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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (3) Show 3 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-08-13 17:12:07 UTC

Update Date

2021-09-14 14:57:29 UTC

HMDB ID

HMDB0006867

Secondary Accession Numbers

HMDB06867

Metabolite Identification

Common Name

S-(3-Methylbutanoyl)-dihydrolipoamide-E

Description

S-(3-Methylbutanoyl)-dihydrolipoamide-E is an intermediate in valine, leucine and isoleucine degradation(KEGG ID C15975 ). It is the second to last step in the synthesis of branched chain fatty acid and is converted from 3-methyl-hydroxybutyl-ThPP via the enzyme 2-oxoisovalerate dehydrogenase [EC:1.2.4.4]. It is then converted to 3-methylbutanoyl-CoA via the enzyme dihydrolipoyllysine-residue (2-methylpropanoyl)transferase[EC:2.3.1.168].

Structure

MOL SDF 3D SDF PDB 3D PDB SMILES InChI


  Mrv0541 02231220542D          

 18 17  0  0  0  0            999 V2000
   12.4343   -4.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.1454   -4.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.7231   -4.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.4343   -3.3644    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.8565   -4.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0121   -4.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.6094   -4.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.0121   -3.3644    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   15.3204   -4.2010    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0315   -4.6192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.0315   -5.4558    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   16.8263   -4.2010    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   10.3010   -2.9461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.5899   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8788   -2.9461    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.3010   -2.1095    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.1677   -3.3644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.8788   -2.1095    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1  3  1  0  0  0  0
  1  4  1  0  0  0  0
  2  5  1  0  0  0  0
  3  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 10 12  1  0  0  0  0
  8 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 13 16  2  0  0  0  0
 15 17  1  0  0  0  0
 15 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0006867

> <DATABASE_NAME>
hmdb

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

> <INCHI_IDENTIFIER>
InChI=1S/C13H25NO2S2/c1-10(2)9-13(16)18-8-7-11(17)5-3-4-6-12(14)15/h10-11,17H,3-9H2,1-2H3,(H2,14,15)

> <INCHI_KEY>
KMUSXGCRMMQDBP-UHFFFAOYSA-N

> <FORMULA>
C13H25NO2S2

> <MOLECULAR_WEIGHT>
291.473

> <EXACT_MASS>
291.132670429

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
33.88628635156876

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
8-[(3-methylbutanoyl)sulfanyl]-6-sulfanyloctanamide

> <ALOGPS_LOGP>
3.35

> <JCHEM_LOGP>
2.6685916873333335

> <ALOGPS_LOGS>
-4.43

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
16.64136740256065

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.059200822546359

> <JCHEM_PKA_STRONGEST_BASIC>
-0.579109915468308

> <JCHEM_POLAR_SURFACE_AREA>
60.160000000000004

> <JCHEM_REFRACTIVITY>
81.0031

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.08e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
8-[(3-methylbutanoyl)sulfanyl]-6-sulfanyloctanamide

> <JCHEM_VEBER_RULE>
0

$$$$

https://cactus.nci.nih.gov/chemical/structure/CC(C)CC(=O)SCCC(S)CCCCC(N)=O/fi...
 OpenBabel09142113223D
Jmol version 14.31.45  2021-07-21 05:08 EXTRACT: ({0:42})
 43 42  0  0  0  0  0  0  0  0999 V2000
    6.4411   -0.6247   -1.7347 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6012   -0.3560   -0.2371 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0273    0.1203    0.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6074    0.7236    0.1964 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2012    0.2071    0.0321 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0124   -0.9145   -0.3903 O   0  0  0  0  0  0  0  0  0  0  0  0
    2.8702    1.2030    0.4416 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.5055    0.0817    0.0461 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1739    0.7754    0.3405 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9798   -0.1724    0.0064 C   0  0  1  0  0  0  0  0  0  0  0  0
   -0.9280   -1.6039    1.1193 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3104    0.5621    0.1817 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4568   -0.3443   -0.2712 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7875    0.3903   -0.0957 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9339   -0.5161   -0.5485 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2445    0.2074   -0.3757 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3994   -0.4006   -0.7122 N   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2601    1.3368    0.0660 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.1491   -1.3938   -2.0436 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4251   -0.9641   -1.9364 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6351    0.2922   -2.2912 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4072   -1.2729    0.3195 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2213    1.0373   -0.5104 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.1413    0.3118    1.1130 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.7353   -0.6488   -0.2628 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7810    0.9785    1.2419 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7429    1.6113   -0.4215 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5498   -0.1866   -1.0094 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5879   -0.8194    0.6538 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1296    1.0437    1.3961 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0915    1.6765   -0.2672 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8848   -0.5108   -1.0254 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0537   -1.0455    2.3365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4460    0.8226    1.2314 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3060    1.4707   -0.4204 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3212   -0.6048   -1.3208 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4612   -1.2528    0.3311 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9231    0.6508    0.9540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7831    1.2988   -0.6979 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7983   -0.7766   -1.5982 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9383   -1.4247    0.0537 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3869   -1.3039   -1.0655 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.2430    0.0651   -0.6010 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  1 19  1  0  0  0  0
  1 20  1  0  0  0  0
  1 21  1  0  0  0  0
  2  3  1  0  0  0  0
  2  4  1  0  0  0  0
  2 22  1  0  0  0  0
  3 23  1  0  0  0  0
  3 24  1  0  0  0  0
  3 25  1  0  0  0  0
  4  5  1  0  0  0  0
  4 26  1  0  0  0  0
  4 27  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  8 28  1  0  0  0  0
  8 29  1  0  0  0  0
  9 10  1  0  0  0  0
  9 30  1  0  0  0  0
  9 31  1  0  0  0  0
 10 11  1  0  0  0  0
 10 12  1  0  0  0  0
 10 32  1  6  0  0  0
 11 33  1  0  0  0  0
 12 13  1  0  0  0  0
 12 34  1  0  0  0  0
 12 35  1  0  0  0  0
 13 14  1  0  0  0  0
 13 36  1  0  0  0  0
 13 37  1  0  0  0  0
 14 15  1  0  0  0  0
 14 38  1  0  0  0  0
 14 39  1  0  0  0  0
 15 16  1  0  0  0  0
 15 40  1  0  0  0  0
 15 41  1  0  0  0  0
 16 17  1  0  0  0  0
 16 18  2  0  0  0  0
 17 42  1  0  0  0  0
 17 43  1  0  0  0  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      23.211  -7.842   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      24.538  -8.623   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      21.883  -8.623   0.000  0.00  0.00           C+0
HETATM    4  S   UNK     0      23.211  -6.280   0.000  0.00  0.00           S+0
HETATM    5  C   UNK     0      25.865  -7.842   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      20.556  -7.842   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      27.271  -8.623   0.000  0.00  0.00           C+0
HETATM    8  S   UNK     0      20.556  -6.280   0.000  0.00  0.00           S+0
HETATM    9  C   UNK     0      28.598  -7.842   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      29.925  -8.623   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      29.925 -10.184   0.000  0.00  0.00           O+0
HETATM   12  N   UNK     0      31.409  -7.842   0.000  0.00  0.00           N+0
HETATM   13  C   UNK     0      19.229  -5.499   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      17.901  -6.280   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      16.574  -5.499   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0      19.229  -3.938   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      15.246  -6.280   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      16.574  -3.938   0.000  0.00  0.00           C+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6                                                       
CONECT    4    1                                                            
CONECT    5    2    7                                                       
CONECT    6    3    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   13                                                       
CONECT    9    7   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10                                                            
CONECT   13    8   14   16                                                  
CONECT   14   13   15                                                       
CONECT   15   14   17   18                                                  
CONECT   16   13                                                            
CONECT   17   15                                                            
CONECT   18   15                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    https://cactus.nci.nih.gov/chemical/structure/CC(C)CC(=O)SCCC(S)CCCCC(N)=O/fi... 
AUTHOR    GENERATED BY OPEN BABEL 3.1.0
HETATM    1  C   UNL     1       6.441  -0.625  -1.735  1.00  0.00           C  
HETATM    2  C   UNL     1       6.601  -0.356  -0.237  1.00  0.00           C  
HETATM    3  C   UNL     1       8.027   0.120   0.046  1.00  0.00           C  
HETATM    4  C   UNL     1       5.607   0.724   0.196  1.00  0.00           C  
HETATM    5  C   UNL     1       4.201   0.207   0.032  1.00  0.00           C  
HETATM    6  O   UNL     1       4.012  -0.914  -0.390  1.00  0.00           O  
HETATM    7  S   UNL     1       2.870   1.203   0.442  1.00  0.00           S  
HETATM    8  C   UNL     1       1.506   0.082   0.046  1.00  0.00           C  
HETATM    9  C   UNL     1       0.174   0.775   0.341  1.00  0.00           C  
HETATM   10  C   UNL     1      -0.980  -0.172   0.006  1.00  0.00           C  
HETATM   11  S   UNL     1      -0.928  -1.604   1.119  1.00  0.00           S  
HETATM   12  C   UNL     1      -2.310   0.562   0.182  1.00  0.00           C  
HETATM   13  C   UNL     1      -3.457  -0.344  -0.271  1.00  0.00           C  
HETATM   14  C   UNL     1      -4.787   0.390  -0.096  1.00  0.00           C  
HETATM   15  C   UNL     1      -5.934  -0.516  -0.548  1.00  0.00           C  
HETATM   16  C   UNL     1      -7.245   0.207  -0.376  1.00  0.00           C  
HETATM   17  N   UNL     1      -8.399  -0.401  -0.712  1.00  0.00           N  
HETATM   18  O   UNL     1      -7.260   1.337   0.066  1.00  0.00           O  
HETATM   19  H   UNL     1       7.149  -1.394  -2.044  1.00  0.00           H  
HETATM   20  H   UNL     1       5.425  -0.964  -1.936  1.00  0.00           H  
HETATM   21  H   UNL     1       6.635   0.292  -2.291  1.00  0.00           H  
HETATM   22  H   UNL     1       6.407  -1.273   0.320  1.00  0.00           H  
HETATM   23  H   UNL     1       8.221   1.037  -0.510  1.00  0.00           H  
HETATM   24  H   UNL     1       8.141   0.312   1.113  1.00  0.00           H  
HETATM   25  H   UNL     1       8.735  -0.649  -0.263  1.00  0.00           H  
HETATM   26  H   UNL     1       5.781   0.979   1.242  1.00  0.00           H  
HETATM   27  H   UNL     1       5.743   1.611  -0.421  1.00  0.00           H  
HETATM   28  H   UNL     1       1.550  -0.187  -1.009  1.00  0.00           H  
HETATM   29  H   UNL     1       1.588  -0.819   0.654  1.00  0.00           H  
HETATM   30  H   UNL     1       0.130   1.044   1.396  1.00  0.00           H  
HETATM   31  H   UNL     1       0.091   1.677  -0.267  1.00  0.00           H  
HETATM   32  H   UNL     1      -0.885  -0.511  -1.025  1.00  0.00           H  
HETATM   33  H   UNL     1      -1.054  -1.046   2.337  1.00  0.00           H  
HETATM   34  H   UNL     1      -2.446   0.823   1.231  1.00  0.00           H  
HETATM   35  H   UNL     1      -2.306   1.471  -0.420  1.00  0.00           H  
HETATM   36  H   UNL     1      -3.321  -0.605  -1.321  1.00  0.00           H  
HETATM   37  H   UNL     1      -3.461  -1.253   0.331  1.00  0.00           H  
HETATM   38  H   UNL     1      -4.923   0.651   0.954  1.00  0.00           H  
HETATM   39  H   UNL     1      -4.783   1.299  -0.698  1.00  0.00           H  
HETATM   40  H   UNL     1      -5.798  -0.777  -1.598  1.00  0.00           H  
HETATM   41  H   UNL     1      -5.938  -1.425   0.054  1.00  0.00           H  
HETATM   42  H   UNL     1      -8.387  -1.304  -1.065  1.00  0.00           H  
HETATM   43  H   UNL     1      -9.243   0.065  -0.601  1.00  0.00           H  
CONECT    1    2   19   20   21                                       
CONECT    2    1    3    4   22                                       
CONECT    3    2   23   24   25                                       
CONECT    4    2    5   26   27                                       
CONECT    5    4    6    6    7                                       
CONECT    6    5    5                                                 
CONECT    7    5    8                                                 
CONECT    8    7    9   28   29                                       
CONECT    9    8   10   30   31                                       
CONECT   10    9   11   12   32                                       
CONECT   11   10   33                                                 
CONECT   12   10   13   34   35                                       
CONECT   13   12   14   36   37                                       
CONECT   14   13   15   38   39                                       
CONECT   15   14   16   40   41                                       
CONECT   16   15   17   18   18                                       
CONECT   17   16   42   43                                            
CONECT   18   16   16                                                 
CONECT   19    1                                                      
CONECT   20    1                                                      
CONECT   21    1                                                      
CONECT   22    2                                                      
CONECT   23    3                                                      
CONECT   24    3                                                      
CONECT   25    3                                                      
CONECT   26    4                                                      
CONECT   27    4                                                      
CONECT   28    8                                                      
CONECT   29    8                                                      
CONECT   30    9                                                      
CONECT   31    9                                                      
CONECT   32   10                                                      
CONECT   33   11                                                      
CONECT   34   12                                                      
CONECT   35   12                                                      
CONECT   36   13                                                      
CONECT   37   13                                                      
CONECT   38   14                                                      
CONECT   39   14                                                      
CONECT   40   15                                                      
CONECT   41   15                                                      
CONECT   42   17                                                      
CONECT   43   17                                                      
MASTER        0    0    0    0    0    0    0    0   43    0   43    0
END

https://cactus.nci.nih.gov/chemical/structure/CC(C)CC(=O)SCCC(S)CCCCC(N)=O/fi...
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$$$$

View in JSmol View Stereo Labels

Synonyms

Value	Source
S-(3-Methylbutanoyl)-dihydrolipoamide	ChEBI
S-(3-Methylbutanoyl)dihydrolipoyllysine	HMDB
[Dihydrolipoyllysine-residue (2-methylpropanoyl)transferase]	HMDB

Chemical Formula

C₁₃H₂₅NO₂S₂

Average Molecular Weight

291.473

Monoisotopic Molecular Weight

291.132670429

IUPAC Name

8-[(3-methylbutanoyl)sulfanyl]-6-sulfanyloctanamide

Traditional Name

8-[(3-methylbutanoyl)sulfanyl]-6-sulfanyloctanamide

CAS Registry Number

Not Available

SMILES

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

InChI Identifier

InChI=1S/C13H25NO2S2/c1-10(2)9-13(16)18-8-7-11(17)5-3-4-6-12(14)15/h10-11,17H,3-9H2,1-2H3,(H2,14,15)

InChI Key

KMUSXGCRMMQDBP-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as fatty acyl thioesters. These are thioester derivatives of a fatty acid with the general formula RC(=O)SR', where R is the fatty acyl chain.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acyl thioesters

Direct Parent

Fatty acyl thioesters

Alternative Parents

Substituents

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

S-(methylbutanoyl)dihydrolipoamide (CHEBI:27462 )

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Animal

Biological location:

Biofluid and excreta:

Urine

Subcellular:

Process

Naturally occurring process:

Biological process:

Biochemical process:

Chemical reaction:

Lipid peroxidation

Biochemical pathway:

Role

Biological role:

Physical Properties

State

Solid

Experimental 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

Predicted Properties

Property	Value	Source
Water Solubility	0.011 g/L	ALOGPS
logP	3.35	ALOGPS
logP	2.67	ChemAxon
logS	-4.4	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	11	ChemAxon
Refractivity	81 m³·mol⁻¹	ChemAxon
Polarizability	33.89 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

Spectra

GC-MS

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9330000000-7645e890a76a3a061254	2017-09-01	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0006-9330000000-7645e890a76a3a061254	2021-09-05	View Spectrum

LC-MS/MS

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0adl-1590000000-73c597c9ff41eaa096da	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05bo-9860000000-959ec4437326b233f8c5	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0r03-8900000000-a1e7f4573030a9fe253d	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0abc-3290000000-451e0e77862833c4f8a0	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-05al-9460000000-643c13495fbd0a3ab1fd	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-000x-9100000000-be2cd4708826cfbabdff	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0090000000-d3adc271f810363a2afc	2021-09-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0avi-3960000000-19b3ed40b33008867234	2021-09-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-179d1961f85de3e54022	2021-09-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-052f-0290000000-2ee95e606494ba3b1dc0	2021-09-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05ai-2790000000-dd330a5aa1d579c5bdd5	2021-09-09	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-9500000000-dae67f00fee8e6329c5f	2021-09-09	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/Pathwhiz	KEGG
Valine, Leucine and Isoleucine Degradation
Beta-Ketothiolase Deficiency		Not Available
2-Methyl-3-Hydroxybutryl CoA Dehydrogenase Deficiency		Not Available
Propionic Acidemia		Not Available
3-Hydroxy-3-Methylglutaryl-CoA Lyase Deficiency		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

FDB024123

KNApSAcK ID

Not Available

Chemspider ID

389466

KEGG Compound ID

C05119

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

440566

PDB ID

Not Available

ChEBI ID

27462

Food Biomarker Ontology

Not Available

VMH ID

HC01377

MarkerDB ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. 2-oxoisovalerate dehydrogenase subunit beta, mitochondrial

General function:: Involved in catalytic activity
Specific function:: The branched-chain alpha-keto dehydrogenase complex catalyzes the overall conversion of alpha-keto acids to acyl-CoA and CO(2). It contains multiple copies of three enzymatic components: branched-chain alpha-keto acid decarboxylase (E1), lipoamide acyltransferase (E2) and lipoamide dehydrogenase (E3).
Gene Name:: BCKDHB
Uniprot ID:: P21953
Molecular weight:: 43122.065

Enzyme Details

2. 2-oxoisovalerate dehydrogenase subunit alpha, mitochondrial

General function:: Involved in oxidoreductase activity, acting on the aldehyde or oxo group of donors, disulfide as acceptor
Specific function:: The branched-chain alpha-keto dehydrogenase complex catalyzes the overall conversion of alpha-keto acids to acyl-CoA and CO(2). It contains multiple copies of three enzymatic components: branched-chain alpha-keto acid decarboxylase (E1), lipoamide acyltransferase (E2) and lipoamide dehydrogenase (E3).
Gene Name:: BCKDHA
Uniprot ID:: P12694
Molecular weight:: 50470.58

Enzyme Details

3. Lipoamide acyltransferase component of branched-chain alpha-keto acid dehydrogenase complex, mitochondrial

General function:: Involved in acyltransferase activity
Specific function:: The branched-chain alpha-keto dehydrogenase complex catalyzes the overall conversion of alpha-keto acids to acyl-CoA and CO(2). It contains multiple copies of three enzymatic components: branched-chain alpha-keto acid decarboxylase (E1), lipoamide acyltransferase (E2) and lipoamide dehydrogenase (E3).
Gene Name:: DBT
Uniprot ID:: P11182
Molecular weight:: 53486.635

Showing metabocard for S-(3-Methylbutanoyl)-dihydrolipoamide-E (HMDB0006867)

MOL for HMDB0006867 (S-(3-Methylbutanoyl)-dihydrolipoamide-E)

3D MOL for HMDB0006867 (S-(3-Methylbutanoyl)-dihydrolipoamide-E)

3D SDF for HMDB0006867 (S-(3-Methylbutanoyl)-dihydrolipoamide-E)

3D-SDF for HMDB0006867 (S-(3-Methylbutanoyl)-dihydrolipoamide-E)

PDB for HMDB0006867 (S-(3-Methylbutanoyl)-dihydrolipoamide-E)

3D PDB for HMDB0006867 (S-(3-Methylbutanoyl)-dihydrolipoamide-E)

SMILES for HMDB0006867 (S-(3-Methylbutanoyl)-dihydrolipoamide-E)

INCHI for HMDB0006867 (S-(3-Methylbutanoyl)-dihydrolipoamide-E)

Structure for HMDB0006867 (S-(3-Methylbutanoyl)-dihydrolipoamide-E)

3D Structure for HMDB0006867 (S-(3-Methylbutanoyl)-dihydrolipoamide-E)

GC-MS

LC-MS/MS

Enzymes