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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2008-09-15 09:54:58 UTC

Update Date

2021-09-14 15:48:00 UTC

HMDB ID

HMDB0010202

Secondary Accession Numbers

HMDB10202

Metabolite Identification

Common Name

12-HEPE

Description

12-HEPE is hydroxy derivative of 12-lipoxygenase metabolites of Eicosapentaenoic acid (EPA). 12S-HEPE participates in platelet-neutrophil interactions in a manner similar to 12S-HETE. It can also compete with endogenous arachidonic acid for 5-lipoxygenation in stimulated human neutrophils. By providing competing substrates for neutrophil 5-lipoxygenase, platelets might contribute to the antiinflammatory potential of dietary n-3 fatty acids through platelet-neutrophil interaction. ( PMID: 2116491 ).

Structure

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

HMDB0010202
     RDKit          3D
12-HEPE
 53 52  0  0  0  0  0  0  0  0999 V2000
   -6.0067   -1.8878    1.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5252   -1.3194    0.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0966    0.0105    0.3208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6589    1.0884   -0.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5076    1.0953   -1.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4859    1.9648   -0.6737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2844    1.5476   -0.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8934    0.1667   -0.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7389    0.0411   -1.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4401   -1.3356   -1.6736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5196    0.7095   -1.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3740    0.1770   -0.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5619    0.9139    0.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4803    0.4876    0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4387   -0.8048    1.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4628   -1.8026    1.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4946   -1.8255    0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9072   -0.7588   -0.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3116   -0.3014    0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7579    0.8020   -0.8867 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1042    1.2515   -0.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6978    0.7300    0.4848 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7226    2.2641   -1.2033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3349   -1.1737    1.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4325   -2.8011    1.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8704   -2.0538    2.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4060   -1.9974   -0.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8346   -1.4657   -0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9454    0.0775    1.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1861    2.0314   -0.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2542    0.1564   -1.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9401    1.6886   -2.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7485    3.0207   -0.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5087    2.2160    0.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6268   -0.5759   -0.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4686   -0.1888    0.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9877    0.3817   -2.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6455   -1.8197   -0.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3092    1.7014   -1.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1208   -0.7909    0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7122    1.9276   -0.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3208    1.1930    1.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3839   -0.6119    2.7081 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4503   -1.3025    1.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3360   -2.7434    1.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1361   -2.7584    0.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2924    0.1020   -0.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1258   -1.2325   -1.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9662   -1.1810   -0.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3317   -0.0004    1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0086    1.6296   -0.8579 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8232    0.4187   -1.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3349    2.9387   -0.7210 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  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  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
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
 10 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 02241200322D          

 23 22  0  0  0  0            999 V2000
   14.9072   -8.1337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6385   -7.7518    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.8727   -8.9586    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6730   -6.9269    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1415   -9.3405    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9763   -6.4838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4447   -8.8974    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0109   -5.6588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7135   -9.2793    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3141   -5.2158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9126   -8.6914    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1573   -9.0232    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4923   -8.5350    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7371   -8.8668    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7324   -9.6734    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9958  -10.1252    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.9958  -10.9305    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6047  -11.2644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6047  -11.9126    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9126   -7.8861    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.3487   -4.3908    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0799   -4.0089    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.6520   -3.9477    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  2  4  2  0  0  0  0
  3  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  2  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 11 12  1  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
 11 20  1  0  0  0  0
 21 22  2  0  0  0  0
 21 23  1  0  0  0  0
 10 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0010202

> <DATABASE_NAME>
hmdb

> <SMILES>
CC\C=C/C\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/h3-4,7-11,13-14,17,19,21H,2,5-6,12,15-16,18H2,1H3,(H,22,23)/b4-3-,9-7-,11-8-,13-10-,17-14+

> <INCHI_KEY>
MCRJLMXYVFDXLS-QGQBRVLBSA-N

> <FORMULA>
C20H30O3

> <MOLECULAR_WEIGHT>
318.4504

> <EXACT_MASS>
318.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
37.18338990772066

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(5Z,8Z,10E,14Z,17Z)-12-hydroxyicosa-5,8,10,14,17-pentaenoic acid

> <ALOGPS_LOGP>
5.54

> <JCHEM_LOGP>
4.994438087333332

> <ALOGPS_LOGS>
-5.02

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.720819929173768

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.88963064504959

> <JCHEM_PKA_STRONGEST_BASIC>
-1.60871350084006

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
102.58609999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.05e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
12-hepe

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0010202
     RDKit          3D
12-HEPE
 53 52  0  0  0  0  0  0  0  0999 V2000
   -6.0067   -1.8878    1.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5252   -1.3194    0.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0966    0.0105    0.3208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6589    1.0884   -0.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5076    1.0953   -1.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4859    1.9648   -0.6737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2844    1.5476   -0.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8934    0.1667   -0.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7389    0.0411   -1.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4401   -1.3356   -1.6736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5196    0.7095   -1.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3740    0.1770   -0.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5619    0.9139    0.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4803    0.4876    0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4387   -0.8048    1.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4628   -1.8026    1.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4946   -1.8255    0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9072   -0.7588   -0.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3116   -0.3014    0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7579    0.8020   -0.8867 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1042    1.2515   -0.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6978    0.7300    0.4848 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7226    2.2641   -1.2033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3349   -1.1737    1.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4325   -2.8011    1.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8704   -2.0538    2.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4060   -1.9974   -0.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8346   -1.4657   -0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9454    0.0775    1.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1861    2.0314   -0.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2542    0.1564   -1.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9401    1.6886   -2.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7485    3.0207   -0.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5087    2.2160    0.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6268   -0.5759   -0.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4686   -0.1888    0.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9877    0.3817   -2.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6455   -1.8197   -0.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3092    1.7014   -1.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1208   -0.7909    0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7122    1.9276   -0.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3208    1.1930    1.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3839   -0.6119    2.7081 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4503   -1.3025    1.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3360   -2.7434    1.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1361   -2.7584    0.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2924    0.1020   -0.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1258   -1.2325   -1.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9662   -1.1810   -0.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3317   -0.0004    1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0086    1.6296   -0.8579 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8232    0.4187   -1.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3349    2.9387   -0.7210 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  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  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
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
 10 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                                 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      27.827 -15.183   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      29.192 -14.470   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      27.762 -16.723   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      29.256 -12.930   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      26.397 -17.436   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      27.956 -12.103   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.097 -16.608   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      28.020 -10.563   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      23.732 -17.321   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      26.720  -9.736   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.237 -16.224   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.827 -16.843   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      19.586 -15.932   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      18.176 -16.551   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      18.167 -18.057   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      16.792 -18.900   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.792 -20.404   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      17.929 -21.027   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      17.929 -22.237   0.000  0.00  0.00           C+0
HETATM   20  O   UNK     0      22.237 -14.721   0.000  0.00  0.00           O+0
HETATM   21  C   UNK     0      26.784  -8.196   0.000  0.00  0.00           C+0
HETATM   22  O   UNK     0      28.149  -7.483   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      25.484  -7.369   0.000  0.00  0.00           O+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    5                                                       
CONECT    4    2    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   21                                                       
CONECT   11    9   12   20                                                  
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                                                            
CONECT   20   11                                                            
CONECT   21   22   23   10                                                  
CONECT   22   21                                                            
CONECT   23   21                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

COMPND    HMDB0010202
HETATM    1  C1  UNL     1      -6.007  -1.888   1.451  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.525  -1.319   0.121  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.097   0.010   0.321  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.659   1.088  -0.264  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.508   1.095  -1.218  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.486   1.965  -0.674  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.284   1.548  -0.381  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.893   0.167  -0.585  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.739   0.041  -1.547  1.00  0.00           C  
HETATM   10  O1  UNL     1      -1.440  -1.336  -1.674  1.00  0.00           O  
HETATM   11  C10 UNL     1      -0.520   0.709  -1.106  1.00  0.00           C  
HETATM   12  C11 UNL     1       0.374   0.177  -0.258  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.562   0.914   0.127  1.00  0.00           C  
HETATM   14  C13 UNL     1       2.480   0.488   0.938  1.00  0.00           C  
HETATM   15  C14 UNL     1       2.439  -0.805   1.576  1.00  0.00           C  
HETATM   16  C15 UNL     1       3.463  -1.803   1.319  1.00  0.00           C  
HETATM   17  C16 UNL     1       4.495  -1.825   0.526  1.00  0.00           C  
HETATM   18  C17 UNL     1       4.907  -0.759  -0.384  1.00  0.00           C  
HETATM   19  C18 UNL     1       6.312  -0.301   0.042  1.00  0.00           C  
HETATM   20  C19 UNL     1       6.758   0.802  -0.887  1.00  0.00           C  
HETATM   21  C20 UNL     1       8.104   1.252  -0.490  1.00  0.00           C  
HETATM   22  O2  UNL     1       8.698   0.730   0.485  1.00  0.00           O  
HETATM   23  O3  UNL     1       8.723   2.264  -1.203  1.00  0.00           O  
HETATM   24  H1  UNL     1      -5.335  -1.174   1.959  1.00  0.00           H  
HETATM   25  H2  UNL     1      -5.432  -2.801   1.234  1.00  0.00           H  
HETATM   26  H3  UNL     1      -6.870  -2.054   2.120  1.00  0.00           H  
HETATM   27  H4  UNL     1      -7.406  -1.997  -0.118  1.00  0.00           H  
HETATM   28  H5  UNL     1      -5.835  -1.466  -0.695  1.00  0.00           H  
HETATM   29  H6  UNL     1      -7.945   0.078   1.010  1.00  0.00           H  
HETATM   30  H7  UNL     1      -7.186   2.031  -0.023  1.00  0.00           H  
HETATM   31  H8  UNL     1      -5.254   0.156  -1.658  1.00  0.00           H  
HETATM   32  H9  UNL     1      -5.940   1.689  -2.108  1.00  0.00           H  
HETATM   33  H10 UNL     1      -4.748   3.021  -0.505  1.00  0.00           H  
HETATM   34  H11 UNL     1      -2.509   2.216   0.034  1.00  0.00           H  
HETATM   35  H12 UNL     1      -3.627  -0.576  -0.831  1.00  0.00           H  
HETATM   36  H13 UNL     1      -2.469  -0.189   0.412  1.00  0.00           H  
HETATM   37  H14 UNL     1      -1.988   0.382  -2.573  1.00  0.00           H  
HETATM   38  H15 UNL     1      -1.646  -1.820  -0.841  1.00  0.00           H  
HETATM   39  H16 UNL     1      -0.309   1.701  -1.480  1.00  0.00           H  
HETATM   40  H17 UNL     1       0.121  -0.791   0.074  1.00  0.00           H  
HETATM   41  H18 UNL     1       1.712   1.928  -0.297  1.00  0.00           H  
HETATM   42  H19 UNL     1       3.321   1.193   1.167  1.00  0.00           H  
HETATM   43  H20 UNL     1       2.384  -0.612   2.708  1.00  0.00           H  
HETATM   44  H21 UNL     1       1.450  -1.303   1.321  1.00  0.00           H  
HETATM   45  H22 UNL     1       3.336  -2.743   1.930  1.00  0.00           H  
HETATM   46  H23 UNL     1       5.136  -2.758   0.539  1.00  0.00           H  
HETATM   47  H24 UNL     1       4.292   0.102  -0.501  1.00  0.00           H  
HETATM   48  H25 UNL     1       5.126  -1.232  -1.419  1.00  0.00           H  
HETATM   49  H26 UNL     1       6.966  -1.181  -0.115  1.00  0.00           H  
HETATM   50  H27 UNL     1       6.332  -0.000   1.099  1.00  0.00           H  
HETATM   51  H28 UNL     1       6.009   1.630  -0.858  1.00  0.00           H  
HETATM   52  H29 UNL     1       6.823   0.419  -1.916  1.00  0.00           H  
HETATM   53  H30 UNL     1       9.335   2.939  -0.721  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4    4   29
CONECT    4    5   30
CONECT    5    6   31   32
CONECT    6    7    7   33
CONECT    7    8   34
CONECT    8    9   35   36
CONECT    9   10   11   37
CONECT   10   38
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

HMDB0010202
     RDKit          3D
12-HEPE
 53 52  0  0  0  0  0  0  0  0999 V2000
   -6.0067   -1.8878    1.4511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5252   -1.3194    0.1212 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0966    0.0105    0.3208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6589    1.0884   -0.2636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5076    1.0953   -1.2181 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4859    1.9648   -0.6737 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2844    1.5476   -0.3806 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8934    0.1667   -0.5846 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7389    0.0411   -1.5469 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4401   -1.3356   -1.6736 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5196    0.7095   -1.1060 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3740    0.1770   -0.2582 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5619    0.9139    0.1275 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4803    0.4876    0.9377 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4387   -0.8048    1.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4628   -1.8026    1.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4946   -1.8255    0.5261 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9072   -0.7588   -0.3844 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3116   -0.3014    0.0423 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7579    0.8020   -0.8867 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1042    1.2515   -0.4898 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6978    0.7300    0.4848 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7226    2.2641   -1.2033 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3349   -1.1737    1.9595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4325   -2.8011    1.2338 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8704   -2.0538    2.1198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4060   -1.9974   -0.1182 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8346   -1.4657   -0.6952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9454    0.0775    1.0099 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1861    2.0314   -0.0225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2542    0.1564   -1.6585 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9401    1.6886   -2.1079 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7485    3.0207   -0.5053 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5087    2.2160    0.0343 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6268   -0.5759   -0.8311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4686   -0.1888    0.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9877    0.3817   -2.5726 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6455   -1.8197   -0.8410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3092    1.7014   -1.4798 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1208   -0.7909    0.0740 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7122    1.9276   -0.2974 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3208    1.1930    1.1674 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3839   -0.6119    2.7081 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4503   -1.3025    1.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3360   -2.7434    1.9299 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1361   -2.7584    0.5394 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2924    0.1020   -0.5012 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1258   -1.2325   -1.4187 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9662   -1.1810   -0.1152 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3317   -0.0004    1.0988 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0086    1.6296   -0.8579 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8232    0.4187   -1.9161 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.3349    2.9387   -0.7210 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  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  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
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
 10 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
(+-)-12-HEPE	ChEBI
(+-)-12-Hydroxy-5Z,8Z,10E,14Z,17Z-eicosapentaenoic acid	ChEBI
(5Z,8Z,10E,14Z,17Z)-12-Hydroxyeicosa-5,8,10,14,17-pentaenoic acid	ChEBI
12-Hydroxy-5Z,8Z,10E,14Z,17Z-icosapentaenoic acid	ChEBI
12-Hydroxyicosa-(5Z,8Z,10E,14Z,17Z)-pentaenoic acid	ChEBI
(+-)-12-Hydroxy-5Z,8Z,10E,14Z,17Z-eicosapentaenoate	Generator
(5Z,8Z,10E,14Z,17Z)-12-Hydroxyeicosa-5,8,10,14,17-pentaenoate	Generator
12-Hydroxy-5Z,8Z,10E,14Z,17Z-icosapentaenoate	Generator
12-Hydroxyicosa-(5Z,8Z,10E,14Z,17Z)-pentaenoate	Generator
12-Hydroxy-5,8,10,14,17-eicosapentaenoate	HMDB
12-Hydroxy-5,8,10,14,17-eicosapentaenoic acid	HMDB
12-Hydroxyeicosapentaenoate	HMDB
12-Hydroxyeicosapentaenoic acid	HMDB
12-Hydroxy-5,8,10,14,17-eicospentaenoic acid, (e,Z,Z,Z,Z)-isomer	HMDB
12-HEP	HMDB
12-Hydroxy-5,8,10,14,17-eicospentaenoic acid	HMDB

Chemical Formula

C₂₀H₃₀O₃

Average Molecular Weight

318.4504

Monoisotopic Molecular Weight

318.219494826

IUPAC Name

(5Z,8Z,10E,14Z,17Z)-12-hydroxyicosa-5,8,10,14,17-pentaenoic acid

Traditional Name

12-hepe

CAS Registry Number

Not Available

SMILES

CC\C=C/C\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/h3-4,7-11,13-14,17,19,21H,2,5-6,12,15-16,18H2,1H3,(H,22,23)/b4-3-,9-7-,11-8-,13-10-,17-14+

InChI Key

MCRJLMXYVFDXLS-QGQBRVLBSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as hydroxyeicosapentaenoic acids. These are eicosanoic acids with an attached hydroxyl group and five CC double bonds.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Eicosanoids

Direct Parent

Hydroxyeicosapentaenoic acids

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

HEPE (CHEBI:72645 )
Hydroxy/hydroperoxyeicosapentaenoic acids (LMFA03070031 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 18953024)

Cellular substructure

Membrane (HMDB: HMDB0010202)

Source

Endogenous

Endogenous (HMDB: HMDB0010202)

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	0.003 g/L	ALOGPS
logP	5.54	ALOGPS
logP	4.99	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	4.89	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	102.59 m³·mol⁻¹	ChemAxon
Polarizability	37.18 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	187.209	31661259
DarkChem	[M-H]-	186.251	31661259
DeepCCS	[M+H]+	184.229	30932474
DeepCCS	[M-H]-	181.871	30932474
DeepCCS	[M-2H]-	214.757	30932474
DeepCCS	[M+Na]+	190.322	30932474
AllCCS	[M+H]+	185.5	32859911
AllCCS	[M+H-H2O]+	182.6	32859911
AllCCS	[M+NH4]+	188.3	32859911
AllCCS	[M+Na]+	189.1	32859911
AllCCS	[M-H]-	183.1	32859911
AllCCS	[M+Na-2H]-	184.7	32859911
AllCCS	[M+HCOO]-	186.7	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.	5.74 minutes	32390414
Predicted by Siyang on May 30, 2022	20.712 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.98 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	33.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3082.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	401.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	189.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	288.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	532.7 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	942.6 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	524.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	91.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1981.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	707.3 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	1641.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	695.4 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	489.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	349.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	454.0 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	8.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
12-HEPE	CC\C=C/C\C=C/CC(O)\C=C\C=C/C\C=C/CCCC(O)=O	4301.0	Standard polar	33892256
12-HEPE	CC\C=C/C\C=C/CC(O)\C=C\C=C/C\C=C/CCCC(O)=O	2400.6	Standard non polar	33892256
12-HEPE	CC\C=C/C\C=C/CC(O)\C=C\C=C/C\C=C/CCCC(O)=O	2570.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
12-HEPE,1TMS,isomer #1	CC/C=C\C/C=C\CC(/C=C/C=C\C/C=C\CCCC(=O)O)O[Si](C)(C)C	2788.3	Semi standard non polar	33892256
12-HEPE,1TMS,isomer #2	CC/C=C\C/C=C\CC(O)/C=C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C	2648.3	Semi standard non polar	33892256
12-HEPE,2TMS,isomer #1	CC/C=C\C/C=C\CC(/C=C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2695.5	Semi standard non polar	33892256
12-HEPE,1TBDMS,isomer #1	CC/C=C\C/C=C\CC(/C=C/C=C\C/C=C\CCCC(=O)O)O[Si](C)(C)C(C)(C)C	3023.1	Semi standard non polar	33892256
12-HEPE,1TBDMS,isomer #2	CC/C=C\C/C=C\CC(O)/C=C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C	2885.1	Semi standard non polar	33892256
12-HEPE,2TBDMS,isomer #1	CC/C=C\C/C=C\CC(/C=C/C=C\C/C=C\CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3182.9	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 12-HEPE GC-MS (Non-derivatized) - 70eV, Positive	splash10-0k97-4983000000-918f0c66f2bc78257380	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12-HEPE GC-MS (2 TMS) - 70eV, Positive	splash10-00fs-9326300000-3e49ae1891d17fe7385c	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12-HEPE GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12-HEPE 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-HEPE 10V, Positive-QTOF	splash10-0udi-0149000000-c04096243bd40699c2e4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-HEPE 20V, Positive-QTOF	splash10-0pir-5984000000-33653a61aea10493adc9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-HEPE 40V, Positive-QTOF	splash10-0apu-9830000000-2b1f35ccf8272f1b2ff0	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-HEPE 10V, Negative-QTOF	splash10-014i-0059000000-0e3ce234470c380d8d9b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-HEPE 20V, Negative-QTOF	splash10-05mk-1293000000-c1089383b2f8453850b4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-HEPE 40V, Negative-QTOF	splash10-0a4l-9730000000-915554f514d5f25d5fff	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-HEPE 10V, Positive-QTOF	splash10-0udi-1439000000-1ad5c3c69b385dbd8aa5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-HEPE 20V, Positive-QTOF	splash10-0zni-3921000000-e715df1e8281d220feea	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-HEPE 40V, Positive-QTOF	splash10-05po-9600000000-7c0ab94ee5781a6d90ee	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-HEPE 10V, Negative-QTOF	splash10-014i-0029000000-45e47974262e9d7f8109	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-HEPE 20V, Negative-QTOF	splash10-014j-0696000000-f039341bf46bc4fcdff4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-HEPE 40V, Negative-QTOF	splash10-0abd-8590000000-793ec53939b4437ef22a	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood

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	0.00492 +/- 0.00451 uM	Adult (>18 years old)	Not Specified	Normal	18953024	details
Blood	Detected and Quantified	0.000517 +/- 0.000084 uM	Adult (>18 years old)	Both	Normal	20671299	details
Blood	Detected and Quantified	0.00319 +/- 0.00035 uM	Adult (>18 years old)	Both	Normal	21359215	details
Blood	Detected and Quantified	0.000195 +/- 0.00011 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

FDB027357

KNApSAcK ID

Not Available

Chemspider ID

8217157

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10041593

PDB ID

Not Available

ChEBI ID

72645

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

von Schacky C, Marcus AJ, Safier LB, Ullman HL, Islam N, Broekman MJ, Fischer S: Platelet-neutrophil interactions. 12S,20- and 5S,12S-dihydroxyeicosapentaenoic acids: two novel neutrophil metabolites from platelet-derived 12S-hydroxyeicosapentaenoic acid. J Lipid Res. 1990 May;31(5):801-10. [PubMed:2116491 ]

Showing metabocard for 12-HEPE (HMDB0010202)

MOL for HMDB0010202 (12-HEPE)

3D MOL for HMDB0010202 (12-HEPE)

3D SDF for HMDB0010202 (12-HEPE)

3D-SDF for HMDB0010202 (12-HEPE)

PDB for HMDB0010202 (12-HEPE)

3D PDB for HMDB0010202 (12-HEPE)

SMILES for HMDB0010202 (12-HEPE)

INCHI for HMDB0010202 (12-HEPE)

Structure for HMDB0010202 (12-HEPE)

3D Structure for HMDB0010202 (12-HEPE)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra