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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2008-09-15 09:55:06 UTC

Update Date

2020-02-26 21:33:17 UTC

HMDB ID

HMDB0010210

Secondary Accession Numbers

HMDB10210

Metabolite Identification

Common Name

15-KETE

Description

15-KETE, also known as 15-oxoete, 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. Thus, 15-KETE is considered to be an eicosanoid. Based on a literature review a significant number of articles have been published on 15-KETE.

Structure

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

HMDB0010210
     RDKit          3D
15-KETE
 53 52  0  0  0  0  0  0  0  0999 V2000
    7.3003    1.7734   -0.7185 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1025    1.6967    0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8163    1.4306   -0.5822 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8587    0.1442   -1.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5487   -0.0730   -2.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4573   -0.1182   -1.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6316    0.8177   -1.0301 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3904   -1.2614   -0.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3900   -1.3380    0.7299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3577   -2.4745    1.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4797   -2.7094    2.5118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6555   -1.9143    2.8970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9398   -0.6274    2.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0246   -0.4282    1.5953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0699   -1.4351    1.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1342   -1.5511   -0.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2006   -1.3070   -0.9290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4774   -0.8849   -0.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9642    0.4614   -0.8775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0197    1.5887   -0.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5723    2.8880   -1.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6875    2.8824   -1.6862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8026    4.0160   -0.9058 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0802    2.1283   -1.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0319    2.4840   -0.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7674    0.7617   -0.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2647    0.9019    0.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0162    2.6451    0.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6169    2.2904   -1.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9943    1.3847    0.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9747   -0.7284   -0.6471 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7054    0.0876   -2.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5575   -1.0280   -2.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4323    0.7969   -2.7568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1246   -2.0301   -0.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6947   -0.5531    0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1656   -3.2550    1.4872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5926   -3.6640    3.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5851   -2.5500    3.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4771   -1.6458    4.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3066    0.2688    2.4626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2266    0.5746    1.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7452   -2.4574    1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0042   -1.2431    1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2241   -1.8592   -0.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1155   -1.4310   -2.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3115   -1.5993   -0.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5101   -0.9480    0.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1878    0.4684   -1.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9500    0.6236   -0.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0206    1.4092   -1.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9603    1.7081    0.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1792    4.8825   -0.5297 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
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  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
  8 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 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 02241200322D          

 23 22  0  0  0  0            999 V2000
    7.9999   -7.8829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7148   -8.2949    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4293   -7.8824    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1344  -10.3565    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1344   -9.5315    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4200  -10.7690    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4200   -9.1189    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4200  -11.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4200   -8.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7055  -12.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7055   -7.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9910  -11.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1384   -8.2944    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9910   -8.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2765  -12.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8472   -7.8819    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2765   -7.8814    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5620  -11.5940    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5620   -8.2939    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8475  -12.0065    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5623   -9.1128    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.8475  -12.8315    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.1330  -11.5940    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 13  1  0  0  0  0
  4  5  2  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  2  0  0  0  0
  9 11  2  0  0  0  0
 10 12  1  0  0  0  0
 11 14  1  0  0  0  0
 12 15  1  0  0  0  0
 13 16  1  0  0  0  0
 14 17  2  0  0  0  0
 15 18  1  0  0  0  0
 16 19  1  0  0  0  0
 17 19  1  0  0  0  0
 18 20  1  0  0  0  0
 19 21  2  0  0  0  0
 20 22  1  0  0  0  0
 20 23  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0010210

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC(=O)\C=C\C=C/C\C=C/C\C=C/CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C20H30O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h4-5,8-11,14,17H,2-3,6-7,12-13,15-16,18H2,1H3,(H,22,23)/b5-4-,10-8-,11-9-,17-14+

> <INCHI_KEY>
YGJTUEISKATQSM-USWFWKISSA-N

> <FORMULA>
C20H30O3

> <MOLECULAR_WEIGHT>
318.4504

> <EXACT_MASS>
318.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
37.57928760203153

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
(5Z,8Z,11Z,13E)-15-oxoicosa-5,8,11,13-tetraenoic acid

> <ALOGPS_LOGP>
5.72

> <JCHEM_LOGP>
5.767698232000001

> <ALOGPS_LOGS>
-5.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.8197718406919385

> <JCHEM_PKA_STRONGEST_BASIC>
-4.588381771795346

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
100.57209999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.91e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
15-Oxo-ETE

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0010210
     RDKit          3D
15-KETE
 53 52  0  0  0  0  0  0  0  0999 V2000
    7.3003    1.7734   -0.7185 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1025    1.6967    0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8163    1.4306   -0.5822 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8587    0.1442   -1.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5487   -0.0730   -2.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4573   -0.1182   -1.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6316    0.8177   -1.0301 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3904   -1.2614   -0.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3900   -1.3380    0.7299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3577   -2.4745    1.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4797   -2.7094    2.5118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6555   -1.9143    2.8970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9398   -0.6274    2.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0246   -0.4282    1.5953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0699   -1.4351    1.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1342   -1.5511   -0.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2006   -1.3070   -0.9290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4774   -0.8849   -0.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9642    0.4614   -0.8775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0197    1.5887   -0.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5723    2.8880   -1.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6875    2.8824   -1.6862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8026    4.0160   -0.9058 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0802    2.1283   -1.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0319    2.4840   -0.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7674    0.7617   -0.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2647    0.9019    0.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0162    2.6451    0.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6169    2.2904   -1.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9943    1.3847    0.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9747   -0.7284   -0.6471 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7054    0.0876   -2.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5575   -1.0280   -2.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4323    0.7969   -2.7568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1246   -2.0301   -0.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6947   -0.5531    0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1656   -3.2550    1.4872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5926   -3.6640    3.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5851   -2.5500    3.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4771   -1.6458    4.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3066    0.2688    2.4626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2266    0.5746    1.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7452   -2.4574    1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0042   -1.2431    1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2241   -1.8592   -0.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1155   -1.4310   -2.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3115   -1.5993   -0.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5101   -0.9480    0.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1878    0.4684   -1.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9500    0.6236   -0.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0206    1.4092   -1.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9603    1.7081    0.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1792    4.8825   -0.5297 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
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  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
  8 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 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                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      14.933 -14.715   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.268 -15.484   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.601 -14.714   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      28.251 -19.332   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      28.251 -17.792   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      26.917 -20.102   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      26.917 -17.022   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.917 -21.642   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      26.917 -15.482   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      25.584 -22.412   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      25.584 -14.712   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      24.250 -21.642   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      18.925 -15.483   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      24.250 -15.482   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      22.916 -22.412   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      20.248 -14.713   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      22.916 -14.712   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      21.582 -21.642   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      21.582 -15.482   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      20.249 -22.412   0.000  0.00  0.00           C+0
HETATM   21  O   UNK     0      21.583 -17.011   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      20.249 -23.952   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      18.915 -21.642   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2   13                                                       
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   14                                                       
CONECT   12   10   15                                                       
CONECT   13    3   16                                                       
CONECT   14   11   17                                                       
CONECT   15   12   18                                                       
CONECT   16   13   19                                                       
CONECT   17   14   19                                                       
CONECT   18   15   20                                                       
CONECT   19   16   17   21                                                  
CONECT   20   18   22   23                                                  
CONECT   21   19                                                            
CONECT   22   20                                                            
CONECT   23   20                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

COMPND    HMDB0010210
HETATM    1  C1  UNL     1       7.300   1.773  -0.718  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.102   1.697   0.174  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.816   1.431  -0.582  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.859   0.144  -1.338  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.549  -0.073  -2.057  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.457  -0.118  -1.070  1.00  0.00           C  
HETATM    7  O1  UNL     1       1.632   0.818  -1.030  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.390  -1.261  -0.177  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.390  -1.338   0.730  1.00  0.00           C  
HETATM   10  C9  UNL     1       1.358  -2.475   1.593  1.00  0.00           C  
HETATM   11  C10 UNL     1       0.480  -2.709   2.512  1.00  0.00           C  
HETATM   12  C11 UNL     1      -0.655  -1.914   2.897  1.00  0.00           C  
HETATM   13  C12 UNL     1      -0.940  -0.627   2.313  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.025  -0.428   1.595  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.070  -1.435   1.284  1.00  0.00           C  
HETATM   16  C15 UNL     1      -3.134  -1.551  -0.200  1.00  0.00           C  
HETATM   17  C16 UNL     1      -4.201  -1.307  -0.929  1.00  0.00           C  
HETATM   18  C17 UNL     1      -5.477  -0.885  -0.375  1.00  0.00           C  
HETATM   19  C18 UNL     1      -5.964   0.461  -0.878  1.00  0.00           C  
HETATM   20  C19 UNL     1      -5.020   1.589  -0.580  1.00  0.00           C  
HETATM   21  C20 UNL     1      -5.572   2.888  -1.104  1.00  0.00           C  
HETATM   22  O2  UNL     1      -6.687   2.882  -1.686  1.00  0.00           O  
HETATM   23  O3  UNL     1      -4.803   4.016  -0.906  1.00  0.00           O  
HETATM   24  H1  UNL     1       7.080   2.128  -1.723  1.00  0.00           H  
HETATM   25  H2  UNL     1       8.032   2.484  -0.259  1.00  0.00           H  
HETATM   26  H3  UNL     1       7.767   0.762  -0.732  1.00  0.00           H  
HETATM   27  H4  UNL     1       6.265   0.902   0.935  1.00  0.00           H  
HETATM   28  H5  UNL     1       6.016   2.645   0.736  1.00  0.00           H  
HETATM   29  H6  UNL     1       4.617   2.290  -1.247  1.00  0.00           H  
HETATM   30  H7  UNL     1       3.994   1.385   0.158  1.00  0.00           H  
HETATM   31  H8  UNL     1       4.975  -0.728  -0.647  1.00  0.00           H  
HETATM   32  H9  UNL     1       5.705   0.088  -2.057  1.00  0.00           H  
HETATM   33  H10 UNL     1       3.558  -1.028  -2.649  1.00  0.00           H  
HETATM   34  H11 UNL     1       3.432   0.797  -2.757  1.00  0.00           H  
HETATM   35  H12 UNL     1       3.125  -2.030  -0.237  1.00  0.00           H  
HETATM   36  H13 UNL     1       0.695  -0.553   0.715  1.00  0.00           H  
HETATM   37  H14 UNL     1       2.166  -3.255   1.487  1.00  0.00           H  
HETATM   38  H15 UNL     1       0.593  -3.664   3.115  1.00  0.00           H  
HETATM   39  H16 UNL     1      -1.585  -2.550   3.055  1.00  0.00           H  
HETATM   40  H17 UNL     1      -0.477  -1.646   4.043  1.00  0.00           H  
HETATM   41  H18 UNL     1      -0.307   0.269   2.463  1.00  0.00           H  
HETATM   42  H19 UNL     1      -2.227   0.575   1.158  1.00  0.00           H  
HETATM   43  H20 UNL     1      -2.745  -2.457   1.627  1.00  0.00           H  
HETATM   44  H21 UNL     1      -4.004  -1.243   1.792  1.00  0.00           H  
HETATM   45  H22 UNL     1      -2.224  -1.859  -0.699  1.00  0.00           H  
HETATM   46  H23 UNL     1      -4.116  -1.431  -2.009  1.00  0.00           H  
HETATM   47  H24 UNL     1      -6.312  -1.599  -0.701  1.00  0.00           H  
HETATM   48  H25 UNL     1      -5.510  -0.948   0.717  1.00  0.00           H  
HETATM   49  H26 UNL     1      -6.188   0.468  -1.961  1.00  0.00           H  
HETATM   50  H27 UNL     1      -6.950   0.624  -0.359  1.00  0.00           H  
HETATM   51  H28 UNL     1      -4.021   1.409  -1.056  1.00  0.00           H  
HETATM   52  H29 UNL     1      -4.960   1.708   0.520  1.00  0.00           H  
HETATM   53  H30 UNL     1      -5.179   4.882  -0.530  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    8
CONECT    8    9    9   35
CONECT    9   10   36
CONECT   10   11   11   37
CONECT   11   12   38
CONECT   12   13   39   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

HMDB0010210
     RDKit          3D
15-KETE
 53 52  0  0  0  0  0  0  0  0999 V2000
    7.3003    1.7734   -0.7185 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1025    1.6967    0.1741 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8163    1.4306   -0.5822 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8587    0.1442   -1.3382 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5487   -0.0730   -2.0568 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4573   -0.1182   -1.0699 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6316    0.8177   -1.0301 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3904   -1.2614   -0.1766 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3900   -1.3380    0.7299 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3577   -2.4745    1.5934 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4797   -2.7094    2.5118 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6555   -1.9143    2.8970 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9398   -0.6274    2.3132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0246   -0.4282    1.5953 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0699   -1.4351    1.2837 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1342   -1.5511   -0.2003 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2006   -1.3070   -0.9290 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4774   -0.8849   -0.3747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9642    0.4614   -0.8775 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0197    1.5887   -0.5796 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5723    2.8880   -1.1041 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6875    2.8824   -1.6862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8026    4.0160   -0.9058 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0802    2.1283   -1.7229 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0319    2.4840   -0.2586 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7674    0.7617   -0.7317 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2647    0.9019    0.9347 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0162    2.6451    0.7363 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6169    2.2904   -1.2471 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9943    1.3847    0.1584 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9747   -0.7284   -0.6471 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7054    0.0876   -2.0568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5575   -1.0280   -2.6485 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4323    0.7969   -2.7568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1246   -2.0301   -0.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6947   -0.5531    0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1656   -3.2550    1.4872 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5926   -3.6640    3.1154 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5851   -2.5500    3.0546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4771   -1.6458    4.0433 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3066    0.2688    2.4626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2266    0.5746    1.1577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7452   -2.4574    1.6272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0042   -1.2431    1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2241   -1.8592   -0.6991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1155   -1.4310   -2.0085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3115   -1.5993   -0.7010 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5101   -0.9480    0.7171 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1878    0.4684   -1.9609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9500    0.6236   -0.3593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0206    1.4092   -1.0558 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9603    1.7081    0.5203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1792    4.8825   -0.5297 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
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  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
  8 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 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,11Z,13E)-15-Ketoeicosa-5,8,11,13-tetraenoic acid	ChEBI
(5Z,8Z,11Z,13E)-15-oxo-5,8,11,13-Eicosatetraenoic acid	ChEBI
(5Z,8Z,11Z,13E)-15-Oxoeicosa-5,8,11,13-tetraenoic acid	ChEBI
(5Z,8Z,11Z,13E)-15-Oxoicosa-5,8,11,13-tetraenoic acid	ChEBI
15-oxo-5,8,11-cis-13-trans-Eicosatetraenoate	ChEBI
15-OxoETE	ChEBI
15-oxo-5,8,11-cis-13-trans-Icosatetraenoate	Kegg
(5Z,8Z,11Z,13E)-15-Ketoeicosa-5,8,11,13-tetraenoate	Generator
(5Z,8Z,11Z,13E)-15-oxo-5,8,11,13-Eicosatetraenoate	Generator
(5Z,8Z,11Z,13E)-15-Oxoeicosa-5,8,11,13-tetraenoate	Generator
(5Z,8Z,11Z,13E)-15-Oxoicosa-5,8,11,13-tetraenoate	Generator
15-oxo-5,8,11-cis-13-trans-Eicosatetraenoic acid	Generator
15-oxo-5,8,11-cis-13-trans-Icosatetraenoic acid	Generator
15-oxo-5Z,8Z,11Z,13E-Eicosatetraenoate	HMDB
15-oxo-5Z,8Z,11Z,13E-Eicosatetraenoic acid	HMDB
15-oxo-ETE	HMDB
15-Keto-5,8,11,13-eicosatetraenoic acid	HMDB
15-Kete	ChEBI

Chemical Formula

C₂₀H₃₀O₃

Average Molecular Weight

318.4504

Monoisotopic Molecular Weight

318.219494826

IUPAC Name

(5Z,8Z,11Z,13E)-15-oxoicosa-5,8,11,13-tetraenoic acid

Traditional Name

15-Oxo-ETE

CAS Registry Number

81416-72-0

SMILES

CCCCCC(=O)\C=C\C=C/C\C=C/C\C=C/CCCC(O)=O

InChI Identifier

InChI=1S/C20H30O3/c1-2-3-13-16-19(21)17-14-11-9-7-5-4-6-8-10-12-15-18-20(22)23/h4-5,8-11,14,17H,2-3,6-7,12-13,15-16,18H2,1H3,(H,22,23)/b5-4-,10-8-,11-9-,17-14+

InChI Key

YGJTUEISKATQSM-USWFWKISSA-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:15559 )
Hydroxy/hydroperoxyeicosatetraenoic acids (C04577 )
Hydroxy/hydroperoxyeicosatetraenoic acids (LMFA03060051 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 20671299)
Cerebrospinal Fluid (CSF) (HMDB: HMDB0010210)

Cellular substructure

Membrane (HMDB: HMDB0010210)

Source

Endogenous

Endogenous (HMDB: HMDB0010210)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.00089 g/L	ALOGPS
logP	5.72	ALOGPS
logP	5.77	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	4.82	ChemAxon
pKa (Strongest Basic)	-4.6	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	37.58 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]+	190.139	30932474
DeepCCS	[M-H]-	187.781	30932474
DeepCCS	[M-2H]-	220.667	30932474
DeepCCS	[M+Na]+	196.232	30932474
AllCCS	[M+H]+	185.1	32859911
AllCCS	[M+H-H2O]+	182.1	32859911
AllCCS	[M+NH4]+	187.8	32859911
AllCCS	[M+Na]+	188.5	32859911
AllCCS	[M-H]-	184.9	32859911
AllCCS	[M+Na-2H]-	186.6	32859911
AllCCS	[M+HCOO]-	188.7	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	7.52 minutes	32390414
Predicted by Siyang on May 30, 2022	22.9941 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.95 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3012.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	545.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	225.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	363.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	650.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	1057.8 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	615.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	95.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2210.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	715.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1733.1 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	765.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	516.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	362.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	557.6 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
15-KETE	CCCCCC(=O)\C=C\C=C/C\C=C/C\C=C/CCCC(O)=O	4173.7	Standard polar	33892256
15-KETE	CCCCCC(=O)\C=C\C=C/C\C=C/C\C=C/CCCC(O)=O	2343.6	Standard non polar	33892256
15-KETE	CCCCCC(=O)\C=C\C=C/C\C=C/C\C=C/CCCC(O)=O	2644.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
15-KETE,1TMS,isomer #1	CCCCCC(=O)/C=C/C=C\C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C	2645.0	Semi standard non polar	33892256
15-KETE,1TMS,isomer #2	CCCCC=C(/C=C/C=C\C/C=C\C/C=C\CCCC(=O)O)O[Si](C)(C)C	2863.0	Semi standard non polar	33892256
15-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	2812.1	Semi standard non polar	33892256
15-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	2713.7	Standard non polar	33892256
15-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	2841.2	Standard polar	33892256
15-KETE,1TBDMS,isomer #1	CCCCCC(=O)/C=C/C=C\C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	2894.7	Semi standard non polar	33892256
15-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	3106.6	Semi standard non polar	33892256
15-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	3288.3	Semi standard non polar	33892256
15-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	3098.7	Standard non polar	33892256
15-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	2927.0	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 15-KETE GC-MS (Non-derivatized) - 70eV, Positive	splash10-00kg-7590000000-911599180505962308eb	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-KETE GC-MS (1 TMS) - 70eV, Positive	splash10-01du-9352000000-e4e7da6939c625ad4071	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15-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
Experimental LC-MS/MS	LC-MS/MS Spectrum - 15-KETE LC-ESI-QIT , negative-QTOF	splash10-01b9-0289000000-f17e51ccefc93bab69f1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 15-KETE LC-ESI-QIT , negative-QTOF	splash10-01b9-0594000000-565acf0178bd3b119607	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 15-KETE LC-ESI-QIT , negative-QTOF	splash10-01b9-0962000000-df808385b0725329323e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 15-KETE LC-ESI-QIT , negative-QTOF	splash10-014r-0920000000-c91bf031286952802dc9	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 15-KETE LC-ESI-QIT , negative-QTOF	splash10-02ti-0900000000-13e1f7d679e949631c34	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 15-KETE LC-ESI-QIT , negative-QTOF	splash10-01p9-1900000000-0bd5fa12d13347d41571	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 15-KETE LC-ESI-QIT , negative-QTOF	splash10-03di-0900000000-a4d1e07ce34b877f81d3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 15-KETE LC-ESI-QIT , negative-QTOF	splash10-000i-2900000000-fa594a5bbf49bdbbca13	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 15-KETE LC-ESI-QIT , negative-QTOF	splash10-01p9-4900000000-75678f0b1f95bf4d2c54	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-KETE 10V, Positive-QTOF	splash10-0udi-0149000000-0252a1b64c8346b53a40	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-KETE 20V, Positive-QTOF	splash10-0kmi-4492000000-8442c76e28e4e26e1c05	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-KETE 40V, Positive-QTOF	splash10-05fu-9840000000-b64ec6a65a4d3257d80f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-KETE 10V, Negative-QTOF	splash10-014i-0049000000-fd00a2666d65f25e67e5	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-KETE 20V, Negative-QTOF	splash10-01ba-3093000000-20570498bc3216bb54ff	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-KETE 40V, Negative-QTOF	splash10-0a4l-9160000000-a4bec589c33555078f2a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-KETE 10V, Negative-QTOF	splash10-014i-0029000000-b380dd1484037b8efe89	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-KETE 20V, Negative-QTOF	splash10-014j-2294000000-f636466abde0b65d0018	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-KETE 40V, Negative-QTOF	splash10-052g-9440000000-3ddcfa01c42d0ce3e4aa	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-KETE 10V, Positive-QTOF	splash10-0uxr-1469000000-7050713e316bbdd82f23	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-KETE 20V, Positive-QTOF	splash10-0uei-5963000000-65c8d5270036e1727fab	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15-KETE 40V, Positive-QTOF	splash10-00l6-9800000000-11ff09d84e3e4009dde4	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood
Cerebrospinal Fluid (CSF)

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.000749 +/- 0.000080 uM	Adult (>18 years old)	Not Specified	Normal	Oxygenated lipids...	details
Blood	Detected and Quantified	0.000069 +/- 0.000033 uM	Adult (>18 years old)	Both	Normal	20671299	details
Blood	Detected and Quantified	0.000749 +/- 0.00008 uM	Adult (>18 years old)	Both	Normal	21359215	details
Blood	Detected and Quantified	0.000682 +/- 0.00076 uM	Adult (>18 years old)	Both	Normal	21359215	details
Cerebrospinal Fluid (CSF)	Detected and Quantified	0.00002 +/- 0.00004 uM	Adult (>18 years old)	Both	Normal	John W. Newman, U...	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

FDB027365

KNApSAcK ID

Not Available

Chemspider ID

4444287

KEGG Compound ID

C04577

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5280701

PDB ID

Not Available

ChEBI ID

15559

Food Biomarker Ontology

Not Available

VMH ID

M00393

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Yeh HC, Tsai AL, Wang LH: Reaction mechanisms of 15-hydroperoxyeicosatetraenoic acid catalyzed by human prostacyclin and thromboxane synthases. Arch Biochem Biophys. 2007 May 15;461(2):159-68. Epub 2007 Apr 11. [PubMed:17459323 ]
Wei C, Zhu P, Shah SJ, Blair IA: 15-oxo-Eicosatetraenoic acid, a metabolite of macrophage 15-hydroxyprostaglandin dehydrogenase that inhibits endothelial cell proliferation. Mol Pharmacol. 2009 Sep;76(3):516-25. doi: 10.1124/mol.109.057489. Epub 2009 Jun 17. [PubMed:19535459 ]
Snyder NW, Revello SD, Liu X, Zhang S, Blair IA: Cellular uptake and antiproliferative effects of 11-oxo-eicosatetraenoic acid. J Lipid Res. 2013 Nov;54(11):3070-7. doi: 10.1194/jlr.M040741. Epub 2013 Aug 14. [PubMed:23945567 ]

Showing metabocard for 15-KETE (HMDB0010210)

MOL for HMDB0010210 (15-KETE)

3D MOL for HMDB0010210 (15-KETE)

3D SDF for HMDB0010210 (15-KETE)

3D-SDF for HMDB0010210 (15-KETE)

PDB for HMDB0010210 (15-KETE)

3D PDB for HMDB0010210 (15-KETE)

SMILES for HMDB0010210 (15-KETE)

INCHI for HMDB0010210 (15-KETE)

Structure for HMDB0010210 (15-KETE)

3D Structure for HMDB0010210 (15-KETE)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra