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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (2) Show 2 proteins XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-14 15:47:38 UTC

HMDB ID

HMDB0001177

Secondary Accession Numbers

HMDB0001012
HMDB01012
HMDB01177

Metabolite Identification

Common Name

(S)-Succinyldihydrolipoamide

Description

(S)-Succinyldihydrolipoamide 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 (S)-Succinyldihydrolipoamide is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

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

HMDB0001177
     RDKit          3D
(S)-Succinyldihydrolipoamide
 40 39  0  0  0  0  0  0  0  0999 V2000
    6.0119   -2.2906   -0.2168 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7416   -2.1043    0.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3245   -2.8707    1.2636 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9058   -0.9789   -0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6008   -1.0130    0.6625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7297    0.1434    0.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4261    0.0472    0.9840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4854    1.1459    0.5672 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1493    2.5159    0.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8155    3.6155    0.4088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0922    5.2387    0.7172 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0997    1.1601    1.3061 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1439   -0.1125    0.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2803   -0.2738    1.2055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7479   -1.0377   -0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9081   -1.9552   -0.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0080   -1.1186   -1.2274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9549    0.1323   -1.2920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2093   -1.7048   -1.6428 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5264   -3.1808   -0.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4475   -1.5798   -0.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7691   -1.0169   -1.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4297   -0.0432    0.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0578   -1.9501    0.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7494   -0.8949    1.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2779    1.0743    0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5122    0.0178   -0.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6754    0.1341    2.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0426   -0.9470    0.8163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5580    1.1264   -0.5658 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3947    2.6341    1.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0430    2.6178    0.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    3.5050   -0.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7579    3.5436    0.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4744    6.1594   -0.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9368   -1.6926    0.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3908   -0.4634   -1.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2348   -2.5727    0.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5644   -2.6393   -1.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1368   -2.3704   -2.4058 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
  8  9  1  0
  9 10  1  0
 10 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  6
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 19 40  1  0
M  END


  Mrv0541 02231218582D          

 19 18  0  0  1  0            999 V2000
   -1.2341   -0.8491    0.0000 C   0  0  2  0  0  0  0  0  0  0  0  0
   -1.2376   -0.0206    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5191   -1.2582    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9492   -1.2651    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5294    0.3885    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1960   -0.8457    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6608   -0.8526    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5328    1.2134    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1856   -0.0206    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.9075   -1.2547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6641   -0.0275    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    0.1787    1.6260    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6226   -0.8388    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1754    2.4510    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3376   -1.2513    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8835    2.8601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5431    2.8601    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.0491   -0.8353    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.3342   -2.0764    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  6  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
  4  7  1  0  0  0  0
  5  8  1  0  0  0  0
  5  9  2  0  0  0  0
  6 10  1  0  0  0  0
  7 11  1  0  0  0  0
  8 12  1  0  0  0  0
 10 13  1  0  0  0  0
 12 14  1  0  0  0  0
 13 15  1  0  0  0  0
 14 16  1  0  0  0  0
 14 17  2  0  0  0  0
 15 18  1  0  0  0  0
 15 19  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0001177

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(=O)CCCC[C@H](CCS)SC(=O)CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H21NO4S2/c13-10(14)4-2-1-3-9(7-8-18)19-12(17)6-5-11(15)16/h9,18H,1-8H2,(H2,13,14)(H,15,16)/t9-/m1/s1

> <INCHI_KEY>
RJCJWONCSKSHES-SECBINFHSA-N

> <FORMULA>
C12H21NO4S2

> <MOLECULAR_WEIGHT>
307.429

> <EXACT_MASS>
307.091199545

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
32.861049423013746

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
4-{[(3R)-7-carbamoyl-1-sulfanylheptan-3-yl]sulfanyl}-4-oxobutanoic acid

> <ALOGPS_LOGP>
1.97

> <JCHEM_LOGP>
1.061330826

> <ALOGPS_LOGS>
-3.47

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.190901926454105

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.376388081756565

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5791148779299317

> <JCHEM_POLAR_SURFACE_AREA>
97.46000000000001

> <JCHEM_REFRACTIVITY>
78.11989999999997

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.05e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-{[(3R)-7-carbamoyl-1-sulfanylheptan-3-yl]sulfanyl}-4-oxobutanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0001177
     RDKit          3D
(S)-Succinyldihydrolipoamide
 40 39  0  0  0  0  0  0  0  0999 V2000
    6.0119   -2.2906   -0.2168 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7416   -2.1043    0.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3245   -2.8707    1.2636 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9058   -0.9789   -0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6008   -1.0130    0.6625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7297    0.1434    0.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4261    0.0472    0.9840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4854    1.1459    0.5672 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1493    2.5159    0.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8155    3.6155    0.4088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0922    5.2387    0.7172 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0997    1.1601    1.3061 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1439   -0.1125    0.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2803   -0.2738    1.2055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7479   -1.0377   -0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9081   -1.9552   -0.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0080   -1.1186   -1.2274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9549    0.1323   -1.2920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2093   -1.7048   -1.6428 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5264   -3.1808   -0.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4475   -1.5798   -0.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7691   -1.0169   -1.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4297   -0.0432    0.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0578   -1.9501    0.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7494   -0.8949    1.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2779    1.0743    0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5122    0.0178   -0.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6754    0.1341    2.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0426   -0.9470    0.8163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5580    1.1264   -0.5658 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3947    2.6341    1.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0430    2.6178    0.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    3.5050   -0.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7579    3.5436    0.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4744    6.1594   -0.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9368   -1.6926    0.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3908   -0.4634   -1.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2348   -2.5727    0.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5644   -2.6393   -1.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1368   -2.3704   -2.4058 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
  8  9  1  0
  9 10  1  0
 10 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  6
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 19 40  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      -2.304  -1.585   0.000  0.00  0.00           C+0
HETATM    2  S   UNK     0      -2.310  -0.038   0.000  0.00  0.00           S+0
HETATM    3  C   UNK     0      -0.969  -2.349   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      -3.639  -2.362   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      -0.988   0.725   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.366  -1.579   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -4.967  -1.592   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -0.995   2.265   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0       0.346  -0.038   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0       1.694  -2.342   0.000  0.00  0.00           C+0
HETATM   11  S   UNK     0      -4.973  -0.051   0.000  0.00  0.00           S+0
HETATM   12  C   UNK     0       0.334   3.035   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       3.029  -1.566   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.327   4.575   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.364  -2.336   0.000  0.00  0.00           C+0
HETATM   16  O   UNK     0       1.649   5.339   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -1.014   5.339   0.000  0.00  0.00           O+0
HETATM   18  N   UNK     0       5.692  -1.559   0.000  0.00  0.00           N+0
HETATM   19  O   UNK     0       4.357  -3.876   0.000  0.00  0.00           O+0
CONECT    1    2    3    4                                                  
CONECT    2    1    5                                                       
CONECT    3    1    6                                                       
CONECT    4    1    7                                                       
CONECT    5    2    8    9                                                  
CONECT    6    3   10                                                       
CONECT    7    4   11                                                       
CONECT    8    5   12                                                       
CONECT    9    5                                                            
CONECT   10    6   13                                                       
CONECT   11    7                                                            
CONECT   12    8   14                                                       
CONECT   13   10   15                                                       
CONECT   14   12   16   17                                                  
CONECT   15   13   18   19                                                  
CONECT   16   14                                                            
CONECT   17   14                                                            
CONECT   18   15                                                            
CONECT   19   15                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0001177
HETATM    1  N1  UNL     1       6.012  -2.291  -0.217  1.00  0.00           N  
HETATM    2  C1  UNL     1       4.742  -2.104   0.371  1.00  0.00           C  
HETATM    3  O1  UNL     1       4.325  -2.871   1.264  1.00  0.00           O  
HETATM    4  C2  UNL     1       3.906  -0.979  -0.089  1.00  0.00           C  
HETATM    5  C3  UNL     1       2.601  -1.013   0.662  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.730   0.143   0.194  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.426   0.047   0.984  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.485   1.146   0.567  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.149   2.516   0.839  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.815   3.615   0.409  1.00  0.00           C  
HETATM   11  S1  UNL     1      -0.092   5.239   0.717  1.00  0.00           S  
HETATM   12  S2  UNL     1      -2.100   1.160   1.306  1.00  0.00           S  
HETATM   13  C9  UNL     1      -3.144  -0.113   0.720  1.00  0.00           C  
HETATM   14  O2  UNL     1      -4.280  -0.274   1.205  1.00  0.00           O  
HETATM   15  C10 UNL     1      -2.748  -1.038  -0.355  1.00  0.00           C  
HETATM   16  C11 UNL     1      -3.908  -1.955  -0.754  1.00  0.00           C  
HETATM   17  C12 UNL     1      -5.008  -1.119  -1.227  1.00  0.00           C  
HETATM   18  O3  UNL     1      -4.955   0.132  -1.292  1.00  0.00           O  
HETATM   19  O4  UNL     1      -6.209  -1.705  -1.643  1.00  0.00           O  
HETATM   20  H1  UNL     1       6.526  -3.181  -0.039  1.00  0.00           H  
HETATM   21  H2  UNL     1       6.447  -1.580  -0.814  1.00  0.00           H  
HETATM   22  H3  UNL     1       3.769  -1.017  -1.177  1.00  0.00           H  
HETATM   23  H4  UNL     1       4.430  -0.043   0.230  1.00  0.00           H  
HETATM   24  H5  UNL     1       2.058  -1.950   0.482  1.00  0.00           H  
HETATM   25  H6  UNL     1       2.749  -0.895   1.753  1.00  0.00           H  
HETATM   26  H7  UNL     1       2.278   1.074   0.371  1.00  0.00           H  
HETATM   27  H8  UNL     1       1.512   0.018  -0.872  1.00  0.00           H  
HETATM   28  H9  UNL     1       0.675   0.134   2.074  1.00  0.00           H  
HETATM   29  H10 UNL     1       0.043  -0.947   0.816  1.00  0.00           H  
HETATM   30  H11 UNL     1      -0.558   1.126  -0.566  1.00  0.00           H  
HETATM   31  H12 UNL     1       0.395   2.634   1.891  1.00  0.00           H  
HETATM   32  H13 UNL     1       1.043   2.618   0.211  1.00  0.00           H  
HETATM   33  H14 UNL     1      -1.016   3.505  -0.680  1.00  0.00           H  
HETATM   34  H15 UNL     1      -1.758   3.544   0.980  1.00  0.00           H  
HETATM   35  H16 UNL     1      -0.474   6.159  -0.278  1.00  0.00           H  
HETATM   36  H17 UNL     1      -1.937  -1.693   0.000  1.00  0.00           H  
HETATM   37  H18 UNL     1      -2.391  -0.463  -1.232  1.00  0.00           H  
HETATM   38  H19 UNL     1      -4.235  -2.573   0.085  1.00  0.00           H  
HETATM   39  H20 UNL     1      -3.564  -2.639  -1.564  1.00  0.00           H  
HETATM   40  H21 UNL     1      -6.137  -2.370  -2.406  1.00  0.00           H  
CONECT    1    2   20   21
CONECT    2    3    3    4
CONECT    4    5   22   23
CONECT    5    6   24   25
CONECT    6    7   26   27
CONECT    7    8   28   29
CONECT    8    9   12   30
CONECT    9   10   31   32
CONECT   10   11   33   34
CONECT   11   35
CONECT   12   13
CONECT   13   14   14   15
CONECT   15   16   36   37
CONECT   16   17   38   39
CONECT   17   18   18   19
CONECT   19   40
END

HMDB0001177
     RDKit          3D
(S)-Succinyldihydrolipoamide
 40 39  0  0  0  0  0  0  0  0999 V2000
    6.0119   -2.2906   -0.2168 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.7416   -2.1043    0.3712 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3245   -2.8707    1.2636 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9058   -0.9789   -0.0893 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6008   -1.0130    0.6625 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7297    0.1434    0.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4261    0.0472    0.9840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4854    1.1459    0.5672 C   0  0  2  0  0  0  0  0  0  0  0  0
    0.1493    2.5159    0.8388 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8155    3.6155    0.4088 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0922    5.2387    0.7172 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0997    1.1601    1.3061 S   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1439   -0.1125    0.7196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2803   -0.2738    1.2055 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7479   -1.0377   -0.3550 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9081   -1.9552   -0.7543 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0080   -1.1186   -1.2274 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9549    0.1323   -1.2920 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2093   -1.7048   -1.6428 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5264   -3.1808   -0.0394 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4475   -1.5798   -0.8139 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7691   -1.0169   -1.1771 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4297   -0.0432    0.2301 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0578   -1.9501    0.4824 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.7494   -0.8949    1.7535 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2779    1.0743    0.3710 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5122    0.0178   -0.8720 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6754    0.1341    2.0743 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0426   -0.9470    0.8163 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5580    1.1264   -0.5658 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3947    2.6341    1.8912 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0430    2.6178    0.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0164    3.5050   -0.6803 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7579    3.5436    0.9804 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4744    6.1594   -0.2779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9368   -1.6926    0.0004 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3908   -0.4634   -1.2318 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2348   -2.5727    0.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5644   -2.6393   -1.5635 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1368   -2.3704   -2.4058 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
  8  9  1  0
  9 10  1  0
 10 11  1  0
  8 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
 15 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  4 22  1  0
  4 23  1  0
  5 24  1  0
  5 25  1  0
  6 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  6
  9 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 15 36  1  0
 15 37  1  0
 16 38  1  0
 16 39  1  0
 19 40  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
S-Succinyl-dihydrolipoamide	HMDB
S-Succinyldihydrolipoamide	HMDB

Chemical Formula

C₁₂H₂₁NO₄S₂

Average Molecular Weight

307.429

Monoisotopic Molecular Weight

307.091199545

IUPAC Name

4-{[(3R)-7-carbamoyl-1-sulfanylheptan-3-yl]sulfanyl}-4-oxobutanoic acid

Traditional Name

4-{[(3R)-7-carbamoyl-1-sulfanylheptan-3-yl]sulfanyl}-4-oxobutanoic acid

CAS Registry Number

Not Available

SMILES

NC(=O)CCCC[C@H](CCS)SC(=O)CCC(O)=O

InChI Identifier

InChI=1S/C12H21NO4S2/c13-10(14)4-2-1-3-9(7-8-18)19-12(17)6-5-11(15)16/h9,18H,1-8H2,(H2,13,14)(H,15,16)/t9-/m1/s1

InChI Key

RJCJWONCSKSHES-SECBINFHSA-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

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

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0001177)
Cell membrane (HMDB: HMDB0001177)

Organelle

Adiposome (HMDB: HMDB0001177)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0001177)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0001177)

Source

Endogenous

Endogenous (HMDB: HMDB0001177)

Animal

Animal (HMDB: HMDB0001177)

Exogenous

Food

Food (HMDB: HMDB0001177)

Animal origin

Poultry

Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)
Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Equine

Horse (FooDB: FOOD00378)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0001177)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0001177)
Glycolysis and Pyruvate Dehydrogenase (PathBank: SMP0000807)

Lipid metabolism pathway (HMDB: HMDB0001177)

Biochemical process

Lipid transport (HMDB: HMDB0001177)

Role

Biological role

Energy source (HMDB: HMDB0001177)

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	0.1 g/L	ALOGPS
logP	1.97	ALOGPS
logP	1.06	ChemAxon
logS	-3.5	ALOGPS
pKa (Strongest Acidic)	4.38	ChemAxon
pKa (Strongest Basic)	-0.58	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	3	ChemAxon
Polar Surface Area	97.46 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	78.12 m³·mol⁻¹	ChemAxon
Polarizability	32.86 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]+	171.139	31661259
DarkChem	[M-H]-	168.459	31661259
AllCCS	[M+H]+	167.238	32859911
AllCCS	[M-H]-	170.65	32859911
DeepCCS	[M+H]+	182.445	30932474
DeepCCS	[M-H]-	180.087	30932474
DeepCCS	[M-2H]-	212.975	30932474
DeepCCS	[M+Na]+	188.539	30932474
AllCCS	[M+H]+	167.2	32859911
AllCCS	[M+H-H2O]+	164.6	32859911
AllCCS	[M+NH4]+	169.7	32859911
AllCCS	[M+Na]+	170.4	32859911
AllCCS	[M-H]-	170.7	32859911
AllCCS	[M+Na-2H]-	171.6	32859911
AllCCS	[M+HCOO]-	172.8	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022. Predicted by Afia on May 17, 2022.	5.17 minutes	32390414
Predicted by Siyang on May 30, 2022	10.9683 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.78 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	55.0 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2047.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	232.0 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	138.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	168.8 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	114.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	367.3 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	442.7 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	161.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	866.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	344.7 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	1134.0 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	266.6 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	246.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	401.4 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	275.1 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	239.7 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(S)-Succinyldihydrolipoamide	NC(=O)CCCC[C@H](CCS)SC(=O)CCC(O)=O	4050.8	Standard polar	33892256
(S)-Succinyldihydrolipoamide	NC(=O)CCCC[C@H](CCS)SC(=O)CCC(O)=O	2514.2	Standard non polar	33892256
(S)-Succinyldihydrolipoamide	NC(=O)CCCC[C@H](CCS)SC(=O)CCC(O)=O	2832.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
(S)-Succinyldihydrolipoamide,1TMS,isomer #1	C[Si](C)(C)OC(=O)CCC(=O)S[C@@H](CCS)CCCCC(N)=O	2659.7	Semi standard non polar	33892256
(S)-Succinyldihydrolipoamide,1TMS,isomer #2	C[Si](C)(C)SCC[C@@H](CCCCC(N)=O)SC(=O)CCC(=O)O	2781.7	Semi standard non polar	33892256
(S)-Succinyldihydrolipoamide,1TMS,isomer #3	C[Si](C)(C)NC(=O)CCCC[C@H](CCS)SC(=O)CCC(=O)O	2722.6	Semi standard non polar	33892256
(S)-Succinyldihydrolipoamide,2TMS,isomer #1	C[Si](C)(C)OC(=O)CCC(=O)S[C@H](CCCCC(N)=O)CCS[Si](C)(C)C	2805.6	Semi standard non polar	33892256
(S)-Succinyldihydrolipoamide,2TMS,isomer #1	C[Si](C)(C)OC(=O)CCC(=O)S[C@H](CCCCC(N)=O)CCS[Si](C)(C)C	2773.4	Standard non polar	33892256
(S)-Succinyldihydrolipoamide,2TMS,isomer #1	C[Si](C)(C)OC(=O)CCC(=O)S[C@H](CCCCC(N)=O)CCS[Si](C)(C)C	4328.4	Standard polar	33892256
(S)-Succinyldihydrolipoamide,2TMS,isomer #2	C[Si](C)(C)NC(=O)CCCC[C@H](CCS)SC(=O)CCC(=O)O[Si](C)(C)C	2777.4	Semi standard non polar	33892256
(S)-Succinyldihydrolipoamide,2TMS,isomer #2	C[Si](C)(C)NC(=O)CCCC[C@H](CCS)SC(=O)CCC(=O)O[Si](C)(C)C	2719.2	Standard non polar	33892256
(S)-Succinyldihydrolipoamide,2TMS,isomer #2	C[Si](C)(C)NC(=O)CCCC[C@H](CCS)SC(=O)CCC(=O)O[Si](C)(C)C	3475.7	Standard polar	33892256
(S)-Succinyldihydrolipoamide,2TMS,isomer #3	C[Si](C)(C)NC(=O)CCCC[C@H](CCS[Si](C)(C)C)SC(=O)CCC(=O)O	2836.6	Semi standard non polar	33892256
(S)-Succinyldihydrolipoamide,2TMS,isomer #3	C[Si](C)(C)NC(=O)CCCC[C@H](CCS[Si](C)(C)C)SC(=O)CCC(=O)O	2846.6	Standard non polar	33892256
(S)-Succinyldihydrolipoamide,2TMS,isomer #3	C[Si](C)(C)NC(=O)CCCC[C@H](CCS[Si](C)(C)C)SC(=O)CCC(=O)O	3864.8	Standard polar	33892256
(S)-Succinyldihydrolipoamide,2TMS,isomer #4	C[Si](C)(C)N(C(=O)CCCC[C@H](CCS)SC(=O)CCC(=O)O)[Si](C)(C)C	2779.6	Semi standard non polar	33892256
(S)-Succinyldihydrolipoamide,2TMS,isomer #4	C[Si](C)(C)N(C(=O)CCCC[C@H](CCS)SC(=O)CCC(=O)O)[Si](C)(C)C	2702.6	Standard non polar	33892256
(S)-Succinyldihydrolipoamide,2TMS,isomer #4	C[Si](C)(C)N(C(=O)CCCC[C@H](CCS)SC(=O)CCC(=O)O)[Si](C)(C)C	3620.2	Standard polar	33892256
(S)-Succinyldihydrolipoamide,3TMS,isomer #1	C[Si](C)(C)NC(=O)CCCC[C@H](CCS[Si](C)(C)C)SC(=O)CCC(=O)O[Si](C)(C)C	2874.8	Semi standard non polar	33892256
(S)-Succinyldihydrolipoamide,3TMS,isomer #1	C[Si](C)(C)NC(=O)CCCC[C@H](CCS[Si](C)(C)C)SC(=O)CCC(=O)O[Si](C)(C)C	2905.4	Standard non polar	33892256
(S)-Succinyldihydrolipoamide,3TMS,isomer #1	C[Si](C)(C)NC(=O)CCCC[C@H](CCS[Si](C)(C)C)SC(=O)CCC(=O)O[Si](C)(C)C	3408.6	Standard polar	33892256
(S)-Succinyldihydrolipoamide,3TMS,isomer #2	C[Si](C)(C)OC(=O)CCC(=O)S[C@@H](CCS)CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C	2799.7	Semi standard non polar	33892256
(S)-Succinyldihydrolipoamide,3TMS,isomer #2	C[Si](C)(C)OC(=O)CCC(=O)S[C@@H](CCS)CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C	2811.1	Standard non polar	33892256
(S)-Succinyldihydrolipoamide,3TMS,isomer #2	C[Si](C)(C)OC(=O)CCC(=O)S[C@@H](CCS)CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C	3353.6	Standard polar	33892256
(S)-Succinyldihydrolipoamide,3TMS,isomer #3	C[Si](C)(C)SCC[C@@H](CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C)SC(=O)CCC(=O)O	2941.3	Semi standard non polar	33892256
(S)-Succinyldihydrolipoamide,3TMS,isomer #3	C[Si](C)(C)SCC[C@@H](CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C)SC(=O)CCC(=O)O	2934.7	Standard non polar	33892256
(S)-Succinyldihydrolipoamide,3TMS,isomer #3	C[Si](C)(C)SCC[C@@H](CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C)SC(=O)CCC(=O)O	3513.9	Standard polar	33892256
(S)-Succinyldihydrolipoamide,4TMS,isomer #1	C[Si](C)(C)OC(=O)CCC(=O)S[C@H](CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C)CCS[Si](C)(C)C	2941.8	Semi standard non polar	33892256
(S)-Succinyldihydrolipoamide,4TMS,isomer #1	C[Si](C)(C)OC(=O)CCC(=O)S[C@H](CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C)CCS[Si](C)(C)C	2969.2	Standard non polar	33892256
(S)-Succinyldihydrolipoamide,4TMS,isomer #1	C[Si](C)(C)OC(=O)CCC(=O)S[C@H](CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C)CCS[Si](C)(C)C	3132.4	Standard polar	33892256
(S)-Succinyldihydrolipoamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC(=O)S[C@@H](CCS)CCCCC(N)=O	2950.1	Semi standard non polar	33892256
(S)-Succinyldihydrolipoamide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)SCC[C@@H](CCCCC(N)=O)SC(=O)CCC(=O)O	3044.5	Semi standard non polar	33892256
(S)-Succinyldihydrolipoamide,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)CCCC[C@H](CCS)SC(=O)CCC(=O)O	2979.3	Semi standard non polar	33892256
(S)-Succinyldihydrolipoamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC(=O)S[C@H](CCCCC(N)=O)CCS[Si](C)(C)C(C)(C)C	3330.3	Semi standard non polar	33892256
(S)-Succinyldihydrolipoamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC(=O)S[C@H](CCCCC(N)=O)CCS[Si](C)(C)C(C)(C)C	3192.9	Standard non polar	33892256
(S)-Succinyldihydrolipoamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC(=O)S[C@H](CCCCC(N)=O)CCS[Si](C)(C)C(C)(C)C	4178.4	Standard polar	33892256
(S)-Succinyldihydrolipoamide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)CCCC[C@H](CCS)SC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C	3285.2	Semi standard non polar	33892256
(S)-Succinyldihydrolipoamide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)CCCC[C@H](CCS)SC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C	3078.7	Standard non polar	33892256
(S)-Succinyldihydrolipoamide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)CCCC[C@H](CCS)SC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C	3559.3	Standard polar	33892256
(S)-Succinyldihydrolipoamide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)CCCC[C@H](CCS[Si](C)(C)C(C)(C)C)SC(=O)CCC(=O)O	3393.0	Semi standard non polar	33892256
(S)-Succinyldihydrolipoamide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)CCCC[C@H](CCS[Si](C)(C)C(C)(C)C)SC(=O)CCC(=O)O	3200.7	Standard non polar	33892256
(S)-Succinyldihydrolipoamide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)CCCC[C@H](CCS[Si](C)(C)C(C)(C)C)SC(=O)CCC(=O)O	3759.2	Standard polar	33892256
(S)-Succinyldihydrolipoamide,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)CCCC[C@H](CCS)SC(=O)CCC(=O)O)[Si](C)(C)C(C)(C)C	3271.7	Semi standard non polar	33892256
(S)-Succinyldihydrolipoamide,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)CCCC[C@H](CCS)SC(=O)CCC(=O)O)[Si](C)(C)C(C)(C)C	3067.7	Standard non polar	33892256
(S)-Succinyldihydrolipoamide,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)CCCC[C@H](CCS)SC(=O)CCC(=O)O)[Si](C)(C)C(C)(C)C	3633.2	Standard polar	33892256
(S)-Succinyldihydrolipoamide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)CCCC[C@H](CCS[Si](C)(C)C(C)(C)C)SC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C	3627.1	Semi standard non polar	33892256
(S)-Succinyldihydrolipoamide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)CCCC[C@H](CCS[Si](C)(C)C(C)(C)C)SC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C	3410.5	Standard non polar	33892256
(S)-Succinyldihydrolipoamide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)CCCC[C@H](CCS[Si](C)(C)C(C)(C)C)SC(=O)CCC(=O)O[Si](C)(C)C(C)(C)C	3528.9	Standard polar	33892256
(S)-Succinyldihydrolipoamide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CCC(=O)S[C@@H](CCS)CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3513.6	Semi standard non polar	33892256
(S)-Succinyldihydrolipoamide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CCC(=O)S[C@@H](CCS)CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3319.0	Standard non polar	33892256
(S)-Succinyldihydrolipoamide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CCC(=O)S[C@@H](CCS)CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3497.4	Standard polar	33892256
(S)-Succinyldihydrolipoamide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)SCC[C@@H](CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)SC(=O)CCC(=O)O	3705.0	Semi standard non polar	33892256
(S)-Succinyldihydrolipoamide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)SCC[C@@H](CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)SC(=O)CCC(=O)O	3437.3	Standard non polar	33892256
(S)-Succinyldihydrolipoamide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)SCC[C@@H](CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)SC(=O)CCC(=O)O	3594.3	Standard polar	33892256
(S)-Succinyldihydrolipoamide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC(=O)S[C@H](CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CCS[Si](C)(C)C(C)(C)C	3912.4	Semi standard non polar	33892256
(S)-Succinyldihydrolipoamide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC(=O)S[C@H](CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CCS[Si](C)(C)C(C)(C)C	3621.5	Standard non polar	33892256
(S)-Succinyldihydrolipoamide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCC(=O)S[C@H](CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CCS[Si](C)(C)C(C)(C)C	3417.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-Succinyldihydrolipoamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0ukc-9880000000-d66345c90ce5eb67fa60	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-Succinyldihydrolipoamide GC-MS (1 TMS) - 70eV, Positive	splash10-00dl-9533000000-a1ebe0f3e16866573001	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (S)-Succinyldihydrolipoamide 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)-Succinyldihydrolipoamide 10V, Positive-QTOF	splash10-0596-0190000000-b49046dab0850898c889	2015-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Succinyldihydrolipoamide 20V, Positive-QTOF	splash10-006y-2190000000-474bcff100b398100e49	2015-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Succinyldihydrolipoamide 40V, Positive-QTOF	splash10-0nt9-4910000000-247a7886ecdb5a884d7c	2015-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Succinyldihydrolipoamide 10V, Positive-QTOF	splash10-0596-0190000000-b49046dab0850898c889	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Succinyldihydrolipoamide 20V, Positive-QTOF	splash10-006y-2190000000-474bcff100b398100e49	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Succinyldihydrolipoamide 40V, Positive-QTOF	splash10-0nt9-4910000000-247a7886ecdb5a884d7c	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Succinyldihydrolipoamide 10V, Negative-QTOF	splash10-0a4i-5294000000-672a48ef8e666cb0ee5f	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Succinyldihydrolipoamide 20V, Negative-QTOF	splash10-0a4j-9360000000-f9e4f05adcb51d48447c	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Succinyldihydrolipoamide 40V, Negative-QTOF	splash10-000x-9100000000-d7f410ba584f3aad89cc	2015-09-15	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Succinyldihydrolipoamide 10V, Negative-QTOF	splash10-0a4i-1229000000-d6ef878a291e343f754a	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Succinyldihydrolipoamide 20V, Negative-QTOF	splash10-0a4i-7970000000-eff246297f1390d8e037	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Succinyldihydrolipoamide 40V, Negative-QTOF	splash10-000x-9500000000-66fb2d1c65f8ee705da4	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Succinyldihydrolipoamide 10V, Positive-QTOF	splash10-0a4i-0369000000-035798c3620974bb7aab	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Succinyldihydrolipoamide 20V, Positive-QTOF	splash10-03dl-1910000000-e3af53d75b9037036cfe	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (S)-Succinyldihydrolipoamide 40V, Positive-QTOF	splash10-0udr-5900000000-f70f4c6e3a3b250e485f	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022467

KNApSAcK ID

Not Available

Chemspider ID

388536

KEGG Compound ID

C01169

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6058

PubChem Compound

439425

PDB ID

Not Available

ChEBI ID

17432

Food Biomarker Ontology

Not Available

VMH ID

HC00695

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. 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

2. Dihydrolipoyllysine-residue succinyltransferase component of 2-oxoglutarate dehydrogenase complex, mitochondrial

General function:: Involved in acyltransferase 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 3 enzymatic components: 2-oxoglutarate dehydrogenase (E1), dihydrolipoamide succinyltransferase (E2) and lipoamide dehydrogenase (E3).
Gene Name:: DLST
Uniprot ID:: P36957
Molecular weight:: 48754.87

Showing metabocard for (S)-Succinyldihydrolipoamide (HMDB0001177)

MOL for HMDB0001177 ((S)-Succinyldihydrolipoamide)

3D MOL for HMDB0001177 ((S)-Succinyldihydrolipoamide)

3D SDF for HMDB0001177 ((S)-Succinyldihydrolipoamide)

3D-SDF for HMDB0001177 ((S)-Succinyldihydrolipoamide)

PDB for HMDB0001177 ((S)-Succinyldihydrolipoamide)

3D PDB for HMDB0001177 ((S)-Succinyldihydrolipoamide)

SMILES for HMDB0001177 ((S)-Succinyldihydrolipoamide)

INCHI for HMDB0001177 ((S)-Succinyldihydrolipoamide)

Structure for HMDB0001177 ((S)-Succinyldihydrolipoamide)

3D Structure for HMDB0001177 ((S)-Succinyldihydrolipoamide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes