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enzymes (1) Show 1 protein

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-10-30 10:32:48 UTC

Update Date

2022-03-07 03:17:34 UTC

HMDB ID

HMDB0059633

Secondary Accession Numbers

HMDB59633

Metabolite Identification

Common Name

(9S,10S)-9,10-dihydroxyoctadecanoate

Description

(9S,10S)-9,10-dihydroxyoctadecanoate, also known as (S,S)-9,10-dihydroxystearic acid or (9S,10S)-dihydroxystearate, 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 (9S,10S)-9,10-dihydroxyoctadecanoate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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

HMDB0059633
     RDKit          3D
(9S,10S)-9,10-dihydroxyoctadecanoate
 58 57  0  0  0  0  0  0  0  0999 V2000
   -6.2937   -2.6844    0.6611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3548   -1.9444   -0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1773   -1.0778   -1.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3359   -0.3393   -2.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3576    0.5517   -1.4848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5071    1.3334   -2.4762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5683    2.2188   -1.7149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6797    1.3964   -0.8481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6864    2.2835   -0.0718 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0975    2.9881   -0.9793 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2471    1.2574    0.6325 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7435    0.4442   -0.3962 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2906    1.9924    1.3860 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2122    1.0889    2.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9488    0.1550    1.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9294   -0.7156    2.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6298   -1.6274    1.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3853   -0.8818   -0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4644    0.0248    0.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5255   -0.6896    1.2143 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4671   -1.9356    1.3127 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5786    0.0132    1.7900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8492   -1.9255    1.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6256   -3.2697    1.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9363   -3.3344    0.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7943   -2.6829   -0.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6623   -1.3239    0.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6867   -0.2986   -0.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9649   -1.6612   -1.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9552    0.2996   -2.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7807   -1.0803   -2.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8336    1.2458   -0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6977   -0.1239   -0.8979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1760    1.8875   -3.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8672    0.5940   -3.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1856    2.8547   -1.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9759    2.8850   -2.3808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0531    0.7108   -1.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2308    0.8641   -0.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1828    2.9217    0.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0180    2.6134   -1.8952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3317    0.6139    1.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0265    0.9725   -1.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8439    2.6217    0.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8322    2.7710    2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9216    1.7441    2.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6752    0.5083    2.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4011    0.7103    0.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2443   -0.6033    0.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3144   -1.3609    2.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6040   -0.1322    2.6336 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2432   -2.3682    1.5257 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7867   -2.1519    0.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8675   -1.6700   -0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7082   -0.3473   -0.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0619    0.7845    1.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8975    0.6551   -0.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7848    0.9226    1.4454 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
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  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  1
 10 41  1  0
 11 42  1  1
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 22 58  1  0
M  END


  Mrv0541 10301209512D          

 24 23  0  0  0  0            999 V2000
    9.1855    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.6145    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3289    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.0434    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.4737    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7579    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.7592    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.1881    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.4724    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.0447    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.9026    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1868    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.3302    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.6171    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9013    6.1283    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   15.6158    5.7158    0.0000 C   0  0  1  0  0  0  0  0  0  0  0  0
   21.3315    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9013    6.9533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.6158    4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460    6.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   14.9013    5.3033    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
   15.6158    6.5408    0.0000 H   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
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 16 13  1  0  0  0  0
 17 14  1  0  0  0  0
 17 16  1  0  0  0  0
 18 15  1  0  0  0  0
 16 19  1  1  0  0  0
 17 20  1  1  0  0  0
 21 18  2  0  0  0  0
 22 18  1  0  0  0  0
 16 23  1  1  0  0  0
 17 24  1  1  0  0  0
M  END
> <DATABASE_ID>
HMDB0059633

> <DATABASE_NAME>
hmdb

> <SMILES>
[H][C@](O)(CCCCCCCC)[C@@]([H])(O)CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H36O4/c1-2-3-4-5-7-10-13-16(19)17(20)14-11-8-6-9-12-15-18(21)22/h16-17,19-20H,2-15H2,1H3,(H,21,22)/t16-,17-/m0/s1

> <INCHI_KEY>
VACHUYIREGFMSP-IRXDYDNUSA-N

> <FORMULA>
C18H36O4

> <MOLECULAR_WEIGHT>
316.476

> <EXACT_MASS>
316.26135964

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
40.17336914968897

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9S,10S)-9,10-dihydroxyoctadecanoic acid

> <ALOGPS_LOGP>
5.27

> <JCHEM_LOGP>
4.684097973666667

> <ALOGPS_LOGS>
-3.83

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.909717016038154

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.615325350944831

> <JCHEM_PKA_STRONGEST_BASIC>
-3.1440192571762076

> <JCHEM_POLAR_SURFACE_AREA>
77.76

> <JCHEM_REFRACTIVITY>
89.31659999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.66e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9S,10S)-dihydroxystearic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0059633
     RDKit          3D
(9S,10S)-9,10-dihydroxyoctadecanoate
 58 57  0  0  0  0  0  0  0  0999 V2000
   -6.2937   -2.6844    0.6611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3548   -1.9444   -0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1773   -1.0778   -1.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3359   -0.3393   -2.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3576    0.5517   -1.4848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5071    1.3334   -2.4762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5683    2.2188   -1.7149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6797    1.3964   -0.8481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6864    2.2835   -0.0718 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0975    2.9881   -0.9793 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2471    1.2574    0.6325 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7435    0.4442   -0.3962 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2906    1.9924    1.3860 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2122    1.0889    2.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9488    0.1550    1.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9294   -0.7156    2.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6298   -1.6274    1.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3853   -0.8818   -0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4644    0.0248    0.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5255   -0.6896    1.2143 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4671   -1.9356    1.3127 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5786    0.0132    1.7900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8492   -1.9255    1.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6256   -3.2697    1.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9363   -3.3344    0.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7943   -2.6829   -0.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6623   -1.3239    0.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6867   -0.2986   -0.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9649   -1.6612   -1.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9552    0.2996   -2.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7807   -1.0803   -2.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8336    1.2458   -0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6977   -0.1239   -0.8979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1760    1.8875   -3.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8672    0.5940   -3.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1856    2.8547   -1.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9759    2.8850   -2.3808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0531    0.7108   -1.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2308    0.8641   -0.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1828    2.9217    0.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0180    2.6134   -1.8952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3317    0.6139    1.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0265    0.9725   -1.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8439    2.6217    0.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8322    2.7710    2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9216    1.7441    2.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6752    0.5083    2.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4011    0.7103    0.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2443   -0.6033    0.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3144   -1.3609    2.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6040   -0.1322    2.6336 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2432   -2.3682    1.5257 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7867   -2.1519    0.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8675   -1.6700   -0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7082   -0.3473   -0.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0619    0.7845    1.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8975    0.6551   -0.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7848    0.9226    1.4454 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
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  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  1
 10 41  1  0
 11 42  1  1
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 22 58  1  0
M  END

HEADER    PROTEIN                                 30-OCT-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   30-OCT-12         0                                  
HETATM    1  C   UNK     0      17.146  11.439   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.480  10.669   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      19.814  11.439   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.147  10.669   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.481  11.439   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      34.484  10.669   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      23.815  10.669   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      33.151  11.439   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      35.818  11.439   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      25.148  11.439   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      31.817  10.669   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      37.152  10.669   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      26.482  10.669   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      30.483  11.439   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      38.485  11.439   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      27.816  11.439   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      29.149  10.669   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      39.819  10.669   0.000  0.00  0.00           C+0
HETATM   19  O   UNK     0      27.816  12.979   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      29.149   9.129   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      41.153  11.439   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      39.819   9.129   0.000  0.00  0.00           O+0
HETATM   23  H   UNK     0      27.816   9.899   0.000  0.00  0.00           H+0
HETATM   24  H   UNK     0      29.149  12.209   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    7                                                       
CONECT    6    8    9                                                       
CONECT    7    5   10                                                       
CONECT    8    6   11                                                       
CONECT    9    6   12                                                       
CONECT   10    7   13                                                       
CONECT   11    8   14                                                       
CONECT   12    9   15                                                       
CONECT   13   10   16                                                       
CONECT   14   11   17                                                       
CONECT   15   12   18                                                       
CONECT   16   13   17   19   23                                             
CONECT   17   14   16   20   24                                             
CONECT   18   15   21   22                                                  
CONECT   19   16                                                            
CONECT   20   17                                                            
CONECT   21   18                                                            
CONECT   22   18                                                            
CONECT   23   16                                                            
CONECT   24   17                                                            
MASTER        0    0    0    0    0    0    0    0   24    0   46    0
END

COMPND    HMDB0059633
HETATM    1  C1  UNL     1      -6.294  -2.684   0.661  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.355  -1.944  -0.304  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.177  -1.078  -1.204  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.336  -0.339  -2.194  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.358   0.552  -1.485  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.507   1.333  -2.476  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.568   2.219  -1.715  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.680   1.396  -0.848  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.686   2.284  -0.072  1.00  0.00           C  
HETATM   10  O1  UNL     1       0.098   2.988  -0.979  1.00  0.00           O  
HETATM   11  C10 UNL     1       0.247   1.257   0.632  1.00  0.00           C  
HETATM   12  O2  UNL     1       0.744   0.444  -0.396  1.00  0.00           O  
HETATM   13  C11 UNL     1       1.291   1.992   1.386  1.00  0.00           C  
HETATM   14  C12 UNL     1       2.212   1.089   2.128  1.00  0.00           C  
HETATM   15  C13 UNL     1       2.949   0.155   1.214  1.00  0.00           C  
HETATM   16  C14 UNL     1       3.929  -0.716   2.006  1.00  0.00           C  
HETATM   17  C15 UNL     1       4.630  -1.627   1.020  1.00  0.00           C  
HETATM   18  C16 UNL     1       5.385  -0.882  -0.023  1.00  0.00           C  
HETATM   19  C17 UNL     1       6.464   0.025   0.481  1.00  0.00           C  
HETATM   20  C18 UNL     1       7.525  -0.690   1.214  1.00  0.00           C  
HETATM   21  O3  UNL     1       7.467  -1.936   1.313  1.00  0.00           O  
HETATM   22  O4  UNL     1       8.579   0.013   1.790  1.00  0.00           O  
HETATM   23  H1  UNL     1      -6.849  -1.925   1.220  1.00  0.00           H  
HETATM   24  H2  UNL     1      -5.626  -3.270   1.330  1.00  0.00           H  
HETATM   25  H3  UNL     1      -6.936  -3.334   0.037  1.00  0.00           H  
HETATM   26  H4  UNL     1      -4.794  -2.683  -0.876  1.00  0.00           H  
HETATM   27  H5  UNL     1      -4.662  -1.324   0.307  1.00  0.00           H  
HETATM   28  H6  UNL     1      -6.687  -0.299  -0.583  1.00  0.00           H  
HETATM   29  H7  UNL     1      -6.965  -1.661  -1.733  1.00  0.00           H  
HETATM   30  H8  UNL     1      -5.955   0.300  -2.861  1.00  0.00           H  
HETATM   31  H9  UNL     1      -4.781  -1.080  -2.839  1.00  0.00           H  
HETATM   32  H10 UNL     1      -4.834   1.246  -0.776  1.00  0.00           H  
HETATM   33  H11 UNL     1      -3.698  -0.124  -0.898  1.00  0.00           H  
HETATM   34  H12 UNL     1      -4.176   1.887  -3.163  1.00  0.00           H  
HETATM   35  H13 UNL     1      -2.867   0.594  -3.035  1.00  0.00           H  
HETATM   36  H14 UNL     1      -3.186   2.855  -1.011  1.00  0.00           H  
HETATM   37  H15 UNL     1      -1.976   2.885  -2.381  1.00  0.00           H  
HETATM   38  H16 UNL     1      -1.053   0.711  -1.452  1.00  0.00           H  
HETATM   39  H17 UNL     1      -2.231   0.864  -0.032  1.00  0.00           H  
HETATM   40  H18 UNL     1      -1.183   2.922   0.658  1.00  0.00           H  
HETATM   41  H19 UNL     1       0.018   2.613  -1.895  1.00  0.00           H  
HETATM   42  H20 UNL     1      -0.332   0.614   1.314  1.00  0.00           H  
HETATM   43  H21 UNL     1       1.026   0.973  -1.173  1.00  0.00           H  
HETATM   44  H22 UNL     1       1.844   2.622   0.627  1.00  0.00           H  
HETATM   45  H23 UNL     1       0.832   2.771   2.070  1.00  0.00           H  
HETATM   46  H24 UNL     1       2.922   1.744   2.701  1.00  0.00           H  
HETATM   47  H25 UNL     1       1.675   0.508   2.929  1.00  0.00           H  
HETATM   48  H26 UNL     1       3.401   0.710   0.405  1.00  0.00           H  
HETATM   49  H27 UNL     1       2.244  -0.603   0.760  1.00  0.00           H  
HETATM   50  H28 UNL     1       3.314  -1.361   2.666  1.00  0.00           H  
HETATM   51  H29 UNL     1       4.604  -0.132   2.634  1.00  0.00           H  
HETATM   52  H30 UNL     1       5.243  -2.368   1.526  1.00  0.00           H  
HETATM   53  H31 UNL     1       3.787  -2.152   0.476  1.00  0.00           H  
HETATM   54  H32 UNL     1       5.867  -1.670  -0.676  1.00  0.00           H  
HETATM   55  H33 UNL     1       4.708  -0.347  -0.747  1.00  0.00           H  
HETATM   56  H34 UNL     1       6.062   0.785   1.214  1.00  0.00           H  
HETATM   57  H35 UNL     1       6.898   0.655  -0.337  1.00  0.00           H  
HETATM   58  H36 UNL     1       8.785   0.923   1.445  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   11   40
CONECT   10   41
CONECT   11   12   13   42
CONECT   12   43
CONECT   13   14   44   45
CONECT   14   15   46   47
CONECT   15   16   48   49
CONECT   16   17   50   51
CONECT   17   18   52   53
CONECT   18   19   54   55
CONECT   19   20   56   57
CONECT   20   21   21   22
CONECT   22   58
END

HMDB0059633
     RDKit          3D
(9S,10S)-9,10-dihydroxyoctadecanoate
 58 57  0  0  0  0  0  0  0  0999 V2000
   -6.2937   -2.6844    0.6611 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3548   -1.9444   -0.3038 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1773   -1.0778   -1.2043 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3359   -0.3393   -2.1942 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3576    0.5517   -1.4848 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5071    1.3334   -2.4762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5683    2.2188   -1.7149 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6797    1.3964   -0.8481 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6864    2.2835   -0.0718 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.0975    2.9881   -0.9793 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.2471    1.2574    0.6325 C   0  0  1  0  0  0  0  0  0  0  0  0
    0.7435    0.4442   -0.3962 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.2906    1.9924    1.3860 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2122    1.0889    2.1276 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9488    0.1550    1.2145 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9294   -0.7156    2.0059 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6298   -1.6274    1.0199 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3853   -0.8818   -0.0230 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4644    0.0248    0.4807 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5255   -0.6896    1.2143 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4671   -1.9356    1.3127 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5786    0.0132    1.7900 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8492   -1.9255    1.2203 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6256   -3.2697    1.3302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9363   -3.3344    0.0369 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7943   -2.6829   -0.8764 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6623   -1.3239    0.3074 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6867   -0.2986   -0.5827 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9649   -1.6612   -1.7331 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9552    0.2996   -2.8611 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7807   -1.0803   -2.8388 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8336    1.2458   -0.7762 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6977   -0.1239   -0.8979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1760    1.8875   -3.1633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8672    0.5940   -3.0352 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1856    2.8547   -1.0107 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9759    2.8850   -2.3808 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0531    0.7108   -1.4517 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2308    0.8641   -0.0320 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1828    2.9217    0.6583 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0180    2.6134   -1.8952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3317    0.6139    1.3137 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0265    0.9725   -1.1726 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8439    2.6217    0.6273 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8322    2.7710    2.0698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9216    1.7441    2.7014 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6752    0.5083    2.9290 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4011    0.7103    0.4051 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2443   -0.6033    0.7605 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3144   -1.3609    2.6658 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6040   -0.1322    2.6336 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2432   -2.3682    1.5257 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7867   -2.1519    0.4755 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8675   -1.6700   -0.6757 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7082   -0.3473   -0.7474 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0619    0.7845    1.2139 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.8975    0.6551   -0.3371 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7848    0.9226    1.4454 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
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  1  0
 18 19  1  0
 19 20  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  1
 10 41  1  0
 11 42  1  1
 12 43  1  0
 13 44  1  0
 13 45  1  0
 14 46  1  0
 14 47  1  0
 15 48  1  0
 15 49  1  0
 16 50  1  0
 16 51  1  0
 17 52  1  0
 17 53  1  0
 18 54  1  0
 18 55  1  0
 19 56  1  0
 19 57  1  0
 22 58  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(9S,10S)-9,10-Dihydroxystearic acid	ChEBI
(9S,10S)-Dihydroxdyoctadecanoic acid	ChEBI
(9S,10S)-Dihydroxystearic acid	ChEBI
(S,S)-9,10-Dihydroxystearic acid	ChEBI
(9S,10S)-9,10-Dihydroxystearate	Generator
(9S,10S)-Dihydroxdyoctadecanoate	Generator
(9S,10S)-Dihydroxystearate	Generator
(S,S)-9,10-Dihydroxystearate	Generator
(9S,10S)-9,10-Dihydroxyoctadecanoic acid	Generator
(9S,10S)-9,10-Dihydroxyoctadecanoate	Generator

Chemical Formula

C₁₈H₃₆O₄

Average Molecular Weight

316.476

Monoisotopic Molecular Weight

316.26135964

IUPAC Name

(9S,10S)-9,10-dihydroxyoctadecanoic acid

Traditional Name

(9S,10S)-dihydroxystearic acid

CAS Registry Number

Not Available

SMILES

[H][C@](O)(CCCCCCCC)[C@@]([H])(O)CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H36O4/c1-2-3-4-5-7-10-13-16(19)17(20)14-11-8-6-9-12-15-18(21)22/h16-17,19-20H,2-15H2,1H3,(H,21,22)/t16-,17-/m0/s1

InChI Key

VACHUYIREGFMSP-IRXDYDNUSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Hydroxy fatty acid
Secondary alcohol
1,2-diol
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

9,10-dihydroxystearic acid (CHEBI:49254 )
Other Octadecanoids (C15988 )
Other Octadecanoids (LMFA02000238 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0059633)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

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

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.047 g/L	ALOGPS
logP	5.27	ALOGPS
logP	4.68	ChemAxon
logS	-3.8	ALOGPS
pKa (Strongest Acidic)	4.62	ChemAxon
pKa (Strongest Basic)	-3.1	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	89.32 m³·mol⁻¹	ChemAxon
Polarizability	40.17 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	180.732	31661259
DarkChem	[M-H]-	178.216	31661259
DeepCCS	[M+H]+	182.292	30932474
DeepCCS	[M-H]-	179.934	30932474
DeepCCS	[M-2H]-	212.819	30932474
DeepCCS	[M+Na]+	188.386	30932474
AllCCS	[M+H]+	189.4	32859911
AllCCS	[M+H-H2O]+	186.6	32859911
AllCCS	[M+NH4]+	191.9	32859911
AllCCS	[M+Na]+	192.7	32859911
AllCCS	[M-H]-	183.1	32859911
AllCCS	[M+Na-2H]-	184.3	32859911
AllCCS	[M+HCOO]-	185.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(9S,10S)-9,10-dihydroxyoctadecanoate	[H][C@](O)(CCCCCCCC)[C@@]([H])(O)CCCCCCCC(O)=O	3928.7	Standard polar	33892256
(9S,10S)-9,10-dihydroxyoctadecanoate	[H][C@](O)(CCCCCCCC)[C@@]([H])(O)CCCCCCCC(O)=O	2436.6	Standard non polar	33892256
(9S,10S)-9,10-dihydroxyoctadecanoate	[H][C@](O)(CCCCCCCC)[C@@]([H])(O)CCCCCCCC(O)=O	2530.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(9S,10S)-9,10-dihydroxyoctadecanoate,1TMS,isomer #1	CCCCCCCC[C@H](O[Si](C)(C)C)[C@@H](O)CCCCCCCC(=O)O	2516.7	Semi standard non polar	33892256
(9S,10S)-9,10-dihydroxyoctadecanoate,1TMS,isomer #2	CCCCCCCC[C@H](O)[C@H](CCCCCCCC(=O)O)O[Si](C)(C)C	2519.0	Semi standard non polar	33892256
(9S,10S)-9,10-dihydroxyoctadecanoate,1TMS,isomer #3	CCCCCCCC[C@H](O)[C@@H](O)CCCCCCCC(=O)O[Si](C)(C)C	2558.1	Semi standard non polar	33892256
(9S,10S)-9,10-dihydroxyoctadecanoate,2TMS,isomer #1	CCCCCCCC[C@H](O[Si](C)(C)C)[C@H](CCCCCCCC(=O)O)O[Si](C)(C)C	2555.5	Semi standard non polar	33892256
(9S,10S)-9,10-dihydroxyoctadecanoate,2TMS,isomer #2	CCCCCCCC[C@H](O[Si](C)(C)C)[C@@H](O)CCCCCCCC(=O)O[Si](C)(C)C	2572.4	Semi standard non polar	33892256
(9S,10S)-9,10-dihydroxyoctadecanoate,2TMS,isomer #3	CCCCCCCC[C@H](O)[C@H](CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2574.3	Semi standard non polar	33892256
(9S,10S)-9,10-dihydroxyoctadecanoate,3TMS,isomer #1	CCCCCCCC[C@H](O[Si](C)(C)C)[C@H](CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2621.1	Semi standard non polar	33892256
(9S,10S)-9,10-dihydroxyoctadecanoate,1TBDMS,isomer #1	CCCCCCCC[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)CCCCCCCC(=O)O	2760.3	Semi standard non polar	33892256
(9S,10S)-9,10-dihydroxyoctadecanoate,1TBDMS,isomer #2	CCCCCCCC[C@H](O)[C@H](CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	2761.1	Semi standard non polar	33892256
(9S,10S)-9,10-dihydroxyoctadecanoate,1TBDMS,isomer #3	CCCCCCCC[C@H](O)[C@@H](O)CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2812.0	Semi standard non polar	33892256
(9S,10S)-9,10-dihydroxyoctadecanoate,2TBDMS,isomer #1	CCCCCCCC[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3072.0	Semi standard non polar	33892256
(9S,10S)-9,10-dihydroxyoctadecanoate,2TBDMS,isomer #2	CCCCCCCC[C@H](O[Si](C)(C)C(C)(C)C)[C@@H](O)CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3078.0	Semi standard non polar	33892256
(9S,10S)-9,10-dihydroxyoctadecanoate,2TBDMS,isomer #3	CCCCCCCC[C@H](O)[C@H](CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3077.4	Semi standard non polar	33892256
(9S,10S)-9,10-dihydroxyoctadecanoate,3TBDMS,isomer #1	CCCCCCCC[C@H](O[Si](C)(C)C(C)(C)C)[C@H](CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3360.4	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 - (9S,10S)-9,10-dihydroxyoctadecanoate GC-MS (Non-derivatized) - 70eV, Positive	splash10-00dm-7920000000-5d5f4cd379839da63600	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (9S,10S)-9,10-dihydroxyoctadecanoate GC-MS (3 TMS) - 70eV, Positive	splash10-014i-9112210000-4c89c9fa67d4344f8ea6	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (9S,10S)-9,10-dihydroxyoctadecanoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (9S,10S)-9,10-dihydroxyoctadecanoate 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 - (9S,10S)-9,10-dihydroxyoctadecanoate 10V, Positive-QTOF	splash10-0002-0192000000-8aab6406655a84cf775d	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10S)-9,10-dihydroxyoctadecanoate 20V, Positive-QTOF	splash10-03ea-5950000000-3a7ee5e5bd1701383cf4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10S)-9,10-dihydroxyoctadecanoate 40V, Positive-QTOF	splash10-052f-9310000000-a53182b68f011f3ad319	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10S)-9,10-dihydroxyoctadecanoate 10V, Negative-QTOF	splash10-014i-0059000000-64ea459047babba3821e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10S)-9,10-dihydroxyoctadecanoate 20V, Negative-QTOF	splash10-00r5-0952000000-7ec7f5e455fb1fbaf90a	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10S)-9,10-dihydroxyoctadecanoate 40V, Negative-QTOF	splash10-0a4l-6900000000-5436f5e2916990719cfa	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10S)-9,10-dihydroxyoctadecanoate 10V, Positive-QTOF	splash10-000t-0191000000-e4d08971240d043896d7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10S)-9,10-dihydroxyoctadecanoate 20V, Positive-QTOF	splash10-05u2-9880000000-5070a163721cdae8d9f9	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10S)-9,10-dihydroxyoctadecanoate 40V, Positive-QTOF	splash10-0a59-9200000000-cf5b50915d51f39d1443	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10S)-9,10-dihydroxyoctadecanoate 10V, Negative-QTOF	splash10-014i-0029000000-2b51d6a4632977033c10	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10S)-9,10-dihydroxyoctadecanoate 20V, Negative-QTOF	splash10-014j-0797000000-ae27ab91a61b2dd99b59	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (9S,10S)-9,10-dihydroxyoctadecanoate 40V, Negative-QTOF	splash10-00bd-4951000000-8528023e01bfc8607628	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C15988

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

12235230

PDB ID

Not Available

ChEBI ID

49254

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 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Enzymes

Enzyme Details

1. Bifunctional epoxide hydrolase 2

General function:: Involved in catalytic activity
Specific function:: Bifunctional enzyme. The C-terminal domain has epoxide hydrolase activity and acts on epoxides (alkene oxides, oxiranes) and arene oxides. Plays a role in xenobiotic metabolism by degrading potentially toxic epoxides. Also determines steady-state levels of physiological mediators. The N-terminal domain has lipid phosphatase activity, with the highest activity towards threo-9,10-phosphonooxy-hydroxy-octadecanoic acid, followed by erythro-9,10-phosphonooxy-hydroxy-octadecanoic acid, 12-phosphonooxy-octadec-9Z-enoic acid, 12-phosphonooxy-octadec-9E-enoic acid, and p-nitrophenyl phospate.
Gene Name:: EPHX2
Uniprot ID:: P34913
Molecular weight:: 62615.22

Reactions

(9S,10S)-10-hydroxy-9-(phosphonooxy)octadecanoate + Water → (9S,10S)-9,10-dihydroxyoctadecanoate + Phosphate	details

Showing metabocard for (9S,10S)-9,10-dihydroxyoctadecanoate (HMDB0059633)

MOL for HMDB0059633 ((9S,10S)-9,10-dihydroxyoctadecanoate)

3D MOL for HMDB0059633 ((9S,10S)-9,10-dihydroxyoctadecanoate)

3D SDF for HMDB0059633 ((9S,10S)-9,10-dihydroxyoctadecanoate)

3D-SDF for HMDB0059633 ((9S,10S)-9,10-dihydroxyoctadecanoate)

PDB for HMDB0059633 ((9S,10S)-9,10-dihydroxyoctadecanoate)

3D PDB for HMDB0059633 ((9S,10S)-9,10-dihydroxyoctadecanoate)

SMILES for HMDB0059633 ((9S,10S)-9,10-dihydroxyoctadecanoate)

INCHI for HMDB0059633 ((9S,10S)-9,10-dihydroxyoctadecanoate)

Structure for HMDB0059633 ((9S,10S)-9,10-dihydroxyoctadecanoate)

3D Structure for HMDB0059633 ((9S,10S)-9,10-dihydroxyoctadecanoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

Reactions