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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2008-09-15 09:55:04 UTC

Update Date

2021-09-14 15:44:19 UTC

HMDB ID

HMDB0010208

Secondary Accession Numbers

HMDB10208

Metabolite Identification

Common Name

15,16-DiHODE

Description

15,16-DiHODE, also known as a-15,16-dihode, 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. Thus, 15,16-dihode is considered to be an octadecanoid. Based on a literature review very few articles have been published on 15,16-DiHODE.

Structure

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

HMDB0010208
     RDKit          3D
15,16-DiHODE
 54 53  0  0  0  0  0  0  0  0999 V2000
   -8.1603   -1.3713   -0.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9891   -0.8711    0.2293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3032    0.2835   -0.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1886    1.3636   -0.6164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1823    0.8170    0.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6670    1.2694    1.6394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1653   -0.2909    0.7588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5872   -0.8432   -0.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3196   -0.8172   -0.7159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2193   -0.2552    0.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5706    0.7767   -0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6867    0.7332   -0.9898 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5473   -0.3578   -0.6061 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6805    0.1569    0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5043    1.1460   -0.4684 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6581    1.6644    0.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5984    0.5691    0.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2043   -0.1425   -0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1400   -1.2342    0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2965   -0.7486    0.8222 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0744   -1.6553    1.2832 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5824    0.5772    1.0763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6368   -0.5816   -1.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7704   -2.1207   -1.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8769   -1.9299    0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2393   -1.6988    0.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3460   -0.5907    1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9728   -0.0137   -1.4399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8058    1.9133   -1.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6399    1.6280   -0.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8582    0.4737    2.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6621   -1.0526    1.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4225    0.2101    1.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2773   -1.3050   -1.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9843   -1.2682   -1.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5920    0.1799    1.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6371   -1.1321    0.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1903    1.6259   -0.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1641    1.5326   -1.5978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0922   -0.7809   -1.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1625   -1.2257   -0.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3545   -0.6947    0.5549 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2604    0.5375    1.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792    2.0037   -0.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9058    0.6801   -1.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2556    2.3418   -0.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3022    2.1805    1.2792 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0809   -0.1862    1.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3821    1.0842    1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7670    0.5894   -0.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4447   -0.5835   -1.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6444   -2.0417    0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5774   -1.6429   -0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0185    1.0986    0.3140 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  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  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  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
  4 29  1  0
  5 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 22 54  1  0
M  END


  Mrv0541 02241200322D          

 22 21  0  0  0  0            999 V2000
   19.2909   -3.2098    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7035   -3.9242    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.5785   -6.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9910   -7.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7534   -6.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8159   -7.4966    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3409   -6.0677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2284   -6.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5160   -6.0677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0535   -6.7821    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1034   -5.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4659   -6.0677    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2784   -5.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.0535   -5.3532    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8660   -4.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.2909   -4.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4659   -4.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0409   -4.6387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.7035   -5.3532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.0535   -3.9242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6284   -3.9242    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6284   -5.3532    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2 16  1  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  2  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  2  0  0  0  0
 11 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 17  1  0  0  0  0
 15 18  1  0  0  0  0
 16 17  1  0  0  0  0
 16 19  1  0  0  0  0
 17 20  1  0  0  0  0
 18 21  1  0  0  0  0
 18 22  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0010208

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H32O4/c1-2-16(19)17(20)14-12-10-8-6-4-3-5-7-9-11-13-15-18(21)22/h4,6,10,12,16-17,19-20H,2-3,5,7-9,11,13-15H2,1H3,(H,21,22)/b6-4-,12-10-

> <INCHI_KEY>
LKLLJYJTYPVCID-OHPMOLHNSA-N

> <FORMULA>
C18H32O4

> <MOLECULAR_WEIGHT>
312.4443

> <EXACT_MASS>
312.230059512

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
36.72291726950318

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9Z,12Z)-15,16-dihydroxyoctadeca-9,12-dienoic acid

> <ALOGPS_LOGP>
5.19

> <JCHEM_LOGP>
3.9602546603333324

> <ALOGPS_LOGS>
-3.99

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.878908014390312

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.988167283345281

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1445740165921974

> <JCHEM_POLAR_SURFACE_AREA>
77.75999999999999

> <JCHEM_REFRACTIVITY>
91.54979999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.23e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9Z,12Z)-15,16-dihydroxyoctadeca-9,12-dienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0010208
     RDKit          3D
15,16-DiHODE
 54 53  0  0  0  0  0  0  0  0999 V2000
   -8.1603   -1.3713   -0.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9891   -0.8711    0.2293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3032    0.2835   -0.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1886    1.3636   -0.6164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1823    0.8170    0.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6670    1.2694    1.6394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1653   -0.2909    0.7588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5872   -0.8432   -0.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3196   -0.8172   -0.7159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2193   -0.2552    0.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5706    0.7767   -0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6867    0.7332   -0.9898 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5473   -0.3578   -0.6061 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6805    0.1569    0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5043    1.1460   -0.4684 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6581    1.6644    0.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5984    0.5691    0.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2043   -0.1425   -0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1400   -1.2342    0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2965   -0.7486    0.8222 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0744   -1.6553    1.2832 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5824    0.5772    1.0763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6368   -0.5816   -1.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7704   -2.1207   -1.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8769   -1.9299    0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2393   -1.6988    0.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3460   -0.5907    1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9728   -0.0137   -1.4399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8058    1.9133   -1.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6399    1.6280   -0.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8582    0.4737    2.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6621   -1.0526    1.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4225    0.2101    1.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2773   -1.3050   -1.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9843   -1.2682   -1.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5920    0.1799    1.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6371   -1.1321    0.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1903    1.6259   -0.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1641    1.5326   -1.5978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0922   -0.7809   -1.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1625   -1.2257   -0.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3545   -0.6947    0.5549 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2604    0.5375    1.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792    2.0037   -0.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9058    0.6801   -1.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2556    2.3418   -0.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3022    2.1805    1.2792 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0809   -0.1862    1.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3821    1.0842    1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7670    0.5894   -0.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4447   -0.5835   -1.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6444   -2.0417    0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5774   -1.6429   -0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0185    1.0986    0.3140 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  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  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  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
  4 29  1  0
  5 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 22 54  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      36.010  -5.992   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      36.780  -7.325   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      29.080 -12.660   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      29.850 -13.994   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      27.540 -12.660   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      31.390 -13.994   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      26.770 -11.326   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      32.160 -12.660   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      25.230 -11.326   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      33.700 -12.660   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      24.460  -9.993   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      34.470 -11.326   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      22.920  -9.993   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      33.700  -9.993   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      22.150  -8.659   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      36.010  -8.659   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      34.470  -8.659   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      20.610  -8.659   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      36.780  -9.993   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      33.700  -7.325   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      19.840  -7.325   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      19.840  -9.993   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1   16                                                       
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   17                                                       
CONECT   15   13   18                                                       
CONECT   16    2   17   19                                                  
CONECT   17   14   16   20                                                  
CONECT   18   15   21   22                                                  
CONECT   19   16                                                            
CONECT   20   17                                                            
CONECT   21   18                                                            
CONECT   22   18                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   42    0
END

COMPND    HMDB0010208
HETATM    1  C1  UNL     1      -8.160  -1.371  -0.587  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.989  -0.871   0.229  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.303   0.283  -0.438  1.00  0.00           C  
HETATM    4  O1  UNL     1      -7.189   1.364  -0.616  1.00  0.00           O  
HETATM    5  C4  UNL     1      -5.182   0.817   0.415  1.00  0.00           C  
HETATM    6  O2  UNL     1      -5.667   1.269   1.639  1.00  0.00           O  
HETATM    7  C5  UNL     1      -4.165  -0.291   0.759  1.00  0.00           C  
HETATM    8  C6  UNL     1      -3.587  -0.843  -0.457  1.00  0.00           C  
HETATM    9  C7  UNL     1      -2.320  -0.817  -0.716  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.219  -0.255   0.109  1.00  0.00           C  
HETATM   11  C9  UNL     1      -0.571   0.777  -0.663  1.00  0.00           C  
HETATM   12  C10 UNL     1       0.687   0.733  -0.990  1.00  0.00           C  
HETATM   13  C11 UNL     1       1.547  -0.358  -0.606  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.681   0.157   0.262  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.504   1.146  -0.468  1.00  0.00           C  
HETATM   16  C14 UNL     1       4.658   1.664   0.372  1.00  0.00           C  
HETATM   17  C15 UNL     1       5.598   0.569   0.810  1.00  0.00           C  
HETATM   18  C16 UNL     1       6.204  -0.142  -0.351  1.00  0.00           C  
HETATM   19  C17 UNL     1       7.140  -1.234   0.042  1.00  0.00           C  
HETATM   20  C18 UNL     1       8.297  -0.749   0.822  1.00  0.00           C  
HETATM   21  O3  UNL     1       9.074  -1.655   1.283  1.00  0.00           O  
HETATM   22  O4  UNL     1       8.582   0.577   1.076  1.00  0.00           O  
HETATM   23  H1  UNL     1      -8.637  -0.582  -1.176  1.00  0.00           H  
HETATM   24  H2  UNL     1      -7.770  -2.121  -1.337  1.00  0.00           H  
HETATM   25  H3  UNL     1      -8.877  -1.930   0.051  1.00  0.00           H  
HETATM   26  H4  UNL     1      -6.239  -1.699   0.296  1.00  0.00           H  
HETATM   27  H5  UNL     1      -7.346  -0.591   1.229  1.00  0.00           H  
HETATM   28  H6  UNL     1      -5.973  -0.014  -1.440  1.00  0.00           H  
HETATM   29  H7  UNL     1      -6.806   1.913  -1.346  1.00  0.00           H  
HETATM   30  H8  UNL     1      -4.640   1.628  -0.068  1.00  0.00           H  
HETATM   31  H9  UNL     1      -5.858   0.474   2.226  1.00  0.00           H  
HETATM   32  H10 UNL     1      -4.662  -1.053   1.405  1.00  0.00           H  
HETATM   33  H11 UNL     1      -3.423   0.210   1.383  1.00  0.00           H  
HETATM   34  H12 UNL     1      -4.277  -1.305  -1.188  1.00  0.00           H  
HETATM   35  H13 UNL     1      -1.984  -1.268  -1.674  1.00  0.00           H  
HETATM   36  H14 UNL     1      -1.592   0.180   1.075  1.00  0.00           H  
HETATM   37  H15 UNL     1      -0.637  -1.132   0.429  1.00  0.00           H  
HETATM   38  H16 UNL     1      -1.190   1.626  -0.976  1.00  0.00           H  
HETATM   39  H17 UNL     1       1.164   1.533  -1.598  1.00  0.00           H  
HETATM   40  H18 UNL     1       2.092  -0.781  -1.526  1.00  0.00           H  
HETATM   41  H19 UNL     1       1.163  -1.226  -0.105  1.00  0.00           H  
HETATM   42  H20 UNL     1       3.355  -0.695   0.555  1.00  0.00           H  
HETATM   43  H21 UNL     1       2.260   0.537   1.220  1.00  0.00           H  
HETATM   44  H22 UNL     1       2.879   2.004  -0.824  1.00  0.00           H  
HETATM   45  H23 UNL     1       3.906   0.680  -1.388  1.00  0.00           H  
HETATM   46  H24 UNL     1       5.256   2.342  -0.285  1.00  0.00           H  
HETATM   47  H25 UNL     1       4.302   2.180   1.279  1.00  0.00           H  
HETATM   48  H26 UNL     1       5.081  -0.186   1.469  1.00  0.00           H  
HETATM   49  H27 UNL     1       6.382   1.084   1.419  1.00  0.00           H  
HETATM   50  H28 UNL     1       6.767   0.589  -0.990  1.00  0.00           H  
HETATM   51  H29 UNL     1       5.445  -0.584  -1.037  1.00  0.00           H  
HETATM   52  H30 UNL     1       6.644  -2.042   0.619  1.00  0.00           H  
HETATM   53  H31 UNL     1       7.577  -1.643  -0.918  1.00  0.00           H  
HETATM   54  H32 UNL     1       9.018   1.099   0.314  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4    5   28
CONECT    4   29
CONECT    5    6    7   30
CONECT    6   31
CONECT    7    8   32   33
CONECT    8    9    9   34
CONECT    9   10   35
CONECT   10   11   36   37
CONECT   11   12   12   38
CONECT   12   13   39
CONECT   13   14   40   41
CONECT   14   15   42   43
CONECT   15   16   44   45
CONECT   16   17   46   47
CONECT   17   18   48   49
CONECT   18   19   50   51
CONECT   19   20   52   53
CONECT   20   21   21   22
CONECT   22   54
END

HMDB0010208
     RDKit          3D
15,16-DiHODE
 54 53  0  0  0  0  0  0  0  0999 V2000
   -8.1603   -1.3713   -0.5868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9891   -0.8711    0.2293 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3032    0.2835   -0.4376 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1886    1.3636   -0.6164 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1823    0.8170    0.4155 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6670    1.2694    1.6394 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1653   -0.2909    0.7588 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5872   -0.8432   -0.4568 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3196   -0.8172   -0.7159 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2193   -0.2552    0.1094 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5706    0.7767   -0.6630 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6867    0.7332   -0.9898 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5473   -0.3578   -0.6061 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6805    0.1569    0.2615 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5043    1.1460   -0.4684 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6581    1.6644    0.3718 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5984    0.5691    0.8099 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2043   -0.1425   -0.3511 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1400   -1.2342    0.0417 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2965   -0.7486    0.8222 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0744   -1.6553    1.2832 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5824    0.5772    1.0763 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6368   -0.5816   -1.1763 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7704   -2.1207   -1.3368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.8769   -1.9299    0.0511 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2393   -1.6988    0.2963 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3460   -0.5907    1.2291 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9728   -0.0137   -1.4399 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8058    1.9133   -1.3459 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6399    1.6280   -0.0681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8582    0.4737    2.2261 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6621   -1.0526    1.4054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4225    0.2101    1.3827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2773   -1.3050   -1.1881 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9843   -1.2682   -1.6743 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5920    0.1799    1.0752 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6371   -1.1321    0.4287 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1903    1.6259   -0.9758 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1641    1.5326   -1.5978 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0922   -0.7809   -1.5263 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1625   -1.2257   -0.1046 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3545   -0.6947    0.5549 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2604    0.5375    1.2201 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8792    2.0037   -0.8240 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9058    0.6801   -1.3880 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2556    2.3418   -0.2850 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3022    2.1805    1.2792 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0809   -0.1862    1.4694 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3821    1.0842    1.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7670    0.5894   -0.9897 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4447   -0.5835   -1.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6444   -2.0417    0.6188 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5774   -1.6429   -0.9184 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0185    1.0986    0.3140 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  1  0
  5  7  1  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  1  0
 11 12  2  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  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
  4 29  1  0
  5 30  1  0
  6 31  1  0
  7 32  1  0
  7 33  1  0
  8 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 14 42  1  0
 14 43  1  0
 15 44  1  0
 15 45  1  0
 16 46  1  0
 16 47  1  0
 17 48  1  0
 17 49  1  0
 18 50  1  0
 18 51  1  0
 19 52  1  0
 19 53  1  0
 22 54  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(+/-)-15,16-dihydroxy-9Z,12Z-octadecadienoate	HMDB
(+/-)-15,16-dihydroxy-9Z,12Z-octadecadienoic acid	HMDB
(9Z,12Z)-15,16-Dihydroxyoctadeca-9,12-dienoate	HMDB
(9Z,12Z)-15,16-Dihydroxyoctadeca-9,12-dienoic acid	HMDB
a-15,16-DiHODE	HMDB
alpha-15,16-DiHODE	HMDB
Α-15,16-dihode	HMDB

Chemical Formula

C₁₈H₃₂O₄

Average Molecular Weight

312.4443

Monoisotopic Molecular Weight

312.230059512

IUPAC Name

(9Z,12Z)-15,16-dihydroxyoctadeca-9,12-dienoic acid

Traditional Name

(9Z,12Z)-15,16-dihydroxyoctadeca-9,12-dienoic acid

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C18H32O4/c1-2-16(19)17(20)14-12-10-8-6-4-3-5-7-9-11-13-15-18(21)22/h4,6,10,12,16-17,19-20H,2-3,5,7-9,11,13-15H2,1H3,(H,21,22)/b6-4-,12-10-

InChI Key

LKLLJYJTYPVCID-OHPMOLHNSA-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
Unsaturated fatty acid
Fatty acid
Secondary alcohol
1,2-diol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Organic oxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Other Octadecanoids (LMFA02000047 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 18953024)

Cellular substructure

Membrane (HMDB: HMDB0010208)

Source

Endogenous

Endogenous (HMDB: HMDB0010208)

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.032 g/L	ALOGPS
logP	5.19	ALOGPS
logP	3.96	ChemAxon
logS	-4	ALOGPS
pKa (Strongest Acidic)	4.99	ChemAxon
pKa (Strongest Basic)	-3.1	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	14	ChemAxon
Refractivity	91.55 m³·mol⁻¹	ChemAxon
Polarizability	36.72 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]+	185.061	31661259
DarkChem	[M-H]-	180.498	31661259
DeepCCS	[M+H]+	178.656	30932474
DeepCCS	[M-H]-	176.298	30932474
DeepCCS	[M-2H]-	209.184	30932474
DeepCCS	[M+Na]+	184.749	30932474
AllCCS	[M+H]+	184.7	32859911
AllCCS	[M+H-H2O]+	181.8	32859911
AllCCS	[M+NH4]+	187.3	32859911
AllCCS	[M+Na]+	188.1	32859911
AllCCS	[M-H]-	182.3	32859911
AllCCS	[M+Na-2H]-	183.9	32859911
AllCCS	[M+HCOO]-	185.8	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.	8.25 minutes	32390414
Predicted by Siyang on May 30, 2022	15.3213 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.33 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	37.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2753.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	259.6 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	174.7 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	190.6 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	406.0 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	708.0 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	541.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	112.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1399.1 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	551.4 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	1532.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	477.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	413.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	339.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	298.4 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	8.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
15,16-DiHODE	CCC(O)C(O)C\C=C/C\C=C/CCCCCCCC(O)=O	3953.4	Standard polar	33892256
15,16-DiHODE	CCC(O)C(O)C\C=C/C\C=C/CCCCCCCC(O)=O	2285.8	Standard non polar	33892256
15,16-DiHODE	CCC(O)C(O)C\C=C/C\C=C/CCCCCCCC(O)=O	2463.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
15,16-DiHODE,1TMS,isomer #1	CCC(O[Si](C)(C)C)C(O)C/C=C\C/C=C\CCCCCCCC(=O)O	2623.0	Semi standard non polar	33892256
15,16-DiHODE,1TMS,isomer #2	CCC(O)C(C/C=C\C/C=C\CCCCCCCC(=O)O)O[Si](C)(C)C	2628.9	Semi standard non polar	33892256
15,16-DiHODE,1TMS,isomer #3	CCC(O)C(O)C/C=C\C/C=C\CCCCCCCC(=O)O[Si](C)(C)C	2598.9	Semi standard non polar	33892256
15,16-DiHODE,2TMS,isomer #1	CCC(O[Si](C)(C)C)C(C/C=C\C/C=C\CCCCCCCC(=O)O)O[Si](C)(C)C	2648.9	Semi standard non polar	33892256
15,16-DiHODE,2TMS,isomer #2	CCC(O[Si](C)(C)C)C(O)C/C=C\C/C=C\CCCCCCCC(=O)O[Si](C)(C)C	2600.3	Semi standard non polar	33892256
15,16-DiHODE,2TMS,isomer #3	CCC(O)C(C/C=C\C/C=C\CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2598.5	Semi standard non polar	33892256
15,16-DiHODE,3TMS,isomer #1	CCC(O[Si](C)(C)C)C(C/C=C\C/C=C\CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2614.0	Semi standard non polar	33892256
15,16-DiHODE,1TBDMS,isomer #1	CCC(O[Si](C)(C)C(C)(C)C)C(O)C/C=C\C/C=C\CCCCCCCC(=O)O	2877.7	Semi standard non polar	33892256
15,16-DiHODE,1TBDMS,isomer #2	CCC(O)C(C/C=C\C/C=C\CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	2880.1	Semi standard non polar	33892256
15,16-DiHODE,1TBDMS,isomer #3	CCC(O)C(O)C/C=C\C/C=C\CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2839.4	Semi standard non polar	33892256
15,16-DiHODE,2TBDMS,isomer #1	CCC(O[Si](C)(C)C(C)(C)C)C(C/C=C\C/C=C\CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3102.1	Semi standard non polar	33892256
15,16-DiHODE,2TBDMS,isomer #2	CCC(O[Si](C)(C)C(C)(C)C)C(O)C/C=C\C/C=C\CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3059.5	Semi standard non polar	33892256
15,16-DiHODE,2TBDMS,isomer #3	CCC(O)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	3058.3	Semi standard non polar	33892256
15,16-DiHODE,3TBDMS,isomer #1	CCC(O[Si](C)(C)C(C)(C)C)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	3284.3	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 - 15,16-DiHODE GC-MS (Non-derivatized) - 70eV, Positive	splash10-0zfu-5490000000-cfa891ba34da849428a2	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15,16-DiHODE GC-MS (3 TMS) - 70eV, Positive	splash10-01ua-9543550000-420842853ca01bf42583	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15,16-DiHODE GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 15,16-DiHODE 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 - 15,16-DiHODE 10V, Positive-QTOF	splash10-0002-0092000000-233fc66b26e966502a1d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15,16-DiHODE 20V, Positive-QTOF	splash10-056s-2390000000-71f073f08ba3be3bbf45	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15,16-DiHODE 40V, Positive-QTOF	splash10-0bvu-9720000000-6c73bb25927de4dbc4bb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15,16-DiHODE 10V, Negative-QTOF	splash10-03di-0059000000-4317ae075999e29d720b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15,16-DiHODE 20V, Negative-QTOF	splash10-0btc-3092000000-b909cb6ea5d58b6d2628	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15,16-DiHODE 40V, Negative-QTOF	splash10-0a4i-9020000000-e8d5b3fae3b9c76d70fb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15,16-DiHODE 10V, Negative-QTOF	splash10-03di-0059000000-ea195e424fb88e0333cc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15,16-DiHODE 20V, Negative-QTOF	splash10-0a4i-9070000000-90478242bfc220c7cce2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15,16-DiHODE 40V, Negative-QTOF	splash10-0a4i-9350000000-c48ce20a1afa54b282c8	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15,16-DiHODE 10V, Positive-QTOF	splash10-002b-2291000000-0b2a1fd5c9e93ced98f5	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15,16-DiHODE 20V, Positive-QTOF	splash10-054k-5490000000-b3d576c57da4f9aa2f65	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 15,16-DiHODE 40V, Positive-QTOF	splash10-0aou-9500000000-570599b2c53f8d95d94b	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.0145 +/- 0.001 uM	Adult (>18 years old)	Not Specified	Normal	18953024	details
Blood	Detected and Quantified	0.0145 +/- 0.001 uM	Adult (>18 years old)	Both	Normal	21359215	details
Blood	Detected and Quantified	0.00593 +/- 0.0024 uM	Adult (>18 years old)	Both	Normal	21359215	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB027363

KNApSAcK ID

Not Available

Chemspider ID

17220751

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16061068

PDB ID

Not Available

ChEBI ID

88465

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 15,16-DiHODE (HMDB0010208)

MOL for HMDB0010208 (15,16-DiHODE)

3D MOL for HMDB0010208 (15,16-DiHODE)

3D SDF for HMDB0010208 (15,16-DiHODE)

3D-SDF for HMDB0010208 (15,16-DiHODE)

PDB for HMDB0010208 (15,16-DiHODE)

3D PDB for HMDB0010208 (15,16-DiHODE)

SMILES for HMDB0010208 (15,16-DiHODE)

INCHI for HMDB0010208 (15,16-DiHODE)

Structure for HMDB0010208 (15,16-DiHODE)

3D Structure for HMDB0010208 (15,16-DiHODE)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra