMP0000120)
Diflunisal Action Pathway (PathBank: SMP0000289)
Meloxicam Action Pathway (PathBank: SMP0000106)
Valdecoxib Action Pathway (PathBank: SMP0000116)
Antipyrine Action Pathway (PathBank: SMP0000692)
Antrafenine Action Pathway (PathBank: SMP0000693)
Carprofen Action Pathway (PathBank: SMP0000694)
Etoricoxib Action Pathway (PathBank: SMP0000695)
Fenoprofen Action Pathway (PathBank: SMP0000696)
Flurbiprofen Action Pathway (PathBank: SMP0000697)
Magnesium salicylate Action Pathway (PathBank: SMP0000698)
Lumiracoxib Action Pathway (PathBank: SMP0000699)
Lornoxicam Action Pathway (PathBank: SMP0000700)
Phenylbutazone Action Pathway (PathBank: SMP0000701)
Nepafenac Action Pathway (PathBank: SMP0000702)
Trisalicylate-choline Action Pathway (PathBank: SMP0000703)
Tolmetin Action Pathway (PathBank: SMP0000704)
Tiaprofenic Acid Action Pathway (PathBank: SMP0000705)
Tenoxicam Action Pathway (PathBank: SMP0000706)
Salsalate Action Pathway (PathBank: SMP0000707)
Salicylate-sodium Action Pathway (PathBank: SMP0000708)
Salicylic Acid Action Pathway (PathBank: SMP0000709)
Acetaminophen Action Pathway (PathBank: SMP0000710)

Role

Not Available

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	0.0018 g/L	ALOGPS
logP	5.8	ALOGPS
logP	5.12	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	4.82	ChemAxon
pKa (Strongest Basic)	-1.6	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	101.7 m³·mol⁻¹	ChemAxon
Polarizability	37.93 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]+	187.99	31661259
DarkChem	[M-H]-	187.806	31661259
DeepCCS	[M+H]+	182.261	30932474
DeepCCS	[M-H]-	179.902	30932474
DeepCCS	[M-2H]-	212.788	30932474
DeepCCS	[M+Na]+	188.354	30932474
AllCCS	[M+H]+	186.1	32859911
AllCCS	[M+H-H2O]+	183.3	32859911
AllCCS	[M+NH4]+	188.8	32859911
AllCCS	[M+Na]+	189.6	32859911
AllCCS	[M-H]-	185.1	32859911
AllCCS	[M+Na-2H]-	186.9	32859911
AllCCS	[M+HCOO]-	189.0	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter)). Predicted by Afia on May 17, 2022.	6.9 minutes	32390414
Predicted by Siyang on May 30, 2022	21.3381 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.83 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	34.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3086.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	406.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	196.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	281.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	626.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1007.0 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	558.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	105.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1983.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	709.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1720.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	719.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	493.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	383.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	480.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
19(S)-HETE	C[C@H](O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O	4100.1	Standard polar	33892256
19(S)-HETE	C[C@H](O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O	2297.8	Standard non polar	33892256
19(S)-HETE	C[C@H](O)CCC\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O	2541.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
19(S)-HETE,1TMS,isomer #1	C[C@@H](CCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O)O[Si](C)(C)C	2738.4	Semi standard non polar	33892256
19(S)-HETE,1TMS,isomer #2	C[C@H](O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C	2588.2	Semi standard non polar	33892256
19(S)-HETE,2TMS,isomer #1	C[C@@H](CCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2640.6	Semi standard non polar	33892256
19(S)-HETE,1TBDMS,isomer #1	C[C@@H](CCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	2964.0	Semi standard non polar	33892256
19(S)-HETE,1TBDMS,isomer #2	C[C@H](O)CCC/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	2833.3	Semi standard non polar	33892256
19(S)-HETE,2TBDMS,isomer #1	C[C@@H](CCC/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	3137.8	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 - 19(S)-HETE GC-MS (Non-derivatized) - 70eV, Positive	splash10-0005-6292000000-1a4a0cc055f0f52bee8c	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 19(S)-HETE GC-MS (2 TMS) - 70eV, Positive	splash10-00vj-9635300000-ddd79a51cb3e293f5b4b	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 19(S)-HETE GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 19(S)-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 - 19(S)-HETE 10V, Positive-QTOF	splash10-0udr-0069000000-bcd73cb5c2ca39714620	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19(S)-HETE 20V, Positive-QTOF	splash10-0pbl-1293000000-7c8dfeee4766c9e44f52	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19(S)-HETE 40V, Positive-QTOF	splash10-05mo-6890000000-4d27ffebd9931a2a5460	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19(S)-HETE 10V, Negative-QTOF	splash10-014i-0029000000-23e9177a6684968df939	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19(S)-HETE 20V, Negative-QTOF	splash10-0uxr-0059000000-7e85f8ef6206e7d6e99f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19(S)-HETE 40V, Negative-QTOF	splash10-0a4i-9061000000-39ff83e91f7f47810968	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19(S)-HETE 10V, Negative-QTOF	splash10-014i-0009000000-e186d794a57d5ac55a7e	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19(S)-HETE 20V, Negative-QTOF	splash10-0uxr-2029000000-db5df64eb5908fb6cf75	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19(S)-HETE 40V, Negative-QTOF	splash10-0006-9220000000-683e467984277e91af8a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19(S)-HETE 10V, Positive-QTOF	splash10-0udi-1349000000-37252a205e1048fb66a7	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19(S)-HETE 20V, Positive-QTOF	splash10-0f79-2931000000-bdbc26c045eb5d9cb272	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 19(S)-HETE 40V, Positive-QTOF	splash10-00l6-9800000000-312a8e774b71e9f31e1d	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Arachidonic Acid Metabolism
Leukotriene C4 Synthesis Deficiency		Not Available
Piroxicam Action Pathway		Not Available
Acetylsalicylic Acid Action Pathway		Not Available
Etodolac Action Pathway		Not Available

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

FDB027914

KNApSAcK ID

Not Available

Chemspider ID

7827806

KEGG Compound ID

C14749

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

9548883

PDB ID

Not Available

ChEBI ID

34185

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.

Only showing the first 10 proteins. There are 24 proteins in total.

Show all enzymes and transporters

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 2C19

General function:: Involved in monooxygenase activity
Specific function:: Responsible for the metabolism of a number of therapeutic agents such as the anticonvulsant drug S-mephenytoin, omeprazole, proguanil, certain barbiturates, diazepam, propranolol, citalopram and imipramine.
Gene Name:: CYP2C19
Uniprot ID:: P33261
Molecular weight:: 55944.565

Enzyme Details

4. 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

Enzyme Details

5. Cytochrome P450 3A43

General function:: Involved in monooxygenase activity
Specific function:: Exhibits low testosterone 6-beta-hydroxylase activity.
Gene Name:: CYP3A43
Uniprot ID:: Q9HB55
Molecular weight:: 57756.285

Enzyme Details

6. Cytochrome P450 1B1

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. Participates in the metabolism of an as-yet-unknown biologically active molecule that is a participant in eye development.
Gene Name:: CYP1B1
Uniprot ID:: Q16678
Molecular weight:: 60845.33

Enzyme Details

7. Cytochrome P450 2C18

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.
Gene Name:: CYP2C18
Uniprot ID:: P33260
Molecular weight:: 55710.075

Enzyme Details

8. Cytochrome P450 2F1

General function:: Secondary metabolites biosynthesis, transport and catabolism
Specific function:: May be involved in the metabolism of various pneumotoxicants including naphthalene. Is able to dealkylate ethoxycoumarin, propoxycoumarin, and pentoxyresorufin but possesses no activity toward ethoxyresorufin and only trace dearylation activity toward benzyloxyresorufin. Bioactivates 3-methylindole (3MI) by dehydrogenation to the putative electrophile 3-methylene-indolenine.
Gene Name:: CYP2F1
Uniprot ID:: P24903
Molecular weight:: 55500.64

Enzyme Details

9. Cytochrome P450 4X1

General function:: Involved in monooxygenase activity
Specific function:: Not Available
Gene Name:: CYP4X1
Uniprot ID:: Q8N118
Molecular weight:: 58874.62

Enzyme Details

10. Cytochrome P450 2B6

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. Acts as a 1,4-cineole 2-exo-monooxygenase.
Gene Name:: CYP2B6
Uniprot ID:: P20813
Molecular weight:: 56277.81

Only showing the first 10 proteins. There are 24 proteins in total.

Show all enzymes and transporters

Showing metabocard for 19(S)-HETE (HMDB0011136)

MOL for HMDB0011136 (19(S)-HETE)

3D MOL for HMDB0011136 (19(S)-HETE)

3D SDF for HMDB0011136 (19(S)-HETE)

3D-SDF for HMDB0011136 (19(S)-HETE)

PDB for HMDB0011136 (19(S)-HETE)

3D PDB for HMDB0011136 (19(S)-HETE)

SMILES for HMDB0011136 (19(S)-HETE)

INCHI for HMDB0011136 (19(S)-HETE)

Structure for HMDB0011136 (19(S)-HETE)

3D Structure for HMDB0011136 (19(S)-HETE)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes