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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2010-06-14 15:13:00 UTC

Update Date

2022-03-07 02:51:34 UTC

HMDB ID

HMDB0013633

Secondary Accession Numbers

HMDB13633

Metabolite Identification

Common Name

12-KETE

Description

12-keto-eicosatetraenoic acid is a biologically active eicosanoid in the nervous system of Aplysia.It is a metabolite of 12-HPETE formed by Aplysia nervous tissue. 12-KETE was identified in incubations of the tissue with arachidonic acid using HPLC, UV spectrometry, and gas-chromatography/mass spectrometry. [3H]12-KETE is formed from endogenous lipid stores in nervous tissue, labeled with [3H]arachidonic acid upon stimulation by application of histamine. In L14 and L10 cells, identified neurons in the abdominal ganglion, applications of 12-KETE elicit changes in membrane potential similar to those evoked by histamine.[PMID:2774398 ].

Structure

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

HMDB0013633
     RDKit          3D
12-KETE
 53 52  0  0  0  0  0  0  0  0999 V2000
   -8.0270    0.6368    0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5008   -0.4114    1.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0348   -0.5703    1.5045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2626   -0.9331    0.3198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2947   -0.0042   -0.8659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4379   -0.5373   -1.9389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4210    0.1064   -2.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9996    1.4240   -1.9548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6083    1.3336   -1.4224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0616    2.3515   -0.8968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9034    0.0728   -1.5204 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3603    0.0293   -1.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0827   -1.1914   -1.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3045   -1.2920   -0.6708 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0905   -0.2053   -0.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3344    0.0733   -0.8014 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5090   -0.0576   -0.2392 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7603   -0.4760    1.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4955    0.6547    1.8390 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7904    0.9362    1.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7174   -0.1891    1.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6190   -1.1430    0.2872 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7879   -0.2172    2.0050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2311    1.3990    0.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8666    1.2373    0.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4933    0.2683   -0.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0415   -1.3929    1.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8256   -0.0859    2.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6385    0.3710    2.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8472   -1.3498    2.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1872   -1.0543    0.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5705   -1.9305   -0.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3413   -0.0648   -1.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0634    0.9866   -0.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6848   -1.5157   -2.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8119   -0.3431   -3.2225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6615    1.9809   -1.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9135    2.1197   -2.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3064   -0.8310   -1.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7768    0.9187   -0.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6329   -2.0714   -1.5522 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8126   -2.2461   -0.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5024    0.7473   -0.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2237   -0.3705    1.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2426    0.3908   -1.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3725    0.1678   -0.8938 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5145   -1.3374    1.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8987   -0.7214    1.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7594    0.3177    2.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8858    1.5879    1.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6421    1.3437    0.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2752    1.7819    1.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6449   -0.6942    1.7388 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  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 23 53  1  0
M  END


  Mrv0541 02271200282D          

 23 22  0  0  0  0            999 V2000
   18.6048   -6.9639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1923   -7.6784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3673   -7.6784    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9548   -8.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1298   -8.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7173   -9.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8923   -9.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4797   -8.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6547   -8.3929    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2422   -7.6784    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.2422   -9.1073    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6547   -9.8218    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2422  -10.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6547  -11.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4797  -11.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8923  -11.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7173  -11.9653    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1298  -11.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.9548  -11.2508    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.3673  -10.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1923  -10.5363    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6048  -11.2508    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6048   -9.8218    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  2  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  2  0  0  0  0
  9 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0013633

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17H,2-6,12,15-16,18H2,1H3,(H,22,23)/b9-7-,11-8-,13-10-,17-14+

> <INCHI_KEY>
GURBRQGDZZKITB-VXBMJZGYSA-N

> <FORMULA>
C20H30O3

> <MOLECULAR_WEIGHT>
318.4504

> <EXACT_MASS>
318.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
37.42068476428278

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

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

> <ALOGPS_LOGP>
5.79

> <JCHEM_LOGP>
5.767698232000001

> <ALOGPS_LOGS>
-5.62

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
16.57826867951469

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.88963050730466

> <JCHEM_PKA_STRONGEST_BASIC>
-4.681356978761349

> <JCHEM_POLAR_SURFACE_AREA>
54.370000000000005

> <JCHEM_REFRACTIVITY>
100.57209999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
7.59e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12-oxo-ETE

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0013633
     RDKit          3D
12-KETE
 53 52  0  0  0  0  0  0  0  0999 V2000
   -8.0270    0.6368    0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5008   -0.4114    1.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0348   -0.5703    1.5045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2626   -0.9331    0.3198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2947   -0.0042   -0.8659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4379   -0.5373   -1.9389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4210    0.1064   -2.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9996    1.4240   -1.9548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6083    1.3336   -1.4224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0616    2.3515   -0.8968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9034    0.0728   -1.5204 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3603    0.0293   -1.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0827   -1.1914   -1.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3045   -1.2920   -0.6708 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0905   -0.2053   -0.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3344    0.0733   -0.8014 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5090   -0.0576   -0.2392 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7603   -0.4760    1.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4955    0.6547    1.8390 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7904    0.9362    1.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7174   -0.1891    1.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6190   -1.1430    0.2872 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7879   -0.2172    2.0050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2311    1.3990    0.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8666    1.2373    0.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4933    0.2683   -0.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0415   -1.3929    1.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8256   -0.0859    2.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6385    0.3710    2.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8472   -1.3498    2.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1872   -1.0543    0.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5705   -1.9305   -0.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3413   -0.0648   -1.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0634    0.9866   -0.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6848   -1.5157   -2.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8119   -0.3431   -3.2225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6615    1.9809   -1.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9135    2.1197   -2.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3064   -0.8310   -1.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7768    0.9187   -0.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6329   -2.0714   -1.5522 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8126   -2.2461   -0.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5024    0.7473   -0.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2237   -0.3705    1.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2426    0.3908   -1.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3725    0.1678   -0.8938 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5145   -1.3374    1.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8987   -0.7214    1.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7594    0.3177    2.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8858    1.5879    1.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6421    1.3437    0.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2752    1.7819    1.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6449   -0.6942    1.7388 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  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 23 53  1  0
M  END

HEADER    PROTEIN                                 27-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-FEB-12         0                                  
HETATM    1  C   UNK     0      34.729 -12.999   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      33.959 -14.333   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      32.419 -14.333   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      31.649 -15.667   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      30.109 -15.667   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      29.339 -17.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      27.799 -17.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      27.029 -15.667   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      25.489 -15.667   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      24.719 -14.333   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0      24.719 -17.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      25.489 -18.334   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.719 -19.668   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      25.489 -21.001   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      27.029 -21.001   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      27.799 -22.335   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      29.339 -22.335   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      30.109 -21.001   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      31.649 -21.001   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      32.419 -19.668   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      33.959 -19.668   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      34.729 -21.001   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      34.729 -18.334   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

COMPND    HMDB0013633
HETATM    1  C1  UNL     1      -8.027   0.637   0.507  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.501  -0.411   1.425  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.035  -0.570   1.504  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.263  -0.933   0.320  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.295  -0.004  -0.866  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.438  -0.537  -1.939  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.421   0.106  -2.414  1.00  0.00           C  
HETATM    8  C8  UNL     1      -3.000   1.424  -1.955  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.608   1.334  -1.422  1.00  0.00           C  
HETATM   10  O1  UNL     1      -1.062   2.352  -0.897  1.00  0.00           O  
HETATM   11  C10 UNL     1      -0.903   0.073  -1.520  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.360   0.029  -1.036  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.083  -1.191  -1.116  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.304  -1.292  -0.671  1.00  0.00           C  
HETATM   15  C14 UNL     1       3.090  -0.205  -0.044  1.00  0.00           C  
HETATM   16  C15 UNL     1       4.334   0.073  -0.801  1.00  0.00           C  
HETATM   17  C16 UNL     1       5.509  -0.058  -0.239  1.00  0.00           C  
HETATM   18  C17 UNL     1       5.760  -0.476   1.147  1.00  0.00           C  
HETATM   19  C18 UNL     1       6.495   0.655   1.839  1.00  0.00           C  
HETATM   20  C19 UNL     1       7.790   0.936   1.132  1.00  0.00           C  
HETATM   21  C20 UNL     1       8.717  -0.189   1.093  1.00  0.00           C  
HETATM   22  O2  UNL     1       8.619  -1.143   0.287  1.00  0.00           O  
HETATM   23  O3  UNL     1       9.788  -0.217   2.005  1.00  0.00           O  
HETATM   24  H1  UNL     1      -7.231   1.399   0.357  1.00  0.00           H  
HETATM   25  H2  UNL     1      -8.867   1.237   0.993  1.00  0.00           H  
HETATM   26  H3  UNL     1      -8.493   0.268  -0.422  1.00  0.00           H  
HETATM   27  H4  UNL     1      -8.041  -1.393   1.318  1.00  0.00           H  
HETATM   28  H5  UNL     1      -7.826  -0.086   2.467  1.00  0.00           H  
HETATM   29  H6  UNL     1      -5.639   0.371   2.002  1.00  0.00           H  
HETATM   30  H7  UNL     1      -5.847  -1.350   2.309  1.00  0.00           H  
HETATM   31  H8  UNL     1      -4.187  -1.054   0.605  1.00  0.00           H  
HETATM   32  H9  UNL     1      -5.571  -1.931  -0.066  1.00  0.00           H  
HETATM   33  H10 UNL     1      -6.341  -0.065  -1.300  1.00  0.00           H  
HETATM   34  H11 UNL     1      -5.063   0.987  -0.505  1.00  0.00           H  
HETATM   35  H12 UNL     1      -4.685  -1.516  -2.339  1.00  0.00           H  
HETATM   36  H13 UNL     1      -2.812  -0.343  -3.223  1.00  0.00           H  
HETATM   37  H14 UNL     1      -3.662   1.981  -1.299  1.00  0.00           H  
HETATM   38  H15 UNL     1      -2.914   2.120  -2.876  1.00  0.00           H  
HETATM   39  H16 UNL     1      -1.306  -0.831  -1.948  1.00  0.00           H  
HETATM   40  H17 UNL     1       0.777   0.919  -0.605  1.00  0.00           H  
HETATM   41  H18 UNL     1       0.633  -2.071  -1.552  1.00  0.00           H  
HETATM   42  H19 UNL     1       2.813  -2.246  -0.759  1.00  0.00           H  
HETATM   43  H20 UNL     1       2.502   0.747  -0.110  1.00  0.00           H  
HETATM   44  H21 UNL     1       3.224  -0.370   1.034  1.00  0.00           H  
HETATM   45  H22 UNL     1       4.243   0.391  -1.850  1.00  0.00           H  
HETATM   46  H23 UNL     1       6.373   0.168  -0.894  1.00  0.00           H  
HETATM   47  H24 UNL     1       6.514  -1.337   1.175  1.00  0.00           H  
HETATM   48  H25 UNL     1       4.899  -0.721   1.759  1.00  0.00           H  
HETATM   49  H26 UNL     1       6.759   0.318   2.872  1.00  0.00           H  
HETATM   50  H27 UNL     1       5.886   1.588   1.864  1.00  0.00           H  
HETATM   51  H28 UNL     1       7.642   1.344   0.103  1.00  0.00           H  
HETATM   52  H29 UNL     1       8.275   1.782   1.713  1.00  0.00           H  
HETATM   53  H30 UNL     1      10.645  -0.694   1.739  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   33   34
CONECT    6    7    7   35
CONECT    7    8   36
CONECT    8    9   37   38
CONECT    9   10   10   11
CONECT   11   12   12   39
CONECT   12   13   40
CONECT   13   14   14   41
CONECT   14   15   42
CONECT   15   16   43   44
CONECT   16   17   17   45
CONECT   17   18   46
CONECT   18   19   47   48
CONECT   19   20   49   50
CONECT   20   21   51   52
CONECT   21   22   22   23
CONECT   23   53
END

HMDB0013633
     RDKit          3D
12-KETE
 53 52  0  0  0  0  0  0  0  0999 V2000
   -8.0270    0.6368    0.5073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5008   -0.4114    1.4250 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0348   -0.5703    1.5045 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2626   -0.9331    0.3198 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2947   -0.0042   -0.8659 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4379   -0.5373   -1.9389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4210    0.1064   -2.4144 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9996    1.4240   -1.9548 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6083    1.3336   -1.4224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0616    2.3515   -0.8968 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9034    0.0728   -1.5204 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3603    0.0293   -1.0365 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0827   -1.1914   -1.1163 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3045   -1.2920   -0.6708 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0905   -0.2053   -0.0444 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3344    0.0733   -0.8014 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5090   -0.0576   -0.2392 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7603   -0.4760    1.1472 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4955    0.6547    1.8390 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7904    0.9362    1.1320 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7174   -0.1891    1.0932 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6190   -1.1430    0.2872 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7879   -0.2172    2.0050 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2311    1.3990    0.3567 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8666    1.2373    0.9927 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4933    0.2683   -0.4225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0415   -1.3929    1.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8256   -0.0859    2.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6385    0.3710    2.0017 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8472   -1.3498    2.3094 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1872   -1.0543    0.6047 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5705   -1.9305   -0.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3413   -0.0648   -1.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0634    0.9866   -0.5046 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6848   -1.5157   -2.3388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8119   -0.3431   -3.2225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6615    1.9809   -1.2994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9135    2.1197   -2.8762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3064   -0.8310   -1.9476 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7768    0.9187   -0.6053 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6329   -2.0714   -1.5522 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8126   -2.2461   -0.7594 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5024    0.7473   -0.1099 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2237   -0.3705    1.0337 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2426    0.3908   -1.8496 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3725    0.1678   -0.8938 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5145   -1.3374    1.1745 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8987   -0.7214    1.7589 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7594    0.3177    2.8715 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8858    1.5879    1.8643 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6421    1.3437    0.1026 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2752    1.7819    1.7135 H   0  0  0  0  0  0  0  0  0  0  0  0
   10.6449   -0.6942    1.7388 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  2  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 35  1  0
  7 36  1  0
  8 37  1  0
  8 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 17 46  1  0
 18 47  1  0
 18 48  1  0
 19 49  1  0
 19 50  1  0
 20 51  1  0
 20 52  1  0
 23 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5Z,8Z,10E,14Z)-12-Oxoeicosa-5,8,10,14-tetraenoic acid	ChEBI
(5Z,8Z,10E,14Z)-12-Oxoicosa-5,8,10,14-tetraenoic acid	ChEBI
12-Keto-ete	ChEBI
12-Ketoeicosatetraenoic acid	ChEBI
12-oxo, 5C,8C,10t,14C-20:4	ChEBI
12-OxoETE	ChEBI
(5Z,8Z,10E,14Z)-12-Oxoeicosa-5,8,10,14-tetraenoate	Generator
(5Z,8Z,10E,14Z)-12-Oxoicosa-5,8,10,14-tetraenoate	Generator
12-Ketoeicosatetraenoate	Generator
12-oxo-ETE	HMDB
12-keto-5,8,11,13-Eicosatetraenoic acid	MeSH, HMDB

Chemical Formula

C₂₀H₃₀O₃

Average Molecular Weight

318.4504

Monoisotopic Molecular Weight

318.219494826

IUPAC Name

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

Traditional Name

12-oxo-ETE

CAS Registry Number

108437-64-5

SMILES

CCCCC\C=C/CC(=O)\C=C\C=C/C\C=C/CCCC(O)=O

InChI Identifier

InChI=1S/C20H30O3/c1-2-3-4-5-10-13-16-19(21)17-14-11-8-6-7-9-12-15-18-20(22)23/h7-11,13-14,17H,2-6,12,15-16,18H2,1H3,(H,22,23)/b9-7-,11-8-,13-10-,17-14+

InChI Key

GURBRQGDZZKITB-VXBMJZGYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Unsaturated fatty acid
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

oxoicosatetraenoic acid (CHEBI:34151 )
Hydroxy/hydroperoxyeicosatetraenoic acids (C14807 )
Hydroxy/hydroperoxyeicosatetraenoic acids (LMFA03060019 )

Ontology

Not Available

Blood (HMDB: HMDB0013633)
Urine (HMDB: HMDB0013633)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21359215)

Cellular substructure

Extracellular (HMDB: HMDB0013633)
Membrane (HMDB: HMDB0013633)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0013633)

Source

Endogenous

Endogenous (HMDB: HMDB0013633)

Animal

Animal (HMDB: HMDB0013633)

Exogenous

Food

Food (HMDB: HMDB0013633)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Arachidonic Acid Metabolism (HMDB: HMDB0013633)

Acetaminophen Action Pathway (HMDB: HMDB0013633)

Disease pathway

Leukotriene C4 Synthesis Deficiency (PathBank: SMP0000353)

Drug action pathway

Piroxicam Action Pathway (PathBank: SMP0000077)
Acetylsalicylic Acid Action Pathway (PathBank: SMP0000083)
Etodolac Action Pathway (PathBank: SMP0000084)
Ketoprofen Action Pathway (PathBank: SMP0000085)
Ibuprofen Action Pathway (PathBank: SMP0000086)
Rofecoxib Action Pathway (PathBank: SMP0000087)
Diclofenac Action Pathway (PathBank: SMP0000093)
Sulindac Action Pathway (PathBank: SMP0000094)
Celecoxib Action Pathway (PathBank: SMP0000096)
Ketorolac Action Pathway (PathBank: SMP0000098)
Suprofen Action Pathway (PathBank: SMP0000101)
Bromfenac Action Pathway (PathBank: SMP0000102)
Indomethacin Action Pathway (PathBank: SMP0000104)
Mefenamic Acid Action Pathway (PathBank: SMP0000109)
Oxaprozin Action Pathway (PathBank: SMP0000113)
Nabumetone Action Pathway (PathBank: SMP0000114)
Naproxen Action Pathway (PathBank: SMP0000120)
Diflunisal Action Pathway (PathBank: SMP0000289)
Meloxicam Action Pathway (PathBank: SMP0000106)
Valdecoxib Action Pathway (PathBank: SMP0000116)
Antipyrine Action Pathway (PathBank: SMP0000692)
Antrafenine Action Pathway (PathBank: SMP0000693)
Carprofen Action Pathway (PathBank: SMP0000694)
Etoricoxib Action Pathway (PathBank: SMP0000695)
Fenoprofen Action Pathway (PathBank: SMP0000696)
Flurbiprofen Action Pathway (PathBank: SMP0000697)
Magnesium Salicylate Action Pathway (PathBank: SMP0000698)
Lumiracoxib Action Pathway (PathBank: SMP0000699)
Lornoxicam Action Pathway (PathBank: SMP0000700)
Phenylbutazone Action Pathway (PathBank: SMP0000701)
Nepafenac Action Pathway (PathBank: SMP0000702)
Trisalicylate-Choline Action Pathway (PathBank: SMP0000703)
Tolmetin Action Pathway (PathBank: SMP0000704)
Tiaprofenic Acid Action Pathway (PathBank: SMP0000705)
Tenoxicam Action Pathway (PathBank: SMP0000706)
Salsalate Action Pathway (PathBank: SMP0000707)
Salicylate-Sodium Action Pathway (PathBank: SMP0000708)
Salicylic Acid Action Pathway (PathBank: SMP0000709)
Acetaminophen Action Pathway (PathBank: SMP0000710)

Chemical reaction

Lipid peroxidation (HMDB: HMDB0013633)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0013633)

Cellular process

Cell signaling (HMDB: HMDB0013633)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0013633)

Nutrient

Nutrient (HMDB: HMDB0013633)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0013633)

Emulsifier (HMDB: HMDB0013633)

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00076 g/L	ALOGPS
logP	5.79	ALOGPS
logP	5.77	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	4.89	ChemAxon
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	100.57 m³·mol⁻¹	ChemAxon
Polarizability	37.42 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	188.252	30932474
DeepCCS	[M-H]-	185.894	30932474
DeepCCS	[M-2H]-	218.78	30932474
DeepCCS	[M+Na]+	194.345	30932474
AllCCS	[M+H]+	185.1	32859911
AllCCS	[M+H-H2O]+	182.1	32859911
AllCCS	[M+NH4]+	187.8	32859911
AllCCS	[M+Na]+	188.6	32859911
AllCCS	[M-H]-	184.9	32859911
AllCCS	[M+Na-2H]-	186.6	32859911
AllCCS	[M+HCOO]-	188.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
12-KETE	CCCCC\C=C/CC(=O)\C=C\C=C/C\C=C/CCCC(O)=O	4157.9	Standard polar	33892256
12-KETE	CCCCC\C=C/CC(=O)\C=C\C=C/C\C=C/CCCC(O)=O	2370.7	Standard non polar	33892256
12-KETE	CCCCC\C=C/CC(=O)\C=C\C=C/C\C=C/CCCC(O)=O	2650.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
12-KETE,1TMS,isomer #1	CCCCC/C=C\CC(=O)/C=C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C	2664.4	Semi standard non polar	33892256
12-KETE,1TMS,isomer #2	CCCCC/C=C\C=C(/C=C/C=C\C/C=C\CCCC(=O)O)O[Si](C)(C)C	2897.0	Semi standard non polar	33892256
12-KETE,2TMS,isomer #1	CCCCC/C=C\C=C(/C=C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2844.5	Semi standard non polar	33892256
12-KETE,2TMS,isomer #1	CCCCC/C=C\C=C(/C=C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2779.4	Standard non polar	33892256
12-KETE,2TMS,isomer #1	CCCCC/C=C\C=C(/C=C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2824.1	Standard polar	33892256
12-KETE,1TBDMS,isomer #1	CCCCC/C=C\CC(=O)/C=C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	2911.1	Semi standard non polar	33892256
12-KETE,1TBDMS,isomer #2	CCCCC/C=C\C=C(/C=C/C=C\C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3130.5	Semi standard non polar	33892256
12-KETE,2TBDMS,isomer #1	CCCCC/C=C\C=C(/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	3315.6	Semi standard non polar	33892256
12-KETE,2TBDMS,isomer #1	CCCCC/C=C\C=C(/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	3181.5	Standard non polar	33892256
12-KETE,2TBDMS,isomer #1	CCCCC/C=C\C=C(/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	2934.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 12-KETE GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4l-5290000000-b4f5a9519f032d93d95a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12-KETE GC-MS (1 TMS) - 70eV, Positive	splash10-05bf-9027000000-ef7d36c1df7f47336541	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12-KETE 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 - 12-KETE 10V, Positive-QTOF	splash10-0udi-0139000000-d1c51ee5caf5dd7d742b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-KETE 20V, Positive-QTOF	splash10-0ir0-5963000000-06f2f0b12a4672c79b3a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-KETE 40V, Positive-QTOF	splash10-052f-9730000000-b9659b8775bfc049fdcc	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-KETE 10V, Negative-QTOF	splash10-014i-0149000000-fd96cfe5b87094197fc0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-KETE 20V, Negative-QTOF	splash10-01ba-1794000000-64b3902bc632a2efd9e1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-KETE 40V, Negative-QTOF	splash10-0a4l-9640000000-a608db6f555f26400d4b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-KETE 10V, Positive-QTOF	splash10-0uxr-1439000000-cb5fcad8151b9aeb919c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-KETE 20V, Positive-QTOF	splash10-0a4i-9842000000-2f3b4eea988fc26b4b46	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-KETE 40V, Positive-QTOF	splash10-0aou-9710000000-e1ab9f96eb9ad06a7ce5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-KETE 10V, Negative-QTOF	splash10-014i-0019000000-1ae6503f54fc0e35ca83	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-KETE 20V, Negative-QTOF	splash10-014j-0798000000-7067b355f19121623aee	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-KETE 40V, Negative-QTOF	splash10-0adl-6690000000-766e7afcd927a39e6cb0	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Arachidonic Acid Metabolism
Leukotriene C4 Synthesis Deficiency		Not Available
Piroxicam Action Pathway		Not Available
Acetylsalicylic Acid Action Pathway		Not Available
Etodolac Action Pathway		Not Available

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	<0.0001 uM	Adult (>18 years old)	Both	Normal	21359215	details
Blood	Detected and Quantified	<0.0001 uM	Adult (>18 years old)	Both	Normal	21359215	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB029609

KNApSAcK ID

Not Available

Chemspider ID

4446286

KEGG Compound ID

C14807

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5283162

PDB ID

Not Available

ChEBI ID

34151

Food Biomarker Ontology

Not Available

VMH ID

M00334

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Piomelli D, Feinmark SJ, Shapiro E, Schwartz JH: 12-keto-eicosatetraenoic acid. A biologically active eicosanoid in the nervous system of Aplysia. Ann N Y Acad Sci. 1989;559:208-18. [PubMed:2774398 ]
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 12-KETE (HMDB0013633)

MOL for HMDB0013633 (12-KETE)

3D MOL for HMDB0013633 (12-KETE)

3D SDF for HMDB0013633 (12-KETE)

3D-SDF for HMDB0013633 (12-KETE)

PDB for HMDB0013633 (12-KETE)

3D PDB for HMDB0013633 (12-KETE)

SMILES for HMDB0013633 (12-KETE)

INCHI for HMDB0013633 (12-KETE)

Structure for HMDB0013633 (12-KETE)

3D Structure for HMDB0013633 (12-KETE)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra