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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 16:34:54 UTC

Update Date

2021-09-23 16:34:54 UTC

HMDB ID

HMDB0302284

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Dihydroxystearic acid

Description

Dihydroxystearic acid, also known as dihydroxystearate, 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. Dihydroxystearic acid is practically insoluble (in water) and a weakly acidic compound (based on its pKa). Dihydroxystearic acid can be found in peanut, which makes dihydroxystearic acid a potential biomarker for the consumption of this food product.

Structure

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

HMDB0302284
     RDKit          3D
Dihydroxystearic acid
 58 57  0  0  0  0  0  0  0  0999 V2000
   -8.7409    0.4354   -0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5957   -0.4533   -0.5487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3581    0.2906   -0.9170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8252    1.1544    0.1927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4876    0.3528    1.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4620   -0.6920    1.1463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1589   -0.0674    0.6549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1951   -1.2311    0.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8756   -0.7246   -0.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2665    0.2122    0.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0782    0.7493    0.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0910   -0.3571    0.2728 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4346    0.2076   -0.1630 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3703   -0.9355   -0.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7553   -0.5259   -0.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4483    0.3738    0.1619 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8083    0.7494   -0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4232    1.6175    0.5661 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6239    1.3936   -1.5907 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6960   -0.4105   -0.5912 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7657   -0.5249    0.1127 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5039   -1.4200   -1.5012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5000    1.5089   -0.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0572    0.1906    0.8871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6447    0.2861   -0.7961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9232   -1.0161   -1.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4300   -1.2337    0.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5488    0.8705   -1.8446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5735   -0.4404   -1.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5197    1.9999    0.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9083    1.6519   -0.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2466    0.9983    2.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4236   -0.1833    1.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8194   -1.4272    0.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2556   -1.3143    2.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7892    0.6617    1.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3204    0.4697   -0.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6553   -1.9818   -0.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1062   -1.7325    1.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0119   -0.2331   -1.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2569   -1.6188   -0.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2493   -0.1988    1.9183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9262    1.1315    0.9500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9800    1.3855   -0.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4576    1.3912    1.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6682   -1.0254   -0.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1698   -0.9772    1.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7639    0.9573    0.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2390    0.7521   -1.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4291   -1.4835    0.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9276   -1.6480   -1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6895   -0.1227   -1.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3559   -1.4808   -0.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9239    1.3273    0.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6233   -0.1522    1.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3419    2.5252    0.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8330    2.3584   -1.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7302   -2.3906   -1.3290 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
 17 20  1  0
 20 21  2  0
 20 22  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 18 56  1  0
 19 57  1  0
 22 58  1  0
M  END

  Mrv1533007131513332D          

 22 21  0  0  0  0            999 V2000
    6.7105   -4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1395   -4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8539   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5684   -4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.2829   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.9974   -4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7118   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4263   -4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1408   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.8552   -4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.5697   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.2842   -4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.9987   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7131   -4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.4276   -4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.8565   -5.1118    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.1421   -4.6993    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.5710   -4.6993    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.8565   -5.9368    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   17.7296   -5.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.5546   -3.9849    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
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  1  0  0  0  0
 16 15  1  0  0  0  0
 18 16  1  0  0  0  0
 18 17  1  0  0  0  0
 19 17  2  0  0  0  0
 20 17  1  0  0  0  0
 21 18  1  0  0  0  0
 22 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302284

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H36O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18(21,22)17(19)20/h21-22H,2-16H2,1H3,(H,19,20)

> <INCHI_KEY>
SXNBVULTHKFMNO-UHFFFAOYSA-N

> <FORMULA>
C18H36O4

> <MOLECULAR_WEIGHT>
316.482

> <EXACT_MASS>
316.261359639

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
58

> <JCHEM_AVERAGE_POLARIZABILITY>
40.15117672639202

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,2-dihydroxyoctadecanoic acid

> <ALOGPS_LOGP>
5.64

> <JCHEM_LOGP>
6.0084578969999995

> <ALOGPS_LOGS>
-5.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
11.13443804110639

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.562775198532868

> <JCHEM_PKA_STRONGEST_BASIC>
-5.040931589657114

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
89.43059999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.21e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,2-dihydroxyoctadecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302284
     RDKit          3D
Dihydroxystearic acid
 58 57  0  0  0  0  0  0  0  0999 V2000
   -8.7409    0.4354   -0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5957   -0.4533   -0.5487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3581    0.2906   -0.9170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8252    1.1544    0.1927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4876    0.3528    1.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4620   -0.6920    1.1463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1589   -0.0674    0.6549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1951   -1.2311    0.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8756   -0.7246   -0.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2665    0.2122    0.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0782    0.7493    0.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0910   -0.3571    0.2728 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4346    0.2076   -0.1630 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3703   -0.9355   -0.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7553   -0.5259   -0.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4483    0.3738    0.1619 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8083    0.7494   -0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4232    1.6175    0.5661 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6239    1.3936   -1.5907 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6960   -0.4105   -0.5912 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7657   -0.5249    0.1127 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5039   -1.4200   -1.5012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5000    1.5089   -0.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0572    0.1906    0.8871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6447    0.2861   -0.7961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9232   -1.0161   -1.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4300   -1.2337    0.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5488    0.8705   -1.8446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5735   -0.4404   -1.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5197    1.9999    0.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9083    1.6519   -0.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2466    0.9983    2.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4236   -0.1833    1.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8194   -1.4272    0.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2556   -1.3143    2.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7892    0.6617    1.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3204    0.4697   -0.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6553   -1.9818   -0.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1062   -1.7325    1.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0119   -0.2331   -1.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2569   -1.6188   -0.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2493   -0.1988    1.9183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9262    1.1315    0.9500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9800    1.3855   -0.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4576    1.3912    1.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6682   -1.0254   -0.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1698   -0.9772    1.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7639    0.9573    0.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2390    0.7521   -1.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4291   -1.4835    0.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9276   -1.6480   -1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6895   -0.1227   -1.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3559   -1.4808   -0.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9239    1.3273    0.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6233   -0.1522    1.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3419    2.5252    0.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8330    2.3584   -1.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7302   -2.3906   -1.3290 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
 17 20  1  0
 20 21  2  0
 20 22  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 18 56  1  0
 19 57  1  0
 22 58  1  0
M  END

HEADER    PROTEIN                                 13-JUL-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   13-JUL-15         0                                  
HETATM    1  C   UNK     0      12.526  -8.772   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      13.860  -8.002   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      15.194  -8.772   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      16.527  -8.002   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      17.861  -8.772   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      19.195  -8.002   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      20.528  -8.772   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      21.862  -8.002   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      23.196  -8.772   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      24.529  -8.002   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      25.863  -8.772   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      27.197  -8.002   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      28.530  -8.772   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      29.864  -8.002   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      31.198  -8.772   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      32.532  -8.002   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      35.199  -9.542   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      33.865  -8.772   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      36.533  -8.772   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      35.199 -11.082   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      33.095 -10.106   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      34.635  -7.438   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   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   18                                                       
CONECT   17   18   19   20                                                  
CONECT   18   16   17   21   22                                             
CONECT   19   17                                                            
CONECT   20   17                                                            
CONECT   21   18                                                            
CONECT   22   18                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   42    0
END

COMPND    HMDB0302284
HETATM    1  C1  UNL     1      -8.741   0.435  -0.162  1.00  0.00           C  
HETATM    2  C2  UNL     1      -7.596  -0.453  -0.549  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.358   0.291  -0.917  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.825   1.154   0.193  1.00  0.00           C  
HETATM    5  C5  UNL     1      -5.488   0.353   1.405  1.00  0.00           C  
HETATM    6  C6  UNL     1      -4.462  -0.692   1.146  1.00  0.00           C  
HETATM    7  C7  UNL     1      -3.159  -0.067   0.655  1.00  0.00           C  
HETATM    8  C8  UNL     1      -2.195  -1.231   0.445  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.876  -0.725  -0.062  1.00  0.00           C  
HETATM   10  C10 UNL     1      -0.267   0.212   0.912  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.078   0.749   0.475  1.00  0.00           C  
HETATM   12  C12 UNL     1       2.091  -0.357   0.273  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.435   0.208  -0.163  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.370  -0.936  -0.340  1.00  0.00           C  
HETATM   15  C15 UNL     1       5.755  -0.526  -0.775  1.00  0.00           C  
HETATM   16  C16 UNL     1       6.448   0.374   0.162  1.00  0.00           C  
HETATM   17  C17 UNL     1       7.808   0.749  -0.369  1.00  0.00           C  
HETATM   18  O1  UNL     1       8.423   1.617   0.566  1.00  0.00           O  
HETATM   19  O2  UNL     1       7.624   1.394  -1.591  1.00  0.00           O  
HETATM   20  C18 UNL     1       8.696  -0.410  -0.591  1.00  0.00           C  
HETATM   21  O3  UNL     1       9.766  -0.525   0.113  1.00  0.00           O  
HETATM   22  O4  UNL     1       8.504  -1.420  -1.501  1.00  0.00           O  
HETATM   23  H1  UNL     1      -8.500   1.509  -0.203  1.00  0.00           H  
HETATM   24  H2  UNL     1      -9.057   0.191   0.887  1.00  0.00           H  
HETATM   25  H3  UNL     1      -9.645   0.286  -0.796  1.00  0.00           H  
HETATM   26  H4  UNL     1      -7.923  -1.016  -1.464  1.00  0.00           H  
HETATM   27  H5  UNL     1      -7.430  -1.234   0.223  1.00  0.00           H  
HETATM   28  H6  UNL     1      -6.549   0.871  -1.845  1.00  0.00           H  
HETATM   29  H7  UNL     1      -5.573  -0.440  -1.189  1.00  0.00           H  
HETATM   30  H8  UNL     1      -6.520   2.000   0.428  1.00  0.00           H  
HETATM   31  H9  UNL     1      -4.908   1.652  -0.177  1.00  0.00           H  
HETATM   32  H10 UNL     1      -5.247   0.998   2.279  1.00  0.00           H  
HETATM   33  H11 UNL     1      -6.424  -0.183   1.716  1.00  0.00           H  
HETATM   34  H12 UNL     1      -4.819  -1.427   0.401  1.00  0.00           H  
HETATM   35  H13 UNL     1      -4.256  -1.314   2.066  1.00  0.00           H  
HETATM   36  H14 UNL     1      -2.789   0.662   1.395  1.00  0.00           H  
HETATM   37  H15 UNL     1      -3.320   0.470  -0.298  1.00  0.00           H  
HETATM   38  H16 UNL     1      -2.655  -1.982  -0.228  1.00  0.00           H  
HETATM   39  H17 UNL     1      -2.106  -1.732   1.432  1.00  0.00           H  
HETATM   40  H18 UNL     1      -1.012  -0.233  -1.066  1.00  0.00           H  
HETATM   41  H19 UNL     1      -0.257  -1.619  -0.281  1.00  0.00           H  
HETATM   42  H20 UNL     1      -0.249  -0.199   1.918  1.00  0.00           H  
HETATM   43  H21 UNL     1      -0.926   1.131   0.950  1.00  0.00           H  
HETATM   44  H22 UNL     1       0.980   1.385  -0.419  1.00  0.00           H  
HETATM   45  H23 UNL     1       1.458   1.391   1.296  1.00  0.00           H  
HETATM   46  H24 UNL     1       1.668  -1.025  -0.519  1.00  0.00           H  
HETATM   47  H25 UNL     1       2.170  -0.977   1.185  1.00  0.00           H  
HETATM   48  H26 UNL     1       3.764   0.957   0.562  1.00  0.00           H  
HETATM   49  H27 UNL     1       3.239   0.752  -1.118  1.00  0.00           H  
HETATM   50  H28 UNL     1       4.429  -1.484   0.627  1.00  0.00           H  
HETATM   51  H29 UNL     1       3.928  -1.648  -1.065  1.00  0.00           H  
HETATM   52  H30 UNL     1       5.689  -0.123  -1.795  1.00  0.00           H  
HETATM   53  H31 UNL     1       6.356  -1.481  -0.845  1.00  0.00           H  
HETATM   54  H32 UNL     1       5.924   1.327   0.374  1.00  0.00           H  
HETATM   55  H33 UNL     1       6.623  -0.152   1.129  1.00  0.00           H  
HETATM   56  H34 UNL     1       8.342   2.525   0.182  1.00  0.00           H  
HETATM   57  H35 UNL     1       7.833   2.358  -1.449  1.00  0.00           H  
HETATM   58  H36 UNL     1       8.730  -2.391  -1.329  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3   26   27
CONECT    3    4   28   29
CONECT    4    5   30   31
CONECT    5    6   32   33
CONECT    6    7   34   35
CONECT    7    8   36   37
CONECT    8    9   38   39
CONECT    9   10   40   41
CONECT   10   11   42   43
CONECT   11   12   44   45
CONECT   12   13   46   47
CONECT   13   14   48   49
CONECT   14   15   50   51
CONECT   15   16   52   53
CONECT   16   17   54   55
CONECT   17   18   19   20
CONECT   18   56
CONECT   19   57
CONECT   20   21   21   22
CONECT   22   58
END

HMDB0302284
     RDKit          3D
Dihydroxystearic acid
 58 57  0  0  0  0  0  0  0  0999 V2000
   -8.7409    0.4354   -0.1625 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5957   -0.4533   -0.5487 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3581    0.2906   -0.9170 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8252    1.1544    0.1927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4876    0.3528    1.4053 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4620   -0.6920    1.1463 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1589   -0.0674    0.6549 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1951   -1.2311    0.4446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8756   -0.7246   -0.0620 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2665    0.2122    0.9122 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0782    0.7493    0.4749 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0910   -0.3571    0.2728 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4346    0.2076   -0.1630 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3703   -0.9355   -0.3397 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7553   -0.5259   -0.7747 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4483    0.3738    0.1619 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8083    0.7494   -0.3689 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4232    1.6175    0.5661 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.6239    1.3936   -1.5907 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6960   -0.4105   -0.5912 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7657   -0.5249    0.1127 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5039   -1.4200   -1.5012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5000    1.5089   -0.2027 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.0572    0.1906    0.8871 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.6447    0.2861   -0.7961 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.9232   -1.0161   -1.4643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4300   -1.2337    0.2229 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5488    0.8705   -1.8446 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5735   -0.4404   -1.1891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5197    1.9999    0.4281 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9083    1.6519   -0.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2466    0.9983    2.2787 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4236   -0.1833    1.7161 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8194   -1.4272    0.4011 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2556   -1.3143    2.0664 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7892    0.6617    1.3953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3204    0.4697   -0.2977 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6553   -1.9818   -0.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1062   -1.7325    1.4318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0119   -0.2331   -1.0658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2569   -1.6188   -0.2810 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2493   -0.1988    1.9183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9262    1.1315    0.9500 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9800    1.3855   -0.4193 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4576    1.3912    1.2958 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6682   -1.0254   -0.5194 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1698   -0.9772    1.1852 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7639    0.9573    0.5621 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2390    0.7521   -1.1180 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4291   -1.4835    0.6269 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9276   -1.6480   -1.0650 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6895   -0.1227   -1.7954 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3559   -1.4808   -0.8449 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9239    1.3273    0.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6233   -0.1522    1.1287 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.3419    2.5252    0.1824 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8330    2.3584   -1.4487 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7302   -2.3906   -1.3290 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
 17 20  1  0
 20 21  2  0
 20 22  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  2 26  1  0
  2 27  1  0
  3 28  1  0
  3 29  1  0
  4 30  1  0
  4 31  1  0
  5 32  1  0
  5 33  1  0
  6 34  1  0
  6 35  1  0
  7 36  1  0
  7 37  1  0
  8 38  1  0
  8 39  1  0
  9 40  1  0
  9 41  1  0
 10 42  1  0
 10 43  1  0
 11 44  1  0
 11 45  1  0
 12 46  1  0
 12 47  1  0
 13 48  1  0
 13 49  1  0
 14 50  1  0
 14 51  1  0
 15 52  1  0
 15 53  1  0
 16 54  1  0
 16 55  1  0
 18 56  1  0
 19 57  1  0
 22 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,2-Dihydroxyoctadecanoate	Generator
Dihydroxystearate	Generator

Chemical Formula

C₁₈H₃₆O₄

Average Molecular Weight

316.482

Monoisotopic Molecular Weight

316.261359639

IUPAC Name

2,2-dihydroxyoctadecanoic acid

Traditional Name

2,2-dihydroxyoctadecanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCCC(O)(O)C(O)=O

InChI Identifier

InChI=1S/C18H36O4/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16-18(21,22)17(19)20/h21-22H,2-16H2,1H3,(H,19,20)

InChI Key

SXNBVULTHKFMNO-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
Hydroxy acid
Alpha-hydroxy acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Carbonyl hydrate
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0302284)

Food

Nut

Peanut (FooDB: FOOD00016)

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	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.64	ALOGPS
logP	6.01	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	3.56	ChemAxon
pKa (Strongest Basic)	-5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	77.76 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	89.43 m³·mol⁻¹	ChemAxon
Polarizability	40.15 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
AllCCS	[M+H]+	189.718	32859911
AllCCS	[M+H-H2O]+	186.967	32859911
AllCCS	[M+Na]+	192.99	32859911
AllCCS	[M+NH4]+	192.261	32859911
AllCCS	[M-H]-	182.402	32859911
AllCCS	[M+Na-2H]-	183.431	32859911
AllCCS	[M+HCOO]-	184.72	32859911
DeepCCS	[M+H]+	182.623	30932474
DeepCCS	[M-H]-	178.679	30932474
DeepCCS	[M-2H]-	215.183	30932474
DeepCCS	[M+Na]+	191.438	30932474

Predicted Kovats Retention Indices

Not Available

Spectra

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxystearic acid 10V, Positive-QTOF	splash10-004j-0091000000-96badef3dffa991fc02a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxystearic acid 20V, Positive-QTOF	splash10-004i-3490000000-5be8d66a425cd14a78ee	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxystearic acid 40V, Positive-QTOF	splash10-059g-8910000000-51b06d365eb39a6b965a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxystearic acid 10V, Negative-QTOF	splash10-014j-2097000000-d2f7851df681059e0932	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxystearic acid 20V, Negative-QTOF	splash10-014i-1194000000-007993aaa40f63851335	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxystearic acid 40V, Negative-QTOF	splash10-0006-9160000000-339945f3b759c8fa8a97	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxystearic acid 10V, Positive-QTOF	splash10-014j-2098000000-47a3d93d9c474a683afd	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxystearic acid 20V, Positive-QTOF	splash10-0avj-9531000000-bca2126c7117ec3e0aa0	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxystearic acid 40V, Positive-QTOF	splash10-0a4l-9000000000-ce6b1c75a9191cfe4c70	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxystearic acid 10V, Negative-QTOF	splash10-014i-0039000000-af507ffdf151a43c15ef	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxystearic acid 20V, Negative-QTOF	splash10-014i-3069000000-8478101407d4414c1b04	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Dihydroxystearic acid 40V, Negative-QTOF	splash10-0006-8942000000-dae9a7ea567f3b448d30	2021-10-21	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

FDB004024

KNApSAcK ID

Not Available

Chemspider ID

10820489

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Dihydroxystearic acid (HMDB0302284)

MOL for HMDB0302284 (Dihydroxystearic acid)

3D MOL for HMDB0302284 (Dihydroxystearic acid)

3D SDF for HMDB0302284 (Dihydroxystearic acid)

3D-SDF for HMDB0302284 (Dihydroxystearic acid)

PDB for HMDB0302284 (Dihydroxystearic acid)

3D PDB for HMDB0302284 (Dihydroxystearic acid)

SMILES for HMDB0302284 (Dihydroxystearic acid)

INCHI for HMDB0302284 (Dihydroxystearic acid)

Structure for HMDB0302284 (Dihydroxystearic acid)

3D Structure for HMDB0302284 (Dihydroxystearic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra