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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:51:03 UTC

Update Date

2023-02-21 17:22:35 UTC

HMDB ID

HMDB0032662

Secondary Accession Numbers

HMDB32662

Metabolite Identification

Common Name

(S)-9-Hydroxy-10-undecenoic acid

Description

(S)-9-Hydroxy-10-undecenoic acid, also known as corchorifatty acid e or 9-hydroxyundec-10-enoate, belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain. Based on a literature review very few articles have been published on (S)-9-Hydroxy-10-undecenoic acid.

Structure

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

HMDB0032662
     RDKit          3D
(S)-9-Hydroxy-10-undecenoic acid
 34 33  0  0  0  0  0  0  0  0999 V2000
    5.5745    0.6985    1.4773 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7128    0.6941    0.4762 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7541   -0.4190    0.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1244   -1.3460   -0.6403 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3949    0.1844    0.0332 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3371   -0.9060   -0.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0272   -0.1380   -0.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1153   -1.0697   -0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3719   -0.2781   -0.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7056    0.6051    0.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9812    1.3696   -0.0698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0972    0.4294   -0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3301   -0.0495   -1.4436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8840    0.0913    0.7898 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2828    1.5022    1.6266 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5751   -0.1298    2.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7207    1.5219   -0.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6636   -0.9627    1.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1200   -2.2811   -0.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4357    0.8525   -0.8490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0407    0.7935    0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5812   -1.5852   -0.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1845   -1.4707    0.7744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1318    0.4156    0.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1382    0.5816   -1.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2552   -1.7854    0.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8747   -1.6827   -1.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2414   -0.9516   -1.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2517    0.3819   -1.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8845    1.3321    0.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8427   -0.0139    1.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2095    2.0813    0.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7771    1.9729   -0.9972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7135   -0.4383    0.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  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  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  3 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 14 34  1  0
M  END


  Mrv0541 05061306372D          

 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
    7.8079    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
    8.5224    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
    9.2368    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
    9.9513    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
   10.6658    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.0329    0.0000 O   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
  2  1  2  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  2  1  0  0  0  0
 10  8  1  0  0  0  0
 11  9  1  0  0  0  0
 12 10  1  0  0  0  0
 13 11  2  0  0  0  0
 14 11  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0032662

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(CCCCCCCC(O)=O)C=C

> <INCHI_IDENTIFIER>
InChI=1S/C11H20O3/c1-2-10(12)8-6-4-3-5-7-9-11(13)14/h2,10,12H,1,3-9H2,(H,13,14)

> <INCHI_KEY>
CJUFNYIRKDOQMC-UHFFFAOYSA-N

> <FORMULA>
C11H20O3

> <MOLECULAR_WEIGHT>
200.2747

> <EXACT_MASS>
200.141244506

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
23.567915924761497

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9-hydroxyundec-10-enoic acid

> <ALOGPS_LOGP>
2.43

> <JCHEM_LOGP>
2.498940399333333

> <ALOGPS_LOGS>
-2.34

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
17.487640115905815

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.676745436691006

> <JCHEM_PKA_STRONGEST_BASIC>
-1.7107064666545693

> <JCHEM_POLAR_SURFACE_AREA>
57.53

> <JCHEM_REFRACTIVITY>
55.638200000000005

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
9.06e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-hydroxyundec-10-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0032662
     RDKit          3D
(S)-9-Hydroxy-10-undecenoic acid
 34 33  0  0  0  0  0  0  0  0999 V2000
    5.5745    0.6985    1.4773 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7128    0.6941    0.4762 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7541   -0.4190    0.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1244   -1.3460   -0.6403 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3949    0.1844    0.0332 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3371   -0.9060   -0.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0272   -0.1380   -0.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1153   -1.0697   -0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3719   -0.2781   -0.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7056    0.6051    0.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9812    1.3696   -0.0698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0972    0.4294   -0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3301   -0.0495   -1.4436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8840    0.0913    0.7898 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2828    1.5022    1.6266 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5751   -0.1298    2.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7207    1.5219   -0.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6636   -0.9627    1.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1200   -2.2811   -0.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4357    0.8525   -0.8490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0407    0.7935    0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5812   -1.5852   -0.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1845   -1.4707    0.7744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1318    0.4156    0.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1382    0.5816   -1.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2552   -1.7854    0.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8747   -1.6827   -1.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2414   -0.9516   -1.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2517    0.3819   -1.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8845    1.3321    0.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8427   -0.0139    1.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2095    2.0813    0.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7771    1.9729   -0.9972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7135   -0.4383    0.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  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  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  3 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 14 34  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       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      14.575   5.335   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      13.241   6.105   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      15.908   6.105   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      11.907   5.335   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      17.242   5.335   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      10.574   6.105   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      18.576   6.105   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      19.909   5.335   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       9.240   3.795   0.000  0.00  0.00           O+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   10                                                       
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    2    8   12                                                  
CONECT   11    9   13   14                                                  
CONECT   12   10                                                            
CONECT   13   11                                                            
CONECT   14   11                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

COMPND    HMDB0032662
HETATM    1  C1  UNL     1       5.575   0.699   1.477  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.713   0.694   0.476  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.754  -0.419   0.295  1.00  0.00           C  
HETATM    4  O1  UNL     1       4.124  -1.346  -0.640  1.00  0.00           O  
HETATM    5  C4  UNL     1       2.395   0.184   0.033  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.337  -0.906  -0.167  1.00  0.00           C  
HETATM    7  C6  UNL     1       0.027  -0.138  -0.420  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.115  -1.070  -0.637  1.00  0.00           C  
HETATM    9  C8  UNL     1      -2.372  -0.278  -0.900  1.00  0.00           C  
HETATM   10  C9  UNL     1      -2.706   0.605   0.249  1.00  0.00           C  
HETATM   11  C10 UNL     1      -3.981   1.370  -0.070  1.00  0.00           C  
HETATM   12  C11 UNL     1      -5.097   0.429  -0.302  1.00  0.00           C  
HETATM   13  O2  UNL     1      -5.330  -0.050  -1.444  1.00  0.00           O  
HETATM   14  O3  UNL     1      -5.884   0.091   0.790  1.00  0.00           O  
HETATM   15  H1  UNL     1       6.283   1.502   1.627  1.00  0.00           H  
HETATM   16  H2  UNL     1       5.575  -0.130   2.175  1.00  0.00           H  
HETATM   17  H3  UNL     1       4.721   1.522  -0.212  1.00  0.00           H  
HETATM   18  H4  UNL     1       3.664  -0.963   1.279  1.00  0.00           H  
HETATM   19  H5  UNL     1       4.120  -2.281  -0.294  1.00  0.00           H  
HETATM   20  H6  UNL     1       2.436   0.852  -0.849  1.00  0.00           H  
HETATM   21  H7  UNL     1       2.041   0.793   0.888  1.00  0.00           H  
HETATM   22  H8  UNL     1       1.581  -1.585  -0.981  1.00  0.00           H  
HETATM   23  H9  UNL     1       1.185  -1.471   0.774  1.00  0.00           H  
HETATM   24  H10 UNL     1      -0.132   0.416   0.553  1.00  0.00           H  
HETATM   25  H11 UNL     1       0.138   0.582  -1.228  1.00  0.00           H  
HETATM   26  H12 UNL     1      -1.255  -1.785   0.205  1.00  0.00           H  
HETATM   27  H13 UNL     1      -0.875  -1.683  -1.559  1.00  0.00           H  
HETATM   28  H14 UNL     1      -3.241  -0.952  -1.077  1.00  0.00           H  
HETATM   29  H15 UNL     1      -2.252   0.382  -1.800  1.00  0.00           H  
HETATM   30  H16 UNL     1      -1.885   1.332   0.444  1.00  0.00           H  
HETATM   31  H17 UNL     1      -2.843  -0.014   1.146  1.00  0.00           H  
HETATM   32  H18 UNL     1      -4.209   2.081   0.750  1.00  0.00           H  
HETATM   33  H19 UNL     1      -3.777   1.973  -0.997  1.00  0.00           H  
HETATM   34  H20 UNL     1      -6.713  -0.438   0.637  1.00  0.00           H  
CONECT    1    2    2   15   16
CONECT    2    3   17
CONECT    3    4    5   18
CONECT    4   19
CONECT    5    6   20   21
CONECT    6    7   22   23
CONECT    7    8   24   25
CONECT    8    9   26   27
CONECT    9   10   28   29
CONECT   10   11   30   31
CONECT   11   12   32   33
CONECT   12   13   13   14
CONECT   14   34
END

HMDB0032662
     RDKit          3D
(S)-9-Hydroxy-10-undecenoic acid
 34 33  0  0  0  0  0  0  0  0999 V2000
    5.5745    0.6985    1.4773 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7128    0.6941    0.4762 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7541   -0.4190    0.2954 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1244   -1.3460   -0.6403 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.3949    0.1844    0.0332 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3371   -0.9060   -0.1671 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0272   -0.1380   -0.4200 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1153   -1.0697   -0.6374 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3719   -0.2781   -0.8995 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7056    0.6051    0.2489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9812    1.3696   -0.0698 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0972    0.4294   -0.3022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3301   -0.0495   -1.4436 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8840    0.0913    0.7898 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.2828    1.5022    1.6266 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5751   -0.1298    2.1754 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7207    1.5219   -0.2117 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6636   -0.9627    1.2793 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1200   -2.2811   -0.2937 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4357    0.8525   -0.8490 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0407    0.7935    0.8878 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5812   -1.5852   -0.9814 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1845   -1.4707    0.7744 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1318    0.4156    0.5530 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1382    0.5816   -1.2276 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2552   -1.7854    0.2045 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8747   -1.6827   -1.5589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2414   -0.9516   -1.0771 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2517    0.3819   -1.7997 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8845    1.3321    0.4443 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8427   -0.0139    1.1458 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2095    2.0813    0.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7771    1.9729   -0.9972 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7135   -0.4383    0.6367 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  3
  2  3  1  0
  3  4  1  0
  3  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  2  0
 12 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  3 18  1  0
  4 19  1  0
  5 20  1  0
  5 21  1  0
  6 22  1  0
  6 23  1  0
  7 24  1  0
  7 25  1  0
  8 26  1  0
  8 27  1  0
  9 28  1  0
  9 29  1  0
 10 30  1  0
 10 31  1  0
 11 32  1  0
 11 33  1  0
 14 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Corchorifatty acid e	ChEBI
(S)-9-Hydroxy-10-undecenoate	Generator
9-Hydroxyundec-10-enoate	HMDB

Chemical Formula

C₁₁H₂₀O₃

Average Molecular Weight

200.2747

Monoisotopic Molecular Weight

200.141244506

IUPAC Name

9-hydroxyundec-10-enoic acid

Traditional Name

9-hydroxyundec-10-enoic acid

CAS Registry Number

Not Available

SMILES

OC(CCCCCCCC(O)=O)C=C

InChI Identifier

InChI=1S/C11H20O3/c1-2-10(12)8-6-4-3-5-7-9-11(13)14/h2,10,12H,1,3-9H2,(H,13,14)

InChI Key

CJUFNYIRKDOQMC-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain hydroxy acids and derivatives. These are hydroxy acids with a 6 to 12 carbon atoms long side chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Hydroxy acids and derivatives

Sub Class

Medium-chain hydroxy acids and derivatives

Direct Parent

Medium-chain hydroxy acids and derivatives

Alternative Parents

Substituents

Medium-chain hydroxy acid
Medium-chain fatty acid
Hydroxy fatty acid
Fatty acyl
Fatty acid
Unsaturated fatty acid
Secondary alcohol
Carboxylic acid derivative
Carboxylic acid
Monocarboxylic acid or derivatives
Organic oxide
Organic oxygen compound
Alcohol
Carbonyl group
Organooxygen compound
Hydrocarbon derivative
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0032662)
Cytoplasm (HMDB: HMDB0032662)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032662)

Source

Endogenous

Endogenous (HMDB: HMDB0032662)

Plant

Plant (HMDB: HMDB0032662)

Exogenous

Food

Food (HMDB: HMDB0032662)

Tea

Herb and spice

Herbs and Spices (FooDB: FOOD00866)

Vegetable

Leaf vegetable

Green vegetables (FooDB: FOOD00872)

Exogenous (HMDB: HMDB0032662)

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	0.91 g/L	ALOGPS
logP	2.43	ALOGPS
logP	2.5	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Acidic)	4.68	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	9	ChemAxon
Refractivity	55.64 m³·mol⁻¹	ChemAxon
Polarizability	23.57 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]+	148.67	31661259
DarkChem	[M-H]-	146.643	31661259
DeepCCS	[M+H]+	148.924	30932474
DeepCCS	[M-H]-	145.055	30932474
DeepCCS	[M-2H]-	183.017	30932474
DeepCCS	[M+Na]+	158.68	30932474
AllCCS	[M+H]+	150.8	32859911
AllCCS	[M+H-H2O]+	147.1	32859911
AllCCS	[M+NH4]+	154.2	32859911
AllCCS	[M+Na]+	155.2	32859911
AllCCS	[M-H]-	150.1	32859911
AllCCS	[M+Na-2H]-	151.3	32859911
AllCCS	[M+HCOO]-	152.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.93 minutes	32390414
Predicted by Siyang on May 30, 2022	11.278 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.5 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	39.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1966.6 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	280.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	143.8 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	178.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	271.6 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	409.2 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	456.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	106.8 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1022.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	376.5 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1143.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	302.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	321.7 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	409.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	257.4 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	80.0 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(S)-9-Hydroxy-10-undecenoic acid	OC(CCCCCCCC(O)=O)C=C	2883.4	Standard polar	33892256
(S)-9-Hydroxy-10-undecenoic acid	OC(CCCCCCCC(O)=O)C=C	1550.3	Standard non polar	33892256
(S)-9-Hydroxy-10-undecenoic acid	OC(CCCCCCCC(O)=O)C=C	1688.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(S)-9-Hydroxy-10-undecenoic acid,1TMS,isomer #1	C=CC(CCCCCCCC(=O)O)O[Si](C)(C)C	1739.7	Semi standard non polar	33892256
(S)-9-Hydroxy-10-undecenoic acid,1TMS,isomer #2	C=CC(O)CCCCCCCC(=O)O[Si](C)(C)C	1712.3	Semi standard non polar	33892256
(S)-9-Hydroxy-10-undecenoic acid,2TMS,isomer #1	C=CC(CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1792.6	Semi standard non polar	33892256
(S)-9-Hydroxy-10-undecenoic acid,1TBDMS,isomer #1	C=CC(CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	1987.6	Semi standard non polar	33892256
(S)-9-Hydroxy-10-undecenoic acid,1TBDMS,isomer #2	C=CC(O)CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	1948.1	Semi standard non polar	33892256
(S)-9-Hydroxy-10-undecenoic acid,2TBDMS,isomer #1	C=CC(CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2269.5	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 - (S)-9-Hydroxy-10-undecenoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-9400000000-eb5686ba7e16d8d544ec	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-9-Hydroxy-10-undecenoic acid GC-MS (2 TMS) - 70eV, Positive	splash10-004i-9732000000-bd985ec74f3fed953f04	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-9-Hydroxy-10-undecenoic 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 - (S)-9-Hydroxy-10-undecenoic acid 10V, Positive-QTOF	splash10-0f89-0920000000-b4f2897e53119f145632	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-9-Hydroxy-10-undecenoic acid 20V, Positive-QTOF	splash10-05o0-3900000000-498d8b70dcd5418f319b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-9-Hydroxy-10-undecenoic acid 40V, Positive-QTOF	splash10-05o4-9100000000-051b42b101c2f2c0bb76	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-9-Hydroxy-10-undecenoic acid 10V, Negative-QTOF	splash10-0002-0900000000-845b6f9473e13a732968	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-9-Hydroxy-10-undecenoic acid 20V, Negative-QTOF	splash10-0532-1900000000-ac9a9232ea6d047a4490	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-9-Hydroxy-10-undecenoic acid 40V, Negative-QTOF	splash10-0a4i-9200000000-aab30eec1dfcfd998b5c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-9-Hydroxy-10-undecenoic acid 10V, Positive-QTOF	splash10-0fsi-9720000000-1feca57c55021035ba47	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-9-Hydroxy-10-undecenoic acid 20V, Positive-QTOF	splash10-00lr-9100000000-6c8262aecc155d93310a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-9-Hydroxy-10-undecenoic acid 40V, Positive-QTOF	splash10-0aor-9000000000-2be83cb0d057b561b56f	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-9-Hydroxy-10-undecenoic acid 10V, Negative-QTOF	splash10-0002-0900000000-bb6a3708ae6099b88392	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-9-Hydroxy-10-undecenoic acid 20V, Negative-QTOF	splash10-0a7m-3900000000-94c81c92ad688cce7c4d	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-9-Hydroxy-10-undecenoic acid 40V, Negative-QTOF	splash10-0a6u-9200000000-867d650baa56db3584e5	2021-09-25	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

Cytoplasm
Extracellular

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

FDB010613

KNApSAcK ID

Not Available

Chemspider ID

8640809

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10465398

PDB ID

Not Available

ChEBI ID

132854

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

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for (S)-9-Hydroxy-10-undecenoic acid (HMDB0032662)

MOL for HMDB0032662 ((S)-9-Hydroxy-10-undecenoic acid)

3D MOL for HMDB0032662 ((S)-9-Hydroxy-10-undecenoic acid)

3D SDF for HMDB0032662 ((S)-9-Hydroxy-10-undecenoic acid)

3D-SDF for HMDB0032662 ((S)-9-Hydroxy-10-undecenoic acid)

PDB for HMDB0032662 ((S)-9-Hydroxy-10-undecenoic acid)

3D PDB for HMDB0032662 ((S)-9-Hydroxy-10-undecenoic acid)

SMILES for HMDB0032662 ((S)-9-Hydroxy-10-undecenoic acid)

INCHI for HMDB0032662 ((S)-9-Hydroxy-10-undecenoic acid)

Structure for HMDB0032662 ((S)-9-Hydroxy-10-undecenoic acid)

3D Structure for HMDB0032662 ((S)-9-Hydroxy-10-undecenoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra