Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:40:56 UTC

Update Date

2022-03-07 02:52:49 UTC

HMDB ID

HMDB0031098

Secondary Accession Numbers

HMDB31098

Metabolite Identification

Common Name

(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid

Description

(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid, also known as (9E,11Z,13E,15Z)-4-oxooctadeca-9,11,13,15-tetraenoate, 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 a small amount of articles have been published on (9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid.

Structure

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

HMDB0031098
     RDKit          3D
(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid
 47 46  0  0  0  0  0  0  0  0999 V2000
   -5.9048    3.5500   -0.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0835    2.5962   -1.2243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6601    2.7149   -0.9901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9255    1.7320   -0.5656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4132    0.4108   -0.2735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5984   -0.5711    0.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1288   -1.8936    0.4500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3434   -2.8452    0.8750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9295   -2.6392    1.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1296   -3.6026    1.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053   -3.5350    1.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0055   -2.2681    1.4097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9841   -2.0834   -0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6240   -0.7978   -0.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0426   -0.7381   -0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6135   -1.6650    0.3784 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8228    0.5151   -0.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9332    1.5480   -1.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7383    2.7662   -1.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9567    2.8125   -1.0643 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1258    3.8599   -1.9787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9475    4.5655   -0.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9444    3.1630   -0.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5715    3.5524    0.6831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4553    1.5971   -1.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3544    2.8628   -2.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1764    3.6763   -1.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8430    1.9293   -0.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4337    0.1452   -0.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5887   -0.2586    0.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2034   -2.0523    0.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7854   -3.8414    1.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5016   -1.6736    0.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6848   -4.5528    1.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5984   -3.8530    2.7857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7713   -4.3313    1.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5521   -1.3833    1.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0379   -2.3596    1.8150 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6826   -2.8859   -0.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0193   -2.3069   -0.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4885   -0.7542   -1.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1140    0.0705   -0.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6968    0.3101   -1.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2232    0.9268    0.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1255    1.8011   -0.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5240    1.0988   -2.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6215    4.6879   -2.2291 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  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
  6 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 11 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
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 21 47  1  0
M  END


  Mrv0541 05061305432D          

 21 20  0  0  0  0            999 V2000
   -2.7177    5.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0033    4.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2888    5.0309    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    4.6184    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    3.7934    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    3.3809    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    3.3809    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  2  0  0  0  0
  5  4  1  0  0  0  0
  6  5  2  0  0  0  0
  7  6  1  0  0  0  0
  8  7  2  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 16 15  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  2  0  0  0  0
 20 18  2  0  0  0  0
 21 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0031098

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H26O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(19)15-16-18(20)21/h3-10H,2,11-16H2,1H3,(H,20,21)/b4-3-,6-5+,8-7-,10-9+

> <INCHI_KEY>
ZYOSGENSARGRME-WYVWLRFESA-N

> <FORMULA>
C18H26O3

> <MOLECULAR_WEIGHT>
290.3972

> <EXACT_MASS>
290.188194698

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
34.900084254625405

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9E,11Z,13E,15Z)-4-oxooctadeca-9,11,13,15-tetraenoic acid

> <ALOGPS_LOGP>
5.03

> <JCHEM_LOGP>
4.518815755666666

> <ALOGPS_LOGS>
-4.89

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.5748403800764335

> <JCHEM_PKA_STRONGEST_BASIC>
-7.356579953161711

> <JCHEM_POLAR_SURFACE_AREA>
54.370000000000005

> <JCHEM_REFRACTIVITY>
91.39339999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.71e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9E,11Z,13E,15Z)-4-oxooctadeca-9,11,13,15-tetraenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0031098
     RDKit          3D
(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid
 47 46  0  0  0  0  0  0  0  0999 V2000
   -5.9048    3.5500   -0.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0835    2.5962   -1.2243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6601    2.7149   -0.9901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9255    1.7320   -0.5656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4132    0.4108   -0.2735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5984   -0.5711    0.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1288   -1.8936    0.4500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3434   -2.8452    0.8750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9295   -2.6392    1.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1296   -3.6026    1.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053   -3.5350    1.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0055   -2.2681    1.4097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9841   -2.0834   -0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6240   -0.7978   -0.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0426   -0.7381   -0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6135   -1.6650    0.3784 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8228    0.5151   -0.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9332    1.5480   -1.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7383    2.7662   -1.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9567    2.8125   -1.0643 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1258    3.8599   -1.9787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9475    4.5655   -0.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9444    3.1630   -0.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5715    3.5524    0.6831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4553    1.5971   -1.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3544    2.8628   -2.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1764    3.6763   -1.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8430    1.9293   -0.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4337    0.1452   -0.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5887   -0.2586    0.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2034   -2.0523    0.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7854   -3.8414    1.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5016   -1.6736    0.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6848   -4.5528    1.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5984   -3.8530    2.7857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7713   -4.3313    1.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5521   -1.3833    1.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0379   -2.3596    1.8150 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6826   -2.8859   -0.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0193   -2.3069   -0.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4885   -0.7542   -1.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1140    0.0705   -0.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6968    0.3101   -1.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2232    0.9268    0.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1255    1.8011   -0.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5240    1.0988   -2.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6215    4.6879   -2.2291 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  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
  6 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 11 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
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 21 47  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      -5.073   9.391   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -3.739   8.621   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      -2.406   9.391   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -1.072   8.621   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -1.072   7.081   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.262   6.311   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       0.262   4.771   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       1.595   4.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       2.929   4.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.263   4.001   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      10.931   6.311   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      14.932   2.461   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   17                                                       
CONECT   15   16   17                                                       
CONECT   16   15   18                                                       
CONECT   17   14   15   19                                                  
CONECT   18   16   20   21                                                  
CONECT   19   17                                                            
CONECT   20   18                                                            
CONECT   21   18                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

COMPND    HMDB0031098
HETATM    1  C1  UNL     1      -5.905   3.550  -0.374  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.084   2.596  -1.224  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.660   2.715  -0.990  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.926   1.732  -0.566  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.413   0.411  -0.274  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.598  -0.571   0.166  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.129  -1.894   0.450  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.343  -2.845   0.875  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.929  -2.639   1.082  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.130  -3.603   1.513  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.305  -3.535   1.759  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.005  -2.268   1.410  1.00  0.00           C  
HETATM   13  C13 UNL     1       1.984  -2.083  -0.081  1.00  0.00           C  
HETATM   14  C14 UNL     1       2.624  -0.798  -0.514  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.043  -0.738  -0.151  1.00  0.00           C  
HETATM   16  O1  UNL     1       4.613  -1.665   0.378  1.00  0.00           O  
HETATM   17  C16 UNL     1       4.823   0.515  -0.442  1.00  0.00           C  
HETATM   18  C17 UNL     1       3.933   1.548  -1.098  1.00  0.00           C  
HETATM   19  C18 UNL     1       4.738   2.766  -1.373  1.00  0.00           C  
HETATM   20  O2  UNL     1       5.957   2.813  -1.064  1.00  0.00           O  
HETATM   21  O3  UNL     1       4.126   3.860  -1.979  1.00  0.00           O  
HETATM   22  H1  UNL     1      -5.948   4.565  -0.803  1.00  0.00           H  
HETATM   23  H2  UNL     1      -6.944   3.163  -0.376  1.00  0.00           H  
HETATM   24  H3  UNL     1      -5.572   3.552   0.683  1.00  0.00           H  
HETATM   25  H4  UNL     1      -5.455   1.597  -1.019  1.00  0.00           H  
HETATM   26  H5  UNL     1      -5.354   2.863  -2.296  1.00  0.00           H  
HETATM   27  H6  UNL     1      -3.176   3.676  -1.178  1.00  0.00           H  
HETATM   28  H7  UNL     1      -1.843   1.929  -0.419  1.00  0.00           H  
HETATM   29  H8  UNL     1      -4.434   0.145  -0.389  1.00  0.00           H  
HETATM   30  H9  UNL     1      -1.589  -0.259   0.265  1.00  0.00           H  
HETATM   31  H10 UNL     1      -4.203  -2.052   0.293  1.00  0.00           H  
HETATM   32  H11 UNL     1      -2.785  -3.841   1.081  1.00  0.00           H  
HETATM   33  H12 UNL     1      -0.502  -1.674   0.921  1.00  0.00           H  
HETATM   34  H13 UNL     1      -0.685  -4.553   1.687  1.00  0.00           H  
HETATM   35  H14 UNL     1       1.598  -3.853   2.786  1.00  0.00           H  
HETATM   36  H15 UNL     1       1.771  -4.331   1.100  1.00  0.00           H  
HETATM   37  H16 UNL     1       1.552  -1.383   1.925  1.00  0.00           H  
HETATM   38  H17 UNL     1       3.038  -2.360   1.815  1.00  0.00           H  
HETATM   39  H18 UNL     1       2.683  -2.886  -0.553  1.00  0.00           H  
HETATM   40  H19 UNL     1       1.019  -2.307  -0.525  1.00  0.00           H  
HETATM   41  H20 UNL     1       2.489  -0.754  -1.630  1.00  0.00           H  
HETATM   42  H21 UNL     1       2.114   0.071  -0.026  1.00  0.00           H  
HETATM   43  H22 UNL     1       5.697   0.310  -1.092  1.00  0.00           H  
HETATM   44  H23 UNL     1       5.223   0.927   0.511  1.00  0.00           H  
HETATM   45  H24 UNL     1       3.125   1.801  -0.350  1.00  0.00           H  
HETATM   46  H25 UNL     1       3.524   1.099  -2.017  1.00  0.00           H  
HETATM   47  H26 UNL     1       4.622   4.688  -2.229  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    6   29
CONECT    6    7   30
CONECT    7    8    8   31
CONECT    8    9   32
CONECT    9   10   10   33
CONECT   10   11   34
CONECT   11   12   35   36
CONECT   12   13   37   38
CONECT   13   14   39   40
CONECT   14   15   41   42
CONECT   15   16   16   17
CONECT   17   18   43   44
CONECT   18   19   45   46
CONECT   19   20   20   21
CONECT   21   47
END

HMDB0031098
     RDKit          3D
(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid
 47 46  0  0  0  0  0  0  0  0999 V2000
   -5.9048    3.5500   -0.3738 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0835    2.5962   -1.2243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6601    2.7149   -0.9901 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9255    1.7320   -0.5656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4132    0.4108   -0.2735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5984   -0.5711    0.1656 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1288   -1.8936    0.4500 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3434   -2.8452    0.8750 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9295   -2.6392    1.0824 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1296   -3.6026    1.5128 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3053   -3.5350    1.7593 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0055   -2.2681    1.4097 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9841   -2.0834   -0.0813 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6240   -0.7978   -0.5135 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0426   -0.7381   -0.1505 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6135   -1.6650    0.3784 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.8228    0.5151   -0.4425 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9332    1.5480   -1.0982 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7383    2.7662   -1.3731 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9567    2.8125   -1.0643 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1258    3.8599   -1.9787 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9475    4.5655   -0.8025 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9444    3.1630   -0.3763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5715    3.5524    0.6831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4553    1.5971   -1.0192 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3544    2.8628   -2.2960 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1764    3.6763   -1.1782 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8430    1.9293   -0.4186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4337    0.1452   -0.3886 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5887   -0.2586    0.2647 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2034   -2.0523    0.2931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7854   -3.8414    1.0811 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5016   -1.6736    0.9208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6848   -4.5528    1.6874 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5984   -3.8530    2.7857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7713   -4.3313    1.1003 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5521   -1.3833    1.9253 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0379   -2.3596    1.8150 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6826   -2.8859   -0.5533 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0193   -2.3069   -0.5249 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4885   -0.7542   -1.6298 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1140    0.0705   -0.0262 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6968    0.3101   -1.0923 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2232    0.9268    0.5111 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1255    1.8011   -0.3504 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5240    1.0988   -2.0170 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6215    4.6879   -2.2291 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  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  2  0
 19 21  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
  6 30  1  0
  7 31  1  0
  8 32  1  0
  9 33  1  0
 10 34  1  0
 11 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
 17 43  1  0
 17 44  1  0
 18 45  1  0
 18 46  1  0
 21 47  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(9Z,11E,13E,15Z)-4-oxo-9,11,13,15-Octadecatetraenoate	Generator
(9E,11Z,13E,15Z)-4-Oxooctadeca-9,11,13,15-tetraenoate	HMDB

Chemical Formula

C₁₈H₂₆O₃

Average Molecular Weight

290.3972

Monoisotopic Molecular Weight

290.188194698

IUPAC Name

(9E,11Z,13E,15Z)-4-oxooctadeca-9,11,13,15-tetraenoic acid

Traditional Name

(9E,11Z,13E,15Z)-4-oxooctadeca-9,11,13,15-tetraenoic acid

CAS Registry Number

17699-21-7

SMILES

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

InChI Identifier

InChI=1S/C18H26O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-17(19)15-16-18(20)21/h3-10H,2,11-16H2,1H3,(H,20,21)/b4-3-,6-5+,8-7-,10-9+

InChI Key

ZYOSGENSARGRME-WYVWLRFESA-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
Gamma-keto acid
Keto fatty acid
Fatty acid
Unsaturated fatty acid
Keto acid
Ketone
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Organic oxide
Organic oxygen compound
Carbonyl group
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0031098)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0031098)

Source

Endogenous

Endogenous (HMDB: HMDB0031098)

Plant

Plant (HMDB: HMDB0031098)

Animal

Animal (HMDB: HMDB0031098)

Exogenous

Food

Food (HMDB: HMDB0031098)

Vegetable

Fruit vegetable

Italian sweet red pepper (FooDB: FOOD00881)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0031098)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0031098)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0031098)

Lipid metabolism pathway (HMDB: HMDB0031098)

Cellular process

Cell signaling (HMDB: HMDB0031098)

Biochemical process

Lipid transport (HMDB: HMDB0031098)

Role

Biological role

Energy source (HMDB: HMDB0031098)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0031098)

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0037 g/L	ALOGPS
logP	5.03	ALOGPS
logP	4.52	ChemAxon
logS	-4.9	ALOGPS
pKa (Strongest Acidic)	4.57	ChemAxon
pKa (Strongest Basic)	-7.4	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	91.39 m³·mol⁻¹	ChemAxon
Polarizability	34.9 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]+	178.836	31661259
DarkChem	[M-H]-	179.79	31661259
DeepCCS	[M+H]+	174.149	30932474
DeepCCS	[M-H]-	171.791	30932474
DeepCCS	[M-2H]-	204.678	30932474
DeepCCS	[M+Na]+	180.242	30932474
AllCCS	[M+H]+	176.2	32859911
AllCCS	[M+H-H2O]+	173.0	32859911
AllCCS	[M+NH4]+	179.1	32859911
AllCCS	[M+Na]+	179.9	32859911
AllCCS	[M-H]-	176.1	32859911
AllCCS	[M+Na-2H]-	177.4	32859911
AllCCS	[M+HCOO]-	178.9	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.	7.05 minutes	32390414
Predicted by Siyang on May 30, 2022	21.1116 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.97 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	30.3 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2854.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	524.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	206.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	346.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	582.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	912.6 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	540.8 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	80.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1951.3 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	650.8 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	1455.5 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	676.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	494.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	287.3 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	481.2 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	8.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid	CC\C=C/C=C/C=C\C=C\CCCCC(=O)CCC(O)=O	4094.9	Standard polar	33892256
(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid	CC\C=C/C=C/C=C\C=C\CCCCC(=O)CCC(O)=O	2342.8	Standard non polar	33892256
(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid	CC\C=C/C=C/C=C\C=C\CCCCC(=O)CCC(O)=O	2551.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid,1TMS,isomer #1	CC/C=C\C=C\C=C/C=C/CCCCC(=O)CCC(=O)O[Si](C)(C)C	2499.6	Semi standard non polar	33892256
(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid,1TMS,isomer #2	CC/C=C\C=C\C=C/C=C/CCCCC(=CCC(=O)O)O[Si](C)(C)C	2695.6	Semi standard non polar	33892256
(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid,1TMS,isomer #3	CC/C=C\C=C\C=C/C=C/CCCC=C(CCC(=O)O)O[Si](C)(C)C	2664.0	Semi standard non polar	33892256
(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid,2TMS,isomer #1	CC/C=C\C=C\C=C/C=C/CCCCC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2705.7	Semi standard non polar	33892256
(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid,2TMS,isomer #1	CC/C=C\C=C\C=C/C=C/CCCCC(=CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2601.7	Standard non polar	33892256
(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid,2TMS,isomer #2	CC/C=C\C=C\C=C/C=C/CCCC=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2664.3	Semi standard non polar	33892256
(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid,2TMS,isomer #2	CC/C=C\C=C\C=C/C=C/CCCC=C(CCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2604.8	Standard non polar	33892256
(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid,1TBDMS,isomer #1	CC/C=C\C=C\C=C/C=C/CCCCC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C	2726.0	Semi standard non polar	33892256
(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid,1TBDMS,isomer #2	CC/C=C\C=C\C=C/C=C/CCCCC(=CCC(=O)O)O[Si](C)(C)C(C)(C)C	2925.3	Semi standard non polar	33892256
(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid,1TBDMS,isomer #3	CC/C=C\C=C\C=C/C=C/CCCC=C(CCC(=O)O)O[Si](C)(C)C(C)(C)C	2891.2	Semi standard non polar	33892256
(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid,2TBDMS,isomer #1	CC/C=C\C=C\C=C/C=C/CCCCC(=CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3154.2	Semi standard non polar	33892256
(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid,2TBDMS,isomer #1	CC/C=C\C=C\C=C/C=C/CCCCC(=CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3043.8	Standard non polar	33892256
(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid,2TBDMS,isomer #2	CC/C=C\C=C\C=C/C=C/CCCC=C(CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3109.7	Semi standard non polar	33892256
(9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid,2TBDMS,isomer #2	CC/C=C\C=C\C=C/C=C/CCCC=C(CCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3038.3	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0udi-4920000000-2c5d20e3e7550469c38d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-00dj-3921000000-5bec8d202c2cc45106f7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic 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 - (9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid 10V, Positive-QTOF	splash10-006x-1090000000-22025f67b07c0f4f840a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid 20V, Positive-QTOF	splash10-0211-5690000000-a31536b4e5818d961d4b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid 40V, Positive-QTOF	splash10-06tu-8910000000-1b89068394b04b832e3a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid 10V, Negative-QTOF	splash10-000i-0090000000-d85188baf229ebab9944	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid 20V, Negative-QTOF	splash10-000i-4290000000-ebc796ec791da4f68d38	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid 40V, Negative-QTOF	splash10-0a4l-9220000000-76c72e8b6b74288bcf7f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid 10V, Positive-QTOF	splash10-0596-2790000000-ab8be76c1b8ac373a7bc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid 20V, Positive-QTOF	splash10-066u-5910000000-fe32110b49d52c593e11	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid 40V, Positive-QTOF	splash10-0006-9600000000-24d2242853c75d1e11aa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid 10V, Negative-QTOF	splash10-0079-0090000000-1a1b1dcc895352835cd6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid 20V, Negative-QTOF	splash10-00di-5190000000-a6692f67f62f10c139aa	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid 40V, Negative-QTOF	splash10-0a4i-9210000000-5c5d5126c6b644dff822	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

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

FDB003104

KNApSAcK ID

Not Available

Chemspider ID

30776882

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131751133

PDB ID

Not Available

ChEBI ID

138781

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for (9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid (HMDB0031098)

MOL for HMDB0031098 ((9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid)

3D MOL for HMDB0031098 ((9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid)

3D SDF for HMDB0031098 ((9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid)

3D-SDF for HMDB0031098 ((9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid)

PDB for HMDB0031098 ((9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid)

3D PDB for HMDB0031098 ((9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid)

SMILES for HMDB0031098 ((9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid)

INCHI for HMDB0031098 ((9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid)

Structure for HMDB0031098 ((9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid)

3D Structure for HMDB0031098 ((9Z,11E,13E,15Z)-4-Oxo-9,11,13,15-octadecatetraenoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra