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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-02-26 19:01:08 UTC

Update Date

2023-02-21 17:29:18 UTC

HMDB ID

HMDB0059736

Secondary Accession Numbers

HMDB59736

Metabolite Identification

Common Name

2-Hydroxyundecanoate

Description

2-Hydroxyundecanoate belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms. 2-Hydroxyundecanoate is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral.

Structure

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

HMDB0059736
     RDKit          3D
2-Hydroxyundecanoate
 36 35  0  0  0  0  0  0  0  0999 V2000
   -4.7585    0.7088   -0.6557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3440    0.1028    0.6627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8692   -0.2793    0.5514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1179    0.9737    0.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6433    0.6946    0.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3735   -0.2746   -0.9487 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1112   -0.5418   -1.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7213   -1.1347    0.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1989   -1.3864   -0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825   -0.1608   -0.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3237   -0.5783   -0.5444 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9406    0.8826    0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9822    1.2773    1.2316 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7457    1.4819    1.0178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7095    1.8278   -0.6170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7803    0.3793   -0.9454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0929    0.4031   -1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9359   -0.8131    0.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4013    0.8277    1.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5054   -0.8107    1.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7528   -1.0011   -0.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3364    1.7889    0.9974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4251    1.3803   -0.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1040    1.6508   -0.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2576    0.3114    1.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8230    0.0050   -1.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8316   -1.2762   -0.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6540    0.3916   -1.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2524   -1.2241   -1.9564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5167   -0.5866    1.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2628   -2.1578    0.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2848   -2.0873   -0.9048 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6109   -1.8838    0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6788    0.2100   -1.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3269   -1.5079   -0.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4689    2.4067    0.7335 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
 10 12  1  0
 12 13  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 14 36  1  0
M  END


  Mrv1652305171800382D          

 14 13  0  0  0  0            999 V2000
    3.5211    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2355    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6645    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3789    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0934    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8079    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.5224    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.2368    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    3.2704    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.9513    4.0954    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.3802    3.2704    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.6658    2.0329    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 12 13  2  0  0  0  0
 14 12  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0059736

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C11H22O3/c1-2-3-4-5-6-7-8-9-10(12)11(13)14/h10,12H,2-9H2,1H3,(H,13,14)

> <INCHI_KEY>
MNRBGFKCVTVNBA-UHFFFAOYSA-N

> <FORMULA>
C11H22O3

> <MOLECULAR_WEIGHT>
202.294

> <EXACT_MASS>
202.156894568

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
36

> <JCHEM_AVERAGE_POLARIZABILITY>
24.502802692754834

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-hydroxyundecanoic acid

> <ALOGPS_LOGP>
3.56

> <JCHEM_LOGP>
3.162673532

> <ALOGPS_LOGS>
-2.59

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
14.284148890034412

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.255557640559995

> <JCHEM_PKA_STRONGEST_BASIC>
-3.797528712514443

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
55.570800000000006

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
5.14e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
2-hydroxy hendecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0059736
     RDKit          3D
2-Hydroxyundecanoate
 36 35  0  0  0  0  0  0  0  0999 V2000
   -4.7585    0.7088   -0.6557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3440    0.1028    0.6627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8692   -0.2793    0.5514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1179    0.9737    0.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6433    0.6946    0.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3735   -0.2746   -0.9487 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1112   -0.5418   -1.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7213   -1.1347    0.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1989   -1.3864   -0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825   -0.1608   -0.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3237   -0.5783   -0.5444 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9406    0.8826    0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9822    1.2773    1.2316 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7457    1.4819    1.0178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7095    1.8278   -0.6170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7803    0.3793   -0.9454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0929    0.4031   -1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9359   -0.8131    0.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4013    0.8277    1.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5054   -0.8107    1.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7528   -1.0011   -0.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3364    1.7889    0.9974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4251    1.3803   -0.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1040    1.6508   -0.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2576    0.3114    1.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8230    0.0050   -1.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8316   -1.2762   -0.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6540    0.3916   -1.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2524   -1.2241   -1.9564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5167   -0.5866    1.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2628   -2.1578    0.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2848   -2.0873   -0.9048 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6109   -1.8838    0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6788    0.2100   -1.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3269   -1.5079   -0.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4689    2.4067    0.7335 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
 10 12  1  0
 12 13  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 14 36  1  0
M  END

HEADER    PROTEIN                                 17-MAY-18   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   17-MAY-18         0                                  
HETATM    1  C   UNK     0       6.573   5.335   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       7.906   6.105   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      11.907   5.335   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      14.575   5.335   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      15.908   6.105   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      18.576   7.645   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   13  O   UNK     0      21.243   6.105   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      19.909   3.795   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   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13   14                                                  
CONECT   13   12                                                            
CONECT   14   12                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

COMPND    HMDB0059736
HETATM    1  C1  UNL     1      -4.759   0.709  -0.656  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.344   0.103   0.663  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.869  -0.279   0.551  1.00  0.00           C  
HETATM    4  C4  UNL     1      -2.118   0.974   0.263  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.643   0.695   0.157  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.373  -0.275  -0.949  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.111  -0.542  -1.092  1.00  0.00           C  
HETATM    8  C8  UNL     1       1.721  -1.135   0.154  1.00  0.00           C  
HETATM    9  C9  UNL     1       3.199  -1.386  -0.059  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.982  -0.161  -0.381  1.00  0.00           C  
HETATM   11  O1  UNL     1       5.324  -0.578  -0.544  1.00  0.00           O  
HETATM   12  C11 UNL     1       3.941   0.883   0.646  1.00  0.00           C  
HETATM   13  O2  UNL     1       4.982   1.277   1.232  1.00  0.00           O  
HETATM   14  O3  UNL     1       2.746   1.482   1.018  1.00  0.00           O  
HETATM   15  H1  UNL     1      -4.709   1.828  -0.617  1.00  0.00           H  
HETATM   16  H2  UNL     1      -5.780   0.379  -0.945  1.00  0.00           H  
HETATM   17  H3  UNL     1      -4.093   0.403  -1.486  1.00  0.00           H  
HETATM   18  H4  UNL     1      -4.936  -0.813   0.892  1.00  0.00           H  
HETATM   19  H5  UNL     1      -4.401   0.828   1.506  1.00  0.00           H  
HETATM   20  H6  UNL     1      -2.505  -0.811   1.449  1.00  0.00           H  
HETATM   21  H7  UNL     1      -2.753  -1.001  -0.306  1.00  0.00           H  
HETATM   22  H8  UNL     1      -2.336   1.789   0.997  1.00  0.00           H  
HETATM   23  H9  UNL     1      -2.425   1.380  -0.732  1.00  0.00           H  
HETATM   24  H10 UNL     1      -0.104   1.651  -0.035  1.00  0.00           H  
HETATM   25  H11 UNL     1      -0.258   0.311   1.140  1.00  0.00           H  
HETATM   26  H12 UNL     1      -0.823   0.005  -1.904  1.00  0.00           H  
HETATM   27  H13 UNL     1      -0.832  -1.276  -0.686  1.00  0.00           H  
HETATM   28  H14 UNL     1       1.654   0.392  -1.356  1.00  0.00           H  
HETATM   29  H15 UNL     1       1.252  -1.224  -1.956  1.00  0.00           H  
HETATM   30  H16 UNL     1       1.517  -0.587   1.071  1.00  0.00           H  
HETATM   31  H17 UNL     1       1.263  -2.158   0.293  1.00  0.00           H  
HETATM   32  H18 UNL     1       3.285  -2.087  -0.905  1.00  0.00           H  
HETATM   33  H19 UNL     1       3.611  -1.884   0.830  1.00  0.00           H  
HETATM   34  H20 UNL     1       3.679   0.210  -1.402  1.00  0.00           H  
HETATM   35  H21 UNL     1       5.327  -1.508  -0.886  1.00  0.00           H  
HETATM   36  H22 UNL     1       2.469   2.407   0.733  1.00  0.00           H  
CONECT    1    2   15   16   17
CONECT    2    3   18   19
CONECT    3    4   20   21
CONECT    4    5   22   23
CONECT    5    6   24   25
CONECT    6    7   26   27
CONECT    7    8   28   29
CONECT    8    9   30   31
CONECT    9   10   32   33
CONECT   10   11   12   34
CONECT   11   35
CONECT   12   13   13   14
CONECT   14   36
END

HMDB0059736
     RDKit          3D
2-Hydroxyundecanoate
 36 35  0  0  0  0  0  0  0  0999 V2000
   -4.7585    0.7088   -0.6557 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3440    0.1028    0.6627 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8692   -0.2793    0.5514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1179    0.9737    0.2634 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6433    0.6946    0.1566 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3735   -0.2746   -0.9487 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1112   -0.5418   -1.0916 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7213   -1.1347    0.1542 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1989   -1.3864   -0.0593 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9825   -0.1608   -0.3807 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3237   -0.5783   -0.5444 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9406    0.8826    0.6461 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9822    1.2773    1.2316 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.7457    1.4819    1.0178 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7095    1.8278   -0.6170 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7803    0.3793   -0.9454 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0929    0.4031   -1.4857 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9359   -0.8131    0.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4013    0.8277    1.5057 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5054   -0.8107    1.4489 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7528   -1.0011   -0.3055 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3364    1.7889    0.9974 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4251    1.3803   -0.7318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1040    1.6508   -0.0351 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2576    0.3114    1.1403 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8230    0.0050   -1.9040 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8316   -1.2762   -0.6859 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6540    0.3916   -1.3560 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2524   -1.2241   -1.9564 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5167   -0.5866    1.0714 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2628   -2.1578    0.2930 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2848   -2.0873   -0.9048 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6109   -1.8838    0.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6788    0.2100   -1.4017 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3269   -1.5079   -0.8860 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4689    2.4067    0.7335 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
 10 12  1  0
 12 13  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  1 17  1  0
  2 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 11 35  1  0
 14 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Hydroxyundecanoic acid	Generator
2-Hydroxy hendecanoate	Generator

Chemical Formula

C₁₁H₂₂O₃

Average Molecular Weight

202.294

Monoisotopic Molecular Weight

202.156894568

IUPAC Name

2-hydroxyundecanoic acid

Traditional Name

2-hydroxy hendecanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCC(O)C(O)=O

InChI Identifier

InChI=1S/C11H22O3/c1-2-3-4-5-6-7-8-9-10(12)11(13)14/h10,12H,2-9H2,1H3,(H,13,14)

InChI Key

MNRBGFKCVTVNBA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents

Medium-chain fatty acid
Branched fatty acid
Methyl-branched fatty acid
Hydroxy fatty acid
Alpha-hydroxy acid
Hydroxy acid
Monosaccharide
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Alcohol
Carbonyl group
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Hydroxy fatty acids (LMFA01050034 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0059736)

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
Water Solubility	0.29 g/L	ALOGPS
logP	3.56	ALOGPS
logP	3.16	ChemAxon
logS	-2.6	ALOGPS
pKa (Strongest Acidic)	4.26	ChemAxon
pKa (Strongest Basic)	-3.8	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	57.53 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	55.57 m³·mol⁻¹	ChemAxon
Polarizability	24.5 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]+	150.618	31661259
DarkChem	[M-H]-	148.642	31661259
DeepCCS	[M+H]+	151.211	30932474
DeepCCS	[M-H]-	147.224	30932474
DeepCCS	[M-2H]-	184.733	30932474
DeepCCS	[M+Na]+	160.121	30932474
AllCCS	[M+H]+	151.9	32859911
AllCCS	[M+H-H2O]+	148.2	32859911
AllCCS	[M+NH4]+	155.3	32859911
AllCCS	[M+Na]+	156.2	32859911
AllCCS	[M-H]-	150.6	32859911
AllCCS	[M+Na-2H]-	151.8	32859911
AllCCS	[M+HCOO]-	153.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Hydroxyundecanoate	CCCCCCCCCC(O)C(O)=O	2563.3	Standard polar	33892256
2-Hydroxyundecanoate	CCCCCCCCCC(O)C(O)=O	1563.2	Standard non polar	33892256
2-Hydroxyundecanoate	CCCCCCCCCC(O)C(O)=O	1636.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Hydroxyundecanoate,1TMS,isomer #1	CCCCCCCCCC(O[Si](C)(C)C)C(=O)O	1691.1	Semi standard non polar	33892256
2-Hydroxyundecanoate,1TMS,isomer #2	CCCCCCCCCC(O)C(=O)O[Si](C)(C)C	1644.7	Semi standard non polar	33892256
2-Hydroxyundecanoate,2TMS,isomer #1	CCCCCCCCCC(O[Si](C)(C)C)C(=O)O[Si](C)(C)C	1737.4	Semi standard non polar	33892256
2-Hydroxyundecanoate,1TBDMS,isomer #1	CCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C(=O)O	1911.4	Semi standard non polar	33892256
2-Hydroxyundecanoate,1TBDMS,isomer #2	CCCCCCCCCC(O)C(=O)O[Si](C)(C)C(C)(C)C	1869.9	Semi standard non polar	33892256
2-Hydroxyundecanoate,2TBDMS,isomer #1	CCCCCCCCCC(O[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2173.2	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 - 2-Hydroxyundecanoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Hydroxyundecanoate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyundecanoate 10V, Positive-QTOF	splash10-0f79-0940000000-71fd1baa7a279f4fe1e7	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyundecanoate 20V, Positive-QTOF	splash10-0570-3900000000-cb4b2402b2a52fe8841d	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyundecanoate 40V, Positive-QTOF	splash10-052f-9200000000-07577b99fb09badcc749	2019-02-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyundecanoate 10V, Negative-QTOF	splash10-0udi-0590000000-bb118c7645a25cb6b88d	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyundecanoate 20V, Negative-QTOF	splash10-0pc0-0920000000-9710e1af94bd94fb281f	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyundecanoate 40V, Negative-QTOF	splash10-056r-6900000000-49e1f3fb2713a59c7e9a	2019-02-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyundecanoate 10V, Positive-QTOF	splash10-0zmr-9420000000-e07d795ddbe1e1354bbd	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyundecanoate 20V, Positive-QTOF	splash10-0aor-9000000000-fff4e7afa451fb687db7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyundecanoate 40V, Positive-QTOF	splash10-0a4l-9000000000-af07fe7e1b1e3ffd0ad2	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyundecanoate 10V, Negative-QTOF	splash10-0udi-0390000000-a5c2f404d7ccde2c281a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyundecanoate 20V, Negative-QTOF	splash10-0udi-1590000000-3309b1169d8273f727c0	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Hydroxyundecanoate 40V, Negative-QTOF	splash10-0006-9000000000-e39e9354b593b93015ea	2021-09-22	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX 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

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5282899

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

Showing metabocard for 2-Hydroxyundecanoate (HMDB0059736)

MOL for HMDB0059736 (2-Hydroxyundecanoate)

3D MOL for HMDB0059736 (2-Hydroxyundecanoate)

3D SDF for HMDB0059736 (2-Hydroxyundecanoate)

3D-SDF for HMDB0059736 (2-Hydroxyundecanoate)

PDB for HMDB0059736 (2-Hydroxyundecanoate)

3D PDB for HMDB0059736 (2-Hydroxyundecanoate)

SMILES for HMDB0059736 (2-Hydroxyundecanoate)

INCHI for HMDB0059736 (2-Hydroxyundecanoate)

Structure for HMDB0059736 (2-Hydroxyundecanoate)

3D Structure for HMDB0059736 (2-Hydroxyundecanoate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra