Jump To Section:

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2017-03-23 03:54:50 UTC

Update Date

2022-09-22 18:34:29 UTC

HMDB ID

HMDB0062549

Secondary Accession Numbers

HMDB62549

Metabolite Identification

Common Name

2-Hydroxystearic acid

Description

2-Hydroxystearic acid (CAS: 629-22-1), also known as 2-hydroxystearate or 2-hydroxyoctadecanoic acid, is a member of the class of compounds known as long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. The chain of 2-hydroxystearic acid bears a hydroxyl group. 2-Hydroxystearic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). 2-Hydroxystearic acid can be found in feces. 2-Hydroxystearic acid can be synthesized from octadecanoic acid, and can be synthesized into 2-hydroxystearoyl-CoA and N-2-hydroxystearoylsphingosine.

Structure

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

HMDB0062549
     RDKit          3D
2-Hydroxystearic acid
 57 56  0  0  0  0  0  0  0  0999 V2000
    8.0676    2.3804    1.2508 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6514    0.9251    1.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3314    0.7949    0.5980 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8124   -0.6003    0.6264 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5193   -0.6794   -0.1527 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4865    0.2125    0.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1867    0.1243   -0.3558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6192   -1.2616   -0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3434   -1.3043   -1.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6647   -0.3867   -0.5749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9873   -0.4047   -1.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6280   -1.7652   -1.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9262   -1.6831   -2.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9159   -0.7043   -1.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2667   -1.0792   -0.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2741   -0.1393    0.5227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7673    1.2786    0.5820 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6158    1.4178    1.3125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8236    2.1389    1.1650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5725    2.8403    2.1754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1030    2.2040    0.6322 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1719    2.9826    1.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3440    2.5670    0.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8689    2.6422    1.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4211    0.2393    0.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4234    0.6818    2.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4695    1.1143   -0.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6356    1.4685    1.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5406   -1.3358    0.2398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6039   -0.8691    1.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6986   -0.3170   -1.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2127   -1.7396   -0.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2488   -0.0740    1.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8269    1.2816    0.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3257    0.4291   -1.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4426    0.8099    0.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4088   -1.5327    0.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3315   -2.0314   -0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0125   -2.3586   -1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6504   -1.0271   -2.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7875   -0.5083    0.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2949    0.6730   -0.7244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6505    0.2820   -0.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8470   -0.0066   -2.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8468   -2.1505   -0.2972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9613   -2.5400   -1.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6619   -1.3545   -3.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3843   -2.6952   -2.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8432   -0.6883   -2.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4885    0.3146   -1.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3554   -1.1556    0.5297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7332   -2.0848   -0.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4346   -0.4903    1.5625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2243   -0.1811   -0.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6407    1.6145   -0.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2509    2.3273    1.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7049    1.4040    0.6545 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  6
 18 56  1  0
 21 57  1  0
M  END

      
  Mrv1652305052017402D          

 21 20  0  0  0  0            999 V2000
 9990.7573 9993.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9990.0429 9993.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9989.3282 9993.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9988.6135 9993.3857    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
 9987.8988 9993.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9987.1822 9993.3857    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9987.8988 9994.6225    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9988.6135 9992.5605    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
 9991.4720 9993.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.1868 9993.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9992.9015 9993.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9993.6160 9993.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9994.3315 9993.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.0448 9993.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9995.7603 9993.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9996.4737 9993.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.1890 9993.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9997.9043 9993.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9998.6178 9993.3857    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
 9999.3332 9993.7978    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
10000.0506 9993.3857    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  6  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>
HMDB0062549

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCCCCC[C@H](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)/t17-/m0/s1

> <INCHI_KEY>
KIHBGTRZFAVZRV-KRWDZBQOSA-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>
(2S)-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>
(S)-2-hydroxystearic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062549
     RDKit          3D
2-Hydroxystearic acid
 57 56  0  0  0  0  0  0  0  0999 V2000
    8.0676    2.3804    1.2508 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6514    0.9251    1.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3314    0.7949    0.5980 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8124   -0.6003    0.6264 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5193   -0.6794   -0.1527 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4865    0.2125    0.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1867    0.1243   -0.3558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6192   -1.2616   -0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3434   -1.3043   -1.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6647   -0.3867   -0.5749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9873   -0.4047   -1.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6280   -1.7652   -1.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9262   -1.6831   -2.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9159   -0.7043   -1.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2667   -1.0792   -0.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2741   -0.1393    0.5227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7673    1.2786    0.5820 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6158    1.4178    1.3125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8236    2.1389    1.1650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5725    2.8403    2.1754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1030    2.2040    0.6322 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1719    2.9826    1.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3440    2.5670    0.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8689    2.6422    1.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4211    0.2393    0.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4234    0.6818    2.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4695    1.1143   -0.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6356    1.4685    1.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5406   -1.3358    0.2398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6039   -0.8691    1.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6986   -0.3170   -1.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2127   -1.7396   -0.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2488   -0.0740    1.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8269    1.2816    0.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3257    0.4291   -1.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4426    0.8099    0.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4088   -1.5327    0.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3315   -2.0314   -0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0125   -2.3586   -1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6504   -1.0271   -2.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7875   -0.5083    0.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2949    0.6730   -0.7244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6505    0.2820   -0.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8470   -0.0066   -2.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8468   -2.1505   -0.2972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9613   -2.5400   -1.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6619   -1.3545   -3.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3843   -2.6952   -2.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8432   -0.6883   -2.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4885    0.3146   -1.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3554   -1.1556    0.5297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7332   -2.0848   -0.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4346   -0.4903    1.5625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2243   -0.1811   -0.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6407    1.6145   -0.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2509    2.3273    1.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7049    1.4040    0.6545 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  6
 18 56  1  0
 21 57  1  0
M  END

HEADER    PROTEIN                                 05-MAY-20   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   05-MAY-20         0                                  
HETATM    1  C   UNK     0    8649.4148655.089   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0    8648.0808654.320   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0    8646.7468655.089   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0    8645.4128654.320   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0    8644.0788655.089   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0    8642.7408654.320   0.000  0.00  0.00           O+0
HETATM    7  O   UNK     0    8644.0788656.629   0.000  0.00  0.00           O+0
HETATM    8  O   UNK     0    8645.4128652.780   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0    8650.7488654.320   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0    8652.0828655.089   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0    8653.4168654.320   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0    8654.7508655.089   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0    8656.0858654.320   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0    8657.4178655.089   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0    8658.7538654.320   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0    8660.0848655.089   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0    8661.4198654.320   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0    8662.7558655.089   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0    8664.0878654.320   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0    8665.4228655.089   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0    8666.7618654.320   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    HMDB0062549
HETATM    1  C1  UNL     1       8.068   2.380   1.251  1.00  0.00           C  
HETATM    2  C2  UNL     1       7.651   0.925   1.355  1.00  0.00           C  
HETATM    3  C3  UNL     1       6.331   0.795   0.598  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.812  -0.600   0.626  1.00  0.00           C  
HETATM    5  C5  UNL     1       4.519  -0.679  -0.153  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.486   0.212   0.432  1.00  0.00           C  
HETATM    7  C7  UNL     1       2.187   0.124  -0.356  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.619  -1.262  -0.342  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.343  -1.304  -1.143  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.665  -0.387  -0.575  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.987  -0.405  -1.313  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.628  -1.765  -1.310  1.00  0.00           C  
HETATM   13  C13 UNL     1      -3.926  -1.683  -2.068  1.00  0.00           C  
HETATM   14  C14 UNL     1      -4.916  -0.704  -1.502  1.00  0.00           C  
HETATM   15  C15 UNL     1      -5.267  -1.079  -0.106  1.00  0.00           C  
HETATM   16  C16 UNL     1      -6.274  -0.139   0.523  1.00  0.00           C  
HETATM   17  C17 UNL     1      -5.767   1.279   0.582  1.00  0.00           C  
HETATM   18  O1  UNL     1      -4.616   1.418   1.312  1.00  0.00           O  
HETATM   19  C18 UNL     1      -6.824   2.139   1.165  1.00  0.00           C  
HETATM   20  O2  UNL     1      -6.572   2.840   2.175  1.00  0.00           O  
HETATM   21  O3  UNL     1      -8.103   2.204   0.632  1.00  0.00           O  
HETATM   22  H1  UNL     1       7.172   2.983   1.512  1.00  0.00           H  
HETATM   23  H2  UNL     1       8.344   2.567   0.193  1.00  0.00           H  
HETATM   24  H3  UNL     1       8.869   2.642   1.961  1.00  0.00           H  
HETATM   25  H4  UNL     1       8.421   0.239   0.967  1.00  0.00           H  
HETATM   26  H5  UNL     1       7.423   0.682   2.419  1.00  0.00           H  
HETATM   27  H6  UNL     1       6.470   1.114  -0.444  1.00  0.00           H  
HETATM   28  H7  UNL     1       5.636   1.468   1.156  1.00  0.00           H  
HETATM   29  H8  UNL     1       6.541  -1.336   0.240  1.00  0.00           H  
HETATM   30  H9  UNL     1       5.604  -0.869   1.700  1.00  0.00           H  
HETATM   31  H10 UNL     1       4.699  -0.317  -1.204  1.00  0.00           H  
HETATM   32  H11 UNL     1       4.213  -1.740  -0.284  1.00  0.00           H  
HETATM   33  H12 UNL     1       3.249  -0.074   1.481  1.00  0.00           H  
HETATM   34  H13 UNL     1       3.827   1.282   0.388  1.00  0.00           H  
HETATM   35  H14 UNL     1       2.326   0.429  -1.409  1.00  0.00           H  
HETATM   36  H15 UNL     1       1.443   0.810   0.132  1.00  0.00           H  
HETATM   37  H16 UNL     1       1.409  -1.533   0.722  1.00  0.00           H  
HETATM   38  H17 UNL     1       2.331  -2.031  -0.715  1.00  0.00           H  
HETATM   39  H18 UNL     1       0.012  -2.359  -1.231  1.00  0.00           H  
HETATM   40  H19 UNL     1       0.650  -1.027  -2.193  1.00  0.00           H  
HETATM   41  H20 UNL     1      -0.787  -0.508   0.515  1.00  0.00           H  
HETATM   42  H21 UNL     1      -0.295   0.673  -0.724  1.00  0.00           H  
HETATM   43  H22 UNL     1      -2.650   0.282  -0.750  1.00  0.00           H  
HETATM   44  H23 UNL     1      -1.847  -0.007  -2.315  1.00  0.00           H  
HETATM   45  H24 UNL     1      -2.847  -2.150  -0.297  1.00  0.00           H  
HETATM   46  H25 UNL     1      -1.961  -2.540  -1.763  1.00  0.00           H  
HETATM   47  H26 UNL     1      -3.662  -1.354  -3.101  1.00  0.00           H  
HETATM   48  H27 UNL     1      -4.384  -2.695  -2.216  1.00  0.00           H  
HETATM   49  H28 UNL     1      -5.843  -0.688  -2.134  1.00  0.00           H  
HETATM   50  H29 UNL     1      -4.489   0.315  -1.598  1.00  0.00           H  
HETATM   51  H30 UNL     1      -4.355  -1.156   0.530  1.00  0.00           H  
HETATM   52  H31 UNL     1      -5.733  -2.085  -0.119  1.00  0.00           H  
HETATM   53  H32 UNL     1      -6.435  -0.490   1.562  1.00  0.00           H  
HETATM   54  H33 UNL     1      -7.224  -0.181  -0.007  1.00  0.00           H  
HETATM   55  H34 UNL     1      -5.641   1.614  -0.483  1.00  0.00           H  
HETATM   56  H35 UNL     1      -4.251   2.327   1.125  1.00  0.00           H  
HETATM   57  H36 UNL     1      -8.705   1.404   0.655  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

HMDB0062549
     RDKit          3D
2-Hydroxystearic acid
 57 56  0  0  0  0  0  0  0  0999 V2000
    8.0676    2.3804    1.2508 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6514    0.9251    1.3551 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3314    0.7949    0.5980 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8124   -0.6003    0.6264 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5193   -0.6794   -0.1527 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4865    0.2125    0.4322 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1867    0.1243   -0.3558 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6192   -1.2616   -0.3419 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3434   -1.3043   -1.1432 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6647   -0.3867   -0.5749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9873   -0.4047   -1.3135 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6280   -1.7652   -1.3100 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9262   -1.6831   -2.0682 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9159   -0.7043   -1.5024 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2667   -1.0792   -0.1063 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2741   -0.1393    0.5227 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7673    1.2786    0.5820 C   0  0  2  0  0  0  0  0  0  0  0  0
   -4.6158    1.4178    1.3125 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8236    2.1389    1.1650 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5725    2.8403    2.1754 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1030    2.2040    0.6322 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1719    2.9826    1.5122 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3440    2.5670    0.1931 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.8689    2.6422    1.9605 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4211    0.2393    0.9668 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.4234    0.6818    2.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4695    1.1143   -0.4437 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6356    1.4685    1.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5406   -1.3358    0.2398 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6039   -0.8691    1.6999 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6986   -0.3170   -1.2041 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2127   -1.7396   -0.2839 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2488   -0.0740    1.4808 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8269    1.2816    0.3876 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3257    0.4291   -1.4092 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4426    0.8099    0.1325 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4088   -1.5327    0.7221 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3315   -2.0314   -0.7154 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0125   -2.3586   -1.2308 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6504   -1.0271   -2.1932 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7875   -0.5083    0.5149 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2949    0.6730   -0.7244 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6505    0.2820   -0.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8470   -0.0066   -2.3152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8468   -2.1505   -0.2972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9613   -2.5400   -1.7630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6619   -1.3545   -3.1013 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3843   -2.6952   -2.2156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8432   -0.6883   -2.1336 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4885    0.3146   -1.5977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3554   -1.1556    0.5297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7332   -2.0848   -0.1189 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4346   -0.4903    1.5625 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2243   -0.1811   -0.0067 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6407    1.6145   -0.4833 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2509    2.3273    1.1247 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.7049    1.4040    0.6545 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  6
 18 56  1  0
 21 57  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(S)-2-Hydroxystearic acid	ChEBI
(S)-2-Hydroxyoctadecanoic acid	Kegg
(S)-2-Hydroxystearate	Generator
(S)-2-Hydroxyoctadecanoate	Generator
2-Hydroxystearate	Generator
(-)-alpha-Hydroxystearate	HMDB
(-)-alpha-Hydroxystearic acid	HMDB
(-)-Α-hydroxystearate	HMDB
(-)-Α-hydroxystearic acid	HMDB
(2S)-2-Hydroxyoctadecanoate	HMDB
(2S)-2-Hydroxyoctadecanoic acid	HMDB
(±)-alpha-hydroxystearate	HMDB
(±)-alpha-hydroxystearic acid	HMDB
(±)-α-hydroxystearate	HMDB
(±)-α-hydroxystearic acid	HMDB
2-Hydroxyoctadecanoate	HMDB
2-Hydroxyoctadecanoic acid	HMDB
DL-2-Hydroxystearate	HMDB
DL-2-Hydroxystearic acid	HMDB
FA(18:0(2-OH))	HMDB
FA(18:0(2S-OH))	HMDB
L-(-)-2-Hydroxystearate	HMDB
L-(-)-2-Hydroxystearic acid	HMDB
L-2-Hydroxyoctadecanoate	HMDB
L-2-Hydroxyoctadecanoic acid	HMDB
L-2-Hydroxystearate	HMDB
L-2-Hydroxystearic acid	HMDB
alpha-Hydroxyoctadecanoate	HMDB
alpha-Hydroxyoctadecanoic acid	HMDB
alpha-Hydroxystearate	HMDB
alpha-Hydroxystearic acid	HMDB
Α-hydroxyoctadecanoate	HMDB
Α-hydroxyoctadecanoic acid	HMDB
Α-hydroxystearate	HMDB
Α-hydroxystearic acid	HMDB
2-Hydroxystearic acid	HMDB

Chemical Formula

C₁₈H₃₆O₃

Average Molecular Weight

300.483

Monoisotopic Molecular Weight

300.266445019

IUPAC Name

(2S)-2-hydroxyoctadecanoic acid

Traditional Name

(S)-2-hydroxystearic acid

CAS Registry Number

26531-80-6

SMILES

CCCCCCCCCCCCCCCC[C@H](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)/t17-/m0/s1

InChI Key

KIHBGTRZFAVZRV-KRWDZBQOSA-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

2-hydroxystearic acid (CHEBI:18129 )

Ontology

Not Available

Placenta (HMDB: HMDB0062549)

Excreta

Biofluid or Excreta

Feces (PMID: 27275383)

Source

Exogenous

Exogenous (HMDB: HMDB0062549)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.00094 g/l	ALOGPS
LogP	7.07	ALOGPS

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
DeepCCS	[M+H]+	180.211	30932474
DeepCCS	[M-H]-	176.759	30932474
DeepCCS	[M-2H]-	212.617	30932474
DeepCCS	[M+Na]+	188.907	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 Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter)). Predicted by Afia on May 17, 2022.	10.65 minutes	32390414
Predicted by Siyang on May 30, 2022	22.5492 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.47 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	3090.3 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	591.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	239.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	295.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	568.2 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	974.9 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	930.0 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	112.4 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	2087.9 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	618.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1897.6 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	766.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	502.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	685.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	525.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	9.1 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Hydroxystearic acid	CCCCCCCCCCCCCCCC[C@H](O)C(O)=O	3368.6	Standard polar	33892256
2-Hydroxystearic acid	CCCCCCCCCCCCCCCC[C@H](O)C(O)=O	2259.7	Standard non polar	33892256
2-Hydroxystearic acid	CCCCCCCCCCCCCCCC[C@H](O)C(O)=O	2340.4	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Hydroxystearic acid,1TMS,isomer #1	CCCCCCCCCCCCCCCC[C@H](O[Si](C)(C)C)C(=O)O	2406.7	Semi standard non polar	33892256
2-Hydroxystearic acid,1TMS,isomer #2	CCCCCCCCCCCCCCCC[C@H](O)C(=O)O[Si](C)(C)C	2332.3	Semi standard non polar	33892256
2-Hydroxystearic acid,2TMS,isomer #1	CCCCCCCCCCCCCCCC[C@H](O[Si](C)(C)C)C(=O)O[Si](C)(C)C	2430.2	Semi standard non polar	33892256
2-Hydroxystearic acid,1TBDMS,isomer #1	CCCCCCCCCCCCCCCC[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O	2653.8	Semi standard non polar	33892256
2-Hydroxystearic acid,1TBDMS,isomer #2	CCCCCCCCCCCCCCCC[C@H](O)C(=O)O[Si](C)(C)C(C)(C)C	2588.4	Semi standard non polar	33892256
2-Hydroxystearic acid,2TBDMS,isomer #1	CCCCCCCCCCCCCCCC[C@H](O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2914.9	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 - 2-Hydroxystearic 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-Hydroxystearic acid 10V, Positive-QTOF	splash10-0udi-3159000000-7975a8415bd8e9a92419	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxystearic acid 20V, Positive-QTOF	splash10-0a59-9531000000-fcb4708799e4d197140b	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxystearic acid 40V, Positive-QTOF	splash10-0a4l-9000000000-dae9b4648f722bf57839	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxystearic acid 10V, Negative-QTOF	splash10-0002-0090000000-f0b5fb24866d41ab9f4a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxystearic acid 20V, Negative-QTOF	splash10-0002-1090000000-a10cc6e0109e8cc0e553	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxystearic acid 40V, Negative-QTOF	splash10-0006-9000000000-cadfbfc1bbb9a8dfed44	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Placenta

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Urine	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Cancer patients undergoing total body irradiation	31424920	details

Associated Disorders and Diseases

Disease References

Colorectal cancer

Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]

Associated OMIM IDs

114500 (Colorectal cancer)

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

388923

KEGG Compound ID

C03045

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

439887

PDB ID

Not Available

ChEBI ID

18129

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 ]
Elshenawy S, Pinney SE, Stuart T, Doulias PT, Zura G, Parry S, Elovitz MA, Bennett MJ, Bansal A, Strauss JF 3rd, Ischiropoulos H, Simmons RA: The Metabolomic Signature of the Placenta in Spontaneous Preterm Birth. Int J Mol Sci. 2020 Feb 4;21(3). pii: ijms21031043. doi: 10.3390/ijms21031043. [PubMed:32033212 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 2-Hydroxystearic acid (HMDB0062549)

MOL for HMDB0062549 (2-Hydroxystearic acid)

3D MOL for HMDB0062549 (2-Hydroxystearic acid)

3D SDF for HMDB0062549 (2-Hydroxystearic acid)

3D-SDF for HMDB0062549 (2-Hydroxystearic acid)

PDB for HMDB0062549 (2-Hydroxystearic acid)

3D PDB for HMDB0062549 (2-Hydroxystearic acid)

SMILES for HMDB0062549 (2-Hydroxystearic acid)

INCHI for HMDB0062549 (2-Hydroxystearic acid)

Structure for HMDB0062549 (2-Hydroxystearic acid)

3D Structure for HMDB0062549 (2-Hydroxystearic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra