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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:55:28 UTC

Update Date

2022-03-07 02:54:41 UTC

HMDB ID

HMDB0035881

Secondary Accession Numbers

HMDB35881

Metabolite Identification

Common Name

11-Hydroxy-9-tridecenoic acid

Description

11-Hydroxy-9-tridecenoic 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 a significant number of articles have been published on 11-Hydroxy-9-tridecenoic acid.

Structure

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

HMDB0035881
     RDKit          3D
11-Hydroxy-9-tridecenoic acid
 40 39  0  0  0  0  0  0  0  0999 V2000
   -5.1329   -0.9321   -0.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2932    0.2589    0.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1689    0.3627    1.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4284    1.5033    2.1416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8553    0.5730    0.7187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1945   -0.4264    0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8717   -0.3098   -0.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3345    1.0749   -0.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0025    1.1509   -1.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0035    0.2870   -0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3570    0.3575   -1.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3562   -0.5173   -0.4197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5626   -0.1248    1.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5562   -1.0512    1.6022 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7725   -0.9228    1.3626 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1445   -2.0789    2.4290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3589   -0.8099   -1.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9744   -1.8676    0.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1119   -1.0325   -1.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4004    1.1630   -0.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2503    0.1292    0.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2083   -0.5023    2.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9000    2.2078    1.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3770    1.5669    0.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6267   -1.4223    0.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9733   -0.7428   -1.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1982   -0.9864    0.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0301    1.8329   -0.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1423    1.3806    0.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4083    2.1874   -1.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8507    0.7897   -2.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0956    0.6435    0.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7304   -0.7981   -0.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7508    1.3875   -1.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3045   -0.0245   -2.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3490   -0.4370   -0.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0463   -1.5832   -0.4333 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6226   -0.2025    1.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204    0.9398    1.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9974   -3.0241    2.1619 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
  3  5  1  0
  5  6  2  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  2  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 16 40  1  0
M  END


  Mrv0541 05061308462D          

 16 15  0  0  0  0            999 V2000
   -0.5743    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  4  3  1  0  0  0  0
  5  3  1  0  0  0  0
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  6  1  0  0  0  0
  9  7  1  0  0  0  0
 10  8  2  0  0  0  0
 11  9  1  0  0  0  0
 12  2  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  1  0  0  0  0
 14 12  1  0  0  0  0
 15 13  2  0  0  0  0
 16 13  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0035881

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C13H24O3/c1-2-12(14)10-8-6-4-3-5-7-9-11-13(15)16/h8,10,12,14H,2-7,9,11H2,1H3,(H,15,16)/b10-8+

> <INCHI_KEY>
NSVPCFNUUARRKL-CSKARUKUSA-N

> <FORMULA>
C13H24O3

> <MOLECULAR_WEIGHT>
228.3279

> <EXACT_MASS>
228.172544634

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
27.78345909585964

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9E)-11-hydroxytridec-9-enoic acid

> <ALOGPS_LOGP>
3.76

> <JCHEM_LOGP>
3.3301440589999998

> <ALOGPS_LOGS>
-3.13

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.48776452576986

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.988167370792885

> <JCHEM_PKA_STRONGEST_BASIC>
-1.71065188331734

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
65.9127

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.69e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9E)-11-hydroxytridec-9-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0035881
     RDKit          3D
11-Hydroxy-9-tridecenoic acid
 40 39  0  0  0  0  0  0  0  0999 V2000
   -5.1329   -0.9321   -0.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2932    0.2589    0.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1689    0.3627    1.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4284    1.5033    2.1416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8553    0.5730    0.7187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1945   -0.4264    0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8717   -0.3098   -0.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3345    1.0749   -0.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0025    1.1509   -1.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0035    0.2870   -0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3570    0.3575   -1.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3562   -0.5173   -0.4197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5626   -0.1248    1.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5562   -1.0512    1.6022 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7725   -0.9228    1.3626 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1445   -2.0789    2.4290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3589   -0.8099   -1.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9744   -1.8676    0.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1119   -1.0325   -1.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4004    1.1630   -0.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2503    0.1292    0.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2083   -0.5023    2.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9000    2.2078    1.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3770    1.5669    0.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6267   -1.4223    0.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9733   -0.7428   -1.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1982   -0.9864    0.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0301    1.8329   -0.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1423    1.3806    0.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4083    2.1874   -1.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8507    0.7897   -2.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0956    0.6435    0.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7304   -0.7981   -0.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7508    1.3875   -1.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3045   -0.0245   -2.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3490   -0.4370   -0.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0463   -1.5832   -0.4333 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6226   -0.2025    1.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204    0.9398    1.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9974   -3.0241    2.1619 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
  3  5  1  0
  5  6  2  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  2  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 16 40  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      -1.072   4.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       0.262   4.771   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       4.263   4.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.929   4.771   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.595   4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0       1.595   2.461   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      14.932   2.461   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1   12                                                       
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12    2   10   14                                                  
CONECT   13   11   15   16                                                  
CONECT   14   12                                                            
CONECT   15   13                                                            
CONECT   16   13                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0035881
HETATM    1  C1  UNL     1      -5.133  -0.932  -0.555  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.293   0.259   0.353  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.169   0.363   1.359  1.00  0.00           C  
HETATM    4  O1  UNL     1      -4.428   1.503   2.142  1.00  0.00           O  
HETATM    5  C4  UNL     1      -2.855   0.573   0.719  1.00  0.00           C  
HETATM    6  C5  UNL     1      -2.194  -0.426   0.192  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.872  -0.310  -0.471  1.00  0.00           C  
HETATM    8  C7  UNL     1      -0.334   1.075  -0.491  1.00  0.00           C  
HETATM    9  C8  UNL     1       1.002   1.151  -1.177  1.00  0.00           C  
HETATM   10  C9  UNL     1       2.004   0.287  -0.468  1.00  0.00           C  
HETATM   11  C10 UNL     1       3.357   0.357  -1.142  1.00  0.00           C  
HETATM   12  C11 UNL     1       4.356  -0.517  -0.420  1.00  0.00           C  
HETATM   13  C12 UNL     1       4.563  -0.125   1.017  1.00  0.00           C  
HETATM   14  C13 UNL     1       5.556  -1.051   1.602  1.00  0.00           C  
HETATM   15  O2  UNL     1       6.773  -0.923   1.363  1.00  0.00           O  
HETATM   16  O3  UNL     1       5.144  -2.079   2.429  1.00  0.00           O  
HETATM   17  H1  UNL     1      -4.359  -0.810  -1.318  1.00  0.00           H  
HETATM   18  H2  UNL     1      -4.974  -1.868   0.013  1.00  0.00           H  
HETATM   19  H3  UNL     1      -6.112  -1.032  -1.109  1.00  0.00           H  
HETATM   20  H4  UNL     1      -5.400   1.163  -0.260  1.00  0.00           H  
HETATM   21  H5  UNL     1      -6.250   0.129   0.899  1.00  0.00           H  
HETATM   22  H6  UNL     1      -4.208  -0.502   2.039  1.00  0.00           H  
HETATM   23  H7  UNL     1      -4.900   2.208   1.603  1.00  0.00           H  
HETATM   24  H8  UNL     1      -2.377   1.567   0.655  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.627  -1.422   0.230  1.00  0.00           H  
HETATM   26  H10 UNL     1      -0.973  -0.743  -1.487  1.00  0.00           H  
HETATM   27  H11 UNL     1      -0.198  -0.986   0.095  1.00  0.00           H  
HETATM   28  H12 UNL     1      -1.030   1.833  -0.880  1.00  0.00           H  
HETATM   29  H13 UNL     1      -0.142   1.381   0.581  1.00  0.00           H  
HETATM   30  H14 UNL     1       1.408   2.187  -1.155  1.00  0.00           H  
HETATM   31  H15 UNL     1       0.851   0.790  -2.218  1.00  0.00           H  
HETATM   32  H16 UNL     1       2.096   0.644   0.567  1.00  0.00           H  
HETATM   33  H17 UNL     1       1.730  -0.798  -0.457  1.00  0.00           H  
HETATM   34  H18 UNL     1       3.751   1.387  -1.213  1.00  0.00           H  
HETATM   35  H19 UNL     1       3.305  -0.024  -2.185  1.00  0.00           H  
HETATM   36  H20 UNL     1       5.349  -0.437  -0.922  1.00  0.00           H  
HETATM   37  H21 UNL     1       4.046  -1.583  -0.433  1.00  0.00           H  
HETATM   38  H22 UNL     1       3.623  -0.203   1.613  1.00  0.00           H  
HETATM   39  H23 UNL     1       4.920   0.940   1.073  1.00  0.00           H  
HETATM   40  H24 UNL     1       4.997  -3.024   2.162  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4    5   22
CONECT    4   23
CONECT    5    6    6   24
CONECT    6    7   25
CONECT    7    8   26   27
CONECT    8    9   28   29
CONECT    9   10   30   31
CONECT   10   11   32   33
CONECT   11   12   34   35
CONECT   12   13   36   37
CONECT   13   14   38   39
CONECT   14   15   15   16
CONECT   16   40
END

HMDB0035881
     RDKit          3D
11-Hydroxy-9-tridecenoic acid
 40 39  0  0  0  0  0  0  0  0999 V2000
   -5.1329   -0.9321   -0.5545 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2932    0.2589    0.3527 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1689    0.3627    1.3589 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4284    1.5033    2.1416 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8553    0.5730    0.7187 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1945   -0.4264    0.1917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8717   -0.3098   -0.4706 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3345    1.0749   -0.4913 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0025    1.1509   -1.1773 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0035    0.2870   -0.4680 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3570    0.3575   -1.1415 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3562   -0.5173   -0.4197 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5626   -0.1248    1.0166 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5562   -1.0512    1.6022 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7725   -0.9228    1.3626 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1445   -2.0789    2.4290 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3589   -0.8099   -1.3180 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9744   -1.8676    0.0127 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1119   -1.0325   -1.1086 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4004    1.1630   -0.2602 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2503    0.1292    0.8987 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2083   -0.5023    2.0390 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9000    2.2078    1.6029 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3770    1.5669    0.6554 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6267   -1.4223    0.2302 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9733   -0.7428   -1.4866 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1982   -0.9864    0.0952 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0301    1.8329   -0.8801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1423    1.3806    0.5806 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4083    2.1874   -1.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8507    0.7897   -2.2176 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0956    0.6435    0.5666 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7304   -0.7981   -0.4571 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7508    1.3875   -1.2132 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3045   -0.0245   -2.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3490   -0.4370   -0.9223 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0463   -1.5832   -0.4333 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6226   -0.2025    1.6127 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9204    0.9398    1.0727 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9974   -3.0241    2.1619 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
  3  5  1  0
  5  6  2  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  2  0
 14 16  1  0
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  4 23  1  0
  5 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 16 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
11-Hydroxy-9-tridecenoate	Generator

Chemical Formula

C₁₃H₂₄O₃

Average Molecular Weight

228.3279

Monoisotopic Molecular Weight

228.172544634

IUPAC Name

(9E)-11-hydroxytridec-9-enoic acid

Traditional Name

(9E)-11-hydroxytridec-9-enoic acid

CAS Registry Number

105798-56-9

SMILES

CCC(O)\C=C\CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C13H24O3/c1-2-12(14)10-8-6-4-3-5-7-9-11-13(15)16/h8,10,12,14H,2-7,9,11H2,1H3,(H,15,16)/b10-8+

InChI Key

NSVPCFNUUARRKL-CSKARUKUSA-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
Branched fatty acid
Hydroxy fatty acid
Methyl-branched fatty acid
Unsaturated fatty acid
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Alcohol
Carbonyl group
Hydrocarbon derivative
Organic oxygen compound
Organooxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Urine (HMDB: HMDB0035881)

Cellular substructure

Extracellular (HMDB: HMDB0035881)
Membrane (HMDB: HMDB0035881)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035881)

Source

Endogenous

Endogenous (HMDB: HMDB0035881)

Plant

Plant (HMDB: HMDB0035881)

Animal

Animal (HMDB: HMDB0035881)

Exogenous

Food

Food (HMDB: HMDB0035881)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0035881)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0035881)

Cellular process

Cell signaling (HMDB: HMDB0035881)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0035881)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0035881)

Nutrient

Nutrient (HMDB: HMDB0035881)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035881)

Emulsifier (HMDB: HMDB0035881)

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	161.1 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.17 g/L	ALOGPS
logP	3.76	ALOGPS
logP	3.33	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Acidic)	4.99	ChemAxon
pKa (Strongest Basic)	-1.7	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	10	ChemAxon
Refractivity	65.91 m³·mol⁻¹	ChemAxon
Polarizability	27.78 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]+	161.36	31661259
DarkChem	[M-H]-	159.033	31661259
DeepCCS	[M+H]+	156.822	30932474
DeepCCS	[M-H]-	152.994	30932474
DeepCCS	[M-2H]-	190.315	30932474
DeepCCS	[M+Na]+	165.917	30932474
AllCCS	[M+H]+	159.5	32859911
AllCCS	[M+H-H2O]+	156.0	32859911
AllCCS	[M+NH4]+	162.7	32859911
AllCCS	[M+Na]+	163.7	32859911
AllCCS	[M-H]-	160.2	32859911
AllCCS	[M+Na-2H]-	161.4	32859911
AllCCS	[M+HCOO]-	162.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
11-Hydroxy-9-tridecenoic acid	CCC(O)\C=C\CCCCCCCC(O)=O	3117.4	Standard polar	33892256
11-Hydroxy-9-tridecenoic acid	CCC(O)\C=C\CCCCCCCC(O)=O	1782.6	Standard non polar	33892256
11-Hydroxy-9-tridecenoic acid	CCC(O)\C=C\CCCCCCCC(O)=O	1877.1	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
11-Hydroxy-9-tridecenoic acid,1TMS,isomer #1	CCC(/C=C/CCCCCCCC(=O)O)O[Si](C)(C)C	1983.6	Semi standard non polar	33892256
11-Hydroxy-9-tridecenoic acid,1TMS,isomer #2	CCC(O)/C=C/CCCCCCCC(=O)O[Si](C)(C)C	1930.9	Semi standard non polar	33892256
11-Hydroxy-9-tridecenoic acid,2TMS,isomer #1	CCC(/C=C/CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2009.7	Semi standard non polar	33892256
11-Hydroxy-9-tridecenoic acid,1TBDMS,isomer #1	CCC(/C=C/CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	2224.2	Semi standard non polar	33892256
11-Hydroxy-9-tridecenoic acid,1TBDMS,isomer #2	CCC(O)/C=C/CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2160.6	Semi standard non polar	33892256
11-Hydroxy-9-tridecenoic acid,2TBDMS,isomer #1	CCC(/C=C/CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2470.5	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 - 11-Hydroxy-9-tridecenoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-004l-7910000000-bd067cea5bebc2072f63	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Hydroxy-9-tridecenoic acid GC-MS (2 TMS) - 70eV, Positive	splash10-05yr-9762000000-80791b9cc82c1df599bf	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Hydroxy-9-tridecenoic 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 - 11-Hydroxy-9-tridecenoic acid 10V, Positive-QTOF	splash10-03fr-0590000000-5090bf64e357be7c9b5e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxy-9-tridecenoic acid 20V, Positive-QTOF	splash10-03yl-3930000000-ff8cabd993f0912dac64	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxy-9-tridecenoic acid 40V, Positive-QTOF	splash10-0aov-9400000000-22df2f0feb6ab9386439	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxy-9-tridecenoic acid 10V, Negative-QTOF	splash10-004i-0290000000-534ad05956158a997d22	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxy-9-tridecenoic acid 20V, Negative-QTOF	splash10-056r-2790000000-a8558223e8638532505b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxy-9-tridecenoic acid 40V, Negative-QTOF	splash10-0a4i-9300000000-cc637276e2c890e674ca	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxy-9-tridecenoic acid 10V, Negative-QTOF	splash10-004i-0090000000-fafc2c75c6761bc01737	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxy-9-tridecenoic acid 20V, Negative-QTOF	splash10-056r-1690000000-1cc9e366f41e78aa661d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxy-9-tridecenoic acid 40V, Negative-QTOF	splash10-0a6u-9400000000-f52da7d98eba777376b8	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxy-9-tridecenoic acid 10V, Positive-QTOF	splash10-03g0-9660000000-f29192d0be26cd34f0b0	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxy-9-tridecenoic acid 20V, Positive-QTOF	splash10-066r-9100000000-595ad1b4a02a0b76c278	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Hydroxy-9-tridecenoic acid 40V, Positive-QTOF	splash10-05o0-9000000000-f1897dd42eabcf127148	2021-09-25	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

FDB014663

KNApSAcK ID

C00056400

Chemspider ID

4476964

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5318367

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1852281

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 11-Hydroxy-9-tridecenoic acid (HMDB0035881)

MOL for HMDB0035881 (11-Hydroxy-9-tridecenoic acid)

3D MOL for HMDB0035881 (11-Hydroxy-9-tridecenoic acid)

3D SDF for HMDB0035881 (11-Hydroxy-9-tridecenoic acid)

3D-SDF for HMDB0035881 (11-Hydroxy-9-tridecenoic acid)

PDB for HMDB0035881 (11-Hydroxy-9-tridecenoic acid)

3D PDB for HMDB0035881 (11-Hydroxy-9-tridecenoic acid)

SMILES for HMDB0035881 (11-Hydroxy-9-tridecenoic acid)

INCHI for HMDB0035881 (11-Hydroxy-9-tridecenoic acid)

Structure for HMDB0035881 (11-Hydroxy-9-tridecenoic acid)

3D Structure for HMDB0035881 (11-Hydroxy-9-tridecenoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra