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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:34:05 UTC

Update Date

2022-03-07 02:52:23 UTC

HMDB ID

HMDB0029998

Secondary Accession Numbers

HMDB29998

Metabolite Identification

Common Name

12-Hydroxy-8,10-octadecadienoic acid

Description

12-Hydroxy-8,10-octadecadienoic acid, also known as (8E,10E)-12-hydroxyoctadeca-8,10-dienoate, belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions. Based on a literature review a small amount of articles have been published on 12-Hydroxy-8,10-octadecadienoic acid.

Structure

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

HMDB0029998
     RDKit          3D
12-Hydroxy-8,10-octadecadienoic acid
 53 52  0  0  0  0  0  0  0  0999 V2000
   -7.7049   -1.1235   -1.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5551    0.3803   -1.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2105    0.8544    0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9177    0.2756    0.5736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8085    0.6991   -0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4517    0.1642    0.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4367    0.6458   -0.8689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5194    2.0624   -0.8353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0454    0.2101   -0.5743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2869    0.7863    0.3237 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0998    0.3712    0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7780    1.0099    1.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1168    0.8393    2.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0256   -0.1633    1.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3824    0.1319    0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3065   -0.8811   -0.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6003   -0.9089    0.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5927   -1.8673   -0.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9510   -1.5066   -1.7563 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6693   -2.3083   -2.4188 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5484   -0.3430   -2.3620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7703   -1.6788   -1.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1285   -1.3616   -0.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4448   -1.4089   -2.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5775    0.7850   -1.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8860    0.7263   -2.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0283    0.5584    0.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1347    1.9642    0.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9969   -0.8149    0.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7092    0.7906    1.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8180    1.8196   -0.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9972    0.3954   -1.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2679    0.4518    1.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5711   -0.9531    0.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7426    0.3503   -1.8870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5646    2.2761    0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6415   -0.6214   -1.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7346    1.6146    0.8530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5549   -0.4576    0.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2126    1.8487    2.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0224    0.6026    3.1574 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6094    1.8602    2.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6374   -1.1928    1.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9796   -0.1518    2.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5125    0.2696   -0.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9231    1.1369    0.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4266   -0.5843   -1.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8220   -1.8965   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0067    0.1373    0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4307   -1.2026    1.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2090   -2.9252   -0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5163   -1.8523    0.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0166    0.1859   -3.0579 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  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  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
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 11 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

  Mrv0541 02241210342D          

 21 20  0  0  0  0            999 V2000
    3.9304    0.8247    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9304    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2158   -0.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6451   -0.4122    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.5012    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7865   -0.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0719    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572   -0.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3574    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0719   -0.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7865    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5013   -0.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2159    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9305   -0.4122    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6451    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9305   -1.2368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6451    0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9305    1.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2159    0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5013    1.2368    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7865    0.8247    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  3  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 11 12  1  0  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 14 16  1  0  0  0  0
 15 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
M  END
> <DATABASE_ID>
HMDB0029998

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCC(O)\C=C\C=C\CCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H32O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h7,9,12,15,17,19H,2-6,8,10-11,13-14,16H2,1H3,(H,20,21)/b9-7+,15-12+

> <INCHI_KEY>
XTLVZNQEJRQDTP-KDFHGORWSA-N

> <FORMULA>
C18H32O3

> <MOLECULAR_WEIGHT>
296.4449

> <EXACT_MASS>
296.23514489

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
38.005894532501145

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(8E,10E)-12-hydroxyoctadeca-8,10-dienoic acid

> <ALOGPS_LOGP>
5.88

> <JCHEM_LOGP>
5.191065727333333

> <ALOGPS_LOGS>
-5.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.795677864809054

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.955292584053116

> <JCHEM_PKA_STRONGEST_BASIC>
-1.5759706297297047

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
90.0343

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.99e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(8E,10E)-12-hydroxyoctadeca-8,10-dienoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0029998
     RDKit          3D
12-Hydroxy-8,10-octadecadienoic acid
 53 52  0  0  0  0  0  0  0  0999 V2000
   -7.7049   -1.1235   -1.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5551    0.3803   -1.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2105    0.8544    0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9177    0.2756    0.5736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8085    0.6991   -0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4517    0.1642    0.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4367    0.6458   -0.8689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5194    2.0624   -0.8353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0454    0.2101   -0.5743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2869    0.7863    0.3237 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0998    0.3712    0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7780    1.0099    1.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1168    0.8393    2.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0256   -0.1633    1.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3824    0.1319    0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3065   -0.8811   -0.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6003   -0.9089    0.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5927   -1.8673   -0.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9510   -1.5066   -1.7563 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6693   -2.3083   -2.4188 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5484   -0.3430   -2.3620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7703   -1.6788   -1.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1285   -1.3616   -0.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4448   -1.4089   -2.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5775    0.7850   -1.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8860    0.7263   -2.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0283    0.5584    0.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1347    1.9642    0.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9969   -0.8149    0.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7092    0.7906    1.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8180    1.8196   -0.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9972    0.3954   -1.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2679    0.4518    1.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5711   -0.9531    0.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7426    0.3503   -1.8870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5646    2.2761    0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6415   -0.6214   -1.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7346    1.6146    0.8530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5549   -0.4576    0.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2126    1.8487    2.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0224    0.6026    3.1574 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6094    1.8602    2.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6374   -1.1928    1.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9796   -0.1518    2.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5125    0.2696   -0.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9231    1.1369    0.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4266   -0.5843   -1.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8220   -1.8965   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0067    0.1373    0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4307   -1.2026    1.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2090   -2.9252   -0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5163   -1.8523    0.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0166    0.1859   -3.0579 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  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  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
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 11 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                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0       7.337   1.539   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0       7.337   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.003  -0.769   0.000  0.00  0.00           C+0
HETATM    4  O   UNK     0       8.671  -0.769   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0       4.669   0.000   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.335  -0.769   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       2.001   0.000   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.667  -0.769   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.667   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.001  -0.769   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -3.335   0.000   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -4.669  -0.769   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.003   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -7.337  -0.769   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -8.671   0.000   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      -7.337  -2.309   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      -8.671   1.539   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -7.337   2.309   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -6.003   1.539   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0      -4.669   2.309   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      -3.335   1.539   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2    5                                                       
CONECT    4    2                                                            
CONECT    5    3    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14   17                                                       
CONECT   16   14                                                            
CONECT   17   15   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

COMPND    HMDB0029998
HETATM    1  C1  UNL     1      -7.705  -1.124  -1.280  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.555   0.380  -1.319  1.00  0.00           C  
HETATM    3  C3  UNL     1      -7.210   0.854   0.051  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.918   0.276   0.574  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.809   0.699  -0.364  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.452   0.164   0.110  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.437   0.646  -0.869  1.00  0.00           C  
HETATM    8  O1  UNL     1      -2.519   2.062  -0.835  1.00  0.00           O  
HETATM    9  C8  UNL     1      -1.045   0.210  -0.574  1.00  0.00           C  
HETATM   10  C9  UNL     1      -0.287   0.786   0.324  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.100   0.371   0.633  1.00  0.00           C  
HETATM   12  C11 UNL     1       1.778   1.010   1.544  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.117   0.839   2.045  1.00  0.00           C  
HETATM   14  C13 UNL     1       4.026  -0.163   1.474  1.00  0.00           C  
HETATM   15  C14 UNL     1       4.382   0.132   0.068  1.00  0.00           C  
HETATM   16  C15 UNL     1       5.306  -0.881  -0.582  1.00  0.00           C  
HETATM   17  C16 UNL     1       6.600  -0.909   0.181  1.00  0.00           C  
HETATM   18  C17 UNL     1       7.593  -1.867  -0.379  1.00  0.00           C  
HETATM   19  C18 UNL     1       7.951  -1.507  -1.756  1.00  0.00           C  
HETATM   20  O2  UNL     1       8.669  -2.308  -2.419  1.00  0.00           O  
HETATM   21  O3  UNL     1       7.548  -0.343  -2.362  1.00  0.00           O  
HETATM   22  H1  UNL     1      -6.770  -1.679  -1.394  1.00  0.00           H  
HETATM   23  H2  UNL     1      -8.128  -1.362  -0.276  1.00  0.00           H  
HETATM   24  H3  UNL     1      -8.445  -1.409  -2.070  1.00  0.00           H  
HETATM   25  H4  UNL     1      -8.578   0.785  -1.551  1.00  0.00           H  
HETATM   26  H5  UNL     1      -6.886   0.726  -2.108  1.00  0.00           H  
HETATM   27  H6  UNL     1      -8.028   0.558   0.744  1.00  0.00           H  
HETATM   28  H7  UNL     1      -7.135   1.964   0.114  1.00  0.00           H  
HETATM   29  H8  UNL     1      -5.997  -0.815   0.692  1.00  0.00           H  
HETATM   30  H9  UNL     1      -5.709   0.791   1.544  1.00  0.00           H  
HETATM   31  H10 UNL     1      -4.818   1.820  -0.358  1.00  0.00           H  
HETATM   32  H11 UNL     1      -4.997   0.395  -1.409  1.00  0.00           H  
HETATM   33  H12 UNL     1      -3.268   0.452   1.145  1.00  0.00           H  
HETATM   34  H13 UNL     1      -3.571  -0.953   0.095  1.00  0.00           H  
HETATM   35  H14 UNL     1      -2.743   0.350  -1.887  1.00  0.00           H  
HETATM   36  H15 UNL     1      -2.565   2.276   0.150  1.00  0.00           H  
HETATM   37  H16 UNL     1      -0.642  -0.621  -1.128  1.00  0.00           H  
HETATM   38  H17 UNL     1      -0.735   1.615   0.853  1.00  0.00           H  
HETATM   39  H18 UNL     1       1.555  -0.458   0.147  1.00  0.00           H  
HETATM   40  H19 UNL     1       1.213   1.849   2.028  1.00  0.00           H  
HETATM   41  H20 UNL     1       3.022   0.603   3.157  1.00  0.00           H  
HETATM   42  H21 UNL     1       3.609   1.860   2.057  1.00  0.00           H  
HETATM   43  H22 UNL     1       3.637  -1.193   1.635  1.00  0.00           H  
HETATM   44  H23 UNL     1       4.980  -0.152   2.092  1.00  0.00           H  
HETATM   45  H24 UNL     1       3.513   0.270  -0.574  1.00  0.00           H  
HETATM   46  H25 UNL     1       4.923   1.137   0.031  1.00  0.00           H  
HETATM   47  H26 UNL     1       5.427  -0.584  -1.627  1.00  0.00           H  
HETATM   48  H27 UNL     1       4.822  -1.896  -0.522  1.00  0.00           H  
HETATM   49  H28 UNL     1       7.007   0.137   0.170  1.00  0.00           H  
HETATM   50  H29 UNL     1       6.431  -1.203   1.238  1.00  0.00           H  
HETATM   51  H30 UNL     1       7.209  -2.925  -0.312  1.00  0.00           H  
HETATM   52  H31 UNL     1       8.516  -1.852   0.257  1.00  0.00           H  
HETATM   53  H32 UNL     1       8.017   0.186  -3.058  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   33   34
CONECT    7    8    9   35
CONECT    8   36
CONECT    9   10   10   37
CONECT   10   11   38
CONECT   11   12   12   39
CONECT   12   13   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

HMDB0029998
     RDKit          3D
12-Hydroxy-8,10-octadecadienoic acid
 53 52  0  0  0  0  0  0  0  0999 V2000
   -7.7049   -1.1235   -1.2797 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5551    0.3803   -1.3192 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2105    0.8544    0.0509 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9177    0.2756    0.5736 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8085    0.6991   -0.3636 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4517    0.1642    0.1105 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4367    0.6458   -0.8689 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5194    2.0624   -0.8353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0454    0.2101   -0.5743 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2869    0.7863    0.3237 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0998    0.3712    0.6326 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7780    1.0099    1.5438 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1168    0.8393    2.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0256   -0.1633    1.4743 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3824    0.1319    0.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3065   -0.8811   -0.5820 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6003   -0.9089    0.1806 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5927   -1.8673   -0.3794 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9510   -1.5066   -1.7563 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6693   -2.3083   -2.4188 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5484   -0.3430   -2.3620 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7703   -1.6788   -1.3937 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1285   -1.3616   -0.2765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4448   -1.4089   -2.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5775    0.7850   -1.5508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8860    0.7263   -2.1084 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0283    0.5584    0.7444 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1347    1.9642    0.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9969   -0.8149    0.6922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7092    0.7906    1.5438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8180    1.8196   -0.3581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9972    0.3954   -1.4087 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2679    0.4518    1.1454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5711   -0.9531    0.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7426    0.3503   -1.8870 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5646    2.2761    0.1502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6415   -0.6214   -1.1281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7346    1.6146    0.8530 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5549   -0.4576    0.1467 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2126    1.8487    2.0278 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0224    0.6026    3.1574 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6094    1.8602    2.0570 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6374   -1.1928    1.6351 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9796   -0.1518    2.0917 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5125    0.2696   -0.5745 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9231    1.1369    0.0307 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4266   -0.5843   -1.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8220   -1.8965   -0.5216 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0067    0.1373    0.1696 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4307   -1.2026    1.2380 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2090   -2.9252   -0.3119 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.5163   -1.8523    0.2572 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.0166    0.1859   -3.0579 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  1  0
  7  8  1  0
  7  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  2  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  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
  6 34  1  0
  7 35  1  0
  8 36  1  0
  9 37  1  0
 10 38  1  0
 11 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
12-Hydroxy-8,10-octadecadienoate	Generator
(8E,10E)-12-Hydroxyoctadeca-8,10-dienoate	HMDB

Chemical Formula

C₁₈H₃₂O₃

Average Molecular Weight

296.4449

Monoisotopic Molecular Weight

296.23514489

IUPAC Name

(8E,10E)-12-hydroxyoctadeca-8,10-dienoic acid

Traditional Name

(8E,10E)-12-hydroxyoctadeca-8,10-dienoic acid

CAS Registry Number

170171-31-0

SMILES

CCCCCCC(O)\C=C\C=C\CCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H32O3/c1-2-3-4-11-14-17(19)15-12-9-7-5-6-8-10-13-16-18(20)21/h7,9,12,15,17,19H,2-6,8,10-11,13-14,16H2,1H3,(H,20,21)/b9-7+,15-12+

InChI Key

XTLVZNQEJRQDTP-KDFHGORWSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as lineolic acids and derivatives. These are derivatives of lineolic acid. Lineolic acid is a polyunsaturated omega-6 18 carbon long fatty acid, with two CC double bonds at the 9- and 12-positions.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Lineolic acids and derivatives

Direct Parent

Lineolic acids and derivatives

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0029998)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0029998)

Source

Endogenous

Endogenous (HMDB: HMDB0029998)

Plant

Plant (HMDB: HMDB0029998)

Animal

Animal (HMDB: HMDB0029998)

Exogenous

Food

Food (HMDB: HMDB0029998)

Fruit

Fruits (FooDB: FOOD00871)

Exogenous (HMDB: HMDB0029998)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0029998)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0029998)

Lipid metabolism pathway (HMDB: HMDB0029998)

Cellular process

Cell signaling (HMDB: HMDB0029998)

Biochemical process

Lipid transport (HMDB: HMDB0029998)

Role

Biological role

Energy source (HMDB: HMDB0029998)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0029998)

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.003 g/L	ALOGPS
logP	5.88	ALOGPS
logP	5.19	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	4.96	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	38.01 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]+	178.58	31661259
DarkChem	[M-H]-	179.63	31661259
DeepCCS	[M+H]+	179.74	30932474
DeepCCS	[M-H]-	177.382	30932474
DeepCCS	[M-2H]-	211.185	30932474
DeepCCS	[M+Na]+	187.433	30932474
AllCCS	[M+H]+	181.1	32859911
AllCCS	[M+H-H2O]+	178.1	32859911
AllCCS	[M+NH4]+	183.9	32859911
AllCCS	[M+Na]+	184.6	32859911
AllCCS	[M-H]-	180.0	32859911
AllCCS	[M+Na-2H]-	181.5	32859911
AllCCS	[M+HCOO]-	183.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
12-Hydroxy-8,10-octadecadienoic acid	CCCCCCC(O)\C=C\C=C\CCCCCCC(O)=O	3857.5	Standard polar	33892256
12-Hydroxy-8,10-octadecadienoic acid	CCCCCCC(O)\C=C\C=C\CCCCCCC(O)=O	2295.8	Standard non polar	33892256
12-Hydroxy-8,10-octadecadienoic acid	CCCCCCC(O)\C=C\C=C\CCCCCCC(O)=O	2389.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
12-Hydroxy-8,10-octadecadienoic acid,1TMS,isomer #1	CCCCCCC(/C=C/C=C/CCCCCCC(=O)O)O[Si](C)(C)C	2537.8	Semi standard non polar	33892256
12-Hydroxy-8,10-octadecadienoic acid,1TMS,isomer #2	CCCCCCC(O)/C=C/C=C/CCCCCCC(=O)O[Si](C)(C)C	2474.4	Semi standard non polar	33892256
12-Hydroxy-8,10-octadecadienoic acid,2TMS,isomer #1	CCCCCCC(/C=C/C=C/CCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2528.9	Semi standard non polar	33892256
12-Hydroxy-8,10-octadecadienoic acid,1TBDMS,isomer #1	CCCCCCC(/C=C/C=C/CCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	2781.3	Semi standard non polar	33892256
12-Hydroxy-8,10-octadecadienoic acid,1TBDMS,isomer #2	CCCCCCC(O)/C=C/C=C/CCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2722.2	Semi standard non polar	33892256
12-Hydroxy-8,10-octadecadienoic acid,2TBDMS,isomer #1	CCCCCCC(/C=C/C=C/CCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3020.5	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 - 12-Hydroxy-8,10-octadecadienoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0036-8960000000-3a29b45672e128d69fac	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12-Hydroxy-8,10-octadecadienoic acid GC-MS (2 TMS) - 70eV, Positive	splash10-004i-9432100000-ce59d6338952615a5643	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12-Hydroxy-8,10-octadecadienoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 12-Hydroxy-8,10-octadecadienoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-Hydroxy-8,10-octadecadienoic acid 10V, Positive-QTOF	splash10-004j-0090000000-d1cb57ab8b3ac5c5aaa0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-Hydroxy-8,10-octadecadienoic acid 20V, Positive-QTOF	splash10-0h7r-5490000000-5ffaa78a6d7ed5997115	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-Hydroxy-8,10-octadecadienoic acid 40V, Positive-QTOF	splash10-059f-9520000000-e2f0ae4e5b6c605d747f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-Hydroxy-8,10-octadecadienoic acid 10V, Negative-QTOF	splash10-0002-0090000000-2b5a8ffeaafdea0d5825	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-Hydroxy-8,10-octadecadienoic acid 20V, Negative-QTOF	splash10-002b-1190000000-31cf18c4530142847d49	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-Hydroxy-8,10-octadecadienoic acid 40V, Negative-QTOF	splash10-0a4l-9420000000-9ffe36be866c2211a296	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-Hydroxy-8,10-octadecadienoic acid 10V, Positive-QTOF	splash10-004i-0390000000-75ed2647dcc23bb34738	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-Hydroxy-8,10-octadecadienoic acid 20V, Positive-QTOF	splash10-01u0-7950000000-a77d04abd819a9d0f5ca	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-Hydroxy-8,10-octadecadienoic acid 40V, Positive-QTOF	splash10-0aru-9400000000-8b8df3a50587d6087b76	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-Hydroxy-8,10-octadecadienoic acid 10V, Negative-QTOF	splash10-0002-0090000000-559dad099f858b33e30d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-Hydroxy-8,10-octadecadienoic acid 20V, Negative-QTOF	splash10-004j-0390000000-96de048c14029a3f0123	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 12-Hydroxy-8,10-octadecadienoic acid 40V, Negative-QTOF	splash10-052f-9430000000-6caf23068abe0326d553	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB001287

KNApSAcK ID

Not Available

Chemspider ID

35013116

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

131750940

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 12-Hydroxy-8,10-octadecadienoic acid (HMDB0029998)

MOL for HMDB0029998 (12-Hydroxy-8,10-octadecadienoic acid)

3D MOL for HMDB0029998 (12-Hydroxy-8,10-octadecadienoic acid)

3D SDF for HMDB0029998 (12-Hydroxy-8,10-octadecadienoic acid)

3D-SDF for HMDB0029998 (12-Hydroxy-8,10-octadecadienoic acid)

PDB for HMDB0029998 (12-Hydroxy-8,10-octadecadienoic acid)

3D PDB for HMDB0029998 (12-Hydroxy-8,10-octadecadienoic acid)

SMILES for HMDB0029998 (12-Hydroxy-8,10-octadecadienoic acid)

INCHI for HMDB0029998 (12-Hydroxy-8,10-octadecadienoic acid)

Structure for HMDB0029998 (12-Hydroxy-8,10-octadecadienoic acid)

3D Structure for HMDB0029998 (12-Hydroxy-8,10-octadecadienoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra