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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2008-09-15 09:55:17 UTC

Update Date

2021-09-14 15:48:06 UTC

HMDB ID

HMDB0010221

Secondary Accession Numbers

HMDB10221

Metabolite Identification

Common Name

9,10-DiHODE

Description

9,10-DiHODE, also known as a-9,10-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, 9,10-dihode is considered to be an octadecanoid. Based on a literature review very few articles have been published on 9,10-DiHODE.

Structure

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

HMDB0010221
     RDKit          3D
9,10-DiHODE
 54 53  0  0  0  0  0  0  0  0999 V2000
   -6.4901    2.6161    1.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1710    2.1198    0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0139    2.8198   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8946    2.2399   -0.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6757    0.7825   -0.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5062    0.4803    0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4681   -0.1679    0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3371   -0.6450   -1.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2100   -2.1474   -1.5018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0930   -2.4562   -2.8782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0694   -2.7279   -0.7391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1602   -2.4980    0.6237 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2917   -2.1715   -1.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3119   -2.8746   -0.3047 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7181   -2.4220   -0.6270 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8900   -0.9295   -0.4115 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6216   -0.5180    0.9923 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7942    0.9693    1.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1751    1.4001    0.7889 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2577    2.8936    0.9733 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3531    3.4522    0.7290 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1741    3.6199    1.3937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0387    3.5798    1.8470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1130    1.8830    2.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5334    2.8315    2.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2342    1.0523    0.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0673    2.5159   -0.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0261    3.9209   -0.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0663    2.8150   -0.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6318    0.3495   -1.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5262    0.2393    0.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5071    0.8041    1.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6312   -0.3355    0.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2993   -0.2610   -1.6891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9963   -0.2100   -2.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1396   -2.6187   -1.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5226   -3.3470   -3.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0145   -3.8335   -0.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6308   -3.2313    1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3406   -1.0965   -0.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4869   -2.3171   -2.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0227   -2.7196    0.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2714   -3.9616   -0.5296 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4786   -2.9584   -0.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8793   -2.6049   -1.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3509   -0.3092   -1.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9900   -0.7563   -0.6073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5963   -0.7582    1.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3063   -0.9989    1.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4781    1.2975    2.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1015    1.4427    0.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3792    1.1755   -0.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9126    0.8640    1.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8567    3.7114    2.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 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
  5 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 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 02241200332D          

 22 21  0  0  0  0            999 V2000
   17.6020  -16.8285    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6020  -16.0035    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3165  -15.5909    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.3165  -14.7659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6020  -14.3534    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.8862  -13.5284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.6020  -13.5284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6006  -13.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1717  -13.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8875  -13.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3151  -13.5284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4572  -13.5284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1730  -13.5284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0296  -13.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7427  -13.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4585  -13.1160    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7441  -13.5284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0282  -13.5284    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4585  -12.2909    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.7441  -14.3534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.0282  -14.3534    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3138  -13.1160    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  6  9  1  0  0  0  0
  7 10  2  0  0  0  0
  8 11  1  0  0  0  0
  9 12  1  0  0  0  0
 10 13  1  0  0  0  0
 11 14  1  0  0  0  0
 12 15  1  0  0  0  0
 13 16  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>
HMDB0010221

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H32O4/c1-2-3-4-5-7-10-13-16(19)17(20)14-11-8-6-9-12-15-18(21)22/h3-4,7,10,16-17,19-20H,2,5-6,8-9,11-15H2,1H3,(H,21,22)/b4-3-,10-7-

> <INCHI_KEY>
QRHSEDZBZMZPOA-ZJSQCTGTSA-N

> <FORMULA>
C18H32O4

> <MOLECULAR_WEIGHT>
312.4443

> <EXACT_MASS>
312.230059512

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
37.6467127600122

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(12Z,15Z)-9,10-dihydroxyoctadeca-12,15-dienoic acid

> <ALOGPS_LOGP>
4.88

> <JCHEM_LOGP>
3.9602546603333324

> <ALOGPS_LOGS>
-3.79

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.874410270233149

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.615325350926157

> <JCHEM_PKA_STRONGEST_BASIC>
-3.148519701913454

> <JCHEM_POLAR_SURFACE_AREA>
77.75999999999999

> <JCHEM_REFRACTIVITY>
91.54979999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.10e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9,10-DiHODE

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0010221
     RDKit          3D
9,10-DiHODE
 54 53  0  0  0  0  0  0  0  0999 V2000
   -6.4901    2.6161    1.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1710    2.1198    0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0139    2.8198   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8946    2.2399   -0.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6757    0.7825   -0.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5062    0.4803    0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4681   -0.1679    0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3371   -0.6450   -1.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2100   -2.1474   -1.5018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0930   -2.4562   -2.8782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0694   -2.7279   -0.7391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1602   -2.4980    0.6237 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2917   -2.1715   -1.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3119   -2.8746   -0.3047 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7181   -2.4220   -0.6270 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8900   -0.9295   -0.4115 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6216   -0.5180    0.9923 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7942    0.9693    1.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1751    1.4001    0.7889 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2577    2.8936    0.9733 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3531    3.4522    0.7290 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1741    3.6199    1.3937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0387    3.5798    1.8470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1130    1.8830    2.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5334    2.8315    2.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2342    1.0523    0.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0673    2.5159   -0.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0261    3.9209   -0.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0663    2.8150   -0.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6318    0.3495   -1.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5262    0.2393    0.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5071    0.8041    1.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6312   -0.3355    0.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2993   -0.2610   -1.6891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9963   -0.2100   -2.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1396   -2.6187   -1.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5226   -3.3470   -3.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0145   -3.8335   -0.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6308   -3.2313    1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3406   -1.0965   -0.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4869   -2.3171   -2.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0227   -2.7196    0.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2714   -3.9616   -0.5296 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4786   -2.9584   -0.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8793   -2.6049   -1.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3509   -0.3092   -1.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9900   -0.7563   -0.6073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5963   -0.7582    1.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3063   -0.9989    1.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4781    1.2975    2.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1015    1.4427    0.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3792    1.1755   -0.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9126    0.8640    1.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8567    3.7114    2.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 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
  5 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 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      32.857 -31.413   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      32.857 -29.873   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      34.191 -29.103   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      34.191 -27.563   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      32.857 -26.793   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      22.188 -25.253   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      32.857 -25.253   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      23.521 -24.483   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      20.854 -24.483   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      31.523 -24.483   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      24.855 -25.253   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      19.520 -25.253   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      30.190 -25.253   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      26.189 -24.483   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      18.186 -24.483   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      28.856 -24.483   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      27.522 -25.253   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.853 -25.253   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      28.856 -22.943   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      27.522 -26.793   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      16.853 -26.793   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      15.519 -24.483   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    7                                                       
CONECT    6    8    9                                                       
CONECT    7    5   10                                                       
CONECT    8    6   11                                                       
CONECT    9    6   12                                                       
CONECT   10    7   13                                                       
CONECT   11    8   14                                                       
CONECT   12    9   15                                                       
CONECT   13   10   16                                                       
CONECT   14   11   17                                                       
CONECT   15   12   18                                                       
CONECT   16   13   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    HMDB0010221
HETATM    1  C1  UNL     1      -6.490   2.616   1.877  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.171   2.120   0.456  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.014   2.820  -0.104  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.895   2.240  -0.478  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.676   0.782  -0.371  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.506   0.480   0.496  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.468  -0.168   0.021  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.337  -0.645  -1.343  1.00  0.00           C  
HETATM    9  C9  UNL     1      -1.210  -2.147  -1.502  1.00  0.00           C  
HETATM   10  O1  UNL     1      -1.093  -2.456  -2.878  1.00  0.00           O  
HETATM   11  C10 UNL     1      -0.069  -2.728  -0.739  1.00  0.00           C  
HETATM   12  O2  UNL     1      -0.160  -2.498   0.624  1.00  0.00           O  
HETATM   13  C11 UNL     1       1.292  -2.172  -1.178  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.312  -2.875  -0.305  1.00  0.00           C  
HETATM   15  C13 UNL     1       3.718  -2.422  -0.627  1.00  0.00           C  
HETATM   16  C14 UNL     1       3.890  -0.930  -0.411  1.00  0.00           C  
HETATM   17  C15 UNL     1       3.622  -0.518   0.992  1.00  0.00           C  
HETATM   18  C16 UNL     1       3.794   0.969   1.135  1.00  0.00           C  
HETATM   19  C17 UNL     1       5.175   1.400   0.789  1.00  0.00           C  
HETATM   20  C18 UNL     1       5.258   2.894   0.973  1.00  0.00           C  
HETATM   21  O3  UNL     1       6.353   3.452   0.729  1.00  0.00           O  
HETATM   22  O4  UNL     1       4.174   3.620   1.394  1.00  0.00           O  
HETATM   23  H1  UNL     1      -7.039   3.580   1.847  1.00  0.00           H  
HETATM   24  H2  UNL     1      -7.113   1.883   2.399  1.00  0.00           H  
HETATM   25  H3  UNL     1      -5.533   2.832   2.421  1.00  0.00           H  
HETATM   26  H4  UNL     1      -6.234   1.052   0.344  1.00  0.00           H  
HETATM   27  H5  UNL     1      -7.067   2.516  -0.141  1.00  0.00           H  
HETATM   28  H6  UNL     1      -5.026   3.921  -0.246  1.00  0.00           H  
HETATM   29  H7  UNL     1      -3.066   2.815  -0.890  1.00  0.00           H  
HETATM   30  H8  UNL     1      -3.632   0.350  -1.379  1.00  0.00           H  
HETATM   31  H9  UNL     1      -4.526   0.239   0.121  1.00  0.00           H  
HETATM   32  H10 UNL     1      -2.507   0.804   1.558  1.00  0.00           H  
HETATM   33  H11 UNL     1      -0.631  -0.335   0.728  1.00  0.00           H  
HETATM   34  H12 UNL     1      -0.299  -0.261  -1.689  1.00  0.00           H  
HETATM   35  H13 UNL     1      -1.996  -0.210  -2.105  1.00  0.00           H  
HETATM   36  H14 UNL     1      -2.140  -2.619  -1.147  1.00  0.00           H  
HETATM   37  H15 UNL     1      -1.523  -3.347  -3.053  1.00  0.00           H  
HETATM   38  H16 UNL     1       0.014  -3.834  -0.887  1.00  0.00           H  
HETATM   39  H17 UNL     1      -0.631  -3.231   1.102  1.00  0.00           H  
HETATM   40  H18 UNL     1       1.341  -1.096  -0.869  1.00  0.00           H  
HETATM   41  H19 UNL     1       1.487  -2.317  -2.238  1.00  0.00           H  
HETATM   42  H20 UNL     1       2.023  -2.720   0.734  1.00  0.00           H  
HETATM   43  H21 UNL     1       2.271  -3.962  -0.530  1.00  0.00           H  
HETATM   44  H22 UNL     1       4.479  -2.958  -0.066  1.00  0.00           H  
HETATM   45  H23 UNL     1       3.879  -2.605  -1.710  1.00  0.00           H  
HETATM   46  H24 UNL     1       3.351  -0.309  -1.137  1.00  0.00           H  
HETATM   47  H25 UNL     1       4.990  -0.756  -0.607  1.00  0.00           H  
HETATM   48  H26 UNL     1       2.596  -0.758   1.342  1.00  0.00           H  
HETATM   49  H27 UNL     1       4.306  -0.999   1.720  1.00  0.00           H  
HETATM   50  H28 UNL     1       3.478   1.297   2.159  1.00  0.00           H  
HETATM   51  H29 UNL     1       3.102   1.443   0.383  1.00  0.00           H  
HETATM   52  H30 UNL     1       5.379   1.176  -0.279  1.00  0.00           H  
HETATM   53  H31 UNL     1       5.913   0.864   1.399  1.00  0.00           H  
HETATM   54  H32 UNL     1       3.857   3.711   2.331  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4    4   28
CONECT    4    5   29
CONECT    5    6   30   31
CONECT    6    7    7   32
CONECT    7    8   33
CONECT    8    9   34   35
CONECT    9   10   11   36
CONECT   10   37
CONECT   11   12   13   38
CONECT   12   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

HMDB0010221
     RDKit          3D
9,10-DiHODE
 54 53  0  0  0  0  0  0  0  0999 V2000
   -6.4901    2.6161    1.8773 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1710    2.1198    0.4563 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0139    2.8198   -0.1038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8946    2.2399   -0.4783 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6757    0.7825   -0.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5062    0.4803    0.4964 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4681   -0.1679    0.0210 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3371   -0.6450   -1.3428 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2100   -2.1474   -1.5018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0930   -2.4562   -2.8782 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0694   -2.7279   -0.7391 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1602   -2.4980    0.6237 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2917   -2.1715   -1.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3119   -2.8746   -0.3047 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7181   -2.4220   -0.6270 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8900   -0.9295   -0.4115 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6216   -0.5180    0.9923 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7942    0.9693    1.1352 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1751    1.4001    0.7889 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2577    2.8936    0.9733 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3531    3.4522    0.7290 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.1741    3.6199    1.3937 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0387    3.5798    1.8470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1130    1.8830    2.3993 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5334    2.8315    2.4209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2342    1.0523    0.3435 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0673    2.5159   -0.1405 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0261    3.9209   -0.2463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0663    2.8150   -0.8904 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6318    0.3495   -1.3795 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5262    0.2393    0.1209 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5071    0.8041    1.5576 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6312   -0.3355    0.7278 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2993   -0.2610   -1.6891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9963   -0.2100   -2.1050 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1396   -2.6187   -1.1468 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5226   -3.3470   -3.0534 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0145   -3.8335   -0.8867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6308   -3.2313    1.1018 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3406   -1.0965   -0.8686 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4869   -2.3171   -2.2378 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0227   -2.7196    0.7338 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2714   -3.9616   -0.5296 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4786   -2.9584   -0.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8793   -2.6049   -1.7100 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3509   -0.3092   -1.1367 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9900   -0.7563   -0.6073 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5963   -0.7582    1.3417 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3063   -0.9989    1.7205 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4781    1.2975    2.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1015    1.4427    0.3834 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3792    1.1755   -0.2795 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9126    0.8640    1.3989 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8567    3.7114    2.3309 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 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
  5 31  1  0
  6 32  1  0
  7 33  1  0
  8 34  1  0
  8 35  1  0
  9 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
(+/-)-9,10-dihydroxy-12Z,15Z-octadecadienoate	HMDB
(+/-)-9,10-dihydroxy-12Z,15Z-octadecadienoic acid	HMDB
9,10-Dihydroxy-12,15-octadecadienoate	HMDB
9,10-Dihydroxy-12,15-octadecadienoic acid	HMDB
9,10-Dihydroxy-12Z,15Z- octadecadienoate	HMDB
9,10-Dihydroxy-12Z,15Z- octadecadienoic acid	HMDB
a-9,10-DiHODE	HMDB
alpha-9,10-DiHODE	HMDB
Α-9,10-dihode	HMDB

Chemical Formula

C₁₈H₃₂O₄

Average Molecular Weight

312.4443

Monoisotopic Molecular Weight

312.230059512

IUPAC Name

(12Z,15Z)-9,10-dihydroxyoctadeca-12,15-dienoic acid

Traditional Name

9,10-DiHODE

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C18H32O4/c1-2-3-4-5-7-10-13-16(19)17(20)14-11-8-6-9-12-15-18(21)22/h3-4,7,10,16-17,19-20H,2,5-6,8-9,11-15H2,1H3,(H,21,22)/b4-3-,10-7-

InChI Key

QRHSEDZBZMZPOA-ZJSQCTGTSA-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 (LMFA02000045 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 18953024)

Cellular substructure

Membrane (HMDB: HMDB0010221)

Source

Endogenous

Endogenous (HMDB: HMDB0010221)

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	0.051 g/L	ALOGPS
logP	4.88	ALOGPS
logP	3.96	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	4.62	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	37.65 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]+	182.301	31661259
DarkChem	[M-H]-	179.243	31661259
DeepCCS	[M+H]+	179.28	30932474
DeepCCS	[M-H]-	176.922	30932474
DeepCCS	[M-2H]-	209.808	30932474
DeepCCS	[M+Na]+	185.373	30932474
AllCCS	[M+H]+	185.0	32859911
AllCCS	[M+H-H2O]+	182.2	32859911
AllCCS	[M+NH4]+	187.7	32859911
AllCCS	[M+Na]+	188.5	32859911
AllCCS	[M-H]-	182.1	32859911
AllCCS	[M+Na-2H]-	183.6	32859911
AllCCS	[M+HCOO]-	185.4	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.	8.11 minutes	32390414
Predicted by Siyang on May 30, 2022	15.1061 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.45 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	37.7 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2745.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	250.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	174.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	189.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	395.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	713.7 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)	103.2 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1377.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	547.6 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	1544.2 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	464.9 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	411.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	333.7 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	267.2 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	8.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
9,10-DiHODE	CC\C=C/C\C=C/CC(O)C(O)CCCCCCCC(O)=O	4023.3	Standard polar	33892256
9,10-DiHODE	CC\C=C/C\C=C/CC(O)C(O)CCCCCCCC(O)=O	2300.6	Standard non polar	33892256
9,10-DiHODE	CC\C=C/C\C=C/CC(O)C(O)CCCCCCCC(O)=O	2449.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
9,10-DiHODE,1TMS,isomer #1	CC/C=C\C/C=C\CC(O[Si](C)(C)C)C(O)CCCCCCCC(=O)O	2612.4	Semi standard non polar	33892256
9,10-DiHODE,1TMS,isomer #2	CC/C=C\C/C=C\CC(O)C(CCCCCCCC(=O)O)O[Si](C)(C)C	2597.7	Semi standard non polar	33892256
9,10-DiHODE,1TMS,isomer #3	CC/C=C\C/C=C\CC(O)C(O)CCCCCCCC(=O)O[Si](C)(C)C	2560.2	Semi standard non polar	33892256
9,10-DiHODE,2TMS,isomer #1	CC/C=C\C/C=C\CC(O[Si](C)(C)C)C(CCCCCCCC(=O)O)O[Si](C)(C)C	2617.1	Semi standard non polar	33892256
9,10-DiHODE,2TMS,isomer #2	CC/C=C\C/C=C\CC(O[Si](C)(C)C)C(O)CCCCCCCC(=O)O[Si](C)(C)C	2576.8	Semi standard non polar	33892256
9,10-DiHODE,2TMS,isomer #3	CC/C=C\C/C=C\CC(O)C(CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2564.0	Semi standard non polar	33892256
9,10-DiHODE,3TMS,isomer #1	CC/C=C\C/C=C\CC(O[Si](C)(C)C)C(CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2561.4	Semi standard non polar	33892256
9,10-DiHODE,1TBDMS,isomer #1	CC/C=C\C/C=C\CC(O[Si](C)(C)C(C)(C)C)C(O)CCCCCCCC(=O)O	2868.8	Semi standard non polar	33892256
9,10-DiHODE,1TBDMS,isomer #2	CC/C=C\C/C=C\CC(O)C(CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	2853.5	Semi standard non polar	33892256
9,10-DiHODE,1TBDMS,isomer #3	CC/C=C\C/C=C\CC(O)C(O)CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2800.9	Semi standard non polar	33892256
9,10-DiHODE,2TBDMS,isomer #1	CC/C=C\C/C=C\CC(O[Si](C)(C)C(C)(C)C)C(CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3064.0	Semi standard non polar	33892256
9,10-DiHODE,2TBDMS,isomer #2	CC/C=C\C/C=C\CC(O[Si](C)(C)C(C)(C)C)C(O)CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3045.6	Semi standard non polar	33892256
9,10-DiHODE,2TBDMS,isomer #3	CC/C=C\C/C=C\CC(O)C(CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3028.5	Semi standard non polar	33892256
9,10-DiHODE,3TBDMS,isomer #1	CC/C=C\C/C=C\CC(O[Si](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	3249.8	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 - 9,10-DiHODE GC-MS (Non-derivatized) - 70eV, Positive	splash10-00du-3930000000-c261fd61880411f0c85b	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9,10-DiHODE GC-MS (3 TMS) - 70eV, Positive	splash10-03g0-9324330000-9e1aa8b236a6c2e73aa7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9,10-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 - 9,10-DiHODE 10V, Positive-QTOF	splash10-0002-0192000000-bc04868e56e60e1f4018	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10-DiHODE 20V, Positive-QTOF	splash10-054k-8950000000-b0e3d27f49655c46d90d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10-DiHODE 40V, Positive-QTOF	splash10-0kv4-9200000000-9abe4a157394e25b472f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10-DiHODE 10V, Negative-QTOF	splash10-03di-0059000000-f694928c4183a5f33b78	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10-DiHODE 20V, Negative-QTOF	splash10-06rf-0952000000-0b2b612d68992cdbb8d9	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10-DiHODE 40V, Negative-QTOF	splash10-0a4i-6900000000-43602fb5dc906b588e8b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10-DiHODE 10V, Positive-QTOF	splash10-002b-1492000000-551ef2c7ad42f5cbd450	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10-DiHODE 20V, Positive-QTOF	splash10-0a7m-8920000000-1004c46c48f1165f9fb3	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10-DiHODE 40V, Positive-QTOF	splash10-05o3-9200000000-e3f5de349b759df2cd0e	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10-DiHODE 10V, Negative-QTOF	splash10-03di-0019000000-6211030781eb82c356f5	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10-DiHODE 20V, Negative-QTOF	splash10-03dl-0956000000-8829fe018f3ba378c6b2	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10-DiHODE 40V, Negative-QTOF	splash10-056v-6910000000-a1bf426e8900b7993c40	2021-09-25	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	0.00236 +/- 0.000150 uM	Adult (>18 years old)	Not Specified	Normal	18953024	details
Blood	Detected and Quantified	0.00236 +/- 0.00015 uM	Adult (>18 years old)	Both	Normal	21359215	details
Blood	Detected and Quantified	0.000114 +/- 0.000085 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

FDB027374

KNApSAcK ID

Not Available

Chemspider ID

17220749

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

16061066

PDB ID

Not Available

ChEBI ID

88440

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

Oliw EH: Oxygenation of linolenic and linoleic acid to novel vicinal dihydroxy acids by hepatic microsomes of the rabbit. Biochem Biophys Res Commun. 1983 Mar 16;111(2):644-51. [PubMed:6301473 ]

Showing metabocard for 9,10-DiHODE (HMDB0010221)

MOL for HMDB0010221 (9,10-DiHODE)

3D MOL for HMDB0010221 (9,10-DiHODE)

3D SDF for HMDB0010221 (9,10-DiHODE)

3D-SDF for HMDB0010221 (9,10-DiHODE)

PDB for HMDB0010221 (9,10-DiHODE)

3D PDB for HMDB0010221 (9,10-DiHODE)

SMILES for HMDB0010221 (9,10-DiHODE)

INCHI for HMDB0010221 (9,10-DiHODE)

Structure for HMDB0010221 (9,10-DiHODE)

3D Structure for HMDB0010221 (9,10-DiHODE)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra