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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 00:46:17 UTC

Update Date

2021-09-26 22:57:33 UTC

HMDB ID

HMDB0247705

Secondary Accession Numbers

None

Metabolite Identification

Common Name

9(S)-HOTrE

Description

9-hydroxyoctadeca-10,12,15-trienoic acid belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. Based on a literature review very few articles have been published on 9-hydroxyoctadeca-10,12,15-trienoic acid. This compound has been identified in human blood as reported by (PMID: 31557052 ). 9(s)-hotre is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 9(S)-HOTrE is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0247705
     RDKit          3D
9(S)-HOTrE
 51 50  0  0  0  0  0  0  0  0999 V2000
   -9.3040   -0.2205   -0.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8957   -0.5190    0.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1176    0.7332    0.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0372    0.9621   -0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3240   -0.0188   -1.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0155   -0.1888   -0.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8382   -0.3350   -0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6375   -0.0092   -1.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4440   -0.2041   -0.5655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2675   -0.7686    0.7819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6000    0.1464    1.8072 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2555   -1.0051    0.9555 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9317    0.3122    0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4572    0.1441    0.9483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8518   -0.6411   -0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3497   -0.8311   -0.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0161    0.5091   -0.4631 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4761    0.3782   -0.6428 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1192   -0.3079    0.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5483   -0.7033    1.5373 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5017   -0.5241    0.3579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2149    0.6863   -0.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0210   -0.0095    0.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6330   -1.0277   -0.8057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5103   -1.3450   -0.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9514   -0.9039    1.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5419    1.5619    1.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5556    1.9424   -0.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4906    0.3439   -2.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9386   -0.9812   -1.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4869    0.3333   -1.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6514   -0.7700    0.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6826    0.4082   -2.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4553    0.0471   -1.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8513   -1.6820    0.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8068   -0.3342    2.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3469   -1.4704    1.9866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5677   -1.7590    0.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6931    0.9548    1.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6711    0.9023   -0.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9024    1.1408    1.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6475   -0.4366    1.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4676   -0.0942   -1.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882   -1.6507   -0.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5536   -1.4309   -1.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7290   -1.4668    0.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7884    1.0794    0.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5840    1.1180   -1.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6923   -0.2354   -1.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9810    1.3673   -0.8298 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8421   -1.0641   -0.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  2  3
  9 10  1  0
 10 11  1  0
 10 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
  5 30  1  0
  6 31  1  0
  7 32  1  0
  8 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


  Mrv1533004241519342D          

 21 20  0  0  0  0            999 V2000
    4.2355    8.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211    7.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211    6.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8066    6.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8066    5.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211    5.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5211    4.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    4.0954    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  4  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  8  7  1  4  0  0  0
  8  9  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 18 20  1  0  0  0  0
 10 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0247705

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC=CCC=CC=CC(O)CCCCCCCC(O)=O

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

> <INCHI_KEY>
RIGGEAZDTKMXSI-UHFFFAOYSA-N

> <FORMULA>
C18H30O3

> <MOLECULAR_WEIGHT>
294.435

> <EXACT_MASS>
294.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
51

> <JCHEM_AVERAGE_POLARIZABILITY>
36.77896260707409

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9-hydroxyoctadeca-10,12,15-trienoic acid

> <ALOGPS_LOGP>
5.31

> <JCHEM_LOGP>
4.829144070666667

> <ALOGPS_LOGS>
-4.61

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.795677819372834

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.676745528848416

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5759708673155046

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
91.1509

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.26e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-hydroxyoctadeca-10,12,15-trienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0247705
     RDKit          3D
9(S)-HOTrE
 51 50  0  0  0  0  0  0  0  0999 V2000
   -9.3040   -0.2205   -0.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8957   -0.5190    0.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1176    0.7332    0.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0372    0.9621   -0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3240   -0.0188   -1.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0155   -0.1888   -0.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8382   -0.3350   -0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6375   -0.0092   -1.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4440   -0.2041   -0.5655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2675   -0.7686    0.7819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6000    0.1464    1.8072 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2555   -1.0051    0.9555 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9317    0.3122    0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4572    0.1441    0.9483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8518   -0.6411   -0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3497   -0.8311   -0.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0161    0.5091   -0.4631 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4761    0.3782   -0.6428 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1192   -0.3079    0.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5483   -0.7033    1.5373 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5017   -0.5241    0.3579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2149    0.6863   -0.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0210   -0.0095    0.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6330   -1.0277   -0.8057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5103   -1.3450   -0.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9514   -0.9039    1.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5419    1.5619    1.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5556    1.9424   -0.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4906    0.3439   -2.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9386   -0.9812   -1.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4869    0.3333   -1.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6514   -0.7700    0.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6826    0.4082   -2.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4553    0.0471   -1.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8513   -1.6820    0.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8068   -0.3342    2.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3469   -1.4704    1.9866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5677   -1.7590    0.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6931    0.9548    1.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6711    0.9023   -0.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9024    1.1408    1.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6475   -0.4366    1.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4676   -0.0942   -1.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882   -1.6507   -0.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5536   -1.4309   -1.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7290   -1.4668    0.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7884    1.0794    0.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5840    1.1180   -1.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6923   -0.2354   -1.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9810    1.3673   -0.8298 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8421   -1.0641   -0.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  2  3
  9 10  1  0
 10 11  1  0
 10 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
  5 30  1  0
  6 31  1  0
  7 32  1  0
  8 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                                 24-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-APR-15         0                                  
HETATM    1  C   UNK     0       7.906  15.345   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.573  14.575   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.573  13.035   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.239  12.265   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       5.239  10.725   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.573   9.955   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.573   8.415   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       7.906   7.645   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       7.906   6.105   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      11.907   5.335   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.908   6.105   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      21.243   6.105   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      19.909   3.795   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0       9.240   3.795   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   21                                                  
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19   20                                                  
CONECT   19   18                                                            
CONECT   20   18                                                            
CONECT   21   10                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

COMPND    HMDB0247705
HETATM    1  C1  UNL     1      -9.304  -0.220  -0.115  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.896  -0.519   0.401  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.118   0.733   0.360  1.00  0.00           C  
HETATM    4  C4  UNL     1      -6.037   0.962  -0.314  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.324  -0.019  -1.217  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.015  -0.189  -0.739  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.838  -0.335  -0.325  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.637  -0.009  -1.061  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.444  -0.204  -0.566  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.268  -0.769   0.782  1.00  0.00           C  
HETATM   11  O1  UNL     1      -0.600   0.146   1.807  1.00  0.00           O  
HETATM   12  C11 UNL     1       1.255  -1.005   0.955  1.00  0.00           C  
HETATM   13  C12 UNL     1       1.932   0.312   0.877  1.00  0.00           C  
HETATM   14  C13 UNL     1       3.457   0.144   0.948  1.00  0.00           C  
HETATM   15  C14 UNL     1       3.852  -0.641  -0.264  1.00  0.00           C  
HETATM   16  C15 UNL     1       5.350  -0.831  -0.370  1.00  0.00           C  
HETATM   17  C16 UNL     1       6.016   0.509  -0.463  1.00  0.00           C  
HETATM   18  C17 UNL     1       7.476   0.378  -0.643  1.00  0.00           C  
HETATM   19  C18 UNL     1       8.119  -0.308   0.494  1.00  0.00           C  
HETATM   20  O2  UNL     1       7.548  -0.703   1.537  1.00  0.00           O  
HETATM   21  O3  UNL     1       9.502  -0.524   0.358  1.00  0.00           O  
HETATM   22  H1  UNL     1      -9.215   0.686  -0.772  1.00  0.00           H  
HETATM   23  H2  UNL     1     -10.021  -0.010   0.677  1.00  0.00           H  
HETATM   24  H3  UNL     1      -9.633  -1.028  -0.806  1.00  0.00           H  
HETATM   25  H4  UNL     1      -7.510  -1.345  -0.195  1.00  0.00           H  
HETATM   26  H5  UNL     1      -7.951  -0.904   1.457  1.00  0.00           H  
HETATM   27  H6  UNL     1      -7.542   1.562   1.002  1.00  0.00           H  
HETATM   28  H7  UNL     1      -5.556   1.942  -0.264  1.00  0.00           H  
HETATM   29  H8  UNL     1      -5.491   0.344  -2.281  1.00  0.00           H  
HETATM   30  H9  UNL     1      -5.939  -0.981  -1.235  1.00  0.00           H  
HETATM   31  H10 UNL     1      -3.487   0.333  -1.936  1.00  0.00           H  
HETATM   32  H11 UNL     1      -2.651  -0.770   0.711  1.00  0.00           H  
HETATM   33  H12 UNL     1      -1.683   0.408  -2.068  1.00  0.00           H  
HETATM   34  H13 UNL     1       0.455   0.047  -1.166  1.00  0.00           H  
HETATM   35  H14 UNL     1      -0.851  -1.682   0.911  1.00  0.00           H  
HETATM   36  H15 UNL     1      -0.807  -0.334   2.653  1.00  0.00           H  
HETATM   37  H16 UNL     1       1.347  -1.470   1.987  1.00  0.00           H  
HETATM   38  H17 UNL     1       1.568  -1.759   0.211  1.00  0.00           H  
HETATM   39  H18 UNL     1       1.693   0.955   1.781  1.00  0.00           H  
HETATM   40  H19 UNL     1       1.671   0.902  -0.013  1.00  0.00           H  
HETATM   41  H20 UNL     1       3.902   1.141   1.006  1.00  0.00           H  
HETATM   42  H21 UNL     1       3.648  -0.437   1.891  1.00  0.00           H  
HETATM   43  H22 UNL     1       3.468  -0.094  -1.156  1.00  0.00           H  
HETATM   44  H23 UNL     1       3.388  -1.651  -0.339  1.00  0.00           H  
HETATM   45  H24 UNL     1       5.554  -1.431  -1.310  1.00  0.00           H  
HETATM   46  H25 UNL     1       5.729  -1.467   0.446  1.00  0.00           H  
HETATM   47  H26 UNL     1       5.788   1.079   0.481  1.00  0.00           H  
HETATM   48  H27 UNL     1       5.584   1.118  -1.286  1.00  0.00           H  
HETATM   49  H28 UNL     1       7.692  -0.235  -1.560  1.00  0.00           H  
HETATM   50  H29 UNL     1       7.981   1.367  -0.830  1.00  0.00           H  
HETATM   51  H30 UNL     1       9.842  -1.064  -0.445  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4    4   27
CONECT    4    5   28
CONECT    5    6   29   30
CONECT    6    7    7   31
CONECT    7    8   32
CONECT    8    9    9   33
CONECT    9   10   34
CONECT   10   11   12   35
CONECT   11   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

HMDB0247705
     RDKit          3D
9(S)-HOTrE
 51 50  0  0  0  0  0  0  0  0999 V2000
   -9.3040   -0.2205   -0.1151 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.8957   -0.5190    0.4012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1176    0.7332    0.3604 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0372    0.9621   -0.3136 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3240   -0.0188   -1.2167 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0155   -0.1888   -0.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8382   -0.3350   -0.3252 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6375   -0.0092   -1.0608 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4440   -0.2041   -0.5655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2675   -0.7686    0.7819 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6000    0.1464    1.8072 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2555   -1.0051    0.9555 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9317    0.3122    0.8770 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4572    0.1441    0.9483 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8518   -0.6411   -0.2637 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3497   -0.8311   -0.3696 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0161    0.5091   -0.4631 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4761    0.3782   -0.6428 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1192   -0.3079    0.4938 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5483   -0.7033    1.5373 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.5017   -0.5241    0.3579 O   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2149    0.6863   -0.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
  -10.0210   -0.0095    0.6769 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6330   -1.0277   -0.8057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5103   -1.3450   -0.1945 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9514   -0.9039    1.4570 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5419    1.5619    1.0023 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5556    1.9424   -0.2638 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4906    0.3439   -2.2808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9386   -0.9812   -1.2345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4869    0.3333   -1.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6514   -0.7700    0.7108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6826    0.4082   -2.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4553    0.0471   -1.1661 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8513   -1.6820    0.9111 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8068   -0.3342    2.6535 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3469   -1.4704    1.9866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5677   -1.7590    0.2113 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6931    0.9548    1.7812 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6711    0.9023   -0.0131 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9024    1.1408    1.0059 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6475   -0.4366    1.8914 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4676   -0.0942   -1.1558 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3882   -1.6507   -0.3386 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5536   -1.4309   -1.3096 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7290   -1.4668    0.4455 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7884    1.0794    0.4809 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5840    1.1180   -1.2860 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6923   -0.2354   -1.5605 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9810    1.3673   -0.8298 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.8421   -1.0641   -0.4447 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  2  3
  9 10  1  0
 10 11  1  0
 10 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
  5 30  1  0
  6 31  1  0
  7 32  1  0
  8 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
9-Hydroxyoctadeca-10,12,15-trienoate	Generator
9-Hydroxy-10,12,15-octadecatrienoate	Generator
(10E,12Z,15Z)-9-OH-10,12,15-ODTA	MeSH
9-OH-10,12,15-ODTA	MeSH

Chemical Formula

C₁₈H₃₀O₃

Average Molecular Weight

294.435

Monoisotopic Molecular Weight

294.219494826

IUPAC Name

9-hydroxyoctadeca-10,12,15-trienoic acid

Traditional Name

9-hydroxyoctadeca-10,12,15-trienoic acid

CAS Registry Number

Not Available

SMILES

CCC=CCC=CC=CC(O)CCCCCCCC(O)=O

InChI Identifier

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

InChI Key

RIGGEAZDTKMXSI-UHFFFAOYSA-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

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.31	ALOGPS
logP	4.83	ChemAxon
logS	-4.6	ALOGPS
pKa (Strongest Acidic)	4.68	ChemAxon
pKa (Strongest Basic)	-1.6	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	36.78 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	169.957	30932474
DeepCCS	[M-H]-	166.997	30932474
DeepCCS	[M-2H]-	202.781	30932474
DeepCCS	[M+Na]+	178.677	30932474
AllCCS	[M+H]+	179.4	32859911
AllCCS	[M+H-H2O]+	176.3	32859911
AllCCS	[M+NH4]+	182.2	32859911
AllCCS	[M+Na]+	183.0	32859911
AllCCS	[M-H]-	178.7	32859911
AllCCS	[M+Na-2H]-	180.2	32859911
AllCCS	[M+HCOO]-	181.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
9(S)-HOTrE	CCC=CCC=CC=CC(O)CCCCCCCC(O)=O	3929.4	Standard polar	33892256
9(S)-HOTrE	CCC=CCC=CC=CC(O)CCCCCCCC(O)=O	2284.6	Standard non polar	33892256
9(S)-HOTrE	CCC=CCC=CC=CC(O)CCCCCCCC(O)=O	2402.0	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 - 9(S)-HOTrE GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fi3-3950000000-8a156f6aacc3fef03a47	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9(S)-HOTrE GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9(S)-HOTrE GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9(S)-HOTrE GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9(S)-HOTrE GC-MS (TMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9(S)-HOTrE GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9(S)-HOTrE GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9(S)-HOTrE GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 9(S)-HOTrE 6V, Negative-QTOF	splash10-0006-0290000000-945ee339d90b94210a80	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9(S)-HOTrE 10V, Positive-QTOF	splash10-056r-1390000000-44fa9825892b498332ff	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9(S)-HOTrE 20V, Positive-QTOF	splash10-053r-6920000000-795d5ec054d8e50ac736	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9(S)-HOTrE 40V, Positive-QTOF	splash10-05ru-9200000000-cec78684db63d3cd1741	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9(S)-HOTrE 10V, Negative-QTOF	splash10-0006-0090000000-c394151db56c45114e15	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9(S)-HOTrE 20V, Negative-QTOF	splash10-002f-0190000000-9f84e05fa49f447e1265	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9(S)-HOTrE 40V, Negative-QTOF	splash10-0a6u-8940000000-2becc40f3081dee12c5b	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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 but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

21237642

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

53394275

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 9(S)-HOTrE (HMDB0247705)

MOL for HMDB0247705 (9(S)-HOTrE)

3D MOL for HMDB0247705 (9(S)-HOTrE)

3D SDF for HMDB0247705 (9(S)-HOTrE)

3D-SDF for HMDB0247705 (9(S)-HOTrE)

PDB for HMDB0247705 (9(S)-HOTrE)

3D PDB for HMDB0247705 (9(S)-HOTrE)

SMILES for HMDB0247705 (9(S)-HOTrE)

INCHI for HMDB0247705 (9(S)-HOTrE)

Structure for HMDB0247705 (9(S)-HOTrE)

3D Structure for HMDB0247705 (9(S)-HOTrE)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra