Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-23 06:00:49 UTC

Update Date

2022-03-07 03:17:59 UTC

HMDB ID

HMDB0062749

Secondary Accession Numbers

HMDB62749

Metabolite Identification

Common Name

5(S),15(R)-DiHETE

Description

5(S),15(R)-DiHETE is also known as 5S,15R-DiHETE or 5S,15R-Dihydroxy-6E,8Z,11Z,13E-eicosatetraenoate. 5(S),15(R)-DiHETE is considered to be practically insoluble (in water) and acidic. 5(S),15(R)-DiHETE is an eicosanoid lipid molecule

Structure

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


  Mrv1652303231707002D          

 34 33  0  0  1  0            999 V2000
    0.3316    4.3164    0.0000 H   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
    1.7605    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    5.5539    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    6.3789    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    4.7289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    6.3789    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    5.1414    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3829    4.7289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    4.3164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6697    5.5539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552    4.3164    0.0000 O   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
    2.4750    3.0789    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
  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  6  0  0  0
 12 14  1  1  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  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  6  0  0  0
 27 29  1  1  0  0  0
 27 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
 33 34  1  0  0  0  0
M  END

HMDB0062749
     RDKit          3D
5(S),15(R)-DiHETE
 56 55  0  0  0  0  0  0  0  0999 V2000
   -8.5201   -1.7370    0.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0376   -1.3116   -0.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9875    0.1304   -0.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7251    0.7916   -0.8758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5928    0.8772    0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9020   -0.3448    0.5182 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3796   -1.0949   -0.5622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6430    0.0334    1.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6836    0.7600    0.7403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5255    1.0700    1.5450 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4670    1.7925    1.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5600    2.3613   -0.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5791    1.9879   -1.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5234    1.0997   -1.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7570    0.2416   -0.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445   -0.6388   -0.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6872   -0.8712   -1.1425 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0957   -0.8883   -2.4200 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8000    0.1306   -1.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5570    0.0689    0.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1533   -1.2697    0.4745 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8721   -1.1370    1.7591 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6874   -0.1908    1.8900 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6644   -2.0154    2.7898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0568   -1.6044   -0.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9437   -1.1539    0.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4692   -2.8270    0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5405   -1.5026    0.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7074   -1.9520   -1.0300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6714    0.2662   -1.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5374    0.7512    0.2449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3738    0.4663   -1.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0130    1.8834   -1.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8893    1.4932    0.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7920    1.5426   -0.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4741   -0.9368    1.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7472   -0.7471   -1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5555   -0.3090    2.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8350    1.0610   -0.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4449    0.7060    2.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2840    2.0093    1.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6829    3.5250   -0.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4694    2.3003   -0.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5374    2.5662   -2.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1847    1.0390   -2.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1390    0.2386    0.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8225   -1.2475    0.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1036   -1.9151   -0.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8247   -1.8102   -2.6552 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4480    1.1795   -1.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5109   -0.0249   -1.9854 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8781    0.3662    0.9784 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4058    0.7881    0.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3472   -2.0235    0.6043 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8696   -1.6057   -0.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309   -2.3682    3.4533 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
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  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  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  1
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  1
 18 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
 24 56  1  0
M  END


  Mrv1652303231707002D          

 34 33  0  0  1  0            999 V2000
    0.3316    4.3164    0.0000 H   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
    1.7605    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    5.5539    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    6.3789    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    4.7289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    6.3789    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    5.1414    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.3829    4.7289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    4.3164    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6697    5.5539    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9552    4.3164    0.0000 O   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
    2.4750    3.0789    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
  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  6  0  0  0
 12 14  1  1  0  0  0
 12 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  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  6  0  0  0
 27 29  1  1  0  0  0
 27 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
 33 34  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062749

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O4/c1-2-3-9-13-18(21)14-10-7-5-4-6-8-11-15-19(22)16-12-17-20(23)24/h5-8,10-11,14-15,18-19,21-22H,2-4,9,12-13,16-17H2,1H3,(H,23,24)/b7-5-,8-6-,14-10?,15-11+/t18-,19-/m1/s1

> <INCHI_KEY>
UXGXCGPWGSUMNI-XGASFZMTSA-N

> <FORMULA>
C20H32O4

> <MOLECULAR_WEIGHT>
336.472

> <EXACT_MASS>
336.23005951

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
39.90398824503186

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5S,6E,8Z,11Z,15R)-5,15-dihydroxyicosa-6,8,11,13-tetraenoic acid

> <ALOGPS_LOGP>
5.33

> <JCHEM_LOGP>
4.125548676999999

> <ALOGPS_LOGS>
-4.32

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.795677863984597

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.584101930135565

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2594463004294232

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
102.98499999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.63e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(5S,6E,8Z,11Z,15R)-5,15-dihydroxyicosa-6,8,11,13-tetraenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062749
     RDKit          3D
5(S),15(R)-DiHETE
 56 55  0  0  0  0  0  0  0  0999 V2000
   -8.5201   -1.7370    0.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0376   -1.3116   -0.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9875    0.1304   -0.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7251    0.7916   -0.8758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5928    0.8772    0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9020   -0.3448    0.5182 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3796   -1.0949   -0.5622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6430    0.0334    1.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6836    0.7600    0.7403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5255    1.0700    1.5450 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4670    1.7925    1.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5600    2.3613   -0.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5791    1.9879   -1.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5234    1.0997   -1.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7570    0.2416   -0.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445   -0.6388   -0.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6872   -0.8712   -1.1425 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0957   -0.8883   -2.4200 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8000    0.1306   -1.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5570    0.0689    0.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1533   -1.2697    0.4745 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8721   -1.1370    1.7591 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6874   -0.1908    1.8900 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6644   -2.0154    2.7898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0568   -1.6044   -0.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9437   -1.1539    0.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4692   -2.8270    0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5405   -1.5026    0.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7074   -1.9520   -1.0300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6714    0.2662   -1.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5374    0.7512    0.2449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3738    0.4663   -1.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0130    1.8834   -1.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8893    1.4932    0.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7920    1.5426   -0.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4741   -0.9368    1.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7472   -0.7471   -1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5555   -0.3090    2.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8350    1.0610   -0.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4449    0.7060    2.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2840    2.0093    1.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6829    3.5250   -0.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4694    2.3003   -0.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5374    2.5662   -2.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1847    1.0390   -2.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1390    0.2386    0.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8225   -1.2475    0.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1036   -1.9151   -0.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8247   -1.8102   -2.6552 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4480    1.1795   -1.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5109   -0.0249   -1.9854 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8781    0.3662    0.9784 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4058    0.7881    0.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3472   -2.0235    0.6043 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8696   -1.6057   -0.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309   -2.3682    3.4533 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
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  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  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  1
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  1
 18 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
 24 56  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       0.619   8.057   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       1.953   7.287   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.286   8.057   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.286   9.597   0.000  0.00  0.00           C+0
HETATM    5  H   UNK     0       4.620  10.367   0.000  0.00  0.00           H+0
HETATM    6  C   UNK     0       1.953  10.367   0.000  0.00  0.00           C+0
HETATM    7  H   UNK     0       1.953  11.907   0.000  0.00  0.00           H+0
HETATM    8  C   UNK     0       0.619   9.597   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0       1.953   8.827   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0      -0.715  10.367   0.000  0.00  0.00           C+0
HETATM   11  H   UNK     0      -0.715  11.907   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0      -2.048   9.597   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0      -0.715   8.827   0.000  0.00  0.00           H+0
HETATM   14  O   UNK     0      -2.048   8.057   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      -3.382  10.367   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -4.716   9.597   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -6.049  10.367   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -7.383   9.597   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      -8.717  10.367   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      -7.383   8.057   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0       1.953   5.747   0.000  0.00  0.00           C+0
HETATM   22  H   UNK     0       0.619   4.977   0.000  0.00  0.00           H+0
HETATM   23  C   UNK     0       3.286   4.977   0.000  0.00  0.00           C+0
HETATM   24  H   UNK     0       4.620   5.747   0.000  0.00  0.00           H+0
HETATM   25  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM   26  H   UNK     0       1.953   2.667   0.000  0.00  0.00           H+0
HETATM   27  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   28  H   UNK     0       3.286   1.897   0.000  0.00  0.00           H+0
HETATM   29  O   UNK     0       4.620   1.127   0.000  0.00  0.00           O+0
HETATM   30  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0      11.288   3.437   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   14   15                                             
CONECT   13   12                                                            
CONECT   14   12                                                            
CONECT   15   12   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
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   30                                             
CONECT   28   27                                                            
CONECT   29   27                                                            
CONECT   30   27   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   66    0
END

COMPND    HMDB0062749
HETATM    1  C1  UNL     1      -8.520  -1.737   0.053  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.038  -1.312  -0.209  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.988   0.130  -0.529  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.725   0.792  -0.876  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.593   0.877   0.048  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.902  -0.345   0.518  1.00  0.00           C  
HETATM    7  O1  UNL     1      -3.380  -1.095  -0.562  1.00  0.00           O  
HETATM    8  C7  UNL     1      -2.643   0.033   1.283  1.00  0.00           C  
HETATM    9  C8  UNL     1      -1.684   0.760   0.740  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.525   1.070   1.545  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.467   1.792   1.070  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.560   2.361  -0.248  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.579   1.988  -1.203  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.523   1.100  -1.141  1.00  0.00           C  
HETATM   15  C14 UNL     1       2.757   0.242  -0.025  1.00  0.00           C  
HETATM   16  C15 UNL     1       3.744  -0.639  -0.053  1.00  0.00           C  
HETATM   17  C16 UNL     1       4.687  -0.871  -1.142  1.00  0.00           C  
HETATM   18  O2  UNL     1       4.096  -0.888  -2.420  1.00  0.00           O  
HETATM   19  C17 UNL     1       5.800   0.131  -1.140  1.00  0.00           C  
HETATM   20  C18 UNL     1       6.557   0.069   0.159  1.00  0.00           C  
HETATM   21  C19 UNL     1       7.153  -1.270   0.475  1.00  0.00           C  
HETATM   22  C20 UNL     1       7.872  -1.137   1.759  1.00  0.00           C  
HETATM   23  O3  UNL     1       8.687  -0.191   1.890  1.00  0.00           O  
HETATM   24  O4  UNL     1       7.664  -2.015   2.790  1.00  0.00           O  
HETATM   25  H1  UNL     1      -9.057  -1.604  -0.918  1.00  0.00           H  
HETATM   26  H2  UNL     1      -8.944  -1.154   0.885  1.00  0.00           H  
HETATM   27  H3  UNL     1      -8.469  -2.827   0.233  1.00  0.00           H  
HETATM   28  H4  UNL     1      -6.541  -1.503   0.772  1.00  0.00           H  
HETATM   29  H5  UNL     1      -6.707  -1.952  -1.030  1.00  0.00           H  
HETATM   30  H6  UNL     1      -7.671   0.266  -1.438  1.00  0.00           H  
HETATM   31  H7  UNL     1      -7.537   0.751   0.245  1.00  0.00           H  
HETATM   32  H8  UNL     1      -5.374   0.466  -1.920  1.00  0.00           H  
HETATM   33  H9  UNL     1      -6.013   1.883  -1.113  1.00  0.00           H  
HETATM   34  H10 UNL     1      -4.889   1.493   0.952  1.00  0.00           H  
HETATM   35  H11 UNL     1      -3.792   1.543  -0.414  1.00  0.00           H  
HETATM   36  H12 UNL     1      -4.474  -0.937   1.228  1.00  0.00           H  
HETATM   37  H13 UNL     1      -3.747  -0.747  -1.407  1.00  0.00           H  
HETATM   38  H14 UNL     1      -2.556  -0.309   2.288  1.00  0.00           H  
HETATM   39  H15 UNL     1      -1.835   1.061  -0.268  1.00  0.00           H  
HETATM   40  H16 UNL     1      -0.445   0.706   2.584  1.00  0.00           H  
HETATM   41  H17 UNL     1       1.284   2.009   1.803  1.00  0.00           H  
HETATM   42  H18 UNL     1       0.683   3.525  -0.130  1.00  0.00           H  
HETATM   43  H19 UNL     1      -0.469   2.300  -0.713  1.00  0.00           H  
HETATM   44  H20 UNL     1       1.537   2.566  -2.171  1.00  0.00           H  
HETATM   45  H21 UNL     1       3.185   1.039  -2.032  1.00  0.00           H  
HETATM   46  H22 UNL     1       2.139   0.239   0.887  1.00  0.00           H  
HETATM   47  H23 UNL     1       3.823  -1.247   0.887  1.00  0.00           H  
HETATM   48  H24 UNL     1       5.104  -1.915  -0.960  1.00  0.00           H  
HETATM   49  H25 UNL     1       3.825  -1.810  -2.655  1.00  0.00           H  
HETATM   50  H26 UNL     1       5.448   1.180  -1.257  1.00  0.00           H  
HETATM   51  H27 UNL     1       6.511  -0.025  -1.985  1.00  0.00           H  
HETATM   52  H28 UNL     1       5.878   0.366   0.978  1.00  0.00           H  
HETATM   53  H29 UNL     1       7.406   0.788   0.128  1.00  0.00           H  
HETATM   54  H30 UNL     1       6.347  -2.024   0.604  1.00  0.00           H  
HETATM   55  H31 UNL     1       7.870  -1.606  -0.317  1.00  0.00           H  
HETATM   56  H32 UNL     1       8.331  -2.368   3.453  1.00  0.00           H  
CONECT    1    2   25   26   27
CONECT    2    3   28   29
CONECT    3    4   30   31
CONECT    4    5   32   33
CONECT    5    6   34   35
CONECT    6    7    8   36
CONECT    7   37
CONECT    8    9    9   38
CONECT    9   10   39
CONECT   10   11   11   40
CONECT   11   12   41
CONECT   12   13   42   43
CONECT   13   14   14   44
CONECT   14   15   45
CONECT   15   16   16   46
CONECT   16   17   47
CONECT   17   18   19   48
CONECT   18   49
CONECT   19   20   50   51
CONECT   20   21   52   53
CONECT   21   22   54   55
CONECT   22   23   23   24
CONECT   24   56
END

HMDB0062749
     RDKit          3D
5(S),15(R)-DiHETE
 56 55  0  0  0  0  0  0  0  0999 V2000
   -8.5201   -1.7370    0.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0376   -1.3116   -0.2087 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9875    0.1304   -0.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7251    0.7916   -0.8758 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5928    0.8772    0.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9020   -0.3448    0.5182 C   0  0  1  0  0  0  0  0  0  0  0  0
   -3.3796   -1.0949   -0.5622 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6430    0.0334    1.2832 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6836    0.7600    0.7403 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5255    1.0700    1.5450 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4670    1.7925    1.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5600    2.3613   -0.2478 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5791    1.9879   -1.2029 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5234    1.0997   -1.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7570    0.2416   -0.0246 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7445   -0.6388   -0.0534 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6872   -0.8712   -1.1425 C   0  0  1  0  0  0  0  0  0  0  0  0
    4.0957   -0.8883   -2.4200 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8000    0.1306   -1.1400 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5570    0.0689    0.1594 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1533   -1.2697    0.4745 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8721   -1.1370    1.7591 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6874   -0.1908    1.8900 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6644   -2.0154    2.7898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0568   -1.6044   -0.9179 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9437   -1.1539    0.8851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4692   -2.8270    0.2332 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5405   -1.5026    0.7715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7074   -1.9520   -1.0300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6714    0.2662   -1.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5374    0.7512    0.2449 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3738    0.4663   -1.9198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0130    1.8834   -1.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8893    1.4932    0.9524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7920    1.5426   -0.4145 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4741   -0.9368    1.2277 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7472   -0.7471   -1.4073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5555   -0.3090    2.2881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8350    1.0610   -0.2681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4449    0.7060    2.5840 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2840    2.0093    1.8029 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6829    3.5250   -0.1301 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4694    2.3003   -0.7125 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5374    2.5662   -2.1710 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1847    1.0390   -2.0317 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1390    0.2386    0.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8225   -1.2475    0.8866 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1036   -1.9151   -0.9597 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8247   -1.8102   -2.6552 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4480    1.1795   -1.2568 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5109   -0.0249   -1.9854 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8781    0.3662    0.9784 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4058    0.7881    0.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3472   -2.0235    0.6043 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8696   -1.6057   -0.3171 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309   -2.3682    3.4533 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
 17 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  1  0
 22 23  2  0
 22 24  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  0
  3 31  1  0
  4 32  1  0
  4 33  1  0
  5 34  1  0
  5 35  1  0
  6 36  1  1
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  0
 11 41  1  0
 12 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 15 46  1  0
 16 47  1  0
 17 48  1  1
 18 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 20 53  1  0
 21 54  1  0
 21 55  1  0
 24 56  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5S,6E,8Z,11Z,15R)-5,15-Dihydroxyicosa-6,8,11,13-tetraenoate	Generator
(5S,6E,8Z,11Z,13E,15R)-5,15-Dihydroxyicosatetraenoate	HMDB
(5S,6E,8Z,11Z,13E,15R)-5,15-Dihydroxyicosatetraenoic acid	HMDB
5S,15R-DiHETE	HMDB
5S,15R-Dihydroxy-6E,8Z,11Z,13E-eicosatetraenoate	HMDB
5S,15R-Dihydroxy-6E,8Z,11Z,13E-eicosatetraenoic acid	HMDB

Chemical Formula

C₂₀H₃₂O₄

Average Molecular Weight

336.472

Monoisotopic Molecular Weight

336.23005951

IUPAC Name

(5S,6E,8Z,11Z,15R)-5,15-dihydroxyicosa-6,8,11,13-tetraenoic acid

Traditional Name

(5S,6E,8Z,11Z,15R)-5,15-dihydroxyicosa-6,8,11,13-tetraenoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H32O4/c1-2-3-9-13-18(21)14-10-7-5-4-6-8-11-15-19(22)16-12-17-20(23)24/h5-8,10-11,14-15,18-19,21-22H,2-4,9,12-13,16-17H2,1H3,(H,23,24)/b7-5-,8-6-,14-10?,15-11+/t18-,19-/m1/s1

InChI Key

UXGXCGPWGSUMNI-XGASFZMTSA-N

Chemical Taxonomy

Classification

Not classified

Ontology

Not Available

Exogenous (HMDB: HMDB0062749)

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	0.016 g/l	ALOGPS
LogP	5.33	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.33	ALOGPS
logP	4.13	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	4.58	ChemAxon
pKa (Strongest Basic)	-1.3	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	102.98 m³·mol⁻¹	ChemAxon
Polarizability	39.9 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]+	188.564	31661259
DarkChem	[M-H]-	189.655	31661259
DeepCCS	[M+H]+	189.619	30932474
DeepCCS	[M-H]-	187.794	30932474
DeepCCS	[M-2H]-	221.269	30932474
DeepCCS	[M+Na]+	195.225	30932474
AllCCS	[M+H]+	190.6	32859911
AllCCS	[M+H-H2O]+	187.8	32859911
AllCCS	[M+NH4]+	193.2	32859911
AllCCS	[M+Na]+	194.0	32859911
AllCCS	[M-H]-	187.7	32859911
AllCCS	[M+Na-2H]-	189.5	32859911
AllCCS	[M+HCOO]-	191.7	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.	6.3 minutes	32390414
Predicted by Siyang on May 30, 2022	17.812 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.09 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2940.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	330.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	178.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	207.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	456.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	814.3 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	497.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	100.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1731.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	598.3 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	1549.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	588.0 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	452.5 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	302.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	355.6 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	8.5 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5(S),15(R)-DiHETE	[H]\C(C\C([H])=C(\[H])C([H])=C([H])[C@@]([H])(O)CCCC(O)=O)=C(/[H])C([H])=C([H])[C@]([H])(O)CCCCC	4370.2	Standard polar	33892256
5(S),15(R)-DiHETE	[H]\C(C\C([H])=C(\[H])C([H])=C([H])[C@@]([H])(O)CCCC(O)=O)=C(/[H])C([H])=C([H])[C@]([H])(O)CCCCC	2551.4	Standard non polar	33892256
5(S),15(R)-DiHETE	[H]\C(C\C([H])=C(\[H])C([H])=C([H])[C@@]([H])(O)CCCC(O)=O)=C(/[H])C([H])=C([H])[C@]([H])(O)CCCCC	2723.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5(S),15(R)-DiHETE,1TMS,isomer #1	CCCCC[C@@H](O)C=C/C=C\C/C=C\C=C[C@H](CCCC(=O)O)O[Si](C)(C)C	2969.6	Semi standard non polar	33892256
5(S),15(R)-DiHETE,1TMS,isomer #2	CCCCC[C@@H](O)C=C/C=C\C/C=C\C=C[C@@H](O)CCCC(=O)O[Si](C)(C)C	2896.1	Semi standard non polar	33892256
5(S),15(R)-DiHETE,1TMS,isomer #3	CCCCC[C@H](C=C/C=C\C/C=C\C=C[C@@H](O)CCCC(=O)O)O[Si](C)(C)C	2970.9	Semi standard non polar	33892256
5(S),15(R)-DiHETE,2TMS,isomer #1	CCCCC[C@H](C=C/C=C\C/C=C\C=C[C@H](CCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	3006.4	Semi standard non polar	33892256
5(S),15(R)-DiHETE,2TMS,isomer #2	CCCCC[C@@H](O)C=C/C=C\C/C=C\C=C[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2953.5	Semi standard non polar	33892256
5(S),15(R)-DiHETE,2TMS,isomer #3	CCCCC[C@H](C=C/C=C\C/C=C\C=C[C@@H](O)CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2953.6	Semi standard non polar	33892256
5(S),15(R)-DiHETE,3TMS,isomer #1	CCCCC[C@H](C=C/C=C\C/C=C\C=C[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2965.0	Semi standard non polar	33892256
5(S),15(R)-DiHETE,1TBDMS,isomer #1	CCCCC[C@@H](O)C=C/C=C\C/C=C\C=C[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3224.6	Semi standard non polar	33892256
5(S),15(R)-DiHETE,1TBDMS,isomer #2	CCCCC[C@@H](O)C=C/C=C\C/C=C\C=C[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C	3139.9	Semi standard non polar	33892256
5(S),15(R)-DiHETE,1TBDMS,isomer #3	CCCCC[C@H](C=C/C=C\C/C=C\C=C[C@@H](O)CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3225.7	Semi standard non polar	33892256
5(S),15(R)-DiHETE,2TBDMS,isomer #1	CCCCC[C@H](C=C/C=C\C/C=C\C=C[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3503.0	Semi standard non polar	33892256
5(S),15(R)-DiHETE,2TBDMS,isomer #2	CCCCC[C@@H](O)C=C/C=C\C/C=C\C=C[C@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3441.6	Semi standard non polar	33892256
5(S),15(R)-DiHETE,2TBDMS,isomer #3	CCCCC[C@H](C=C/C=C\C/C=C\C=C[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3442.0	Semi standard non polar	33892256
5(S),15(R)-DiHETE,3TBDMS,isomer #1	CCCCC[C@H](C=C/C=C\C/C=C\C=C[C@H](CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3727.6	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(S),15(R)-DiHETE GC-MS (Non-derivatized) - 70eV, Positive	splash10-00mk-6593000000-2751a1ab8fa609ec2223	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5(S),15(R)-DiHETE GC-MS (3 TMS) - 70eV, Positive	splash10-002u-9013440000-ef35dbcf7f2fcff2741e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5(S),15(R)-DiHETE GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5(S),15(R)-DiHETE 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(S),15(R)-DiHETE 10V, Positive-QTOF	splash10-0gb9-0019000000-f48b85306f04941fd350	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(S),15(R)-DiHETE 20V, Positive-QTOF	splash10-106r-4196000000-457cb39a0c8a1268151f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(S),15(R)-DiHETE 40V, Positive-QTOF	splash10-0596-9460000000-1d8ccbfff9f208544935	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(S),15(R)-DiHETE 10V, Negative-QTOF	splash10-00kr-0029000000-d8e68d87d5e32a76be4d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(S),15(R)-DiHETE 20V, Negative-QTOF	splash10-01bi-3069000000-b36c2c202ba716d4d1b9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(S),15(R)-DiHETE 40V, Negative-QTOF	splash10-0a4l-9040000000-37f888cda0004f79ffde	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(S),15(R)-DiHETE 10V, Negative-QTOF	splash10-014s-0049000000-784325c131ef5c44fce1	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(S),15(R)-DiHETE 20V, Negative-QTOF	splash10-0aor-9188000000-15277ba1c4c98244623c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(S),15(R)-DiHETE 40V, Negative-QTOF	splash10-0592-6190000000-ca8869c75c9dfdfc3d95	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(S),15(R)-DiHETE 10V, Positive-QTOF	splash10-0gb9-0169000000-f816e4fd4e2a085194c8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(S),15(R)-DiHETE 20V, Positive-QTOF	splash10-0udj-1094000000-99ee8f680bdef2d949ec	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(S),15(R)-DiHETE 40V, Positive-QTOF	splash10-05mk-3890000000-910cf30a3a4ead5de99e	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

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(S),15(R)-DiHETE (HMDB0062749)

MOL for HMDB0062749 (5(S),15(R)-DiHETE)

3D MOL for HMDB0062749 (5(S),15(R)-DiHETE)

3D SDF for HMDB0062749 (5(S),15(R)-DiHETE)

3D-SDF for HMDB0062749 (5(S),15(R)-DiHETE)

PDB for HMDB0062749 (5(S),15(R)-DiHETE)

3D PDB for HMDB0062749 (5(S),15(R)-DiHETE)

SMILES for HMDB0062749 (5(S),15(R)-DiHETE)

INCHI for HMDB0062749 (5(S),15(R)-DiHETE)

Structure for HMDB0062749 (5(S),15(R)-DiHETE)

3D Structure for HMDB0062749 (5(S),15(R)-DiHETE)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra