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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

Detected and Quantified

Creation Date

2009-07-25 00:03:40 UTC

Update Date

2022-03-07 02:51:27 UTC

HMDB ID

HMDB0012598

Secondary Accession Numbers

HMDB12598

Metabolite Identification

Common Name

17-HETE

Description

Electrolyte and fluid transport in the kidney are regulated in part by arachidonic acid and its metabolites. (±)17-HETE is the racemic version of a cytochrome P450 (CYP450) metabolite of arachidonic acid that has stereospecific effects on sodium transport in the kidney. At a concentration of 2 ¬µM the (S)-enantiomer of 17-HETE inhibits proximal tubule ATPase activity by as much as 70%, whereas the (R)-isomer is inactive.

Structure

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

HMDB0012598
     RDKit          3D
17-HETE
 55 54  0  0  0  0  0  0  0  0999 V2000
   -6.8292   -2.5000   -1.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9737   -1.6422   -0.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1424   -0.2044   -0.8349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3447    0.7521   -0.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7584    0.6575    1.3337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8535    0.4890   -0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1810    1.4748    0.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3049    2.3182    0.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8521    2.4537   -1.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5024    2.2359   -1.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5244    1.8270   -0.8809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5478    1.4626    0.5448 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9891    0.0149    0.6792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0395   -0.3753    1.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8877    0.5395    2.0770 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2794    0.7400    1.7460 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0251    0.2431    0.8101 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5395   -0.7153   -0.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3302   -1.9954   -0.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7957   -1.8530   -0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2488   -1.4115   -1.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4656   -1.0929   -1.7354 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4144   -1.3157   -2.6085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8143   -2.0038   -2.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8625   -2.6020   -0.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3471   -3.4965   -1.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4103   -1.7776    0.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9358   -1.9670   -0.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2153    0.0686   -0.6977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9172   -0.0651   -1.9025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5970    1.7774   -0.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5319   -0.2449    1.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6899   -0.5148    0.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4657    0.3450   -1.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4429    1.4768    1.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9135    3.0537    1.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5204    1.8943   -1.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1822    3.5484   -1.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3460    2.4743   -2.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5173    1.7229   -1.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3811    2.0565    1.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3213    1.6170    1.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.7067    0.1464 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2129   -1.4924    1.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3601    1.4793    2.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9359    0.0390    3.1672 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8528    1.4698    2.4217 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1226    0.5505    0.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9253   -0.3117   -1.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4963   -0.8161   -0.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1506   -2.4324    0.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9414   -2.7454   -0.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3442   -2.8223   -0.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2619   -1.1498    0.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3153   -0.5281   -3.2212 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
  4  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  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 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


  Mrv1652303262014172D          

 23 22  0  0  0  0            999 V2000
    9.6812  -15.5090    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0937  -14.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9188  -14.7945    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3313  -14.0800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1563  -14.0800    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.9188  -13.3656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0937  -13.3656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6812  -12.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0937  -11.9366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6812  -11.2221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0937  -10.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9188  -10.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3313   -9.7931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1563   -9.7931    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5688  -10.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3938  -10.5076    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8063  -11.2221    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3938  -11.9366    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8063  -12.6511    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3938  -13.3656    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8063  -14.0800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3938  -14.7945    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.6313  -14.0800    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
  4  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  9 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>
HMDB0012598

> <DATABASE_NAME>
hmdb

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

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

> <INCHI_KEY>
OPPIPPRXLIDJKN-JPURVOHMSA-N

> <FORMULA>
C20H32O3

> <MOLECULAR_WEIGHT>
320.4663

> <EXACT_MASS>
320.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
38.00484816971378

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z,8Z,11Z,14Z)-17-hydroxyicosa-5,8,11,14-tetraenoic acid

> <ALOGPS_LOGP>
5.79

> <JCHEM_LOGP>
5.200452284

> <ALOGPS_LOGS>
-5.19

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.444729922540997

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.8197721762113055

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2920754675696142

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
101.62349999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.07e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
17-hete

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0012598
     RDKit          3D
17-HETE
 55 54  0  0  0  0  0  0  0  0999 V2000
   -6.8292   -2.5000   -1.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9737   -1.6422   -0.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1424   -0.2044   -0.8349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3447    0.7521   -0.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7584    0.6575    1.3337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8535    0.4890   -0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1810    1.4748    0.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3049    2.3182    0.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8521    2.4537   -1.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5024    2.2359   -1.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5244    1.8270   -0.8809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5478    1.4626    0.5448 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9891    0.0149    0.6792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0395   -0.3753    1.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8877    0.5395    2.0770 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2794    0.7400    1.7460 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0251    0.2431    0.8101 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5395   -0.7153   -0.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3302   -1.9954   -0.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7957   -1.8530   -0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2488   -1.4115   -1.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4656   -1.0929   -1.7354 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4144   -1.3157   -2.6085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8143   -2.0038   -2.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8625   -2.6020   -0.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3471   -3.4965   -1.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4103   -1.7776    0.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9358   -1.9670   -0.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2153    0.0686   -0.6977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9172   -0.0651   -1.9025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5970    1.7774   -0.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5319   -0.2449    1.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6899   -0.5148    0.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4657    0.3450   -1.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4429    1.4768    1.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9135    3.0537    1.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5204    1.8943   -1.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1822    3.5484   -1.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3460    2.4743   -2.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5173    1.7229   -1.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3811    2.0565    1.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3213    1.6170    1.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.7067    0.1464 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2129   -1.4924    1.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3601    1.4793    2.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9359    0.0390    3.1672 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8528    1.4698    2.4217 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1226    0.5505    0.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9253   -0.3117   -1.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4963   -0.8161   -0.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1506   -2.4324    0.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9414   -2.7454   -0.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3442   -2.8223   -0.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2619   -1.1498    0.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3153   -0.5281   -3.2212 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
  4  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  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 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                                 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      18.072 -28.950   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.842 -27.616   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.382 -27.616   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.152 -26.283   0.000  0.00  0.00           C+0
HETATM    5  O   UNK     0      22.692 -26.283   0.000  0.00  0.00           O+0
HETATM    6  C   UNK     0      20.382 -24.949   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      18.842 -24.949   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.072 -23.615   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.842 -22.282   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.072 -20.948   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      18.842 -19.614   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.382 -19.614   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      21.152 -18.280   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      22.692 -18.280   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      23.462 -19.614   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      25.002 -19.614   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      25.772 -20.948   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      25.002 -22.282   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      25.772 -23.615   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      25.002 -24.949   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      25.772 -26.283   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      25.002 -27.616   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      27.312 -26.283   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   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    HMDB0012598
HETATM    1  C1  UNL     1      -6.829  -2.500  -1.316  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.974  -1.642  -0.395  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.142  -0.204  -0.835  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.345   0.752  -0.002  1.00  0.00           C  
HETATM    5  O1  UNL     1      -5.758   0.657   1.334  1.00  0.00           O  
HETATM    6  C5  UNL     1      -3.854   0.489  -0.073  1.00  0.00           C  
HETATM    7  C6  UNL     1      -3.181   1.475   0.771  1.00  0.00           C  
HETATM    8  C7  UNL     1      -2.305   2.318   0.273  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.852   2.454  -1.080  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.502   2.236  -1.527  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.524   1.827  -0.881  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.548   1.463   0.545  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.989   0.015   0.679  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.039  -0.375   1.366  1.00  0.00           C  
HETATM   15  C14 UNL     1       2.888   0.540   2.077  1.00  0.00           C  
HETATM   16  C15 UNL     1       4.279   0.740   1.746  1.00  0.00           C  
HETATM   17  C16 UNL     1       5.025   0.243   0.810  1.00  0.00           C  
HETATM   18  C17 UNL     1       4.539  -0.715  -0.200  1.00  0.00           C  
HETATM   19  C18 UNL     1       5.330  -1.995  -0.018  1.00  0.00           C  
HETATM   20  C19 UNL     1       6.796  -1.853  -0.192  1.00  0.00           C  
HETATM   21  C20 UNL     1       7.249  -1.411  -1.525  1.00  0.00           C  
HETATM   22  O2  UNL     1       8.466  -1.093  -1.735  1.00  0.00           O  
HETATM   23  O3  UNL     1       6.414  -1.316  -2.609  1.00  0.00           O  
HETATM   24  H1  UNL     1      -6.814  -2.004  -2.308  1.00  0.00           H  
HETATM   25  H2  UNL     1      -7.862  -2.602  -0.906  1.00  0.00           H  
HETATM   26  H3  UNL     1      -6.347  -3.497  -1.471  1.00  0.00           H  
HETATM   27  H4  UNL     1      -6.410  -1.778   0.627  1.00  0.00           H  
HETATM   28  H5  UNL     1      -4.936  -1.967  -0.338  1.00  0.00           H  
HETATM   29  H6  UNL     1      -7.215   0.069  -0.698  1.00  0.00           H  
HETATM   30  H7  UNL     1      -5.917  -0.065  -1.902  1.00  0.00           H  
HETATM   31  H8  UNL     1      -5.597   1.777  -0.340  1.00  0.00           H  
HETATM   32  H9  UNL     1      -5.532  -0.245   1.672  1.00  0.00           H  
HETATM   33  H10 UNL     1      -3.690  -0.515   0.440  1.00  0.00           H  
HETATM   34  H11 UNL     1      -3.466   0.345  -1.074  1.00  0.00           H  
HETATM   35  H12 UNL     1      -3.443   1.477   1.843  1.00  0.00           H  
HETATM   36  H13 UNL     1      -1.914   3.054   1.015  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.520   1.894  -1.821  1.00  0.00           H  
HETATM   38  H15 UNL     1      -2.182   3.548  -1.374  1.00  0.00           H  
HETATM   39  H16 UNL     1      -0.346   2.474  -2.645  1.00  0.00           H  
HETATM   40  H17 UNL     1       1.517   1.723  -1.412  1.00  0.00           H  
HETATM   41  H18 UNL     1       1.381   2.056   1.048  1.00  0.00           H  
HETATM   42  H19 UNL     1      -0.321   1.617   1.145  1.00  0.00           H  
HETATM   43  H20 UNL     1       0.351  -0.707   0.146  1.00  0.00           H  
HETATM   44  H21 UNL     1       2.213  -1.492   1.380  1.00  0.00           H  
HETATM   45  H22 UNL     1       2.360   1.479   2.391  1.00  0.00           H  
HETATM   46  H23 UNL     1       2.936   0.039   3.167  1.00  0.00           H  
HETATM   47  H24 UNL     1       4.853   1.470   2.422  1.00  0.00           H  
HETATM   48  H25 UNL     1       6.123   0.551   0.743  1.00  0.00           H  
HETATM   49  H26 UNL     1       4.925  -0.312  -1.226  1.00  0.00           H  
HETATM   50  H27 UNL     1       3.496  -0.816  -0.374  1.00  0.00           H  
HETATM   51  H28 UNL     1       5.151  -2.432   0.990  1.00  0.00           H  
HETATM   52  H29 UNL     1       4.941  -2.745  -0.737  1.00  0.00           H  
HETATM   53  H30 UNL     1       7.344  -2.822  -0.001  1.00  0.00           H  
HETATM   54  H31 UNL     1       7.262  -1.150   0.539  1.00  0.00           H  
HETATM   55  H32 UNL     1       6.315  -0.528  -3.221  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4   29   30
CONECT    4    5    6   31
CONECT    5   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

HMDB0012598
     RDKit          3D
17-HETE
 55 54  0  0  0  0  0  0  0  0999 V2000
   -6.8292   -2.5000   -1.3159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9737   -1.6422   -0.3949 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1424   -0.2044   -0.8349 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3447    0.7521   -0.0020 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7584    0.6575    1.3337 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8535    0.4890   -0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1810    1.4748    0.7713 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3049    2.3182    0.2727 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8521    2.4537   -1.0800 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5024    2.2359   -1.5269 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5244    1.8270   -0.8809 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5478    1.4626    0.5448 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9891    0.0149    0.6792 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0395   -0.3753    1.3664 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8877    0.5395    2.0770 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2794    0.7400    1.7460 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0251    0.2431    0.8101 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5395   -0.7153   -0.2001 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3302   -1.9954   -0.0184 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7957   -1.8530   -0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2488   -1.4115   -1.5248 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4656   -1.0929   -1.7354 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4144   -1.3157   -2.6085 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8143   -2.0038   -2.3084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8625   -2.6020   -0.9063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3471   -3.4965   -1.4705 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4103   -1.7776    0.6271 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9358   -1.9670   -0.3384 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2153    0.0686   -0.6977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9172   -0.0651   -1.9025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5970    1.7774   -0.3400 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5319   -0.2449    1.6718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6899   -0.5148    0.4398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4657    0.3450   -1.0741 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4429    1.4768    1.8432 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9135    3.0537    1.0146 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5204    1.8943   -1.8214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1822    3.5484   -1.3742 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3460    2.4743   -2.6452 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5173    1.7229   -1.4117 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3811    2.0565    1.0483 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3213    1.6170    1.1450 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3509   -0.7067    0.1464 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2129   -1.4924    1.3802 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3601    1.4793    2.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9359    0.0390    3.1672 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8528    1.4698    2.4217 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1226    0.5505    0.7431 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9253   -0.3117   -1.2262 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4963   -0.8161   -0.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1506   -2.4324    0.9905 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9414   -2.7454   -0.7374 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3442   -2.8223   -0.0008 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2619   -1.1498    0.5387 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3153   -0.5281   -3.2212 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
  4  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  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 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
(5Z,8Z,11Z,14Z)-17-Hydroxyeicosa-5,8,11,14-tetraenoic acid	ChEBI
(all-cis)-17-Hydroxy-5,8,11,14-eicosatetraenoic acid	ChEBI
(all-cis)-17-Hydroxy-5,8,11,14-icosatetraenoic acid	ChEBI
17-Hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoic acid	ChEBI
17-Hydroxyarachidonic acid	ChEBI
17-Hydroxyeicosa-all-cis-5,8,11,14-tetraenoic acid	ChEBI
(5Z,8Z,11Z,14Z)-17-Hydroxyeicosa-5,8,11,14-tetraenoate	Generator
(all-cis)-17-Hydroxy-5,8,11,14-eicosatetraenoate	Generator
(all-cis)-17-Hydroxy-5,8,11,14-icosatetraenoate	Generator
17-Hydroxy-5Z,8Z,11Z,14Z-eicosatetraenoate	Generator
17-Hydroxyarachidonate	Generator
17-Hydroxyeicosa-all-cis-5,8,11,14-tetraenoate	Generator
17-Hydroxyeicosatetraenate	HMDB

Chemical Formula

C₂₀H₃₂O₃

Average Molecular Weight

320.4663

Monoisotopic Molecular Weight

320.23514489

IUPAC Name

(5Z,8Z,11Z,14Z)-17-hydroxyicosa-5,8,11,14-tetraenoic acid

Traditional Name

17-hete

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

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

InChI Key

OPPIPPRXLIDJKN-JPURVOHMSA-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:63995 )
Hydroxy/hydroperoxyeicosatetraenoic acids (LMFA03060091 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 20671299)

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0012598)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0012598)

Source

Endogenous

Endogenous (HMDB: HMDB0012598)

Animal

Animal (HMDB: HMDB0012598)

Exogenous

Food

Food (HMDB: HMDB0012598)

Exogenous (HMDB: HMDB0012598)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0012598)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0012598)

Lipid metabolism pathway (HMDB: HMDB0012598)

Cellular process

Cell signaling (HMDB: HMDB0012598)

Biochemical process

Lipid transport (HMDB: HMDB0012598)

Role

Biological role

Energy source (HMDB: HMDB0012598)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0012598)

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	0.0021 g/L	ALOGPS
logP	5.79	ALOGPS
logP	5.2	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	4.82	ChemAxon
pKa (Strongest Basic)	-1.3	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	101.62 m³·mol⁻¹	ChemAxon
Polarizability	38 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]+	185.295	31661259
DarkChem	[M-H]-	190.659	31661259
DeepCCS	[M+H]+	186.789	30932474
DeepCCS	[M-H]-	184.431	30932474
DeepCCS	[M-2H]-	217.317	30932474
DeepCCS	[M+Na]+	192.882	30932474
AllCCS	[M+H]+	186.9	32859911
AllCCS	[M+H-H2O]+	184.0	32859911
AllCCS	[M+NH4]+	189.5	32859911
AllCCS	[M+Na]+	190.3	32859911
AllCCS	[M-H]-	185.3	32859911
AllCCS	[M+Na-2H]-	187.1	32859911
AllCCS	[M+HCOO]-	189.2	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. Predicted by Afia on May 17, 2022.	6.95 minutes	32390414
Predicted by Siyang on May 30, 2022	20.7793 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.8 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	33.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3019.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	390.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	195.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	271.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	617.3 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1039.7 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	555.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	100.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1935.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	691.5 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	1802.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	669.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	481.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	376.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	449.4 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
17-HETE	CCCC(O)C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O	4005.0	Standard polar	33892256
17-HETE	CCCC(O)C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O	2182.0	Standard non polar	33892256
17-HETE	CCCC(O)C\C=C/C\C=C/C\C=C/C\C=C/CCCC(O)=O	2512.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
17-HETE,1TMS,isomer #1	CCCC(C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O)O[Si](C)(C)C	2670.8	Semi standard non polar	33892256
17-HETE,1TMS,isomer #2	CCCC(O)C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C	2529.4	Semi standard non polar	33892256
17-HETE,2TMS,isomer #1	CCCC(C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2590.2	Semi standard non polar	33892256
17-HETE,1TBDMS,isomer #1	CCCC(C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	2912.2	Semi standard non polar	33892256
17-HETE,1TBDMS,isomer #2	CCCC(O)C/C=C\C/C=C\C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	2793.0	Semi standard non polar	33892256
17-HETE,2TBDMS,isomer #1	CCCC(C/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	3078.4	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 - 17-HETE GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f6y-9271000000-8423eea37c3794f89938	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 17-HETE GC-MS (2 TMS) - 70eV, Positive	splash10-00fs-9225400000-a91c94dc9a1b97118b96	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 17-HETE GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 17-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 - 17-HETE 10V, Positive-QTOF	splash10-0udi-0059000000-dde59914350d45dfd47d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-HETE 20V, Positive-QTOF	splash10-0zg3-3193000000-4674045d279ee6e15a09	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-HETE 40V, Positive-QTOF	splash10-000l-9750000000-b2c2270e45e9ce5f4c27	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-HETE 10V, Negative-QTOF	splash10-014i-0019000000-39231757575202d15957	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-HETE 20V, Negative-QTOF	splash10-0uxr-2059000000-f9f8abb82d8447c81c38	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-HETE 40V, Negative-QTOF	splash10-0a4l-9030000000-390a30e106741b467513	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-HETE 10V, Positive-QTOF	splash10-0uk9-2259000000-344db94740abed46caae	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-HETE 20V, Positive-QTOF	splash10-0fri-4952000000-e555ef9dfa0f703ba524	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-HETE 40V, Positive-QTOF	splash10-00l6-9700000000-f72ccc0042ead8ae3414	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-HETE 10V, Negative-QTOF	splash10-0gb9-0019000000-d8283375059aec5bd0c2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-HETE 20V, Negative-QTOF	splash10-0uxr-1059000000-c7e54aa865d55d301d1e	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 17-HETE 40V, Negative-QTOF	splash10-006x-9251000000-0e98a540aaabc694071c	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.000113 +/- 0.000021 uM	Adult (>18 years old)	Both	Normal	20671299	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029141

KNApSAcK ID

Not Available

Chemspider ID

4946802

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

6442740

PDB ID

Not Available

ChEBI ID

63995

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.

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 17-HETE (HMDB0012598)

MOL for HMDB0012598 (17-HETE)

3D MOL for HMDB0012598 (17-HETE)

3D SDF for HMDB0012598 (17-HETE)

3D-SDF for HMDB0012598 (17-HETE)

PDB for HMDB0012598 (17-HETE)

3D PDB for HMDB0012598 (17-HETE)

SMILES for HMDB0012598 (17-HETE)

INCHI for HMDB0012598 (17-HETE)

Structure for HMDB0012598 (17-HETE)

3D Structure for HMDB0012598 (17-HETE)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes