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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-09-08 16:35:46 UTC

Update Date

2022-03-07 03:18:05 UTC

HMDB ID

HMDB0112180

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5-Hydroxyoctadecanoic acid

Description

5-hydroxyoctadecanoic acid, also known as delta-hydroxystearic acid or 5-hydroxystearate, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. 5-hydroxyoctadecanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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

HMDB0112180
     RDKit          3D
5-Hydroxyoctadecanoic acid
 57 56  0  0  0  0  0  0  0  0999 V2000
    5.5589    2.6047   -0.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0330    1.7492    0.9404 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8424    1.1950    1.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9840    0.3381    0.7347 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7477   -0.8207    0.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8732   -1.6342   -0.7318 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6734   -2.1767   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8330   -3.0022   -0.9839 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3425   -2.2083   -2.1563 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4848   -1.0365   -1.7460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7137   -1.5351   -0.9931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6181   -0.3749   -0.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7653   -0.9893    0.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7726    0.0225    0.6849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7538   -0.7646    1.3341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3408    0.8632   -0.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3190    1.8645    0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5289    1.3298    0.7847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3713    2.5171    1.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0445    3.6953    0.9073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5545    2.2661    1.8295 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4479    3.1474   -0.6306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0732    1.9787   -0.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8335    3.3424    0.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6712    2.3677    1.6307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7228    0.9901    0.5331 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1106    0.5552    2.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2045    2.0477    1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1736   -0.0879    1.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5558    0.9673   -0.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0454   -1.4946    1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6988   -0.5363   -0.3166 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5335   -1.0302   -1.5993 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4983   -2.4950   -1.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0214   -1.3703    0.3808 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0200   -2.8251    0.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5069   -3.8412   -1.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0237   -3.4680   -0.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7267   -2.9229   -2.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1794   -1.9216   -2.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0833   -0.3599   -1.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2159   -0.4887   -2.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3748   -2.0341   -0.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3343   -2.1761   -1.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9085    0.2342   -1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0868    0.2985    0.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2410   -1.7441   -0.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3727   -1.5198    1.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2897    0.6769    1.4356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2057   -1.2800    0.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8480    0.2565   -1.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4800    1.4014   -0.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8705    2.6229    0.7788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7128    2.4863   -0.7700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1544    0.6847    0.1523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2967    0.8546    1.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7611    2.7801    2.6855 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
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 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
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 15 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 18 56  1  0
 21 57  1  0
M  END


  Mrv1652309081718352D          

 21 20  0  0  0  0            999 V2000
    9.1855    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6145    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3289    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0434    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7579    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4724    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1868    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9013    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6158    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3302    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0447    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9026    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7592    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6171    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4737    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4737    4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460    6.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 17 15  1  0  0  0  0
 18 16  1  0  0  0  0
 19 17  1  0  0  0  0
 20 18  2  0  0  0  0
 21 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0112180

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCC(O)CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-14-17(19)15-13-16-18(20)21/h17,19H,2-16H2,1H3,(H,20,21)

> <INCHI_KEY>
YTITYUDOZJUZBE-UHFFFAOYSA-N

> <FORMULA>
C18H36O3

> <MOLECULAR_WEIGHT>
300.483

> <EXACT_MASS>
300.266445019

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
39.40205212417625

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
5-hydroxyoctadecanoic acid

> <ALOGPS_LOGP>
6.67

> <JCHEM_LOGP>
5.759001580666666

> <ALOGPS_LOGS>
-5.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
18.551741118234922

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.707691911765773

> <JCHEM_PKA_STRONGEST_BASIC>
-1.245268992138139

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
87.95509999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.11e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
DL-5-hydroxy stearic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0112180
     RDKit          3D
5-Hydroxyoctadecanoic acid
 57 56  0  0  0  0  0  0  0  0999 V2000
    5.5589    2.6047   -0.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0330    1.7492    0.9404 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8424    1.1950    1.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9840    0.3381    0.7347 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7477   -0.8207    0.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8732   -1.6342   -0.7318 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6734   -2.1767   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8330   -3.0022   -0.9839 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3425   -2.2083   -2.1563 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4848   -1.0365   -1.7460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7137   -1.5351   -0.9931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6181   -0.3749   -0.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7653   -0.9893    0.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7726    0.0225    0.6849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7538   -0.7646    1.3341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3408    0.8632   -0.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3190    1.8645    0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5289    1.3298    0.7847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3713    2.5171    1.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0445    3.6953    0.9073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5545    2.2661    1.8295 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4479    3.1474   -0.6306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0732    1.9787   -0.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8335    3.3424    0.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6712    2.3677    1.6307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7228    0.9901    0.5331 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1106    0.5552    2.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2045    2.0477    1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1736   -0.0879    1.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5558    0.9673   -0.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0454   -1.4946    1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6988   -0.5363   -0.3166 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5335   -1.0302   -1.5993 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4983   -2.4950   -1.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0214   -1.3703    0.3808 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0200   -2.8251    0.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5069   -3.8412   -1.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0237   -3.4680   -0.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7267   -2.9229   -2.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1794   -1.9216   -2.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0833   -0.3599   -1.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2159   -0.4887   -2.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3748   -2.0341   -0.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3343   -2.1761   -1.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9085    0.2342   -1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0868    0.2985    0.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2410   -1.7441   -0.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3727   -1.5198    1.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2897    0.6769    1.4356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2057   -1.2800    0.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8480    0.2565   -1.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4800    1.4014   -0.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8705    2.6229    0.7788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7128    2.4863   -0.7700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1544    0.6847    0.1523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2967    0.8546    1.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7611    2.7801    2.6855 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
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 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
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 15 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 18 56  1  0
 21 57  1  0
M  END

HEADER    PROTEIN                                 08-SEP-17   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   08-SEP-17         0                                  
HETATM    1  C   UNK     0      17.146  11.439   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.480  10.669   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.814  11.439   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.147  10.669   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.481  11.439   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      23.815  10.669   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.148  11.439   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.482  10.669   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      27.816  11.439   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      29.149  10.669   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      30.483  11.439   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      31.817  10.669   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      37.152  10.669   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      33.150  11.439   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      35.818  11.439   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      38.485  11.439   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      34.484  10.669   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      39.819  10.669   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      34.484   9.129   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      41.153  11.439   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      39.819   9.129   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   14                                                       
CONECT   13   15   16                                                       
CONECT   14   12   17                                                       
CONECT   15   13   17                                                       
CONECT   16   13   18                                                       
CONECT   17   14   15   19                                                  
CONECT   18   16   20   21                                                  
CONECT   19   17                                                            
CONECT   20   18                                                            
CONECT   21   18                                                            
MASTER        0    0    0    0    0    0    0    0   21    0   40    0
END

COMPND    HMDB0112180
HETATM    1  C1  UNL     1       5.559   2.605  -0.219  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.033   1.749   0.940  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.842   1.195   1.663  1.00  0.00           C  
HETATM    4  C4  UNL     1       3.984   0.338   0.735  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.748  -0.821   0.185  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.873  -1.634  -0.732  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.673  -2.177  -0.020  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.833  -3.002  -0.984  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.342  -2.208  -2.156  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.485  -1.036  -1.746  1.00  0.00           C  
HETATM   11  C11 UNL     1      -0.714  -1.535  -0.993  1.00  0.00           C  
HETATM   12  C12 UNL     1      -1.618  -0.375  -0.558  1.00  0.00           C  
HETATM   13  C13 UNL     1      -2.765  -0.989   0.175  1.00  0.00           C  
HETATM   14  C14 UNL     1      -3.773   0.023   0.685  1.00  0.00           C  
HETATM   15  O1  UNL     1      -4.754  -0.765   1.334  1.00  0.00           O  
HETATM   16  C15 UNL     1      -4.341   0.863  -0.401  1.00  0.00           C  
HETATM   17  C16 UNL     1      -5.319   1.865   0.087  1.00  0.00           C  
HETATM   18  C17 UNL     1      -6.529   1.330   0.785  1.00  0.00           C  
HETATM   19  C18 UNL     1      -7.371   2.517   1.165  1.00  0.00           C  
HETATM   20  O2  UNL     1      -7.044   3.695   0.907  1.00  0.00           O  
HETATM   21  O3  UNL     1      -8.554   2.266   1.829  1.00  0.00           O  
HETATM   22  H1  UNL     1       6.448   3.147  -0.631  1.00  0.00           H  
HETATM   23  H2  UNL     1       5.073   1.979  -0.967  1.00  0.00           H  
HETATM   24  H3  UNL     1       4.833   3.342   0.204  1.00  0.00           H  
HETATM   25  H4  UNL     1       6.671   2.368   1.631  1.00  0.00           H  
HETATM   26  H5  UNL     1       6.723   0.990   0.533  1.00  0.00           H  
HETATM   27  H6  UNL     1       5.111   0.555   2.511  1.00  0.00           H  
HETATM   28  H7  UNL     1       4.205   2.048   1.959  1.00  0.00           H  
HETATM   29  H8  UNL     1       3.174  -0.088   1.392  1.00  0.00           H  
HETATM   30  H9  UNL     1       3.556   0.967  -0.052  1.00  0.00           H  
HETATM   31  H10 UNL     1       5.045  -1.495   1.028  1.00  0.00           H  
HETATM   32  H11 UNL     1       5.699  -0.536  -0.317  1.00  0.00           H  
HETATM   33  H12 UNL     1       3.534  -1.030  -1.599  1.00  0.00           H  
HETATM   34  H13 UNL     1       4.498  -2.495  -1.079  1.00  0.00           H  
HETATM   35  H14 UNL     1       2.021  -1.370   0.381  1.00  0.00           H  
HETATM   36  H15 UNL     1       3.020  -2.825   0.793  1.00  0.00           H  
HETATM   37  H16 UNL     1       2.507  -3.841  -1.300  1.00  0.00           H  
HETATM   38  H17 UNL     1       1.024  -3.468  -0.399  1.00  0.00           H  
HETATM   39  H18 UNL     1       0.727  -2.923  -2.770  1.00  0.00           H  
HETATM   40  H19 UNL     1       2.179  -1.922  -2.815  1.00  0.00           H  
HETATM   41  H20 UNL     1       1.083  -0.360  -1.117  1.00  0.00           H  
HETATM   42  H21 UNL     1       0.216  -0.489  -2.671  1.00  0.00           H  
HETATM   43  H22 UNL     1      -0.375  -2.034  -0.074  1.00  0.00           H  
HETATM   44  H23 UNL     1      -1.334  -2.176  -1.653  1.00  0.00           H  
HETATM   45  H24 UNL     1      -1.908   0.234  -1.435  1.00  0.00           H  
HETATM   46  H25 UNL     1      -1.087   0.299   0.154  1.00  0.00           H  
HETATM   47  H26 UNL     1      -3.241  -1.744  -0.481  1.00  0.00           H  
HETATM   48  H27 UNL     1      -2.373  -1.520   1.050  1.00  0.00           H  
HETATM   49  H28 UNL     1      -3.290   0.677   1.436  1.00  0.00           H  
HETATM   50  H29 UNL     1      -5.206  -1.280   0.608  1.00  0.00           H  
HETATM   51  H30 UNL     1      -4.848   0.257  -1.188  1.00  0.00           H  
HETATM   52  H31 UNL     1      -3.480   1.401  -0.879  1.00  0.00           H  
HETATM   53  H32 UNL     1      -4.871   2.623   0.779  1.00  0.00           H  
HETATM   54  H33 UNL     1      -5.713   2.486  -0.770  1.00  0.00           H  
HETATM   55  H34 UNL     1      -7.154   0.685   0.152  1.00  0.00           H  
HETATM   56  H35 UNL     1      -6.297   0.855   1.783  1.00  0.00           H  
HETATM   57  H36 UNL     1      -8.761   2.780   2.686  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   35   36
CONECT    8    9   37   38
CONECT    9   10   39   40
CONECT   10   11   41   42
CONECT   11   12   43   44
CONECT   12   13   45   46
CONECT   13   14   47   48
CONECT   14   15   16   49
CONECT   15   50
CONECT   16   17   51   52
CONECT   17   18   53   54
CONECT   18   19   55   56
CONECT   19   20   20   21
CONECT   21   57
END

HMDB0112180
     RDKit          3D
5-Hydroxyoctadecanoic acid
 57 56  0  0  0  0  0  0  0  0999 V2000
    5.5589    2.6047   -0.2188 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0330    1.7492    0.9404 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8424    1.1950    1.6632 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9840    0.3381    0.7347 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7477   -0.8207    0.1849 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8732   -1.6342   -0.7318 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6734   -2.1767   -0.0198 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8330   -3.0022   -0.9839 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3425   -2.2083   -2.1563 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4848   -1.0365   -1.7460 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7137   -1.5351   -0.9931 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6181   -0.3749   -0.5579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7653   -0.9893    0.1747 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7726    0.0225    0.6849 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7538   -0.7646    1.3341 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3408    0.8632   -0.4005 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3190    1.8645    0.0871 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5289    1.3298    0.7847 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3713    2.5171    1.1655 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0445    3.6953    0.9073 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5545    2.2661    1.8295 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.4479    3.1474   -0.6306 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0732    1.9787   -0.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8335    3.3424    0.2037 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6712    2.3677    1.6307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7228    0.9901    0.5331 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1106    0.5552    2.5107 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2045    2.0477    1.9589 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1736   -0.0879    1.3925 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5558    0.9673   -0.0520 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0454   -1.4946    1.0282 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6988   -0.5363   -0.3166 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5335   -1.0302   -1.5993 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4983   -2.4950   -1.0788 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0214   -1.3703    0.3808 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0200   -2.8251    0.7933 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5069   -3.8412   -1.3002 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0237   -3.4680   -0.3988 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7267   -2.9229   -2.7702 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1794   -1.9216   -2.8149 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0833   -0.3599   -1.1171 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2159   -0.4887   -2.6715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3748   -2.0341   -0.0739 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3343   -2.1761   -1.6529 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9085    0.2342   -1.4353 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0868    0.2985    0.1537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2410   -1.7441   -0.4807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3727   -1.5198    1.0502 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2897    0.6769    1.4356 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2057   -1.2800    0.6080 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8480    0.2565   -1.1884 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4800    1.4014   -0.8788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8705    2.6229    0.7788 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7128    2.4863   -0.7700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.1544    0.6847    0.1523 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2967    0.8546    1.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7611    2.7801    2.6855 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
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 14 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
  7 36  1  0
  8 37  1  0
  8 38  1  0
  9 39  1  0
  9 40  1  0
 10 41  1  0
 10 42  1  0
 11 43  1  0
 11 44  1  0
 12 45  1  0
 12 46  1  0
 13 47  1  0
 13 48  1  0
 14 49  1  0
 15 50  1  0
 16 51  1  0
 16 52  1  0
 17 53  1  0
 17 54  1  0
 18 55  1  0
 18 56  1  0
 21 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Hydroxystearic acid	ChEBI
delta-Hydroxystearic acid	ChEBI
5-Hydroxystearate	Generator
delta-Hydroxystearate	Generator
Δ-hydroxystearate	Generator
Δ-hydroxystearic acid	Generator
5-Hydroxyoctadecanoate	Generator
18:0(5-OH)	SMPDB, HMDB
5-hydroxystearic acid	SMPDB, ChEBI, HMDB
5-DL-hydroxystearic acid	SMPDB, HMDB
5-hydroxyoctadecanoic acid	SMPDB
DL-5-Hydroxy stearate	Generator, HMDB

Chemical Formula

C₁₈H₃₆O₃

Average Molecular Weight

300.483

Monoisotopic Molecular Weight

300.266445019

IUPAC Name

5-hydroxyoctadecanoic acid

Traditional Name

DL-5-hydroxy stearic acid

CAS Registry Number

2858-38-0

SMILES

CCCCCCCCCCCCCC(O)CCCC(O)=O

InChI Identifier

InChI=1S/C18H36O3/c1-2-3-4-5-6-7-8-9-10-11-12-14-17(19)15-13-16-18(20)21/h17,19H,2-16H2,1H3,(H,20,21)

InChI Key

YTITYUDOZJUZBE-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Other Octadecanoids (LMFA02000123 )

Ontology

Not Available

Not Available

Not Available

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	6.67	ALOGPS
logP	5.76	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	4.71	ChemAxon
pKa (Strongest Basic)	-1.2	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	16	ChemAxon
Refractivity	87.96 m³·mol⁻¹	ChemAxon
Polarizability	39.4 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	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]+	177.702	31661259
DarkChem	[M-H]-	177.892	31661259
DeepCCS	[M+H]+	177.656	30932474
DeepCCS	[M-H]-	173.636	30932474
DeepCCS	[M-2H]-	210.991	30932474
DeepCCS	[M+Na]+	186.785	30932474
AllCCS	[M+H]+	186.0	32859911
AllCCS	[M+H-H2O]+	183.1	32859911
AllCCS	[M+NH4]+	188.6	32859911
AllCCS	[M+Na]+	189.4	32859911
AllCCS	[M-H]-	181.0	32859911
AllCCS	[M+Na-2H]-	182.2	32859911
AllCCS	[M+HCOO]-	183.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Hydroxyoctadecanoic acid	CCCCCCCCCCCCCC(O)CCCC(O)=O	3545.8	Standard polar	33892256
5-Hydroxyoctadecanoic acid	CCCCCCCCCCCCCC(O)CCCC(O)=O	2234.0	Standard non polar	33892256
5-Hydroxyoctadecanoic acid	CCCCCCCCCCCCCC(O)CCCC(O)=O	2353.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
5-Hydroxyoctadecanoic acid,1TMS,isomer #1	CCCCCCCCCCCCCC(CCCC(=O)O)O[Si](C)(C)C	2432.3	Semi standard non polar	33892256
5-Hydroxyoctadecanoic acid,1TMS,isomer #2	CCCCCCCCCCCCCC(O)CCCC(=O)O[Si](C)(C)C	2410.7	Semi standard non polar	33892256
5-Hydroxyoctadecanoic acid,2TMS,isomer #1	CCCCCCCCCCCCCC(CCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2440.8	Semi standard non polar	33892256
5-Hydroxyoctadecanoic acid,1TBDMS,isomer #1	CCCCCCCCCCCCCC(CCCC(=O)O)O[Si](C)(C)C(C)(C)C	2677.3	Semi standard non polar	33892256
5-Hydroxyoctadecanoic acid,1TBDMS,isomer #2	CCCCCCCCCCCCCC(O)CCCC(=O)O[Si](C)(C)C(C)(C)C	2668.1	Semi standard non polar	33892256
5-Hydroxyoctadecanoic acid,2TBDMS,isomer #1	CCCCCCCCCCCCCC(CCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2916.9	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 - 5-Hydroxyoctadecanoic acid GC-MS (2 TMS) - 70eV, Positive	splash10-004r-9322100000-76317283761d1dc58618	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxyoctadecanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-014i-5960000000-0d8d719912c477bc808e	2017-11-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Hydroxyoctadecanoic 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 - 5-Hydroxyoctadecanoic acid 10V, Positive-QTOF	splash10-001i-0091000000-9a07ebd1b14c4334e3f7	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyoctadecanoic acid 20V, Positive-QTOF	splash10-00lr-4390000000-b66e96a0e3e1e124a69a	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyoctadecanoic acid 40V, Positive-QTOF	splash10-0006-9830000000-af437d720e55261a7aa0	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyoctadecanoic acid 10V, Negative-QTOF	splash10-0002-0090000000-114779d071fa95e7c2e8	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyoctadecanoic acid 20V, Negative-QTOF	splash10-001j-1090000000-7676e3568a335eb20951	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyoctadecanoic acid 40V, Negative-QTOF	splash10-0a4l-9240000000-1faf84329583bc3a6118	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyoctadecanoic acid 10V, Positive-QTOF	splash10-001i-2192000000-e3ec9b0d892ef19c679e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyoctadecanoic acid 20V, Positive-QTOF	splash10-05v0-9460000000-0e51a71c7de3467374d1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyoctadecanoic acid 40V, Positive-QTOF	splash10-0a4l-9000000000-202a2b31850d1dd39485	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyoctadecanoic acid 10V, Negative-QTOF	splash10-0002-0090000000-68f94b3494fbf66b895e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyoctadecanoic acid 20V, Negative-QTOF	splash10-000t-2190000000-7d783f668454970deec9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Hydroxyoctadecanoic acid 40V, Negative-QTOF	splash10-06rw-9650000000-24cc66e5639f69a9eb6c	2021-09-24	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

Not Available

METLIN ID

Not Available

PubChem Compound

5282909

PDB ID

Not Available

ChEBI ID

136819

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

Yore MM, Syed I, Moraes-Vieira PM, Zhang T, Herman MA, Homan EA, Patel RT, Lee J, Chen S, Peroni OD, Dhaneshwar AS, Hammarstedt A, Smith U, McGraw TE, Saghatelian A, Kahn BB: Discovery of a class of endogenous mammalian lipids with anti-diabetic and anti-inflammatory effects. Cell. 2014 Oct 9;159(2):318-32. doi: 10.1016/j.cell.2014.09.035. [PubMed:25303528 ]
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 5-Hydroxyoctadecanoic acid (HMDB0112180)

MOL for HMDB0112180 (5-Hydroxyoctadecanoic acid)

3D MOL for HMDB0112180 (5-Hydroxyoctadecanoic acid)

3D SDF for HMDB0112180 (5-Hydroxyoctadecanoic acid)

3D-SDF for HMDB0112180 (5-Hydroxyoctadecanoic acid)

PDB for HMDB0112180 (5-Hydroxyoctadecanoic acid)

3D PDB for HMDB0112180 (5-Hydroxyoctadecanoic acid)

SMILES for HMDB0112180 (5-Hydroxyoctadecanoic acid)

INCHI for HMDB0112180 (5-Hydroxyoctadecanoic acid)

Structure for HMDB0112180 (5-Hydroxyoctadecanoic acid)

3D Structure for HMDB0112180 (5-Hydroxyoctadecanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra