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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-21 06:17:57 UTC

Update Date

2022-03-07 03:17:54 UTC

HMDB ID

HMDB0062423

Secondary Accession Numbers

HMDB62423

Metabolite Identification

Common Name

5-oxo-12-HETE

Description

5-oxo-12-HETE, also known as 5-oxo-12-Hydroxy-6,8,11,13-eicosatetraenoic acid or 8-Tarns-5-oxo-12-hete, 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-oxo-12-HETE is considered to be practically insoluble (in water) and acidic

Structure

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

  Mrv1652303211707172D          

 33 32  0  0  1  0            999 V2000
    3.9039    3.0789    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    3.9039    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
    4.6184    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    6.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    3.9039    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 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1895    5.9664    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    6.3789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    5.5539    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    3.4914    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
    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
    2.5855    2.6664    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  6  0  0  0
 11 13  1  1  0  0  0
 11 14  1  0  0  0  0
 14 15  1  4  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 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  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
M  END

HMDB0062423
     RDKit          3D
5-oxo-12-HETE
 54 53  0  0  0  0  0  0  0  0999 V2000
   -8.4094    0.4798   -1.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5073    0.8470    0.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2394    1.3998   -0.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2994    1.8099    0.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8849    0.6596    1.4418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2178   -0.3338    0.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9618   -0.6832    0.7307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1194   -0.0934    1.7803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9677    0.7251    1.3455 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3325    1.8126    0.5409 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2204    0.0946    0.7886 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4410   -0.4890   -0.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6855   -1.1360   -1.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9438   -1.6029   -1.7384 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9804   -1.4000   -0.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1975   -1.8365   -1.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3128   -1.6651   -0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1208   -1.1110    0.9984 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6793   -2.1279   -0.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5383   -1.0054   -0.9748 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7045    0.1167    0.0343 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5166    1.2241   -0.5358 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9636    1.0920   -1.6955 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7587    2.3476    0.2100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9249   -0.3845   -1.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4423    1.3740   -1.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3836    0.2435   -0.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9954    1.6326    0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3185   -0.0886    0.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4434    2.3247   -1.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7550    0.6868   -1.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6941    2.6699    1.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3687    2.1817   -0.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2991    1.0309    2.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8460    0.2687    1.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8547   -0.7854   -0.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5621   -1.4608    0.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6071   -1.0426    2.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6479    0.3012    2.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6144    1.2373    2.3251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9000    1.4958   -0.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1688    0.1327    1.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8505   -0.1642   -0.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0151   -1.3692   -2.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1226   -2.1154   -2.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7590   -0.8933    0.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3438   -2.3289   -1.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1527   -2.4730    0.5126 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6577   -2.9963   -1.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1772   -0.6147   -1.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5498   -1.4221   -1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2477   -0.2919    0.9548 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7352    0.4525    0.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4846    3.2736   -0.1079 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  2  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  1
 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
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 24 54  1  0
M  END

  Mrv1652303211707172D          

 33 32  0  0  1  0            999 V2000
    3.9039    3.0789    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9039    3.9039    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
    4.6184    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    5.5539    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3329    6.3789    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0474    6.7914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1895    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    3.9039    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 C   0  0  2  0  0  0  0  0  0  0  0  0
    3.1895    5.9664    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    6.3789    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    5.1414    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0461    5.5539    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    4.3164    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7605    3.4914    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
    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
    2.5855    2.6664    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  6  0  0  0
 11 13  1  1  0  0  0
 11 14  1  0  0  0  0
 14 15  1  4  0  0  0
 14 16  2  0  0  0  0
 16 17  1  0  0  0  0
 16 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  2  0  0  0  0
 26 28  1  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  1  0  0  0  0
 31 32  1  0  0  0  0
 31 33  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062423

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,18,21H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7-,9-6-,14-10?,15-11+/t18-/m0/s1

> <INCHI_KEY>
MLZJFLKEKVDNAZ-DJEFXLHGSA-N

> <FORMULA>
C20H30O4

> <MOLECULAR_WEIGHT>
334.456

> <EXACT_MASS>
334.214409446

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
54

> <JCHEM_AVERAGE_POLARIZABILITY>
39.14571703562765

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6E,8Z,12S,14Z)-12-hydroxy-5-oxoicosa-6,8,10,14-tetraenoic acid

> <ALOGPS_LOGP>
4.72

> <JCHEM_LOGP>
4.5368871649999996

> <ALOGPS_LOGS>
-4.70

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.720820347489212

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.48809220655667

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6083245023281365

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
102.08759999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
6.66e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6E,8Z,12S,14Z)-12-hydroxy-5-oxoicosa-6,8,10,14-tetraenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062423
     RDKit          3D
5-oxo-12-HETE
 54 53  0  0  0  0  0  0  0  0999 V2000
   -8.4094    0.4798   -1.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5073    0.8470    0.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2394    1.3998   -0.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2994    1.8099    0.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8849    0.6596    1.4418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2178   -0.3338    0.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9618   -0.6832    0.7307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1194   -0.0934    1.7803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9677    0.7251    1.3455 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3325    1.8126    0.5409 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2204    0.0946    0.7886 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4410   -0.4890   -0.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6855   -1.1360   -1.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9438   -1.6029   -1.7384 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9804   -1.4000   -0.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1975   -1.8365   -1.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3128   -1.6651   -0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1208   -1.1110    0.9984 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6793   -2.1279   -0.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5383   -1.0054   -0.9748 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7045    0.1167    0.0343 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5166    1.2241   -0.5358 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9636    1.0920   -1.6955 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7587    2.3476    0.2100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9249   -0.3845   -1.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4423    1.3740   -1.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3836    0.2435   -0.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9954    1.6326    0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3185   -0.0886    0.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4434    2.3247   -1.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7550    0.6868   -1.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6941    2.6699    1.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3687    2.1817   -0.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2991    1.0309    2.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8460    0.2687    1.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8547   -0.7854   -0.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5621   -1.4608    0.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6071   -1.0426    2.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6479    0.3012    2.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6144    1.2373    2.3251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9000    1.4958   -0.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1688    0.1327    1.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8505   -0.1642   -0.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0151   -1.3692   -2.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1226   -2.1154   -2.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7590   -0.8933    0.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3438   -2.3289   -1.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1527   -2.4730    0.5126 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6577   -2.9963   -1.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1772   -0.6147   -1.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5498   -1.4221   -1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2477   -0.2919    0.9548 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7352    0.4525    0.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4846    3.2736   -0.1079 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  2  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  1
 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
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 24 54  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       7.287   5.747   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       7.287   7.287   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       8.621   9.597   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.955  10.367   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.955  11.907   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      11.288  12.677   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       5.954   8.057   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0       4.620   7.287   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  C   UNK     0       4.620  10.367   0.000  0.00  0.00           C+0
HETATM   12  H   UNK     0       5.954  11.137   0.000  0.00  0.00           H+0
HETATM   13  O   UNK     0       4.620  11.907   0.000  0.00  0.00           O+0
HETATM   14  C   UNK     0       3.286   9.597   0.000  0.00  0.00           C+0
HETATM   15  H   UNK     0       1.953  10.367   0.000  0.00  0.00           H+0
HETATM   16  C   UNK     0       3.286   8.057   0.000  0.00  0.00           C+0
HETATM   17  H   UNK     0       3.286   6.517   0.000  0.00  0.00           H+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       4.826   4.977   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  O   UNK     0       4.620   1.127   0.000  0.00  0.00           O+0
HETATM   28  C   UNK     0       5.954   3.437   0.000  0.00  0.00           C+0
HETATM   29  C   UNK     0       7.287   2.667   0.000  0.00  0.00           C+0
HETATM   30  C   UNK     0       8.621   3.437   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       9.955   2.667   0.000  0.00  0.00           C+0
HETATM   32  O   UNK     0      11.288   3.437   0.000  0.00  0.00           O+0
HETATM   33  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   14                                             
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   11   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16   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                                                  
CONECT   27   26                                                            
CONECT   28   26   29                                                       
CONECT   29   28   30                                                       
CONECT   30   29   31                                                       
CONECT   31   30   32   33                                                  
CONECT   32   31                                                            
CONECT   33   31                                                            
MASTER        0    0    0    0    0    0    0    0   33    0   64    0
END

COMPND    HMDB0062423
HETATM    1  C1  UNL     1      -8.409   0.480  -1.183  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.507   0.847   0.013  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.239   1.400  -0.554  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.299   1.810   0.527  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.885   0.660   1.442  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.218  -0.334   0.586  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.962  -0.683   0.731  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.119  -0.093   1.780  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.968   0.725   1.345  1.00  0.00           C  
HETATM   10  O1  UNL     1      -1.332   1.813   0.541  1.00  0.00           O  
HETATM   11  C10 UNL     1       0.220   0.095   0.789  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.441  -0.489  -0.282  1.00  0.00           C  
HETATM   13  C12 UNL     1       0.685  -1.136  -1.469  1.00  0.00           C  
HETATM   14  C13 UNL     1       1.944  -1.603  -1.738  1.00  0.00           C  
HETATM   15  C14 UNL     1       2.980  -1.400  -0.767  1.00  0.00           C  
HETATM   16  C15 UNL     1       4.197  -1.836  -1.043  1.00  0.00           C  
HETATM   17  C16 UNL     1       5.313  -1.665  -0.107  1.00  0.00           C  
HETATM   18  O2  UNL     1       5.121  -1.111   0.998  1.00  0.00           O  
HETATM   19  C17 UNL     1       6.679  -2.128  -0.429  1.00  0.00           C  
HETATM   20  C18 UNL     1       7.538  -1.005  -0.975  1.00  0.00           C  
HETATM   21  C19 UNL     1       7.705   0.117   0.034  1.00  0.00           C  
HETATM   22  C20 UNL     1       8.517   1.224  -0.536  1.00  0.00           C  
HETATM   23  O3  UNL     1       8.964   1.092  -1.695  1.00  0.00           O  
HETATM   24  O4  UNL     1       8.759   2.348   0.210  1.00  0.00           O  
HETATM   25  H1  UNL     1      -7.925  -0.384  -1.658  1.00  0.00           H  
HETATM   26  H2  UNL     1      -8.442   1.374  -1.868  1.00  0.00           H  
HETATM   27  H3  UNL     1      -9.384   0.244  -0.742  1.00  0.00           H  
HETATM   28  H4  UNL     1      -7.995   1.633   0.600  1.00  0.00           H  
HETATM   29  H5  UNL     1      -7.319  -0.089   0.569  1.00  0.00           H  
HETATM   30  H6  UNL     1      -6.443   2.325  -1.159  1.00  0.00           H  
HETATM   31  H7  UNL     1      -5.755   0.687  -1.257  1.00  0.00           H  
HETATM   32  H8  UNL     1      -5.694   2.670   1.108  1.00  0.00           H  
HETATM   33  H9  UNL     1      -4.369   2.182  -0.006  1.00  0.00           H  
HETATM   34  H10 UNL     1      -4.299   1.031   2.284  1.00  0.00           H  
HETATM   35  H11 UNL     1      -5.846   0.269   1.866  1.00  0.00           H  
HETATM   36  H12 UNL     1      -4.855  -0.785  -0.205  1.00  0.00           H  
HETATM   37  H13 UNL     1      -2.562  -1.461   0.045  1.00  0.00           H  
HETATM   38  H14 UNL     1      -1.607  -1.043   2.259  1.00  0.00           H  
HETATM   39  H15 UNL     1      -2.648   0.301   2.659  1.00  0.00           H  
HETATM   40  H16 UNL     1      -0.614   1.237   2.325  1.00  0.00           H  
HETATM   41  H17 UNL     1      -1.900   1.496  -0.211  1.00  0.00           H  
HETATM   42  H18 UNL     1       1.169   0.133   1.476  1.00  0.00           H  
HETATM   43  H19 UNL     1      -0.851  -0.164  -0.699  1.00  0.00           H  
HETATM   44  H20 UNL     1      -0.015  -1.369  -2.297  1.00  0.00           H  
HETATM   45  H21 UNL     1       2.123  -2.115  -2.674  1.00  0.00           H  
HETATM   46  H22 UNL     1       2.759  -0.893   0.170  1.00  0.00           H  
HETATM   47  H23 UNL     1       4.344  -2.329  -1.992  1.00  0.00           H  
HETATM   48  H24 UNL     1       7.153  -2.473   0.513  1.00  0.00           H  
HETATM   49  H25 UNL     1       6.658  -2.996  -1.110  1.00  0.00           H  
HETATM   50  H26 UNL     1       7.177  -0.615  -1.933  1.00  0.00           H  
HETATM   51  H27 UNL     1       8.550  -1.422  -1.162  1.00  0.00           H  
HETATM   52  H28 UNL     1       8.248  -0.292   0.955  1.00  0.00           H  
HETATM   53  H29 UNL     1       6.735   0.452   0.382  1.00  0.00           H  
HETATM   54  H30 UNL     1       8.485   3.274  -0.108  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   18   19
CONECT   19   20   48   49
CONECT   20   21   50   51
CONECT   21   22   52   53
CONECT   22   23   23   24
CONECT   24   54
END

HMDB0062423
     RDKit          3D
5-oxo-12-HETE
 54 53  0  0  0  0  0  0  0  0999 V2000
   -8.4094    0.4798   -1.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5073    0.8470    0.0130 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2394    1.3998   -0.5540 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2994    1.8099    0.5272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8849    0.6596    1.4418 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2178   -0.3338    0.5855 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9618   -0.6832    0.7307 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1194   -0.0934    1.7803 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9677    0.7251    1.3455 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.3325    1.8126    0.5409 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2204    0.0946    0.7886 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4410   -0.4890   -0.2821 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6855   -1.1360   -1.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9438   -1.6029   -1.7384 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9804   -1.4000   -0.7671 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1975   -1.8365   -1.0431 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3128   -1.6651   -0.1074 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1208   -1.1110    0.9984 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6793   -2.1279   -0.4295 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5383   -1.0054   -0.9748 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7045    0.1167    0.0343 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5166    1.2241   -0.5358 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9636    1.0920   -1.6955 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7587    2.3476    0.2100 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9249   -0.3845   -1.6577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4423    1.3740   -1.8677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3836    0.2435   -0.7421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9954    1.6326    0.6003 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3185   -0.0886    0.5690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4434    2.3247   -1.1592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7550    0.6868   -1.2574 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6941    2.6699    1.1080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3687    2.1817   -0.0055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2991    1.0309    2.2838 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8460    0.2687    1.8656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8547   -0.7854   -0.2046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5621   -1.4608    0.0447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6071   -1.0426    2.2590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6479    0.3012    2.6589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6144    1.2373    2.3251 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9000    1.4958   -0.2114 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1688    0.1327    1.4758 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8505   -0.1642   -0.6986 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0151   -1.3692   -2.2966 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1226   -2.1154   -2.6744 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7590   -0.8933    0.1702 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3438   -2.3289   -1.9917 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1527   -2.4730    0.5126 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6577   -2.9963   -1.1104 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1772   -0.6147   -1.9325 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5498   -1.4221   -1.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2477   -0.2919    0.9548 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7352    0.4525    0.3817 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4846    3.2736   -0.1079 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  2  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  1
 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
 19 48  1  0
 19 49  1  0
 20 50  1  0
 20 51  1  0
 21 52  1  0
 21 53  1  0
 24 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(6E,8Z,12S,14Z)-12-Hydroxy-5-oxoicosa-6,8,10,14-tetraenoate	Generator
5-oxo-12-Hydroxy-6,8,11,13-eicosatetraenoic acid	HMDB
8-Tarns-5-oxo-12-hete	HMDB

Chemical Formula

C₂₀H₃₀O₄

Average Molecular Weight

334.456

Monoisotopic Molecular Weight

334.214409446

IUPAC Name

(6E,8Z,12S,14Z)-12-hydroxy-5-oxoicosa-6,8,10,14-tetraenoic acid

Traditional Name

(6E,8Z,12S,14Z)-12-hydroxy-5-oxoicosa-6,8,10,14-tetraenoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C20H30O4/c1-2-3-4-5-6-9-13-18(21)14-10-7-8-11-15-19(22)16-12-17-20(23)24/h6-11,14-15,18,21H,2-5,12-13,16-17H2,1H3,(H,23,24)/b8-7-,9-6-,14-10?,15-11+/t18-/m0/s1

InChI Key

MLZJFLKEKVDNAZ-DJEFXLHGSA-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
Acryloyl-group
Enone
Alpha,beta-unsaturated ketone
Secondary alcohol
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0062423)

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	0.0067 g/l	ALOGPS
LogP	4.72	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.72	ALOGPS
logP	4.54	ChemAxon
logS	-4.7	ALOGPS
pKa (Strongest Acidic)	4.49	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	102.09 m³·mol⁻¹	ChemAxon
Polarizability	39.15 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
DeepCCS	[M+H]+	196.322	30932474
DeepCCS	[M-H]-	194.497	30932474
DeepCCS	[M-2H]-	227.739	30932474
DeepCCS	[M+Na]+	201.928	30932474
AllCCS	[M+H]+	189.1	32859911
AllCCS	[M+H-H2O]+	186.2	32859911
AllCCS	[M+NH4]+	191.7	32859911
AllCCS	[M+Na]+	192.5	32859911
AllCCS	[M-H]-	187.2	32859911
AllCCS	[M+Na-2H]-	189.0	32859911
AllCCS	[M+HCOO]-	191.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-oxo-12-HETE	[H]\C(CCCCC)=C(/[H])C[C@]([H])(O)C([H])=C([H])C(\[H])=C(\[H])/C(/[H])=C(\[H])C(=O)CCCC(O)=O	4312.7	Standard polar	33892256
5-oxo-12-HETE	[H]\C(CCCCC)=C(/[H])C[C@]([H])(O)C([H])=C([H])C(\[H])=C(\[H])/C(/[H])=C(\[H])C(=O)CCCC(O)=O	2424.5	Standard non polar	33892256
5-oxo-12-HETE	[H]\C(CCCCC)=C(/[H])C[C@]([H])(O)C([H])=C([H])C(\[H])=C(\[H])/C(/[H])=C(\[H])C(=O)CCCC(O)=O	2677.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-oxo-12-HETE,1TMS,isomer #1	CCCCC/C=C\C[C@@H](C=C/C=C\C=C\C(=O)CCCC(=O)O)O[Si](C)(C)C	3022.2	Semi standard non polar	33892256
5-oxo-12-HETE,1TMS,isomer #2	CCCCC/C=C\C[C@H](O)C=C/C=C\C=C\C(=O)CCCC(=O)O[Si](C)(C)C	2944.1	Semi standard non polar	33892256
5-oxo-12-HETE,1TMS,isomer #3	CCCCC/C=C\C[C@H](O)C=C/C=C\C=C\C(=CCCC(=O)O)O[Si](C)(C)C	3116.2	Semi standard non polar	33892256
5-oxo-12-HETE,2TMS,isomer #1	CCCCC/C=C\C[C@@H](C=C/C=C\C=C\C(=O)CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2983.3	Semi standard non polar	33892256
5-oxo-12-HETE,2TMS,isomer #2	CCCCC/C=C\C[C@@H](C=C/C=C\C=C\C(=CCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	3141.0	Semi standard non polar	33892256
5-oxo-12-HETE,2TMS,isomer #3	CCCCC/C=C\C[C@H](O)C=C/C=C\C=C\C(=CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	3046.9	Semi standard non polar	33892256
5-oxo-12-HETE,3TMS,isomer #1	CCCCC/C=C\C[C@@H](C=C/C=C\C=C\C(=CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	3079.4	Semi standard non polar	33892256
5-oxo-12-HETE,3TMS,isomer #1	CCCCC/C=C\C[C@@H](C=C/C=C\C=C\C(=CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2843.8	Standard non polar	33892256
5-oxo-12-HETE,3TMS,isomer #1	CCCCC/C=C\C[C@@H](C=C/C=C\C=C\C(=CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2944.2	Standard polar	33892256
5-oxo-12-HETE,1TBDMS,isomer #1	CCCCC/C=C\C[C@@H](C=C/C=C\C=C\C(=O)CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3263.4	Semi standard non polar	33892256
5-oxo-12-HETE,1TBDMS,isomer #2	CCCCC/C=C\C[C@H](O)C=C/C=C\C=C\C(=O)CCCC(=O)O[Si](C)(C)C(C)(C)C	3188.3	Semi standard non polar	33892256
5-oxo-12-HETE,1TBDMS,isomer #3	CCCCC/C=C\C[C@H](O)C=C/C=C\C=C\C(=CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3344.1	Semi standard non polar	33892256
5-oxo-12-HETE,2TBDMS,isomer #1	CCCCC/C=C\C[C@@H](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	3470.1	Semi standard non polar	33892256
5-oxo-12-HETE,2TBDMS,isomer #2	CCCCC/C=C\C[C@@H](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	3600.7	Semi standard non polar	33892256
5-oxo-12-HETE,2TBDMS,isomer #3	CCCCC/C=C\C[C@H](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	3520.0	Semi standard non polar	33892256
5-oxo-12-HETE,3TBDMS,isomer #1	CCCCC/C=C\C[C@@H](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	3796.1	Semi standard non polar	33892256
5-oxo-12-HETE,3TBDMS,isomer #1	CCCCC/C=C\C[C@@H](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	3405.9	Standard non polar	33892256
5-oxo-12-HETE,3TBDMS,isomer #1	CCCCC/C=C\C[C@@H](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	3116.1	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 5-oxo-12-HETE GC-MS (Non-derivatized) - 70eV, Positive	splash10-00or-6973000000-4aed70916b0b22b76f91	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-oxo-12-HETE GC-MS (2 TMS) - 70eV, Positive	splash10-02ii-9215300000-f57c29ca1b47de42b33c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-oxo-12-HETE 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-oxo-12-HETE 10V, Positive-QTOF	splash10-014j-0059000000-04e4df8560dacda1a8ac	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-oxo-12-HETE 20V, Positive-QTOF	splash10-00rb-5392000000-3f1e6fca9c2d8f440f0f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-oxo-12-HETE 40V, Positive-QTOF	splash10-0006-9530000000-6033d2cfe1d4062eb5a4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-oxo-12-HETE 10V, Negative-QTOF	splash10-001i-0019000000-fe54cf18ec09f954e89d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-oxo-12-HETE 20V, Negative-QTOF	splash10-0159-2398000000-ef3d68d1c794bb02d165	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-oxo-12-HETE 40V, Negative-QTOF	splash10-0a4i-9670000000-2f6ec43731cc25ad599f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-oxo-12-HETE 10V, Positive-QTOF	splash10-014j-0169000000-8c3d26ea7a52174b2298	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-oxo-12-HETE 20V, Positive-QTOF	splash10-00kb-1293000000-1d61c35fb874d42846e1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-oxo-12-HETE 40V, Positive-QTOF	splash10-06fr-9420000000-2439ae894bb7a0d31c52	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-oxo-12-HETE 10V, Negative-QTOF	splash10-001i-0009000000-02c3e5b6a947012887c8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-oxo-12-HETE 20V, Negative-QTOF	splash10-00lr-3569000000-c76ecdb529b866a792ff	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-oxo-12-HETE 40V, Negative-QTOF	splash10-05tv-5291000000-f71ee36c2dcece2566aa	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 5-oxo-12-HETE (HMDB0062423)

MOL for HMDB0062423 (5-oxo-12-HETE)

3D MOL for HMDB0062423 (5-oxo-12-HETE)

3D SDF for HMDB0062423 (5-oxo-12-HETE)

3D-SDF for HMDB0062423 (5-oxo-12-HETE)

PDB for HMDB0062423 (5-oxo-12-HETE)

3D PDB for HMDB0062423 (5-oxo-12-HETE)

SMILES for HMDB0062423 (5-oxo-12-HETE)

INCHI for HMDB0062423 (5-oxo-12-HETE)

Structure for HMDB0062423 (5-oxo-12-HETE)

3D Structure for HMDB0062423 (5-oxo-12-HETE)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra