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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-08-27 04:46:37 UTC

Update Date

2021-08-27 04:46:37 UTC

HMDB ID

HMDB0242145

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2-Hydroxyoctadecanoic acid

Description

2-Hydroxyoctadecanoic acid, also known as a-hydroxystearate or alpha-hydroxystearic acid, 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. Based on a literature review a small amount of articles have been published on 2-Hydroxyoctadecanoic acid.

Structure

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

HMDB0242145
     RDKit          3D
2-Hydroxyoctadecanoic acid
 57 56  0  0  0  0  0  0  0  0999 V2000
   -6.0676    2.7931   -0.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9927    1.7079   -1.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3665    0.4850   -1.6396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4993   -0.3536   -0.7766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3086    0.3459   -0.2605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4100   -0.5594    0.5833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9355   -1.7055   -0.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0242   -2.6384    0.5344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7928   -1.9218    1.0370 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0243   -1.3437   -0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2581   -0.6166    0.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1516   -1.5415    1.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4040   -0.9154    1.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2746   -0.3483    0.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4791    0.2371    1.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5638    0.8086    0.3857 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3852    1.9848   -0.5089 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7396    2.2204   -1.0269 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6026    1.7102   -1.7219 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3719    1.8485   -1.8234 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2451    1.2518   -2.8898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0238    2.9637    0.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4750    3.8081   -1.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0640    2.7680   -1.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7099    2.1582   -1.8828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6932    1.4950   -0.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8176    0.6798   -2.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2288   -0.1751   -2.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1716   -1.2218   -1.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0866   -0.8596    0.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7307    0.8067   -1.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6370    1.1607    0.4335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5925    0.0734    0.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9827   -0.9172    1.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5092   -1.3908   -1.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8339   -2.3478   -0.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7016   -3.4272   -0.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5628   -3.0970    1.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0056   -1.1810    1.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1719   -2.7287    1.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6125   -0.5866   -0.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3530   -2.0825   -0.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9012    0.1868    1.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7431   -0.1166   -0.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5775   -1.8729    2.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3379   -2.4738    0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1850   -0.1080    2.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9950   -1.6843    2.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5680   -1.1876   -0.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6666    0.3522   -0.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0988    0.9792    1.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9607   -0.5572    1.8464 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0436   -0.0512   -0.2054 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3958    1.0759    1.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0799    2.8836    0.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3668    2.1037   -0.2637 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2353    1.1225   -2.8873 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
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 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
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  0
 18 56  1  0
 21 57  1  0
M  END

      
  Mrv1652303201818472D          

 21 20  0  0  0  0            999 V2000
 9993.4431 9996.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.7287 9996.0713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.0140 9996.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9991.2993 9996.0713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.5847 9996.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.8681 9996.0713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9990.5847 9997.3080    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9991.2993 9995.2461    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9994.1577 9996.0713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.8724 9996.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.5871 9996.0713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.3016 9996.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.0170 9996.0713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.7303 9996.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.4458 9996.0713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.1591 9996.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.8744 9996.0713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.5897 9996.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10001.3032 9996.0713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.0185 9996.4834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10002.7359 9996.0713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  9  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
  4  8  1  0  0  0  0
  5  6  1  0  0  0  0
  5  7  2  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 18 19  1  0  0  0  0
 19 20  1  0  0  0  0
 20 21  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0242145

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCCCC(O)C(O)=O

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

> <INCHI_KEY>
KIHBGTRZFAVZRV-UHFFFAOYSA-N

> <FORMULA>
C18H36O3

> <MOLECULAR_WEIGHT>
300.483

> <EXACT_MASS>
300.266445019

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
57

> <JCHEM_AVERAGE_POLARIZABILITY>
39.41787529405648

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2-hydroxyoctadecanoic acid

> <ALOGPS_LOGP>
7.07

> <JCHEM_LOGP>
6.274654187

> <ALOGPS_LOGS>
-5.50

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.284148890034412

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.255557640559995

> <JCHEM_PKA_STRONGEST_BASIC>
-3.797528712514443

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
87.7778

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.43e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
α-hydroxystearic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0242145
     RDKit          3D
2-Hydroxyoctadecanoic acid
 57 56  0  0  0  0  0  0  0  0999 V2000
   -6.0676    2.7931   -0.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9927    1.7079   -1.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3665    0.4850   -1.6396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4993   -0.3536   -0.7766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3086    0.3459   -0.2605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4100   -0.5594    0.5833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9355   -1.7055   -0.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0242   -2.6384    0.5344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7928   -1.9218    1.0370 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0243   -1.3437   -0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2581   -0.6166    0.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1516   -1.5415    1.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4040   -0.9154    1.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2746   -0.3483    0.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4791    0.2371    1.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5638    0.8086    0.3857 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3852    1.9848   -0.5089 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7396    2.2204   -1.0269 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6026    1.7102   -1.7219 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3719    1.8485   -1.8234 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2451    1.2518   -2.8898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0238    2.9637    0.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4750    3.8081   -1.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0640    2.7680   -1.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7099    2.1582   -1.8828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6932    1.4950   -0.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8176    0.6798   -2.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2288   -0.1751   -2.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1716   -1.2218   -1.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0866   -0.8596    0.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7307    0.8067   -1.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6370    1.1607    0.4335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5925    0.0734    0.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9827   -0.9172    1.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5092   -1.3908   -1.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8339   -2.3478   -0.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7016   -3.4272   -0.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5628   -3.0970    1.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0056   -1.1810    1.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1719   -2.7287    1.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6125   -0.5866   -0.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3530   -2.0825   -0.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9012    0.1868    1.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7431   -0.1166   -0.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5775   -1.8729    2.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3379   -2.4738    0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1850   -0.1080    2.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9950   -1.6843    2.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5680   -1.1876   -0.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6666    0.3522   -0.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0988    0.9792    1.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9607   -0.5572    1.8464 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0436   -0.0512   -0.2054 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3958    1.0759    1.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0799    2.8836    0.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3668    2.1037   -0.2637 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2353    1.1225   -2.8873 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
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 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
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  0
 18 56  1  0
 21 57  1  0
M  END

HEADER    PROTEIN                                 20-MAR-18   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   20-MAR-18         0                                  
HETATM    1  C   UNK     0    8654.4278660.102   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8653.0948659.333   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8651.7598660.102   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8650.4258659.333   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8649.0918660.102   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0    8647.7548659.333   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8649.0918661.642   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8650.4258657.793   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    8655.7618659.333   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8657.0958660.102   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8658.4298659.333   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8659.7638660.102   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8661.0988659.333   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8662.4308660.102   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8663.7658659.333   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8665.0978660.102   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8666.4328659.333   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8667.7678660.102   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8669.0998659.333   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8670.4358660.102   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8671.7748659.333   0.000  0.00  0.00           C+0
CONECT    1    2    9                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5                                                            
CONECT    8    4                                                            
CONECT    9    1   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
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    HMDB0242145
HETATM    1  C1  UNL     1      -6.068   2.793  -0.721  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.993   1.708  -1.117  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.366   0.485  -1.640  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.499  -0.354  -0.777  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.309   0.346  -0.260  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.410  -0.559   0.583  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.935  -1.705  -0.241  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.024  -2.638   0.534  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.793  -1.922   1.037  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.024  -1.344  -0.073  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.258  -0.617   0.408  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.152  -1.542   1.166  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.404  -0.915   1.683  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.275  -0.348   0.537  1.00  0.00           C  
HETATM   15  C15 UNL     1       5.479   0.237   1.174  1.00  0.00           C  
HETATM   16  C16 UNL     1       6.564   0.809   0.386  1.00  0.00           C  
HETATM   17  C17 UNL     1       6.385   1.985  -0.509  1.00  0.00           C  
HETATM   18  O1  UNL     1       7.740   2.220  -1.027  1.00  0.00           O  
HETATM   19  C18 UNL     1       5.603   1.710  -1.722  1.00  0.00           C  
HETATM   20  O2  UNL     1       4.372   1.849  -1.823  1.00  0.00           O  
HETATM   21  O3  UNL     1       6.245   1.252  -2.890  1.00  0.00           O  
HETATM   22  H1  UNL     1      -6.024   2.964   0.386  1.00  0.00           H  
HETATM   23  H2  UNL     1      -6.475   3.808  -1.102  1.00  0.00           H  
HETATM   24  H3  UNL     1      -5.064   2.768  -1.143  1.00  0.00           H  
HETATM   25  H4  UNL     1      -7.710   2.158  -1.883  1.00  0.00           H  
HETATM   26  H5  UNL     1      -7.693   1.495  -0.257  1.00  0.00           H  
HETATM   27  H6  UNL     1      -5.818   0.680  -2.617  1.00  0.00           H  
HETATM   28  H7  UNL     1      -7.229  -0.175  -2.016  1.00  0.00           H  
HETATM   29  H8  UNL     1      -5.172  -1.222  -1.449  1.00  0.00           H  
HETATM   30  H9  UNL     1      -6.087  -0.860   0.043  1.00  0.00           H  
HETATM   31  H10 UNL     1      -3.731   0.807  -1.066  1.00  0.00           H  
HETATM   32  H11 UNL     1      -4.637   1.161   0.433  1.00  0.00           H  
HETATM   33  H12 UNL     1      -2.593   0.073   0.958  1.00  0.00           H  
HETATM   34  H13 UNL     1      -3.983  -0.917   1.459  1.00  0.00           H  
HETATM   35  H14 UNL     1      -2.509  -1.391  -1.192  1.00  0.00           H  
HETATM   36  H15 UNL     1      -3.834  -2.348  -0.483  1.00  0.00           H  
HETATM   37  H16 UNL     1      -1.702  -3.427  -0.162  1.00  0.00           H  
HETATM   38  H17 UNL     1      -2.563  -3.097   1.361  1.00  0.00           H  
HETATM   39  H18 UNL     1      -1.006  -1.181   1.818  1.00  0.00           H  
HETATM   40  H19 UNL     1      -0.172  -2.729   1.527  1.00  0.00           H  
HETATM   41  H20 UNL     1      -0.613  -0.587  -0.617  1.00  0.00           H  
HETATM   42  H21 UNL     1       0.353  -2.083  -0.812  1.00  0.00           H  
HETATM   43  H22 UNL     1       0.901   0.187   1.104  1.00  0.00           H  
HETATM   44  H23 UNL     1       1.743  -0.117  -0.457  1.00  0.00           H  
HETATM   45  H24 UNL     1       1.578  -1.873   2.068  1.00  0.00           H  
HETATM   46  H25 UNL     1       2.338  -2.474   0.590  1.00  0.00           H  
HETATM   47  H26 UNL     1       3.185  -0.108   2.407  1.00  0.00           H  
HETATM   48  H27 UNL     1       3.995  -1.684   2.218  1.00  0.00           H  
HETATM   49  H28 UNL     1       4.568  -1.188  -0.121  1.00  0.00           H  
HETATM   50  H29 UNL     1       3.667   0.352  -0.035  1.00  0.00           H  
HETATM   51  H30 UNL     1       5.099   0.979   1.958  1.00  0.00           H  
HETATM   52  H31 UNL     1       5.961  -0.557   1.846  1.00  0.00           H  
HETATM   53  H32 UNL     1       7.044  -0.051  -0.205  1.00  0.00           H  
HETATM   54  H33 UNL     1       7.396   1.076   1.138  1.00  0.00           H  
HETATM   55  H34 UNL     1       6.080   2.884   0.021  1.00  0.00           H  
HETATM   56  H35 UNL     1       8.367   2.104  -0.264  1.00  0.00           H  
HETATM   57  H36 UNL     1       7.235   1.122  -2.887  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   49   50
CONECT   15   16   51   52
CONECT   16   17   53   54
CONECT   17   18   19   55
CONECT   18   56
CONECT   19   20   20   21
CONECT   21   57
END

HMDB0242145
     RDKit          3D
2-Hydroxyoctadecanoic acid
 57 56  0  0  0  0  0  0  0  0999 V2000
   -6.0676    2.7931   -0.7208 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9927    1.7079   -1.1173 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3665    0.4850   -1.6396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4993   -0.3536   -0.7766 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3086    0.3459   -0.2605 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4100   -0.5594    0.5833 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9355   -1.7055   -0.2412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0242   -2.6384    0.5344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7928   -1.9218    1.0370 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0243   -1.3437   -0.0731 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2581   -0.6166    0.4084 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1516   -1.5415    1.1662 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4040   -0.9154    1.6834 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2746   -0.3483    0.5366 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4791    0.2371    1.1744 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5638    0.8086    0.3857 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3852    1.9848   -0.5089 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7396    2.2204   -1.0269 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.6026    1.7102   -1.7219 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3719    1.8485   -1.8234 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2451    1.2518   -2.8898 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0238    2.9637    0.3855 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4750    3.8081   -1.1020 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0640    2.7680   -1.1434 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7099    2.1582   -1.8828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6932    1.4950   -0.2573 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8176    0.6798   -2.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2288   -0.1751   -2.0162 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1716   -1.2218   -1.4494 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0866   -0.8596    0.0430 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7307    0.8067   -1.0657 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6370    1.1607    0.4335 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5925    0.0734    0.9584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9827   -0.9172    1.4591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5092   -1.3908   -1.1922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8339   -2.3478   -0.4829 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7016   -3.4272   -0.1624 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5628   -3.0970    1.3615 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0056   -1.1810    1.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1719   -2.7287    1.5272 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6125   -0.5866   -0.6173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3530   -2.0825   -0.8123 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9012    0.1868    1.1043 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7431   -0.1166   -0.4567 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5775   -1.8729    2.0684 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3379   -2.4738    0.5902 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1850   -0.1080    2.4075 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9950   -1.6843    2.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5680   -1.1876   -0.1211 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6666    0.3522   -0.0349 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0988    0.9792    1.9578 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9607   -0.5572    1.8464 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0436   -0.0512   -0.2054 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.3958    1.0759    1.1376 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0799    2.8836    0.0209 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3668    2.1037   -0.2637 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.2353    1.1225   -2.8873 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
 15 16  1  0
 16 17  1  0
 17 18  1  0
 17 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
 14 50  1  0
 15 51  1  0
 15 52  1  0
 16 53  1  0
 16 54  1  0
 17 55  1  0
 18 56  1  0
 21 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Hydroxystearic acid	ChEBI
alpha-Hydroxyoctadecanoic acid	ChEBI
alpha-Hydroxystearic acid	ChEBI
2-Hydroxystearate	Generator
a-Hydroxyoctadecanoate	Generator
a-Hydroxyoctadecanoic acid	Generator
alpha-Hydroxyoctadecanoate	Generator
Α-hydroxyoctadecanoate	Generator
Α-hydroxyoctadecanoic acid	Generator
a-Hydroxystearate	Generator
a-Hydroxystearic acid	Generator
alpha-Hydroxystearate	Generator
Α-hydroxystearate	Generator
Α-hydroxystearic acid	Generator
2-Hydroxyoctadecanoate	Generator
DL-2-Hydroxy stearate	HMDB
2-Hydroxyoctadecanoic acid	HMDB

Chemical Formula

C₁₈H₃₆O₃

Average Molecular Weight

300.483

Monoisotopic Molecular Weight

300.266445019

IUPAC Name

2-hydroxyoctadecanoic acid

Traditional Name

α-hydroxystearic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCC(O)C(O)=O

InChI Identifier

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

InChI Key

KIHBGTRZFAVZRV-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
Alpha-hydroxy acid
Hydroxy acid
Monosaccharide
Secondary alcohol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Alcohol
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

long-chain fatty acid (CHEBI:19660 )
2-hydroxy fatty acid (CHEBI:19660 )
Other Octadecanoids (LMFA02000120 )

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	7.07	ALOGPS
logP	6.27	ChemAxon
logS	-5.5	ALOGPS
pKa (Strongest Acidic)	4.26	ChemAxon
pKa (Strongest Basic)	-3.8	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	87.78 m³·mol⁻¹	ChemAxon
Polarizability	39.42 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]+	179.069	31661259
DarkChem	[M-H]-	179.438	31661259
DeepCCS	[M+H]+	179.021	30932474
DeepCCS	[M-H]-	175.001	30932474
DeepCCS	[M-2H]-	212.248	30932474
DeepCCS	[M+Na]+	188.136	30932474
AllCCS	[M+H]+	186.4	32859911
AllCCS	[M+H-H2O]+	183.5	32859911
AllCCS	[M+NH4]+	189.0	32859911
AllCCS	[M+Na]+	189.8	32859911
AllCCS	[M-H]-	180.4	32859911
AllCCS	[M+Na-2H]-	181.5	32859911
AllCCS	[M+HCOO]-	182.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Hydroxyoctadecanoic acid	CCCCCCCCCCCCCCCCC(O)C(O)=O	3367.3	Standard polar	33892256
2-Hydroxyoctadecanoic acid	CCCCCCCCCCCCCCCCC(O)C(O)=O	2230.5	Standard non polar	33892256
2-Hydroxyoctadecanoic acid	CCCCCCCCCCCCCCCCC(O)C(O)=O	2330.6	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 - 2-Hydroxyoctadecanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-06rx-6390000000-dc6055574df7458a3e36	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxyoctadecanoic acid GC-MS (2 TMS) - 70eV, Positive	splash10-004i-9423200000-6376cf4aba78ba257839	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-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 - 2-Hydroxyoctadecanoic acid 10V, Positive-QTOF	splash10-0f89-0093000000-2f8ef33bad8c777b2d7f	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyoctadecanoic acid 20V, Positive-QTOF	splash10-057i-3491000000-121f1dbb538618ddab45	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyoctadecanoic acid 40V, Positive-QTOF	splash10-052f-8930000000-a52f0254f6d8077d8b0c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyoctadecanoic acid 10V, Negative-QTOF	splash10-0002-0090000000-f515fde945ac0a65e3d1	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyoctadecanoic acid 20V, Negative-QTOF	splash10-0kd1-0090000000-6b458f6ccdf110b9e5d1	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyoctadecanoic acid 40V, Negative-QTOF	splash10-05di-6090000000-0366448a4e8dac869c95	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyoctadecanoic acid 10V, Positive-QTOF	splash10-0udi-3059000000-fece760ca2f818109e99	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyoctadecanoic acid 20V, Positive-QTOF	splash10-0a59-9531000000-fcb4708799e4d197140b	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyoctadecanoic acid 40V, Positive-QTOF	splash10-0a4l-9000000000-dae9b4648f722bf57839	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyoctadecanoic acid 10V, Negative-QTOF	splash10-0002-0090000000-f0b5fb24866d41ab9f4a	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyoctadecanoic acid 20V, Negative-QTOF	splash10-0002-1090000000-a10cc6e0109e8cc0e553	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyoctadecanoic acid 40V, Negative-QTOF	splash10-0006-9000000000-86bd22c846752b71b79f	2021-10-12	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

62625

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

69417

PDB ID

Not Available

ChEBI ID

19660

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

Kong SW, Hernandez-Ferrer C: Assessment of coverage for endogenous metabolites and exogenous chemical compounds using an untargeted metabolomics platform. Pac Symp Biocomput. 2020;25:587-598. [PubMed:31797630 ]

Showing metabocard for 2-Hydroxyoctadecanoic acid (HMDB0242145)

MOL for HMDB0242145 (2-Hydroxyoctadecanoic acid)

3D MOL for HMDB0242145 (2-Hydroxyoctadecanoic acid)

3D SDF for HMDB0242145 (2-Hydroxyoctadecanoic acid)

3D-SDF for HMDB0242145 (2-Hydroxyoctadecanoic acid)

PDB for HMDB0242145 (2-Hydroxyoctadecanoic acid)

3D PDB for HMDB0242145 (2-Hydroxyoctadecanoic acid)

SMILES for HMDB0242145 (2-Hydroxyoctadecanoic acid)

INCHI for HMDB0242145 (2-Hydroxyoctadecanoic acid)

Structure for HMDB0242145 (2-Hydroxyoctadecanoic acid)

3D Structure for HMDB0242145 (2-Hydroxyoctadecanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra