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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-21 06:03:38 UTC

Update Date

2021-09-14 15:48:22 UTC

HMDB ID

HMDB0062359

Secondary Accession Numbers

HMDB62359

Metabolite Identification

Common Name

(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid

Description

(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid, also known as 3-oxo-10(S)-hydroxy-octadeca-6E,8E,12Z-trienoic acid, belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. Based on a literature review very few articles have been published on (6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid.

Structure

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

HMDB0062359
     RDKit          3D
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid
 50 49  0  0  0  0  0  0  0  0999 V2000
   -5.0652   -1.9659    2.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1536   -0.6718    1.5354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1501   -1.1070    0.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2234   -0.1132   -0.9533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1288    0.8913   -1.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9223    1.8094   -0.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7888    1.8908    0.6556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6538    1.0523    0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4502    1.8977   -0.0530 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7826    2.6457   -1.1786 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7468    1.0682   -0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5666    1.0645   -1.2474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7408    0.1539   -1.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5901    0.0844   -2.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7714   -0.7516   -2.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1089   -1.6028   -1.2438 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6215   -0.8455   -0.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5699   -0.0331   -0.3045 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1003   -0.9895    1.2801 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1014   -0.4166    2.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7394   -0.3789    3.4663 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3373    0.0268    1.8299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0096   -2.1315    2.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4936   -2.8014    1.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6152   -1.7822    3.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3513   -0.0513    1.8980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1227   -0.1864    1.7827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2989   -1.8206   -0.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0531   -1.7944    0.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2432   -0.6610   -1.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2451    0.4018   -0.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2072    0.4346   -1.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4725    1.5471   -1.9899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7896    2.4588    0.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7470    2.6400    1.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7823    0.1639   -0.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3117    0.6279    1.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2799    2.6112    0.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0235    2.0491   -1.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9962    0.3580    0.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3569    1.7350   -2.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8646   -0.4885   -0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4043    0.7660   -3.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7197   -1.3289   -3.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6489   -0.0450   -2.6099 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2199   -2.1846   -0.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8577   -2.3731   -1.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1847   -0.3278    1.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9251   -2.0222    1.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1931   -0.4473    2.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  1
 10 39  1  0
 11 40  1  0
 12 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 19 48  1  0
 19 49  1  0
 22 50  1  0
M  END

            
  Mrv1652306271817342D          

 22 21  0  0  1  0            999 V2000
    7.4267   -8.4891    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1412   -7.2516    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1412   -8.0767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8559   -8.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5703   -8.0767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2848   -8.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9994   -8.0767    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5703   -7.2517    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.7139   -8.4891    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4284   -8.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1428   -8.4890    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8574   -8.0766    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5719   -8.4890    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   14.5719   -9.3141    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.5378   -8.0765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8246   -8.4910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9954   -8.4910    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2863   -8.0765    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2534   -8.4867    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9667   -8.0722    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6825   -8.4825    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.3957   -8.0679    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  3  2  2  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  5  8  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  6  0  0  0
  1  3  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
 13 18  1  0  0  0  0
 15 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062359

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H28O4/c1-2-3-4-5-6-9-12-16(19)13-10-7-8-11-14-17(20)15-18(21)22/h6-10,13,16,19H,2-5,11-12,14-15H2,1H3,(H,21,22)/b8-7+,9-6-,13-10+/t16-/m0/s1

> <INCHI_KEY>
DASVGFACDRAZQR-CKBRMXFCSA-N

> <FORMULA>
C18H28O4

> <MOLECULAR_WEIGHT>
308.418

> <EXACT_MASS>
308.198759382

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
50

> <JCHEM_AVERAGE_POLARIZABILITY>
35.796446402293505

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(6E,8E,10S,12Z)-10-hydroxy-3-oxooctadeca-6,8,12-trienoic acid

> <ALOGPS_LOGP>
4.18

> <JCHEM_LOGP>
4.161860709333333

> <ALOGPS_LOGS>
-4.26

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.009059962373087

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.318036542302382

> <JCHEM_PKA_STRONGEST_BASIC>
-1.608710523589123

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
91.8441

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.70e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(6E,8E,10S,12Z)-10-hydroxy-3-oxooctadeca-6,8,12-trienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062359
     RDKit          3D
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid
 50 49  0  0  0  0  0  0  0  0999 V2000
   -5.0652   -1.9659    2.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1536   -0.6718    1.5354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1501   -1.1070    0.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2234   -0.1132   -0.9533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1288    0.8913   -1.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9223    1.8094   -0.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7888    1.8908    0.6556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6538    1.0523    0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4502    1.8977   -0.0530 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7826    2.6457   -1.1786 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7468    1.0682   -0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5666    1.0645   -1.2474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7408    0.1539   -1.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5901    0.0844   -2.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7714   -0.7516   -2.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1089   -1.6028   -1.2438 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6215   -0.8455   -0.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5699   -0.0331   -0.3045 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1003   -0.9895    1.2801 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1014   -0.4166    2.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7394   -0.3789    3.4663 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3373    0.0268    1.8299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0096   -2.1315    2.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4936   -2.8014    1.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6152   -1.7822    3.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3513   -0.0513    1.8980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1227   -0.1864    1.7827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2989   -1.8206   -0.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0531   -1.7944    0.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2432   -0.6610   -1.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2451    0.4018   -0.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2072    0.4346   -1.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4725    1.5471   -1.9899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7896    2.4588    0.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7470    2.6400    1.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7823    0.1639   -0.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3117    0.6279    1.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2799    2.6112    0.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0235    2.0491   -1.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9962    0.3580    0.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3569    1.7350   -2.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8646   -0.4885   -0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4043    0.7660   -3.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7197   -1.3289   -3.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6489   -0.0450   -2.6099 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2199   -2.1846   -0.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8577   -2.3731   -1.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1847   -0.3278    1.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9251   -2.0222    1.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1931   -0.4473    2.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  1
 10 39  1  0
 11 40  1  0
 12 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 19 48  1  0
 19 49  1  0
 22 50  1  0
M  END

HEADER    PROTEIN                                 27-JUN-18   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-JUN-18         0                                  
HETATM    1  O   UNK     0      13.863 -15.846   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      15.197 -13.536   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      15.197 -15.076   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.531 -15.846   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.865 -15.076   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      19.198 -15.846   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.532 -15.076   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      17.865 -13.536   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      21.866 -15.846   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      23.200 -15.076   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      24.533 -15.846   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      25.867 -15.076   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      27.201 -15.846   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      27.201 -17.386   0.000  0.00  0.00           O+0
HETATM   15  C   UNK     0      32.737 -15.076   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      31.406 -15.850   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      29.858 -15.850   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      28.534 -15.076   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      34.073 -15.842   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      35.404 -15.068   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      36.741 -15.834   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      38.072 -15.060   0.000  0.00  0.00           C+0
CONECT    1    3                                                            
CONECT    2    3                                                            
CONECT    3    2    4    1                                                  
CONECT    4    3    5                                                       
CONECT    5    4    6    8                                                  
CONECT    6    5    7                                                       
CONECT    7    6    9                                                       
CONECT    8    5                                                            
CONECT    9    7   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   18                                                  
CONECT   14   13                                                            
CONECT   15   16   19                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   13                                                       
CONECT   19   15   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   42    0
END

COMPND    HMDB0062359
HETATM    1  C1  UNL     1      -5.065  -1.966   2.378  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.154  -0.672   1.535  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.150  -1.107   0.126  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.223  -0.113  -0.953  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.129   0.891  -1.100  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.922   1.809  -0.009  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.789   1.891   0.656  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.654   1.052   0.345  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.450   1.898  -0.053  1.00  0.00           C  
HETATM   10  O1  UNL     1      -0.783   2.646  -1.179  1.00  0.00           O  
HETATM   11  C10 UNL     1       0.747   1.068  -0.221  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.567   1.064  -1.247  1.00  0.00           C  
HETATM   13  C12 UNL     1       2.741   0.154  -1.266  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.590   0.084  -2.239  1.00  0.00           C  
HETATM   15  C14 UNL     1       4.771  -0.752  -2.397  1.00  0.00           C  
HETATM   16  C15 UNL     1       5.109  -1.603  -1.244  1.00  0.00           C  
HETATM   17  C16 UNL     1       5.621  -0.845  -0.087  1.00  0.00           C  
HETATM   18  O2  UNL     1       6.570  -0.033  -0.304  1.00  0.00           O  
HETATM   19  C17 UNL     1       5.100  -0.990   1.280  1.00  0.00           C  
HETATM   20  C18 UNL     1       6.101  -0.417   2.268  1.00  0.00           C  
HETATM   21  O3  UNL     1       5.739  -0.379   3.466  1.00  0.00           O  
HETATM   22  O4  UNL     1       7.337   0.027   1.830  1.00  0.00           O  
HETATM   23  H1  UNL     1      -4.010  -2.132   2.680  1.00  0.00           H  
HETATM   24  H2  UNL     1      -5.494  -2.801   1.820  1.00  0.00           H  
HETATM   25  H3  UNL     1      -5.615  -1.782   3.314  1.00  0.00           H  
HETATM   26  H4  UNL     1      -4.351  -0.051   1.898  1.00  0.00           H  
HETATM   27  H5  UNL     1      -6.123  -0.186   1.783  1.00  0.00           H  
HETATM   28  H6  UNL     1      -4.299  -1.821  -0.083  1.00  0.00           H  
HETATM   29  H7  UNL     1      -6.053  -1.794   0.005  1.00  0.00           H  
HETATM   30  H8  UNL     1      -5.243  -0.661  -1.962  1.00  0.00           H  
HETATM   31  H9  UNL     1      -6.245   0.402  -0.983  1.00  0.00           H  
HETATM   32  H10 UNL     1      -3.207   0.435  -1.524  1.00  0.00           H  
HETATM   33  H11 UNL     1      -4.473   1.547  -1.990  1.00  0.00           H  
HETATM   34  H12 UNL     1      -4.790   2.459   0.258  1.00  0.00           H  
HETATM   35  H13 UNL     1      -2.747   2.640   1.470  1.00  0.00           H  
HETATM   36  H14 UNL     1      -1.782   0.164  -0.249  1.00  0.00           H  
HETATM   37  H15 UNL     1      -1.312   0.628   1.368  1.00  0.00           H  
HETATM   38  H16 UNL     1      -0.280   2.611   0.782  1.00  0.00           H  
HETATM   39  H17 UNL     1      -1.023   2.049  -1.903  1.00  0.00           H  
HETATM   40  H18 UNL     1       0.996   0.358   0.587  1.00  0.00           H  
HETATM   41  H19 UNL     1       1.357   1.735  -2.051  1.00  0.00           H  
HETATM   42  H20 UNL     1       2.865  -0.488  -0.425  1.00  0.00           H  
HETATM   43  H21 UNL     1       3.404   0.766  -3.111  1.00  0.00           H  
HETATM   44  H22 UNL     1       4.720  -1.329  -3.370  1.00  0.00           H  
HETATM   45  H23 UNL     1       5.649  -0.045  -2.610  1.00  0.00           H  
HETATM   46  H24 UNL     1       4.220  -2.185  -0.847  1.00  0.00           H  
HETATM   47  H25 UNL     1       5.858  -2.373  -1.583  1.00  0.00           H  
HETATM   48  H26 UNL     1       4.185  -0.328   1.427  1.00  0.00           H  
HETATM   49  H27 UNL     1       4.925  -2.022   1.551  1.00  0.00           H  
HETATM   50  H28 UNL     1       8.193  -0.447   2.162  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4   28   29
CONECT    4    5   30   31
CONECT    5    6   32   33
CONECT    6    7    7   34
CONECT    7    8   35
CONECT    8    9   36   37
CONECT    9   10   11   38
CONECT   10   39
CONECT   11   12   12   40
CONECT   12   13   41
CONECT   13   14   14   42
CONECT   14   15   43
CONECT   15   16   44   45
CONECT   16   17   46   47
CONECT   17   18   18   19
CONECT   19   20   48   49
CONECT   20   21   21   22
CONECT   22   50
END

HMDB0062359
     RDKit          3D
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid
 50 49  0  0  0  0  0  0  0  0999 V2000
   -5.0652   -1.9659    2.3785 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1536   -0.6718    1.5354 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1501   -1.1070    0.1255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2234   -0.1132   -0.9533 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1288    0.8913   -1.0996 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9223    1.8094   -0.0092 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7888    1.8908    0.6556 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6538    1.0523    0.3454 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4502    1.8977   -0.0530 C   0  0  2  0  0  0  0  0  0  0  0  0
   -0.7826    2.6457   -1.1786 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7468    1.0682   -0.2209 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5666    1.0645   -1.2474 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7408    0.1539   -1.2658 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5901    0.0844   -2.2395 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7714   -0.7516   -2.3971 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1089   -1.6028   -1.2438 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6215   -0.8455   -0.0872 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5699   -0.0331   -0.3045 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1003   -0.9895    1.2801 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1014   -0.4166    2.2685 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7394   -0.3789    3.4663 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.3373    0.0268    1.8299 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0096   -2.1315    2.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4936   -2.8014    1.8198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6152   -1.7822    3.3142 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3513   -0.0513    1.8980 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1227   -0.1864    1.7827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2989   -1.8206   -0.0828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0531   -1.7944    0.0048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2432   -0.6610   -1.9615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2451    0.4018   -0.9826 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2072    0.4346   -1.5236 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4725    1.5471   -1.9899 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7896    2.4588    0.2582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7470    2.6400    1.4701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7823    0.1639   -0.2486 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3117    0.6279    1.3676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2799    2.6112    0.7816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0235    2.0491   -1.9032 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9962    0.3580    0.5867 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3569    1.7350   -2.0515 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8646   -0.4885   -0.4247 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4043    0.7660   -3.1107 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7197   -1.3289   -3.3703 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6489   -0.0450   -2.6099 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2199   -2.1846   -0.8471 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8577   -2.3731   -1.5830 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1847   -0.3278    1.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9251   -2.0222    1.5511 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1931   -0.4473    2.1618 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  2  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
 19 20  1  0
 20 21  2  0
 20 22  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  7 35  1  0
  8 36  1  0
  8 37  1  0
  9 38  1  1
 10 39  1  0
 11 40  1  0
 12 41  1  0
 13 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 19 48  1  0
 19 49  1  0
 22 50  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoate	Generator
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadeca-6,8,12-trienoic acid	HMDB
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadeca-6,8,12-trienoate	HMDB
10S-Hydroxy-3-oxooctadeca-6E,8E,12Z-trienoic acid	HMDB
10S-Hydroxy-3-oxooctadeca-6E,8E,12Z-trienoate	HMDB
3-oxo-10(S)-Hydroxy-octadeca-6E,8E,12Z-trienoic acid	HMDB
3-oxo-10(S)-Hydroxy-octadeca-6E,8E,12Z-trienoate	HMDB
3-oxo-10(S)-Hydroxyoctadeca-6E,8E,12Z-trienoic acid	HMDB
3-oxo-10(S)-Hydroxyoctadeca-6E,8E,12Z-trienoate	HMDB

Chemical Formula

C₁₈H₂₈O₄

Average Molecular Weight

308.418

Monoisotopic Molecular Weight

308.198759382

IUPAC Name

(6E,8E,10S,12Z)-10-hydroxy-3-oxooctadeca-6,8,12-trienoic acid

Traditional Name

(6E,8E,10S,12Z)-10-hydroxy-3-oxooctadeca-6,8,12-trienoic acid

CAS Registry Number

2190486-90-7

SMILES

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

InChI Identifier

InChI=1S/C18H28O4/c1-2-3-4-5-6-9-12-16(19)13-10-7-8-11-14-17(20)15-18(21)22/h6-10,13,16,19H,2-5,11-12,14-15H2,1H3,(H,21,22)/b8-7+,9-6-,13-10+/t16-/m0/s1

InChI Key

DASVGFACDRAZQR-CKBRMXFCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Lineolic acids and derivatives

Direct Parent

Lineolic acids and derivatives

Alternative Parents

Substituents

Octadecanoid
Long-chain fatty acid
Keto fatty acid
Hydroxy fatty acid
Beta-keto acid
Fatty acid
1,3-dicarbonyl compound
Unsaturated fatty acid
Keto acid
Beta-hydroxy ketone
Secondary alcohol
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0062359)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	15 g/l	ALOGPS
LogP	-0.04	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	4.18	ALOGPS
logP	4.16	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	4.32	ChemAxon
pKa (Strongest Basic)	-1.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	91.84 m³·mol⁻¹	ChemAxon
Polarizability	35.8 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	186.865	30932474
DeepCCS	[M-H]-	184.507	30932474
DeepCCS	[M-2H]-	217.393	30932474
DeepCCS	[M+Na]+	192.958	30932474

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid	CCCCC\C=C/C[C@H](O)\C=C\C=C\CCC(=O)CC(O)=O	4190.6	Standard polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid	CCCCC\C=C/C[C@H](O)\C=C\C=C\CCC(=O)CC(O)=O	2352.7	Standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid	CCCCC\C=C/C[C@H](O)\C=C\C=C\CCC(=O)CC(O)=O	2557.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,1TMS,isomer #1	CCCCC/C=C\C[C@@H](/C=C/C=C/CCC(=O)CC(=O)O)O[Si](C)(C)C	2598.9	Semi standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,1TMS,isomer #2	CCCCC/C=C\C[C@H](O)/C=C/C=C/CCC(=O)CC(=O)O[Si](C)(C)C	2546.1	Semi standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,1TMS,isomer #3	CCCCC/C=C\C[C@H](O)/C=C/C=C/CCC(=CC(=O)O)O[Si](C)(C)C	2699.3	Semi standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,1TMS,isomer #4	CCCCC/C=C\C[C@H](O)/C=C/C=C/CC=C(CC(=O)O)O[Si](C)(C)C	2663.3	Semi standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,2TMS,isomer #1	CCCCC/C=C\C[C@@H](/C=C/C=C/CCC(=O)CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2617.0	Semi standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,2TMS,isomer #2	CCCCC/C=C\C[C@@H](/C=C/C=C/CCC(=CC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2754.5	Semi standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,2TMS,isomer #3	CCCCC/C=C\C[C@@H](/C=C/C=C/CC=C(CC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2711.3	Semi standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,2TMS,isomer #4	CCCCC/C=C\C[C@H](O)/C=C/C=C/CCC(=CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2666.0	Semi standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,2TMS,isomer #5	CCCCC/C=C\C[C@H](O)/C=C/C=C/CC=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2655.0	Semi standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,3TMS,isomer #1	CCCCC/C=C\C[C@@H](/C=C/C=C/CCC(=CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2685.7	Semi standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,3TMS,isomer #1	CCCCC/C=C\C[C@@H](/C=C/C=C/CCC(=CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2624.9	Standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,3TMS,isomer #1	CCCCC/C=C\C[C@@H](/C=C/C=C/CCC(=CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2646.7	Standard polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,3TMS,isomer #2	CCCCC/C=C\C[C@@H](/C=C/C=C/CC=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2681.1	Semi standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,3TMS,isomer #2	CCCCC/C=C\C[C@@H](/C=C/C=C/CC=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2605.6	Standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,3TMS,isomer #2	CCCCC/C=C\C[C@@H](/C=C/C=C/CC=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2681.7	Standard polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,1TBDMS,isomer #1	CCCCC/C=C\C[C@@H](/C=C/C=C/CCC(=O)CC(=O)O)O[Si](C)(C)C(C)(C)C	2830.7	Semi standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,1TBDMS,isomer #2	CCCCC/C=C\C[C@H](O)/C=C/C=C/CCC(=O)CC(=O)O[Si](C)(C)C(C)(C)C	2781.3	Semi standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,1TBDMS,isomer #3	CCCCC/C=C\C[C@H](O)/C=C/C=C/CCC(=CC(=O)O)O[Si](C)(C)C(C)(C)C	2948.6	Semi standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,1TBDMS,isomer #4	CCCCC/C=C\C[C@H](O)/C=C/C=C/CC=C(CC(=O)O)O[Si](C)(C)C(C)(C)C	2897.5	Semi standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,2TBDMS,isomer #1	CCCCC/C=C\C[C@@H](/C=C/C=C/CCC(=O)CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3085.0	Semi standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,2TBDMS,isomer #2	CCCCC/C=C\C[C@@H](/C=C/C=C/CCC(=CC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3234.3	Semi standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,2TBDMS,isomer #3	CCCCC/C=C\C[C@@H](/C=C/C=C/CC=C(CC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3172.8	Semi standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,2TBDMS,isomer #4	CCCCC/C=C\C[C@H](O)/C=C/C=C/CCC(=CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3111.6	Semi standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,2TBDMS,isomer #5	CCCCC/C=C\C[C@H](O)/C=C/C=C/CC=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3109.3	Semi standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,3TBDMS,isomer #1	CCCCC/C=C\C[C@@H](/C=C/C=C/CCC(=CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3405.1	Semi standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,3TBDMS,isomer #1	CCCCC/C=C\C[C@@H](/C=C/C=C/CCC(=CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3145.9	Standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,3TBDMS,isomer #1	CCCCC/C=C\C[C@@H](/C=C/C=C/CCC(=CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2834.6	Standard polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,3TBDMS,isomer #2	CCCCC/C=C\C[C@@H](/C=C/C=C/CC=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3420.6	Semi standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,3TBDMS,isomer #2	CCCCC/C=C\C[C@@H](/C=C/C=C/CC=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3167.3	Standard non polar	33892256
(6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid,3TBDMS,isomer #2	CCCCC/C=C\C[C@@H](/C=C/C=C/CC=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2858.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid 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 - (6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid 10V, Positive-QTOF	splash10-006x-0091000000-27343104fc3ef3714fc1	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid 20V, Positive-QTOF	splash10-01vn-3290000000-2430a067a1e81c4eea10	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid 40V, Positive-QTOF	splash10-052f-9210000000-925a785086cc88c7c8d0	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid 10V, Negative-QTOF	splash10-0bt9-0096000000-0a725755343e517268c0	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid 20V, Negative-QTOF	splash10-06r2-2090000000-cd84f5ff0651066c87b2	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid 40V, Negative-QTOF	splash10-0a4l-9530000000-f2f87a4c520e473deb80	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid 10V, Positive-QTOF	splash10-0006-0191000000-2616251c11884040bf0b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid 20V, Positive-QTOF	splash10-05fu-3970000000-e0a6aea2f3a046436061	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid 40V, Positive-QTOF	splash10-066r-9300000000-79f5eeef1635e74d2ff5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid 10V, Negative-QTOF	splash10-0a4i-3019000000-3bc108fefe9ca04cbc20	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid 20V, Negative-QTOF	splash10-0a4i-9121000000-90dc7493d133feb7621c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid 40V, Negative-QTOF	splash10-0a4l-9320000000-65bc61a1130ab4a7fd41	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

74857876

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

134819278

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for (6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid (HMDB0062359)

MOL for HMDB0062359 ((6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid)

3D MOL for HMDB0062359 ((6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid)

3D SDF for HMDB0062359 ((6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid)

3D-SDF for HMDB0062359 ((6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid)

PDB for HMDB0062359 ((6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid)

3D PDB for HMDB0062359 ((6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid)

SMILES for HMDB0062359 ((6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid)

INCHI for HMDB0062359 ((6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid)

Structure for HMDB0062359 ((6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid)

3D Structure for HMDB0062359 ((6E,8E,10S,12Z)-10-Hydroxy-3-oxooctadecatrienoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra