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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2008-09-15 09:54:56 UTC

Update Date

2021-09-14 15:46:46 UTC

HMDB ID

HMDB0010200

Secondary Accession Numbers

HMDB10200

Metabolite Identification

Common Name

A-12(13)-EpODE

Description

A-12(13)-EpODE, also known as α-12(13)-epode, 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, a-12(13)-epode is considered to be an octadecanoid. Based on a literature review very few articles have been published on A-12(13)-EpODE.

Structure

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

HMDB0010200
     RDKit          3D
A-12(13)-EpODE
 51 51  0  0  0  0  0  0  0  0999 V2000
    7.7348   -1.1087    0.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6285   -0.1451    0.8565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3222   -0.7814    0.5778 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4157   -0.2759   -0.2253 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6050    0.9787   -0.9356 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5830    2.0345   -0.5818 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4785    2.4692    0.7359 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5059    1.5999    0.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1153    2.1463   -0.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8073    1.6730   -1.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2085    0.9327   -1.6550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1778    0.4892   -0.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2413   -1.0067   -0.5224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0838   -1.5747    0.5194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5339   -1.3610    0.6221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0833   -0.0160    0.8653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6209   -0.0427    1.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2382   -0.5686   -0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7291   -0.5764   -0.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2807   -0.1843    0.9476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4960   -1.0279   -1.1424 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7231   -0.6533    0.5651 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5933   -2.0566    0.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6314   -1.3480   -0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7805    0.8512    0.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7633   -0.1277    1.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1090   -1.7567    1.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4925   -0.8843   -0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6261    1.3385   -0.9361 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3800    0.7560   -2.0395 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4649    2.8234   -1.3242 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4572    0.5640    0.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1970    3.2738   -0.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4887    1.9250    0.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5238    1.9945   -2.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3715    0.6154   -2.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1693    0.7554   -1.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2063    1.0169    0.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5921   -1.4152   -1.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1967   -1.4205   -0.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9665   -2.7251    0.4177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6045   -1.4393    1.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9553   -2.0203    1.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9850   -1.7684   -0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6397    0.4050    1.7978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9383    0.6790    0.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9307   -0.5552    1.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9095    1.0219    1.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9545   -1.6235   -0.4863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0112    0.0514   -1.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3024   -1.9316   -1.5453 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
  8  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 21 51  1  0
M  END


  Mrv1652304202019362D          

 21 21  0  0  0  0            999 V2000
   20.4702  -13.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7557  -13.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7557  -12.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.9295  -13.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2151  -13.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6440  -13.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.5006  -13.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.3585  -13.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7861  -13.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0413  -11.8285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0729  -13.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0717  -13.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3268  -12.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0729  -12.2410    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3573  -13.0660    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6124  -11.8285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7874  -11.8285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6428  -13.4785    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6428  -14.3035    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.9283  -13.0660    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.1999  -11.1141    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 10  2  0  0  0  0
  4  5  1  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 11  2  0  0  0  0
  9 12  1  0  0  0  0
 10 13  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  1  0  0  0  0
 15 18  1  0  0  0  0
 16 17  1  0  0  0  0
 16 21  1  0  0  0  0
 17 21  1  0  0  0  0
 18 19  1  0  0  0  0
 18 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0010200

> <DATABASE_NAME>
hmdb

> <SMILES>
CC\C=C/CC1OC1C\C=C/CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H30O3/c1-2-3-10-13-16-17(21-16)14-11-8-6-4-5-7-9-12-15-18(19)20/h3,8,10-11,16-17H,2,4-7,9,12-15H2,1H3,(H,19,20)/b10-3-,11-8-

> <INCHI_KEY>
BKKGUKSHPCTUGE-OOHFSOINSA-N

> <FORMULA>
C18H30O3

> <MOLECULAR_WEIGHT>
294.429

> <EXACT_MASS>
294.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
36.092547584542004

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9Z)-11-{3-[(2Z)-pent-2-en-1-yl]oxiran-2-yl}undec-9-enoic acid

> <ALOGPS_LOGP>
5.78

> <JCHEM_LOGP>
5.121958232666666

> <ALOGPS_LOGS>
-5.52

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.988167284180836

> <JCHEM_PKA_STRONGEST_BASIC>
-4.2070915337320205

> <JCHEM_POLAR_SURFACE_AREA>
49.83

> <JCHEM_REFRACTIVITY>
88.0397

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
8.82e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9Z)-11-{3-[(2Z)-pent-2-en-1-yl]oxiran-2-yl}undec-9-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0010200
     RDKit          3D
A-12(13)-EpODE
 51 51  0  0  0  0  0  0  0  0999 V2000
    7.7348   -1.1087    0.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6285   -0.1451    0.8565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3222   -0.7814    0.5778 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4157   -0.2759   -0.2253 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6050    0.9787   -0.9356 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5830    2.0345   -0.5818 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4785    2.4692    0.7359 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5059    1.5999    0.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1153    2.1463   -0.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8073    1.6730   -1.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2085    0.9327   -1.6550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1778    0.4892   -0.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2413   -1.0067   -0.5224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0838   -1.5747    0.5194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5339   -1.3610    0.6221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0833   -0.0160    0.8653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6209   -0.0427    1.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2382   -0.5686   -0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7291   -0.5764   -0.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2807   -0.1843    0.9476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4960   -1.0279   -1.1424 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7231   -0.6533    0.5651 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5933   -2.0566    0.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6314   -1.3480   -0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7805    0.8512    0.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7633   -0.1277    1.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1090   -1.7567    1.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4925   -0.8843   -0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6261    1.3385   -0.9361 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3800    0.7560   -2.0395 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4649    2.8234   -1.3242 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4572    0.5640    0.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1970    3.2738   -0.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4887    1.9250    0.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5238    1.9945   -2.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3715    0.6154   -2.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1693    0.7554   -1.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2063    1.0169    0.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5921   -1.4152   -1.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1967   -1.4205   -0.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9665   -2.7251    0.4177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6045   -1.4393    1.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9553   -2.0203    1.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9850   -1.7684   -0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6397    0.4050    1.7978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9383    0.6790    0.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9307   -0.5552    1.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9095    1.0219    1.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9545   -1.6235   -0.4863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0112    0.0514   -1.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3024   -1.9316   -1.5453 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
  8  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 21 51  1  0
M  END

HEADER    PROTEIN                                 20-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-APR-20         0                                  
HETATM    1  C   UNK     0      38.211 -25.160   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      36.877 -24.390   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      36.877 -22.850   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      26.002 -25.160   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      24.668 -24.390   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      27.335 -24.390   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      23.334 -25.160   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      28.669 -25.160   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      22.001 -24.390   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      35.544 -22.080   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      30.003 -24.390   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      20.667 -25.160   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      34.210 -22.850   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      30.003 -22.850   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      19.334 -24.390   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      32.876 -22.080   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      31.336 -22.080   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.000 -25.160   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      18.000 -26.700   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      16.666 -24.390   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      32.106 -20.746   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2   10                                                       
CONECT    4    5    6                                                       
CONECT    5    4    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   11                                                       
CONECT    9    7   12                                                       
CONECT   10    3   13                                                       
CONECT   11    8   14                                                       
CONECT   12    9   15                                                       
CONECT   13   10   16                                                       
CONECT   14   11   17                                                       
CONECT   15   12   18                                                       
CONECT   16   13   17   21                                                  
CONECT   17   14   16   21                                                  
CONECT   18   15   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   16   17                                                       
MASTER        0    0    0    0    0    0    0    0   21    0   42    0
END

COMPND    HMDB0010200
HETATM    1  C1  UNL     1       7.735  -1.109   0.407  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.629  -0.145   0.857  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.322  -0.781   0.578  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.416  -0.276  -0.225  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.605   0.979  -0.936  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.583   2.034  -0.582  1.00  0.00           C  
HETATM    7  O1  UNL     1       3.478   2.469   0.736  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.506   1.600   0.328  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.115   2.146  -0.036  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.807   1.673  -1.364  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.208   0.933  -1.655  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.178   0.489  -0.624  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.241  -1.007  -0.522  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.084  -1.575   0.519  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.534  -1.361   0.622  1.00  0.00           C  
HETATM   16  C15 UNL     1      -4.083  -0.016   0.865  1.00  0.00           C  
HETATM   17  C16 UNL     1      -5.621  -0.043   1.013  1.00  0.00           C  
HETATM   18  C17 UNL     1      -6.238  -0.569  -0.238  1.00  0.00           C  
HETATM   19  C18 UNL     1      -7.729  -0.576  -0.095  1.00  0.00           C  
HETATM   20  O2  UNL     1      -8.281  -0.184   0.948  1.00  0.00           O  
HETATM   21  O3  UNL     1      -8.496  -1.028  -1.142  1.00  0.00           O  
HETATM   22  H1  UNL     1       8.723  -0.653   0.565  1.00  0.00           H  
HETATM   23  H2  UNL     1       7.593  -2.057   0.970  1.00  0.00           H  
HETATM   24  H3  UNL     1       7.631  -1.348  -0.668  1.00  0.00           H  
HETATM   25  H4  UNL     1       6.781   0.851   0.478  1.00  0.00           H  
HETATM   26  H5  UNL     1       6.763  -0.128   1.995  1.00  0.00           H  
HETATM   27  H6  UNL     1       5.109  -1.757   1.094  1.00  0.00           H  
HETATM   28  H7  UNL     1       3.493  -0.884  -0.318  1.00  0.00           H  
HETATM   29  H8  UNL     1       5.626   1.339  -0.936  1.00  0.00           H  
HETATM   30  H9  UNL     1       4.380   0.756  -2.039  1.00  0.00           H  
HETATM   31  H10 UNL     1       3.465   2.823  -1.324  1.00  0.00           H  
HETATM   32  H11 UNL     1       2.457   0.564   0.685  1.00  0.00           H  
HETATM   33  H12 UNL     1       1.197   3.274  -0.088  1.00  0.00           H  
HETATM   34  H13 UNL     1       0.489   1.925   0.797  1.00  0.00           H  
HETATM   35  H14 UNL     1       1.524   1.995  -2.160  1.00  0.00           H  
HETATM   36  H15 UNL     1      -0.372   0.615  -2.671  1.00  0.00           H  
HETATM   37  H16 UNL     1      -2.169   0.755  -1.142  1.00  0.00           H  
HETATM   38  H17 UNL     1      -1.206   1.017   0.305  1.00  0.00           H  
HETATM   39  H18 UNL     1      -1.592  -1.415  -1.523  1.00  0.00           H  
HETATM   40  H19 UNL     1      -0.197  -1.420  -0.444  1.00  0.00           H  
HETATM   41  H20 UNL     1      -1.966  -2.725   0.418  1.00  0.00           H  
HETATM   42  H21 UNL     1      -1.605  -1.439   1.566  1.00  0.00           H  
HETATM   43  H22 UNL     1      -3.955  -2.020   1.462  1.00  0.00           H  
HETATM   44  H23 UNL     1      -3.985  -1.768  -0.349  1.00  0.00           H  
HETATM   45  H24 UNL     1      -3.640   0.405   1.798  1.00  0.00           H  
HETATM   46  H25 UNL     1      -3.938   0.679   0.025  1.00  0.00           H  
HETATM   47  H26 UNL     1      -5.931  -0.555   1.922  1.00  0.00           H  
HETATM   48  H27 UNL     1      -5.910   1.022   1.114  1.00  0.00           H  
HETATM   49  H28 UNL     1      -5.954  -1.624  -0.486  1.00  0.00           H  
HETATM   50  H29 UNL     1      -6.011   0.051  -1.125  1.00  0.00           H  
HETATM   51  H30 UNL     1      -8.302  -1.932  -1.545  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4    4   27
CONECT    4    5   28
CONECT    5    6   29   30
CONECT    6    7    8   31
CONECT    7    8
CONECT    8    9   32
CONECT    9   10   33   34
CONECT   10   11   11   35
CONECT   11   12   36
CONECT   12   13   37   38
CONECT   13   14   39   40
CONECT   14   15   41   42
CONECT   15   16   43   44
CONECT   16   17   45   46
CONECT   17   18   47   48
CONECT   18   19   49   50
CONECT   19   20   20   21
CONECT   21   51
END

HMDB0010200
     RDKit          3D
A-12(13)-EpODE
 51 51  0  0  0  0  0  0  0  0999 V2000
    7.7348   -1.1087    0.4072 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6285   -0.1451    0.8565 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3222   -0.7814    0.5778 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4157   -0.2759   -0.2253 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6050    0.9787   -0.9356 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5830    2.0345   -0.5818 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4785    2.4692    0.7359 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5059    1.5999    0.3285 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1153    2.1463   -0.0359 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8073    1.6730   -1.3644 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2085    0.9327   -1.6550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1778    0.4892   -0.6244 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2413   -1.0067   -0.5224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0838   -1.5747    0.5194 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5339   -1.3610    0.6221 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0833   -0.0160    0.8653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6209   -0.0427    1.0126 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2382   -0.5686   -0.2378 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7291   -0.5764   -0.0950 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.2807   -0.1843    0.9476 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4960   -1.0279   -1.1424 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7231   -0.6533    0.5651 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5933   -2.0566    0.9700 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6314   -1.3480   -0.6683 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7805    0.8512    0.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7633   -0.1277    1.9953 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1090   -1.7567    1.0937 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4925   -0.8843   -0.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6261    1.3385   -0.9361 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3800    0.7560   -2.0395 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4649    2.8234   -1.3242 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4572    0.5640    0.6852 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1970    3.2738   -0.0881 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4887    1.9250    0.7966 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5238    1.9945   -2.1600 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3715    0.6154   -2.6713 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1693    0.7554   -1.1418 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2063    1.0169    0.3049 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5921   -1.4152   -1.5233 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1967   -1.4205   -0.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9665   -2.7251    0.4177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6045   -1.4393    1.5660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9553   -2.0203    1.4617 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9850   -1.7684   -0.3488 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6397    0.4050    1.7978 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9383    0.6790    0.0247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9307   -0.5552    1.9221 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9095    1.0219    1.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9545   -1.6235   -0.4863 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0112    0.0514   -1.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3024   -1.9316   -1.5453 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  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  1  0
  8  6  1  0
  1 22  1  0
  1 23  1  0
  1 24  1  0
  2 25  1  0
  2 26  1  0
  3 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 11 36  1  0
 12 37  1  0
 12 38  1  0
 13 39  1  0
 13 40  1  0
 14 41  1  0
 14 42  1  0
 15 43  1  0
 15 44  1  0
 16 45  1  0
 16 46  1  0
 17 47  1  0
 17 48  1  0
 18 49  1  0
 18 50  1  0
 21 51  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(Z)-11-[3-[(Z)-Pent-2-enyl]oxiran-2-yl]undec-9-enoate	HMDB
(Z)-11-[3-[(Z)-Pent-2-enyl]oxiran-2-yl]undec-9-enoic acid	HMDB
12(13)-Epoxy-9Z,15Z-octadecadienoate	HMDB
12(13)-Epoxy-9Z,15Z-octadecadienoic acid	HMDB
alpha-12(13)-EpODE	HMDB
Α-12(13)-epode	HMDB
a-12(13)-Epode	Generator

Chemical Formula

C₁₈H₃₀O₃

Average Molecular Weight

294.429

Monoisotopic Molecular Weight

294.219494826

IUPAC Name

(9Z)-11-{3-[(2Z)-pent-2-en-1-yl]oxiran-2-yl}undec-9-enoic acid

Traditional Name

(9Z)-11-{3-[(2Z)-pent-2-en-1-yl]oxiran-2-yl}undec-9-enoic acid

CAS Registry Number

Not Available

SMILES

CC\C=C/CC1OC1C\C=C/CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H30O3/c1-2-3-10-13-16-17(21-16)14-11-8-6-4-5-7-9-12-15-18(19)20/h3,8,10-11,16-17H,2,4-7,9,12-15H2,1H3,(H,19,20)/b10-3-,11-8-

InChI Key

BKKGUKSHPCTUGE-OOHFSOINSA-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
Epoxy fatty acid
Heterocyclic fatty acid
Unsaturated fatty acid
Carboxylic acid derivative
Carboxylic acid
Dialkyl ether
Oxirane
Ether
Monocarboxylic acid or derivatives
Organoheterocyclic compound
Oxacycle
Organic oxide
Hydrocarbon derivative
Carbonyl group
Organooxygen compound
Organic oxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Other Octadecanoids (LMFA02000040 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 18953024)

Cellular substructure

Membrane (HMDB: HMDB0010200)

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
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)

Equine

Horse (FooDB: FOOD00378)

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)

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	0.00088 g/L	ALOGPS
logP	5.78	ALOGPS
logP	5.12	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	4.99	ChemAxon
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	49.83 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	88.04 m³·mol⁻¹	ChemAxon
Polarizability	36.09 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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]+	176.975	31661259
DarkChem	[M-H]-	175.926	31661259
DeepCCS	[M+H]+	176.907	30932474
DeepCCS	[M-H]-	174.549	30932474
DeepCCS	[M-2H]-	207.573	30932474
DeepCCS	[M+Na]+	183.001	30932474
AllCCS	[M+H]+	180.5	32859911
AllCCS	[M+H-H2O]+	177.5	32859911
AllCCS	[M+NH4]+	183.3	32859911
AllCCS	[M+Na]+	184.2	32859911
AllCCS	[M-H]-	181.2	32859911
AllCCS	[M+Na-2H]-	182.5	32859911
AllCCS	[M+HCOO]-	184.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
A-12(13)-EpODE	CC\C=C/CC1OC1C\C=C/CCCCCCCC(O)=O	3437.2	Standard polar	33892256
A-12(13)-EpODE	CC\C=C/CC1OC1C\C=C/CCCCCCCC(O)=O	2148.1	Standard non polar	33892256
A-12(13)-EpODE	CC\C=C/CC1OC1C\C=C/CCCCCCCC(O)=O	2303.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
A-12(13)-EpODE,1TMS,isomer #1	CC/C=C\CC1OC1C/C=C\CCCCCCCC(=O)O[Si](C)(C)C	2312.8	Semi standard non polar	33892256
A-12(13)-EpODE,1TBDMS,isomer #1	CC/C=C\CC1OC1C/C=C\CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2547.9	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 - A-12(13)-EpODE GC-MS (Non-derivatized) - 70eV, Positive	splash10-02tc-7950000000-dda191945caa8bcf41a7	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - A-12(13)-EpODE GC-MS (1 TMS) - 70eV, Positive	splash10-0nbi-9681000000-8d35e03bf69af8748fe3	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - A-12(13)-EpODE 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 - A-12(13)-EpODE 10V, Positive-QTOF	splash10-004j-1190000000-bb8282aac00ec43ab391	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - A-12(13)-EpODE 20V, Positive-QTOF	splash10-00o9-8940000000-b135fa64729a06f3ea90	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - A-12(13)-EpODE 40V, Positive-QTOF	splash10-0f79-9600000000-672567c696e970d1703e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - A-12(13)-EpODE 10V, Negative-QTOF	splash10-0006-0090000000-c23081a8e977dcc3b3b1	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - A-12(13)-EpODE 20V, Negative-QTOF	splash10-002g-2190000000-e076bb9fa0bcd7ba6334	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - A-12(13)-EpODE 40V, Negative-QTOF	splash10-052f-9200000000-e2e1b7799db3058025cf	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - A-12(13)-EpODE 10V, Negative-QTOF	splash10-0006-0090000000-20bc933fe6fab9125e27	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - A-12(13)-EpODE 20V, Negative-QTOF	splash10-004l-0190000000-6bf4c35e4fa5bfda854f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - A-12(13)-EpODE 40V, Negative-QTOF	splash10-0006-9420000000-73143bde1ecd895ef96a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - A-12(13)-EpODE 10V, Positive-QTOF	splash10-056s-1390000000-4e80aacb73c5e684221d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - A-12(13)-EpODE 20V, Positive-QTOF	splash10-0a6r-9750000000-81b0957230e8b25781ab	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - A-12(13)-EpODE 40V, Positive-QTOF	splash10-0aru-9200000000-32918c251d41d5f55a89	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	0.000416 +/- 0.000080 uM	Adult (>18 years old)	Not Specified	Normal	18953024	details
Blood	Detected and Quantified	0.000416 +/- 0.00008 uM	Adult (>18 years old)	Both	Normal	21359215	details
Blood	Detected and Quantified	0.000468 +/- 0.00067 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

FDB112191

KNApSAcK ID

Not Available

Chemspider ID

17220744

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16061061

PDB ID

Not Available

ChEBI ID

88462

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

Not Available

Showing metabocard for A-12(13)-EpODE (HMDB0010200)

MOL for HMDB0010200 (A-12(13)-EpODE)

3D MOL for HMDB0010200 (A-12(13)-EpODE)

3D SDF for HMDB0010200 (A-12(13)-EpODE)

3D-SDF for HMDB0010200 (A-12(13)-EpODE)

PDB for HMDB0010200 (A-12(13)-EpODE)

3D PDB for HMDB0010200 (A-12(13)-EpODE)

SMILES for HMDB0010200 (A-12(13)-EpODE)

INCHI for HMDB0010200 (A-12(13)-EpODE)

Structure for HMDB0010200 (A-12(13)-EpODE)

3D Structure for HMDB0010200 (A-12(13)-EpODE)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra