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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-23 05:21:54 UTC

Update Date

2022-03-07 03:17:57 UTC

HMDB ID

HMDB0062652

Secondary Accession Numbers

HMDB62652

Metabolite Identification

Common Name

(10E,12Z)-9-HODE

Description

(10E,12Z)-9-HODE, also known as 9-Hydroxy-10E,12Z-octadecadienoic acid or 9-Hydroxylinoleic acid, is classified as a lineolic acid or a Lineolic acid derivative. Lineolic acids 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. (10E,12Z)-9-HODE is considered to be practically insoluble (in water) and acidic. (10E,12Z)-9-HODE is an octadecanoid lipid molecule

Structure

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

HMDB0062652
     RDKit          3D
(10E,12Z)-9-HODE
 53 52  0  0  0  0  0  0  0  0999 V2000
    6.9212    0.1734   -0.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7421   -0.7983   -0.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3424   -1.2060    1.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9132   -0.1623    2.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7078    0.6421    1.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6988    1.4323    0.5917 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8449    1.3071   -0.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7885    0.3391   -0.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9172    0.1968   -1.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1373   -0.8599   -1.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3499   -2.0441   -0.7559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1753   -0.2357   -0.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6524    1.0105   -1.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6676    1.7688   -0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8739    0.8813    0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4868    0.3860   -1.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6654   -0.4928   -1.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8713    0.0845   -0.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7191    0.5147    0.9238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1365    1.6590    1.3077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1185   -0.2989    1.8671 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4744    0.1422    0.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5539   -0.0735   -1.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5133    1.1971   -0.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1215   -1.7495   -0.6977 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9777   -0.4298   -0.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2562   -1.6981    1.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6289   -2.0569    1.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7020   -0.6794    3.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8023    0.4716    2.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7564    0.0694    1.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6331    1.3845    2.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4622    2.2164    0.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9221    1.9622   -1.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6594   -0.3357    0.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0105    0.8432   -2.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5598   -1.0329   -2.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4689   -2.0448    0.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9534   -0.9817   -0.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6823   -0.0180    0.6596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9556    0.7179   -2.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7135    1.6548   -1.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2116    2.1418    0.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9888    2.6582   -0.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5678    1.5314    0.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5255    0.0303    0.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7298   -0.1885   -1.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7478    1.2521   -1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3753   -1.4336   -0.4925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9800   -0.9437   -2.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6882   -0.7005   -0.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2309    0.9432   -1.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7545   -0.7414    2.5404 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
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  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
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 21 53  1  0
M  END

      
  Mrv1652311101716532D          

 25 24  0  0  0  0            999 V2000
    2.8065    5.7454    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5210    5.3329    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    5.7454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    6.5704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    6.9829    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    7.8079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6644    8.2204    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5210    4.5079    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8065    4.0953    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    4.0953    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    4.5079    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    3.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5210    2.8578    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.0328    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6644    3.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8078    2.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5223    3.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    3.2703    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6657    2.8578    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2703    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6657    2.0328    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  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  2  8  2  0  0  0  0
  8  9  1  0  0  0  0
  8 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  2  0  0  0  0
 12 13  1  0  0  0  0
 12 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
 21 22  1  0  0  0  0
 22 23  1  0  0  0  0
 23 24  1  0  0  0  0
 23 25  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062652

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]\C(CCCCC)=C(/[H])\C(\[H])=C(/[H])C(O)CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H32O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h6,8,11,14,17,19H,2-5,7,9-10,12-13,15-16H2,1H3,(H,20,21)/b8-6-,14-11+

> <INCHI_KEY>
NPDSHTNEKLQQIJ-ZJHFMPGASA-N

> <FORMULA>
C18H32O3

> <MOLECULAR_WEIGHT>
296.451

> <EXACT_MASS>
296.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
53

> <JCHEM_AVERAGE_POLARIZABILITY>
37.42721081023866

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(10E,12Z)-9-hydroxyoctadeca-10,12-dienoic acid

> <ALOGPS_LOGP>
5.88

> <JCHEM_LOGP>
5.191065727333333

> <ALOGPS_LOGS>
-4.96

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.795677864657474

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.676745528848431

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5759708475080179

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
90.03429999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.22e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(10E,12Z)-9-hydroxyoctadeca-10,12-dienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062652
     RDKit          3D
(10E,12Z)-9-HODE
 53 52  0  0  0  0  0  0  0  0999 V2000
    6.9212    0.1734   -0.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7421   -0.7983   -0.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3424   -1.2060    1.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9132   -0.1623    2.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7078    0.6421    1.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6988    1.4323    0.5917 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8449    1.3071   -0.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7885    0.3391   -0.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9172    0.1968   -1.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1373   -0.8599   -1.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3499   -2.0441   -0.7559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1753   -0.2357   -0.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6524    1.0105   -1.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6676    1.7688   -0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8739    0.8813    0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4868    0.3860   -1.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6654   -0.4928   -1.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8713    0.0845   -0.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7191    0.5147    0.9238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1365    1.6590    1.3077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1185   -0.2989    1.8671 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4744    0.1422    0.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5539   -0.0735   -1.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5133    1.1971   -0.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1215   -1.7495   -0.6977 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9777   -0.4298   -0.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2562   -1.6981    1.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6289   -2.0569    1.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7020   -0.6794    3.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8023    0.4716    2.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7564    0.0694    1.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6331    1.3845    2.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4622    2.2164    0.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9221    1.9622   -1.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6594   -0.3357    0.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0105    0.8432   -2.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5598   -1.0329   -2.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4689   -2.0448    0.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9534   -0.9817   -0.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6823   -0.0180    0.6596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9556    0.7179   -2.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7135    1.6548   -1.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2116    2.1418    0.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9888    2.6582   -0.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5678    1.5314    0.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5255    0.0303    0.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7298   -0.1885   -1.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7478    1.2521   -1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3753   -1.4336   -0.4925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9800   -0.9437   -2.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6882   -0.7005   -0.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2309    0.9432   -1.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7545   -0.7414    2.5404 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
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  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
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 21 53  1  0
M  END

HEADER    PROTEIN                                 10-NOV-17   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-NOV-17         0                                  
HETATM    1  H   UNK     0       5.239  10.725   0.000  0.00  0.00           H+0
HETATM    2  C   UNK     0       6.573   9.955   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       7.906  10.725   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       7.906  12.265   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.240  13.035   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       9.240  14.575   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.574  15.345   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.573   8.415   0.000  0.00  0.00           C+0
HETATM    9  H   UNK     0       5.239   7.645   0.000  0.00  0.00           H+0
HETATM   10  C   UNK     0       7.906   7.645   0.000  0.00  0.00           C+0
HETATM   11  H   UNK     0       9.240   8.415   0.000  0.00  0.00           H+0
HETATM   12  C   UNK     0       7.906   6.105   0.000  0.00  0.00           C+0
HETATM   13  H   UNK     0       6.573   5.335   0.000  0.00  0.00           H+0
HETATM   14  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       9.240   3.795   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      11.907   5.335   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      15.908   6.105   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   24  O   UNK     0      21.243   6.105   0.000  0.00  0.00           O+0
HETATM   25  O   UNK     0      19.909   3.795   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3    8                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6                                                            
CONECT    8    2    9   10                                                  
CONECT    9    8                                                            
CONECT   10    8   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22                                                       
CONECT   22   21   23                                                       
CONECT   23   22   24   25                                                  
CONECT   24   23                                                            
CONECT   25   23                                                            
MASTER        0    0    0    0    0    0    0    0   25    0   48    0
END

COMPND    HMDB0062652
HETATM    1  C1  UNL     1       6.921   0.173  -0.183  1.00  0.00           C  
HETATM    2  C2  UNL     1       5.742  -0.798  -0.197  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.342  -1.206   1.173  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.913  -0.162   2.114  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.708   0.642   1.808  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.699   1.432   0.592  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.845   1.307  -0.401  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.789   0.339  -0.398  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.917   0.197  -1.383  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.137  -0.860  -1.244  1.00  0.00           C  
HETATM   11  O1  UNL     1       0.350  -2.044  -0.756  1.00  0.00           O  
HETATM   12  C11 UNL     1      -1.175  -0.236  -0.302  1.00  0.00           C  
HETATM   13  C12 UNL     1      -1.652   1.010  -1.011  1.00  0.00           C  
HETATM   14  C13 UNL     1      -2.668   1.769  -0.238  1.00  0.00           C  
HETATM   15  C14 UNL     1      -3.874   0.881   0.043  1.00  0.00           C  
HETATM   16  C15 UNL     1      -4.487   0.386  -1.214  1.00  0.00           C  
HETATM   17  C16 UNL     1      -5.665  -0.493  -1.085  1.00  0.00           C  
HETATM   18  C17 UNL     1      -6.871   0.085  -0.453  1.00  0.00           C  
HETATM   19  C18 UNL     1      -6.719   0.515   0.924  1.00  0.00           C  
HETATM   20  O2  UNL     1      -7.137   1.659   1.308  1.00  0.00           O  
HETATM   21  O3  UNL     1      -6.118  -0.299   1.867  1.00  0.00           O  
HETATM   22  H1  UNL     1       7.474   0.142   0.772  1.00  0.00           H  
HETATM   23  H2  UNL     1       7.554  -0.073  -1.058  1.00  0.00           H  
HETATM   24  H3  UNL     1       6.513   1.197  -0.400  1.00  0.00           H  
HETATM   25  H4  UNL     1       6.122  -1.750  -0.698  1.00  0.00           H  
HETATM   26  H5  UNL     1       4.978  -0.430  -0.868  1.00  0.00           H  
HETATM   27  H6  UNL     1       6.256  -1.698   1.630  1.00  0.00           H  
HETATM   28  H7  UNL     1       4.629  -2.057   1.068  1.00  0.00           H  
HETATM   29  H8  UNL     1       4.702  -0.679   3.104  1.00  0.00           H  
HETATM   30  H9  UNL     1       5.802   0.472   2.356  1.00  0.00           H  
HETATM   31  H10 UNL     1       2.756   0.069   1.940  1.00  0.00           H  
HETATM   32  H11 UNL     1       3.633   1.384   2.692  1.00  0.00           H  
HETATM   33  H12 UNL     1       4.462   2.216   0.459  1.00  0.00           H  
HETATM   34  H13 UNL     1       2.922   1.962  -1.282  1.00  0.00           H  
HETATM   35  H14 UNL     1       1.659  -0.336   0.432  1.00  0.00           H  
HETATM   36  H15 UNL     1       1.011   0.843  -2.232  1.00  0.00           H  
HETATM   37  H16 UNL     1      -0.560  -1.033  -2.249  1.00  0.00           H  
HETATM   38  H17 UNL     1       0.469  -2.045   0.230  1.00  0.00           H  
HETATM   39  H18 UNL     1      -1.953  -0.982  -0.142  1.00  0.00           H  
HETATM   40  H19 UNL     1      -0.682  -0.018   0.660  1.00  0.00           H  
HETATM   41  H20 UNL     1      -1.956   0.718  -2.036  1.00  0.00           H  
HETATM   42  H21 UNL     1      -0.713   1.655  -1.107  1.00  0.00           H  
HETATM   43  H22 UNL     1      -2.212   2.142   0.700  1.00  0.00           H  
HETATM   44  H23 UNL     1      -2.989   2.658  -0.804  1.00  0.00           H  
HETATM   45  H24 UNL     1      -4.568   1.531   0.614  1.00  0.00           H  
HETATM   46  H25 UNL     1      -3.526   0.030   0.673  1.00  0.00           H  
HETATM   47  H26 UNL     1      -3.730  -0.189  -1.838  1.00  0.00           H  
HETATM   48  H27 UNL     1      -4.748   1.252  -1.888  1.00  0.00           H  
HETATM   49  H28 UNL     1      -5.375  -1.434  -0.493  1.00  0.00           H  
HETATM   50  H29 UNL     1      -5.980  -0.944  -2.070  1.00  0.00           H  
HETATM   51  H30 UNL     1      -7.688  -0.700  -0.563  1.00  0.00           H  
HETATM   52  H31 UNL     1      -7.231   0.943  -1.104  1.00  0.00           H  
HETATM   53  H32 UNL     1      -6.755  -0.741   2.540  1.00  0.00           H  
CONECT    1    2   22   23   24
CONECT    2    3   25   26
CONECT    3    4   27   28
CONECT    4    5   29   30
CONECT    5    6   31   32
CONECT    6    7    7   33
CONECT    7    8   34
CONECT    8    9    9   35
CONECT    9   10   36
CONECT   10   11   12   37
CONECT   11   38
CONECT   12   13   39   40
CONECT   13   14   41   42
CONECT   14   15   43   44
CONECT   15   16   45   46
CONECT   16   17   47   48
CONECT   17   18   49   50
CONECT   18   19   51   52
CONECT   19   20   20   21
CONECT   21   53
END

HMDB0062652
     RDKit          3D
(10E,12Z)-9-HODE
 53 52  0  0  0  0  0  0  0  0999 V2000
    6.9212    0.1734   -0.1830 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7421   -0.7983   -0.1975 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3424   -1.2060    1.1730 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9132   -0.1623    2.1142 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7078    0.6421    1.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.6988    1.4323    0.5917 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8449    1.3071   -0.4008 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7885    0.3391   -0.3981 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9172    0.1968   -1.3835 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1373   -0.8599   -1.2440 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3499   -2.0441   -0.7559 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1753   -0.2357   -0.3024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6524    1.0105   -1.0115 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6676    1.7688   -0.2381 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8739    0.8813    0.0432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4868    0.3860   -1.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6654   -0.4928   -1.0854 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8713    0.0845   -0.4530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7191    0.5147    0.9238 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1365    1.6590    1.3077 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1185   -0.2989    1.8671 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4744    0.1422    0.7719 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.5539   -0.0735   -1.0584 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5133    1.1971   -0.4000 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1215   -1.7495   -0.6977 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9777   -0.4298   -0.8676 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2562   -1.6981    1.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6289   -2.0569    1.0679 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7020   -0.6794    3.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8023    0.4716    2.3562 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7564    0.0694    1.9404 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6331    1.3845    2.6923 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4622    2.2164    0.4586 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9221    1.9622   -1.2824 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6594   -0.3357    0.4325 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0105    0.8432   -2.2323 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5598   -1.0329   -2.2488 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4689   -2.0448    0.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9534   -0.9817   -0.1423 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6823   -0.0180    0.6596 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9556    0.7179   -2.0356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7135    1.6548   -1.1073 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2116    2.1418    0.7002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9888    2.6582   -0.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5678    1.5314    0.6138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5255    0.0303    0.6733 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7298   -0.1885   -1.8378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7478    1.2521   -1.8880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3753   -1.4336   -0.4925 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9800   -0.9437   -2.0699 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6882   -0.7005   -0.5633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2309    0.9432   -1.1035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7545   -0.7414    2.5404 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
  4  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  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
  3 28  1  0
  4 29  1  0
  4 30  1  0
  5 31  1  0
  5 32  1  0
  6 33  1  0
  7 34  1  0
  8 35  1  0
  9 36  1  0
 10 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 17 49  1  0
 17 50  1  0
 18 51  1  0
 18 52  1  0
 21 53  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(10E,12Z)-9-HODE	ChEBI
9-Hydroxy-10E,12Z-octadecadienoic acid	ChEBI
9-Hydroxy-trans-10,cis-12-octadecadienoic acid	ChEBI
9-Hydroxy-10E,12Z-octadecadienoate	Generator
9-Hydroxy-trans-10,cis-12-octadecadienoate	Generator
9-Hydroxylinoleic acid	MeSH
9-Hydroxy-10,12-octadecadienoic acid, (S-(e,Z))-isomer	MeSH
Dimorphecolic acid	MeSH
9-Hydroxy-10,12-octadecadienoic acid, (e,Z)-(+-)-isomer	MeSH
9-Hydroxy-10,12-octadecadienoic acid, (e,e)-(+-)-isomer	MeSH
9-OH-18:2DElta(10t,12t)	MeSH
9-Hydroxy-10,12-octadecadienoic acid	MeSH
9-Hydroxy-10,12-octadecadienoic acid, (e,e)-isomer	MeSH
9-Hydroxy-10,12-octadecadienoic acid, (R-(e,Z))-isomer	MeSH
9-Hydroxy-10,12-octadecadienoic acid, (e,Z)-isomer	MeSH
(10E,12Z)-9-hydroxy-10,12-octadecadienoic acid	SMPDB, HMDB
9-hydroxy-10E,12Z-octadecadienoic acid	SMPDB, HMDB, ChEBI
9-hydroxy-(10E,12Z)-octadeca-10,12-dienoic acid	SMPDB, HMDB
9-hydroxy-10(E),12(Z)-octadecadienoic acid	SMPDB, HMDB
9-hydroxy-10-trans-12-cis-octadecadienoic acid	SMPDB, HMDB
9-hydroxy-trans-10-cis-12-octadecadienoic acid	SMPDB, HMDB
9-hydroxyoctadeca-10,12-dienoic acid	SMPDB, HMDB
9-(E,Z)-HODE	SMPDB, HMDB
9-HODE	SMPDB, HMDB
9-hydroxylinoleic acid	SMPDB, HMDB, MeSH
(10E,12Z)-9-HODE	SMPDB, HMDB, ChEBI

Chemical Formula

C₁₈H₃₂O₃

Average Molecular Weight

296.451

Monoisotopic Molecular Weight

296.23514489

IUPAC Name

(10E,12Z)-9-hydroxyoctadeca-10,12-dienoic acid

Traditional Name

(10E,12Z)-9-hydroxyoctadeca-10,12-dienoic acid

CAS Registry Number

98524-19-7

SMILES

[H]\C(CCCCC)=C(/[H])\C(\[H])=C(/[H])C(O)CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H32O3/c1-2-3-4-5-6-8-11-14-17(19)15-12-9-7-10-13-16-18(20)21/h6,8,11,14,17,19H,2-5,7,9-10,12-13,15-16H2,1H3,(H,20,21)/b8-6-,14-11+

InChI Key

NPDSHTNEKLQQIJ-ZJHFMPGASA-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

HODE (CHEBI:72651 )
Other Octadecanoids (LMFA02000151 )

Ontology

Not Available

Exogenous (HMDB: HMDB0062652)

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	0.0032 g/l	ALOGPS
LogP	5.88	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.88	ALOGPS
logP	5.19	ChemAxon
logS	-5	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	14	ChemAxon
Refractivity	90.03 m³·mol⁻¹	ChemAxon
Polarizability	37.43 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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]+	181.169	31661259
DarkChem	[M-H]-	179.745	31661259
DeepCCS	[M+H]+	194.944	30932474
DeepCCS	[M-H]-	192.586	30932474
DeepCCS	[M-2H]-	226.359	30932474
DeepCCS	[M+Na]+	201.588	30932474
AllCCS	[M+H]+	181.2	32859911
AllCCS	[M+H-H2O]+	178.2	32859911
AllCCS	[M+NH4]+	183.9	32859911
AllCCS	[M+Na]+	184.7	32859911
AllCCS	[M-H]-	180.0	32859911
AllCCS	[M+Na-2H]-	181.5	32859911
AllCCS	[M+HCOO]-	183.3	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 √ó 2.1 mm; 1.7 Œºmparticle diameter). Predicted by Afia on May 17, 2022.	9.1 minutes	32390414
Predicted by Siyang on May 30, 2022	19.7736 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.06 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2898.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	444.4 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	203.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	239.2 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	553.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	881.6 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	602.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	100.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1896.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	590.5 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	1642.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	666.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	459.8 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	404.2 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	480.2 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
(10E,12Z)-9-HODE	[H]\C(CCCCC)=C(/[H])\C(\[H])=C(/[H])C(O)CCCCCCCC(O)=O	3635.1	Standard polar	33892256
(10E,12Z)-9-HODE	[H]\C(CCCCC)=C(/[H])\C(\[H])=C(/[H])C(O)CCCCCCCC(O)=O	2198.7	Standard non polar	33892256
(10E,12Z)-9-HODE	[H]\C(CCCCC)=C(/[H])\C(\[H])=C(/[H])C(O)CCCCCCCC(O)=O	2331.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(10E,12Z)-9-HODE,1TMS,isomer #1	CCCCC/C=C\C=C\C(CCCCCCCC(=O)O)O[Si](C)(C)C	2532.9	Semi standard non polar	33892256
(10E,12Z)-9-HODE,1TMS,isomer #2	CCCCC/C=C\C=C\C(O)CCCCCCCC(=O)O[Si](C)(C)C	2477.4	Semi standard non polar	33892256
(10E,12Z)-9-HODE,2TMS,isomer #1	CCCCC/C=C\C=C\C(CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2526.7	Semi standard non polar	33892256
(10E,12Z)-9-HODE,1TBDMS,isomer #1	CCCCC/C=C\C=C\C(CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	2776.1	Semi standard non polar	33892256
(10E,12Z)-9-HODE,1TBDMS,isomer #2	CCCCC/C=C\C=C\C(O)CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2722.8	Semi standard non polar	33892256
(10E,12Z)-9-HODE,2TBDMS,isomer #1	CCCCC/C=C\C=C\C(CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3019.7	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 - (10E,12Z)-9-HODE GC-MS (Non-derivatized) - 70eV, Positive	splash10-0fbc-7950000000-3cfa26df2f485f43ea0b	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (10E,12Z)-9-HODE GC-MS (2 TMS) - 70eV, Positive	splash10-00b9-9133100000-615fce6d28e837fb087e	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (10E,12Z)-9-HODE GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (10E,12Z)-9-HODE 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 - (10E,12Z)-9-HODE 10V, Positive-QTOF	splash10-004i-0090000000-cb7f83c104f8b4f7a5d0	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (10E,12Z)-9-HODE 20V, Positive-QTOF	splash10-06ur-5590000000-52b5fc3231b31e1bdbcb	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (10E,12Z)-9-HODE 40V, Positive-QTOF	splash10-0536-9210000000-96c195b6f6a32ccd8079	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (10E,12Z)-9-HODE 10V, Negative-QTOF	splash10-0002-0090000000-3d5630b842dbad3bc887	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (10E,12Z)-9-HODE 20V, Negative-QTOF	splash10-004j-0190000000-9af33ffd09081fae6778	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (10E,12Z)-9-HODE 40V, Negative-QTOF	splash10-0a4l-9720000000-fc7436feeb97b5db2c89	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (10E,12Z)-9-HODE 10V, Positive-QTOF	splash10-004i-1390000000-a7e09426f7a9c09c24cc	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (10E,12Z)-9-HODE 20V, Positive-QTOF	splash10-020r-4920000000-81fe8256f00319c682e6	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (10E,12Z)-9-HODE 40V, Positive-QTOF	splash10-053r-9300000000-8230ecc50e071c3d6fb4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (10E,12Z)-9-HODE 10V, Negative-QTOF	splash10-0002-0090000000-7f1bcc096e1ebce2ab9b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (10E,12Z)-9-HODE 20V, Negative-QTOF	splash10-002b-0190000000-2d737cfe037e964f08f7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (10E,12Z)-9-HODE 40V, Negative-QTOF	splash10-002f-3920000000-ea7ca0690be4e4de8e22	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	2022-08-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

9-Hydroxyoctadecadienoic acid

METLIN ID

Not Available

PubChem Compound

5282944

PDB ID

Not Available

ChEBI ID

72651

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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

Showing metabocard for (10E,12Z)-9-HODE (HMDB0062652)

MOL for HMDB0062652 ((10E,12Z)-9-HODE)

3D MOL for HMDB0062652 ((10E,12Z)-9-HODE)

3D SDF for HMDB0062652 ((10E,12Z)-9-HODE)

3D-SDF for HMDB0062652 ((10E,12Z)-9-HODE)

PDB for HMDB0062652 ((10E,12Z)-9-HODE)

3D PDB for HMDB0062652 ((10E,12Z)-9-HODE)

SMILES for HMDB0062652 ((10E,12Z)-9-HODE)

INCHI for HMDB0062652 ((10E,12Z)-9-HODE)

Structure for HMDB0062652 ((10E,12Z)-9-HODE)

3D Structure for HMDB0062652 ((10E,12Z)-9-HODE)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra