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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (6) Show 6 proteins XML

enzymes (6) Show 6 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-08-14 17:04:10 UTC

Update Date

2021-09-14 15:47:32 UTC

HMDB ID

HMDB0006878

Secondary Accession Numbers

HMDB06878

Metabolite Identification

Common Name

S-Acetyldihydrolipoamide-E

Description

S-Acetyldihydrolipoamide-E belongs to the class of organic compounds known as fatty amides. These are carboxylic acid amide derivatives of fatty acids, that are formed from a fatty acid and an amine. Thus, S-acetyldihydrolipoamide-e is considered to be a fatty amide. Based on a literature review very few articles have been published on S-Acetyldihydrolipoamide-E.

Structure

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

HMDB0006878
     RDKit          3D
S-Acetyldihydrolipoamide-E
 34 33  0  0  0  0  0  0  0  0999 V2000
   -5.0766   -0.2006   -0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9854   -0.5389    0.9772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9937   -0.4763    1.6739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4380   -1.0310    1.7045 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1472   -0.9536    0.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8991    0.4879    0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8198    0.6186   -0.9742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5454    2.3568   -1.4030 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.4694   -0.0664   -0.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0608    0.4741    0.6696 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3303   -0.2452    1.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3612   -0.1142   -0.0254 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6030   -0.8294    0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7488   -0.8571   -0.4322 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6115   -1.4074    1.5012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1441    0.8909   -0.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0466   -0.6706   -0.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2281   -0.6554   -1.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4264   -1.5359   -0.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801   -1.3466    0.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5590    0.9705    1.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8060    1.0515   -0.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1969    0.0983   -1.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5064    2.4409   -2.3336 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1780    0.1545   -1.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2834   -1.1374   -0.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3761    0.3403    1.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3386    1.5530    0.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6859    0.0896    2.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0220   -1.3178    1.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6116    0.9229   -0.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9615   -0.5892   -0.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3088   -1.7184   -0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0348   -0.0050   -0.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 14 33  1  0
 14 34  1  0
M  END


  Mrv0541 02231220542D          

 15 14  0  0  0  0            999 V2000
   21.1705  -14.1358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.9955  -14.1358    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.4080  -14.8503    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   22.4080  -13.4213    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   23.2330  -13.4213    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.6455  -12.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4705  -12.7069    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8830  -13.4213    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   24.8830  -11.9924    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4705  -11.2779    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8830  -10.5634    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.4705   -9.8489    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   24.8830   -9.1344    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7080   -9.1344    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.4705   -8.4200    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  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  1  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  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0006878

> <DATABASE_NAME>
hmdb

> <SMILES>
CC(=O)SCCC(S)CCCCC(N)=O

> <INCHI_IDENTIFIER>
InChI=1S/C10H19NO2S2/c1-8(12)15-7-6-9(14)4-2-3-5-10(11)13/h9,14H,2-7H2,1H3,(H2,11,13)

> <INCHI_KEY>
WXCOTNFMLYTGPZ-UHFFFAOYSA-N

> <FORMULA>
C10H19NO2S2

> <MOLECULAR_WEIGHT>
249.393

> <EXACT_MASS>
249.085720237

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
27.808270613358275

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-(acetylsulfanyl)-6-sulfanyloctanamide

> <ALOGPS_LOGP>
2.49

> <JCHEM_LOGP>
1.2364680790000007

> <ALOGPS_LOGS>
-3.85

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.642659763692876

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.05920083493604

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5791097799955646

> <JCHEM_POLAR_SURFACE_AREA>
60.16

> <JCHEM_REFRACTIVITY>
67.2266

> <JCHEM_ROTATABLE_BOND_COUNT>
9

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.53e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-S-acetyldihydrolipoamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006878
     RDKit          3D
S-Acetyldihydrolipoamide-E
 34 33  0  0  0  0  0  0  0  0999 V2000
   -5.0766   -0.2006   -0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9854   -0.5389    0.9772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9937   -0.4763    1.6739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4380   -1.0310    1.7045 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1472   -0.9536    0.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8991    0.4879    0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8198    0.6186   -0.9742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5454    2.3568   -1.4030 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.4694   -0.0664   -0.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0608    0.4741    0.6696 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3303   -0.2452    1.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3612   -0.1142   -0.0254 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6030   -0.8294    0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7488   -0.8571   -0.4322 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6115   -1.4074    1.5012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1441    0.8909   -0.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0466   -0.6706   -0.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2281   -0.6554   -1.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4264   -1.5359   -0.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801   -1.3466    0.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5590    0.9705    1.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8060    1.0515   -0.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1969    0.0983   -1.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5064    2.4409   -2.3336 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1780    0.1545   -1.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2834   -1.1374   -0.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3761    0.3403    1.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3386    1.5530    0.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6859    0.0896    2.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0220   -1.3178    1.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6116    0.9229   -0.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9615   -0.5892   -0.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3088   -1.7184   -0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0348   -0.0050   -0.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 14 33  1  0
 14 34  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      39.518 -26.387   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      41.058 -26.387   0.000  0.00  0.00           C+0
HETATM    3  O   UNK     0      41.828 -27.721   0.000  0.00  0.00           O+0
HETATM    4  S   UNK     0      41.828 -25.053   0.000  0.00  0.00           S+0
HETATM    5  C   UNK     0      43.368 -25.053   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      44.138 -23.720   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      45.678 -23.720   0.000  0.00  0.00           C+0
HETATM    8  S   UNK     0      46.448 -25.053   0.000  0.00  0.00           S+0
HETATM    9  C   UNK     0      46.448 -22.386   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      45.678 -21.052   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      46.448 -19.718   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      45.678 -18.385   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      46.448 -17.051   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      47.988 -17.051   0.000  0.00  0.00           O+0
HETATM   15  N   UNK     0      45.678 -15.717   0.000  0.00  0.00           N+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                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0006878
HETATM    1  C1  UNL     1      -5.077  -0.201  -0.469  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.985  -0.539   0.977  1.00  0.00           C  
HETATM    3  O1  UNL     1      -5.994  -0.476   1.674  1.00  0.00           O  
HETATM    4  S1  UNL     1      -3.438  -1.031   1.705  1.00  0.00           S  
HETATM    5  C3  UNL     1      -2.147  -0.954   0.460  1.00  0.00           C  
HETATM    6  C4  UNL     1      -1.899   0.488   0.087  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.820   0.619  -0.974  1.00  0.00           C  
HETATM    8  S2  UNL     1      -0.545   2.357  -1.403  1.00  0.00           S  
HETATM    9  C6  UNL     1       0.469  -0.066  -0.581  1.00  0.00           C  
HETATM   10  C7  UNL     1       1.061   0.474   0.670  1.00  0.00           C  
HETATM   11  C8  UNL     1       2.330  -0.245   1.037  1.00  0.00           C  
HETATM   12  C9  UNL     1       3.361  -0.114  -0.025  1.00  0.00           C  
HETATM   13  C10 UNL     1       4.603  -0.829   0.396  1.00  0.00           C  
HETATM   14  N1  UNL     1       5.749  -0.857  -0.432  1.00  0.00           N  
HETATM   15  O2  UNL     1       4.611  -1.407   1.501  1.00  0.00           O  
HETATM   16  H1  UNL     1      -5.144   0.891  -0.593  1.00  0.00           H  
HETATM   17  H2  UNL     1      -6.047  -0.671  -0.818  1.00  0.00           H  
HETATM   18  H3  UNL     1      -4.228  -0.655  -1.041  1.00  0.00           H  
HETATM   19  H4  UNL     1      -2.426  -1.536  -0.457  1.00  0.00           H  
HETATM   20  H5  UNL     1      -1.180  -1.347   0.876  1.00  0.00           H  
HETATM   21  H6  UNL     1      -1.559   0.970   1.049  1.00  0.00           H  
HETATM   22  H7  UNL     1      -2.806   1.051  -0.189  1.00  0.00           H  
HETATM   23  H8  UNL     1      -1.197   0.098  -1.878  1.00  0.00           H  
HETATM   24  H9  UNL     1       0.506   2.441  -2.334  1.00  0.00           H  
HETATM   25  H10 UNL     1       1.178   0.154  -1.416  1.00  0.00           H  
HETATM   26  H11 UNL     1       0.283  -1.137  -0.503  1.00  0.00           H  
HETATM   27  H12 UNL     1       0.376   0.340   1.561  1.00  0.00           H  
HETATM   28  H13 UNL     1       1.339   1.553   0.576  1.00  0.00           H  
HETATM   29  H14 UNL     1       2.686   0.090   2.037  1.00  0.00           H  
HETATM   30  H15 UNL     1       2.022  -1.318   1.213  1.00  0.00           H  
HETATM   31  H16 UNL     1       3.612   0.923  -0.255  1.00  0.00           H  
HETATM   32  H17 UNL     1       2.961  -0.589  -0.969  1.00  0.00           H  
HETATM   33  H18 UNL     1       6.309  -1.718  -0.497  1.00  0.00           H  
HETATM   34  H19 UNL     1       6.035  -0.005  -0.984  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3    3    4
CONECT    4    5
CONECT    5    6   19   20
CONECT    6    7   21   22
CONECT    7    8    9   23
CONECT    8   24
CONECT    9   10   25   26
CONECT   10   11   27   28
CONECT   11   12   29   30
CONECT   12   13   31   32
CONECT   13   14   15   15
CONECT   14   33   34
END

HMDB0006878
     RDKit          3D
S-Acetyldihydrolipoamide-E
 34 33  0  0  0  0  0  0  0  0999 V2000
   -5.0766   -0.2006   -0.4691 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9854   -0.5389    0.9772 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9937   -0.4763    1.6739 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4380   -1.0310    1.7045 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1472   -0.9536    0.4597 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8991    0.4879    0.0868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8198    0.6186   -0.9742 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5454    2.3568   -1.4030 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.4694   -0.0664   -0.5806 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0608    0.4741    0.6696 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3303   -0.2452    1.0372 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3612   -0.1142   -0.0254 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.6030   -0.8294    0.3957 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7488   -0.8571   -0.4322 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.6115   -1.4074    1.5012 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1441    0.8909   -0.5935 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0466   -0.6706   -0.8183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2281   -0.6554   -1.0412 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4264   -1.5359   -0.4569 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1801   -1.3466    0.8761 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5590    0.9705    1.0492 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8060    1.0515   -0.1887 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1969    0.0983   -1.8775 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5064    2.4409   -2.3336 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1780    0.1545   -1.4162 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2834   -1.1374   -0.5025 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3761    0.3403    1.5608 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3386    1.5530    0.5759 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6859    0.0896    2.0371 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0220   -1.3178    1.2131 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6116    0.9229   -0.2554 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9615   -0.5892   -0.9692 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3088   -1.7184   -0.4965 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0348   -0.0050   -0.9838 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  2  0
  2  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  7  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 13 15  2  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  8 24  1  0
  9 25  1  0
  9 26  1  0
 10 27  1  0
 10 28  1  0
 11 29  1  0
 11 30  1  0
 12 31  1  0
 12 32  1  0
 14 33  1  0
 14 34  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
8-S-Acetyldihydrolipoamide	ChEBI
Dihydrolipoyllysine-residue acetyltransferase]S-acetyldihydrolipoyllysine	HMDB

Chemical Formula

C₁₀H₁₉NO₂S₂

Average Molecular Weight

249.393

Monoisotopic Molecular Weight

249.085720237

IUPAC Name

8-(acetylsulfanyl)-6-sulfanyloctanamide

Traditional Name

8-S-acetyldihydrolipoamide

CAS Registry Number

Not Available

SMILES

CC(=O)SCCC(S)CCCCC(N)=O

InChI Identifier

InChI=1S/C10H19NO2S2/c1-8(12)15-7-6-9(14)4-2-3-5-10(11)13/h9,14H,2-7H2,1H3,(H2,11,13)

InChI Key

WXCOTNFMLYTGPZ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty amides. These are carboxylic acid amide derivatives of fatty acids, that are formed from a fatty acid and an amine.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty amides

Direct Parent

Fatty amides

Alternative Parents

Substituents

Fatty amide
Carboxamide group
Primary carboxylic acid amide
Thiocarboxylic acid ester
Carbothioic s-ester
Sulfenyl compound
Thiocarboxylic acid or derivatives
Alkylthiol
Carboxylic acid derivative
Carbonyl group
Organosulfur compound
Organooxygen compound
Organonitrogen compound
Organic nitrogen compound
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

S-substituted dihydrolipoamide (CHEBI:50623 )

Ontology

Physiological effect

Adverse health effect

Genetic disorder

Inborn errors of metabolism

Pyruvate dehydrogenase complex deficiency

Ingestion

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Pyruvate metabolism

Physical Properties

State

Solid

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	0.035 g/L	ALOGPS
logP	10^(2.49) g/L	ALOGPS
logP	10^(1.24) g/L	ChemAxon
logS	10^(-3.8) g/L	ALOGPS
pKa (Strongest Acidic)	10.06	ChemAxon
pKa (Strongest Basic)	-0.58	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	60.16 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	67.23 m³·mol⁻¹	ChemAxon
Polarizability	27.81 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]+	157.374	31661259
DarkChem	[M-H]-	153.301	31661259

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
S-Acetyldihydrolipoamide-E	CC(=O)SCCC(S)CCCCC(N)=O	3305.9	Standard polar	33892256
S-Acetyldihydrolipoamide-E	CC(=O)SCCC(S)CCCCC(N)=O	1944.5	Standard non polar	33892256
S-Acetyldihydrolipoamide-E	CC(=O)SCCC(S)CCCCC(N)=O	2256.2	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
S-Acetyldihydrolipoamide-E,1TMS,isomer #1	CC(=O)SCCC(CCCCC(N)=O)S[Si](C)(C)C	2263.6	Semi standard non polar	33892256
S-Acetyldihydrolipoamide-E,1TMS,isomer #1	CC(=O)SCCC(CCCCC(N)=O)S[Si](C)(C)C	2177.4	Standard non polar	33892256
S-Acetyldihydrolipoamide-E,1TMS,isomer #1	CC(=O)SCCC(CCCCC(N)=O)S[Si](C)(C)C	3555.2	Standard polar	33892256
S-Acetyldihydrolipoamide-E,1TMS,isomer #2	CC(=O)SCCC(S)CCCCC(=O)N[Si](C)(C)C	2241.1	Semi standard non polar	33892256
S-Acetyldihydrolipoamide-E,1TMS,isomer #2	CC(=O)SCCC(S)CCCCC(=O)N[Si](C)(C)C	2121.0	Standard non polar	33892256
S-Acetyldihydrolipoamide-E,1TMS,isomer #2	CC(=O)SCCC(S)CCCCC(=O)N[Si](C)(C)C	2964.4	Standard polar	33892256
S-Acetyldihydrolipoamide-E,2TMS,isomer #1	CC(=O)SCCC(CCCCC(=O)N[Si](C)(C)C)S[Si](C)(C)C	2345.6	Semi standard non polar	33892256
S-Acetyldihydrolipoamide-E,2TMS,isomer #1	CC(=O)SCCC(CCCCC(=O)N[Si](C)(C)C)S[Si](C)(C)C	2351.5	Standard non polar	33892256
S-Acetyldihydrolipoamide-E,2TMS,isomer #1	CC(=O)SCCC(CCCCC(=O)N[Si](C)(C)C)S[Si](C)(C)C	2871.1	Standard polar	33892256
S-Acetyldihydrolipoamide-E,2TMS,isomer #2	CC(=O)SCCC(S)CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C	2307.3	Semi standard non polar	33892256
S-Acetyldihydrolipoamide-E,2TMS,isomer #2	CC(=O)SCCC(S)CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C	2239.3	Standard non polar	33892256
S-Acetyldihydrolipoamide-E,2TMS,isomer #2	CC(=O)SCCC(S)CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C	2896.2	Standard polar	33892256
S-Acetyldihydrolipoamide-E,3TMS,isomer #1	CC(=O)SCCC(CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C)S[Si](C)(C)C	2442.1	Semi standard non polar	33892256
S-Acetyldihydrolipoamide-E,3TMS,isomer #1	CC(=O)SCCC(CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C)S[Si](C)(C)C	2448.2	Standard non polar	33892256
S-Acetyldihydrolipoamide-E,3TMS,isomer #1	CC(=O)SCCC(CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C)S[Si](C)(C)C	2635.3	Standard polar	33892256
S-Acetyldihydrolipoamide-E,1TBDMS,isomer #1	CC(=O)SCCC(CCCCC(N)=O)S[Si](C)(C)C(C)(C)C	2516.0	Semi standard non polar	33892256
S-Acetyldihydrolipoamide-E,1TBDMS,isomer #1	CC(=O)SCCC(CCCCC(N)=O)S[Si](C)(C)C(C)(C)C	2416.6	Standard non polar	33892256
S-Acetyldihydrolipoamide-E,1TBDMS,isomer #1	CC(=O)SCCC(CCCCC(N)=O)S[Si](C)(C)C(C)(C)C	3541.4	Standard polar	33892256
S-Acetyldihydrolipoamide-E,1TBDMS,isomer #2	CC(=O)SCCC(S)CCCCC(=O)N[Si](C)(C)C(C)(C)C	2477.7	Semi standard non polar	33892256
S-Acetyldihydrolipoamide-E,1TBDMS,isomer #2	CC(=O)SCCC(S)CCCCC(=O)N[Si](C)(C)C(C)(C)C	2340.0	Standard non polar	33892256
S-Acetyldihydrolipoamide-E,1TBDMS,isomer #2	CC(=O)SCCC(S)CCCCC(=O)N[Si](C)(C)C(C)(C)C	3038.3	Standard polar	33892256
S-Acetyldihydrolipoamide-E,2TBDMS,isomer #1	CC(=O)SCCC(CCCCC(=O)N[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C	2837.7	Semi standard non polar	33892256
S-Acetyldihydrolipoamide-E,2TBDMS,isomer #1	CC(=O)SCCC(CCCCC(=O)N[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C	2735.8	Standard non polar	33892256
S-Acetyldihydrolipoamide-E,2TBDMS,isomer #1	CC(=O)SCCC(CCCCC(=O)N[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C	2916.1	Standard polar	33892256
S-Acetyldihydrolipoamide-E,2TBDMS,isomer #2	CC(=O)SCCC(S)CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2796.6	Semi standard non polar	33892256
S-Acetyldihydrolipoamide-E,2TBDMS,isomer #2	CC(=O)SCCC(S)CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2646.9	Standard non polar	33892256
S-Acetyldihydrolipoamide-E,2TBDMS,isomer #2	CC(=O)SCCC(S)CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	2992.7	Standard polar	33892256
S-Acetyldihydrolipoamide-E,3TBDMS,isomer #1	CC(=O)SCCC(CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C	3151.8	Semi standard non polar	33892256
S-Acetyldihydrolipoamide-E,3TBDMS,isomer #1	CC(=O)SCCC(CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C	2995.9	Standard non polar	33892256
S-Acetyldihydrolipoamide-E,3TBDMS,isomer #1	CC(=O)SCCC(CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C	2860.8	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - S-Acetyldihydrolipoamide-E GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9520000000-69d3dd2c0fb35a09a40e	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - S-Acetyldihydrolipoamide-E GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - S-Acetyldihydrolipoamide-E 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-Acetyldihydrolipoamide-E 10V, Positive-QTOF	splash10-0l3r-2390000000-505da9922f406629961e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Acetyldihydrolipoamide-E 20V, Positive-QTOF	splash10-05cr-3970000000-cc3ec97184b82e801947	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Acetyldihydrolipoamide-E 40V, Positive-QTOF	splash10-0kk9-9400000000-5a4de4b7148728d86afb	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Acetyldihydrolipoamide-E 10V, Negative-QTOF	splash10-074j-1490000000-752a8225d9d8c0f7b015	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Acetyldihydrolipoamide-E 20V, Negative-QTOF	splash10-006x-9780000000-18b1e21830fcd3117bfd	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Acetyldihydrolipoamide-E 40V, Negative-QTOF	splash10-0006-9000000000-bc1ab1e0a03f30f870d7	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Acetyldihydrolipoamide-E 10V, Positive-QTOF	splash10-0gb9-0490000000-2e23dadf862c86f5506a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Acetyldihydrolipoamide-E 20V, Positive-QTOF	splash10-001i-5960000000-c4503c60da932f377034	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Acetyldihydrolipoamide-E 40V, Positive-QTOF	splash10-0006-9200000000-4c9e81472727ea87088b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Acetyldihydrolipoamide-E 10V, Negative-QTOF	splash10-0002-0090000000-3f52d189c9f520524a28	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Acetyldihydrolipoamide-E 20V, Negative-QTOF	splash10-00di-9560000000-fe21c84846a737aa792b	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Acetyldihydrolipoamide-E 40V, Negative-QTOF	splash10-006x-9000000000-cf0fb5bec2c2b1c037bf	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Pyruvate metabolism	Not Available
Leigh Syndrome		Not Available
Pyruvate Decarboxylase E1 Component Deficiency (PDHE1 Deficiency)		Not Available
Pyruvate Dehydrogenase Complex Deficiency		Not Available
Primary hyperoxaluria II, PH2		Not Available

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

FDB024131

KNApSAcK ID

Not Available

Chemspider ID

21865772

KEGG Compound ID

C16255

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

24906332

PDB ID

Not Available

ChEBI ID

50623

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

Not Available

Enzymes

Enzyme Details

1. Pyruvate dehydrogenase E1 component subunit beta, mitochondrial

General function:: Involved in catalytic activity
Specific function:: The pyruvate dehydrogenase complex catalyzes the overall conversion of pyruvate to acetyl-CoA and CO(2), and thereby links the glycolytic pathway to the tricarboxylic cycle.
Gene Name:: PDHB
Uniprot ID:: P11177
Molecular weight:: 39233.1

Enzyme Details

2. Pyruvate dehydrogenase E1 component subunit alpha, somatic form, mitochondrial

General function:: Involved in oxidoreductase activity, acting on the aldehyde or oxo group of donors, disulfide as acceptor
Specific function:: The pyruvate dehydrogenase complex catalyzes the overall conversion of pyruvate to acetyl-CoA and CO(2), and thereby links the glycolytic pathway to the tricarboxylic cycle.
Gene Name:: PDHA1
Uniprot ID:: P08559
Molecular weight:: 43295.255

Enzyme Details

3. Pyruvate dehydrogenase E1 component subunit alpha, testis-specific form, mitochondrial

General function:: Involved in oxidoreductase activity, acting on the aldehyde or oxo group of donors, disulfide as acceptor
Specific function:: The pyruvate dehydrogenase complex catalyzes the overall conversion of pyruvate to acetyl-CoA and CO(2), and thereby links the glycolytic pathway to the tricarboxylic cycle.
Gene Name:: PDHA2
Uniprot ID:: P29803
Molecular weight:: 42932.855

Enzyme Details

4. Dihydrolipoyllysine-residue acetyltransferase component of pyruvate dehydrogenase complex, mitochondrial

General function:: Involved in acyltransferase activity
Specific function:: The pyruvate dehydrogenase complex catalyzes the overall conversion of pyruvate to acetyl-CoA and CO(2), and thereby links the glycolytic pathway to the tricarboxylic cycle.
Gene Name:: DLAT
Uniprot ID:: P10515
Molecular weight:: 68996.03

Enzyme Details

5. 2-oxoglutarate dehydrogenase, mitochondrial

General function:: Involved in oxoglutarate dehydrogenase (succinyl-transferring) activity
Specific function:: The 2-oxoglutarate dehydrogenase complex catalyzes the overall conversion of 2-oxoglutarate to succinyl-CoA and CO(2). It contains multiple copies of three enzymatic components: 2-oxoglutarate dehydrogenase (E1), dihydrolipoamide succinyltransferase (E2) and lipoamide dehydrogenase (E3).
Gene Name:: OGDH
Uniprot ID:: Q02218
Molecular weight:: 48179.59

Enzyme Details

6. Dihydrolipoamide S-acetyltransferase

General function:: Involved in acyltransferase activity
Specific function:: Not Available
Gene Name:: DLAT
Uniprot ID:: Q86YI5
Molecular weight:: 68996.0

Showing metabocard for S-Acetyldihydrolipoamide-E (HMDB0006878)

MOL for HMDB0006878 (S-Acetyldihydrolipoamide-E)

3D MOL for HMDB0006878 (S-Acetyldihydrolipoamide-E)

3D SDF for HMDB0006878 (S-Acetyldihydrolipoamide-E)

3D-SDF for HMDB0006878 (S-Acetyldihydrolipoamide-E)

PDB for HMDB0006878 (S-Acetyldihydrolipoamide-E)

3D PDB for HMDB0006878 (S-Acetyldihydrolipoamide-E)

SMILES for HMDB0006878 (S-Acetyldihydrolipoamide-E)

INCHI for HMDB0006878 (S-Acetyldihydrolipoamide-E)

Structure for HMDB0006878 (S-Acetyldihydrolipoamide-E)

3D Structure for HMDB0006878 (S-Acetyldihydrolipoamide-E)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes