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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-16 03:41:59 UTC

Update Date

2022-03-07 03:17:52 UTC

HMDB ID

HMDB0062294

Secondary Accession Numbers

HMDB62294

Metabolite Identification

Common Name

15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid

Description

15(R)-HETE, also known as 15R-hete, belongs to the class of organic compounds known as hydroxyeicosatetraenoic acids. These are eicosanoic acids with an attached hydroxyl group and four CC double bonds. Thus, 15(R)-hete is considered to be an eicosanoid lipid molecule. 15(R)-HETE is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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


  Mrv1652303161704412D          

 32 31  0  0  1  0            999 V2000
    1.7605    6.7914    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    6.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    7.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    8.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    8.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    9.2664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    9.2664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    5.1414    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    3.9039    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    3.0789    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    4.3164    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    2.6664    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    3.4914    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7605    1.0164    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  2  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  1  0  0  0
 25 28  1  0  0  0  0
 28 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
M  END

HMDB0062294
     RDKit          3D
15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid
 55 54  0  0  0  0  0  0  0  0999 V2000
    7.5825    1.4392   -0.9241 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0361    1.1852    0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3188   -0.1217    0.5590 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1489   -0.2133   -0.3726 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0969    0.8190   -0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9761    0.6041   -1.1327 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5083    0.7422   -2.4040 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4132   -0.7450   -0.9699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2369   -0.8624   -0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7406   -2.2068   -0.1857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3380   -2.5967    0.3994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3123   -1.7726    1.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1378   -0.3500    1.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9066    0.5440    0.7217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0560    0.3943   -0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5793   -0.8564   -0.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7687   -1.3157   -0.3040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8051   -0.6548    0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0630   -0.4157   -0.3053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8460    0.4694   -1.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3860    1.8306   -1.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0559    2.5828   -2.1387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2956    2.3313    0.1076 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7833    1.4835   -1.6709 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0685    2.4464   -0.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2879    0.6538   -1.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9634    1.1327    1.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4664    2.0426    0.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9331   -0.2271    1.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0376   -0.9532    0.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5128   -0.0868   -1.4139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6525   -1.2070   -0.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4845    1.8528   -0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6484    0.7170    0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2009    1.3746   -0.9415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2633    1.4008   -2.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9360   -1.6019   -1.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7946    0.0361    0.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3797   -3.0152   -0.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5034   -3.7118    0.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1926   -2.1884    2.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3637   -2.1267    0.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2824    0.0057    1.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6071    1.6087    0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7791    0.9530   -1.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8734    1.1301    0.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9325   -1.4893   -1.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0538   -2.3060   -0.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4667    0.2909    0.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1091   -1.3796    1.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5558   -1.3425   -0.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7775    0.1014    0.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0830   -0.0061   -2.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7787    0.5748   -2.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5622    3.0058    0.3001 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  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  1
  7 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 23 55  1  0
M  END


  Mrv1652303161704412D          

 32 31  0  0  1  0            999 V2000
    1.7605    6.7914    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    6.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    7.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    8.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    8.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    9.2664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    9.2664    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    5.1414    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    3.9039    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    3.0789    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    4.3164    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    2.6664    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    3.4914    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    1.4289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.7605    1.0164    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    1.8414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    1.8414    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
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  6  8  2  0  0  0  0
  2  9  2  0  0  0  0
  9 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 12 14  2  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  6  0  0  0
 25 27  1  1  0  0  0
 25 28  1  0  0  0  0
 28 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
M  END
> <DATABASE_ID>
HMDB0062294

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h4-5,8-11,14,17,19,21H,2-3,6-7,12-13,15-16,18H2,1H3,(H,22,23)/b5-4-,10-8-,11-9-,17-14+/t19-/m1/s1

> <INCHI_KEY>
JSFATNQSLKRBCI-UDQWCNDOSA-N

> <FORMULA>
C20H32O3

> <MOLECULAR_WEIGHT>
320.473

> <EXACT_MASS>
320.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
55

> <JCHEM_AVERAGE_POLARIZABILITY>
38.84008568949011

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
5.82

> <JCHEM_LOGP>
5.356359744

> <ALOGPS_LOGS>
-5.22

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.795677863984817

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.819772015121311

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5759706768920925

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
101.46949999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.95e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15R-hete

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062294
     RDKit          3D
15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid
 55 54  0  0  0  0  0  0  0  0999 V2000
    7.5825    1.4392   -0.9241 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0361    1.1852    0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3188   -0.1217    0.5590 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1489   -0.2133   -0.3726 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0969    0.8190   -0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9761    0.6041   -1.1327 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5083    0.7422   -2.4040 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4132   -0.7450   -0.9699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2369   -0.8624   -0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7406   -2.2068   -0.1857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3380   -2.5967    0.3994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3123   -1.7726    1.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1378   -0.3500    1.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9066    0.5440    0.7217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0560    0.3943   -0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5793   -0.8564   -0.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7687   -1.3157   -0.3040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8051   -0.6548    0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0630   -0.4157   -0.3053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8460    0.4694   -1.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3860    1.8306   -1.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0559    2.5828   -2.1387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2956    2.3313    0.1076 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7833    1.4835   -1.6709 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0685    2.4464   -0.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2879    0.6538   -1.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9634    1.1327    1.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4664    2.0426    0.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9331   -0.2271    1.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0376   -0.9532    0.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5128   -0.0868   -1.4139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6525   -1.2070   -0.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4845    1.8528   -0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6484    0.7170    0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2009    1.3746   -0.9415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2633    1.4008   -2.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9360   -1.6019   -1.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7946    0.0361    0.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3797   -3.0152   -0.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5034   -3.7118    0.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1926   -2.1884    2.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3637   -2.1267    0.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2824    0.0057    1.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6071    1.6087    0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7791    0.9530   -1.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8734    1.1301    0.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9325   -1.4893   -1.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0538   -2.3060   -0.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4667    0.2909    0.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1091   -1.3796    1.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5558   -1.3425   -0.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7775    0.1014    0.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0830   -0.0061   -2.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7787    0.5748   -2.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5622    3.0058    0.3001 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  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  1
  7 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 23 55  1  0
M  END

HEADER    PROTEIN                                 16-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   16-MAR-17         0                                  
HETATM    1  H   UNK     0       3.286  12.677   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       4.620  11.907   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.954  12.677   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.954  14.217   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       7.287  14.987   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       7.287  16.527   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       8.621  17.297   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0       5.954  17.297   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0       4.620  10.367   0.000  0.00  0.00           C+0
HETATM   10  H   UNK     0       3.286   9.597   0.000  0.00  0.00           H+0
HETATM   11  C   UNK     0       5.954   9.597   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.954   8.057   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0       7.287   7.287   0.000  0.00  0.00           H+0
HETATM   14  C   UNK     0       4.620   7.287   0.000  0.00  0.00           C+0
HETATM   15  H   UNK     0       4.620   5.747   0.000  0.00  0.00           H+0
HETATM   16  C   UNK     0       3.286   8.057   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       1.953   7.287   0.000  0.00  0.00           C+0
HETATM   18  H   UNK     0       0.619   8.057   0.000  0.00  0.00           H+0
HETATM   19  C   UNK     0       1.953   5.747   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0       0.619   4.977   0.000  0.00  0.00           H+0
HETATM   21  C   UNK     0       3.286   4.977   0.000  0.00  0.00           C+0
HETATM   22  H   UNK     0       3.286   6.517   0.000  0.00  0.00           H+0
HETATM   23  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM   24  H   UNK     0       1.953   2.667   0.000  0.00  0.00           H+0
HETATM   25  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   26  H   UNK     0       3.286   1.897   0.000  0.00  0.00           H+0
HETATM   27  O   UNK     0       4.620   1.127   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0      11.288   3.437   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    9                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6                                                            
CONECT    9    2   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   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   28                                             
CONECT   26   25                                                            
CONECT   27   25                                                            
CONECT   28   25   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   62    0
END

COMPND    HMDB0062294
HETATM    1  C1  UNL     1       7.582   1.439  -0.924  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.036   1.185   0.485  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.319  -0.122   0.559  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.149  -0.213  -0.373  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.097   0.819  -0.122  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.976   0.604  -1.133  1.00  0.00           C  
HETATM    7  O1  UNL     1       3.508   0.742  -2.404  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.413  -0.745  -0.970  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.237  -0.862  -0.310  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.741  -2.207  -0.186  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.338  -2.597   0.399  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.312  -1.773   1.081  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.138  -0.350   1.247  1.00  0.00           C  
HETATM   14  C13 UNL     1      -1.907   0.544   0.722  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.056   0.394  -0.112  1.00  0.00           C  
HETATM   16  C15 UNL     1      -3.579  -0.856  -0.564  1.00  0.00           C  
HETATM   17  C16 UNL     1      -4.769  -1.316  -0.304  1.00  0.00           C  
HETATM   18  C17 UNL     1      -5.805  -0.655   0.496  1.00  0.00           C  
HETATM   19  C18 UNL     1      -7.063  -0.416  -0.305  1.00  0.00           C  
HETATM   20  C19 UNL     1      -6.846   0.469  -1.500  1.00  0.00           C  
HETATM   21  C20 UNL     1      -6.386   1.831  -1.174  1.00  0.00           C  
HETATM   22  O2  UNL     1      -6.056   2.583  -2.139  1.00  0.00           O  
HETATM   23  O3  UNL     1      -6.296   2.331   0.108  1.00  0.00           O  
HETATM   24  H1  UNL     1       6.783   1.484  -1.671  1.00  0.00           H  
HETATM   25  H2  UNL     1       8.068   2.446  -0.919  1.00  0.00           H  
HETATM   26  H3  UNL     1       8.288   0.654  -1.220  1.00  0.00           H  
HETATM   27  H4  UNL     1       7.963   1.133   1.126  1.00  0.00           H  
HETATM   28  H5  UNL     1       6.466   2.043   0.849  1.00  0.00           H  
HETATM   29  H6  UNL     1       5.933  -0.227   1.610  1.00  0.00           H  
HETATM   30  H7  UNL     1       7.038  -0.953   0.429  1.00  0.00           H  
HETATM   31  H8  UNL     1       5.513  -0.087  -1.414  1.00  0.00           H  
HETATM   32  H9  UNL     1       4.652  -1.207  -0.325  1.00  0.00           H  
HETATM   33  H10 UNL     1       4.485   1.853  -0.289  1.00  0.00           H  
HETATM   34  H11 UNL     1       3.648   0.717   0.878  1.00  0.00           H  
HETATM   35  H12 UNL     1       2.201   1.375  -0.942  1.00  0.00           H  
HETATM   36  H13 UNL     1       4.263   1.401  -2.387  1.00  0.00           H  
HETATM   37  H14 UNL     1       2.936  -1.602  -1.370  1.00  0.00           H  
HETATM   38  H15 UNL     1       0.795   0.036   0.029  1.00  0.00           H  
HETATM   39  H16 UNL     1       1.380  -3.015  -0.662  1.00  0.00           H  
HETATM   40  H17 UNL     1      -0.503  -3.712   0.351  1.00  0.00           H  
HETATM   41  H18 UNL     1      -1.193  -2.188   2.208  1.00  0.00           H  
HETATM   42  H19 UNL     1      -2.364  -2.127   0.943  1.00  0.00           H  
HETATM   43  H20 UNL     1      -0.282   0.006   1.931  1.00  0.00           H  
HETATM   44  H21 UNL     1      -1.607   1.609   0.972  1.00  0.00           H  
HETATM   45  H22 UNL     1      -2.779   0.953  -1.111  1.00  0.00           H  
HETATM   46  H23 UNL     1      -3.873   1.130   0.229  1.00  0.00           H  
HETATM   47  H24 UNL     1      -2.932  -1.489  -1.207  1.00  0.00           H  
HETATM   48  H25 UNL     1      -5.054  -2.306  -0.717  1.00  0.00           H  
HETATM   49  H26 UNL     1      -5.467   0.291   0.882  1.00  0.00           H  
HETATM   50  H27 UNL     1      -6.109  -1.380   1.296  1.00  0.00           H  
HETATM   51  H28 UNL     1      -7.556  -1.342  -0.616  1.00  0.00           H  
HETATM   52  H29 UNL     1      -7.777   0.101   0.393  1.00  0.00           H  
HETATM   53  H30 UNL     1      -6.083  -0.006  -2.151  1.00  0.00           H  
HETATM   54  H31 UNL     1      -7.779   0.575  -2.097  1.00  0.00           H  
HETATM   55  H32 UNL     1      -5.562   3.006   0.300  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   33   34
CONECT    6    7    8   35
CONECT    7   36
CONECT    8    9    9   37
CONECT    9   10   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

HMDB0062294
     RDKit          3D
15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid
 55 54  0  0  0  0  0  0  0  0999 V2000
    7.5825    1.4392   -0.9241 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0361    1.1852    0.4851 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3188   -0.1217    0.5590 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1489   -0.2133   -0.3726 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0969    0.8190   -0.1224 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9761    0.6041   -1.1327 C   0  0  1  0  0  0  0  0  0  0  0  0
    3.5083    0.7422   -2.4040 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.4132   -0.7450   -0.9699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2369   -0.8624   -0.3103 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7406   -2.2068   -0.1857 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3380   -2.5967    0.3994 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3123   -1.7726    1.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1378   -0.3500    1.2471 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9066    0.5440    0.7217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0560    0.3943   -0.1120 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5793   -0.8564   -0.5642 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7687   -1.3157   -0.3040 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8051   -0.6548    0.4961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0630   -0.4157   -0.3053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8460    0.4694   -1.4999 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3860    1.8306   -1.1743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0559    2.5828   -2.1387 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2956    2.3313    0.1076 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7833    1.4835   -1.6709 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0685    2.4464   -0.9194 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2879    0.6538   -1.2204 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9634    1.1327    1.1262 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4664    2.0426    0.8493 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9331   -0.2271    1.6097 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0376   -0.9532    0.4291 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5128   -0.0868   -1.4139 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6525   -1.2070   -0.3249 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4845    1.8528   -0.2894 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6484    0.7170    0.8776 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2009    1.3746   -0.9415 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2633    1.4008   -2.3872 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9360   -1.6019   -1.3701 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7946    0.0361    0.0290 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3797   -3.0152   -0.6618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5034   -3.7118    0.3514 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1926   -2.1884    2.2084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3637   -2.1267    0.9430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2824    0.0057    1.9313 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6071    1.6087    0.9716 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7791    0.9530   -1.1108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8734    1.1301    0.2294 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9325   -1.4893   -1.2067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0538   -2.3060   -0.7168 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4667    0.2909    0.8817 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1091   -1.3796    1.2957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5558   -1.3425   -0.6157 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7775    0.1014    0.3929 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0830   -0.0061   -2.1508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7787    0.5748   -2.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5622    3.0058    0.3001 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  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  1
  7 36  1  0
  8 37  1  0
  9 38  1  0
 10 39  1  0
 11 40  1  0
 12 41  1  0
 12 42  1  0
 13 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 19 51  1  0
 19 52  1  0
 20 53  1  0
 20 54  1  0
 23 55  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
15R-HETE	ChEBI
15R-Hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid	ChEBI
15R-Hydroxy-5Z,8Z,11Z,13E-eicosatetraenoate	Generator

Chemical Formula

C₂₀H₃₂O₃

Average Molecular Weight

320.473

Monoisotopic Molecular Weight

320.23514489

IUPAC Name

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

Traditional Name

15R-hete

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H32O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h4-5,8-11,14,17,19,21H,2-3,6-7,12-13,15-16,18H2,1H3,(H,22,23)/b5-4-,10-8-,11-9-,17-14+/t19-/m1/s1

InChI Key

JSFATNQSLKRBCI-UDQWCNDOSA-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

(5Z,8Z,11Z,13E)-15-HETE (CHEBI:63989 )
Hydroxy/hydroperoxyeicosatetraenoic acids (LMFA03060030 )

Ontology

Not Available

Exogenous (HMDB: HMDB0062294)

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	0.002 g/l	ALOGPS
LogP	5.82	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.82	ALOGPS
logP	5.36	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	4.82	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	101.47 m³·mol⁻¹	ChemAxon
Polarizability	38.84 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]+	189.635	31661259
DarkChem	[M-H]-	188.699	31661259
DeepCCS	[M+H]+	189.178	30932474
DeepCCS	[M-H]-	187.353	30932474
DeepCCS	[M-2H]-	220.594	30932474
DeepCCS	[M+Na]+	194.783	30932474
AllCCS	[M+H]+	186.8	32859911
AllCCS	[M+H-H2O]+	183.9	32859911
AllCCS	[M+NH4]+	189.5	32859911
AllCCS	[M+Na]+	190.3	32859911
AllCCS	[M-H]-	185.7	32859911
AllCCS	[M+Na-2H]-	187.5	32859911
AllCCS	[M+HCOO]-	189.6	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 √ó 2.1 mm; 1.7 Œºmparticle diameter). Predicted by Afia on May 17, 2022.	7.0 minutes	32390414
Predicted by Siyang on May 30, 2022	22.0402 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.1 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3104.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	456.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	207.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	296.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	639.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1034.7 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	569.2 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	97.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2103.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	697.8 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	1762.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	753.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	502.0 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	329.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	503.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid	[H]\C(CCCC(O)=O)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(\[H])C([H])=C([H])[C@]([H])(O)CCCCC	4104.4	Standard polar	33892256
15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid	[H]\C(CCCC(O)=O)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(\[H])C([H])=C([H])[C@]([H])(O)CCCCC	2368.8	Standard non polar	33892256
15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid	[H]\C(CCCC(O)=O)=C(/[H])C\C([H])=C(\[H])C\C([H])=C(\[H])C([H])=C([H])[C@]([H])(O)CCCCC	2617.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid,1TMS,isomer #1	CCCCC[C@@H](O)C=C/C=C\C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C	2634.4	Semi standard non polar	33892256
15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid,1TMS,isomer #2	CCCCC[C@H](C=C/C=C\C/C=C\C/C=C\CCCC(=O)O)O[Si](C)(C)C	2736.5	Semi standard non polar	33892256
15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid,2TMS,isomer #1	CCCCC[C@H](C=C/C=C\C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2711.7	Semi standard non polar	33892256
15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid,1TBDMS,isomer #1	CCCCC[C@@H](O)C=C/C=C\C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	2876.5	Semi standard non polar	33892256
15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid,1TBDMS,isomer #2	CCCCC[C@H](C=C/C=C\C/C=C\C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	2978.6	Semi standard non polar	33892256
15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid,2TBDMS,isomer #1	CCCCC[C@H](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	3200.4	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 - 15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fbd-7392000000-c2dfffdfb7f66e1dfbeb	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid GC-MS (2 TMS) - 70eV, Positive	splash10-00bc-9224200000-28bb287a1a8aa8319f91	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid 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 - 15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid 10V, Positive-QTOF	splash10-0udi-0059000000-29d682672f6f76ce2014	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid 20V, Positive-QTOF	splash10-0r99-4393000000-fc93f4c0e6925dbe09be	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid 40V, Positive-QTOF	splash10-0ab9-9730000000-908a873102b0d5ad2248	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid 10V, Negative-QTOF	splash10-014i-0019000000-ebafac468e84ba550612	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid 20V, Negative-QTOF	splash10-0uxr-2059000000-351a2de26ec43cd0947c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid 40V, Negative-QTOF	splash10-0a4l-9140000000-42f18def93db7669062a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid 10V, Positive-QTOF	splash10-0udi-1249000000-43d1b8d94c8e55154021	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid 20V, Positive-QTOF	splash10-0fri-5593000000-ae2501633c7a9247872c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid 40V, Positive-QTOF	splash10-067l-9810000000-ff4488e4ac71596deeb2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid 10V, Negative-QTOF	splash10-014i-0019000000-d7f5ea0ce36634173269	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid 20V, Negative-QTOF	splash10-0gb9-1149000000-6b5173a9b24574c5af14	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid 40V, Negative-QTOF	splash10-052f-9220000000-abb79fc4e0740be902ae	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

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5283169

PDB ID

Not Available

ChEBI ID

63989

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 15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid (HMDB0062294)

MOL for HMDB0062294 (15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid)

3D MOL for HMDB0062294 (15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid)

3D SDF for HMDB0062294 (15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid)

3D-SDF for HMDB0062294 (15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid)

PDB for HMDB0062294 (15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid)

3D PDB for HMDB0062294 (15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid)

SMILES for HMDB0062294 (15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid)

INCHI for HMDB0062294 (15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid)

Structure for HMDB0062294 (15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid)

3D Structure for HMDB0062294 (15R-hydroxy-5Z,8Z,11Z,13E-eicosatetraenoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra