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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:39:55 UTC

Update Date

2022-03-07 02:52:45 UTC

HMDB ID

HMDB0030935

Secondary Accession Numbers

HMDB30935

Metabolite Identification

Common Name

9,10,13-Trihydroxystearic acid

Description

9,10,13-Trihydroxystearic acid, also known as 9,10,13-trihydroxy-octadecanoate, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Based on a literature review a small amount of articles have been published on 9,10,13-Trihydroxystearic acid.

Structure

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

HMDB0030935
     RDKit          3D
9,10,13-Trihydroxystearic acid
 59 58  0  0  0  0  0  0  0  0999 V2000
    7.5235   -2.1583   -1.4842 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6146   -2.2201   -0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3761   -1.3698   -0.5125 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5312   -1.4901    0.7183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2788   -0.6519    0.5221 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5961    0.8077    0.2984 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3048    1.2344    1.4439 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2978    1.5823    0.3485 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3922    1.0647   -0.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0730    1.8215   -0.7666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2767    3.1652   -0.9960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6677    1.5667    0.5282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8910    0.2315    0.7703 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9290    2.4176    0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7844    2.2905    1.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3538    0.9928    2.0456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3344    0.3091    1.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0392   -0.0999   -0.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2643   -0.7943   -0.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7074   -2.0195   -0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8745   -2.5490   -0.8176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6826   -3.1928   -1.8619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1426   -2.3249   -0.3541 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0810   -2.7315   -2.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6297   -1.1107   -1.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4980   -2.6084   -1.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2938   -3.2594   -0.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1047   -1.8595    0.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6849   -0.3117   -0.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8240   -1.7936   -1.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1754   -2.5366    0.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0226   -1.1074    1.6266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5829   -0.7170    1.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7327   -1.0764   -0.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1600    1.0030   -0.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6985    1.4632    2.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4613    2.6735    0.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8569    1.3507    1.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8456    1.1436   -1.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1056    0.0084   -0.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5367    1.4088   -1.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1089    3.5126   -1.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0902    1.9477    1.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8293   -0.3568   -0.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6031    3.5202    0.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3871    2.3037   -0.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2169    2.7570    2.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6602    3.0318    1.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8949    1.1553    3.0593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5152    0.3075    2.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2549    0.9804    1.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6759   -0.6265    1.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1577   -0.7930   -0.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9053    0.7728   -0.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0015   -1.0881   -1.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0600   -0.0405   -0.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0434   -1.7462    0.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8921   -2.7707   -0.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5187   -1.4195   -0.1024 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
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 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  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 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
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 23 59  1  0
M  END


  Mrv0541 05061305362D          

 23 22  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
   18.4737    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
   11.3289    5.7158    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
   12.0434    6.1283    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
   13.4724    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.1868    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7579    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.6158    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.9013    6.1283    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.7579    4.8908    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
   14.9013    6.9533    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.0460    6.1283    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.3315    4.8908    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  5  4  1  0  0  0  0
  6  4  1  0  0  0  0
  7  3  1  0  0  0  0
  8  5  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
 14 13  1  0  0  0  0
 15 10  1  0  0  0  0
 15 13  1  0  0  0  0
 16 11  1  0  0  0  0
 17 14  1  0  0  0  0
 17 16  1  0  0  0  0
 18 12  1  0  0  0  0
 19 15  1  0  0  0  0
 20 16  1  0  0  0  0
 21 17  1  0  0  0  0
 22 18  2  0  0  0  0
 23 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030935

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCC(O)CCC(O)C(O)CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C18H36O5/c1-2-3-7-10-15(19)13-14-17(21)16(20)11-8-5-4-6-9-12-18(22)23/h15-17,19-21H,2-14H2,1H3,(H,22,23)

> <INCHI_KEY>
CDWBHGXGXFTKRD-UHFFFAOYSA-N

> <FORMULA>
C18H36O5

> <MOLECULAR_WEIGHT>
332.4754

> <EXACT_MASS>
332.256274262

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_AVERAGE_POLARIZABILITY>
40.678287135484425

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9,10,13-trihydroxyoctadecanoic acid

> <ALOGPS_LOGP>
3.72

> <JCHEM_LOGP>
3.2973794466666653

> <ALOGPS_LOGS>
-3.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
13.888357341134611

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.615325350933714

> <JCHEM_PKA_STRONGEST_BASIC>
-2.6861965755098147

> <JCHEM_POLAR_SURFACE_AREA>
97.99

> <JCHEM_REFRACTIVITY>
90.98609999999996

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
2.31e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9,10,13-trihydroxyoctadecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030935
     RDKit          3D
9,10,13-Trihydroxystearic acid
 59 58  0  0  0  0  0  0  0  0999 V2000
    7.5235   -2.1583   -1.4842 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6146   -2.2201   -0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3761   -1.3698   -0.5125 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5312   -1.4901    0.7183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2788   -0.6519    0.5221 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5961    0.8077    0.2984 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3048    1.2344    1.4439 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2978    1.5823    0.3485 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3922    1.0647   -0.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0730    1.8215   -0.7666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2767    3.1652   -0.9960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6677    1.5667    0.5282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8910    0.2315    0.7703 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9290    2.4176    0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7844    2.2905    1.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3538    0.9928    2.0456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3344    0.3091    1.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0392   -0.0999   -0.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2643   -0.7943   -0.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7074   -2.0195   -0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8745   -2.5490   -0.8176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6826   -3.1928   -1.8619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1426   -2.3249   -0.3541 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0810   -2.7315   -2.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6297   -1.1107   -1.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4980   -2.6084   -1.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2938   -3.2594   -0.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1047   -1.8595    0.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6849   -0.3117   -0.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8240   -1.7936   -1.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1754   -2.5366    0.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0226   -1.1074    1.6266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5829   -0.7170    1.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7327   -1.0764   -0.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1600    1.0030   -0.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6985    1.4632    2.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4613    2.6735    0.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8569    1.3507    1.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8456    1.1436   -1.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1056    0.0084   -0.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5367    1.4088   -1.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1089    3.5126   -1.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0902    1.9477    1.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8293   -0.3568   -0.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6031    3.5202    0.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3871    2.3037   -0.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2169    2.7570    2.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6602    3.0318    1.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8949    1.1553    3.0593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5152    0.3075    2.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2549    0.9804    1.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6759   -0.6265    1.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1577   -0.7930   -0.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9053    0.7728   -0.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0015   -1.0881   -1.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0600   -0.0405   -0.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0434   -1.7462    0.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8921   -2.7707   -0.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5187   -1.4195   -0.1024 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
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 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  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 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
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 23 59  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         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      34.484  10.669   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      33.151  11.439   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      35.818  11.439   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      21.147  10.669   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      31.817  10.669   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      37.152  10.669   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      22.481  11.439   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      30.483  11.439   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      38.485  11.439   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      25.148  11.439   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      26.482  10.669   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      23.815  10.669   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      29.149  10.669   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      27.816  11.439   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      23.815   9.129   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      27.816  12.979   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      41.153  11.439   0.000  0.00  0.00           O+0
HETATM   23  O   UNK     0      39.819   9.129   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    7                                                       
CONECT    4    5    6                                                       
CONECT    5    4    8                                                       
CONECT    6    4    9                                                       
CONECT    7    3   10                                                       
CONECT    8    5   11                                                       
CONECT    9    6   12                                                       
CONECT   10    7   15                                                       
CONECT   11    8   16                                                       
CONECT   12    9   18                                                       
CONECT   13   14   15                                                       
CONECT   14   13   17                                                       
CONECT   15   10   13   19                                                  
CONECT   16   11   17   20                                                  
CONECT   17   14   16   21                                                  
CONECT   18   12   22   23                                                  
CONECT   19   15                                                            
CONECT   20   16                                                            
CONECT   21   17                                                            
CONECT   22   18                                                            
CONECT   23   18                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

COMPND    HMDB0030935
HETATM    1  C1  UNL     1       7.524  -2.158  -1.484  1.00  0.00           C  
HETATM    2  C2  UNL     1       6.615  -2.220  -0.293  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.376  -1.370  -0.513  1.00  0.00           C  
HETATM    4  C4  UNL     1       4.531  -1.490   0.718  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.279  -0.652   0.522  1.00  0.00           C  
HETATM    6  C6  UNL     1       3.596   0.808   0.298  1.00  0.00           C  
HETATM    7  O1  UNL     1       4.305   1.234   1.444  1.00  0.00           O  
HETATM    8  C7  UNL     1       2.298   1.582   0.348  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.392   1.065  -0.739  1.00  0.00           C  
HETATM   10  C9  UNL     1       0.073   1.821  -0.767  1.00  0.00           C  
HETATM   11  O2  UNL     1       0.277   3.165  -0.996  1.00  0.00           O  
HETATM   12  C10 UNL     1      -0.668   1.567   0.528  1.00  0.00           C  
HETATM   13  O3  UNL     1      -0.891   0.232   0.770  1.00  0.00           O  
HETATM   14  C11 UNL     1      -1.929   2.418   0.496  1.00  0.00           C  
HETATM   15  C12 UNL     1      -2.784   2.290   1.702  1.00  0.00           C  
HETATM   16  C13 UNL     1      -3.354   0.993   2.046  1.00  0.00           C  
HETATM   17  C14 UNL     1      -4.334   0.309   1.198  1.00  0.00           C  
HETATM   18  C15 UNL     1      -4.039  -0.100  -0.176  1.00  0.00           C  
HETATM   19  C16 UNL     1      -5.264  -0.794  -0.776  1.00  0.00           C  
HETATM   20  C17 UNL     1      -5.707  -2.020  -0.069  1.00  0.00           C  
HETATM   21  C18 UNL     1      -6.874  -2.549  -0.818  1.00  0.00           C  
HETATM   22  O4  UNL     1      -6.683  -3.193  -1.862  1.00  0.00           O  
HETATM   23  O5  UNL     1      -8.143  -2.325  -0.354  1.00  0.00           O  
HETATM   24  H1  UNL     1       7.081  -2.732  -2.319  1.00  0.00           H  
HETATM   25  H2  UNL     1       7.630  -1.111  -1.830  1.00  0.00           H  
HETATM   26  H3  UNL     1       8.498  -2.608  -1.256  1.00  0.00           H  
HETATM   27  H4  UNL     1       6.294  -3.259  -0.106  1.00  0.00           H  
HETATM   28  H5  UNL     1       7.105  -1.860   0.630  1.00  0.00           H  
HETATM   29  H6  UNL     1       5.685  -0.312  -0.666  1.00  0.00           H  
HETATM   30  H7  UNL     1       4.824  -1.794  -1.375  1.00  0.00           H  
HETATM   31  H8  UNL     1       4.175  -2.537   0.851  1.00  0.00           H  
HETATM   32  H9  UNL     1       5.023  -1.107   1.627  1.00  0.00           H  
HETATM   33  H10 UNL     1       2.583  -0.717   1.381  1.00  0.00           H  
HETATM   34  H11 UNL     1       2.733  -1.076  -0.364  1.00  0.00           H  
HETATM   35  H12 UNL     1       4.160   1.003  -0.633  1.00  0.00           H  
HETATM   36  H13 UNL     1       3.699   1.463   2.173  1.00  0.00           H  
HETATM   37  H14 UNL     1       2.461   2.673   0.232  1.00  0.00           H  
HETATM   38  H15 UNL     1       1.857   1.351   1.358  1.00  0.00           H  
HETATM   39  H16 UNL     1       1.846   1.144  -1.735  1.00  0.00           H  
HETATM   40  H17 UNL     1       1.106   0.008  -0.467  1.00  0.00           H  
HETATM   41  H18 UNL     1      -0.537   1.409  -1.592  1.00  0.00           H  
HETATM   42  H19 UNL     1      -0.109   3.513  -1.822  1.00  0.00           H  
HETATM   43  H20 UNL     1      -0.090   1.948   1.405  1.00  0.00           H  
HETATM   44  H21 UNL     1      -0.829  -0.357  -0.004  1.00  0.00           H  
HETATM   45  H22 UNL     1      -1.603   3.520   0.499  1.00  0.00           H  
HETATM   46  H23 UNL     1      -2.387   2.304  -0.478  1.00  0.00           H  
HETATM   47  H24 UNL     1      -2.217   2.757   2.588  1.00  0.00           H  
HETATM   48  H25 UNL     1      -3.660   3.032   1.630  1.00  0.00           H  
HETATM   49  H26 UNL     1      -3.895   1.155   3.059  1.00  0.00           H  
HETATM   50  H27 UNL     1      -2.515   0.308   2.387  1.00  0.00           H  
HETATM   51  H28 UNL     1      -5.255   0.980   1.156  1.00  0.00           H  
HETATM   52  H29 UNL     1      -4.676  -0.626   1.768  1.00  0.00           H  
HETATM   53  H30 UNL     1      -3.158  -0.793  -0.269  1.00  0.00           H  
HETATM   54  H31 UNL     1      -3.905   0.773  -0.879  1.00  0.00           H  
HETATM   55  H32 UNL     1      -5.002  -1.088  -1.833  1.00  0.00           H  
HETATM   56  H33 UNL     1      -6.060  -0.041  -0.830  1.00  0.00           H  
HETATM   57  H34 UNL     1      -6.043  -1.746   0.972  1.00  0.00           H  
HETATM   58  H35 UNL     1      -4.892  -2.771  -0.031  1.00  0.00           H  
HETATM   59  H36 UNL     1      -8.519  -1.420  -0.102  1.00  0.00           H  
CONECT    1    2   24   25   26
CONECT    2    3   27   28
CONECT    3    4   29   30
CONECT    4    5   31   32
CONECT    5    6   33   34
CONECT    6    7    8   35
CONECT    7   36
CONECT    8    9   37   38
CONECT    9   10   39   40
CONECT   10   11   12   41
CONECT   11   42
CONECT   12   13   14   43
CONECT   13   44
CONECT   14   15   45   46
CONECT   15   16   47   48
CONECT   16   17   49   50
CONECT   17   18   51   52
CONECT   18   19   53   54
CONECT   19   20   55   56
CONECT   20   21   57   58
CONECT   21   22   22   23
CONECT   23   59
END

HMDB0030935
     RDKit          3D
9,10,13-Trihydroxystearic acid
 59 58  0  0  0  0  0  0  0  0999 V2000
    7.5235   -2.1583   -1.4842 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6146   -2.2201   -0.2932 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3761   -1.3698   -0.5125 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5312   -1.4901    0.7183 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2788   -0.6519    0.5221 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5961    0.8077    0.2984 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3048    1.2344    1.4439 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.2978    1.5823    0.3485 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3922    1.0647   -0.7387 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0730    1.8215   -0.7666 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2767    3.1652   -0.9960 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6677    1.5667    0.5282 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8910    0.2315    0.7703 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9290    2.4176    0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7844    2.2905    1.7017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3538    0.9928    2.0456 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3344    0.3091    1.1984 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0392   -0.0999   -0.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2643   -0.7943   -0.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7074   -2.0195   -0.0693 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8745   -2.5490   -0.8176 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6826   -3.1928   -1.8619 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.1426   -2.3249   -0.3541 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0810   -2.7315   -2.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6297   -1.1107   -1.8303 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4980   -2.6084   -1.2559 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2938   -3.2594   -0.1062 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1047   -1.8595    0.6301 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6849   -0.3117   -0.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8240   -1.7936   -1.3748 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1754   -2.5366    0.8509 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.0226   -1.1074    1.6266 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5829   -0.7170    1.3807 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7327   -1.0764   -0.3644 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1600    1.0030   -0.6326 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6985    1.4632    2.1728 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4613    2.6735    0.2325 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8569    1.3507    1.3577 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8456    1.1436   -1.7348 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1056    0.0084   -0.4670 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5367    1.4088   -1.5919 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1089    3.5126   -1.8223 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0902    1.9477    1.4052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8293   -0.3568   -0.0044 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6031    3.5202    0.4990 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3871    2.3037   -0.4779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2169    2.7570    2.5877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6602    3.0318    1.6300 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8949    1.1553    3.0593 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5152    0.3075    2.3866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2549    0.9804    1.1564 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6759   -0.6265    1.7678 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1577   -0.7930   -0.2690 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9053    0.7728   -0.8790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0015   -1.0881   -1.8333 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0600   -0.0405   -0.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0434   -1.7462    0.9719 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8921   -2.7707   -0.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5187   -1.4195   -0.1024 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
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 10 12  1  0
 12 13  1  0
 12 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  1  0
 21 22  2  0
 21 23  1  0
  1 24  1  0
  1 25  1  0
  1 26  1  0
  2 27  1  0
  2 28  1  0
  3 29  1  0
  3 30  1  0
  4 31  1  0
  4 32  1  0
  5 33  1  0
  5 34  1  0
  6 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
 11 42  1  0
 12 43  1  0
 13 44  1  0
 14 45  1  0
 14 46  1  0
 15 47  1  0
 15 48  1  0
 16 49  1  0
 16 50  1  0
 17 51  1  0
 17 52  1  0
 18 53  1  0
 18 54  1  0
 19 55  1  0
 19 56  1  0
 20 57  1  0
 20 58  1  0
 23 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
9,10,13-Trihydroxystearate	Generator
9,10,13-Trihydroxy-octadecanoate	HMDB

Chemical Formula

C₁₈H₃₆O₅

Average Molecular Weight

332.4754

Monoisotopic Molecular Weight

332.256274262

IUPAC Name

9,10,13-trihydroxyoctadecanoic acid

Traditional Name

9,10,13-trihydroxyoctadecanoic acid

CAS Registry Number

50439-74-2

SMILES

CCCCCC(O)CCC(O)C(O)CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C18H36O5/c1-2-3-7-10-15(19)13-14-17(21)16(20)11-8-5-4-6-9-12-18(22)23/h15-17,19-21H,2-14H2,1H3,(H,22,23)

InChI Key

CDWBHGXGXFTKRD-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Hydroxy fatty acid
Secondary alcohol
Polyol
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

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030935)
Membrane (HMDB: HMDB0030935)

Biofluid or Excreta

Urine (HMDB: HMDB0030935)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030935)

Source

Endogenous

Endogenous (HMDB: HMDB0030935)

Plant

Fabaceae (HMDB: HMDB0030935)

Animal

Animal (HMDB: HMDB0030935)

Exogenous

Food

Food (HMDB: HMDB0030935)

Pulse

Bean

Yellow wax bean (FooDB: FOOD00882)
Green bean (FooDB: FOOD00883)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0030935)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0030935)

Cellular process

Cell signaling (HMDB: HMDB0030935)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0030935)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0030935)

Nutrient

Nutrient (HMDB: HMDB0030935)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030935)

Emulsifier (HMDB: HMDB0030935)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	135 - 137 °C	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	0.23 g/L	ALOGPS
logP	3.72	ALOGPS
logP	3.3	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	4.62	ChemAxon
pKa (Strongest Basic)	-2.7	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	4	ChemAxon
Polar Surface Area	97.99 Å²	ChemAxon
Rotatable Bond Count	16	ChemAxon
Refractivity	90.99 m³·mol⁻¹	ChemAxon
Polarizability	40.68 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]+	182.875	31661259
DarkChem	[M-H]-	182.867	31661259
DeepCCS	[M+H]+	185.567	30932474
DeepCCS	[M-H]-	183.209	30932474
DeepCCS	[M-2H]-	216.095	30932474
DeepCCS	[M+Na]+	191.66	30932474
AllCCS	[M+H]+	192.4	32859911
AllCCS	[M+H-H2O]+	189.8	32859911
AllCCS	[M+NH4]+	194.9	32859911
AllCCS	[M+Na]+	195.6	32859911
AllCCS	[M-H]-	185.2	32859911
AllCCS	[M+Na-2H]-	186.3	32859911
AllCCS	[M+HCOO]-	187.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
9,10,13-Trihydroxystearic acid	CCCCCC(O)CCC(O)C(O)CCCCCCCC(O)=O	4216.3	Standard polar	33892256
9,10,13-Trihydroxystearic acid	CCCCCC(O)CCC(O)C(O)CCCCCCCC(O)=O	2466.9	Standard non polar	33892256
9,10,13-Trihydroxystearic acid	CCCCCC(O)CCC(O)C(O)CCCCCCCC(O)=O	2676.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
9,10,13-Trihydroxystearic acid,1TMS,isomer #1	CCCCCC(CCC(O)C(O)CCCCCCCC(=O)O)O[Si](C)(C)C	2792.5	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,1TMS,isomer #2	CCCCCC(O)CCC(O[Si](C)(C)C)C(O)CCCCCCCC(=O)O	2770.9	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,1TMS,isomer #3	CCCCCC(O)CCC(O)C(CCCCCCCC(=O)O)O[Si](C)(C)C	2766.7	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,1TMS,isomer #4	CCCCCC(O)CCC(O)C(O)CCCCCCCC(=O)O[Si](C)(C)C	2797.4	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,2TMS,isomer #1	CCCCCC(CCC(O[Si](C)(C)C)C(O)CCCCCCCC(=O)O)O[Si](C)(C)C	2771.5	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,2TMS,isomer #2	CCCCCC(CCC(O)C(CCCCCCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2771.3	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,2TMS,isomer #3	CCCCCC(CCC(O)C(O)CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2825.0	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,2TMS,isomer #4	CCCCCC(O)CCC(O[Si](C)(C)C)C(CCCCCCCC(=O)O)O[Si](C)(C)C	2795.7	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,2TMS,isomer #5	CCCCCC(O)CCC(O[Si](C)(C)C)C(O)CCCCCCCC(=O)O[Si](C)(C)C	2780.3	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,2TMS,isomer #6	CCCCCC(O)CCC(O)C(CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2774.5	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,3TMS,isomer #1	CCCCCC(CCC(O[Si](C)(C)C)C(CCCCCCCC(=O)O)O[Si](C)(C)C)O[Si](C)(C)C	2742.0	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,3TMS,isomer #2	CCCCCC(CCC(O[Si](C)(C)C)C(O)CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2756.3	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,3TMS,isomer #3	CCCCCC(CCC(O)C(CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2751.1	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,3TMS,isomer #4	CCCCCC(O)CCC(O[Si](C)(C)C)C(CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2736.1	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,4TMS,isomer #1	CCCCCC(CCC(O[Si](C)(C)C)C(CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C)O[Si](C)(C)C	2693.6	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,1TBDMS,isomer #1	CCCCCC(CCC(O)C(O)CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3033.8	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,1TBDMS,isomer #2	CCCCCC(O)CCC(O[Si](C)(C)C(C)(C)C)C(O)CCCCCCCC(=O)O	3011.7	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,1TBDMS,isomer #3	CCCCCC(O)CCC(O)C(CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3007.1	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,1TBDMS,isomer #4	CCCCCC(O)CCC(O)C(O)CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3024.0	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,2TBDMS,isomer #1	CCCCCC(CCC(O[Si](C)(C)C(C)(C)C)C(O)CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3271.3	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,2TBDMS,isomer #2	CCCCCC(CCC(O)C(CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3267.2	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,2TBDMS,isomer #3	CCCCCC(CCC(O)C(O)CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3281.7	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,2TBDMS,isomer #4	CCCCCC(O)CCC(O[Si](C)(C)C(C)(C)C)C(CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	3285.3	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,2TBDMS,isomer #5	CCCCCC(O)CCC(O[Si](C)(C)C(C)(C)C)C(O)CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	3247.3	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,2TBDMS,isomer #6	CCCCCC(O)CCC(O)C(CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3245.6	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,3TBDMS,isomer #1	CCCCCC(CCC(O[Si](C)(C)C(C)(C)C)C(CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3479.2	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,3TBDMS,isomer #2	CCCCCC(CCC(O[Si](C)(C)C(C)(C)C)C(O)CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3466.0	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,3TBDMS,isomer #3	CCCCCC(CCC(O)C(CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3454.6	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,3TBDMS,isomer #4	CCCCCC(O)CCC(O[Si](C)(C)C(C)(C)C)C(CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3461.2	Semi standard non polar	33892256
9,10,13-Trihydroxystearic acid,4TBDMS,isomer #1	CCCCCC(CCC(O[Si](C)(C)C(C)(C)C)C(CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	3635.2	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 - 9,10,13-Trihydroxystearic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-07p3-8913000000-b59917273d2133424a6e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9,10,13-Trihydroxystearic acid GC-MS (4 TMS) - 70eV, Positive	splash10-0a4i-9405588000-21da75baeccc4218ef92	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9,10,13-Trihydroxystearic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9,10,13-Trihydroxystearic 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 - 9,10,13-Trihydroxystearic acid 10V, Positive-QTOF	splash10-014j-0169000000-3da109ae55d620d79894	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10,13-Trihydroxystearic acid 20V, Positive-QTOF	splash10-00mk-5942000000-9f40a15f5feb93f6f5a6	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10,13-Trihydroxystearic acid 40V, Positive-QTOF	splash10-0awd-9410000000-bded1fc3148a941cc4d4	2015-04-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10,13-Trihydroxystearic acid 10V, Negative-QTOF	splash10-001i-0129000000-fc1aae6a36072f0dfd50	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10,13-Trihydroxystearic acid 20V, Negative-QTOF	splash10-0bu0-1945000000-4aa05c2fc1b0260959f4	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10,13-Trihydroxystearic acid 40V, Negative-QTOF	splash10-0a4i-8900000000-d2ae456cc254163b47b3	2015-04-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10,13-Trihydroxystearic acid 10V, Positive-QTOF	splash10-014j-0169000000-365466b1c44a4e4d52d3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10,13-Trihydroxystearic acid 20V, Positive-QTOF	splash10-00r2-9753000000-3cd7c604812015b85e96	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10,13-Trihydroxystearic acid 40V, Positive-QTOF	splash10-0a5c-9100000000-b6a00e7d6ecd5ba6e6d4	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10,13-Trihydroxystearic acid 10V, Negative-QTOF	splash10-001i-0009000000-85eb8e65723ca3f94166	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10,13-Trihydroxystearic acid 20V, Negative-QTOF	splash10-01q9-1649000000-87fe36d01deab723765f	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9,10,13-Trihydroxystearic acid 40V, Negative-QTOF	splash10-076u-6942000000-5d3fffd381a5d98d9afd	2021-09-23	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

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

FDB002904

KNApSAcK ID

C00058123

Chemspider ID

24022689

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

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 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 9,10,13-Trihydroxystearic acid (HMDB0030935)

MOL for HMDB0030935 (9,10,13-Trihydroxystearic acid)

3D MOL for HMDB0030935 (9,10,13-Trihydroxystearic acid)

3D SDF for HMDB0030935 (9,10,13-Trihydroxystearic acid)

3D-SDF for HMDB0030935 (9,10,13-Trihydroxystearic acid)

PDB for HMDB0030935 (9,10,13-Trihydroxystearic acid)

3D PDB for HMDB0030935 (9,10,13-Trihydroxystearic acid)

SMILES for HMDB0030935 (9,10,13-Trihydroxystearic acid)

INCHI for HMDB0030935 (9,10,13-Trihydroxystearic acid)

Structure for HMDB0030935 (9,10,13-Trihydroxystearic acid)

3D Structure for HMDB0030935 (9,10,13-Trihydroxystearic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra