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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-10 21:45:37 UTC

Update Date

2021-09-26 22:52:28 UTC

HMDB ID

HMDB0244613

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Monoisoamyl 2,3-dimercaptosuccinate

Description

Monoisoamyl 2,3-dimercaptosuccinate, also known as mi-adms, belongs to the class of organic compounds known as thia fatty acids. These are fatty acid derivatives obtained by insertion of a sulfur atom at specific positions in the chain. Based on a literature review a small amount of articles have been published on Monoisoamyl 2,3-dimercaptosuccinate. This compound has been identified in human blood as reported by (PMID: 31557052 ). Monoisoamyl 2,3-dimercaptosuccinate is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Monoisoamyl 2,3-dimercaptosuccinate 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

HMDB0244613
     RDKit          3D
Monoisoamyl 2,3-dimercaptosuccinate
 31 30  0  0  0  0  0  0  0  0999 V2000
   -4.5589    0.0153   -0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2954    0.6551   -0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2578    0.6784    1.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1213   -0.1899   -0.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8665    0.4338   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2831   -0.2784   -0.6923 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5499    0.1613   -0.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6014    1.1750    0.4042 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6866   -0.6414   -0.7864 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6688   -0.5424   -2.6185 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.0337   -0.2061   -0.3225 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2258   -1.3786   -1.0959 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2569   -0.3022    1.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1531   -1.0258    1.6301 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4801    0.4096    2.0270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9218    0.5980   -1.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3720    0.0036   -0.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3645   -1.0305   -1.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2100    1.6965   -0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7036    1.5460    1.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7701   -0.2537    1.6048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2941    0.6849    1.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2366   -1.2109   -0.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1503   -0.2590   -1.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8879    0.4153    0.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8482    1.4886   -0.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5022   -1.7128   -0.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5907   -1.3822   -3.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3049    0.7846   -0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7596   -1.6349   -2.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7622    1.3030    2.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 15 31  1  0
M  END

  Mrv1652309102123452D          

 15 14  0  0  0  0            999 V2000
    2.2836    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
    2.9980    3.3809    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
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 O   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
    5.8559    3.3809    0.0000 O   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
    7.2849    2.5559    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
    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
    7.2849    3.3809    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    1.3184    0.0000 S   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
  2  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  2  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 11 13  1  0  0  0  0
 10 14  1  0  0  0  0
  9 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0244613

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(C)CCOC(=O)C(S)C(S)C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C9H16O4S2/c1-5(2)3-4-13-9(12)7(15)6(14)8(10)11/h5-7,14-15H,3-4H2,1-2H3,(H,10,11)

> <INCHI_KEY>
RIBYSYWXWXMDSW-UHFFFAOYSA-N

> <FORMULA>
C9H16O4S2

> <MOLECULAR_WEIGHT>
252.34

> <EXACT_MASS>
252.049001343

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_ATOM_COUNT>
31

> <JCHEM_AVERAGE_POLARIZABILITY>
25.537345877984283

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-(3-methylbutoxy)-4-oxo-2,3-disulfanylbutanoic acid

> <ALOGPS_LOGP>
2.26

> <JCHEM_LOGP>
2.0156392129999996

> <ALOGPS_LOGS>
-3.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
8.95343676663941

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.193306001683132

> <JCHEM_PKA_STRONGEST_BASIC>
-7.210667155375166

> <JCHEM_POLAR_SURFACE_AREA>
63.60000000000001

> <JCHEM_REFRACTIVITY>
61.65870000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
7

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.79e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(3-methylbutoxy)-4-oxo-2,3-disulfanylbutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0244613
     RDKit          3D
Monoisoamyl 2,3-dimercaptosuccinate
 31 30  0  0  0  0  0  0  0  0999 V2000
   -4.5589    0.0153   -0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2954    0.6551   -0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2578    0.6784    1.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1213   -0.1899   -0.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8665    0.4338   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2831   -0.2784   -0.6923 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5499    0.1613   -0.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6014    1.1750    0.4042 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6866   -0.6414   -0.7864 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6688   -0.5424   -2.6185 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.0337   -0.2061   -0.3225 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2258   -1.3786   -1.0959 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2569   -0.3022    1.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1531   -1.0258    1.6301 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4801    0.4096    2.0270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9218    0.5980   -1.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3720    0.0036   -0.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3645   -1.0305   -1.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2100    1.6965   -0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7036    1.5460    1.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7701   -0.2537    1.6048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2941    0.6849    1.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2366   -1.2109   -0.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1503   -0.2590   -1.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8879    0.4153    0.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8482    1.4886   -0.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5022   -1.7128   -0.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5907   -1.3822   -3.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3049    0.7846   -0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7596   -1.6349   -2.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7622    1.3030    2.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 15 31  1  0
M  END

HEADER    PROTEIN                                 10-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   10-SEP-21         0                                  
HETATM    1  C   UNK     0       4.263   4.001   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       5.596   6.311   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       8.264   4.771   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       9.597   4.001   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM    8  O   UNK     0      10.931   6.311   0.000  0.00  0.00           O+0
HETATM    9  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      14.932   2.461   0.000  0.00  0.00           O+0
HETATM   14  S   UNK     0      13.598   6.311   0.000  0.00  0.00           S+0
HETATM   15  S   UNK     0      12.265   2.461   0.000  0.00  0.00           S+0
CONECT    1    2                                                            
CONECT    2    1    3    4                                                  
CONECT    3    2                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7   10   15                                                  
CONECT   10    9   11   14                                                  
CONECT   11   10   12   13                                                  
CONECT   12   11                                                            
CONECT   13   11                                                            
CONECT   14   10                                                            
CONECT   15    9                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0254861
HETATM    1  C1  UNL     1       3.446   1.473  -0.061  1.00  0.00           C  
HETATM    2  C2  UNL     1       3.251   0.200   0.688  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.173  -0.854   0.137  1.00  0.00           C  
HETATM    4  C4  UNL     1       1.821  -0.261   0.746  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.219  -0.511  -0.594  1.00  0.00           C  
HETATM    6  O1  UNL     1      -0.105  -0.938  -0.541  1.00  0.00           O  
HETATM    7  C6  UNL     1      -1.162  -0.227   0.011  1.00  0.00           C  
HETATM    8  O2  UNL     1      -0.937   0.883   0.505  1.00  0.00           O  
HETATM    9  C7  UNL     1      -2.499  -0.873  -0.040  1.00  0.00           C  
HETATM   10  S1  UNL     1      -2.891  -1.144  -1.791  1.00  0.00           S  
HETATM   11  C8  UNL     1      -3.579  -0.037   0.553  1.00  0.00           C  
HETATM   12  S2  UNL     1      -5.139  -0.965   0.413  1.00  0.00           S  
HETATM   13  C9  UNL     1      -3.763   1.263  -0.134  1.00  0.00           C  
HETATM   14  O3  UNL     1      -3.025   1.530  -1.111  1.00  0.00           O  
HETATM   15  O4  UNL     1      -4.737   2.126   0.326  1.00  0.00           O  
HETATM   16  H1  UNL     1       3.406   1.305  -1.166  1.00  0.00           H  
HETATM   17  H2  UNL     1       2.762   2.276   0.264  1.00  0.00           H  
HETATM   18  H3  UNL     1       4.478   1.835   0.142  1.00  0.00           H  
HETATM   19  H4  UNL     1       3.585   0.384   1.746  1.00  0.00           H  
HETATM   20  H5  UNL     1       5.222  -0.687   0.478  1.00  0.00           H  
HETATM   21  H6  UNL     1       4.143  -0.775  -0.966  1.00  0.00           H  
HETATM   22  H7  UNL     1       3.848  -1.874   0.488  1.00  0.00           H  
HETATM   23  H8  UNL     1       1.191   0.423   1.337  1.00  0.00           H  
HETATM   24  H9  UNL     1       1.819  -1.234   1.302  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.794  -1.282  -1.158  1.00  0.00           H  
HETATM   26  H11 UNL     1       1.302   0.418  -1.230  1.00  0.00           H  
HETATM   27  H12 UNL     1      -2.472  -1.836   0.490  1.00  0.00           H  
HETATM   28  H13 UNL     1      -4.263  -1.177  -2.034  1.00  0.00           H  
HETATM   29  H14 UNL     1      -3.435   0.157   1.644  1.00  0.00           H  
HETATM   30  H15 UNL     1      -4.915  -2.358   0.598  1.00  0.00           H  
HETATM   31  H16 UNL     1      -4.535   2.761   1.113  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    4   19
CONECT    3   20   21   22
CONECT    4    5   23   24
CONECT    5    6   25   26
CONECT    6    7
CONECT    7    8    8    9
CONECT    9   10   11   27
CONECT   10   28
CONECT   11   12   13   29
CONECT   12   30
CONECT   13   14   14   15
CONECT   15   31
END

HMDB0244613
     RDKit          3D
Monoisoamyl 2,3-dimercaptosuccinate
 31 30  0  0  0  0  0  0  0  0999 V2000
   -4.5589    0.0153   -0.8084 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2954    0.6551   -0.2807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2578    0.6784    1.2258 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1213   -0.1899   -0.7898 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8665    0.4338   -0.2738 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.2831   -0.2784   -0.6923 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5499    0.1613   -0.3032 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6014    1.1750    0.4042 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.6866   -0.6414   -0.7864 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6688   -0.5424   -2.6185 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.0337   -0.2061   -0.3225 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2258   -1.3786   -1.0959 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.2569   -0.3022    1.1290 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1531   -1.0258    1.6301 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4801    0.4096    2.0270 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9218    0.5980   -1.6747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3720    0.0036   -0.0562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3645   -1.0305   -1.1360 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2100    1.6965   -0.6531 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7036    1.5460    1.6362 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7701   -0.2537    1.6048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2941    0.6849    1.6626 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2366   -1.2109   -0.3902 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1503   -0.2590   -1.8922 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8879    0.4153    0.8299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8482    1.4886   -0.5940 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5022   -1.7128   -0.5365 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5907   -1.3822   -3.0263 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3049    0.7846   -0.7292 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7596   -1.6349   -2.3770 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7622    1.3030    2.4080 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  7  9  1  0
  9 10  1  0
  9 11  1  0
 11 12  1  0
 11 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  3 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  9 27  1  0
 10 28  1  0
 11 29  1  0
 12 30  1  0
 15 31  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Monoisoamyl 2,3-dimercaptosuccinic acid	Generator
Mi-adms	MeSH
MiADMSA	MeSH
Monoisoamyl-2,3-dimercaptosuccinate	MeSH
Monoisoamyl meso-2,3-dimercaptosuccinate	MeSH

Chemical Formula

C₉H₁₆O₄S₂

Average Molecular Weight

252.34

Monoisotopic Molecular Weight

252.049001343

IUPAC Name

4-(3-methylbutoxy)-4-oxo-2,3-disulfanylbutanoic acid

Traditional Name

4-(3-methylbutoxy)-4-oxo-2,3-disulfanylbutanoic acid

CAS Registry Number

Not Available

SMILES

CC(C)CCOC(=O)C(S)C(S)C(O)=O

InChI Identifier

InChI=1S/C9H16O4S2/c1-5(2)3-4-13-9(12)7(15)6(14)8(10)11/h5-7,14-15H,3-4H2,1-2H3,(H,10,11)

InChI Key

RIBYSYWXWXMDSW-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thia fatty acids. These are fatty acid derivatives obtained by insertion of a sulfur atom at specific positions in the chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Thia fatty acids

Alternative Parents

Substituents

Branched fatty acid
Fatty acid ester
Thia fatty acid
Dicarboxylic acid or derivatives
2-mercaptocarboxylic acid
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Alkylthiol
Organosulfur compound
Organooxygen compound
Hydrocarbon derivative
Organic oxide
Carbonyl group
Organic oxygen compound
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	2.26	ALOGPS
logP	2.02	ChemAxon
logS	-3.2	ALOGPS
pKa (Strongest Acidic)	4.19	ChemAxon
pKa (Strongest Basic)	-7.2	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	63.6 Å²	ChemAxon
Rotatable Bond Count	7	ChemAxon
Refractivity	61.66 m³·mol⁻¹	ChemAxon
Polarizability	25.54 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
DeepCCS	[M+H]+	153.247	30932474
DeepCCS	[M-H]-	149.343	30932474
DeepCCS	[M-2H]-	186.736	30932474
DeepCCS	[M+Na]+	162.4	30932474
AllCCS	[M+H]+	154.6	32859911
AllCCS	[M+H-H2O]+	151.5	32859911
AllCCS	[M+NH4]+	157.4	32859911
AllCCS	[M+Na]+	158.2	32859911
AllCCS	[M-H]-	155.2	32859911
AllCCS	[M+Na-2H]-	156.6	32859911
AllCCS	[M+HCOO]-	158.2	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Monoisoamyl 2,3-dimercaptosuccinate,1TMS,isomer #2	CC(C)CCOC(=O)C(S[Si](C)(C)C)C(S)C(=O)O	1949.7	Semi standard non polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,1TMS,isomer #2	CC(C)CCOC(=O)C(S[Si](C)(C)C)C(S)C(=O)O	1748.2	Standard non polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,1TMS,isomer #2	CC(C)CCOC(=O)C(S[Si](C)(C)C)C(S)C(=O)O	2676.8	Standard polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,2TMS,isomer #1	CC(C)CCOC(=O)C(S[Si](C)(C)C)C(S)C(=O)O[Si](C)(C)C	2004.7	Semi standard non polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,2TMS,isomer #1	CC(C)CCOC(=O)C(S[Si](C)(C)C)C(S)C(=O)O[Si](C)(C)C	1879.7	Standard non polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,2TMS,isomer #1	CC(C)CCOC(=O)C(S[Si](C)(C)C)C(S)C(=O)O[Si](C)(C)C	2410.2	Standard polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,2TMS,isomer #2	CC(C)CCOC(=O)C(S)C(S[Si](C)(C)C)C(=O)O[Si](C)(C)C	2003.6	Semi standard non polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,2TMS,isomer #2	CC(C)CCOC(=O)C(S)C(S[Si](C)(C)C)C(=O)O[Si](C)(C)C	1881.6	Standard non polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,2TMS,isomer #2	CC(C)CCOC(=O)C(S)C(S[Si](C)(C)C)C(=O)O[Si](C)(C)C	2416.0	Standard polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,2TMS,isomer #3	CC(C)CCOC(=O)C(S[Si](C)(C)C)C(S[Si](C)(C)C)C(=O)O	2022.3	Semi standard non polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,2TMS,isomer #3	CC(C)CCOC(=O)C(S[Si](C)(C)C)C(S[Si](C)(C)C)C(=O)O	1943.4	Standard non polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,2TMS,isomer #3	CC(C)CCOC(=O)C(S[Si](C)(C)C)C(S[Si](C)(C)C)C(=O)O	2519.2	Standard polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,3TMS,isomer #1	CC(C)CCOC(=O)C(S[Si](C)(C)C)C(S[Si](C)(C)C)C(=O)O[Si](C)(C)C	2090.4	Semi standard non polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,3TMS,isomer #1	CC(C)CCOC(=O)C(S[Si](C)(C)C)C(S[Si](C)(C)C)C(=O)O[Si](C)(C)C	2023.0	Standard non polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,3TMS,isomer #1	CC(C)CCOC(=O)C(S[Si](C)(C)C)C(S[Si](C)(C)C)C(=O)O[Si](C)(C)C	2229.0	Standard polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,1TBDMS,isomer #3	CC(C)CCOC(=O)C(S)C(S[Si](C)(C)C(C)(C)C)C(=O)O	2186.4	Semi standard non polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,1TBDMS,isomer #3	CC(C)CCOC(=O)C(S)C(S[Si](C)(C)C(C)(C)C)C(=O)O	1963.6	Standard non polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,1TBDMS,isomer #3	CC(C)CCOC(=O)C(S)C(S[Si](C)(C)C(C)(C)C)C(=O)O	2672.1	Standard polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,2TBDMS,isomer #1	CC(C)CCOC(=O)C(S[Si](C)(C)C(C)(C)C)C(S)C(=O)O[Si](C)(C)C(C)(C)C	2440.7	Semi standard non polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,2TBDMS,isomer #1	CC(C)CCOC(=O)C(S[Si](C)(C)C(C)(C)C)C(S)C(=O)O[Si](C)(C)C(C)(C)C	2239.3	Standard non polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,2TBDMS,isomer #1	CC(C)CCOC(=O)C(S[Si](C)(C)C(C)(C)C)C(S)C(=O)O[Si](C)(C)C(C)(C)C	2649.1	Standard polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,2TBDMS,isomer #2	CC(C)CCOC(=O)C(S)C(S[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2444.6	Semi standard non polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,2TBDMS,isomer #2	CC(C)CCOC(=O)C(S)C(S[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2245.1	Standard non polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,2TBDMS,isomer #2	CC(C)CCOC(=O)C(S)C(S[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2654.5	Standard polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,2TBDMS,isomer #3	CC(C)CCOC(=O)C(S[Si](C)(C)C(C)(C)C)C(S[Si](C)(C)C(C)(C)C)C(=O)O	2473.7	Semi standard non polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,2TBDMS,isomer #3	CC(C)CCOC(=O)C(S[Si](C)(C)C(C)(C)C)C(S[Si](C)(C)C(C)(C)C)C(=O)O	2280.2	Standard non polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,2TBDMS,isomer #3	CC(C)CCOC(=O)C(S[Si](C)(C)C(C)(C)C)C(S[Si](C)(C)C(C)(C)C)C(=O)O	2695.4	Standard polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,3TBDMS,isomer #1	CC(C)CCOC(=O)C(S[Si](C)(C)C(C)(C)C)C(S[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2731.7	Semi standard non polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,3TBDMS,isomer #1	CC(C)CCOC(=O)C(S[Si](C)(C)C(C)(C)C)C(S[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2550.2	Standard non polar	33892256
Monoisoamyl 2,3-dimercaptosuccinate,3TBDMS,isomer #1	CC(C)CCOC(=O)C(S[Si](C)(C)C(C)(C)C)C(S[Si](C)(C)C(C)(C)C)C(=O)O[Si](C)(C)C(C)(C)C	2624.9	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Monoisoamyl 2,3-dimercaptosuccinate GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-9400000000-1b7121fbc5fb9fda8dfe	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Monoisoamyl 2,3-dimercaptosuccinate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Monoisoamyl 2,3-dimercaptosuccinate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Monoisoamyl 2,3-dimercaptosuccinate GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Monoisoamyl 2,3-dimercaptosuccinate GC-MS (TMS_1_3) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Monoisoamyl 2,3-dimercaptosuccinate GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Monoisoamyl 2,3-dimercaptosuccinate 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 - Monoisoamyl 2,3-dimercaptosuccinate 10V, Positive-QTOF	splash10-0udi-1590000000-838bef64b2725381f5e0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monoisoamyl 2,3-dimercaptosuccinate 20V, Positive-QTOF	splash10-00dr-9720000000-162d7082948bedb7ad48	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monoisoamyl 2,3-dimercaptosuccinate 40V, Positive-QTOF	splash10-05fr-9000000000-2bacc91cdb731d42386d	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monoisoamyl 2,3-dimercaptosuccinate 10V, Negative-QTOF	splash10-00kb-2950000000-1e0eb2063df1df68dda6	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monoisoamyl 2,3-dimercaptosuccinate 20V, Negative-QTOF	splash10-0006-9820000000-e45c3a3a2ab124eb7c14	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Monoisoamyl 2,3-dimercaptosuccinate 40V, Negative-QTOF	splash10-000f-9400000000-d5ca0e5c2dcf0f08f23d	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

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

8213433

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

10037868

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 Monoisoamyl 2,3-dimercaptosuccinate (HMDB0244613)

MOL for HMDB0244613 (Monoisoamyl 2,3-dimercaptosuccinate)

3D MOL for HMDB0244613 (Monoisoamyl 2,3-dimercaptosuccinate)

3D SDF for HMDB0244613 (Monoisoamyl 2,3-dimercaptosuccinate)

3D-SDF for HMDB0244613 (Monoisoamyl 2,3-dimercaptosuccinate)

PDB for HMDB0244613 (Monoisoamyl 2,3-dimercaptosuccinate)

3D PDB for HMDB0244613 (Monoisoamyl 2,3-dimercaptosuccinate)

SMILES for HMDB0244613 (Monoisoamyl 2,3-dimercaptosuccinate)

INCHI for HMDB0244613 (Monoisoamyl 2,3-dimercaptosuccinate)

Structure for HMDB0244613 (Monoisoamyl 2,3-dimercaptosuccinate)

3D Structure for HMDB0244613 (Monoisoamyl 2,3-dimercaptosuccinate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

MS/MS Spectra