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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-21 06:15:32 UTC

Update Date

2022-03-07 03:17:54 UTC

HMDB ID

HMDB0062409

Secondary Accession Numbers

HMDB62409

Metabolite Identification

Common Name

5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid

Description

5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid is classified as a member of the Leukotrienes. Leukotrienes are eicosanoids containing a hydroxyl group attached to the aliphatic chain of an arachidonic acid. Leukotrienes have four double bonds, three (and only three) of which are conjugated. 5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid is considered to be practically insoluble (in water) and acidic. 5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid is an eicosanoid lipid molecule

Structure

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


  Mrv1652303211707152D          

 32 31  0  0  0  0            999 V2000
   -0.3829    8.0289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    7.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    8.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    8.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263    9.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263   10.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408   10.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    6.3789    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    6.3789    0.0000 C   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
   -1.0974    5.1414    0.0000 O   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    5.5539    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    3.9039    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 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
    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  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
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
M  END

HMDB0062409
     RDKit          3D
5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid
 56 55  0  0  0  0  0  0  0  0999 V2000
  -10.8479   -0.4579    1.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4888    0.1749    1.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4496   -0.9131    0.8963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0787   -0.2312    0.8795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0632   -1.3351    0.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6684   -0.8012    0.6701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3914    0.4762    0.7828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0412    1.0897    0.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9994    0.0788    0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0449   -0.8112    1.6874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6152    0.5589    0.5005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3611   -0.0831   -0.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6855    0.4882   -0.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7136   -0.1134   -0.7090 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0319    0.4657   -0.7536 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0179   -0.1647   -1.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4150    0.3702   -1.4214 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7323    0.7292   -0.1056 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3369   -0.6221   -2.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7236   -0.1195   -2.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3928    0.2530   -0.8747 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7855    0.7088   -1.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2031    0.7286   -2.3561 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5885    1.1031   -0.1343 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8925   -1.3024    0.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5900    0.3401    0.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0900   -0.8651    2.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3301    0.6686    2.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3910    0.9479    0.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6099   -1.4112   -0.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4554   -1.6436    1.7031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9445    0.3492    1.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0580    0.3832   -0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2528   -1.7930   -0.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1597   -2.1345    1.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8813   -1.5192    0.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2851    1.1244    0.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9562    1.6426    1.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0704    1.8899    0.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1787   -0.5671   -0.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3798   -0.3032    2.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4095    1.5268    0.9445 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1464   -1.0404   -0.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8901    1.4561    0.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5568   -1.0784   -1.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2016    1.4224   -0.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8324   -1.1252   -1.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3788    1.2801   -2.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3194    1.6251    0.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9385   -0.9057   -3.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3044   -1.5710   -1.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8282    0.6977   -2.9055 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3454   -0.9583   -2.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4922   -0.6533   -0.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9280    1.1015   -0.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4740    0.8430    0.8265 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  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  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
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 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  0
 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


  Mrv1652303211707152D          

 32 31  0  0  0  0            999 V2000
   -0.3829    8.0289    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    7.6164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    8.0289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    8.8539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263    9.2664    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5263   10.0914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2408   10.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0974    6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8118    6.3789    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    6.3789    0.0000 C   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
   -1.0974    5.1414    0.0000 O   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    5.5539    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3316    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3829    3.9039    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 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
    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  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
 11 12  1  0  0  0  0
 11 13  1  0  0  0  0
 13 14  1  0  0  0  0
 13 15  2  0  0  0  0
 15 16  1  0  0  0  0
 15 17  1  0  0  0  0
 17 18  1  0  0  0  0
 17 19  2  0  0  0  0
 19 20  1  0  0  0  0
 19 21  1  0  0  0  0
 21 22  1  0  0  0  0
 21 23  2  0  0  0  0
 23 24  1  0  0  0  0
 23 25  1  0  0  0  0
 25 26  1  0  0  0  0
 25 27  1  0  0  0  0
 27 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 30 32  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062409

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H32O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,18-19,21-22H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7+,9-6+,14-10+,15-11+

> <INCHI_KEY>
VNYSSYRCGWBHLG-XUOUMLBJSA-N

> <FORMULA>
C20H32O4

> <MOLECULAR_WEIGHT>
336.472

> <EXACT_MASS>
336.23005951

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
56

> <JCHEM_AVERAGE_POLARIZABILITY>
41.358315973446565

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6E,8E,10E,14E)-5,12-dihydroxyicosa-6,8,10,14-tetraenoic acid

> <ALOGPS_LOGP>
5.46

> <JCHEM_LOGP>
4.125548676999999

> <ALOGPS_LOGS>
-4.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.720820347637158

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.6463449725928205

> <JCHEM_PKA_STRONGEST_BASIC>
-1.2749373349576958

> <JCHEM_POLAR_SURFACE_AREA>
77.75999999999999

> <JCHEM_REFRACTIVITY>
102.985

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.52e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
5,12-DiHETE

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062409
     RDKit          3D
5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid
 56 55  0  0  0  0  0  0  0  0999 V2000
  -10.8479   -0.4579    1.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4888    0.1749    1.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4496   -0.9131    0.8963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0787   -0.2312    0.8795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0632   -1.3351    0.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6684   -0.8012    0.6701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3914    0.4762    0.7828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0412    1.0897    0.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9994    0.0788    0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0449   -0.8112    1.6874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6152    0.5589    0.5005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3611   -0.0831   -0.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6855    0.4882   -0.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7136   -0.1134   -0.7090 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0319    0.4657   -0.7536 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0179   -0.1647   -1.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4150    0.3702   -1.4214 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7323    0.7292   -0.1056 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3369   -0.6221   -2.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7236   -0.1195   -2.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3928    0.2530   -0.8747 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7855    0.7088   -1.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2031    0.7286   -2.3561 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5885    1.1031   -0.1343 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8925   -1.3024    0.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5900    0.3401    0.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0900   -0.8651    2.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3301    0.6686    2.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3910    0.9479    0.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6099   -1.4112   -0.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4554   -1.6436    1.7031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9445    0.3492    1.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0580    0.3832   -0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2528   -1.7930   -0.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1597   -2.1345    1.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8813   -1.5192    0.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2851    1.1244    0.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9562    1.6426    1.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0704    1.8899    0.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1787   -0.5671   -0.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3798   -0.3032    2.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4095    1.5268    0.9445 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1464   -1.0404   -0.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8901    1.4561    0.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5568   -1.0784   -1.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2016    1.4224   -0.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8324   -1.1252   -1.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3788    1.2801   -2.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3194    1.6251    0.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9385   -0.9057   -3.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3044   -1.5710   -1.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8282    0.6977   -2.9055 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3454   -0.9583   -2.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4922   -0.6533   -0.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9280    1.1015   -0.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4740    0.8430    0.8265 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  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  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
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 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  0
 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                                 21-MAR-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   21-MAR-17         0                                  
HETATM    1  H   UNK     0      -0.715  14.987   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0      -2.048  14.217   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -3.382  14.987   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.382  16.527   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.716  17.297   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -4.716  18.837   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -6.049  19.607   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.048  12.677   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0      -3.382  11.907   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0      -0.715  11.907   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -0.715  10.367   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      -2.048   9.597   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0       0.619   9.597   0.000  0.00  0.00           C+0
HETATM   14  H   UNK     0       1.953  10.367   0.000  0.00  0.00           H+0
HETATM   15  C   UNK     0       0.619   8.057   0.000  0.00  0.00           C+0
HETATM   16  H   UNK     0      -0.715   7.287   0.000  0.00  0.00           H+0
HETATM   17  C   UNK     0       1.953   7.287   0.000  0.00  0.00           C+0
HETATM   18  H   UNK     0       3.286   8.057   0.000  0.00  0.00           H+0
HETATM   19  C   UNK     0       1.953   5.747   0.000  0.00  0.00           C+0
HETATM   20  H   UNK     0       0.619   4.977   0.000  0.00  0.00           H+0
HETATM   21  C   UNK     0       3.286   4.977   0.000  0.00  0.00           C+0
HETATM   22  H   UNK     0       4.620   5.747   0.000  0.00  0.00           H+0
HETATM   23  C   UNK     0       3.286   3.437   0.000  0.00  0.00           C+0
HETATM   24  H   UNK     0       1.953   2.667   0.000  0.00  0.00           H+0
HETATM   25  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   26  O   UNK     0       4.620   1.127   0.000  0.00  0.00           O+0
HETATM   27  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   31  O   UNK     0      11.288   3.437   0.000  0.00  0.00           O+0
HETATM   32  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                                                       
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13   16   17                                                  
CONECT   16   15                                                            
CONECT   17   15   18   19                                                  
CONECT   18   17                                                            
CONECT   19   17   20   21                                                  
CONECT   20   19                                                            
CONECT   21   19   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23   26   27                                                  
CONECT   26   25                                                            
CONECT   27   25   28                                                       
CONECT   28   27   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31   32                                                  
CONECT   31   30                                                            
CONECT   32   30                                                            
MASTER        0    0    0    0    0    0    0    0   32    0   62    0
END

COMPND    HMDB0062409
HETATM    1  C1  UNL     1     -10.848  -0.458   1.094  1.00  0.00           C  
HETATM    2  C2  UNL     1      -9.489   0.175   1.072  1.00  0.00           C  
HETATM    3  C3  UNL     1      -8.450  -0.913   0.896  1.00  0.00           C  
HETATM    4  C4  UNL     1      -7.079  -0.231   0.879  1.00  0.00           C  
HETATM    5  C5  UNL     1      -6.063  -1.335   0.703  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.668  -0.801   0.670  1.00  0.00           C  
HETATM    7  C7  UNL     1      -4.391   0.476   0.783  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.041   1.090   0.761  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.999   0.079   0.613  1.00  0.00           C  
HETATM   10  O1  UNL     1      -2.045  -0.811   1.687  1.00  0.00           O  
HETATM   11  C10 UNL     1      -0.615   0.559   0.500  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.361  -0.083  -0.083  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.686   0.488  -0.133  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.714  -0.113  -0.709  1.00  0.00           C  
HETATM   15  C14 UNL     1       4.032   0.466  -0.754  1.00  0.00           C  
HETATM   16  C15 UNL     1       5.018  -0.165  -1.334  1.00  0.00           C  
HETATM   17  C16 UNL     1       6.415   0.370  -1.421  1.00  0.00           C  
HETATM   18  O2  UNL     1       6.732   0.729  -0.106  1.00  0.00           O  
HETATM   19  C17 UNL     1       7.337  -0.622  -2.029  1.00  0.00           C  
HETATM   20  C18 UNL     1       8.724  -0.120  -2.150  1.00  0.00           C  
HETATM   21  C19 UNL     1       9.393   0.253  -0.875  1.00  0.00           C  
HETATM   22  C20 UNL     1      10.786   0.709  -1.180  1.00  0.00           C  
HETATM   23  O3  UNL     1      11.203   0.729  -2.356  1.00  0.00           O  
HETATM   24  O4  UNL     1      11.589   1.103  -0.134  1.00  0.00           O  
HETATM   25  H1  UNL     1     -10.893  -1.302   0.388  1.00  0.00           H  
HETATM   26  H2  UNL     1     -11.590   0.340   0.845  1.00  0.00           H  
HETATM   27  H3  UNL     1     -11.090  -0.865   2.116  1.00  0.00           H  
HETATM   28  H4  UNL     1      -9.330   0.669   2.055  1.00  0.00           H  
HETATM   29  H5  UNL     1      -9.391   0.948   0.303  1.00  0.00           H  
HETATM   30  H6  UNL     1      -8.610  -1.411  -0.082  1.00  0.00           H  
HETATM   31  H7  UNL     1      -8.455  -1.644   1.703  1.00  0.00           H  
HETATM   32  H8  UNL     1      -6.945   0.349   1.801  1.00  0.00           H  
HETATM   33  H9  UNL     1      -7.058   0.383  -0.041  1.00  0.00           H  
HETATM   34  H10 UNL     1      -6.253  -1.793  -0.293  1.00  0.00           H  
HETATM   35  H11 UNL     1      -6.160  -2.134   1.451  1.00  0.00           H  
HETATM   36  H12 UNL     1      -3.881  -1.519   0.541  1.00  0.00           H  
HETATM   37  H13 UNL     1      -5.285   1.124   0.904  1.00  0.00           H  
HETATM   38  H14 UNL     1      -2.956   1.643   1.744  1.00  0.00           H  
HETATM   39  H15 UNL     1      -3.070   1.890   0.001  1.00  0.00           H  
HETATM   40  H16 UNL     1      -2.179  -0.567  -0.297  1.00  0.00           H  
HETATM   41  H17 UNL     1      -2.380  -0.303   2.469  1.00  0.00           H  
HETATM   42  H18 UNL     1      -0.410   1.527   0.944  1.00  0.00           H  
HETATM   43  H19 UNL     1       0.146  -1.040  -0.519  1.00  0.00           H  
HETATM   44  H20 UNL     1       1.890   1.456   0.311  1.00  0.00           H  
HETATM   45  H21 UNL     1       2.557  -1.078  -1.164  1.00  0.00           H  
HETATM   46  H22 UNL     1       4.202   1.422  -0.306  1.00  0.00           H  
HETATM   47  H23 UNL     1       4.832  -1.125  -1.779  1.00  0.00           H  
HETATM   48  H24 UNL     1       6.379   1.280  -2.051  1.00  0.00           H  
HETATM   49  H25 UNL     1       6.319   1.625   0.030  1.00  0.00           H  
HETATM   50  H26 UNL     1       6.939  -0.906  -3.034  1.00  0.00           H  
HETATM   51  H27 UNL     1       7.304  -1.571  -1.437  1.00  0.00           H  
HETATM   52  H28 UNL     1       8.828   0.698  -2.906  1.00  0.00           H  
HETATM   53  H29 UNL     1       9.345  -0.958  -2.593  1.00  0.00           H  
HETATM   54  H30 UNL     1       9.492  -0.653  -0.247  1.00  0.00           H  
HETATM   55  H31 UNL     1       8.928   1.101  -0.326  1.00  0.00           H  
HETATM   56  H32 UNL     1      11.474   0.843   0.827  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   38   39
CONECT    9   10   11   40
CONECT   10   41
CONECT   11   12   12   42
CONECT   12   13   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

HMDB0062409
     RDKit          3D
5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid
 56 55  0  0  0  0  0  0  0  0999 V2000
  -10.8479   -0.4579    1.0938 C   0  0  0  0  0  0  0  0  0  0  0  0
   -9.4888    0.1749    1.0725 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4496   -0.9131    0.8963 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0787   -0.2312    0.8795 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0632   -1.3351    0.7032 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6684   -0.8012    0.6701 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3914    0.4762    0.7828 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0412    1.0897    0.7615 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9994    0.0788    0.6130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0449   -0.8112    1.6874 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6152    0.5589    0.5005 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3611   -0.0831   -0.0829 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6855    0.4882   -0.1331 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7136   -0.1134   -0.7090 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0319    0.4657   -0.7536 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0179   -0.1647   -1.3336 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4150    0.3702   -1.4214 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7323    0.7292   -0.1056 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3369   -0.6221   -2.0294 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7236   -0.1195   -2.1500 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3928    0.2530   -0.8747 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7855    0.7088   -1.1799 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.2031    0.7286   -2.3561 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.5885    1.1031   -0.1343 O   0  0  0  0  0  0  0  0  0  0  0  0
  -10.8925   -1.3024    0.3883 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.5900    0.3401    0.8448 H   0  0  0  0  0  0  0  0  0  0  0  0
  -11.0900   -0.8651    2.1163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3301    0.6686    2.0550 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3910    0.9479    0.3029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6099   -1.4112   -0.0821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4554   -1.6436    1.7031 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9445    0.3492    1.8010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0580    0.3832   -0.0406 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2528   -1.7930   -0.2933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1597   -2.1345    1.4506 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8813   -1.5192    0.5412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2851    1.1244    0.9042 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9562    1.6426    1.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0704    1.8899    0.0010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1787   -0.5671   -0.2971 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3798   -0.3032    2.4687 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4095    1.5268    0.9445 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1464   -1.0404   -0.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8901    1.4561    0.3112 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5568   -1.0784   -1.1641 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2016    1.4224   -0.3058 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8324   -1.1252   -1.7793 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3788    1.2801   -2.0514 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3194    1.6251    0.0301 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9385   -0.9057   -3.0344 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3044   -1.5710   -1.4367 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8282    0.6977   -2.9055 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3454   -0.9583   -2.5930 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.4922   -0.6533   -0.2474 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.9280    1.1015   -0.3263 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.4740    0.8430    0.8265 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  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  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
  8 39  1  0
  9 40  1  0
 10 41  1  0
 11 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  0
 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
5,12-Dihydroxy-6,8,10,14-eicosatetraenoate	Generator

Chemical Formula

C₂₀H₃₂O₄

Average Molecular Weight

336.472

Monoisotopic Molecular Weight

336.23005951

IUPAC Name

(6E,8E,10E,14E)-5,12-dihydroxyicosa-6,8,10,14-tetraenoic acid

Traditional Name

5,12-DiHETE

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H32O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,18-19,21-22H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7+,9-6+,14-10+,15-11+

InChI Key

VNYSSYRCGWBHLG-XUOUMLBJSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as leukotrienes. These are eicosanoids containing a hydroxyl group attached to the aliphatic chain of an arachidonic acid. Leukotrienes have four double bonds, three (and only three) of which are conjugated.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Leukotrienes

Alternative Parents

Substituents

Leukotriene
Hydroxyeicosatetraenoic acid
Long-chain fatty acid
Hydroxy fatty acid
Fatty acid
Unsaturated fatty acid
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Alcohol
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Hydroxy/hydroperoxyeicosatetraenoic acids (LMFA03060052 )

Ontology

Not Available

Exogenous (HMDB: HMDB0062409)

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	0.015 g/l	ALOGPS
LogP	5.46	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.46	ALOGPS
logP	4.13	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	4.65	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	41.36 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]+	193.227	31661259
DarkChem	[M-H]-	190.137	31661259
DeepCCS	[M+H]+	209.287	30932474
DeepCCS	[M-H]-	207.391	30932474
DeepCCS	[M-2H]-	240.631	30932474
DeepCCS	[M+Na]+	214.96	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
5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid	[H]\C(CCCCC)=C(\[H])CC(O)C(\[H])=C(/[H])\C(\[H])=C(/[H])\C(\[H])=C(/[H])C(O)CCCC(O)=O	4413.4	Standard polar	33892256
5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid	[H]\C(CCCCC)=C(\[H])CC(O)C(\[H])=C(/[H])\C(\[H])=C(/[H])\C(\[H])=C(/[H])C(O)CCCC(O)=O	2407.4	Standard non polar	33892256
5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid	[H]\C(CCCCC)=C(\[H])CC(O)C(\[H])=C(/[H])\C(\[H])=C(/[H])\C(\[H])=C(/[H])C(O)CCCC(O)=O	2709.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid,1TMS,isomer #1	CCCCC/C=C/CC(/C=C/C=C/C=C/C(O)CCCC(=O)O)O[Si](C)(C)C	2982.6	Semi standard non polar	33892256
5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid,1TMS,isomer #2	CCCCC/C=C/CC(O)/C=C/C=C/C=C/C(CCCC(=O)O)O[Si](C)(C)C	2982.4	Semi standard non polar	33892256
5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid,1TMS,isomer #3	CCCCC/C=C/CC(O)/C=C/C=C/C=C/C(O)CCCC(=O)O[Si](C)(C)C	2884.2	Semi standard non polar	33892256
5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid,2TMS,isomer #1	CCCCC/C=C/CC(/C=C/C=C/C=C/C(CCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	3010.5	Semi standard non polar	33892256
5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid,2TMS,isomer #2	CCCCC/C=C/CC(/C=C/C=C/C=C/C(O)CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2914.1	Semi standard non polar	33892256
5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid,2TMS,isomer #3	CCCCC/C=C/CC(O)/C=C/C=C/C=C/C(CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2922.4	Semi standard non polar	33892256
5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid,3TMS,isomer #1	CCCCC/C=C/CC(/C=C/C=C/C=C/C(CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2926.3	Semi standard non polar	33892256
5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid,1TBDMS,isomer #1	CCCCC/C=C/CC(/C=C/C=C/C=C/C(O)CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3230.1	Semi standard non polar	33892256
5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid,1TBDMS,isomer #2	CCCCC/C=C/CC(O)/C=C/C=C/C=C/C(CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3225.5	Semi standard non polar	33892256
5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid,1TBDMS,isomer #3	CCCCC/C=C/CC(O)/C=C/C=C/C=C/C(O)CCCC(=O)O[Si](C)(C)C(C)(C)C	3115.7	Semi standard non polar	33892256
5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid,2TBDMS,isomer #1	CCCCC/C=C/CC(/C=C/C=C/C=C/C(CCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3464.5	Semi standard non polar	33892256
5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid,2TBDMS,isomer #2	CCCCC/C=C/CC(/C=C/C=C/C=C/C(O)CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3394.3	Semi standard non polar	33892256
5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid,2TBDMS,isomer #3	CCCCC/C=C/CC(O)/C=C/C=C/C=C/C(CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3406.7	Semi standard non polar	33892256
5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid,3TBDMS,isomer #1	CCCCC/C=C/CC(/C=C/C=C/C=C/C(CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3658.0	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 - 5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-016r-6896000000-37df4eada92106103cd1	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid GC-MS (3 TMS) - 70eV, Positive	splash10-01rl-9113530000-205b0d713aeb42a9afc2	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid 10V, Positive-QTOF	splash10-0gb9-0019000000-69c64ad7b55da6a633e1	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid 20V, Positive-QTOF	splash10-0v4i-5598000000-0a1483f60114546ce2c7	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid 40V, Positive-QTOF	splash10-052f-9550000000-51e01d8ee92d22fb428c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid 10V, Negative-QTOF	splash10-00kr-0029000000-0164a507a03180713a2e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid 20V, Negative-QTOF	splash10-014r-2269000000-52f6b9d4ecc4e26ff1fe	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid 40V, Negative-QTOF	splash10-0a4l-9340000000-c2e72464c072384447e0	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid 10V, Positive-QTOF	splash10-0uxr-0019000000-6f3efdc749ddf338a6e6	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid 20V, Positive-QTOF	splash10-0udi-2459000000-8e05ba36cb0063835701	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid 40V, Positive-QTOF	splash10-0ar0-9520000000-a3e5a9015a19e120a9da	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid 10V, Negative-QTOF	splash10-000i-0009000000-8c455533ff80bced1491	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid 20V, Negative-QTOF	splash10-00kr-2449000000-84f37243e48b5c5032d2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid 40V, Negative-QTOF	splash10-052f-6292000000-f477e7d5cdfe47a0a421	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

5312972

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 5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid (HMDB0062409)

MOL for HMDB0062409 (5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid)

3D MOL for HMDB0062409 (5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid)

3D SDF for HMDB0062409 (5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid)

3D-SDF for HMDB0062409 (5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid)

PDB for HMDB0062409 (5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid)

3D PDB for HMDB0062409 (5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid)

SMILES for HMDB0062409 (5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid)

INCHI for HMDB0062409 (5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid)

Structure for HMDB0062409 (5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid)

3D Structure for HMDB0062409 (5,12-dihydroxy-6,8,10,14-eicosatetraenoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra