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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:31:52 UTC

Update Date

2021-09-26 22:52:03 UTC

HMDB ID

HMDB0244368

Secondary Accession Numbers

None

Metabolite Identification

Common Name

11-Mercaptoundecanoic acid

Description

11-MERCAPTOUNDECANOIC ACID, also known as 11-mercaptoundecanoate, 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. Based on a literature review a significant number of articles have been published on 11-MERCAPTOUNDECANOIC ACID. This compound has been identified in human blood as reported by (PMID: 31557052 ). 11-mercaptoundecanoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 11-Mercaptoundecanoic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0244368
     RDKit          3D
11-Mercaptoundecanoic acid
 36 35  0  0  0  0  0  0  0  0999 V2000
   -4.3272   -1.6632    1.1862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6115   -0.4631    0.9711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6565    0.1135    1.6573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8381    0.3547   -0.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7481   -0.4601   -0.6498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9807    0.3429   -1.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3171    1.5431   -1.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3480    1.1605    0.0713 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7325    0.2739   -0.4835 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7295   -0.1251    0.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7439   -1.0025   -0.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8251   -1.5246    0.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5842   -0.3621    1.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2982    0.6217    0.0508 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3473    0.7204    1.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4500    1.2770    0.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5359    0.6720   -0.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2174   -1.3671   -1.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0408   -0.8177    0.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6530    0.7266   -2.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2398   -0.3364   -2.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7429    2.1218   -1.7874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0583    2.2323   -0.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8652    0.6962    0.9279 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1104    2.0964    0.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2626    0.8303   -1.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3662   -0.6645   -0.9175 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1506    0.7687    1.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2207   -0.7388    1.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1432   -0.3924   -0.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1478   -1.8261   -0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4682   -2.1832    1.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5600   -2.0626    0.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4069   -0.7408    2.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8936    0.2746    1.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3339   -0.0961   -1.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  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
  3 15  1  0
  4 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
M  END

MDX
  Mrv0541 02241213542D          

 14 13  0  0  0  0            999 V2000
   -4.4121    0.2639    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6976   -0.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6976   -0.9737    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9831    0.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2686   -0.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5540    0.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8395   -0.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1250    0.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.5895   -0.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3041    0.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0186   -0.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7331    0.2639    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4477   -0.1486    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1622    0.2639    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0  0  0  0
  2  4  1  0  0  0  0
  2  3  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
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244368

> <DATABASE_NAME>
hmdb

> <SMILES>
OC(=O)CCCCCCCCCCS

> <INCHI_IDENTIFIER>
InChI=1S/C11H22O2S/c12-11(13)9-7-5-3-1-2-4-6-8-10-14/h14H,1-10H2,(H,12,13)

> <INCHI_KEY>
GWOLZNVIRIHJHB-UHFFFAOYSA-N

> <FORMULA>
C11H22O2S

> <MOLECULAR_WEIGHT>
218.356

> <EXACT_MASS>
218.134050638

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
26.918726796967327

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
11-sulfanylundecanoic acid

> <ALOGPS_LOGP>
4.48

> <JCHEM_LOGP>
3.8484302319999992

> <ALOGPS_LOGS>
-4.29

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.200826388716463

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.9520172062848555

> <JCHEM_PKA_STRONGEST_BASIC>
-9.559569384561357

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
62.0359

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.11e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
11-mercaptoundecanoic acid

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0244368
     RDKit          3D
11-Mercaptoundecanoic acid
 36 35  0  0  0  0  0  0  0  0999 V2000
   -4.3272   -1.6632    1.1862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6115   -0.4631    0.9711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6565    0.1135    1.6573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8381    0.3547   -0.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7481   -0.4601   -0.6498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9807    0.3429   -1.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3171    1.5431   -1.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3480    1.1605    0.0713 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7325    0.2739   -0.4835 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7295   -0.1251    0.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7439   -1.0025   -0.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8251   -1.5246    0.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5842   -0.3621    1.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2982    0.6217    0.0508 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3473    0.7204    1.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4500    1.2770    0.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5359    0.6720   -0.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2174   -1.3671   -1.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0408   -0.8177    0.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6530    0.7266   -2.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2398   -0.3364   -2.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7429    2.1218   -1.7874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0583    2.2323   -0.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8652    0.6962    0.9279 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1104    2.0964    0.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2626    0.8303   -1.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3662   -0.6645   -0.9175 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1506    0.7687    1.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2207   -0.7388    1.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1432   -0.3924   -0.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1478   -1.8261   -0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4682   -2.1832    1.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5600   -2.0626    0.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4069   -0.7408    2.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8936    0.2746    1.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3339   -0.0961   -1.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  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
  3 15  1  0
  4 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: MDX                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  O   UNK     0      -8.236   0.493   0.000  0.00  0.00           O+0
HETATM    2  C   UNK     0      -6.902  -0.277   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      -6.902  -1.818   0.000  0.00  0.00           O+0
HETATM    4  C   UNK     0      -5.568   0.493   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -4.235  -0.277   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -2.901   0.493   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -1.567  -0.277   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.233   0.493   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       1.100  -0.277   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       2.434   0.493   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.768  -0.277   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       5.102   0.493   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       6.436  -0.277   0.000  0.00  0.00           C+0
HETATM   14  S   UNK     0       7.769   0.493   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    4    3                                                  
CONECT    3    2                                                            
CONECT    4    2    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                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

COMPND    HMDB0244368
HETATM    1  O1  UNL     1      -4.327  -1.663   1.186  1.00  0.00           O  
HETATM    2  C1  UNL     1      -4.612  -0.463   0.971  1.00  0.00           C  
HETATM    3  O2  UNL     1      -5.656   0.113   1.657  1.00  0.00           O  
HETATM    4  C2  UNL     1      -3.838   0.355  -0.016  1.00  0.00           C  
HETATM    5  C3  UNL     1      -2.748  -0.460  -0.650  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.981   0.343  -1.641  1.00  0.00           C  
HETATM    7  C5  UNL     1      -1.317   1.543  -1.024  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.348   1.161   0.071  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.732   0.274  -0.484  1.00  0.00           C  
HETATM   10  C8  UNL     1       1.729  -0.125   0.616  1.00  0.00           C  
HETATM   11  C9  UNL     1       2.744  -1.003  -0.078  1.00  0.00           C  
HETATM   12  C10 UNL     1       3.825  -1.525   0.808  1.00  0.00           C  
HETATM   13  C11 UNL     1       4.584  -0.362   1.398  1.00  0.00           C  
HETATM   14  S1  UNL     1       5.298   0.622   0.051  1.00  0.00           S  
HETATM   15  H1  UNL     1      -6.347   0.720   1.234  1.00  0.00           H  
HETATM   16  H2  UNL     1      -3.450   1.277   0.474  1.00  0.00           H  
HETATM   17  H3  UNL     1      -4.536   0.672  -0.809  1.00  0.00           H  
HETATM   18  H4  UNL     1      -3.217  -1.367  -1.096  1.00  0.00           H  
HETATM   19  H5  UNL     1      -2.041  -0.818   0.127  1.00  0.00           H  
HETATM   20  H6  UNL     1      -2.653   0.727  -2.466  1.00  0.00           H  
HETATM   21  H7  UNL     1      -1.240  -0.336  -2.123  1.00  0.00           H  
HETATM   22  H8  UNL     1      -0.743   2.122  -1.787  1.00  0.00           H  
HETATM   23  H9  UNL     1      -2.058   2.232  -0.591  1.00  0.00           H  
HETATM   24  H10 UNL     1      -0.865   0.696   0.928  1.00  0.00           H  
HETATM   25  H11 UNL     1       0.110   2.096   0.435  1.00  0.00           H  
HETATM   26  H12 UNL     1       1.263   0.830  -1.282  1.00  0.00           H  
HETATM   27  H13 UNL     1       0.366  -0.664  -0.917  1.00  0.00           H  
HETATM   28  H14 UNL     1       2.151   0.769   1.097  1.00  0.00           H  
HETATM   29  H15 UNL     1       1.221  -0.739   1.372  1.00  0.00           H  
HETATM   30  H16 UNL     1       3.143  -0.392  -0.927  1.00  0.00           H  
HETATM   31  H17 UNL     1       2.148  -1.826  -0.556  1.00  0.00           H  
HETATM   32  H18 UNL     1       3.468  -2.183   1.607  1.00  0.00           H  
HETATM   33  H19 UNL     1       4.560  -2.063   0.144  1.00  0.00           H  
HETATM   34  H20 UNL     1       5.407  -0.741   2.057  1.00  0.00           H  
HETATM   35  H21 UNL     1       3.894   0.275   1.958  1.00  0.00           H  
HETATM   36  H22 UNL     1       5.334  -0.096  -1.159  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   15
CONECT    4    5   16   17
CONECT    5    6   18   19
CONECT    6    7   20   21
CONECT    7    8   22   23
CONECT    8    9   24   25
CONECT    9   10   26   27
CONECT   10   11   28   29
CONECT   11   12   30   31
CONECT   12   13   32   33
CONECT   13   14   34   35
CONECT   14   36
END

HMDB0244368
     RDKit          3D
11-Mercaptoundecanoic acid
 36 35  0  0  0  0  0  0  0  0999 V2000
   -4.3272   -1.6632    1.1862 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6115   -0.4631    0.9711 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6565    0.1135    1.6573 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8381    0.3547   -0.0162 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7481   -0.4601   -0.6498 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9807    0.3429   -1.6412 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3171    1.5431   -1.0243 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3480    1.1605    0.0713 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7325    0.2739   -0.4835 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7295   -0.1251    0.6159 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7439   -1.0025   -0.0779 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8251   -1.5246    0.8077 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5842   -0.3621    1.3983 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2982    0.6217    0.0508 S   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3473    0.7204    1.2340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4500    1.2770    0.4735 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5359    0.6720   -0.8089 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2174   -1.3671   -1.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0408   -0.8177    0.1274 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6530    0.7266   -2.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2398   -0.3364   -2.1230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7429    2.1218   -1.7874 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0583    2.2323   -0.5908 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8652    0.6962    0.9279 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1104    2.0964    0.4347 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2626    0.8303   -1.2820 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3662   -0.6645   -0.9175 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1506    0.7687    1.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2207   -0.7388    1.3720 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1432   -0.3924   -0.9274 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1478   -1.8261   -0.5555 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4682   -2.1832    1.6074 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5600   -2.0626    0.1435 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4069   -0.7408    2.0573 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8936    0.2746    1.9583 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3339   -0.0961   -1.1591 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  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
  3 15  1  0
  4 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 12 32  1  0
 12 33  1  0
 13 34  1  0
 13 35  1  0
 14 36  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
11-MERCAPTOUNDECANOate	Generator
11-Sulfanylundecanoate	Generator
11-Sulphanylundecanoate	Generator
11-Sulphanylundecanoic acid	Generator

Chemical Formula

C₁₁H₂₂O₂S

Average Molecular Weight

218.356

Monoisotopic Molecular Weight

218.134050638

IUPAC Name

11-sulfanylundecanoic acid

Traditional Name

11-mercaptoundecanoic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CCCCCCCCCCS

InChI Identifier

InChI=1S/C11H22O2S/c12-11(13)9-7-5-3-1-2-4-6-8-10-14/h14H,1-10H2,(H,12,13)

InChI Key

GWOLZNVIRIHJHB-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
Thia fatty acid
Straight chain fatty acid
Monocarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Alkylthiol
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Source

Exogenous

Exogenous (PMID: 31557052)

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	4.48	ALOGPS
logP	3.85	ChemAxon
logS	-4.3	ALOGPS
pKa (Strongest Acidic)	4.95	ChemAxon
pKa (Strongest Basic)	-9.6	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	62.04 m³·mol⁻¹	ChemAxon
Polarizability	26.92 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	155.739	30932474
DeepCCS	[M-H]-	153.175	30932474
DeepCCS	[M-2H]-	188.659	30932474
DeepCCS	[M+Na]+	163.592	30932474
AllCCS	[M+H]+	151.1	32859911
AllCCS	[M+H-H2O]+	147.6	32859911
AllCCS	[M+NH4]+	154.2	32859911
AllCCS	[M+Na]+	155.2	32859911
AllCCS	[M-H]-	157.1	32859911
AllCCS	[M+Na-2H]-	158.5	32859911
AllCCS	[M+HCOO]-	160.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
11-Mercaptoundecanoic acid	OC(=O)CCCCCCCCCCS	2963.7	Standard polar	33892256
11-Mercaptoundecanoic acid	OC(=O)CCCCCCCCCCS	1777.1	Standard non polar	33892256
11-Mercaptoundecanoic acid	OC(=O)CCCCCCCCCCS	1849.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
11-Mercaptoundecanoic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCCCCCCCS[Si](C)(C)C	2100.0	Semi standard non polar	33892256
11-Mercaptoundecanoic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCCCCCCCS[Si](C)(C)C	2115.9	Standard non polar	33892256
11-Mercaptoundecanoic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCCCCCCCS[Si](C)(C)C	2126.1	Standard polar	33892256
11-Mercaptoundecanoic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCCCCCS[Si](C)(C)C(C)(C)C	2585.6	Semi standard non polar	33892256
11-Mercaptoundecanoic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCCCCCS[Si](C)(C)C(C)(C)C	2544.9	Standard non polar	33892256
11-Mercaptoundecanoic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCCCCCS[Si](C)(C)C(C)(C)C	2362.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Mercaptoundecanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9700000000-15e63ad2031d13f77509	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Mercaptoundecanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Mercaptoundecanoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Mercaptoundecanoic acid GC-MS (TMS_1_2) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Mercaptoundecanoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 11-Mercaptoundecanoic acid GC-MS (TBDMS_1_2) - 70eV, Positive	Not Available	2021-11-03	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-Mercaptoundecanoic acid 10V, Positive-QTOF	splash10-0gb9-0590000000-ff3e0178717f67098b48	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Mercaptoundecanoic acid 20V, Positive-QTOF	splash10-0g4r-2930000000-f2f7bee4bae7bfc52afe	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Mercaptoundecanoic acid 40V, Positive-QTOF	splash10-07ef-9300000000-49f392355137906469f5	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Mercaptoundecanoic acid 10V, Negative-QTOF	splash10-014i-2390000000-eb69260192dbee863910	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Mercaptoundecanoic acid 20V, Negative-QTOF	splash10-014i-5980000000-a684425105a4de3854da	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Mercaptoundecanoic acid 40V, Negative-QTOF	splash10-001i-9100000000-2fe24b6883b3f2dc0b24	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Mercaptoundecanoic acid 10V, Positive-QTOF	splash10-0gbi-4970000000-a7005fcfaf099c5a2585	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Mercaptoundecanoic acid 20V, Positive-QTOF	splash10-05o1-9200000000-48bef1a5ef0b6310576c	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Mercaptoundecanoic acid 40V, Positive-QTOF	splash10-0a4m-9000000000-7e1971c22541293e5f55	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Mercaptoundecanoic acid 10V, Negative-QTOF	splash10-014i-0290000000-af161d6cf7c773eed36e	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Mercaptoundecanoic acid 20V, Negative-QTOF	splash10-014j-0980000000-97ae99a9a16a55ff5b11	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 11-Mercaptoundecanoic acid 40V, Negative-QTOF	splash10-055g-9600000000-ce73db2c2148d389f73b	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB08171

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

473151

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for 11-Mercaptoundecanoic acid (HMDB0244368)

MOL for HMDB0244368 (11-Mercaptoundecanoic acid)

3D MOL for HMDB0244368 (11-Mercaptoundecanoic acid)

3D SDF for HMDB0244368 (11-Mercaptoundecanoic acid)

3D-SDF for HMDB0244368 (11-Mercaptoundecanoic acid)

PDB for HMDB0244368 (11-Mercaptoundecanoic acid)

3D PDB for HMDB0244368 (11-Mercaptoundecanoic acid)

SMILES for HMDB0244368 (11-Mercaptoundecanoic acid)

INCHI for HMDB0244368 (11-Mercaptoundecanoic acid)

Structure for HMDB0244368 (11-Mercaptoundecanoic acid)

3D Structure for HMDB0244368 (11-Mercaptoundecanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra