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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-23 04:41:34 UTC

Update Date

2022-03-07 03:17:57 UTC

HMDB ID

HMDB0062615

Secondary Accession Numbers

HMDB62615

Metabolite Identification

Common Name

5(S),11(R)-DiHETE

Description

5(S),11(R)-DiHETE, also known as 5,11-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(S),11(R)-dihete is considered to be an eicosanoid lipid molecule. 5(S),11(R)-DiHETE is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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


  Mrv1652303231705412D          

 34 33  0  0  1  0            999 V2000
    5.3329    5.5539    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    6.3789    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
    2.4750    5.5539    0.0000 H   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  2  0  0  0  0  0  0  0  0  0
    3.1895    3.4914    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    3.0789    0.0000 O   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  1  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 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  6  0  0  0
 14 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
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  6  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
M  END

HMDB0062615
     RDKit          3D
5(S),11(R)-DiHETE
 56 55  0  0  0  0  0  0  0  0999 V2000
    6.9378   -2.3774   -0.2705 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1484   -1.4023   -1.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7433   -0.0436   -1.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8430    0.6184    0.2550 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5978    0.9602    0.9970 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8010   -0.2029    1.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5557   -0.3569    0.9703 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8544    0.6352    0.1957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5766    0.4745   -0.1665 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8060    1.4609   -0.9623 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6193    2.5109   -1.3833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2058    2.0635    0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0624    0.9744    0.5542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3714    0.9703    0.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1329    2.0009   -0.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4435    1.9576   -0.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2245    0.8156    0.1656 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5006    1.3226    0.4210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2254   -0.2802   -0.8429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9492   -1.5177   -0.4692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4087   -1.3811   -0.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9175   -2.7330    0.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3685   -3.3885    1.0590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9840   -3.2534   -0.5516 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1688   -3.2688   -0.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8617   -1.8861    0.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2673   -2.6879    0.5449 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0918   -1.4708   -0.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3460   -1.7229   -2.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1677    0.6338   -1.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7895   -0.0788   -1.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5144    1.5321    0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4097   -0.1006    0.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0773    1.7658    0.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9268    1.5106    1.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2890   -1.0047    1.9301 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0146   -1.2878    1.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2949    1.5478   -0.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1018   -0.4358    0.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3052    1.0478   -1.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4055    3.3505   -0.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7367    2.9284   -0.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3699    2.4643    0.9249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5883    0.1315    1.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8840    0.0959    0.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6375    2.8522   -0.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9729    2.7669   -0.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8059    0.5132    1.1426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5788    1.6548    1.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6024    0.0503   -1.8366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1514   -0.5724   -1.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8708   -2.2149   -1.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4120   -2.0767    0.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9685   -0.9644   -1.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6158   -0.6871    0.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2660   -4.2145   -0.5533 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 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  0
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  6
 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


  Mrv1652303231705412D          

 34 33  0  0  1  0            999 V2000
    5.3329    5.5539    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6184    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    3.9039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    2.6664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7618    3.0789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    6.3789    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
    2.4750    5.5539    0.0000 H   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  2  0  0  0  0  0  0  0  0  0
    3.1895    3.4914    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    3.0789    0.0000 O   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  1  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 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    0.6039    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  1  0  0  0
 14 16  1  6  0  0  0
 14 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
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 22 23  1  0  0  0  0
 22 24  2  0  0  0  0
 24 25  1  0  0  0  0
 24 26  1  0  0  0  0
 26 27  1  1  0  0  0
 26 28  1  6  0  0  0
 26 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 32 33  1  0  0  0  0
 32 34  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062615

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O4/c1-2-3-4-5-6-7-9-13-18(21)14-10-8-11-15-19(22)16-12-17-20(23)24/h6-11,13,15,18-19,21-22H,2-5,12,14,16-17H2,1H3,(H,23,24)/b7-6-,10-8-,13-9+,15-11+/t18-,19+/m0/s1

> <INCHI_KEY>
GVBURXXHWSCJSI-ZZHGHEOFSA-N

> <FORMULA>
C20H32O4

> <MOLECULAR_WEIGHT>
336.472

> <EXACT_MASS>
336.23005951

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
40.364984240090884

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5S,6E,8Z,11R,12E,14Z)-5,11-dihydroxyicosa-6,8,12,14-tetraenoic acid

> <ALOGPS_LOGP>
5.39

> <JCHEM_LOGP>
4.125548676999999

> <ALOGPS_LOGS>
-4.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.79196410767292

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.584101929014061

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2602292630602392

> <JCHEM_POLAR_SURFACE_AREA>
77.75999999999999

> <JCHEM_REFRACTIVITY>
102.985

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.56e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,11-diHETE

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062615
     RDKit          3D
5(S),11(R)-DiHETE
 56 55  0  0  0  0  0  0  0  0999 V2000
    6.9378   -2.3774   -0.2705 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1484   -1.4023   -1.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7433   -0.0436   -1.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8430    0.6184    0.2550 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5978    0.9602    0.9970 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8010   -0.2029    1.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5557   -0.3569    0.9703 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8544    0.6352    0.1957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5766    0.4745   -0.1665 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8060    1.4609   -0.9623 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6193    2.5109   -1.3833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2058    2.0635    0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0624    0.9744    0.5542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3714    0.9703    0.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1329    2.0009   -0.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4435    1.9576   -0.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2245    0.8156    0.1656 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5006    1.3226    0.4210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2254   -0.2802   -0.8429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9492   -1.5177   -0.4692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4087   -1.3811   -0.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9175   -2.7330    0.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3685   -3.3885    1.0590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9840   -3.2534   -0.5516 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1688   -3.2688   -0.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8617   -1.8861    0.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2673   -2.6879    0.5449 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0918   -1.4708   -0.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3460   -1.7229   -2.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1677    0.6338   -1.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7895   -0.0788   -1.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5144    1.5321    0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4097   -0.1006    0.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0773    1.7658    0.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9268    1.5106    1.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2890   -1.0047    1.9301 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0146   -1.2878    1.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2949    1.5478   -0.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1018   -0.4358    0.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3052    1.0478   -1.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4055    3.3505   -0.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7367    2.9284   -0.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3699    2.4643    0.9249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5883    0.1315    1.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8840    0.0959    0.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6375    2.8522   -0.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9729    2.7669   -0.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8059    0.5132    1.1426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5788    1.6548    1.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6024    0.0503   -1.8366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1514   -0.5724   -1.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8708   -2.2149   -1.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4120   -2.0767    0.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9685   -0.9644   -1.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6158   -0.6871    0.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2660   -4.2145   -0.5533 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 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  0
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  6
 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       9.955  10.367   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       8.621   9.597   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.621   8.057   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       9.955   7.287   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.955   5.747   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.288   4.977   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      12.622   5.747   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.287  10.367   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0       7.287  11.907   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0       5.954   9.597   0.000  0.00  0.00           C+0
HETATM   11  H   UNK     0       4.620  10.367   0.000  0.00  0.00           H+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       5.954   6.517   0.000  0.00  0.00           H+0
HETATM   16  O   UNK     0       4.620   5.747   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0       3.286   8.057   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       1.953   7.287   0.000  0.00  0.00           C+0
HETATM   19  H   UNK     0       0.619   8.057   0.000  0.00  0.00           H+0
HETATM   20  C   UNK     0       1.953   5.747   0.000  0.00  0.00           C+0
HETATM   21  H   UNK     0       0.619   4.977   0.000  0.00  0.00           H+0
HETATM   22  C   UNK     0       3.286   4.977   0.000  0.00  0.00           C+0
HETATM   23  H   UNK     0       3.286   6.517   0.000  0.00  0.00           H+0
HETATM   24  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM   25  H   UNK     0       1.953   2.667   0.000  0.00  0.00           H+0
HETATM   26  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   27  H   UNK     0       3.286   1.897   0.000  0.00  0.00           H+0
HETATM   28  O   UNK     0       4.620   1.127   0.000  0.00  0.00           O+0
HETATM   29  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   33  O   UNK     0      11.288   3.437   0.000  0.00  0.00           O+0
HETATM   34  O   UNK     0       9.955   1.127   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    2    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16   17                                             
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17   14   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18   21   22                                                  
CONECT   21   20                                                            
CONECT   22   20   23   24                                                  
CONECT   23   22                                                            
CONECT   24   22   25   26                                                  
CONECT   25   24                                                            
CONECT   26   24   27   28   29                                             
CONECT   27   26                                                            
CONECT   28   26                                                            
CONECT   29   26   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32                                                       
CONECT   32   31   33   34                                                  
CONECT   33   32                                                            
CONECT   34   32                                                            
MASTER        0    0    0    0    0    0    0    0   34    0   66    0
END

COMPND    HMDB0062615
HETATM    1  C1  UNL     1       6.938  -2.377  -0.270  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.148  -1.402  -1.144  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.743  -0.044  -1.048  1.00  0.00           C  
HETATM    4  C4  UNL     1       6.843   0.618   0.255  1.00  0.00           C  
HETATM    5  C5  UNL     1       5.598   0.960   0.997  1.00  0.00           C  
HETATM    6  C6  UNL     1       4.801  -0.203   1.330  1.00  0.00           C  
HETATM    7  C7  UNL     1       3.556  -0.357   0.970  1.00  0.00           C  
HETATM    8  C8  UNL     1       2.854   0.635   0.196  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.577   0.474  -0.166  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.806   1.461  -0.962  1.00  0.00           C  
HETATM   11  O1  UNL     1       1.619   2.511  -1.383  1.00  0.00           O  
HETATM   12  C11 UNL     1      -0.206   2.063   0.032  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.062   0.974   0.554  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.371   0.970   0.405  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.133   2.001  -0.270  1.00  0.00           C  
HETATM   16  C15 UNL     1      -4.443   1.958  -0.396  1.00  0.00           C  
HETATM   17  C16 UNL     1      -5.224   0.816   0.166  1.00  0.00           C  
HETATM   18  O2  UNL     1      -6.501   1.323   0.421  1.00  0.00           O  
HETATM   19  C17 UNL     1      -5.225  -0.280  -0.843  1.00  0.00           C  
HETATM   20  C18 UNL     1      -5.949  -1.518  -0.469  1.00  0.00           C  
HETATM   21  C19 UNL     1      -7.409  -1.381  -0.185  1.00  0.00           C  
HETATM   22  C20 UNL     1      -7.918  -2.733   0.147  1.00  0.00           C  
HETATM   23  O3  UNL     1      -7.368  -3.388   1.059  1.00  0.00           O  
HETATM   24  O4  UNL     1      -8.984  -3.253  -0.552  1.00  0.00           O  
HETATM   25  H1  UNL     1       7.169  -3.269  -0.895  1.00  0.00           H  
HETATM   26  H2  UNL     1       7.862  -1.886   0.101  1.00  0.00           H  
HETATM   27  H3  UNL     1       6.267  -2.688   0.545  1.00  0.00           H  
HETATM   28  H4  UNL     1       5.092  -1.471  -0.935  1.00  0.00           H  
HETATM   29  H5  UNL     1       6.346  -1.723  -2.230  1.00  0.00           H  
HETATM   30  H6  UNL     1       6.168   0.634  -1.768  1.00  0.00           H  
HETATM   31  H7  UNL     1       7.790  -0.079  -1.481  1.00  0.00           H  
HETATM   32  H8  UNL     1       7.514   1.532   0.200  1.00  0.00           H  
HETATM   33  H9  UNL     1       7.410  -0.101   0.952  1.00  0.00           H  
HETATM   34  H10 UNL     1       5.077   1.766   0.426  1.00  0.00           H  
HETATM   35  H11 UNL     1       5.927   1.511   1.945  1.00  0.00           H  
HETATM   36  H12 UNL     1       5.289  -1.005   1.930  1.00  0.00           H  
HETATM   37  H13 UNL     1       3.015  -1.288   1.273  1.00  0.00           H  
HETATM   38  H14 UNL     1       3.295   1.548  -0.138  1.00  0.00           H  
HETATM   39  H15 UNL     1       1.102  -0.436   0.145  1.00  0.00           H  
HETATM   40  H16 UNL     1       0.305   1.048  -1.835  1.00  0.00           H  
HETATM   41  H17 UNL     1       1.406   3.350  -0.913  1.00  0.00           H  
HETATM   42  H18 UNL     1      -0.737   2.928  -0.367  1.00  0.00           H  
HETATM   43  H19 UNL     1       0.370   2.464   0.925  1.00  0.00           H  
HETATM   44  H20 UNL     1      -0.588   0.132   1.093  1.00  0.00           H  
HETATM   45  H21 UNL     1      -2.884   0.096   0.838  1.00  0.00           H  
HETATM   46  H22 UNL     1      -2.637   2.852  -0.702  1.00  0.00           H  
HETATM   47  H23 UNL     1      -4.973   2.767  -0.921  1.00  0.00           H  
HETATM   48  H24 UNL     1      -4.806   0.513   1.143  1.00  0.00           H  
HETATM   49  H25 UNL     1      -6.579   1.655   1.356  1.00  0.00           H  
HETATM   50  H26 UNL     1      -5.602   0.050  -1.837  1.00  0.00           H  
HETATM   51  H27 UNL     1      -4.151  -0.572  -1.026  1.00  0.00           H  
HETATM   52  H28 UNL     1      -5.871  -2.215  -1.359  1.00  0.00           H  
HETATM   53  H29 UNL     1      -5.412  -2.077   0.339  1.00  0.00           H  
HETATM   54  H30 UNL     1      -7.969  -0.964  -1.033  1.00  0.00           H  
HETATM   55  H31 UNL     1      -7.616  -0.687   0.670  1.00  0.00           H  
HETATM   56  H32 UNL     1      -9.266  -4.214  -0.553  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    7   36
CONECT    7    8   37
CONECT    8    9    9   38
CONECT    9   10   39
CONECT   10   11   12   40
CONECT   11   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

HMDB0062615
     RDKit          3D
5(S),11(R)-DiHETE
 56 55  0  0  0  0  0  0  0  0999 V2000
    6.9378   -2.3774   -0.2705 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1484   -1.4023   -1.1440 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7433   -0.0436   -1.0476 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8430    0.6184    0.2550 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5978    0.9602    0.9970 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8010   -0.2029    1.3302 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5557   -0.3569    0.9703 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8544    0.6352    0.1957 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5766    0.4745   -0.1665 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8060    1.4609   -0.9623 C   0  0  2  0  0  0  0  0  0  0  0  0
    1.6193    2.5109   -1.3833 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2058    2.0635    0.0316 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0624    0.9744    0.5542 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3714    0.9703    0.4052 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1329    2.0009   -0.2703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4435    1.9576   -0.3965 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2245    0.8156    0.1656 C   0  0  1  0  0  0  0  0  0  0  0  0
   -6.5006    1.3226    0.4210 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2254   -0.2802   -0.8429 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9492   -1.5177   -0.4692 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4087   -1.3811   -0.1855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9175   -2.7330    0.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3685   -3.3885    1.0590 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.9840   -3.2534   -0.5516 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1688   -3.2688   -0.8955 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8617   -1.8861    0.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2673   -2.6879    0.5449 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0918   -1.4708   -0.9349 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3460   -1.7229   -2.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1677    0.6338   -1.7682 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7895   -0.0788   -1.4810 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5144    1.5321    0.1997 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4097   -0.1006    0.9521 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0773    1.7658    0.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9268    1.5106    1.9452 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2890   -1.0047    1.9301 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0146   -1.2878    1.2732 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2949    1.5478   -0.1380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1018   -0.4358    0.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3052    1.0478   -1.8347 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4055    3.3505   -0.9130 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7367    2.9284   -0.3669 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3699    2.4643    0.9249 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5883    0.1315    1.0930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8840    0.0959    0.8375 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6375    2.8522   -0.7021 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9729    2.7669   -0.9206 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8059    0.5132    1.1426 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5788    1.6548    1.3558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6024    0.0503   -1.8366 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1514   -0.5724   -1.0265 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8708   -2.2149   -1.3594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4120   -2.0767    0.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9685   -0.9644   -1.0334 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6158   -0.6871    0.6698 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2660   -4.2145   -0.5533 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  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 10 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  0
  7 37  1  0
  8 38  1  0
  9 39  1  0
 10 40  1  6
 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,11R,12E,14Z)-5,11-Dihydroxyicosatetraenoic acid	ChEBI
5,11-DiHETE	ChEBI
5S,11R-DiHETE	ChEBI
5S,11R-Dihydroxy-6E,8Z,12E,14Z-eicosatetraenoic acid	ChEBI
(5S,6E,8Z,11R,12E,14Z)-5,11-Dihydroxyicosatetraenoate	Generator
5S,11R-Dihydroxy-6E,8Z,12E,14Z-eicosatetraenoate	Generator

Chemical Formula

C₂₀H₃₂O₄

Average Molecular Weight

336.472

Monoisotopic Molecular Weight

336.23005951

IUPAC Name

(5S,6E,8Z,11R,12E,14Z)-5,11-dihydroxyicosa-6,8,12,14-tetraenoic acid

Traditional Name

5,11-diHETE

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H32O4/c1-2-3-4-5-6-7-9-13-18(21)14-10-8-11-15-19(22)16-12-17-20(23)24/h6-11,13,15,18-19,21-22H,2-5,12,14,16-17H2,1H3,(H,23,24)/b7-6-,10-8-,13-9+,15-11+/t18-,19+/m0/s1

InChI Key

GVBURXXHWSCJSI-ZZHGHEOFSA-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 (LMFA03060095 )

Ontology

Not Available

Not Available

Not Available

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	5.39	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.39	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	40.36 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]+	189.924	31661259
DarkChem	[M-H]-	187.5	31661259
DeepCCS	[M+H]+	199.949	30932474
DeepCCS	[M-H]-	198.124	30932474
DeepCCS	[M-2H]-	231.365	30932474
DeepCCS	[M+Na]+	205.555	30932474
AllCCS	[M+H]+	190.8	32859911
AllCCS	[M+H-H2O]+	188.0	32859911
AllCCS	[M+NH4]+	193.4	32859911
AllCCS	[M+Na]+	194.1	32859911
AllCCS	[M-H]-	187.9	32859911
AllCCS	[M+Na-2H]-	189.7	32859911
AllCCS	[M+HCOO]-	191.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5(S),11(R)-DiHETE	[H]\C(CCCCC)=C(/[H])\C(\[H])=C(/[H])[C@]([H])(O)C\C([H])=C(\[H])C([H])=C([H])[C@@]([H])(O)CCCC(O)=O	4366.3	Standard polar	33892256
5(S),11(R)-DiHETE	[H]\C(CCCCC)=C(/[H])\C(\[H])=C(/[H])[C@]([H])(O)C\C([H])=C(\[H])C([H])=C([H])[C@@]([H])(O)CCCC(O)=O	2544.5	Standard non polar	33892256
5(S),11(R)-DiHETE	[H]\C(CCCCC)=C(/[H])\C(\[H])=C(/[H])[C@]([H])(O)C\C([H])=C(\[H])C([H])=C([H])[C@@]([H])(O)CCCC(O)=O	2700.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5(S),11(R)-DiHETE,1TMS,isomer #1	CCCCC/C=C\C=C\[C@@H](C/C=C\C=C[C@@H](O)CCCC(=O)O)O[Si](C)(C)C	2961.9	Semi standard non polar	33892256
5(S),11(R)-DiHETE,1TMS,isomer #2	CCCCC/C=C\C=C\[C@H](O)C/C=C\C=C[C@H](CCCC(=O)O)O[Si](C)(C)C	2946.2	Semi standard non polar	33892256
5(S),11(R)-DiHETE,1TMS,isomer #3	CCCCC/C=C\C=C\[C@H](O)C/C=C\C=C[C@@H](O)CCCC(=O)O[Si](C)(C)C	2870.3	Semi standard non polar	33892256
5(S),11(R)-DiHETE,2TMS,isomer #1	CCCCC/C=C\C=C\[C@@H](C/C=C\C=C[C@H](CCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2994.7	Semi standard non polar	33892256
5(S),11(R)-DiHETE,2TMS,isomer #2	CCCCC/C=C\C=C\[C@@H](C/C=C\C=C[C@@H](O)CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2934.7	Semi standard non polar	33892256
5(S),11(R)-DiHETE,2TMS,isomer #3	CCCCC/C=C\C=C\[C@H](O)C/C=C\C=C[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2925.7	Semi standard non polar	33892256
5(S),11(R)-DiHETE,3TMS,isomer #1	CCCCC/C=C\C=C\[C@@H](C/C=C\C=C[C@H](CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2953.8	Semi standard non polar	33892256
5(S),11(R)-DiHETE,1TBDMS,isomer #1	CCCCC/C=C\C=C\[C@@H](C/C=C\C=C[C@@H](O)CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3218.0	Semi standard non polar	33892256
5(S),11(R)-DiHETE,1TBDMS,isomer #2	CCCCC/C=C\C=C\[C@H](O)C/C=C\C=C[C@H](CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3196.7	Semi standard non polar	33892256
5(S),11(R)-DiHETE,1TBDMS,isomer #3	CCCCC/C=C\C=C\[C@H](O)C/C=C\C=C[C@@H](O)CCCC(=O)O[Si](C)(C)C(C)(C)C	3120.1	Semi standard non polar	33892256
5(S),11(R)-DiHETE,2TBDMS,isomer #1	CCCCC/C=C\C=C\[C@@H](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	3479.5	Semi standard non polar	33892256
5(S),11(R)-DiHETE,2TBDMS,isomer #2	CCCCC/C=C\C=C\[C@@H](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	3416.1	Semi standard non polar	33892256
5(S),11(R)-DiHETE,2TBDMS,isomer #3	CCCCC/C=C\C=C\[C@H](O)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	3410.8	Semi standard non polar	33892256
5(S),11(R)-DiHETE,3TBDMS,isomer #1	CCCCC/C=C\C=C\[C@@H](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	3704.3	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),11(R)-DiHETE GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-7796000000-f59af64733a07c968fa3	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5(S),11(R)-DiHETE GC-MS (3 TMS) - 70eV, Positive	splash10-002u-9013540000-66d84a120df1b671d245	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5(S),11(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),11(R)-DiHETE 10V, Positive-QTOF	splash10-0gb9-0019000000-96894e347f4484cc9259	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(S),11(R)-DiHETE 20V, Positive-QTOF	splash10-106r-4789000000-cd79db6788cf3f1b3dc2	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(S),11(R)-DiHETE 40V, Positive-QTOF	splash10-059f-9450000000-bd7f580682376ced9e4d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(S),11(R)-DiHETE 10V, Negative-QTOF	splash10-00kr-0029000000-bcf535ff1b1e95bf7a8d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(S),11(R)-DiHETE 20V, Negative-QTOF	splash10-01bi-2269000000-4000d6578be1bda5ff01	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(S),11(R)-DiHETE 40V, Negative-QTOF	splash10-0a4l-9340000000-05fd29ef63d0c7653273	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(S),11(R)-DiHETE 10V, Negative-QTOF	splash10-000i-0109000000-34dcc056ad790fbb8af4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(S),11(R)-DiHETE 20V, Negative-QTOF	splash10-014r-2389000000-431f5f19b23d4447f003	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(S),11(R)-DiHETE 40V, Negative-QTOF	splash10-004i-3490000000-45d3972751fb69d893f9	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(S),11(R)-DiHETE 10V, Positive-QTOF	splash10-0gb9-0319000000-27ab4c9f1f2f57a35d77	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(S),11(R)-DiHETE 20V, Positive-QTOF	splash10-0v00-4669000000-f8b78f6fde1b8f10b63a	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5(S),11(R)-DiHETE 40V, Positive-QTOF	splash10-014i-9510000000-421b3c403987bd2b47de	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

45104915

PDB ID

Not Available

ChEBI ID

91136

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),11(R)-DiHETE (HMDB0062615)

MOL for HMDB0062615 (5(S),11(R)-DiHETE)

3D MOL for HMDB0062615 (5(S),11(R)-DiHETE)

3D SDF for HMDB0062615 (5(S),11(R)-DiHETE)

3D-SDF for HMDB0062615 (5(S),11(R)-DiHETE)

PDB for HMDB0062615 (5(S),11(R)-DiHETE)

3D PDB for HMDB0062615 (5(S),11(R)-DiHETE)

SMILES for HMDB0062615 (5(S),11(R)-DiHETE)

INCHI for HMDB0062615 (5(S),11(R)-DiHETE)

Structure for HMDB0062615 (5(S),11(R)-DiHETE)

3D Structure for HMDB0062615 (5(S),11(R)-DiHETE)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra