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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-23 06:20:33 UTC

Update Date

2022-03-07 03:18:00 UTC

HMDB ID

HMDB0062798

Secondary Accession Numbers

HMDB62798

Metabolite Identification

Common Name

5-hydroperoxy-15-HETE

Description

(6E,8Z,11Z)-5-hydroperoxy-15-hydroxyicosa-6,8,11,13-tetraenoic acid belongs to the class of organic compounds known as hydroperoxyeicosatetraenoic acids. These are eicosanoic acids with an attached hydroperoxyl group and four CC double bonds (6E,8Z,11Z)-5-hydroperoxy-15-hydroxyicosa-6,8,11,13-tetraenoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

  Mrv1652303231707202D          

 33 32  0  0  0  0            999 V2000
    4.9500    2.8579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    5.0013    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    5.0013    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3625    3.5724    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    4.2868    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    2.8579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2500    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4875    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7250    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1375    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 12 19  1  0  0  0  0
 19 20  1  0  0  0  0
  2 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  4  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END

HMDB0062798
     RDKit          3D
5-hydroperoxy-15-HETE
 57 56  0  0  0  0  0  0  0  0999 V2000
   -7.3241    0.3425   -2.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5095   -0.4348   -0.8733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4455   -0.0187    0.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1058   -0.3299   -0.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9730    0.0566    0.4830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6954   -0.3073   -0.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7461   -1.6881   -0.5005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4648   -0.1254    0.6125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2235    0.4688    1.7043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9649    1.1165    2.8927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1881    1.1875    3.5007 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4074    0.5969    3.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4855   -0.1787    1.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1902    0.0667    0.7523 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0106    1.2317    0.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7328    1.5178   -0.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7998    0.6886   -1.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2459    0.4550   -2.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0494   -0.2323   -0.9627 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5143   -1.5831   -0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3237   -2.2413    0.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0094   -3.4748    0.6442 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3317   -1.6882    1.1510 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0898    1.2545   -2.6628 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1732    0.4195   -3.1193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7677    1.2788   -1.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8056   -0.2656   -2.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3144    0.6132   -2.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3127   -1.5211   -1.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5330   -0.3249   -0.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5206    1.0712    0.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5919   -0.5746    1.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0419   -1.4414   -0.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9741    0.2087   -1.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0826    1.1435    0.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1069   -0.5461    1.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5914    0.2873   -1.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1588   -1.7834   -1.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6027   -0.6405    0.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5608    0.7864    1.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7907    1.6702    3.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827    1.7671    4.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8940   -0.0409    3.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1818    1.4280    3.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8941   -1.1294    1.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0936   -0.6731   -0.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0496    1.9346    1.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3282    2.4657   -0.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3708   -0.3025   -1.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3013   -0.0908   -2.9673 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6861    1.4701   -2.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0746   -0.3926   -1.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2266    0.3982   -0.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4406   -1.5333   -0.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5521   -2.2065   -1.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0047   -2.3119    1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3757    0.9170   -3.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  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
 17 24  1  0
 24 25  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 23 56  1  0
 25 57  1  0
M  END

  Mrv1652303231707202D          

 33 32  0  0  0  0            999 V2000
    4.9500    2.8579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    5.0013    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    5.0013    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3625    3.5724    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    4.2868    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    2.8579    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2500    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4875    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7250    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1375    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  2  0  0  0  0
  6  7  1  0  0  0  0
  6  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 10  2  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 12 19  1  0  0  0  0
 19 20  1  0  0  0  0
  2 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  4  0  0  0
 23 25  2  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 27 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062798

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O5/c1-2-3-9-13-18(21)14-10-7-5-4-6-8-11-15-19(25-24)16-12-17-20(22)23/h5-8,10-11,14-15,18-19,21,24H,2-4,9,12-13,16-17H2,1H3,(H,22,23)/b7-5-,8-6-,14-10?,15-11+

> <INCHI_KEY>
AZHSPOPOMNJPFD-HRIRBLAHSA-N

> <FORMULA>
C20H32O5

> <MOLECULAR_WEIGHT>
352.471

> <EXACT_MASS>
352.22497413

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
40.78907850450293

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6E,8Z,11Z)-5-hydroperoxy-15-hydroxyicosa-6,8,11,13-tetraenoic acid

> <ALOGPS_LOGP>
4.86

> <JCHEM_LOGP>
4.5748840543333325

> <ALOGPS_LOGS>
-4.37

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.712375181179896

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.390474356074989

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5758394995200065

> <JCHEM_POLAR_SURFACE_AREA>
86.99000000000001

> <JCHEM_REFRACTIVITY>
104.33519999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.51e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6E,8Z,11Z)-5-hydroperoxy-15-hydroxyicosa-6,8,11,13-tetraenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062798
     RDKit          3D
5-hydroperoxy-15-HETE
 57 56  0  0  0  0  0  0  0  0999 V2000
   -7.3241    0.3425   -2.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5095   -0.4348   -0.8733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4455   -0.0187    0.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1058   -0.3299   -0.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9730    0.0566    0.4830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6954   -0.3073   -0.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7461   -1.6881   -0.5005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4648   -0.1254    0.6125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2235    0.4688    1.7043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9649    1.1165    2.8927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1881    1.1875    3.5007 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4074    0.5969    3.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4855   -0.1787    1.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1902    0.0667    0.7523 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0106    1.2317    0.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7328    1.5178   -0.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7998    0.6886   -1.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2459    0.4550   -2.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0494   -0.2323   -0.9627 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5143   -1.5831   -0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3237   -2.2413    0.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0094   -3.4748    0.6442 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3317   -1.6882    1.1510 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0898    1.2545   -2.6628 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1732    0.4195   -3.1193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7677    1.2788   -1.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8056   -0.2656   -2.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3144    0.6132   -2.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3127   -1.5211   -1.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5330   -0.3249   -0.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5206    1.0712    0.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5919   -0.5746    1.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0419   -1.4414   -0.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9741    0.2087   -1.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0826    1.1435    0.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1069   -0.5461    1.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5914    0.2873   -1.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1588   -1.7834   -1.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6027   -0.6405    0.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5608    0.7864    1.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7907    1.6702    3.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827    1.7671    4.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8940   -0.0409    3.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1818    1.4280    3.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8941   -1.1294    1.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0936   -0.6731   -0.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0496    1.9346    1.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3282    2.4657   -0.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3708   -0.3025   -1.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3013   -0.0908   -2.9673 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6861    1.4701   -2.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0746   -0.3926   -1.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2266    0.3982   -0.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4406   -1.5333   -0.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5521   -2.2065   -1.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0047   -2.3119    1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3757    0.9170   -3.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  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
 17 24  1  0
 24 25  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 23 56  1  0
 25 57  1  0
M  END

HEADER    PROTEIN                                 23-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-MAR-17         0                                  
HETATM    1  H   UNK     0       9.240   5.335   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      10.780   5.335   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.550   6.668   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.780   8.002   0.000  0.00  0.00           C+0
HETATM    5  H   UNK     0      11.550   9.336   0.000  0.00  0.00           H+0
HETATM    6  C   UNK     0       9.240   8.002   0.000  0.00  0.00           C+0
HETATM    7  H   UNK     0       8.470   9.336   0.000  0.00  0.00           H+0
HETATM    8  C   UNK     0       8.470   6.668   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0      10.010   6.668   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0       6.930   6.668   0.000  0.00  0.00           C+0
HETATM   11  H   UNK     0       6.160   8.002   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0       6.160   5.335   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       4.620   5.335   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       3.850   4.001   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       2.310   4.001   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       1.540   2.667   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0       0.000   2.667   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       2.310   1.334   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0       6.930   4.001   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0       6.160   2.667   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      11.550   4.001   0.000  0.00  0.00           C+0
HETATM   22  H   UNK     0      10.780   2.667   0.000  0.00  0.00           H+0
HETATM   23  C   UNK     0      13.090   4.001   0.000  0.00  0.00           C+0
HETATM   24  H   UNK     0      13.860   5.335   0.000  0.00  0.00           H+0
HETATM   25  C   UNK     0      13.860   2.667   0.000  0.00  0.00           C+0
HETATM   26  H   UNK     0      13.090   1.334   0.000  0.00  0.00           H+0
HETATM   27  C   UNK     0      15.400   2.667   0.000  0.00  0.00           C+0
HETATM   28  O   UNK     0      16.170   1.334   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0      16.170   4.001   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0      17.710   4.001   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0      18.480   5.335   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      20.020   5.335   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      20.790   6.668   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3   21                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5    6                                                  
CONECT    5    4                                                            
CONECT    6    4    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   19                                                  
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
CONECT   19   12   20                                                       
CONECT   20   19                                                            
CONECT   21    2   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28   29                                                  
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   64    0
END

COMPND    HMDB0062798
HETATM    1  C1  UNL     1      -7.324   0.342  -2.150  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.509  -0.435  -0.873  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.445  -0.019   0.115  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.106  -0.330  -0.492  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.973   0.057   0.483  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.695  -0.307  -0.208  1.00  0.00           C  
HETATM    7  O1  UNL     1      -2.746  -1.688  -0.501  1.00  0.00           O  
HETATM    8  C7  UNL     1      -1.465  -0.125   0.612  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.224   0.469   1.704  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.965   1.116   2.893  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.188   1.187   3.501  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.407   0.597   3.035  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.486  -0.179   1.838  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.190   0.067   0.752  1.00  0.00           C  
HETATM   15  C14 UNL     1       3.011   1.232   0.659  1.00  0.00           C  
HETATM   16  C15 UNL     1       3.733   1.518  -0.383  1.00  0.00           C  
HETATM   17  C16 UNL     1       3.800   0.689  -1.581  1.00  0.00           C  
HETATM   18  C17 UNL     1       5.246   0.455  -2.011  1.00  0.00           C  
HETATM   19  C18 UNL     1       6.049  -0.232  -0.963  1.00  0.00           C  
HETATM   20  C19 UNL     1       5.514  -1.583  -0.624  1.00  0.00           C  
HETATM   21  C20 UNL     1       6.324  -2.241   0.424  1.00  0.00           C  
HETATM   22  O2  UNL     1       6.009  -3.475   0.644  1.00  0.00           O  
HETATM   23  O3  UNL     1       7.332  -1.688   1.151  1.00  0.00           O  
HETATM   24  O4  UNL     1       3.090   1.254  -2.663  1.00  0.00           O  
HETATM   25  O5  UNL     1       2.173   0.419  -3.119  1.00  0.00           O  
HETATM   26  H1  UNL     1      -6.768   1.279  -1.907  1.00  0.00           H  
HETATM   27  H2  UNL     1      -6.806  -0.266  -2.933  1.00  0.00           H  
HETATM   28  H3  UNL     1      -8.314   0.613  -2.607  1.00  0.00           H  
HETATM   29  H4  UNL     1      -7.313  -1.521  -1.129  1.00  0.00           H  
HETATM   30  H5  UNL     1      -8.533  -0.325  -0.459  1.00  0.00           H  
HETATM   31  H6  UNL     1      -6.521   1.071   0.223  1.00  0.00           H  
HETATM   32  H7  UNL     1      -6.592  -0.575   1.063  1.00  0.00           H  
HETATM   33  H8  UNL     1      -5.042  -1.441  -0.594  1.00  0.00           H  
HETATM   34  H9  UNL     1      -4.974   0.209  -1.428  1.00  0.00           H  
HETATM   35  H10 UNL     1      -4.083   1.143   0.709  1.00  0.00           H  
HETATM   36  H11 UNL     1      -4.107  -0.546   1.391  1.00  0.00           H  
HETATM   37  H12 UNL     1      -2.591   0.287  -1.123  1.00  0.00           H  
HETATM   38  H13 UNL     1      -3.159  -1.783  -1.391  1.00  0.00           H  
HETATM   39  H14 UNL     1      -0.603  -0.641   0.109  1.00  0.00           H  
HETATM   40  H15 UNL     1      -2.561   0.786   1.790  1.00  0.00           H  
HETATM   41  H16 UNL     1      -1.791   1.670   3.452  1.00  0.00           H  
HETATM   42  H17 UNL     1       0.183   1.767   4.464  1.00  0.00           H  
HETATM   43  H18 UNL     1       1.894  -0.041   3.902  1.00  0.00           H  
HETATM   44  H19 UNL     1       2.182   1.428   3.008  1.00  0.00           H  
HETATM   45  H20 UNL     1       0.894  -1.129   1.820  1.00  0.00           H  
HETATM   46  H21 UNL     1       2.094  -0.673  -0.053  1.00  0.00           H  
HETATM   47  H22 UNL     1       3.050   1.935   1.480  1.00  0.00           H  
HETATM   48  H23 UNL     1       4.328   2.466  -0.320  1.00  0.00           H  
HETATM   49  H24 UNL     1       3.371  -0.302  -1.423  1.00  0.00           H  
HETATM   50  H25 UNL     1       5.301  -0.091  -2.967  1.00  0.00           H  
HETATM   51  H26 UNL     1       5.686   1.470  -2.183  1.00  0.00           H  
HETATM   52  H27 UNL     1       7.075  -0.393  -1.408  1.00  0.00           H  
HETATM   53  H28 UNL     1       6.227   0.398  -0.059  1.00  0.00           H  
HETATM   54  H29 UNL     1       4.441  -1.533  -0.292  1.00  0.00           H  
HETATM   55  H30 UNL     1       5.552  -2.207  -1.557  1.00  0.00           H  
HETATM   56  H31 UNL     1       8.005  -2.312   1.616  1.00  0.00           H  
HETATM   57  H32 UNL     1       1.376   0.917  -3.438  1.00  0.00           H  
CONECT    1    2   26   27   28
CONECT    2    3   29   30
CONECT    3    4   31   32
CONECT    4    5   33   34
CONECT    5    6   35   36
CONECT    6    7    8   37
CONECT    7   38
CONECT    8    9    9   39
CONECT    9   10   40
CONECT   10   11   11   41
CONECT   11   12   42
CONECT   12   13   43   44
CONECT   13   14   14   45
CONECT   14   15   46
CONECT   15   16   16   47
CONECT   16   17   48
CONECT   17   18   24   49
CONECT   18   19   50   51
CONECT   19   20   52   53
CONECT   20   21   54   55
CONECT   21   22   22   23
CONECT   23   56
CONECT   24   25
CONECT   25   57
END

HMDB0062798
     RDKit          3D
5-hydroperoxy-15-HETE
 57 56  0  0  0  0  0  0  0  0999 V2000
   -7.3241    0.3425   -2.1499 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5095   -0.4348   -0.8733 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4455   -0.0187    0.1150 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1058   -0.3299   -0.4920 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9730    0.0566    0.4830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6954   -0.3073   -0.2076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7461   -1.6881   -0.5005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4648   -0.1254    0.6125 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2235    0.4688    1.7043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9649    1.1165    2.8927 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1881    1.1875    3.5007 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4074    0.5969    3.0352 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4855   -0.1787    1.8381 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1902    0.0667    0.7523 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0106    1.2317    0.6591 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7328    1.5178   -0.3830 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7998    0.6886   -1.5809 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2459    0.4550   -2.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0494   -0.2323   -0.9627 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5143   -1.5831   -0.6237 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3237   -2.2413    0.4243 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0094   -3.4748    0.6442 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3317   -1.6882    1.1510 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0898    1.2545   -2.6628 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.1732    0.4195   -3.1193 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7677    1.2788   -1.9074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8056   -0.2656   -2.9334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3144    0.6132   -2.6069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3127   -1.5211   -1.1289 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5330   -0.3249   -0.4593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5206    1.0712    0.2233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5919   -0.5746    1.0627 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0419   -1.4414   -0.5944 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9741    0.2087   -1.4278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0826    1.1435    0.7087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1069   -0.5461    1.3907 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5914    0.2873   -1.1227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1588   -1.7834   -1.3912 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6027   -0.6405    0.1089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5608    0.7864    1.7896 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7907    1.6702    3.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1827    1.7671    4.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8940   -0.0409    3.9021 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1818    1.4280    3.0084 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8941   -1.1294    1.8202 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0936   -0.6731   -0.0531 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0496    1.9346    1.4797 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3282    2.4657   -0.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3708   -0.3025   -1.4230 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3013   -0.0908   -2.9673 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6861    1.4701   -2.1825 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0746   -0.3926   -1.4083 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2266    0.3982   -0.0587 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4406   -1.5333   -0.2922 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5521   -2.2065   -1.5572 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0047   -2.3119    1.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3757    0.9170   -3.4376 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  2  0
 16 17  1  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
 17 24  1  0
 24 25  1  0
  1 26  1  0
  1 27  1  0
  1 28  1  0
  2 29  1  0
  2 30  1  0
  3 31  1  0
  3 32  1  0
  4 33  1  0
  4 34  1  0
  5 35  1  0
  5 36  1  0
  6 37  1  0
  7 38  1  0
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 14 46  1  0
 15 47  1  0
 16 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 20 54  1  0
 20 55  1  0
 23 56  1  0
 25 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(6E,8Z,11Z)-5-Hydroperoxy-15-hydroxyicosa-6,8,11,13-tetraenoate	Generator
5-HP-15-HETE	HMDB

Chemical Formula

C₂₀H₃₂O₅

Average Molecular Weight

352.471

Monoisotopic Molecular Weight

352.22497413

IUPAC Name

(6E,8Z,11Z)-5-hydroperoxy-15-hydroxyicosa-6,8,11,13-tetraenoic acid

Traditional Name

(6E,8Z,11Z)-5-hydroperoxy-15-hydroxyicosa-6,8,11,13-tetraenoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H32O5/c1-2-3-9-13-18(21)14-10-7-5-4-6-8-11-15-19(25-24)16-12-17-20(22)23/h5-8,10-11,14-15,18-19,21,24H,2-4,9,12-13,16-17H2,1H3,(H,22,23)/b7-5-,8-6-,14-10?,15-11+

InChI Key

AZHSPOPOMNJPFD-HRIRBLAHSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Hydroperoxyeicosatetraenoic acids

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0062798)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.015 g/l	ALOGPS
LogP	4.86	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.86	ALOGPS
logP	4.57	ChemAxon
logS	-4.4	ALOGPS
pKa (Strongest Acidic)	4.39	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	86.99 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	104.34 m³·mol⁻¹	ChemAxon
Polarizability	40.79 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	191.667	31661259
DarkChem	[M-H]-	195.825	31661259
DeepCCS	[M+H]+	195.591	30932474
DeepCCS	[M-H]-	193.695	30932474
DeepCCS	[M-2H]-	226.936	30932474
DeepCCS	[M+Na]+	201.368	30932474
AllCCS	[M+H]+	194.1	32859911
AllCCS	[M+H-H2O]+	191.3	32859911
AllCCS	[M+NH4]+	196.6	32859911
AllCCS	[M+Na]+	197.3	32859911
AllCCS	[M-H]-	190.4	32859911
AllCCS	[M+Na-2H]-	192.3	32859911
AllCCS	[M+HCOO]-	194.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-hydroperoxy-15-HETE	[H]\C(C\C([H])=C(\[H])C([H])=C([H])C(CCCC(O)=O)OO)=C(/[H])C([H])=C([H])C(O)CCCCC	4463.3	Standard polar	33892256
5-hydroperoxy-15-HETE	[H]\C(C\C([H])=C(\[H])C([H])=C([H])C(CCCC(O)=O)OO)=C(/[H])C([H])=C([H])C(O)CCCCC	2490.0	Standard non polar	33892256
5-hydroperoxy-15-HETE	[H]\C(C\C([H])=C(\[H])C([H])=C([H])C(CCCC(O)=O)OO)=C(/[H])C([H])=C([H])C(O)CCCCC	2709.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-hydroperoxy-15-HETE,1TMS,isomer #1	CCCCCC(O)C=C/C=C\C/C=C\C=CC(CCCC(=O)O[Si](C)(C)C)OO	2987.7	Semi standard non polar	33892256
5-hydroperoxy-15-HETE,1TMS,isomer #2	CCCCCC(C=C/C=C\C/C=C\C=CC(CCCC(=O)O)OO)O[Si](C)(C)C	3084.2	Semi standard non polar	33892256
5-hydroperoxy-15-HETE,2TMS,isomer #1	CCCCCC(C=C/C=C\C/C=C\C=CC(CCCC(=O)O[Si](C)(C)C)OO)O[Si](C)(C)C	3026.7	Semi standard non polar	33892256
5-hydroperoxy-15-HETE,1TBDMS,isomer #1	CCCCCC(O)C=C/C=C\C/C=C\C=CC(CCCC(=O)O[Si](C)(C)C(C)(C)C)OO	3235.2	Semi standard non polar	33892256
5-hydroperoxy-15-HETE,1TBDMS,isomer #2	CCCCCC(C=C/C=C\C/C=C\C=CC(CCCC(=O)O)OO)O[Si](C)(C)C(C)(C)C	3330.1	Semi standard non polar	33892256
5-hydroperoxy-15-HETE,2TBDMS,isomer #1	CCCCCC(C=C/C=C\C/C=C\C=CC(CCCC(=O)O[Si](C)(C)C(C)(C)C)OO)O[Si](C)(C)C(C)(C)C	3496.5	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 - 5-hydroperoxy-15-HETE GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f77-9775000000-1790185f450106549992	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-hydroperoxy-15-HETE GC-MS (2 TMS) - 70eV, Positive	splash10-05ei-9021500000-f9f622634fc1b304b266	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-hydroperoxy-15-HETE GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-hydroperoxy-15-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 - 5-hydroperoxy-15-HETE 10V, Positive-QTOF	splash10-000i-0019000000-2dd31a8c017ea9419128	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-hydroperoxy-15-HETE 20V, Positive-QTOF	splash10-0k9i-4189000000-5157e0945f20583bfea2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-hydroperoxy-15-HETE 40V, Positive-QTOF	splash10-0006-9640000000-3658380f6bf4330f2ce4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-hydroperoxy-15-HETE 10V, Negative-QTOF	splash10-0udi-0009000000-16fc87e5801f4636a20f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-hydroperoxy-15-HETE 20V, Negative-QTOF	splash10-0f8i-3049000000-e2fa3722c5358d9d6dfa	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-hydroperoxy-15-HETE 40V, Negative-QTOF	splash10-0a4l-9141000000-17b2ab6a1ef171bd4803	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-hydroperoxy-15-HETE 10V, Negative-QTOF	splash10-0udi-0009000000-2b50398ca1f93d438f1e	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-hydroperoxy-15-HETE 20V, Negative-QTOF	splash10-0ldi-1149000000-b5b038bf10b80ae8e013	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-hydroperoxy-15-HETE 40V, Negative-QTOF	splash10-052f-9170000000-a1697298679671e2a230	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-hydroperoxy-15-HETE 10V, Positive-QTOF	splash10-0uy0-0039000000-7b2b60d981a4a2b71d2d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-hydroperoxy-15-HETE 20V, Positive-QTOF	splash10-0uy0-1197000000-2d877a073949db6ae09b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-hydroperoxy-15-HETE 40V, Positive-QTOF	splash10-0aor-4940000000-243d3f142d9f88a2e0da	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 5-hydroperoxy-15-HETE (HMDB0062798)

MOL for HMDB0062798 (5-hydroperoxy-15-HETE)

3D MOL for HMDB0062798 (5-hydroperoxy-15-HETE)

3D SDF for HMDB0062798 (5-hydroperoxy-15-HETE)

3D-SDF for HMDB0062798 (5-hydroperoxy-15-HETE)

PDB for HMDB0062798 (5-hydroperoxy-15-HETE)

3D PDB for HMDB0062798 (5-hydroperoxy-15-HETE)

SMILES for HMDB0062798 (5-hydroperoxy-15-HETE)

INCHI for HMDB0062798 (5-hydroperoxy-15-HETE)

Structure for HMDB0062798 (5-hydroperoxy-15-HETE)

3D Structure for HMDB0062798 (5-hydroperoxy-15-HETE)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra