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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-21 06:15:35 UTC

Update Date

2022-03-07 03:17:54 UTC

HMDB ID

HMDB0062410

Secondary Accession Numbers

HMDB62410

Metabolite Identification

Common Name

5,6-epoxy,18R-HEPE

Description

4-{3-[(1E,3E,5E,8Z,10E,12R)-12-hydroxytetradeca-1,3,5,8,10-pentaen-1-yl]oxiran-2-yl}butanoic acid, also known as 5,6-epoxy,18R-hydroxy-7E,9E,11Z,14Z,16E-eicosapentaenoic acid, belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms. 4-{3-[(1E,3E,5E,8Z,10E,12R)-12-hydroxytetradeca-1,3,5,8,10-pentaen-1-yl]oxiran-2-yl}butanoic 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


  Mrv1652303211707152D          

 37 37  0  0  1  0            999 V2000
   -4.6993   -1.7605    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6993   -3.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4138   -2.9980    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6993   -4.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4138   -4.6480    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -4.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -4.2355    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -5.4730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6993   -5.8855    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -5.8855    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2704   -5.0605    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559   -5.4730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -6.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559   -7.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559   -2.1730    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -0.5230    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559   -0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.9355    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    0.3020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0446    1.3259    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8456    1.6706    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.4289    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  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  1  0  0  0
 12 14  1  6  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
  2 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  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
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
M  END

HMDB0062410
     RDKit          3D
5,6-epoxy,18R-HEPE
 52 52  0  0  0  0  0  0  0  0999 V2000
   -9.0982    1.1039    0.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0649    0.0288   -0.1531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1220   -0.0496    1.0320 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.7828   -0.3523    2.2005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0409   -1.0318    0.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1133   -0.7941   -0.1909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0759   -1.7676   -0.4288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1443   -1.6166   -1.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0702   -0.4261   -2.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7572    0.2582   -1.9575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8835   -0.2212   -1.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3782    0.4813   -0.9093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2769    0.0256   -0.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5208    0.7686    0.0944 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4730    0.3798    0.9314 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7502    1.0943    1.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6321    2.4761    0.5843 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5142    1.5827   -0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9752    1.9153    0.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7035    0.6844    0.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5859   -0.3910   -0.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3065   -1.6115    0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8802   -1.6280    1.2102 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3523   -2.7398   -0.7124 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6775    1.2590   -0.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6171    2.0395    0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8210    0.6856    0.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6013   -0.9524   -0.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5033    0.2097   -1.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6511    0.9621    1.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3797   -1.1571    2.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9824   -1.9396    1.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2510    0.1417   -0.6984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0693   -2.6868    0.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3621   -2.3837   -1.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8467    0.3229   -2.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0774   -0.7344   -3.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5218    1.1506   -2.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0789   -1.1171   -0.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5971    1.3926   -1.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1199   -0.8682    0.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7245    1.6679   -0.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2618   -0.5312    1.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1620    1.1474    2.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2092    1.2680   -1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4130    2.2783   -0.7332 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0964    2.7066    0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2169    0.3390    1.6350 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7591    0.9432    0.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9780   -0.0116   -1.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5224   -0.6657   -0.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1844   -3.6359   -0.2524 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
  3  5  1  0
  5  6  2  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  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 18 16  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  1
  4 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 21 51  1  0
 24 52  1  0
M  END


  Mrv1652303211707152D          

 37 37  0  0  1  0            999 V2000
   -4.6993   -1.7605    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -2.1730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -2.9980    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6993   -3.4105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4138   -2.9980    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6993   -4.2355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4138   -4.6480    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -4.6480    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -4.2355    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -5.4730    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6993   -5.8855    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -5.8855    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -3.2704   -5.0605    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559   -5.4730    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -6.7105    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559   -7.1230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -1.7605    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559   -2.1730    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704   -0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9849   -0.5230    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559   -0.5230    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414   -0.9355    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5559    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2704    0.7145    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1270    0.3020    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8414    1.5395    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0446    1.3259    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2539    2.2539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8456    1.6706    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0000    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    2.2539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434    2.6664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    1.4289    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  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  1  0  0  0
 12 14  1  6  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
  2 17  2  0  0  0  0
 17 18  1  0  0  0  0
 17 19  1  0  0  0  0
 19 20  1  0  0  0  0
 19 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  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
 27 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  1  0  0  0  0
 32 33  1  0  0  0  0
 33 34  1  0  0  0  0
 34 35  1  0  0  0  0
 35 36  1  0  0  0  0
 35 37  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062410

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]\C(C\C([H])=C(\[H])/C(/[H])=C(\[H])[C@]([H])(O)CC)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])C1([H])OC1([H])CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H28O4/c1-2-17(21)13-10-8-6-4-3-5-7-9-11-14-18-19(24-18)15-12-16-20(22)23/h3,5-11,13-14,17-19,21H,2,4,12,15-16H2,1H3,(H,22,23)/b5-3+,8-6-,9-7+,13-10+,14-11+/t17-,18?,19?/m1/s1

> <INCHI_KEY>
ZPAJZAMPZXISSE-LZXXFFAVSA-N

> <FORMULA>
C20H28O4

> <MOLECULAR_WEIGHT>
332.44

> <EXACT_MASS>
332.198759382

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
52

> <JCHEM_AVERAGE_POLARIZABILITY>
38.728124685903964

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{3-[(1E,3E,5E,8Z,10E,12R)-12-hydroxytetradeca-1,3,5,8,10-pentaen-1-yl]oxiran-2-yl}butanoic acid

> <ALOGPS_LOGP>
4.62

> <JCHEM_LOGP>
3.850426985666666

> <ALOGPS_LOGS>
-4.58

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.60692343158859

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.491354209785252

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6573753219112635

> <JCHEM_POLAR_SURFACE_AREA>
70.06

> <JCHEM_REFRACTIVITY>
101.95299999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
8.74e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{3-[(1E,3E,5E,8Z,10E,12R)-12-hydroxytetradeca-1,3,5,8,10-pentaen-1-yl]oxiran-2-yl}butanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062410
     RDKit          3D
5,6-epoxy,18R-HEPE
 52 52  0  0  0  0  0  0  0  0999 V2000
   -9.0982    1.1039    0.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0649    0.0288   -0.1531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1220   -0.0496    1.0320 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.7828   -0.3523    2.2005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0409   -1.0318    0.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1133   -0.7941   -0.1909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0759   -1.7676   -0.4288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1443   -1.6166   -1.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0702   -0.4261   -2.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7572    0.2582   -1.9575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8835   -0.2212   -1.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3782    0.4813   -0.9093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2769    0.0256   -0.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5208    0.7686    0.0944 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4730    0.3798    0.9314 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7502    1.0943    1.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6321    2.4761    0.5843 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5142    1.5827   -0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9752    1.9153    0.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7035    0.6844    0.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5859   -0.3910   -0.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3065   -1.6115    0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8802   -1.6280    1.2102 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3523   -2.7398   -0.7124 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6775    1.2590   -0.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6171    2.0395    0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8210    0.6856    0.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6013   -0.9524   -0.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5033    0.2097   -1.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6511    0.9621    1.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3797   -1.1571    2.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9824   -1.9396    1.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2510    0.1417   -0.6984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0693   -2.6868    0.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3621   -2.3837   -1.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8467    0.3229   -2.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0774   -0.7344   -3.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5218    1.1506   -2.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0789   -1.1171   -0.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5971    1.3926   -1.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1199   -0.8682    0.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7245    1.6679   -0.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2618   -0.5312    1.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1620    1.1474    2.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2092    1.2680   -1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4130    2.2783   -0.7332 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0964    2.7066    0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2169    0.3390    1.6350 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7591    0.9432    0.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9780   -0.0116   -1.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5224   -0.6657   -0.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1844   -3.6359   -0.2524 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
  3  5  1  0
  5  6  2  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  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 18 16  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  1
  4 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 21 51  1  0
 24 52  1  0
M  END

HEADER    PROTEIN                                 21-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-MAR-17         0                                  
HETATM    1  H   UNK     0      -8.772  -3.286   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      -7.438  -4.056   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -7.438  -5.596   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -8.772  -6.366   0.000  0.00  0.00           C+0
HETATM    5  H   UNK     0     -10.106  -5.596   0.000  0.00  0.00           H+0
HETATM    6  C   UNK     0      -8.772  -7.906   0.000  0.00  0.00           C+0
HETATM    7  H   UNK     0     -10.106  -8.676   0.000  0.00  0.00           H+0
HETATM    8  C   UNK     0      -7.438  -8.676   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0      -6.105  -7.906   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0      -7.438 -10.216   0.000  0.00  0.00           C+0
HETATM   11  H   UNK     0      -8.772 -10.986   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0      -6.105 -10.986   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0      -6.105  -9.446   0.000  0.00  0.00           H+0
HETATM   14  O   UNK     0      -4.771 -10.216   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -6.105 -12.526   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.771 -13.296   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.105  -3.286   0.000  0.00  0.00           C+0
HETATM   18  H   UNK     0      -4.771  -4.056   0.000  0.00  0.00           H+0
HETATM   19  C   UNK     0      -6.105  -1.746   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0      -7.438  -0.976   0.000  0.00  0.00           H+0
HETATM   21  C   UNK     0      -4.771  -0.976   0.000  0.00  0.00           C+0
HETATM   22  H   UNK     0      -3.437  -1.746   0.000  0.00  0.00           H+0
HETATM   23  C   UNK     0      -4.771   0.564   0.000  0.00  0.00           C+0
HETATM   24  H   UNK     0      -6.105   1.334   0.000  0.00  0.00           H+0
HETATM   25  C   UNK     0      -3.437   1.334   0.000  0.00  0.00           C+0
HETATM   26  H   UNK     0      -2.104   0.564   0.000  0.00  0.00           H+0
HETATM   27  C   UNK     0      -3.437   2.874   0.000  0.00  0.00           C+0
HETATM   28  H   UNK     0      -1.950   2.475   0.000  0.00  0.00           H+0
HETATM   29  O   UNK     0      -4.207   4.207   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0      -2.667   4.207   0.000  0.00  0.00           C+0
HETATM   31  H   UNK     0      -1.578   3.118   0.000  0.00  0.00           H+0
HETATM   32  C   UNK     0      -1.334   4.977   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0      -0.000   4.207   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       1.334   4.977   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       2.667   4.207   0.000  0.00  0.00           C+0
HETATM   36  O   UNK     0       4.001   4.977   0.000  0.00  0.00           O+0
HETATM   37  O   UNK     0       2.667   2.667   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   17                                                  
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   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12   16                                                       
CONECT   16   15                                                            
CONECT   17    2   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   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   30                                             
CONECT   28   27                                                            
CONECT   29   27   30                                                       
CONECT   30   29   27   31   32                                             
CONECT   31   30                                                            
CONECT   32   30   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   36   37                                                  
CONECT   36   35                                                            
CONECT   37   35                                                            
MASTER        0    0    0    0    0    0    0    0   37    0   74    0
END

COMPND    HMDB0062410
HETATM    1  C1  UNL     1      -9.098   1.104   0.093  1.00  0.00           C  
HETATM    2  C2  UNL     1      -8.065   0.029  -0.153  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.122  -0.050   1.032  1.00  0.00           C  
HETATM    4  O1  UNL     1      -7.783  -0.352   2.200  1.00  0.00           O  
HETATM    5  C4  UNL     1      -6.041  -1.032   0.763  1.00  0.00           C  
HETATM    6  C5  UNL     1      -5.113  -0.794  -0.191  1.00  0.00           C  
HETATM    7  C6  UNL     1      -4.076  -1.768  -0.429  1.00  0.00           C  
HETATM    8  C7  UNL     1      -3.144  -1.617  -1.328  1.00  0.00           C  
HETATM    9  C8  UNL     1      -3.070  -0.426  -2.188  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.757   0.258  -1.958  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.884  -0.221  -1.097  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.378   0.481  -0.909  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.277   0.026  -0.052  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.521   0.769   0.094  1.00  0.00           C  
HETATM   15  C14 UNL     1       3.473   0.380   0.931  1.00  0.00           C  
HETATM   16  C15 UNL     1       4.750   1.094   1.119  1.00  0.00           C  
HETATM   17  O2  UNL     1       4.632   2.476   0.584  1.00  0.00           O  
HETATM   18  C16 UNL     1       5.514   1.583  -0.014  1.00  0.00           C  
HETATM   19  C17 UNL     1       6.975   1.915   0.228  1.00  0.00           C  
HETATM   20  C18 UNL     1       7.703   0.684   0.701  1.00  0.00           C  
HETATM   21  C19 UNL     1       7.586  -0.391  -0.379  1.00  0.00           C  
HETATM   22  C20 UNL     1       8.306  -1.611   0.086  1.00  0.00           C  
HETATM   23  O3  UNL     1       8.880  -1.628   1.210  1.00  0.00           O  
HETATM   24  O4  UNL     1       8.352  -2.740  -0.712  1.00  0.00           O  
HETATM   25  H1  UNL     1      -9.677   1.259  -0.840  1.00  0.00           H  
HETATM   26  H2  UNL     1      -8.617   2.040   0.438  1.00  0.00           H  
HETATM   27  H3  UNL     1      -9.821   0.686   0.838  1.00  0.00           H  
HETATM   28  H4  UNL     1      -8.601  -0.952  -0.217  1.00  0.00           H  
HETATM   29  H5  UNL     1      -7.503   0.210  -1.079  1.00  0.00           H  
HETATM   30  H6  UNL     1      -6.651   0.962   1.150  1.00  0.00           H  
HETATM   31  H7  UNL     1      -7.380  -1.157   2.601  1.00  0.00           H  
HETATM   32  H8  UNL     1      -5.982  -1.940   1.319  1.00  0.00           H  
HETATM   33  H9  UNL     1      -5.251   0.142  -0.698  1.00  0.00           H  
HETATM   34  H10 UNL     1      -4.069  -2.687   0.180  1.00  0.00           H  
HETATM   35  H11 UNL     1      -2.362  -2.384  -1.485  1.00  0.00           H  
HETATM   36  H12 UNL     1      -3.847   0.323  -2.021  1.00  0.00           H  
HETATM   37  H13 UNL     1      -3.077  -0.734  -3.258  1.00  0.00           H  
HETATM   38  H14 UNL     1      -1.522   1.151  -2.499  1.00  0.00           H  
HETATM   39  H15 UNL     1      -1.079  -1.117  -0.530  1.00  0.00           H  
HETATM   40  H16 UNL     1       0.597   1.393  -1.474  1.00  0.00           H  
HETATM   41  H17 UNL     1       1.120  -0.868   0.534  1.00  0.00           H  
HETATM   42  H18 UNL     1       2.725   1.668  -0.470  1.00  0.00           H  
HETATM   43  H19 UNL     1       3.262  -0.531   1.500  1.00  0.00           H  
HETATM   44  H20 UNL     1       5.162   1.147   2.148  1.00  0.00           H  
HETATM   45  H21 UNL     1       5.209   1.268  -1.033  1.00  0.00           H  
HETATM   46  H22 UNL     1       7.413   2.278  -0.733  1.00  0.00           H  
HETATM   47  H23 UNL     1       7.096   2.707   0.990  1.00  0.00           H  
HETATM   48  H24 UNL     1       7.217   0.339   1.635  1.00  0.00           H  
HETATM   49  H25 UNL     1       8.759   0.943   0.874  1.00  0.00           H  
HETATM   50  H26 UNL     1       7.978  -0.012  -1.336  1.00  0.00           H  
HETATM   51  H27 UNL     1       6.522  -0.666  -0.523  1.00  0.00           H  
HETATM   52  H28 UNL     1       8.184  -3.636  -0.252  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4    5   30
CONECT    4   31
CONECT    5    6    6   32
CONECT    6    7   33
CONECT    7    8    8   34
CONECT    8    9   35
CONECT    9   10   36   37
CONECT   10   11   11   38
CONECT   11   12   39
CONECT   12   13   13   40
CONECT   13   14   41
CONECT   14   15   15   42
CONECT   15   16   43
CONECT   16   17   18   44
CONECT   17   18
CONECT   18   19   45
CONECT   19   20   46   47
CONECT   20   21   48   49
CONECT   21   22   50   51
CONECT   22   23   23   24
CONECT   24   52
END

HMDB0062410
     RDKit          3D
5,6-epoxy,18R-HEPE
 52 52  0  0  0  0  0  0  0  0999 V2000
   -9.0982    1.1039    0.0934 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0649    0.0288   -0.1531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1220   -0.0496    1.0320 C   0  0  1  0  0  0  0  0  0  0  0  0
   -7.7828   -0.3523    2.2005 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0409   -1.0318    0.7625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1133   -0.7941   -0.1909 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0759   -1.7676   -0.4288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1443   -1.6166   -1.3281 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0702   -0.4261   -2.1878 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7572    0.2582   -1.9575 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8835   -0.2212   -1.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3782    0.4813   -0.9093 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2769    0.0256   -0.0524 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5208    0.7686    0.0944 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4730    0.3798    0.9314 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7502    1.0943    1.1187 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6321    2.4761    0.5843 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5142    1.5827   -0.0136 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9752    1.9153    0.2280 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7035    0.6844    0.7006 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5859   -0.3910   -0.3793 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3065   -1.6115    0.0864 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8802   -1.6280    1.2102 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3523   -2.7398   -0.7124 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6775    1.2590   -0.8398 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6171    2.0395    0.4382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.8210    0.6856    0.8382 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6013   -0.9524   -0.2166 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5033    0.2097   -1.0795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6511    0.9621    1.1497 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3797   -1.1571    2.6009 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9824   -1.9396    1.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2510    0.1417   -0.6984 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0693   -2.6868    0.1804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3621   -2.3837   -1.4851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8467    0.3229   -2.0214 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0774   -0.7344   -3.2579 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5218    1.1506   -2.4989 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0789   -1.1171   -0.5299 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5971    1.3926   -1.4742 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1199   -0.8682    0.5340 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7245    1.6679   -0.4700 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2618   -0.5312    1.5002 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1620    1.1474    2.1479 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2092    1.2680   -1.0330 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4130    2.2783   -0.7332 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0964    2.7066    0.9900 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2169    0.3390    1.6350 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7591    0.9432    0.8742 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9780   -0.0116   -1.3360 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5224   -0.6657   -0.5230 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1844   -3.6359   -0.2524 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
  3  5  1  0
  5  6  2  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  2  0
 13 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  1  0
 18 16  1  0
  1 25  1  0
  1 26  1  0
  1 27  1  0
  2 28  1  0
  2 29  1  0
  3 30  1  1
  4 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
  9 37  1  0
 10 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 16 44  1  0
 18 45  1  0
 19 46  1  0
 19 47  1  0
 20 48  1  0
 20 49  1  0
 21 50  1  0
 21 51  1  0
 24 52  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5,6-Epoxy,18R-hydroxy-7E,9E,11Z,14Z,16E-eicosapentaenoic acid	Kegg
5,6-Epoxy,18R-hydroxy-7E,9E,11Z,14Z,16E-eicosapentaenoate	Generator
4-{3-[(1E,3E,5E,8Z,10E,12R)-12-hydroxytetradeca-1,3,5,8,10-pentaen-1-yl]oxiran-2-yl}butanoate	Generator

Chemical Formula

C₂₀H₂₈O₄

Average Molecular Weight

332.44

Monoisotopic Molecular Weight

332.198759382

IUPAC Name

4-{3-[(1E,3E,5E,8Z,10E,12R)-12-hydroxytetradeca-1,3,5,8,10-pentaen-1-yl]oxiran-2-yl}butanoic acid

Traditional Name

4-{3-[(1E,3E,5E,8Z,10E,12R)-12-hydroxytetradeca-1,3,5,8,10-pentaen-1-yl]oxiran-2-yl}butanoic acid

CAS Registry Number

Not Available

SMILES

[H]\C(C\C([H])=C(\[H])/C(/[H])=C(\[H])[C@]([H])(O)CC)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])C1([H])OC1([H])CCCC(O)=O

InChI Identifier

InChI=1S/C20H28O4/c1-2-17(21)13-10-8-6-4-3-5-7-9-11-14-18-19(24-18)15-12-16-20(22)23/h3,5-11,13-14,17-19,21H,2,4,12,15-16H2,1H3,(H,22,23)/b5-3+,8-6-,9-7+,13-10+,14-11+/t17-,18?,19?/m1/s1

InChI Key

ZPAJZAMPZXISSE-LZXXFFAVSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty alcohols. These are fatty alcohols that have an aliphatic tail of 13 to 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty alcohols

Direct Parent

Long-chain fatty alcohols

Alternative Parents

Substituents

Long chain fatty alcohol
Epoxy fatty acid
Heterocyclic fatty acid
Hydroxy fatty acid
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Oxacycle
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Organic oxide
Hydrocarbon derivative
Carbonyl group
Alcohol
Organooxygen compound
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

leukotriene (CHEBI:81561 )
Hydroxy/hydroperoxyeicosapentaenoic acids (C18175 )

Ontology

Not Available

Exogenous (HMDB: HMDB0062410)

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	0.0087 g/l	ALOGPS
LogP	4.62	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.62	ALOGPS
logP	3.85	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	4.49	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	70.06 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	101.95 m³·mol⁻¹	ChemAxon
Polarizability	38.73 Å³	ChemAxon
Number of Rings	1	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]+	186.712	31661259
DarkChem	[M-H]-	185.931	31661259
DeepCCS	[M+H]+	205.658	30932474
DeepCCS	[M-H]-	203.934	30932474
DeepCCS	[M-2H]-	237.967	30932474
DeepCCS	[M+Na]+	211.987	30932474
AllCCS	[M+H]+	189.5	32859911
AllCCS	[M+H-H2O]+	186.5	32859911
AllCCS	[M+NH4]+	192.2	32859911
AllCCS	[M+Na]+	193.0	32859911
AllCCS	[M-H]-	186.9	32859911
AllCCS	[M+Na-2H]-	188.3	32859911
AllCCS	[M+HCOO]-	190.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5,6-epoxy,18R-HEPE	[H]\C(C\C([H])=C(\[H])/C(/[H])=C(\[H])[C@]([H])(O)CC)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])C1([H])OC1([H])CCCC(O)=O	4436.3	Standard polar	33892256
5,6-epoxy,18R-HEPE	[H]\C(C\C([H])=C(\[H])/C(/[H])=C(\[H])[C@]([H])(O)CC)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])C1([H])OC1([H])CCCC(O)=O	2395.8	Standard non polar	33892256
5,6-epoxy,18R-HEPE	[H]\C(C\C([H])=C(\[H])/C(/[H])=C(\[H])[C@]([H])(O)CC)=C(\[H])/C(/[H])=C(\[H])/C(/[H])=C(\[H])C1([H])OC1([H])CCCC(O)=O	2758.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5,6-epoxy,18R-HEPE,1TMS,isomer #1	CC[C@H](/C=C/C=C\C/C=C/C=C/C=C/C1OC1CCCC(=O)O)O[Si](C)(C)C	2983.7	Semi standard non polar	33892256
5,6-epoxy,18R-HEPE,1TMS,isomer #2	CC[C@@H](O)/C=C/C=C\C/C=C/C=C/C=C/C1OC1CCCC(=O)O[Si](C)(C)C	2909.3	Semi standard non polar	33892256
5,6-epoxy,18R-HEPE,2TMS,isomer #1	CC[C@H](/C=C/C=C\C/C=C/C=C/C=C/C1OC1CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2951.9	Semi standard non polar	33892256
5,6-epoxy,18R-HEPE,1TBDMS,isomer #1	CC[C@H](/C=C/C=C\C/C=C/C=C/C=C/C1OC1CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3215.3	Semi standard non polar	33892256
5,6-epoxy,18R-HEPE,1TBDMS,isomer #2	CC[C@@H](O)/C=C/C=C\C/C=C/C=C/C=C/C1OC1CCCC(=O)O[Si](C)(C)C(C)(C)C	3137.6	Semi standard non polar	33892256
5,6-epoxy,18R-HEPE,2TBDMS,isomer #1	CC[C@H](/C=C/C=C\C/C=C/C=C/C=C/C1OC1CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3411.5	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 - 5,6-epoxy,18R-HEPE GC-MS (Non-derivatized) - 70eV, Positive	splash10-02bv-8494000000-a8506bac61660a4168b8	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,6-epoxy,18R-HEPE GC-MS (2 TMS) - 70eV, Positive	splash10-009i-9233300000-25c09d432f6170f32b40	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,6-epoxy,18R-HEPE 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 - 5,6-epoxy,18R-HEPE 10V, Positive-QTOF	splash10-014i-1059000000-6bee670264d2ba6a3c97	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-epoxy,18R-HEPE 20V, Positive-QTOF	splash10-00kb-9252000000-5fe6d07b3c272dcce90a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-epoxy,18R-HEPE 40V, Positive-QTOF	splash10-002o-9350000000-aa90ac83e3fcad4b4cb1	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-epoxy,18R-HEPE 10V, Negative-QTOF	splash10-001i-0029000000-3464bd0314457ba221c9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-epoxy,18R-HEPE 20V, Negative-QTOF	splash10-03e9-3169000000-69e30c9b12563d0c556e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-epoxy,18R-HEPE 40V, Negative-QTOF	splash10-052f-9060000000-cba9383e6b94409457f4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-epoxy,18R-HEPE 10V, Positive-QTOF	splash10-014j-1398000000-e9d6b75d5b7d164734ed	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-epoxy,18R-HEPE 20V, Positive-QTOF	splash10-016r-1982000000-9c81d99e7651057bb013	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-epoxy,18R-HEPE 40V, Positive-QTOF	splash10-00lu-1910000000-c4cf74e01fbf5fc65d2a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-epoxy,18R-HEPE 10V, Negative-QTOF	splash10-001i-1019000000-61b5d799c670b762d33f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-epoxy,18R-HEPE 20V, Negative-QTOF	splash10-0ae9-5169000000-5c2efdda6d4d9dbcbd11	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,6-epoxy,18R-HEPE 40V, Negative-QTOF	splash10-0a4u-9360000000-2d7601a3760041d71dbb	2021-09-22	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

C18175

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

46174066

PDB ID

Not Available

ChEBI ID

81561

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 5,6-epoxy,18R-HEPE (HMDB0062410)

MOL for HMDB0062410 (5,6-epoxy,18R-HEPE)

3D MOL for HMDB0062410 (5,6-epoxy,18R-HEPE)

3D SDF for HMDB0062410 (5,6-epoxy,18R-HEPE)

3D-SDF for HMDB0062410 (5,6-epoxy,18R-HEPE)

PDB for HMDB0062410 (5,6-epoxy,18R-HEPE)

3D PDB for HMDB0062410 (5,6-epoxy,18R-HEPE)

SMILES for HMDB0062410 (5,6-epoxy,18R-HEPE)

INCHI for HMDB0062410 (5,6-epoxy,18R-HEPE)

Structure for HMDB0062410 (5,6-epoxy,18R-HEPE)

3D Structure for HMDB0062410 (5,6-epoxy,18R-HEPE)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra