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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 19:27:50 UTC

Update Date

2022-03-07 02:54:09 UTC

HMDB ID

HMDB0034586

Secondary Accession Numbers

HMDB34586

Metabolite Identification

Common Name

(9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid

Description

(9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid, also known as (9Z,12Z,14E)-16-hydroxyoctadeca-9,12,14-trienoate, 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,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid.

Structure

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

HMDB0034586
     RDKit          3D
(9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid
 51 50  0  0  0  0  0  0  0  0999 V2000
    7.5794   -0.0872    2.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0789   -0.3113    0.7164 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1918   -1.5413    0.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8890   -2.6853    0.9997 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9200   -1.3635    1.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8227   -0.9808    0.6629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6093   -0.8254    1.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4435   -0.4617    0.9552 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3050   -0.1638   -0.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8548    1.2401   -0.6004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2667    1.5738   -1.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1871    0.6215   -1.7527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5699    0.6592   -1.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1958    1.9815   -1.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4927    2.1638   -0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7194    1.4736   -0.9207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7740    0.0015   -0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4761   -0.5081    0.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5590   -2.0039    0.5707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8314   -2.6696   -0.4431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3167   -2.6742    1.7621 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5599    0.9914    2.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6383   -0.4082    2.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0246   -0.7082    2.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5422    0.6027    0.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9464   -0.4132    0.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9708   -1.6681   -0.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9448   -2.7726    1.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8942   -1.5489    2.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9544   -0.8245   -0.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6320   -1.0278    2.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5562   -0.3666    1.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3046   -0.2187   -1.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6915   -0.9072   -1.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5119    2.0063   -0.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5272    2.6566   -1.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3964    0.9959   -2.8105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9134   -0.4071   -1.8625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3526    0.4654    0.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1068   -0.2065   -1.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4817    2.7205   -0.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2352    2.3626   -2.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3874    2.0369    0.5962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6935    3.3099   -0.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1396    1.8251   -1.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5331    1.8711   -0.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1973   -0.5600   -1.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8875   -0.3261   -0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2034   -0.0888    1.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4833   -0.1617    0.9252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9390   -2.6688    2.5432 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  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
  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
  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


  Mrv0541 05061307552D          

 21 20  0  0  0  0            999 V2000
    1.0121   -2.4037    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7420   -1.6242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825    2.1177    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2526    1.3381    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1724    2.2736    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6323    1.6499    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825   -0.0651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8222    1.8058    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7927   -0.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2821    1.1822    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3328    0.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5521    0.4027    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1429    0.2467    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0121   -0.2210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6830    0.8704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2821   -1.0005    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4931    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0922   -1.1565    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0332    1.3381    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.7632   -0.0651    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  3  2  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  2  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  2  0  0  0  0
 16 14  1  0  0  0  0
 17  2  1  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20 18  2  0  0  0  0
 21 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0034586

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC(O)\C=C\C=C/C\C=C/CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H30O3/c1-2-17(19)15-13-11-9-7-5-3-4-6-8-10-12-14-16-18(20)21/h3,5,9,11,13,15,17,19H,2,4,6-8,10,12,14,16H2,1H3,(H,20,21)/b5-3-,11-9-,15-13+

> <INCHI_KEY>
ILSZLGCGBGSHFR-CGLYFWTESA-N

> <FORMULA>
C18H30O3

> <MOLECULAR_WEIGHT>
294.429

> <EXACT_MASS>
294.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
35.92102775582669

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9Z,12Z,14E)-16-hydroxyoctadeca-9,12,14-trienoic acid

> <ALOGPS_LOGP>
5.47

> <JCHEM_LOGP>
4.829144070666667

> <ALOGPS_LOGS>
-4.82

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.606923431588807

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.988167381872043

> <JCHEM_PKA_STRONGEST_BASIC>
-1.6585317889912914

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
91.15090000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.45e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9Z,12Z,14E)-16-hydroxyoctadeca-9,12,14-trienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0034586
     RDKit          3D
(9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid
 51 50  0  0  0  0  0  0  0  0999 V2000
    7.5794   -0.0872    2.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0789   -0.3113    0.7164 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1918   -1.5413    0.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8890   -2.6853    0.9997 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9200   -1.3635    1.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8227   -0.9808    0.6629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6093   -0.8254    1.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4435   -0.4617    0.9552 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3050   -0.1638   -0.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8548    1.2401   -0.6004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2667    1.5738   -1.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1871    0.6215   -1.7527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5699    0.6592   -1.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1958    1.9815   -1.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4927    2.1638   -0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7194    1.4736   -0.9207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7740    0.0015   -0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4761   -0.5081    0.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5590   -2.0039    0.5707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8314   -2.6696   -0.4431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3167   -2.6742    1.7621 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5599    0.9914    2.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6383   -0.4082    2.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0246   -0.7082    2.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5422    0.6027    0.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9464   -0.4132    0.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9708   -1.6681   -0.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9448   -2.7726    1.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8942   -1.5489    2.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9544   -0.8245   -0.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6320   -1.0278    2.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5562   -0.3666    1.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3046   -0.2187   -1.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6915   -0.9072   -1.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5119    2.0063   -0.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5272    2.6566   -1.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3964    0.9959   -2.8105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9134   -0.4071   -1.8625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3526    0.4654    0.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1068   -0.2065   -1.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4817    2.7205   -0.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2352    2.3626   -2.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3874    2.0369    0.5962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6935    3.3099   -0.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1396    1.8251   -1.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5331    1.8711   -0.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1973   -0.5600   -1.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8875   -0.3261   -0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2034   -0.0888    1.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4833   -0.1617    0.9252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9390   -2.6688    2.5432 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  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
  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
  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                                 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       1.889  -4.487   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.385  -3.032   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.434   3.953   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.938   2.498   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.922   4.244   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.930   1.334   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       4.914   3.080   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.434  -0.122   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       3.401   3.371   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.946  -0.413   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.393   2.207   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       9.955   0.752   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.897   0.752   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      11.467   0.461   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       1.889  -0.413   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      12.475   1.625   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       2.393  -1.868   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.987   1.334   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0       3.905  -2.159   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      14.995   2.498   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      14.491  -0.122   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1   17                                                       
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   14                                                       
CONECT   13   11   15                                                       
CONECT   14   12   16                                                       
CONECT   15   13   17                                                       
CONECT   16   14   18                                                       
CONECT   17    2   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    HMDB0034586
HETATM    1  C1  UNL     1       7.579  -0.087   2.110  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.079  -0.311   0.716  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.192  -1.541   0.618  1.00  0.00           C  
HETATM    4  O1  UNL     1       6.889  -2.685   1.000  1.00  0.00           O  
HETATM    5  C4  UNL     1       4.920  -1.364   1.325  1.00  0.00           C  
HETATM    6  C5  UNL     1       3.823  -0.981   0.663  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.609  -0.825   1.417  1.00  0.00           C  
HETATM    8  C7  UNL     1       1.444  -0.462   0.955  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.305  -0.164  -0.505  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.855   1.240  -0.600  1.00  0.00           C  
HETATM   11  C10 UNL     1      -0.267   1.574  -1.164  1.00  0.00           C  
HETATM   12  C11 UNL     1      -1.187   0.622  -1.753  1.00  0.00           C  
HETATM   13  C12 UNL     1      -2.570   0.659  -1.071  1.00  0.00           C  
HETATM   14  C13 UNL     1      -3.196   1.981  -1.179  1.00  0.00           C  
HETATM   15  C14 UNL     1      -4.493   2.164  -0.545  1.00  0.00           C  
HETATM   16  C15 UNL     1      -5.719   1.474  -0.921  1.00  0.00           C  
HETATM   17  C16 UNL     1      -5.774   0.001  -0.808  1.00  0.00           C  
HETATM   18  C17 UNL     1      -5.476  -0.508   0.584  1.00  0.00           C  
HETATM   19  C18 UNL     1      -5.559  -2.004   0.571  1.00  0.00           C  
HETATM   20  O2  UNL     1      -5.831  -2.670  -0.443  1.00  0.00           O  
HETATM   21  O3  UNL     1      -5.317  -2.674   1.762  1.00  0.00           O  
HETATM   22  H1  UNL     1       7.560   0.991   2.378  1.00  0.00           H  
HETATM   23  H2  UNL     1       8.638  -0.408   2.182  1.00  0.00           H  
HETATM   24  H3  UNL     1       7.025  -0.708   2.852  1.00  0.00           H  
HETATM   25  H4  UNL     1       6.542   0.603   0.401  1.00  0.00           H  
HETATM   26  H5  UNL     1       7.946  -0.413   0.036  1.00  0.00           H  
HETATM   27  H6  UNL     1       5.971  -1.668  -0.478  1.00  0.00           H  
HETATM   28  H7  UNL     1       6.945  -2.773   1.984  1.00  0.00           H  
HETATM   29  H8  UNL     1       4.894  -1.549   2.389  1.00  0.00           H  
HETATM   30  H9  UNL     1       3.954  -0.825  -0.389  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.632  -1.028   2.506  1.00  0.00           H  
HETATM   32  H11 UNL     1       0.556  -0.367   1.609  1.00  0.00           H  
HETATM   33  H12 UNL     1       2.305  -0.219  -1.028  1.00  0.00           H  
HETATM   34  H13 UNL     1       0.691  -0.907  -1.010  1.00  0.00           H  
HETATM   35  H14 UNL     1       1.512   2.006  -0.172  1.00  0.00           H  
HETATM   36  H15 UNL     1      -0.527   2.657  -1.194  1.00  0.00           H  
HETATM   37  H16 UNL     1      -1.396   0.996  -2.810  1.00  0.00           H  
HETATM   38  H17 UNL     1      -0.913  -0.407  -1.863  1.00  0.00           H  
HETATM   39  H18 UNL     1      -2.353   0.465   0.019  1.00  0.00           H  
HETATM   40  H19 UNL     1      -3.107  -0.206  -1.460  1.00  0.00           H  
HETATM   41  H20 UNL     1      -2.482   2.720  -0.661  1.00  0.00           H  
HETATM   42  H21 UNL     1      -3.235   2.363  -2.246  1.00  0.00           H  
HETATM   43  H22 UNL     1      -4.387   2.037   0.596  1.00  0.00           H  
HETATM   44  H23 UNL     1      -4.694   3.310  -0.588  1.00  0.00           H  
HETATM   45  H24 UNL     1      -6.140   1.825  -1.918  1.00  0.00           H  
HETATM   46  H25 UNL     1      -6.533   1.871  -0.207  1.00  0.00           H  
HETATM   47  H26 UNL     1      -5.197  -0.560  -1.541  1.00  0.00           H  
HETATM   48  H27 UNL     1      -6.888  -0.326  -0.991  1.00  0.00           H  
HETATM   49  H28 UNL     1      -6.203  -0.089   1.320  1.00  0.00           H  
HETATM   50  H29 UNL     1      -4.483  -0.162   0.925  1.00  0.00           H  
HETATM   51  H30 UNL     1      -5.939  -2.669   2.543  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4    5   27
CONECT    4   28
CONECT    5    6    6   29
CONECT    6    7   30
CONECT    7    8    8   31
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

HMDB0034586
     RDKit          3D
(9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid
 51 50  0  0  0  0  0  0  0  0999 V2000
    7.5794   -0.0872    2.1100 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0789   -0.3113    0.7164 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1918   -1.5413    0.6176 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8890   -2.6853    0.9997 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9200   -1.3635    1.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8227   -0.9808    0.6629 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6093   -0.8254    1.4170 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4435   -0.4617    0.9552 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3050   -0.1638   -0.5048 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8548    1.2401   -0.6004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2667    1.5738   -1.1639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1871    0.6215   -1.7527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5699    0.6592   -1.0706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1958    1.9815   -1.1787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4927    2.1638   -0.5446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7194    1.4736   -0.9207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7740    0.0015   -0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4761   -0.5081    0.5836 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5590   -2.0039    0.5707 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8314   -2.6696   -0.4431 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3167   -2.6742    1.7621 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5599    0.9914    2.3783 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.6383   -0.4082    2.1816 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0246   -0.7082    2.8516 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5422    0.6027    0.4013 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9464   -0.4132    0.0359 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9708   -1.6681   -0.4781 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9448   -2.7726    1.9841 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8942   -1.5489    2.3889 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9544   -0.8245   -0.3891 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6320   -1.0278    2.5062 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5562   -0.3666    1.6088 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3046   -0.2187   -1.0275 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6915   -0.9072   -1.0095 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5119    2.0063   -0.1715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5272    2.6566   -1.1938 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3964    0.9959   -2.8105 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9134   -0.4071   -1.8625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3526    0.4654    0.0186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1068   -0.2065   -1.4596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4817    2.7205   -0.6610 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2352    2.3626   -2.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3874    2.0369    0.5962 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6935    3.3099   -0.5880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1396    1.8251   -1.9180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5331    1.8711   -0.2069 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1973   -0.5600   -1.5407 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8875   -0.3261   -0.9909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2034   -0.0888    1.3198 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4833   -0.1617    0.9252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9390   -2.6688    2.5432 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
  3  5  1  0
  5  6  2  0
  6  7  1  0
  7  8  2  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
  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
  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
(9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoate	Generator
(9Z,12Z,14E)-16-Hydroxyoctadeca-9,12,14-trienoate	HMDB

Chemical Formula

C₁₈H₃₀O₃

Average Molecular Weight

294.429

Monoisotopic Molecular Weight

294.219494826

IUPAC Name

(9Z,12Z,14E)-16-hydroxyoctadeca-9,12,14-trienoic acid

Traditional Name

(9Z,12Z,14E)-16-hydroxyoctadeca-9,12,14-trienoic acid

CAS Registry Number

81325-65-7

SMILES

CCC(O)\C=C\C=C/C\C=C/CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H30O3/c1-2-17(19)15-13-11-9-7-5-3-4-6-8-10-12-14-16-18(20)21/h3,5,9,11,13,15,17,19H,2,4,6-8,10,12,14,16H2,1H3,(H,20,21)/b5-3-,11-9-,15-13+

InChI Key

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0034586)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034586)

Source

Endogenous

Endogenous (HMDB: HMDB0034586)

Plant

Poaceae (HMDB: HMDB0034586)

Animal

Animal (HMDB: HMDB0034586)

Exogenous

Food

Food (HMDB: HMDB0034586)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereals and cereal products (FooDB: FOOD00858)

Exogenous (HMDB: HMDB0034586)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0034586)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0034586)

Lipid metabolism pathway (HMDB: HMDB0034586)

Cellular process

Cell signaling (HMDB: HMDB0034586)

Biochemical process

Lipid transport (HMDB: HMDB0034586)

Role

Biological role

Energy source (HMDB: HMDB0034586)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034586)

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	0.0044 g/L	ALOGPS
logP	5.47	ALOGPS
logP	4.83	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	4.99	ChemAxon
pKa (Strongest Basic)	-1.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	13	ChemAxon
Refractivity	91.15 m³·mol⁻¹	ChemAxon
Polarizability	35.92 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]+	180.171	31661259
DarkChem	[M-H]-	180.132	31661259
DeepCCS	[M+H]+	175.076	30932474
DeepCCS	[M-H]-	172.718	30932474
DeepCCS	[M-2H]-	205.604	30932474
DeepCCS	[M+Na]+	181.169	30932474
AllCCS	[M+H]+	179.2	32859911
AllCCS	[M+H-H2O]+	176.2	32859911
AllCCS	[M+NH4]+	182.1	32859911
AllCCS	[M+Na]+	182.9	32859911
AllCCS	[M-H]-	178.9	32859911
AllCCS	[M+Na-2H]-	180.4	32859911
AllCCS	[M+HCOO]-	182.2	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.	7.79 minutes	32390414
Predicted by Siyang on May 30, 2022	19.0439 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.96 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	33.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2887.5 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	406.1 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	186.0 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	236.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	557.8 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	842.9 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)	95.6 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1811.6 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	603.6 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	1563.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	651.1 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	452.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	359.8 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	446.4 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	8.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid	CCC(O)\C=C\C=C/C\C=C/CCCCCCCC(O)=O	3939.7	Standard polar	33892256
(9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid	CCC(O)\C=C\C=C/C\C=C/CCCCCCCC(O)=O	2249.5	Standard non polar	33892256
(9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid	CCC(O)\C=C\C=C/C\C=C/CCCCCCCC(O)=O	2395.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid,1TMS,isomer #1	CCC(/C=C/C=C\C/C=C\CCCCCCCC(=O)O)O[Si](C)(C)C	2563.9	Semi standard non polar	33892256
(9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid,1TMS,isomer #2	CCC(O)/C=C/C=C\C/C=C\CCCCCCCC(=O)O[Si](C)(C)C	2488.6	Semi standard non polar	33892256
(9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid,2TMS,isomer #1	CCC(/C=C/C=C\C/C=C\CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2532.8	Semi standard non polar	33892256
(9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid,1TBDMS,isomer #1	CCC(/C=C/C=C\C/C=C\CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	2808.7	Semi standard non polar	33892256
(9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid,1TBDMS,isomer #2	CCC(O)/C=C/C=C\C/C=C\CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2732.1	Semi standard non polar	33892256
(9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid,2TBDMS,isomer #1	CCC(/C=C/C=C\C/C=C\CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3015.3	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 - (9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-6390000000-ec77ac7a8244820a80a3	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid GC-MS (2 TMS) - 70eV, Positive	splash10-009i-9343200000-28ab84a9dd42a26e3b44	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic 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,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid 10V, Positive-QTOF	splash10-004j-0090000000-8753811218e93973a9c2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid 20V, Positive-QTOF	splash10-057j-1390000000-1ca61b69b3ac0c6b7c7f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid 40V, Positive-QTOF	splash10-004i-8920000000-11bbc8038052ed90e07a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid 10V, Negative-QTOF	splash10-0006-0090000000-950a82f222215e3245ee	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid 20V, Negative-QTOF	splash10-002f-1090000000-92a1f6de1a04accaca81	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid 40V, Negative-QTOF	splash10-0a4i-9030000000-ba4109502298bf51fc77	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid 10V, Negative-QTOF	splash10-0006-0090000000-e1ce9f2d0167ad9b446a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid 20V, Negative-QTOF	splash10-002f-3090000000-9a8213b92d1f2c0d5db2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid 40V, Negative-QTOF	splash10-052f-9210000000-a1d050f27e81b221867e	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid 10V, Positive-QTOF	splash10-004j-1590000000-57debd21bbe31fc7bb16	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid 20V, Positive-QTOF	splash10-0a6r-6940000000-70bf3c43cec94f00b9c2	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid 40V, Positive-QTOF	splash10-016u-9300000000-52a8a2bc97a80b208021	2021-09-23	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

FDB013102

KNApSAcK ID

Not Available

Chemspider ID

35013743

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13917179

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

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,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid (HMDB0034586)

MOL for HMDB0034586 ((9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid)

3D MOL for HMDB0034586 ((9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid)

3D SDF for HMDB0034586 ((9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid)

3D-SDF for HMDB0034586 ((9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid)

PDB for HMDB0034586 ((9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid)

3D PDB for HMDB0034586 ((9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid)

SMILES for HMDB0034586 ((9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid)

INCHI for HMDB0034586 ((9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid)

Structure for HMDB0034586 ((9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid)

3D Structure for HMDB0034586 ((9Z,12Z,14E)-16-Hydroxy-9,12,14-octadecatrienoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra