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Record Information

Version

5.0

Status

Detected and Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2023-02-21 17:15:10 UTC

HMDB ID

HMDB0000792

Secondary Accession Numbers

HMDB00792

Metabolite Identification

Common Name

Sebacic acid

Description

Sebacic acid is a saturated, straight-chain naturally occurring dicarboxylic acid with 10 carbon atoms. Sebacic acid is a normal urinary acid. In patients with multiple acyl-CoA-dehydrogenase deficiency (MADD), also known as glutaric aciduria type II (GAII), a group of metabolic disorders due to deficiency of either electron transfer flavoprotein or electron transfer flavoprotein ubiquinone oxidoreductase, biochemical data shows an increase in urine sebacic acid excretion. Sebacic acid is found to be associated with carnitine-acylcarnitine translocase deficiency and medium chain acyl-CoA dehydrogenase deficiency, which are inborn errors of metabolism. Sebacic acid is a white flake or powdered crystal slightly soluble in water that has been proposed as an alternative energy substrate in total parenteral nutrition. Sebacic Acid was named from the Latin sebaceus (tallow candle) or sebum (tallow) in reference to its use in the manufacture of candles. Sebacic acid and its derivatives such as azelaic acid have a variety of industrial uses as plasticizers, lubricants, hydraulic fluids, cosmetics, candles, etc. It is used in the synthesis of polyamide and alkyd resins. It is also used as an intermediate for aromatics, antiseptics and painting materials (PMID: 10556649 , 1738216 , 8442769 , 12706375 ).

Structure

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

HMDB0000792
     RDKit          3D
Sebacic acid
 32 31  0  0  0  0  0  0  0  0999 V2000
    5.1955   -0.5268   -2.1949 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9214   -0.4396   -0.9907 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7105   -0.9664   -0.0034 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6631    0.2779   -0.5948 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6649   -0.7144   -0.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3902   -0.0331    0.3420 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7458    0.6116   -0.8396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5650    1.3082   -0.4653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5593    0.3298    0.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8675    1.0125    0.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8746    0.0870    1.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2845   -1.0359    0.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9131   -1.2930   -0.9694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2032   -1.9298    0.7520 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4477   -0.9082    0.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9988    0.9923    0.1958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2439    0.8253   -1.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0882   -1.2834    0.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4130   -1.4894   -0.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7162   -0.7929    0.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6361    0.7266    1.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3907    1.2799   -1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4561   -0.2076   -1.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3098    2.1085    0.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9628    1.8167   -1.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1388   -0.1967    0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7972   -0.4493   -0.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2306    1.6086   -0.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5991    1.7554    1.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8023    0.7103    1.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5297   -0.2419    2.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0448   -1.6272    1.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  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
 11 12  1  0
 12 13  2  0
 12 14  1  0
  3 15  1  0
  4 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 14 32  1  0
M  END

HMDB0000792
     RDKit          3D
Sebacic acid
 32 31  0  0  0  0  0  0  0  0999 V2000
    5.1955   -0.5268   -2.1949 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9214   -0.4396   -0.9907 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7105   -0.9664   -0.0034 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6631    0.2779   -0.5948 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6649   -0.7144   -0.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3902   -0.0331    0.3420 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7458    0.6116   -0.8396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5650    1.3082   -0.4653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5593    0.3298    0.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8675    1.0125    0.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8746    0.0870    1.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2845   -1.0359    0.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9131   -1.2930   -0.9694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2032   -1.9298    0.7520 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4477   -0.9082    0.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9988    0.9923    0.1958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2439    0.8253   -1.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0882   -1.2834    0.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4130   -1.4894   -0.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7162   -0.7929    0.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6361    0.7266    1.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3907    1.2799   -1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4561   -0.2076   -1.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3098    2.1085    0.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9628    1.8167   -1.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1388   -0.1967    0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7972   -0.4493   -0.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2306    1.6086   -0.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5991    1.7554    1.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8023    0.7103    1.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5297   -0.2419    2.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0448   -1.6272    1.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  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
 11 12  1  0
 12 13  2  0
 12 14  1  0
  3 15  1  0
  4 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 14 32  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Sepiapterin.mol                                   
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0       6.002  -0.385   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       4.668   0.385   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       3.334  -0.385   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       2.001   0.385   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       0.667  -0.385   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      -0.667   0.385   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -2.001  -0.385   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -3.334   0.385   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -4.668  -0.385   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -6.002   0.385   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0       6.002  -1.925   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0       7.335   0.385   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0      -6.002   1.925   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -7.335  -0.385   0.000  0.00  0.00           O+0
CONECT    1    2   11   12                                                  
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   13   14                                                  
CONECT   11    1                                                            
CONECT   12    1                                                            
CONECT   13   10                                                            
CONECT   14   10                                                            
MASTER        0    0    0    0    0    0    0    0   14    0   26    0
END

COMPND    HMDB0000792
HETATM    1  O1  UNL     1       5.196  -0.527  -2.195  1.00  0.00           O  
HETATM    2  C1  UNL     1       4.921  -0.440  -0.991  1.00  0.00           C  
HETATM    3  O2  UNL     1       5.711  -0.966  -0.003  1.00  0.00           O  
HETATM    4  C2  UNL     1       3.663   0.278  -0.595  1.00  0.00           C  
HETATM    5  C3  UNL     1       2.665  -0.714  -0.067  1.00  0.00           C  
HETATM    6  C4  UNL     1       1.390  -0.033   0.342  1.00  0.00           C  
HETATM    7  C5  UNL     1       0.746   0.612  -0.840  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.565   1.308  -0.465  1.00  0.00           C  
HETATM    9  C7  UNL     1      -1.559   0.330   0.102  1.00  0.00           C  
HETATM   10  C8  UNL     1      -2.867   1.013   0.449  1.00  0.00           C  
HETATM   11  C9  UNL     1      -3.875   0.087   1.033  1.00  0.00           C  
HETATM   12  C10 UNL     1      -4.285  -1.036   0.190  1.00  0.00           C  
HETATM   13  O3  UNL     1      -3.913  -1.293  -0.969  1.00  0.00           O  
HETATM   14  O4  UNL     1      -5.203  -1.930   0.752  1.00  0.00           O  
HETATM   15  H1  UNL     1       5.448  -0.908   0.968  1.00  0.00           H  
HETATM   16  H2  UNL     1       3.999   0.992   0.196  1.00  0.00           H  
HETATM   17  H3  UNL     1       3.244   0.825  -1.440  1.00  0.00           H  
HETATM   18  H4  UNL     1       3.088  -1.283   0.801  1.00  0.00           H  
HETATM   19  H5  UNL     1       2.413  -1.489  -0.823  1.00  0.00           H  
HETATM   20  H6  UNL     1       0.716  -0.793   0.832  1.00  0.00           H  
HETATM   21  H7  UNL     1       1.636   0.727   1.131  1.00  0.00           H  
HETATM   22  H8  UNL     1       1.391   1.280  -1.409  1.00  0.00           H  
HETATM   23  H9  UNL     1       0.456  -0.208  -1.560  1.00  0.00           H  
HETATM   24  H10 UNL     1      -0.310   2.109   0.261  1.00  0.00           H  
HETATM   25  H11 UNL     1      -0.963   1.817  -1.359  1.00  0.00           H  
HETATM   26  H12 UNL     1      -1.139  -0.197   0.982  1.00  0.00           H  
HETATM   27  H13 UNL     1      -1.797  -0.449  -0.676  1.00  0.00           H  
HETATM   28  H14 UNL     1      -3.231   1.609  -0.391  1.00  0.00           H  
HETATM   29  H15 UNL     1      -2.599   1.755   1.258  1.00  0.00           H  
HETATM   30  H16 UNL     1      -4.802   0.710   1.230  1.00  0.00           H  
HETATM   31  H17 UNL     1      -3.530  -0.242   2.047  1.00  0.00           H  
HETATM   32  H18 UNL     1      -6.045  -1.627   1.209  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   15
CONECT    4    5   16   17
CONECT    5    6   18   19
CONECT    6    7   20   21
CONECT    7    8   22   23
CONECT    8    9   24   25
CONECT    9   10   26   27
CONECT   10   11   28   29
CONECT   11   12   30   31
CONECT   12   13   13   14
CONECT   14   32
END

HMDB0000792
     RDKit          3D
Sebacic acid
 32 31  0  0  0  0  0  0  0  0999 V2000
    5.1955   -0.5268   -2.1949 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.9214   -0.4396   -0.9907 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7105   -0.9664   -0.0034 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.6631    0.2779   -0.5948 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6649   -0.7144   -0.0671 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3902   -0.0331    0.3420 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7458    0.6116   -0.8396 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5650    1.3082   -0.4653 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5593    0.3298    0.1017 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8675    1.0125    0.4489 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8746    0.0870    1.0330 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2845   -1.0359    0.1902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9131   -1.2930   -0.9694 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2032   -1.9298    0.7520 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4477   -0.9082    0.9679 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9988    0.9923    0.1958 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2439    0.8253   -1.4397 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0882   -1.2834    0.8012 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4130   -1.4894   -0.8230 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7162   -0.7929    0.8322 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6361    0.7266    1.1306 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3907    1.2799   -1.4088 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4561   -0.2076   -1.5595 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3098    2.1085    0.2609 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9628    1.8167   -1.3589 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1388   -0.1967    0.9816 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7972   -0.4493   -0.6760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2306    1.6086   -0.3913 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5991    1.7554    1.2581 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8023    0.7103    1.2297 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5297   -0.2419    2.0473 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0448   -1.6272    1.2091 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  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
 11 12  1  0
 12 13  2  0
 12 14  1  0
  3 15  1  0
  4 16  1  0
  4 17  1  0
  5 18  1  0
  5 19  1  0
  6 20  1  0
  6 21  1  0
  7 22  1  0
  7 23  1  0
  8 24  1  0
  8 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 11 30  1  0
 11 31  1  0
 14 32  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
1,10-Decanedioic acid	ChEBI
1,8-Dicarboxyoctane	ChEBI
Decanedioic acid	ChEBI
Sebacinsaeure	ChEBI
1,10-Decanedioate	Generator
Decanedioate	Generator
Sebacate	Generator
1,8-Octanedicarboxylate	HMDB
1,8-Octanedicarboxylic acid	HMDB
4,7-Dioxosebacic acid	HMDB
4-Oxodecanedioate	HMDB
4-Oxodecanedioic acid	HMDB
Acide sebacique	HMDB
Decanedicarboxylic acid	HMDB
Dicarboxylic acid C10	HMDB
Ipomic acid	HMDB
N-Decanedioate	HMDB
N-Decanedioic acid	HMDB
Sebacic acids	HMDB
Sebacinsaure	HMDB
Seracic acid	HMDB
Sebacic acid, aluminum salt	HMDB
Sebacic acid, monocadmium salt	HMDB
Sebacic acid, sodium salt	HMDB

Chemical Formula

C₁₀H₁₈O₄

Average Molecular Weight

202.2475

Monoisotopic Molecular Weight

202.120509064

IUPAC Name

decanedioic acid

Traditional Name

sebacic acid

CAS Registry Number

111-20-6

SMILES

OC(=O)CCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C10H18O4/c11-9(12)7-5-3-1-2-4-6-8-10(13)14/h1-8H2,(H,11,12)(H,13,14)

InChI Key

CXMXRPHRNRROMY-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents

Medium-chain fatty acid
Dicarboxylic acid or derivatives
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

alpha,omega-dicarboxylic acid (CHEBI:41865 )
Dicarboxylic acids (C08277 )
Dicarboxylic acids (LMFA01170006 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 2308028)

Cellular substructure

Organelle

Adiposome (HMDB: HMDB0000792)

Excreta

Biofluid or Excreta

Urine (PMID: 12706375)
Feces (PMID: 19573517)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0000792)

Source

Exogenous

Exogenous (HMDB: HMDB0000792)

Food

Food (HMDB: HMDB0000792)

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)

Pulse

Bean

Mung bean (FooDB: FOOD00200)

Soy

Soy bean (FooDB: FOOD00085)

Synthetic

Personal care products

Personal care products (HMDB: HMDB0000792)

Endogenous

Endogenous (HMDB: HMDB0000792)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid Peroxidation (HMDB: HMDB0000792)

Biochemical pathway

Metabolic pathway

Fatty Acid Metabolism (HMDB: HMDB0000792)

Lipid metabolism pathway (HMDB: HMDB0000792)

Biochemical process

Lipid transport (HMDB: HMDB0000792)

Role

Industrial application

Personal care product

Personal care product (HMDB: HMDB0000792)

Pharmaceutical industry

Pharmaceutical (HMDB: HMDB0000792)

Biomarker

Medium Chain Acyl Co A Dehydrogenase Deficiency (MarkerDB: MDB00000254)
Carnitine-acylcarnitine translocase deficiency (MarkerDB: MDB00000254)

Biological role

Energy source (HMDB: HMDB0000792)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	130.8 °C	Not Available
Boiling Point	364.00 to 365.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	1 mg/mL	Not Available
LogP	1.706 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M-H]-	MetCCS_train_neg	141.896	30932474
[M-H]-	Not Available	143.6	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000215

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.91 g/L	ALOGPS
logP	1.93	ALOGPS
logP	2.27	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Acidic)	4.72	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	9	ChemAxon
Refractivity	51.14 m³·mol⁻¹	ChemAxon
Polarizability	22.61 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]+	149.395	31661259
DarkChem	[M-H]-	145.434	31661259
AllCCS	[M+H]+	146.477	32859911
AllCCS	[M-H]-	148.447	32859911
DeepCCS	[M+H]+	145.888	30932474
DeepCCS	[M-H]-	142.061	30932474
DeepCCS	[M-2H]-	179.207	30932474
DeepCCS	[M+Na]+	154.872	30932474
AllCCS	[M+H]+	146.5	32859911
AllCCS	[M+H-H2O]+	142.9	32859911
AllCCS	[M+NH4]+	149.8	32859911
AllCCS	[M+Na]+	150.8	32859911
AllCCS	[M-H]-	148.4	32859911
AllCCS	[M+Na-2H]-	149.6	32859911
AllCCS	[M+HCOO]-	150.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Sebacic acid	OC(=O)CCCCCCCCC(O)=O	2685.7	Standard polar	33892256
Sebacic acid	OC(=O)CCCCCCCCC(O)=O	1579.5	Standard non polar	33892256
Sebacic acid	OC(=O)CCCCCCCCC(O)=O	1772.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Sebacic acid,1TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCCCCCC(=O)O	1813.8	Semi standard non polar	33892256
Sebacic acid,2TMS,isomer #1	C[Si](C)(C)OC(=O)CCCCCCCCC(=O)O[Si](C)(C)C	1909.9	Semi standard non polar	33892256
Sebacic acid,1TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCCCC(=O)O	2060.3	Semi standard non polar	33892256
Sebacic acid,2TBDMS,isomer #1	CC(C)(C)[Si](C)(C)OC(=O)CCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2389.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - Sebacic acid GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (2 TMS)	splash10-00mk-2910000000-944d83241331f8be19a6	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Sebacic acid GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (Non-derivatized)	splash10-00mk-1910000000-2e3fc1189a96874a25c9	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Sebacic acid GC-EI-TOF (Pegasus III TOF-MS system, Leco; GC 6890, Agilent Technologies) (2 TMS)	splash10-00fr-9400000000-d288a779699c505fde08	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Sebacic acid GC-MS (2 TMS)	splash10-00pj-3910000000-87feed2c593dbff7fae8	2014-06-16	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Sebacic acid GC-EI-TOF (Non-derivatized)	splash10-00mk-2910000000-944d83241331f8be19a6	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Sebacic acid GC-EI-TOF (Non-derivatized)	splash10-00mk-1910000000-2e3fc1189a96874a25c9	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Sebacic acid GC-EI-TOF (Non-derivatized)	splash10-00fr-9400000000-d288a779699c505fde08	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - Sebacic acid GC-MS (Non-derivatized)	splash10-00pj-3910000000-87feed2c593dbff7fae8	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sebacic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9600000000-0d93a938bd873800d5e0	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sebacic acid GC-MS (2 TMS) - 70eV, Positive	splash10-00g0-9750000000-c51f62deffa53727f438	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sebacic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sebacic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sebacic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Sebacic acid GC-MS (TBDMS_2_1) - 70eV, Positive	Not Available	2021-11-05	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0532-9200000000-34e843efdffcce316afd	2014-09-20	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sebacic acid Quattro_QQQ 10V, Negative-QTOF (Annotated)	splash10-0udi-0290000000-cd204cf662cb75a52f8c	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sebacic acid Quattro_QQQ 25V, Negative-QTOF (Annotated)	splash10-0540-5910000000-d9df3022a95972158b37	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sebacic acid Quattro_QQQ 40V, Negative-QTOF (Annotated)	splash10-0ue9-9660000000-49a78126c0d15f6e3eb7	2012-07-24	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sebacic acid LC-ESI-QQ (API3000, Applied Biosystems) 10V, Negative-QTOF	splash10-0udi-0090000000-841b953970b4cd52f8be	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sebacic acid LC-ESI-QQ (API3000, Applied Biosystems) 20V, Negative-QTOF	splash10-0uei-0950000000-001fe11fe26a2d644897	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sebacic acid LC-ESI-QQ (API3000, Applied Biosystems) 30V, Negative-QTOF	splash10-000i-0900000000-83a69e4c3ab60df51781	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sebacic acid LC-ESI-QQ (API3000, Applied Biosystems) 40V, Negative-QTOF	splash10-08i9-7900000000-951787b9bed084d77a6b	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sebacic acid LC-ESI-QQ (API3000, Applied Biosystems) 50V, Negative-QTOF	splash10-057i-9000000000-83b9d67dcdf5f385ab57	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sebacic acid LC-ESI-QTOF (UPLC Q-Tof Premier, Waters) , Negative-QTOF	splash10-0f80-0950000000-7fec916790f882e8630a	2012-08-31	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sebacic acid LC-ESI-QQ , negative-QTOF	splash10-0udi-0090000000-841b953970b4cd52f8be	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sebacic acid LC-ESI-QQ , negative-QTOF	splash10-0uei-0950000000-001fe11fe26a2d644897	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sebacic acid LC-ESI-QQ , negative-QTOF	splash10-000i-0900000000-83a69e4c3ab60df51781	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sebacic acid LC-ESI-QQ , negative-QTOF	splash10-08i9-7900000000-951787b9bed084d77a6b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sebacic acid LC-ESI-QQ , negative-QTOF	splash10-057i-9000000000-83b9d67dcdf5f385ab57	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sebacic acid LC-ESI-IT , negative-QTOF	splash10-0019-0900000000-e9711749ce4f183c8c63	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sebacic acid LC-ESI-QTOF , negative-QTOF	splash10-0f80-0950000000-e264d8b786405e562fd4	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sebacic acid , positive-QTOF	splash10-007d-8900000000-fb7880caeb9e996f8bba	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sebacic acid 15V, Negative-QTOF	splash10-0uei-0960000000-b0edb62684a8bf743208	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Sebacic acid 30V, Negative-QTOF	splash10-0f80-0930000000-e6d1038fa517b1259227	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sebacic acid 10V, Positive-QTOF	splash10-0udr-0970000000-b21ac000bbddcd19753b	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sebacic acid 20V, Positive-QTOF	splash10-0k9l-2910000000-aad49769e8652ff2ea40	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sebacic acid 40V, Positive-QTOF	splash10-06rw-9200000000-bab98f63e58992b52316	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sebacic acid 10V, Negative-QTOF	splash10-0udi-0290000000-f600fa6f22d1c40d97d5	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sebacic acid 20V, Negative-QTOF	splash10-0zfr-2790000000-3f24f2c725d420658a66	2017-07-26	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Sebacic acid 40V, Negative-QTOF	splash10-0a4i-9300000000-1aa6408615ab7e415691	2017-07-26	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	2012-12-04	Wishart Lab	View Spectrum
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CD₃OD, experimental)	2012-12-05	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-03	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-03	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Membrane (predicted from logP)

Biospecimen Locations

Blood
Feces
Urine

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Blood	Detected and Quantified	0.091(0.072-0.11) uM	Infant (0-1 year old)	Not Specified	Normal	2308028	details
Blood	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	32966057	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25670064	details
Feces	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	20669995	details
Feces	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	19573517	details
Feces	Detected and Quantified	11.0755 +/- 10.235 nmol/g wet feces	Not Specified	Not Specified	Normal	19573517	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	29808030	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	27543620	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	25037050	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	9439441	details
Urine	Detected and Quantified	0 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	2380628	details
Urine	Detected and Quantified	0 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	2380628	details
Urine	Detected and Quantified	<8 umol/mmol creatinine	Not Specified	Not Specified	Normal	29030856	details
Urine	Detected and Quantified	0 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	2380628	details
Urine	Detected and Quantified	3.565 +/- 3.385 umol/mmol creatinine	Adult (>18 years old)	Both	Not Available	9439441	details
Urine	Detected and Quantified	1-4 umol/mmol creatinine	Children (1 - 13 years old)	Both	Normal	6616873	details
Urine	Detected and Quantified	1.118 +/- 2.795 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	2380628	details
Urine	Detected and Quantified	4.472 +/- 3.913 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	2380628	details
Urine	Detected and Quantified	9.503 +/- 12.857 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	2380628	details
Urine	Detected and Quantified	0.60 +/- 0.78 umol/mmol creatinine	Infant (0-1 year old)	Both	Normal	2026685	details
Urine	Detected and Quantified	9.5 +/- 12.8 umol/mmol creatinine	Children (1-13 years old)	Both	Normal	2380628	details
Urine	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	21389975	details
Urine	Detected and Quantified	4.493 +/- 2.271 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Normal	Analysis of 30 no...	details
Urine	Detected and Quantified	0-0.8 umol/mmol creatinine	Infant (0-1 year old)	Male	Normal	31963255	details
Urine	Detected and Quantified	0-1.0 umol/mmol creatinine	Infant (0-1 year old)	Male	Normal	31963255	details
Urine	Detected and Quantified	0-1.8 umol/mmol creatinine	Infant (0-1 year old)	Female	Normal	31963255	details
Urine	Detected and Quantified	<9.83 umol/mmol creatinine	Children (1 - 18 years old)	Both	Normal	BC Children's Hos...	details
Urine	Detected and Quantified	2.0 - 5.0 umol/mmol creatinine	Adult (>18 years old)	Not Specified	Normal	12706375	details
Urine	Detected and Quantified	1.9 umol/mmol creatinine	Adult (>18 years old)	Both	Normal	24023812	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected and Quantified	0.70-3.7 uM	Infant (0-1 year old)	Female	3-Hydroxydicarboxylic aciduria	2308028	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Iron deficiency	26848182	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Ulcerative colitis	26848182	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal cancer	25037050	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27015276	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Colorectal Cancer	27275383	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Ulcerative colitis	28842642	details
Urine	Detected and Quantified	94 umol/mmol creatinine	Newborn (0-30 days old)	Not Specified	Carnitine-acylcarnitine translocase deficiency	1598097	details
Urine	Detected and Quantified	57-266 umol/mmol creatinine	Newborn (0-30 days old)	Both	Carnitine-acylcarnitine translocase deficiency	7472823	details
Urine	Detected and Quantified	1 umol/mmol creatinine	Infant (0-1 year old)	Male	3-Hydroxy-3-Methylglutaryl-CoA Synthase Deficiency	29030856	details
Urine	Detected and Quantified	0 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Medium Chain Acyl-CoA Dehydrogenase Deficiency	2380628	details
Urine	Detected and Quantified	0 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Medium Chain Acyl-CoA Dehydrogenase Deficiency	2380628	details
Urine	Detected and Quantified	50.312 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Medium Chain Acyl-CoA Dehydrogenase Deficiency	2380628	details
Urine	Detected and Quantified	275.596 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Medium Chain Acyl-CoA Dehydrogenase Deficiency	2380628	details
Urine	Detected and Quantified	527.713 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Medium Chain Acyl-CoA Dehydrogenase Deficiency	2380628	details
Urine	Detected and Quantified	3-112 umol/mmol creatinine	Children (1 - 13 years old)	Both	Medium Chain Acyl-CoA Dehydrogenase Deficiency	6616873	details
Urine	Detected and Quantified	1.0 (0.0-2.0) umol/mmol creatinine	Adult (>18 years old)	Both	Carnitine-acylcarnitine translocase deficiency	MetaGene: Metabol...	details
Urine	Detected and Quantified	161.5 (57.0-266.0) umol/mmol creatinine	Children (1-13 years old)	Both	Carnitine-Acylcarnitine translocase deficiency	MetaGene: Metabol...	details
Urine	Detected and Quantified	9.263 +/- 8.411 umol/mmol creatinine	Children (1 - 13 years old)	Not Specified	Eosinophilic esophagitis	Analysis of 30 no...	details

Associated Disorders and Diseases

Disease References

3-Hydroxydicarboxylic aciduria
Hagenfeldt L, von Dobeln U, Holme E, Alm J, Brandberg G, Enocksson E, Lindeberg L: 3-Hydroxydicarboxylic aciduria--a fatty acid oxidation defect with severe prognosis. J Pediatr. 1990 Mar;116(3):387-92. [PubMed:2308028 ]
Iron deficiency
Lee T, Clavel T, Smirnov K, Schmidt A, Lagkouvardos I, Walker A, Lucio M, Michalke B, Schmitt-Kopplin P, Fedorak R, Haller D: Oral versus intravenous iron replacement therapy distinctly alters the gut microbiota and metabolome in patients with IBD. Gut. 2017 May;66(5):863-871. doi: 10.1136/gutjnl-2015-309940. Epub 2016 Feb 4. [PubMed:26848182 ]
Ulcerative colitis
Lee T, Clavel T, Smirnov K, Schmidt A, Lagkouvardos I, Walker A, Lucio M, Michalke B, Schmitt-Kopplin P, Fedorak R, Haller D: Oral versus intravenous iron replacement therapy distinctly alters the gut microbiota and metabolome in patients with IBD. Gut. 2017 May;66(5):863-871. doi: 10.1136/gutjnl-2015-309940. Epub 2016 Feb 4. [PubMed:26848182 ] Azario I, Pievani A, Del Priore F, Antolini L, Santi L, Corsi A, Cardinale L, Sawamoto K, Kubaski F, Gentner B, Bernardo ME, Valsecchi MG, Riminucci M, Tomatsu S, Aiuti A, Biondi A, Serafini M: Neonatal umbilical cord blood transplantation halts skeletal disease progression in the murine model of MPS-I. Sci Rep. 2017 Aug 25;7(1):9473. doi: 10.1038/s41598-017-09958-9. [PubMed:28842642 ]
Colorectal cancer
Sinha R, Ahn J, Sampson JN, Shi J, Yu G, Xiong X, Hayes RB, Goedert JJ: Fecal Microbiota, Fecal Metabolome, and Colorectal Cancer Interrelations. PLoS One. 2016 Mar 25;11(3):e0152126. doi: 10.1371/journal.pone.0152126. eCollection 2016. [PubMed:27015276 ] Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ] Goedert JJ, Sampson JN, Moore SC, Xiao Q, Xiong X, Hayes RB, Ahn J, Shi J, Sinha R: Fecal metabolomics: assay performance and association with colorectal cancer. Carcinogenesis. 2014 Sep;35(9):2089-96. doi: 10.1093/carcin/bgu131. Epub 2014 Jul 18. [PubMed:25037050 ]
Carnitine-acylcarnitine translocase deficiency
Stanley CA, Hale DE, Berry GT, Deleeuw S, Boxer J, Bonnefont JP: Brief report: a deficiency of carnitine-acylcarnitine translocase in the inner mitochondrial membrane. N Engl J Med. 1992 Jul 2;327(1):19-23. [PubMed:1598097 ] Ogier de Baulny H, Slama A, Touati G, Turnbull DM, Pourfarzam M, Brivet M: Neonatal hyperammonemia caused by a defect of carnitine-acylcarnitine translocase. J Pediatr. 1995 Nov;127(5):723-8. [PubMed:7472823 ] G.Frauendienst-Egger, Friedrich K. Trefz (2017). MetaGene: Metabolic & Genetic Information Center (MIC: http://www.metagene.de). METAGENE consortium.
Eosinophilic esophagitis
Slae, M., Huynh, H., Wishart, D.S. (2014). Analysis of 30 normal pediatric urine samples via NMR spectroscopy (unpublished work). NA.
Medium Chain Acyl-CoA Dehydrogenase Deficiency
Tserng KY, Jin SJ, Kerr DS, Hoppel CL: Abnormal urinary excretion of unsaturated dicarboxylic acids in patients with medium-chain acyl-CoA dehydrogenase deficiency. J Lipid Res. 1990 May;31(5):763-71. [PubMed:2380628 ] Gregersen N, Kolvraa S, Rasmussen K, Mortensen PB, Divry P, David M, Hobolth N: General (medium-chain) acyl-CoA dehydrogenase deficiency (non-ketotic dicarboxylic aciduria): quantitative urinary excretion pattern of 23 biologically significant organic acids in three cases. Clin Chim Acta. 1983 Aug 15;132(2):181-91. [PubMed:6616873 ]
3-Hydroxy-3-Methylglutaryl-CoA Synthase Deficiency
Conboy E, Vairo F, Schultz M, Agre K, Ridsdale R, Deyle D, Oglesbee D, Gavrilov D, Klee EW, Lanpher B: Mitochondrial 3-Hydroxy-3-Methylglutaryl-CoA Synthase Deficiency: Unique Presenting Laboratory Values and a Review of Biochemical and Clinical Features. JIMD Rep. 2017 Oct 14. doi: 10.1007/8904_2017_59. [PubMed:29030856 ]

Associated OMIM IDs

114500 (Colorectal cancer)
212138 (Carnitine-acylcarnitine translocase deficiency)
610247 (Eosinophilic esophagitis)
201450 (Medium Chain Acyl-CoA Dehydrogenase Deficiency)
605911 (3-Hydroxy-3-Methylglutaryl-CoA Synthase Deficiency)

External Links

DrugBank ID

DB07645

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

BiGG ID

Not Available

Wikipedia Link

Sebacic_acid

METLIN ID

4240

PubChem Compound

5192

PDB ID

Not Available

ChEBI ID

41865

Food Biomarker Ontology

Not Available

VMH ID

SEBACID

MarkerDB ID

MDB00000254

Good Scents ID

rw1281881

References

Synthesis Reference

Li, Aimin; Jiang, Zhenmao; Cai, Jianguo; Zhang, Xiao; Shi, Hongyan; Zhou, Jiayan; Zhang, Quanxing; Long, Chao; Liu, Fuqiang; Chen, Jinlong. Environmental friendly method for producing sebacic acid using anion exchangers and polymer adsorbents. Faming Zhuanli Shenqing Gongkai Shuomingshu (2005), 5 pp.

Material Safety Data Sheet (MSDS)

Not Available

General References

Shoemaker JD, Elliott WH: Automated screening of urine samples for carbohydrates, organic and amino acids after treatment with urease. J Chromatogr. 1991 Jan 2;562(1-2):125-38. [PubMed:2026685 ]
Jakobs C, Sweetman L, Wadman SK, Duran M, Saudubray JM, Nyhan WL: Prenatal diagnosis of glutaric aciduria type II by direct chemical analysis of dicarboxylic acids in amniotic fluid. Eur J Pediatr. 1984 Jan;141(3):153-7. [PubMed:6698061 ]
Fleming AB, Saltzman WM: Pharmacokinetics of the carmustine implant. Clin Pharmacokinet. 2002;41(6):403-19. [PubMed:12074689 ]
Gregersen N, Kolvraa S, Mortensen PB, Rasmussen K: C6-C10-dicarboxylic aciduria: biochemical considerations in relation to diagnosis of beta-oxidation defects. Scand J Clin Lab Invest Suppl. 1982;161:15-27. [PubMed:6959231 ]
Bertuzzi A, Finotti E, Mingrone G, Greco AV: Sebacic acid binding to human plasma albumin. Biochem Pharmacol. 1993 Feb 9;45(3):697-702. [PubMed:8442769 ]
Capristo E, Mingrone G, De Gaetano A, Addolorato G, Greco AV, Gasbarrini G: A new HPLC method for the direct analysis of triglycerides of dicarboxylic acids in biological samples. Clin Chim Acta. 1999 Nov;289(1-2):11-21. [PubMed:10556649 ]
Mingrone G, Tacchino RM, Castagneto M, Finotti E, Greco AV: Use of even-numbered carbon atom dicarboxylic salts in parenteral nutrition as fuel substrate. JPEN J Parenter Enteral Nutr. 1992 Jan-Feb;16(1):32-8. [PubMed:1738216 ]
Curcoy A, Olsen RK, Ribes A, Trenchs V, Vilaseca MA, Campistol J, Osorio JH, Andresen BS, Gregersen N: Late-onset form of beta-electron transfer flavoprotein deficiency. Mol Genet Metab. 2003 Apr;78(4):247-9. [PubMed:12706375 ]

Showing metabocard for Sebacic acid (HMDB0000792)

MOL for HMDB0000792 (Sebacic acid)

3D MOL for HMDB0000792 (Sebacic acid)

3D SDF for HMDB0000792 (Sebacic acid)

3D-SDF for HMDB0000792 (Sebacic acid)

PDB for HMDB0000792 (Sebacic acid)

3D PDB for HMDB0000792 (Sebacic acid)

SMILES for HMDB0000792 (Sebacic acid)

INCHI for HMDB0000792 (Sebacic acid)

Structure for HMDB0000792 (Sebacic acid)

3D Structure for HMDB0000792 (Sebacic acid)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra