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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

2008-08-12 16:54:29 UTC

Update Date

2021-09-14 15:47:38 UTC

HMDB ID

HMDB0006832

Secondary Accession Numbers

HMDB06832

Metabolite Identification

Common Name

S-Glutaryldihydrolipoamide

Description

S-Glutaryldihydrolipoamide is involved in the lysine degradation pathway. S-Glutaryldihydrolipoamide can be irreversibly created from 2-Oxoadipate by 2-oxoglutarate dehydrogenase E1 component [EC:1.2.4.2]. S-Glutaryldihydrolipoamide can be reversibly created from Glutaryl-CoA by 2-oxoglutarate dehydrogenase E2 component (dihydrolipoamide. succinyltransferase) [EC:2.3.1.61].

Structure

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

HMDB0006832
     RDKit          3D
S-Glutaryldihydrolipoamide
 43 42  0  0  0  0  0  0  0  0999 V2000
    7.0244    1.5952   -0.3428 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2087    0.4448   -0.6063 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5777   -0.3803   -1.4557 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9499    0.3220    0.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2770   -0.9456   -0.3092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0017   -1.1423    0.4343 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0349    0.0313    0.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8112   -0.3309    1.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1878   -1.8947    0.3560 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2222    0.7655    0.9447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6761    1.0261   -0.4508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3868   -0.3903   -1.2686 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9373   -0.8694   -0.6082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5098   -1.8505   -1.0749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5926   -0.1426    0.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0065   -0.6250    0.6978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9064   -0.4225   -0.4735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0424    1.0185   -0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4905    1.8589   -0.0362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7909    1.3923   -1.8968 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0460    1.5344   -0.5549 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6190    2.4710    0.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1434    0.2909    1.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3210    1.1987   -0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9420   -1.8077   -0.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0829   -0.8718   -1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1516   -1.2194    1.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4554   -2.0488    0.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8416    0.1110   -0.8599 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4409    0.9785    0.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0944   -0.4750    2.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5836   -2.9885    1.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3542    1.7082    1.2451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0260    0.7076    1.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4104    1.8672   -0.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2310    1.3427   -1.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0577   -0.3370    1.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4832    0.9313    0.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4540   -0.0857    1.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9907   -1.7077    1.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9110   -0.8519   -0.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5344   -0.9691   -1.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9515    0.7609   -2.6693 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
  8 10  1  0
 10 11  1  0
 11 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  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 20 43  1  0
M  END

 
  Mrv0541 02231220532D          
 
 20 19  0  0  0  0            999 V2000
   11.6076  -11.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3202  -11.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8915  -11.6185    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
   13.0329  -11.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7454  -11.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4617  -11.2053    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1742  -11.6185    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8834  -11.1984    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   15.1707  -12.4446    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.6081  -10.3962    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8820   -9.9762    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1710  -10.3862    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    9.4752   -9.9834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7607  -10.3960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0461   -9.9834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3316  -10.3960    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.6170   -9.9834    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9025  -10.3960    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.4756   -9.1585    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.6170   -9.1586    0.0000 O   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
  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  2  0  0  0  0
  1 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  1  0  0  0  0
 17 18  1  0  0  0  0
 13 19  2  0  0  0  0
 17 20  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0006832

> <DATABASE_NAME>
hmdb

> <SMILES>
NC(=O)CCCCC(S)CCSC(=O)CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H23NO4S2/c14-11(15)5-2-1-4-10(19)8-9-20-13(18)7-3-6-12(16)17/h10,19H,1-9H2,(H2,14,15)(H,16,17)

> <INCHI_KEY>
PWTIHZUSTBSVGF-UHFFFAOYSA-N

> <FORMULA>
C13H23NO4S2

> <MOLECULAR_WEIGHT>
321.456

> <EXACT_MASS>
321.106849609

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
35.27170272687727

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
3

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
5-[(7-carbamoyl-3-sulfanylheptyl)sulfanyl]-5-oxopentanoic acid

> <ALOGPS_LOGP>
2.36

> <JCHEM_LOGP>
1.5058994909999999

> <ALOGPS_LOGS>
-3.87

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
10.059201348092051

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.141973953441258

> <JCHEM_PKA_STRONGEST_BASIC>
-0.5791181618545472

> <JCHEM_POLAR_SURFACE_AREA>
97.46000000000001

> <JCHEM_REFRACTIVITY>
82.72089999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.29e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
S(8)-glutaryldihydrolipoamide

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0006832
     RDKit          3D
S-Glutaryldihydrolipoamide
 43 42  0  0  0  0  0  0  0  0999 V2000
    7.0244    1.5952   -0.3428 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2087    0.4448   -0.6063 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5777   -0.3803   -1.4557 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9499    0.3220    0.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2770   -0.9456   -0.3092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0017   -1.1423    0.4343 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0349    0.0313    0.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8112   -0.3309    1.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1878   -1.8947    0.3560 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2222    0.7655    0.9447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6761    1.0261   -0.4508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3868   -0.3903   -1.2686 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9373   -0.8694   -0.6082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5098   -1.8505   -1.0749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5926   -0.1426    0.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0065   -0.6250    0.6978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9064   -0.4225   -0.4735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0424    1.0185   -0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4905    1.8589   -0.0362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7909    1.3923   -1.8968 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0460    1.5344   -0.5549 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6190    2.4710    0.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1434    0.2909    1.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3210    1.1987   -0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9420   -1.8077   -0.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0829   -0.8718   -1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1516   -1.2194    1.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4554   -2.0488    0.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8416    0.1110   -0.8599 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4409    0.9785    0.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0944   -0.4750    2.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5836   -2.9885    1.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3542    1.7082    1.2451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0260    0.7076    1.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4104    1.8672   -0.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2310    1.3427   -1.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0577   -0.3370    1.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4832    0.9313    0.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4540   -0.0857    1.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9907   -1.7077    1.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9110   -0.8519   -0.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5344   -0.9691   -1.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9515    0.7609   -2.6693 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
  8 10  1  0
 10 11  1  0
 11 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  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 20 43  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE:                                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  C   UNK     0      21.667 -20.917   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      22.998 -21.688   0.000  0.00  0.00           C+0
HETATM    3  S   UNK     0      20.331 -21.688   0.000  0.00  0.00           S+0
HETATM    4  C   UNK     0      24.328 -20.917   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      25.658 -21.688   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      26.995 -20.917   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      28.325 -21.688   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0      29.649 -20.904   0.000  0.00  0.00           N+0
HETATM    9  O   UNK     0      28.319 -23.230   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      21.668 -19.406   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      20.313 -18.622   0.000  0.00  0.00           C+0
HETATM   12  S   UNK     0      18.986 -19.388   0.000  0.00  0.00           S+0
HETATM   13  C   UNK     0      17.687 -18.636   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      16.353 -19.406   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      15.019 -18.636   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      13.686 -19.406   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      12.352 -18.636   0.000  0.00  0.00           C+0
HETATM   18  O   UNK     0      11.018 -19.406   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      17.688 -17.096   0.000  0.00  0.00           O+0
HETATM   20  O   UNK     0      12.352 -17.096   0.000  0.00  0.00           O+0
CONECT    1    2    3   10                                                  
CONECT    2    1    4                                                       
CONECT    3    1                                                            
CONECT    4    2    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8    9                                                  
CONECT    8    7                                                            
CONECT    9    7                                                            
CONECT   10    1   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   19                                                  
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18   20                                                  
CONECT   18   17                                                            
CONECT   19   13                                                            
CONECT   20   17                                                            
MASTER        0    0    0    0    0    0    0    0   20    0   38    0
END

COMPND    HMDB0006832
HETATM    1  N1  UNL     1       7.024   1.595  -0.343  1.00  0.00           N  
HETATM    2  C1  UNL     1       6.209   0.445  -0.606  1.00  0.00           C  
HETATM    3  O1  UNL     1       6.578  -0.380  -1.456  1.00  0.00           O  
HETATM    4  C2  UNL     1       4.950   0.322   0.177  1.00  0.00           C  
HETATM    5  C3  UNL     1       4.277  -0.946  -0.309  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.002  -1.142   0.434  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.035   0.031   0.224  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.811  -0.331   1.030  1.00  0.00           C  
HETATM    9  S1  UNL     1       0.188  -1.895   0.356  1.00  0.00           S  
HETATM   10  C7  UNL     1      -0.222   0.766   0.945  1.00  0.00           C  
HETATM   11  C8  UNL     1      -0.676   1.026  -0.451  1.00  0.00           C  
HETATM   12  S2  UNL     1      -1.387  -0.390  -1.269  1.00  0.00           S  
HETATM   13  C9  UNL     1      -2.937  -0.869  -0.608  1.00  0.00           C  
HETATM   14  O2  UNL     1      -3.510  -1.851  -1.075  1.00  0.00           O  
HETATM   15  C10 UNL     1      -3.593  -0.143   0.489  1.00  0.00           C  
HETATM   16  C11 UNL     1      -5.007  -0.625   0.698  1.00  0.00           C  
HETATM   17  C12 UNL     1      -5.906  -0.423  -0.473  1.00  0.00           C  
HETATM   18  C13 UNL     1      -6.042   1.019  -0.779  1.00  0.00           C  
HETATM   19  O3  UNL     1      -5.490   1.859  -0.036  1.00  0.00           O  
HETATM   20  O4  UNL     1      -6.791   1.392  -1.897  1.00  0.00           O  
HETATM   21  H1  UNL     1       8.046   1.534  -0.555  1.00  0.00           H  
HETATM   22  H2  UNL     1       6.619   2.471   0.048  1.00  0.00           H  
HETATM   23  H3  UNL     1       5.143   0.291   1.270  1.00  0.00           H  
HETATM   24  H4  UNL     1       4.321   1.199  -0.124  1.00  0.00           H  
HETATM   25  H5  UNL     1       4.942  -1.808  -0.050  1.00  0.00           H  
HETATM   26  H6  UNL     1       4.083  -0.872  -1.390  1.00  0.00           H  
HETATM   27  H7  UNL     1       3.152  -1.219   1.524  1.00  0.00           H  
HETATM   28  H8  UNL     1       2.455  -2.049   0.098  1.00  0.00           H  
HETATM   29  H9  UNL     1       1.842   0.111  -0.860  1.00  0.00           H  
HETATM   30  H10 UNL     1       2.441   0.978   0.630  1.00  0.00           H  
HETATM   31  H11 UNL     1       1.094  -0.475   2.072  1.00  0.00           H  
HETATM   32  H12 UNL     1       0.584  -2.988   1.142  1.00  0.00           H  
HETATM   33  H13 UNL     1       0.354   1.708   1.245  1.00  0.00           H  
HETATM   34  H14 UNL     1      -1.026   0.708   1.660  1.00  0.00           H  
HETATM   35  H15 UNL     1      -1.410   1.867  -0.417  1.00  0.00           H  
HETATM   36  H16 UNL     1       0.231   1.343  -1.026  1.00  0.00           H  
HETATM   37  H17 UNL     1      -3.058  -0.337   1.475  1.00  0.00           H  
HETATM   38  H18 UNL     1      -3.483   0.931   0.323  1.00  0.00           H  
HETATM   39  H19 UNL     1      -5.454  -0.086   1.585  1.00  0.00           H  
HETATM   40  H20 UNL     1      -4.991  -1.708   1.004  1.00  0.00           H  
HETATM   41  H21 UNL     1      -6.911  -0.852  -0.158  1.00  0.00           H  
HETATM   42  H22 UNL     1      -5.534  -0.969  -1.361  1.00  0.00           H  
HETATM   43  H23 UNL     1      -6.951   0.761  -2.669  1.00  0.00           H  
CONECT    1    2   21   22
CONECT    2    3    3    4
CONECT    4    5   23   24
CONECT    5    6   25   26
CONECT    6    7   27   28
CONECT    7    8   29   30
CONECT    8    9   10   31
CONECT    9   32
CONECT   10   11   33   34
CONECT   11   12   35   36
CONECT   12   13
CONECT   13   14   14   15
CONECT   15   16   37   38
CONECT   16   17   39   40
CONECT   17   18   41   42
CONECT   18   19   19   20
CONECT   20   43
END

HMDB0006832
     RDKit          3D
S-Glutaryldihydrolipoamide
 43 42  0  0  0  0  0  0  0  0999 V2000
    7.0244    1.5952   -0.3428 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.2087    0.4448   -0.6063 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5777   -0.3803   -1.4557 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9499    0.3220    0.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2770   -0.9456   -0.3092 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0017   -1.1423    0.4343 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0349    0.0313    0.2235 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8112   -0.3309    1.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1878   -1.8947    0.3560 S   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2222    0.7655    0.9447 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6761    1.0261   -0.4508 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3868   -0.3903   -1.2686 S   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9373   -0.8694   -0.6082 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5098   -1.8505   -1.0749 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5926   -0.1426    0.4888 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0065   -0.6250    0.6978 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9064   -0.4225   -0.4735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0424    1.0185   -0.7787 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4905    1.8589   -0.0362 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7909    1.3923   -1.8968 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0460    1.5344   -0.5549 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.6190    2.4710    0.0485 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1434    0.2909    1.2703 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3210    1.1987   -0.1241 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9420   -1.8077   -0.0501 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0829   -0.8718   -1.3904 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1516   -1.2194    1.5244 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4554   -2.0488    0.0985 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8416    0.1110   -0.8599 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4409    0.9785    0.6297 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0944   -0.4750    2.0723 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5836   -2.9885    1.1424 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3542    1.7082    1.2451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0260    0.7076    1.6603 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4104    1.8672   -0.4173 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2310    1.3427   -1.0258 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0577   -0.3370    1.4747 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4832    0.9313    0.3230 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4540   -0.0857    1.5851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9907   -1.7077    1.0038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9110   -0.8519   -0.1582 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5344   -0.9691   -1.3614 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9515    0.7609   -2.6693 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
  8 10  1  0
 10 11  1  0
 11 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  1  0
 18 19  2  0
 18 20  1  0
  1 21  1  0
  1 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 10 34  1  0
 11 35  1  0
 11 36  1  0
 15 37  1  0
 15 38  1  0
 16 39  1  0
 16 40  1  0
 17 41  1  0
 17 42  1  0
 20 43  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
S-Glutaryldihydrolipoamide-e	ChEBI
S-Glutaryldihydrolipoamide	ChEBI

Chemical Formula

C₁₃H₂₃NO₄S₂

Average Molecular Weight

321.456

Monoisotopic Molecular Weight

321.106849609

IUPAC Name

5-[(7-carbamoyl-3-sulfanylheptyl)sulfanyl]-5-oxopentanoic acid

Traditional Name

S(8)-glutaryldihydrolipoamide

CAS Registry Number

Not Available

SMILES

NC(=O)CCCCC(S)CCSC(=O)CCCC(O)=O

InChI Identifier

InChI=1S/C13H23NO4S2/c14-11(15)5-2-1-4-10(19)8-9-20-13(18)7-3-6-12(16)17/h10,19H,1-9H2,(H2,14,15)(H,16,17)

InChI Key

PWTIHZUSTBSVGF-UHFFFAOYSA-N

Chemical Taxonomy

Description

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

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Thia fatty acids

Alternative Parents

Substituents

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

S-substituted dihydrolipoamide (CHEBI:28391 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Cytoplasm (HMDB: HMDB0006832)
Cell membrane (HMDB: HMDB0006832)

Organelle

Adiposome (HMDB: HMDB0006832)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0006832)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0006832)

Source

Endogenous

Endogenous (HMDB: HMDB0006832)

Animal

Animal (HMDB: HMDB0006832)

Exogenous

Food

Food (HMDB: HMDB0006832)

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: HMDB0006832)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0006832)
Lysine Degradation (HMDB: HMDB0006832)

Lipid metabolism pathway (HMDB: HMDB0006832)

Biochemical process

Lipid transport (HMDB: HMDB0006832)

Role

Biological role

Energy source (HMDB: HMDB0006832)

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	0.043 g/L	ALOGPS
logP	2.36	ALOGPS
logP	1.51	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	4.14	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	13	ChemAxon
Refractivity	82.72 m³·mol⁻¹	ChemAxon
Polarizability	35.27 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]+	177.125	31661259
DarkChem	[M-H]-	172.233	31661259
DeepCCS	[M+H]+	166.877	30932474
DeepCCS	[M-H]-	164.519	30932474
DeepCCS	[M-2H]-	199.325	30932474
DeepCCS	[M+Na]+	174.587	30932474
AllCCS	[M+H]+	170.5	32859911
AllCCS	[M+H-H2O]+	168.0	32859911
AllCCS	[M+NH4]+	172.7	32859911
AllCCS	[M+Na]+	173.4	32859911
AllCCS	[M-H]-	174.5	32859911
AllCCS	[M+Na-2H]-	175.5	32859911
AllCCS	[M+HCOO]-	176.8	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.	5.77 minutes	32390414
Predicted by Siyang on May 30, 2022	11.402 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	4.57 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	56.9 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2091.1 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	230.8 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	149.5 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	169.4 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	134.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	385.5 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	461.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	163.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	932.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	376.9 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	1224.9 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	274.5 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	271.2 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	416.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	306.7 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	239.4 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
S-Glutaryldihydrolipoamide	NC(=O)CCCCC(S)CCSC(=O)CCCC(O)=O	4117.6	Standard polar	33892256
S-Glutaryldihydrolipoamide	NC(=O)CCCCC(S)CCSC(=O)CCCC(O)=O	2448.7	Standard non polar	33892256
S-Glutaryldihydrolipoamide	NC(=O)CCCCC(S)CCSC(=O)CCCC(O)=O	2946.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
S-Glutaryldihydrolipoamide,1TMS,isomer #1	C[Si](C)(C)OC(=O)CCCC(=O)SCCC(S)CCCCC(N)=O	2830.2	Semi standard non polar	33892256
S-Glutaryldihydrolipoamide,1TMS,isomer #2	C[Si](C)(C)SC(CCCCC(N)=O)CCSC(=O)CCCC(=O)O	2888.5	Semi standard non polar	33892256
S-Glutaryldihydrolipoamide,1TMS,isomer #3	C[Si](C)(C)NC(=O)CCCCC(S)CCSC(=O)CCCC(=O)O	2899.7	Semi standard non polar	33892256
S-Glutaryldihydrolipoamide,2TMS,isomer #1	C[Si](C)(C)OC(=O)CCCC(=O)SCCC(CCCCC(N)=O)S[Si](C)(C)C	2927.9	Semi standard non polar	33892256
S-Glutaryldihydrolipoamide,2TMS,isomer #1	C[Si](C)(C)OC(=O)CCCC(=O)SCCC(CCCCC(N)=O)S[Si](C)(C)C	2861.9	Standard non polar	33892256
S-Glutaryldihydrolipoamide,2TMS,isomer #1	C[Si](C)(C)OC(=O)CCCC(=O)SCCC(CCCCC(N)=O)S[Si](C)(C)C	4401.2	Standard polar	33892256
S-Glutaryldihydrolipoamide,2TMS,isomer #2	C[Si](C)(C)NC(=O)CCCCC(S)CCSC(=O)CCCC(=O)O[Si](C)(C)C	2922.3	Semi standard non polar	33892256
S-Glutaryldihydrolipoamide,2TMS,isomer #2	C[Si](C)(C)NC(=O)CCCCC(S)CCSC(=O)CCCC(=O)O[Si](C)(C)C	2784.8	Standard non polar	33892256
S-Glutaryldihydrolipoamide,2TMS,isomer #2	C[Si](C)(C)NC(=O)CCCCC(S)CCSC(=O)CCCC(=O)O[Si](C)(C)C	3695.2	Standard polar	33892256
S-Glutaryldihydrolipoamide,2TMS,isomer #3	C[Si](C)(C)NC(=O)CCCCC(CCSC(=O)CCCC(=O)O)S[Si](C)(C)C	2954.8	Semi standard non polar	33892256
S-Glutaryldihydrolipoamide,2TMS,isomer #3	C[Si](C)(C)NC(=O)CCCCC(CCSC(=O)CCCC(=O)O)S[Si](C)(C)C	2921.6	Standard non polar	33892256
S-Glutaryldihydrolipoamide,2TMS,isomer #3	C[Si](C)(C)NC(=O)CCCCC(CCSC(=O)CCCC(=O)O)S[Si](C)(C)C	3932.1	Standard polar	33892256
S-Glutaryldihydrolipoamide,2TMS,isomer #4	C[Si](C)(C)N(C(=O)CCCCC(S)CCSC(=O)CCCC(=O)O)[Si](C)(C)C	2962.8	Semi standard non polar	33892256
S-Glutaryldihydrolipoamide,2TMS,isomer #4	C[Si](C)(C)N(C(=O)CCCCC(S)CCSC(=O)CCCC(=O)O)[Si](C)(C)C	2751.7	Standard non polar	33892256
S-Glutaryldihydrolipoamide,2TMS,isomer #4	C[Si](C)(C)N(C(=O)CCCCC(S)CCSC(=O)CCCC(=O)O)[Si](C)(C)C	3822.8	Standard polar	33892256
S-Glutaryldihydrolipoamide,3TMS,isomer #1	C[Si](C)(C)NC(=O)CCCCC(CCSC(=O)CCCC(=O)O[Si](C)(C)C)S[Si](C)(C)C	2960.5	Semi standard non polar	33892256
S-Glutaryldihydrolipoamide,3TMS,isomer #1	C[Si](C)(C)NC(=O)CCCCC(CCSC(=O)CCCC(=O)O[Si](C)(C)C)S[Si](C)(C)C	2988.8	Standard non polar	33892256
S-Glutaryldihydrolipoamide,3TMS,isomer #1	C[Si](C)(C)NC(=O)CCCCC(CCSC(=O)CCCC(=O)O[Si](C)(C)C)S[Si](C)(C)C	3469.3	Standard polar	33892256
S-Glutaryldihydrolipoamide,3TMS,isomer #2	C[Si](C)(C)OC(=O)CCCC(=O)SCCC(S)CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C	2949.1	Semi standard non polar	33892256
S-Glutaryldihydrolipoamide,3TMS,isomer #2	C[Si](C)(C)OC(=O)CCCC(=O)SCCC(S)CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C	2860.5	Standard non polar	33892256
S-Glutaryldihydrolipoamide,3TMS,isomer #2	C[Si](C)(C)OC(=O)CCCC(=O)SCCC(S)CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C	3577.6	Standard polar	33892256
S-Glutaryldihydrolipoamide,3TMS,isomer #3	C[Si](C)(C)SC(CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C)CCSC(=O)CCCC(=O)O	3061.5	Semi standard non polar	33892256
S-Glutaryldihydrolipoamide,3TMS,isomer #3	C[Si](C)(C)SC(CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C)CCSC(=O)CCCC(=O)O	2999.4	Standard non polar	33892256
S-Glutaryldihydrolipoamide,3TMS,isomer #3	C[Si](C)(C)SC(CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C)CCSC(=O)CCCC(=O)O	3583.7	Standard polar	33892256
S-Glutaryldihydrolipoamide,4TMS,isomer #1	C[Si](C)(C)OC(=O)CCCC(=O)SCCC(CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C)S[Si](C)(C)C	3032.2	Semi standard non polar	33892256
S-Glutaryldihydrolipoamide,4TMS,isomer #1	C[Si](C)(C)OC(=O)CCCC(=O)SCCC(CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C)S[Si](C)(C)C	3048.1	Standard non polar	33892256
S-Glutaryldihydrolipoamide,4TMS,isomer #1	C[Si](C)(C)OC(=O)CCCC(=O)SCCC(CCCCC(=O)N([Si](C)(C)C)[Si](C)(C)C)S[Si](C)(C)C	3197.3	Standard polar	33892256
S-Glutaryldihydrolipoamide,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCC(=O)SCCC(S)CCCCC(N)=O	3116.5	Semi standard non polar	33892256
S-Glutaryldihydrolipoamide,1TBDMS,isomer #2	CC(C)(C)[Si](C)(C)SC(CCCCC(N)=O)CCSC(=O)CCCC(=O)O	3162.6	Semi standard non polar	33892256
S-Glutaryldihydrolipoamide,1TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)CCCCC(S)CCSC(=O)CCCC(=O)O	3164.4	Semi standard non polar	33892256
S-Glutaryldihydrolipoamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCC(=O)SCCC(CCCCC(N)=O)S[Si](C)(C)C(C)(C)C	3469.3	Semi standard non polar	33892256
S-Glutaryldihydrolipoamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCC(=O)SCCC(CCCCC(N)=O)S[Si](C)(C)C(C)(C)C	3257.8	Standard non polar	33892256
S-Glutaryldihydrolipoamide,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCC(=O)SCCC(CCCCC(N)=O)S[Si](C)(C)C(C)(C)C	4245.5	Standard polar	33892256
S-Glutaryldihydrolipoamide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)CCCCC(S)CCSC(=O)CCCC(=O)O[Si](C)(C)C(C)(C)C	3428.8	Semi standard non polar	33892256
S-Glutaryldihydrolipoamide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)CCCCC(S)CCSC(=O)CCCC(=O)O[Si](C)(C)C(C)(C)C	3140.7	Standard non polar	33892256
S-Glutaryldihydrolipoamide,2TBDMS,isomer #2	CC(C)(C)[Si](C)(C)NC(=O)CCCCC(S)CCSC(=O)CCCC(=O)O[Si](C)(C)C(C)(C)C	3771.9	Standard polar	33892256
S-Glutaryldihydrolipoamide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)CCCCC(CCSC(=O)CCCC(=O)O)S[Si](C)(C)C(C)(C)C	3513.7	Semi standard non polar	33892256
S-Glutaryldihydrolipoamide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)CCCCC(CCSC(=O)CCCC(=O)O)S[Si](C)(C)C(C)(C)C	3257.6	Standard non polar	33892256
S-Glutaryldihydrolipoamide,2TBDMS,isomer #3	CC(C)(C)[Si](C)(C)NC(=O)CCCCC(CCSC(=O)CCCC(=O)O)S[Si](C)(C)C(C)(C)C	3820.5	Standard polar	33892256
S-Glutaryldihydrolipoamide,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)CCCCC(S)CCSC(=O)CCCC(=O)O)[Si](C)(C)C(C)(C)C	3446.7	Semi standard non polar	33892256
S-Glutaryldihydrolipoamide,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)CCCCC(S)CCSC(=O)CCCC(=O)O)[Si](C)(C)C(C)(C)C	3122.0	Standard non polar	33892256
S-Glutaryldihydrolipoamide,2TBDMS,isomer #4	CC(C)(C)[Si](C)(C)N(C(=O)CCCCC(S)CCSC(=O)CCCC(=O)O)[Si](C)(C)C(C)(C)C	3835.5	Standard polar	33892256
S-Glutaryldihydrolipoamide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)CCCCC(CCSC(=O)CCCC(=O)O[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C	3729.0	Semi standard non polar	33892256
S-Glutaryldihydrolipoamide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)CCCCC(CCSC(=O)CCCC(=O)O[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C	3475.6	Standard non polar	33892256
S-Glutaryldihydrolipoamide,3TBDMS,isomer #1	CC(C)(C)[Si](C)(C)NC(=O)CCCCC(CCSC(=O)CCCC(=O)O[Si](C)(C)C(C)(C)C)S[Si](C)(C)C(C)(C)C	3583.8	Standard polar	33892256
S-Glutaryldihydrolipoamide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CCCC(=O)SCCC(S)CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3679.2	Semi standard non polar	33892256
S-Glutaryldihydrolipoamide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CCCC(=O)SCCC(S)CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3366.0	Standard non polar	33892256
S-Glutaryldihydrolipoamide,3TBDMS,isomer #2	CC(C)(C)[Si](C)(C)OC(=O)CCCC(=O)SCCC(S)CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3714.8	Standard polar	33892256
S-Glutaryldihydrolipoamide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)SC(CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CCSC(=O)CCCC(=O)O	3822.3	Semi standard non polar	33892256
S-Glutaryldihydrolipoamide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)SC(CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CCSC(=O)CCCC(=O)O	3484.4	Standard non polar	33892256
S-Glutaryldihydrolipoamide,3TBDMS,isomer #3	CC(C)(C)[Si](C)(C)SC(CCCCC(=O)N([Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C)CCSC(=O)CCCC(=O)O	3654.2	Standard polar	33892256
S-Glutaryldihydrolipoamide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCC(=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	3999.7	Semi standard non polar	33892256
S-Glutaryldihydrolipoamide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCC(=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	3673.0	Standard non polar	33892256
S-Glutaryldihydrolipoamide,4TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCC(=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	3471.5	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - S-Glutaryldihydrolipoamide GC-MS (Non-derivatized) - 70eV, Positive	splash10-014l-7791000000-b68bad3593386320a328	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - S-Glutaryldihydrolipoamide GC-MS (1 TMS) - 70eV, Positive	splash10-00g3-9544000000-521d60b1d6fa0b54827a	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - S-Glutaryldihydrolipoamide 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-Glutaryldihydrolipoamide 10V, Positive-QTOF	splash10-0zmr-0696000000-bb9c1a51f65678d1a4e4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Glutaryldihydrolipoamide 20V, Positive-QTOF	splash10-0a4r-2983000000-e127f3029c7fea0d554e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Glutaryldihydrolipoamide 40V, Positive-QTOF	splash10-0h90-7910000000-8791f0eb31837683d98a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Glutaryldihydrolipoamide 10V, Negative-QTOF	splash10-00dr-1795000000-bfd2dacff982d5512fee	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Glutaryldihydrolipoamide 20V, Negative-QTOF	splash10-074l-7962000000-3f5acaa7c8f0844fa847	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Glutaryldihydrolipoamide 40V, Negative-QTOF	splash10-0006-9200000000-b00c6eb123bb26c12040	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Glutaryldihydrolipoamide 10V, Negative-QTOF	splash10-00di-0009000000-c3f87fa89280148e8550	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Glutaryldihydrolipoamide 20V, Negative-QTOF	splash10-0ab9-4951000000-443eff6389f4228da31b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Glutaryldihydrolipoamide 40V, Negative-QTOF	splash10-0006-9100000000-0cffed794cca498df39a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Glutaryldihydrolipoamide 10V, Positive-QTOF	splash10-0fk9-0229000000-d443dc16ce490435318e	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Glutaryldihydrolipoamide 20V, Positive-QTOF	splash10-0kh0-1933000000-766e287d4c5c96cf53d1	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - S-Glutaryldihydrolipoamide 40V, Positive-QTOF	splash10-00kr-9600000000-8985ff43444f3383e590	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Lysine degradation	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

FDB024108

KNApSAcK ID

Not Available

Chemspider ID

10128178

KEGG Compound ID

C06157

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

11953879

PDB ID

Not Available

ChEBI ID

28391

Food Biomarker Ontology

Not Available

VMH ID

HC01712

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

Enzyme Details

3. 2-oxoglutarate dehydrogenase-like, mitochondrial

General function:: Involved in oxoglutarate dehydrogenase (succinyl-transferring) activity
Specific function:: Not Available
Gene Name:: OGDHL
Uniprot ID:: Q9ULD0
Molecular weight:: Not Available

Showing metabocard for S-Glutaryldihydrolipoamide (HMDB0006832)

MOL for HMDB0006832 (S-Glutaryldihydrolipoamide)

3D MOL for HMDB0006832 (S-Glutaryldihydrolipoamide)

3D SDF for HMDB0006832 (S-Glutaryldihydrolipoamide)

3D-SDF for HMDB0006832 (S-Glutaryldihydrolipoamide)

PDB for HMDB0006832 (S-Glutaryldihydrolipoamide)

3D PDB for HMDB0006832 (S-Glutaryldihydrolipoamide)

SMILES for HMDB0006832 (S-Glutaryldihydrolipoamide)

INCHI for HMDB0006832 (S-Glutaryldihydrolipoamide)

Structure for HMDB0006832 (S-Glutaryldihydrolipoamide)

3D Structure for HMDB0006832 (S-Glutaryldihydrolipoamide)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes