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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2021-09-23 16:37:53 UTC

Update Date

2021-09-23 16:37:53 UTC

HMDB ID

HMDB0302290

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Trihydroxystearic acid

Description

2,2,3-trihydroxyoctadecanoic acid belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Based on a literature review very few articles have been published on 2,2,3-trihydroxyoctadecanoic acid.

Structure

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

HMDB0302290
     RDKit          3D
Trihydroxystearic acid
 59 58  0  0  0  0  0  0  0  0999 V2000
   -7.7247    3.1121    1.9076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5703    2.1494    1.9670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2073    1.6786    0.5749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0268    0.6977    0.6661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6650    0.2285   -0.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5228   -0.7428   -0.6393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3393   -0.0869   -0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1239   -1.0331    0.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6998   -1.5101   -1.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3801   -2.4983   -1.2677 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7439   -2.2612   -0.7437 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9681   -2.0289    0.6762 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3364   -1.9676    1.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3435   -1.0049    0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8323   -1.2084   -0.6016 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8757   -0.1863   -1.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9889   -0.1980   -0.2318 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3593    1.1930   -1.2116 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2200    1.2531   -2.0134 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3570    1.8737   -1.9624 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2117    1.9877    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1435    2.0098    0.8492 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0603    2.7005    0.2616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6696    2.5117    1.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6470    3.8738    2.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7643    3.6117    0.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6775    2.6066    2.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8737    1.3019    2.6152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0695    1.1964    0.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8891    2.5497   -0.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1927    1.3004    1.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2378   -0.1444    1.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5282   -0.2116   -1.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3003    1.0909   -1.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8039   -1.6598   -0.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3648   -1.1206   -1.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0275    0.8103   -0.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5795    0.1320    1.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3144   -1.7830    0.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3346   -0.3119    0.4518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4123   -0.6268   -1.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5570   -1.9695   -1.8282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0374   -3.4650   -0.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4487   -2.8720   -2.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0180   -1.2364   -1.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4239   -2.9911   -1.2275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4025   -2.8446    1.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4788   -1.0805    1.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2419   -1.7809    2.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7980   -3.0275    1.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2161   -1.0969    1.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9269    0.0447    0.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1028   -1.3147   -1.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417   -2.1824   -0.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2109   -0.5391   -2.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6804   -0.8423   -0.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8101    2.1509   -1.8334 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3299    2.8424   -1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7351    2.9199    1.1990 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
 16 18  1  0
 18 19  1  0
 18 20  1  0
 18 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
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 17 56  1  0
 19 57  1  0
 20 58  1  0
 23 59  1  0
M  END

  Mrv1533007131513342D          

 23 22  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
   17.4276   -3.4618    0.0000 O   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 16  1  0  0  0  0
 20 17  2  0  0  0  0
 21 17  1  0  0  0  0
 22 18  1  0  0  0  0
 23 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0302290

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C18H36O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(19)18(22,23)17(20)21/h16,19,22-23H,2-15H2,1H3,(H,20,21)

> <INCHI_KEY>
UFNQGWYXYWLWMU-UHFFFAOYSA-N

> <FORMULA>
C18H36O5

> <MOLECULAR_WEIGHT>
332.481

> <EXACT_MASS>
332.256274259

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
59

> <JCHEM_AVERAGE_POLARIZABILITY>
40.773432567788745

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
4

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2,2,3-trihydroxyoctadecanoic acid

> <ALOGPS_LOGP>
4.52

> <JCHEM_LOGP>
5.162255756

> <ALOGPS_LOGS>
-4.27

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.203972835072603

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.3532769565423886

> <JCHEM_PKA_STRONGEST_BASIC>
-3.6774022183996733

> <JCHEM_POLAR_SURFACE_AREA>
97.99000000000001

> <JCHEM_REFRACTIVITY>
90.68169999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
16

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.78e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2,2,3-trihydroxyoctadecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0302290
     RDKit          3D
Trihydroxystearic acid
 59 58  0  0  0  0  0  0  0  0999 V2000
   -7.7247    3.1121    1.9076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5703    2.1494    1.9670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2073    1.6786    0.5749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0268    0.6977    0.6661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6650    0.2285   -0.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5228   -0.7428   -0.6393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3393   -0.0869   -0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1239   -1.0331    0.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6998   -1.5101   -1.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3801   -2.4983   -1.2677 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7439   -2.2612   -0.7437 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9681   -2.0289    0.6762 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3364   -1.9676    1.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3435   -1.0049    0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8323   -1.2084   -0.6016 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8757   -0.1863   -1.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9889   -0.1980   -0.2318 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3593    1.1930   -1.2116 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2200    1.2531   -2.0134 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3570    1.8737   -1.9624 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2117    1.9877    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1435    2.0098    0.8492 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0603    2.7005    0.2616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6696    2.5117    1.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6470    3.8738    2.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7643    3.6117    0.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6775    2.6066    2.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8737    1.3019    2.6152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0695    1.1964    0.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8891    2.5497   -0.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1927    1.3004    1.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2378   -0.1444    1.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5282   -0.2116   -1.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3003    1.0909   -1.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8039   -1.6598   -0.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3648   -1.1206   -1.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0275    0.8103   -0.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5795    0.1320    1.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3144   -1.7830    0.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3346   -0.3119    0.4518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4123   -0.6268   -1.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5570   -1.9695   -1.8282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0374   -3.4650   -0.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4487   -2.8720   -2.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0180   -1.2364   -1.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4239   -2.9911   -1.2275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4025   -2.8446    1.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4788   -1.0805    1.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2419   -1.7809    2.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7980   -3.0275    1.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2161   -1.0969    1.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9269    0.0447    0.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1028   -1.3147   -1.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417   -2.1824   -0.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2109   -0.5391   -2.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6804   -0.8423   -0.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8101    2.1509   -1.8334 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3299    2.8424   -1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7351    2.9199    1.1990 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
 16 18  1  0
 18 19  1  0
 18 20  1  0
 18 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
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 17 56  1  0
 19 57  1  0
 20 58  1  0
 23 59  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      32.532  -6.462   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      36.533  -8.772   0.000  0.00  0.00           O+0
HETATM   21  O   UNK     0      35.199 -11.082   0.000  0.00  0.00           O+0
HETATM   22  O   UNK     0      33.095 -10.106   0.000  0.00  0.00           O+0
HETATM   23  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   19                                                  
CONECT   17   18   20   21                                                  
CONECT   18   16   17   22   23                                             
CONECT   19   16                                                            
CONECT   20   17                                                            
CONECT   21   17                                                            
CONECT   22   18                                                            
CONECT   23   18                                                            
MASTER        0    0    0    0    0    0    0    0   23    0   44    0
END

COMPND    HMDB0302290
HETATM    1  C1  UNL     1      -7.725   3.112   1.908  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.570   2.149   1.967  1.00  0.00           C  
HETATM    3  C3  UNL     1      -6.207   1.679   0.575  1.00  0.00           C  
HETATM    4  C4  UNL     1      -5.027   0.698   0.666  1.00  0.00           C  
HETATM    5  C5  UNL     1      -4.665   0.229  -0.722  1.00  0.00           C  
HETATM    6  C6  UNL     1      -3.523  -0.743  -0.639  1.00  0.00           C  
HETATM    7  C7  UNL     1      -2.339  -0.087  -0.025  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.124  -1.033   0.082  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.700  -1.510  -1.243  1.00  0.00           C  
HETATM   10  C10 UNL     1       0.380  -2.498  -1.268  1.00  0.00           C  
HETATM   11  C11 UNL     1       1.744  -2.261  -0.744  1.00  0.00           C  
HETATM   12  C12 UNL     1       1.968  -2.029   0.676  1.00  0.00           C  
HETATM   13  C13 UNL     1       3.336  -1.968   1.235  1.00  0.00           C  
HETATM   14  C14 UNL     1       4.343  -1.005   0.770  1.00  0.00           C  
HETATM   15  C15 UNL     1       4.832  -1.208  -0.602  1.00  0.00           C  
HETATM   16  C16 UNL     1       5.876  -0.186  -1.027  1.00  0.00           C  
HETATM   17  O1  UNL     1       6.989  -0.198  -0.232  1.00  0.00           O  
HETATM   18  C17 UNL     1       5.359   1.193  -1.212  1.00  0.00           C  
HETATM   19  O2  UNL     1       4.220   1.253  -2.013  1.00  0.00           O  
HETATM   20  O3  UNL     1       6.357   1.874  -1.962  1.00  0.00           O  
HETATM   21  C18 UNL     1       5.212   1.988   0.021  1.00  0.00           C  
HETATM   22  O4  UNL     1       6.143   2.010   0.849  1.00  0.00           O  
HETATM   23  O5  UNL     1       4.060   2.700   0.262  1.00  0.00           O  
HETATM   24  H1  UNL     1      -8.670   2.512   1.987  1.00  0.00           H  
HETATM   25  H2  UNL     1      -7.647   3.874   2.684  1.00  0.00           H  
HETATM   26  H3  UNL     1      -7.764   3.612   0.897  1.00  0.00           H  
HETATM   27  H4  UNL     1      -5.677   2.607   2.447  1.00  0.00           H  
HETATM   28  H5  UNL     1      -6.874   1.302   2.615  1.00  0.00           H  
HETATM   29  H6  UNL     1      -7.070   1.196   0.094  1.00  0.00           H  
HETATM   30  H7  UNL     1      -5.889   2.550  -0.008  1.00  0.00           H  
HETATM   31  H8  UNL     1      -4.193   1.300   1.105  1.00  0.00           H  
HETATM   32  H9  UNL     1      -5.238  -0.144   1.325  1.00  0.00           H  
HETATM   33  H10 UNL     1      -5.528  -0.212  -1.246  1.00  0.00           H  
HETATM   34  H11 UNL     1      -4.300   1.091  -1.354  1.00  0.00           H  
HETATM   35  H12 UNL     1      -3.804  -1.660  -0.042  1.00  0.00           H  
HETATM   36  H13 UNL     1      -3.365  -1.121  -1.671  1.00  0.00           H  
HETATM   37  H14 UNL     1      -2.028   0.810  -0.552  1.00  0.00           H  
HETATM   38  H15 UNL     1      -2.579   0.132   1.044  1.00  0.00           H  
HETATM   39  H16 UNL     1      -1.314  -1.783   0.828  1.00  0.00           H  
HETATM   40  H17 UNL     1      -0.335  -0.312   0.452  1.00  0.00           H  
HETATM   41  H18 UNL     1      -0.412  -0.627  -1.912  1.00  0.00           H  
HETATM   42  H19 UNL     1      -1.557  -1.969  -1.828  1.00  0.00           H  
HETATM   43  H20 UNL     1       0.037  -3.465  -0.750  1.00  0.00           H  
HETATM   44  H21 UNL     1       0.449  -2.872  -2.364  1.00  0.00           H  
HETATM   45  H22 UNL     1       2.018  -1.236  -1.253  1.00  0.00           H  
HETATM   46  H23 UNL     1       2.424  -2.991  -1.227  1.00  0.00           H  
HETATM   47  H24 UNL     1       1.402  -2.845   1.247  1.00  0.00           H  
HETATM   48  H25 UNL     1       1.479  -1.081   1.070  1.00  0.00           H  
HETATM   49  H26 UNL     1       3.242  -1.781   2.373  1.00  0.00           H  
HETATM   50  H27 UNL     1       3.798  -3.028   1.275  1.00  0.00           H  
HETATM   51  H28 UNL     1       5.216  -1.097   1.513  1.00  0.00           H  
HETATM   52  H29 UNL     1       3.927   0.045   0.894  1.00  0.00           H  
HETATM   53  H30 UNL     1       4.103  -1.315  -1.372  1.00  0.00           H  
HETATM   54  H31 UNL     1       5.442  -2.182  -0.568  1.00  0.00           H  
HETATM   55  H32 UNL     1       6.211  -0.539  -2.049  1.00  0.00           H  
HETATM   56  H33 UNL     1       7.680  -0.842  -0.550  1.00  0.00           H  
HETATM   57  H34 UNL     1       3.810   2.151  -1.833  1.00  0.00           H  
HETATM   58  H35 UNL     1       6.330   2.842  -1.792  1.00  0.00           H  
HETATM   59  H36 UNL     1       3.735   2.920   1.199  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   35   36
CONECT    7    8   37   38
CONECT    8    9   39   40
CONECT    9   10   41   42
CONECT   10   11   43   44
CONECT   11   12   45   46
CONECT   12   13   47   48
CONECT   13   14   49   50
CONECT   14   15   51   52
CONECT   15   16   53   54
CONECT   16   17   18   55
CONECT   17   56
CONECT   18   19   20   21
CONECT   19   57
CONECT   20   58
CONECT   21   22   22   23
CONECT   23   59
END

HMDB0302290
     RDKit          3D
Trihydroxystearic acid
 59 58  0  0  0  0  0  0  0  0999 V2000
   -7.7247    3.1121    1.9076 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5703    2.1494    1.9670 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2073    1.6786    0.5749 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0268    0.6977    0.6661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6650    0.2285   -0.7215 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5228   -0.7428   -0.6393 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3393   -0.0869   -0.0255 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1239   -1.0331    0.0817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6998   -1.5101   -1.2431 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3801   -2.4983   -1.2677 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7439   -2.2612   -0.7437 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9681   -2.0289    0.6762 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3364   -1.9676    1.2351 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3435   -1.0049    0.7696 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8323   -1.2084   -0.6016 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8757   -0.1863   -1.0271 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9889   -0.1980   -0.2318 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.3593    1.1930   -1.2116 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2200    1.2531   -2.0134 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3570    1.8737   -1.9624 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.2117    1.9877    0.0213 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1435    2.0098    0.8492 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.0603    2.7005    0.2616 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.6696    2.5117    1.9872 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6470    3.8738    2.6844 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7643    3.6117    0.8969 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6775    2.6066    2.4470 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8737    1.3019    2.6152 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0695    1.1964    0.0941 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8891    2.5497   -0.0078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1927    1.3004    1.1054 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2378   -0.1444    1.3246 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5282   -0.2116   -1.2457 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3003    1.0909   -1.3537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8039   -1.6598   -0.0420 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3648   -1.1206   -1.6712 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0275    0.8103   -0.5519 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5795    0.1320    1.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3144   -1.7830    0.8279 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3346   -0.3119    0.4518 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4123   -0.6268   -1.9124 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5570   -1.9695   -1.8282 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0374   -3.4650   -0.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4487   -2.8720   -2.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0180   -1.2364   -1.2531 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4239   -2.9911   -1.2275 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4025   -2.8446    1.2475 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4788   -1.0805    1.0701 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2419   -1.7809    2.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7980   -3.0275    1.2749 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2161   -1.0969    1.5130 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9269    0.0447    0.8944 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1028   -1.3147   -1.3721 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4417   -2.1824   -0.5676 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2109   -0.5391   -2.0490 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.6804   -0.8423   -0.5496 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8101    2.1509   -1.8334 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3299    2.8424   -1.7924 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7351    2.9199    1.1990 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
 16 18  1  0
 18 19  1  0
 18 20  1  0
 18 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
  6 36  1  0
  7 37  1  0
  7 38  1  0
  8 39  1  0
  8 40  1  0
  9 41  1  0
  9 42  1  0
 10 43  1  0
 10 44  1  0
 11 45  1  0
 11 46  1  0
 12 47  1  0
 12 48  1  0
 13 49  1  0
 13 50  1  0
 14 51  1  0
 14 52  1  0
 15 53  1  0
 15 54  1  0
 16 55  1  0
 17 56  1  0
 19 57  1  0
 20 58  1  0
 23 59  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,2,3-Trihydroxyoctadecanoate	Generator
Trihydroxystearate	Generator

Chemical Formula

C₁₈H₃₆O₅

Average Molecular Weight

332.481

Monoisotopic Molecular Weight

332.256274259

IUPAC Name

2,2,3-trihydroxyoctadecanoic acid

Traditional Name

2,2,3-trihydroxyoctadecanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCCCC(O)C(O)(O)C(O)=O

InChI Identifier

InChI=1S/C18H36O5/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(19)18(22,23)17(20)21/h16,19,22-23H,2-15H2,1H3,(H,20,21)

InChI Key

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Exogenous (HMDB: HMDB0302290)

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	4.52	ALOGPS
logP	5.16	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	3.35	ChemAxon
pKa (Strongest Basic)	-3.7	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	90.68 m³·mol⁻¹	ChemAxon
Polarizability	40.77 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	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
AllCCS	[M+H]+	193.103	32859911
AllCCS	[M+H-H2O]+	190.447	32859911
AllCCS	[M+Na]+	196.26	32859911
AllCCS	[M+NH4]+	195.556	32859911
AllCCS	[M-H]-	184.48	32859911
AllCCS	[M+Na-2H]-	185.457	32859911
AllCCS	[M+HCOO]-	186.691	32859911
DeepCCS	[M+H]+	184.97	30932474
DeepCCS	[M-H]-	181.583	30932474
DeepCCS	[M-2H]-	216.452	30932474
DeepCCS	[M+Na]+	192.743	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 - Trihydroxystearic acid 10V, Positive-QTOF	splash10-00l6-1096000000-33bc92b6807feb5368c7	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxystearic acid 20V, Positive-QTOF	splash10-01ox-2391000000-ac7155dd29d784ebcc19	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxystearic acid 40V, Positive-QTOF	splash10-06r7-7910000000-a9a7ac1d57f30e1d9fa6	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxystearic acid 10V, Negative-QTOF	splash10-01q0-2195000000-d4ef6836e6fc45b0c834	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxystearic acid 20V, Negative-QTOF	splash10-000i-0092000000-954eeb48b99c7b238e57	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxystearic acid 40V, Negative-QTOF	splash10-000f-9060000000-6871dbdb3b9dfbe2683a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxystearic acid 10V, Positive-QTOF	splash10-001i-1019000000-efc2ca481e8849a25ab6	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxystearic acid 20V, Positive-QTOF	splash10-006x-8962000000-db4f914fad1cd2aae898	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxystearic acid 40V, Positive-QTOF	splash10-0a4l-9000000000-5977cbb822ae119f2225	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxystearic acid 10V, Negative-QTOF	splash10-001l-6009000000-3a3396efa4fecd487d53	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxystearic acid 20V, Negative-QTOF	splash10-007c-9000000000-f7d58dcf24bb847a596c	2021-10-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Trihydroxystearic acid 40V, Negative-QTOF	splash10-0006-9010000000-c867e9be8ecaba13612f	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

FDB004053

KNApSAcK ID

Not Available

Chemspider ID

129639

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

147011

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 Trihydroxystearic acid (HMDB0302290)

MOL for HMDB0302290 (Trihydroxystearic acid)

3D MOL for HMDB0302290 (Trihydroxystearic acid)

3D SDF for HMDB0302290 (Trihydroxystearic acid)

3D-SDF for HMDB0302290 (Trihydroxystearic acid)

PDB for HMDB0302290 (Trihydroxystearic acid)

3D PDB for HMDB0302290 (Trihydroxystearic acid)

SMILES for HMDB0302290 (Trihydroxystearic acid)

INCHI for HMDB0302290 (Trihydroxystearic acid)

Structure for HMDB0302290 (Trihydroxystearic acid)

3D Structure for HMDB0302290 (Trihydroxystearic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

MS/MS Spectra