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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2008-09-15 09:55:12 UTC

Update Date

2021-09-14 15:47:07 UTC

HMDB ID

HMDB0010216

Secondary Accession Numbers

HMDB10216

Metabolite Identification

Common Name

5,15-DiHETE

Description

5,15-DiHETE, also known as 5S,15S-dihete, 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, 5,15-dihete is considered to be an eicosanoid. Based on a literature review a significant number of articles have been published on 5,15-DiHETE.

Structure

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

HMDB0010216
     RDKit          3D
5,15-DiHETE
 56 55  0  0  0  0  0  0  0  0999 V2000
   -6.1162   -0.3184    2.6044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1652    0.7074    2.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8303    0.6744    1.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2060    0.9447   -0.2095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1241    0.2363   -0.8676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7570    0.1501   -0.3345 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1746    1.4330   -0.1376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9092   -0.3381   -1.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6185   -0.4446   -1.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7303   -0.8855   -2.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4472   -1.0154   -2.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2007   -0.7206   -0.7842 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8775   -1.9031   -0.2262 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1633   -1.9508    0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0372   -0.8370   -0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3282   -0.9503    0.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3083    0.1643   -0.1315 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6927    0.7054    1.0975 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4891   -0.3999   -0.8511 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5577    0.5855   -1.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1879    1.2762   -0.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8346    0.3672    0.9624 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8924   -0.8651    0.8647 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4290    0.9524    2.0761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0907    0.1139    2.6408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2834   -0.7494    3.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2187   -1.1641    1.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7337    1.7367    2.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9544    0.6544    3.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7268    1.4229    1.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4439   -0.3011    0.9660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9725    2.1067   -0.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1138    0.9947   -0.9650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4488   -0.8569   -1.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1023    0.6167   -1.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5228   -0.5068    0.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4329    1.2832    0.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3677   -0.5506   -2.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2668   -0.2040   -0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1737   -1.1179   -3.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1350   -1.3599   -2.9376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9430    0.1087   -0.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4550   -0.3015   -0.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3100   -2.8008   -0.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6072   -2.8801    0.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7380    0.0982   -0.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6816   -1.8763    0.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8093    0.9524   -0.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2275    1.5591    1.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1202   -0.8088   -1.8422 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9031   -1.2470   -0.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3456    0.1157   -1.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1407    1.4009   -1.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0135    1.9234   -0.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5006    1.9489    0.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9124    1.5463    2.7205 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  6
 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


  Mrv0541 02241200332D          

 24 23  0  0  1  0            999 V2000
   16.6077  -10.3976    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6077   -9.5726    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8932   -9.1601    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4949   -4.1682    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7805   -4.5807    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4949   -3.3432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7805   -5.4057    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2094   -2.9307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8932   -8.3351    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4949   -5.8182    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9239   -3.3432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.7817   -3.3432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1788   -7.9227    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4949   -6.6432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.6383   -2.9307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0672   -2.9307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.4962   -2.9307    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2094   -7.0557    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   17.3528   -3.3432    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   20.2107   -3.3432    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9239   -6.6432    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.3528   -4.1682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.9252   -2.9307    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.2107   -4.1682    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  9  1  0  0  0  0
  4  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  2  0  0  0  0
  6  8  2  0  0  0  0
  7 10  1  0  0  0  0
  8 11  1  0  0  0  0
  9 13  1  0  0  0  0
 10 14  2  0  0  0  0
 11 15  2  0  0  0  0
 12 16  1  0  0  0  0
 12 17  1  0  0  0  0
 13 18  1  0  0  0  0
 14 18  1  0  0  0  0
 15 19  1  0  0  0  0
 16 19  1  0  0  0  0
 17 20  1  0  0  0  0
 18 21  1  1  0  0  0
 19 22  1  6  0  0  0
 20 23  1  0  0  0  0
 20 24  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0010216

> <DATABASE_NAME>
hmdb

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

> <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+/m0/s1

> <INCHI_KEY>
UXGXCGPWGSUMNI-BVHTXILBSA-N

> <FORMULA>
C20H32O4

> <MOLECULAR_WEIGHT>
336.4657

> <EXACT_MASS>
336.230059512

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
39.52118177102049

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5S,6E,8Z,11Z,13E,15S)-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>
77.75999999999999

> <JCHEM_REFRACTIVITY>
102.98499999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.63e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5S,15S-DiHETE

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0010216
     RDKit          3D
5,15-DiHETE
 56 55  0  0  0  0  0  0  0  0999 V2000
   -6.1162   -0.3184    2.6044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1652    0.7074    2.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8303    0.6744    1.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2060    0.9447   -0.2095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1241    0.2363   -0.8676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7570    0.1501   -0.3345 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1746    1.4330   -0.1376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9092   -0.3381   -1.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6185   -0.4446   -1.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7303   -0.8855   -2.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4472   -1.0154   -2.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2007   -0.7206   -0.7842 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8775   -1.9031   -0.2262 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1633   -1.9508    0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0372   -0.8370   -0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3282   -0.9503    0.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3083    0.1643   -0.1315 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6927    0.7054    1.0975 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4891   -0.3999   -0.8511 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5577    0.5855   -1.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1879    1.2762   -0.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8346    0.3672    0.9624 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8924   -0.8651    0.8647 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4290    0.9524    2.0761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0907    0.1139    2.6408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2834   -0.7494    3.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2187   -1.1641    1.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7337    1.7367    2.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9544    0.6544    3.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7268    1.4229    1.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4439   -0.3011    0.9660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9725    2.1067   -0.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1138    0.9947   -0.9650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4488   -0.8569   -1.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1023    0.6167   -1.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5228   -0.5068    0.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4329    1.2832    0.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3677   -0.5506   -2.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2668   -0.2040   -0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1737   -1.1179   -3.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1350   -1.3599   -2.9376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9430    0.1087   -0.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4550   -0.3015   -0.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3100   -2.8008   -0.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6072   -2.8801    0.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7380    0.0982   -0.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6816   -1.8763    0.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8093    0.9524   -0.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2275    1.5591    1.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1202   -0.8088   -1.8422 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9031   -1.2470   -0.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3456    0.1157   -1.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1407    1.4009   -1.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0135    1.9234   -0.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5006    1.9489    0.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9124    1.5463    2.7205 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  6
 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                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      31.001 -19.409   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      31.001 -17.869   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      29.667 -17.099   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      27.057  -7.781   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      25.724  -8.551   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      27.057  -6.241   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.724 -10.091   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      28.391  -5.471   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      29.667 -15.559   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      27.057 -10.861   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      29.725  -6.241   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      35.059  -6.241   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      28.334 -14.789   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      27.057 -12.401   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      31.058  -5.471   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      33.725  -5.471   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      36.393  -5.471   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      28.391 -13.171   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      32.392  -6.241   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      37.727  -6.241   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      29.725 -12.401   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      32.392  -7.781   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      39.060  -5.471   0.000  0.00  0.00           O+0
HETATM   24  O   UNK     0      37.727  -7.781   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    9                                                       
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5   10                                                       
CONECT    8    6   11                                                       
CONECT    9    3   13                                                       
CONECT   10    7   14                                                       
CONECT   11    8   15                                                       
CONECT   12   16   17                                                       
CONECT   13    9   18                                                       
CONECT   14   10   18                                                       
CONECT   15   11   19                                                       
CONECT   16   12   19                                                       
CONECT   17   12   20                                                       
CONECT   18   13   14   21                                                  
CONECT   19   15   16   22                                                  
CONECT   20   17   23   24                                                  
CONECT   21   18                                                            
CONECT   22   19                                                            
CONECT   23   20                                                            
CONECT   24   20                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   46    0
END

COMPND    HMDB0010216
HETATM    1  C1  UNL     1      -6.116  -0.318   2.604  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.165   0.707   2.374  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.830   0.674   1.069  1.00  0.00           C  
HETATM    4  C4  UNL     1      -7.206   0.945  -0.209  1.00  0.00           C  
HETATM    5  C5  UNL     1      -6.124   0.236  -0.868  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.757   0.150  -0.334  1.00  0.00           C  
HETATM    7  O1  UNL     1      -4.175   1.433  -0.138  1.00  0.00           O  
HETATM    8  C7  UNL     1      -3.909  -0.338  -1.539  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.618  -0.445  -1.253  1.00  0.00           C  
HETATM   10  C9  UNL     1      -1.730  -0.885  -2.280  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.447  -1.015  -2.080  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.201  -0.721  -0.784  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.877  -1.903  -0.226  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.163  -1.951   0.036  1.00  0.00           C  
HETATM   15  C14 UNL     1       3.037  -0.837  -0.201  1.00  0.00           C  
HETATM   16  C15 UNL     1       4.328  -0.950   0.086  1.00  0.00           C  
HETATM   17  C16 UNL     1       5.308   0.164  -0.131  1.00  0.00           C  
HETATM   18  O2  UNL     1       5.693   0.705   1.097  1.00  0.00           O  
HETATM   19  C17 UNL     1       6.489  -0.400  -0.851  1.00  0.00           C  
HETATM   20  C18 UNL     1       7.558   0.585  -1.160  1.00  0.00           C  
HETATM   21  C19 UNL     1       8.188   1.276  -0.002  1.00  0.00           C  
HETATM   22  C20 UNL     1       8.835   0.367   0.962  1.00  0.00           C  
HETATM   23  O3  UNL     1       8.892  -0.865   0.865  1.00  0.00           O  
HETATM   24  O4  UNL     1       9.429   0.952   2.076  1.00  0.00           O  
HETATM   25  H1  UNL     1      -5.091   0.114   2.641  1.00  0.00           H  
HETATM   26  H2  UNL     1      -6.283  -0.749   3.647  1.00  0.00           H  
HETATM   27  H3  UNL     1      -6.219  -1.164   1.924  1.00  0.00           H  
HETATM   28  H4  UNL     1      -6.734   1.737   2.566  1.00  0.00           H  
HETATM   29  H5  UNL     1      -7.954   0.654   3.206  1.00  0.00           H  
HETATM   30  H6  UNL     1      -8.727   1.423   1.148  1.00  0.00           H  
HETATM   31  H7  UNL     1      -8.444  -0.301   0.966  1.00  0.00           H  
HETATM   32  H8  UNL     1      -6.972   2.107  -0.239  1.00  0.00           H  
HETATM   33  H9  UNL     1      -8.114   0.995  -0.965  1.00  0.00           H  
HETATM   34  H10 UNL     1      -6.449  -0.857  -1.090  1.00  0.00           H  
HETATM   35  H11 UNL     1      -6.102   0.617  -1.967  1.00  0.00           H  
HETATM   36  H12 UNL     1      -4.523  -0.507   0.472  1.00  0.00           H  
HETATM   37  H13 UNL     1      -3.433   1.283   0.497  1.00  0.00           H  
HETATM   38  H14 UNL     1      -4.368  -0.551  -2.474  1.00  0.00           H  
HETATM   39  H15 UNL     1      -2.267  -0.204  -0.271  1.00  0.00           H  
HETATM   40  H16 UNL     1      -2.174  -1.118  -3.271  1.00  0.00           H  
HETATM   41  H17 UNL     1       0.135  -1.360  -2.938  1.00  0.00           H  
HETATM   42  H18 UNL     1       0.943   0.109  -0.992  1.00  0.00           H  
HETATM   43  H19 UNL     1      -0.455  -0.301  -0.014  1.00  0.00           H  
HETATM   44  H20 UNL     1       0.310  -2.801  -0.009  1.00  0.00           H  
HETATM   45  H21 UNL     1       2.607  -2.880   0.457  1.00  0.00           H  
HETATM   46  H22 UNL     1       2.738   0.098  -0.596  1.00  0.00           H  
HETATM   47  H23 UNL     1       4.682  -1.876   0.488  1.00  0.00           H  
HETATM   48  H24 UNL     1       4.809   0.952  -0.707  1.00  0.00           H  
HETATM   49  H25 UNL     1       5.228   1.559   1.287  1.00  0.00           H  
HETATM   50  H26 UNL     1       6.120  -0.809  -1.842  1.00  0.00           H  
HETATM   51  H27 UNL     1       6.903  -1.247  -0.253  1.00  0.00           H  
HETATM   52  H28 UNL     1       8.346   0.116  -1.796  1.00  0.00           H  
HETATM   53  H29 UNL     1       7.141   1.401  -1.829  1.00  0.00           H  
HETATM   54  H30 UNL     1       9.013   1.923  -0.419  1.00  0.00           H  
HETATM   55  H31 UNL     1       7.501   1.949   0.539  1.00  0.00           H  
HETATM   56  H32 UNL     1       8.912   1.546   2.721  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

HMDB0010216
     RDKit          3D
5,15-DiHETE
 56 55  0  0  0  0  0  0  0  0999 V2000
   -6.1162   -0.3184    2.6044 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1652    0.7074    2.3735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8303    0.6744    1.0690 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2060    0.9447   -0.2095 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1241    0.2363   -0.8676 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7570    0.1501   -0.3345 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.1746    1.4330   -0.1376 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9092   -0.3381   -1.5393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6185   -0.4446   -1.2533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7303   -0.8855   -2.2802 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4472   -1.0154   -2.0804 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2007   -0.7206   -0.7842 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8775   -1.9031   -0.2262 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1633   -1.9508    0.0361 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0372   -0.8370   -0.2010 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3282   -0.9503    0.0857 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3083    0.1643   -0.1315 C   0  0  1  0  0  0  0  0  0  0  0  0
    5.6927    0.7054    1.0975 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4891   -0.3999   -0.8511 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5577    0.5855   -1.1600 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1879    1.2762   -0.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8346    0.3672    0.9624 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8924   -0.8651    0.8647 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4290    0.9524    2.0761 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0907    0.1139    2.6408 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2834   -0.7494    3.6473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2187   -1.1641    1.9244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7337    1.7367    2.5661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9544    0.6544    3.2065 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7268    1.4229    1.1475 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4439   -0.3011    0.9660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9725    2.1067   -0.2393 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1138    0.9947   -0.9650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4488   -0.8569   -1.0899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1023    0.6167   -1.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5228   -0.5068    0.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4329    1.2832    0.4966 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3677   -0.5506   -2.4740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2668   -0.2040   -0.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1737   -1.1179   -3.2706 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1350   -1.3599   -2.9376 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9430    0.1087   -0.9924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4550   -0.3015   -0.0140 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3100   -2.8008   -0.0087 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6072   -2.8801    0.4574 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7380    0.0982   -0.5956 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6816   -1.8763    0.4883 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8093    0.9524   -0.7067 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2275    1.5591    1.2868 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1202   -0.8088   -1.8422 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9031   -1.2470   -0.2535 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3456    0.1157   -1.7956 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1407    1.4009   -1.8288 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0135    1.9234   -0.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5006    1.9489    0.5395 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9124    1.5463    2.7205 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  6
 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,15S)-Dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoic acid	ChEBI
(5S,15S)-Dihydroxy-(6E,8Z,11Z,13E)-icosatetraenoic acid	ChEBI
(5S,6E,8Z,11Z,13E,15S)-5,15-Dihydroxyicosatetraenoic acid	ChEBI
5(S),15(S)-Dihydroxy-6,13-trans-8,11-cis-eicosatetraenoic acid	ChEBI
5,15-Dihydroxy-6,8,11,13-eicosatetraenoic acid	ChEBI
5,15-Dihydroxyeicosatetraenoic acid	ChEBI
5S,15S-DiHETE	ChEBI
5S,15S-Dihydroxy-6E,8Z,11Z,13E-eicosatetraenoic acid	ChEBI
(5S,15S)-Dihydroxy-(6E,8Z,11Z,13E)-eicosatetraenoate	Generator
(5S,15S)-Dihydroxy-(6E,8Z,11Z,13E)-icosatetraenoate	Generator
(5S,6E,8Z,11Z,13E,15S)-5,15-Dihydroxyicosatetraenoate	Generator
5(S),15(S)-Dihydroxy-6,13-trans-8,11-cis-eicosatetraenoate	Generator
5,15-Dihydroxy-6,8,11,13-eicosatetraenoate	Generator
5,15-Dihydroxyeicosatetraenoate	Generator
5S,15S-Dihydroxy-6E,8Z,11Z,13E-eicosatetraenoate	Generator
5(S),15(S)-DiHETE	HMDB
5,15-DiHETE	ChEBI

Chemical Formula

C₂₀H₃₂O₄

Average Molecular Weight

336.4657

Monoisotopic Molecular Weight

336.230059512

IUPAC Name

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

Traditional Name

5S,15S-DiHETE

CAS Registry Number

82200-87-1

SMILES

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

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+/m0/s1

InChI Key

UXGXCGPWGSUMNI-BVHTXILBSA-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

Hydroxy/hydroperoxyeicosatetraenoic acids (LMFA03060010 )

Ontology

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.016 g/L	ALOGPS
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	39.52 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]+	189.084	31661259
DarkChem	[M-H]-	188.852	31661259
DeepCCS	[M+H]+	195.852	30932474
DeepCCS	[M-H]-	193.226	30932474
DeepCCS	[M-2H]-	227.786	30932474
DeepCCS	[M+Na]+	203.013	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.	6.32 minutes	32390414
Predicted by Siyang on May 30, 2022	17.812 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.06 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	34.0 seconds	40023050
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
5,15-DiHETE	CCCCC[C@H](O)\C=C\C=C/C\C=C/C=C/[C@@H](O)CCCC(O)=O	4668.3	Standard polar	33892256
5,15-DiHETE	CCCCC[C@H](O)\C=C\C=C/C\C=C/C=C/[C@@H](O)CCCC(O)=O	2688.5	Standard non polar	33892256
5,15-DiHETE	CCCCC[C@H](O)\C=C\C=C/C\C=C/C=C/[C@@H](O)CCCC(O)=O	2884.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5,15-DiHETE,1TMS,isomer #1	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
5,15-DiHETE,1TMS,isomer #2	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
5,15-DiHETE,1TMS,isomer #3	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
5,15-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
5,15-DiHETE,2TMS,isomer #2	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
5,15-DiHETE,2TMS,isomer #3	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
5,15-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
5,15-DiHETE,1TBDMS,isomer #1	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
5,15-DiHETE,1TBDMS,isomer #2	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
5,15-DiHETE,1TBDMS,isomer #3	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
5,15-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
5,15-DiHETE,2TBDMS,isomer #2	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
5,15-DiHETE,2TBDMS,isomer #3	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
5,15-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 - 5,15-DiHETE GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kk-6492000000-3c2ee47ee6c0da2b1c18	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,15-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 - 5,15-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 - 5,15-DiHETE 10V, Positive-QTOF	splash10-0gb9-0019000000-f48b85306f04941fd350	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,15-DiHETE 20V, Positive-QTOF	splash10-106r-4196000000-2bead0468d6c53e9925e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,15-DiHETE 40V, Positive-QTOF	splash10-0596-9460000000-5fbe33b7844341ee0d01	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,15-DiHETE 10V, Negative-QTOF	splash10-00kr-0029000000-d8e68d87d5e32a76be4d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,15-DiHETE 20V, Negative-QTOF	splash10-01bi-3069000000-b36c2c202ba716d4d1b9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,15-DiHETE 40V, Negative-QTOF	splash10-0a4l-9040000000-45f4070691efc333f188	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,15-DiHETE 10V, Positive-QTOF	splash10-0uxr-0019000000-59a1f0edad1bc877238e	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,15-DiHETE 20V, Positive-QTOF	splash10-0udi-2449000000-fb935c85ebd7e2a9b21b	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,15-DiHETE 40V, Positive-QTOF	splash10-014m-9620000000-f3e46e59b0649a6e56bc	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,15-DiHETE 10V, Negative-QTOF	splash10-00kr-0019000000-c96c619b8b59ea16cad1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,15-DiHETE 20V, Negative-QTOF	splash10-014r-3289000000-317e4e3f86ab790bd361	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,15-DiHETE 40V, Negative-QTOF	splash10-07be-8291000000-9698a4ac42a43db4361b	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.000247 +/- 0.0000200 uM	Adult (>18 years old)	Not Specified	Normal	18953024	details
Blood	Detected and Quantified	0.000527 +/- 0.000017 uM	Adult (>18 years old)	Both	Normal	20671299	details
Blood	Detected and Quantified	0.000247 +/- 0.00002 uM	Adult (>18 years old)	Both	Normal	21359215	details
Blood	Detected and Quantified	<0.00007 uM	Adult (>18 years old)	Both	Normal	21359215	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB027370

KNApSAcK ID

Not Available

Chemspider ID

4446282

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5283158

PDB ID

Not Available

ChEBI ID

91286

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

Borgeat P, Picard S, Drapeau J, Vallerand P: Metabolism of arachidonic acid in leukocytes: isolation of a 5,15-dihydroxy-eicosatetraenoic acid. Lipids. 1982 Oct;17(10):676-81. [PubMed:6817003 ]

Showing metabocard for 5,15-DiHETE (HMDB0010216)

MOL for HMDB0010216 (5,15-DiHETE)

3D MOL for HMDB0010216 (5,15-DiHETE)

3D SDF for HMDB0010216 (5,15-DiHETE)

3D-SDF for HMDB0010216 (5,15-DiHETE)

PDB for HMDB0010216 (5,15-DiHETE)

3D PDB for HMDB0010216 (5,15-DiHETE)

SMILES for HMDB0010216 (5,15-DiHETE)

INCHI for HMDB0010216 (5,15-DiHETE)

Structure for HMDB0010216 (5,15-DiHETE)

3D Structure for HMDB0010216 (5,15-DiHETE)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra