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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

2008-10-15 12:12:16 UTC

Update Date

2022-03-07 02:51:02 UTC

HMDB ID

HMDB0010727

Secondary Accession Numbers

HMDB10727

Metabolite Identification

Common Name

3-Oxododecanoic acid

Description

3-Oxododecanoic acid, also known as 3-oxododecanoate, belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain. In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. 3-Oxododecanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 3-Oxododecanoic acid exists in all eukaryotes, ranging from yeast to humans. Within humans, 3-oxododecanoic acid participates in a number of enzymatic reactions. In particular, 3-oxododecanoic acid can be biosynthesized from capric acid and malonic acid through its interaction with the enzyme fatty acid synthase. Beta ketoacyl synthase domain. In addition, 3-oxododecanoic acid can be converted into (R)-3-hydroxydodecanoic acid; which is catalyzed by the enzyme fatty acid synthase. Beta ketoacyl synthase domain. In humans, 3-oxododecanoic acid is involved in fatty acid biosynthesis. 3-Oxo-Dodecanoic acid is an intermediate in fatty acid biosynthesis. Specifically, 3-Oxo-Dodecanoic acid is converted form Malonic acid via three enzymes; 3-oxoacyl- synthase, fatty-acid Synthase and beta-ketoacyl -acyl-carrier-protein synthase II.

Structure

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

HMDB0010727
     RDKit          3D
3-Oxododecanoic acid
 37 36  0  0  0  0  0  0  0  0999 V2000
    5.6808   -0.7893    0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4894    0.1234    0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3132   -0.7487   -0.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0515    0.0468   -0.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6298    0.8222    0.8810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3751    1.5909    0.6103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7831    0.6723    0.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9536    1.5800   -0.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1957    0.8678   -0.3960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7123   -0.0977    0.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2108   -0.3005    1.6465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9382   -0.8662    0.2107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5000   -2.2242   -0.1927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7907   -2.8835    0.6203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8455   -2.7734   -1.4252 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5776   -0.4194   -0.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9010   -0.8134    1.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4893   -1.8222    0.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7535    0.8289   -0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3283    0.7448    1.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1657   -1.5195    0.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5660   -1.2298   -1.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2011    0.6984   -1.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585   -0.7079   -0.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4311    1.5515    1.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4664    0.1494    1.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0314    2.0849    1.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4681    2.3383   -0.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5614    0.1608   -0.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9803   -0.0812    1.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0955    2.2660    0.8447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6692    2.2322   -0.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9991    1.6587   -0.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0586    0.4241   -1.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4436   -0.3971   -0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6249   -0.9434    1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8154   -2.2241   -2.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  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  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 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
  8 32  1  0
  9 33  1  0
  9 34  1  0
 12 35  1  0
 12 36  1  0
 15 37  1  0
M  END


  Mrv0541 02241201182D          

 15 14  0  0  0  0            999 V2000
    9.2913   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0057   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7202   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4347   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1491   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.8636   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5781   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.2926   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0071   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7215   -6.7547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0071   -5.5172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.5768   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.8623   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1478   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.5781   -5.5172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  1  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
 11  9  1  0  0  0  0
  1 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
  7 15  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0010727

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCC(=O)CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C12H22O3/c1-2-3-4-5-6-7-8-9-11(13)10-12(14)15/h2-10H2,1H3,(H,14,15)

> <INCHI_KEY>
DZHSPYMHDVROSM-UHFFFAOYSA-N

> <FORMULA>
C12H22O3

> <MOLECULAR_WEIGHT>
214.3013

> <EXACT_MASS>
214.15689457

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
25.39697261637405

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-oxododecanoic acid

> <ALOGPS_LOGP>
3.63

> <JCHEM_LOGP>
3.8110247563333335

> <ALOGPS_LOGS>
-3.71

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.053950588383103

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.442108390075651

> <JCHEM_PKA_STRONGEST_BASIC>
-7.537532992598466

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
59.3728

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.20e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-oxododecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0010727
     RDKit          3D
3-Oxododecanoic acid
 37 36  0  0  0  0  0  0  0  0999 V2000
    5.6808   -0.7893    0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4894    0.1234    0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3132   -0.7487   -0.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0515    0.0468   -0.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6298    0.8222    0.8810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3751    1.5909    0.6103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7831    0.6723    0.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9536    1.5800   -0.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1957    0.8678   -0.3960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7123   -0.0977    0.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2108   -0.3005    1.6465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9382   -0.8662    0.2107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5000   -2.2242   -0.1927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7907   -2.8835    0.6203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8455   -2.7734   -1.4252 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5776   -0.4194   -0.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9010   -0.8134    1.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4893   -1.8222    0.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7535    0.8289   -0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3283    0.7448    1.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1657   -1.5195    0.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5660   -1.2298   -1.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2011    0.6984   -1.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585   -0.7079   -0.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4311    1.5515    1.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4664    0.1494    1.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0314    2.0849    1.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4681    2.3383   -0.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5614    0.1608   -0.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9803   -0.0812    1.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0955    2.2660    0.8447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6692    2.2322   -0.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9991    1.6587   -0.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0586    0.4241   -1.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4436   -0.3971   -0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6249   -0.9434    1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8154   -2.2241   -2.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  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  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 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
  8 32  1  0
  9 33  1  0
  9 34  1  0
 12 35  1  0
 12 36  1  0
 15 37  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      17.344 -11.839   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.677 -12.609   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.011 -11.839   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.345 -12.609   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.678 -11.839   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      24.012 -12.609   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.346 -11.839   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.680 -12.609   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      28.013 -11.839   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      29.347 -12.609   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      28.013 -10.299   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      16.010 -12.609   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.676 -11.839   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.343 -12.609   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      25.346 -10.299   0.000  0.00  0.00           O+0
CONECT    1    2   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   15                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    1   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13                                                            
CONECT   15    7                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0010727
HETATM    1  C1  UNL     1       5.681  -0.789   0.457  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.489   0.123   0.259  1.00  0.00           C  
HETATM    3  C3  UNL     1       3.313  -0.749  -0.104  1.00  0.00           C  
HETATM    4  C4  UNL     1       2.052   0.047  -0.326  1.00  0.00           C  
HETATM    5  C5  UNL     1       1.630   0.822   0.881  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.375   1.591   0.610  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.783   0.672   0.225  1.00  0.00           C  
HETATM    8  C8  UNL     1      -1.954   1.580  -0.007  1.00  0.00           C  
HETATM    9  C9  UNL     1      -3.196   0.868  -0.396  1.00  0.00           C  
HETATM   10  C10 UNL     1      -3.712  -0.098   0.579  1.00  0.00           C  
HETATM   11  O1  UNL     1      -3.211  -0.300   1.646  1.00  0.00           O  
HETATM   12  C11 UNL     1      -4.938  -0.866   0.211  1.00  0.00           C  
HETATM   13  C12 UNL     1      -4.500  -2.224  -0.193  1.00  0.00           C  
HETATM   14  O2  UNL     1      -3.791  -2.884   0.620  1.00  0.00           O  
HETATM   15  O3  UNL     1      -4.845  -2.773  -1.425  1.00  0.00           O  
HETATM   16  H1  UNL     1       6.578  -0.419  -0.095  1.00  0.00           H  
HETATM   17  H2  UNL     1       5.901  -0.813   1.538  1.00  0.00           H  
HETATM   18  H3  UNL     1       5.489  -1.822   0.101  1.00  0.00           H  
HETATM   19  H4  UNL     1       4.753   0.829  -0.566  1.00  0.00           H  
HETATM   20  H5  UNL     1       4.328   0.745   1.147  1.00  0.00           H  
HETATM   21  H6  UNL     1       3.166  -1.520   0.685  1.00  0.00           H  
HETATM   22  H7  UNL     1       3.566  -1.230  -1.074  1.00  0.00           H  
HETATM   23  H8  UNL     1       2.201   0.698  -1.185  1.00  0.00           H  
HETATM   24  H9  UNL     1       1.258  -0.708  -0.538  1.00  0.00           H  
HETATM   25  H10 UNL     1       2.431   1.551   1.097  1.00  0.00           H  
HETATM   26  H11 UNL     1       1.466   0.149   1.736  1.00  0.00           H  
HETATM   27  H12 UNL     1       0.031   2.085   1.564  1.00  0.00           H  
HETATM   28  H13 UNL     1       0.468   2.338  -0.188  1.00  0.00           H  
HETATM   29  H14 UNL     1      -0.561   0.161  -0.750  1.00  0.00           H  
HETATM   30  H15 UNL     1      -0.980  -0.081   1.004  1.00  0.00           H  
HETATM   31  H16 UNL     1      -2.095   2.266   0.845  1.00  0.00           H  
HETATM   32  H17 UNL     1      -1.669   2.232  -0.874  1.00  0.00           H  
HETATM   33  H18 UNL     1      -3.999   1.659  -0.534  1.00  0.00           H  
HETATM   34  H19 UNL     1      -3.059   0.424  -1.412  1.00  0.00           H  
HETATM   35  H20 UNL     1      -5.444  -0.397  -0.648  1.00  0.00           H  
HETATM   36  H21 UNL     1      -5.625  -0.943   1.090  1.00  0.00           H  
HETATM   37  H22 UNL     1      -4.815  -2.224  -2.299  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19   20
CONECT    3    4   21   22
CONECT    4    5   23   24
CONECT    5    6   25   26
CONECT    6    7   27   28
CONECT    7    8   29   30
CONECT    8    9   31   32
CONECT    9   10   33   34
CONECT   10   11   11   12
CONECT   12   13   35   36
CONECT   13   14   14   15
CONECT   15   37
END

HMDB0010727
     RDKit          3D
3-Oxododecanoic acid
 37 36  0  0  0  0  0  0  0  0999 V2000
    5.6808   -0.7893    0.4570 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4894    0.1234    0.2590 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3132   -0.7487   -0.1036 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0515    0.0468   -0.3257 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6298    0.8222    0.8810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3751    1.5909    0.6103 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7831    0.6723    0.2247 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9536    1.5800   -0.0073 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1957    0.8678   -0.3960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7123   -0.0977    0.5794 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2108   -0.3005    1.6465 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9382   -0.8662    0.2107 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5000   -2.2242   -0.1927 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7907   -2.8835    0.6203 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8455   -2.7734   -1.4252 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5776   -0.4194   -0.0955 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.9010   -0.8134    1.5377 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4893   -1.8222    0.1014 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7535    0.8289   -0.5655 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3283    0.7448    1.1470 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1657   -1.5195    0.6849 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5660   -1.2298   -1.0744 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2011    0.6984   -1.1847 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2585   -0.7079   -0.5381 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4311    1.5515    1.0972 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4664    0.1494    1.7359 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0314    2.0849    1.5642 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4681    2.3383   -0.1877 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5614    0.1608   -0.7501 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9803   -0.0812    1.0035 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0955    2.2660    0.8447 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6692    2.2322   -0.8740 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9991    1.6587   -0.5345 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0586    0.4241   -1.4119 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4436   -0.3971   -0.6482 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6249   -0.9434    1.0901 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8154   -2.2241   -2.2990 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  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  2  0
 10 12  1  0
 12 13  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 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
  8 32  1  0
  9 33  1  0
  9 34  1  0
 12 35  1  0
 12 36  1  0
 15 37  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
3-Oxododecanoate	Kegg
3-oxo-Dodecanoate	HMDB
3-oxo-Dodecanoic acid	HMDB

Chemical Formula

C₁₂H₂₂O₃

Average Molecular Weight

214.3013

Monoisotopic Molecular Weight

214.15689457

IUPAC Name

3-oxododecanoic acid

Traditional Name

3-oxododecanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCC(=O)CC(O)=O

InChI Identifier

InChI=1S/C12H22O3/c1-2-3-4-5-6-7-8-9-11(13)10-12(14)15/h2-10H2,1H3,(H,14,15)

InChI Key

DZHSPYMHDVROSM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as medium-chain keto acids and derivatives. These are keto acids with a 6 to 12 carbon atoms long side chain.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Keto acids and derivatives

Sub Class

Medium-chain keto acids and derivatives

Direct Parent

Medium-chain keto acids and derivatives

Alternative Parents

Substituents

Medium-chain keto acid
Beta-keto acid
1,3-dicarbonyl compound
Beta-hydroxy ketone
Ketone
Monocarboxylic 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

3-oxo monocarboxylic acid (CHEBI:18037 )
Oxo fatty acids (C02367 )
Oxo fatty acids (LMFA01060091 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Source

Endogenous

Endogenous (HMDB: HMDB0010727)

Exogenous

Food

Food (HMDB: HMDB0010727)

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)

Exogenous (HMDB: HMDB0010727)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0010727)

Biochemical pathway

Metabolic pathway

Fatty Acid Biosynthesis (PathBank: SMP0002360)
Fatty Acid Biosynthesis (PathBank: SMP0087409)
Fatty Acid Biosynthesis (HMDB: HMDB0010727)

Role

Biological role

Energy source (HMDB: HMDB0010727)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0010727)

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	0.042 g/L	ALOGPS
logP	3.63	ALOGPS
logP	3.81	ChemAxon
logS	-3.7	ALOGPS
pKa (Strongest Acidic)	4.44	ChemAxon
pKa (Strongest Basic)	-7.5	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	3	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	54.37 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	59.37 m³·mol⁻¹	ChemAxon
Polarizability	25.4 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]+	154.423	31661259
DarkChem	[M-H]-	152.524	31661259
DeepCCS	[M+H]+	154.277	30932474
DeepCCS	[M-H]-	150.251	30932474
DeepCCS	[M-2H]-	187.396	30932474
DeepCCS	[M+Na]+	163.187	30932474
AllCCS	[M+H]+	154.8	32859911
AllCCS	[M+H-H2O]+	151.2	32859911
AllCCS	[M+NH4]+	158.1	32859911
AllCCS	[M+Na]+	159.1	32859911
AllCCS	[M-H]-	155.5	32859911
AllCCS	[M+Na-2H]-	156.6	32859911
AllCCS	[M+HCOO]-	157.9	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.	8.62 minutes	32390414
Predicted by Siyang on May 30, 2022	15.7816 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.28 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	29.1 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	2318.7 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	441.9 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	176.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	239.5 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	423.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	673.2 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	677.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	87.7 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1446.2 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	462.6 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	1423.8 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	471.2 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	397.6 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	485.5 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	368.2 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	27.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
3-Oxododecanoic acid	CCCCCCCCCC(=O)CC(O)=O	2814.4	Standard polar	33892256
3-Oxododecanoic acid	CCCCCCCCCC(=O)CC(O)=O	1615.2	Standard non polar	33892256
3-Oxododecanoic acid	CCCCCCCCCC(=O)CC(O)=O	1708.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
3-Oxododecanoic acid,1TMS,isomer #1	CCCCCCCCCC(=O)CC(=O)O[Si](C)(C)C	1754.2	Semi standard non polar	33892256
3-Oxododecanoic acid,1TMS,isomer #2	CCCCCCCCCC(=CC(=O)O)O[Si](C)(C)C	1886.7	Semi standard non polar	33892256
3-Oxododecanoic acid,1TMS,isomer #3	CCCCCCCCC=C(CC(=O)O)O[Si](C)(C)C	1831.1	Semi standard non polar	33892256
3-Oxododecanoic acid,2TMS,isomer #1	CCCCCCCCCC(=CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1911.2	Semi standard non polar	33892256
3-Oxododecanoic acid,2TMS,isomer #1	CCCCCCCCCC(=CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1915.2	Standard non polar	33892256
3-Oxododecanoic acid,2TMS,isomer #1	CCCCCCCCCC(=CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1898.9	Standard polar	33892256
3-Oxododecanoic acid,2TMS,isomer #2	CCCCCCCCC=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1900.3	Semi standard non polar	33892256
3-Oxododecanoic acid,2TMS,isomer #2	CCCCCCCCC=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1915.1	Standard non polar	33892256
3-Oxododecanoic acid,2TMS,isomer #2	CCCCCCCCC=C(CC(=O)O[Si](C)(C)C)O[Si](C)(C)C	1920.7	Standard polar	33892256
3-Oxododecanoic acid,1TBDMS,isomer #1	CCCCCCCCCC(=O)CC(=O)O[Si](C)(C)C(C)(C)C	1983.0	Semi standard non polar	33892256
3-Oxododecanoic acid,1TBDMS,isomer #2	CCCCCCCCCC(=CC(=O)O)O[Si](C)(C)C(C)(C)C	2118.9	Semi standard non polar	33892256
3-Oxododecanoic acid,1TBDMS,isomer #3	CCCCCCCCC=C(CC(=O)O)O[Si](C)(C)C(C)(C)C	2074.4	Semi standard non polar	33892256
3-Oxododecanoic acid,2TBDMS,isomer #1	CCCCCCCCCC(=CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2374.4	Semi standard non polar	33892256
3-Oxododecanoic acid,2TBDMS,isomer #1	CCCCCCCCCC(=CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2293.8	Standard non polar	33892256
3-Oxododecanoic acid,2TBDMS,isomer #1	CCCCCCCCCC(=CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2190.1	Standard polar	33892256
3-Oxododecanoic acid,2TBDMS,isomer #2	CCCCCCCCC=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2352.3	Semi standard non polar	33892256
3-Oxododecanoic acid,2TBDMS,isomer #2	CCCCCCCCC=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2297.5	Standard non polar	33892256
3-Oxododecanoic acid,2TBDMS,isomer #2	CCCCCCCCC=C(CC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2200.4	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxododecanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-9200000000-c3efd5dc5b03f04d5bdb	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxododecanoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-00g3-9040000000-3668255b2f3308081ded	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 3-Oxododecanoic acid 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 - 3-Oxododecanoic acid 10V, Positive-QTOF	splash10-014j-1950000000-a93157a72b9ef9268a8f	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxododecanoic acid 20V, Positive-QTOF	splash10-0gb9-4900000000-dfdb1c18d9ed356c3b1b	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxododecanoic acid 40V, Positive-QTOF	splash10-052f-9200000000-9004f44b40e94bab861e	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxododecanoic acid 10V, Negative-QTOF	splash10-03xr-1970000000-5274dbe54bd51692ba2f	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxododecanoic acid 20V, Negative-QTOF	splash10-014i-3910000000-634e12095801c51a66c1	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxododecanoic acid 40V, Negative-QTOF	splash10-0a4i-9400000000-1ce58855669db5a9dce8	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxododecanoic acid 10V, Positive-QTOF	splash10-01c1-9530000000-98a6253f27311a98a430	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxododecanoic acid 20V, Positive-QTOF	splash10-0aw9-9100000000-271715ab8449e8724e7d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxododecanoic acid 40V, Positive-QTOF	splash10-0apl-9000000000-029a41100e8719667528	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxododecanoic acid 10V, Negative-QTOF	splash10-08fr-7190000000-208b6584cdde6bf12f21	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxododecanoic acid 20V, Negative-QTOF	splash10-0a4i-9000000000-967cdd104e31119c88bb	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 3-Oxododecanoic acid 40V, Negative-QTOF	splash10-0006-9100000000-ee7cfdcb9eb86044d9f1	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Fatty Acid Biosynthesis		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

FDB027874

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

C02367

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

439717

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Enzymes

Enzyme Details

1. Fatty acid synthase

General function:: Involved in transferase activity
Specific function:: Fatty acid synthetase catalyzes the formation of long-chain fatty acids from acetyl-CoA, malonyl-CoA and NADPH. This multifunctional protein has 7 catalytic activities and an acyl carrier protein.
Gene Name:: FASN
Uniprot ID:: P49327
Molecular weight:: 273424.06

Enzyme Details

2. 3-oxoacyl-[acyl-carrier-protein] synthase, mitochondrial

General function:: Involved in catalytic activity
Specific function:: May play a role in the biosynthesis of lipoic acid as well as longer chain fatty acids required for optimal mitochondrial function.
Gene Name:: OXSM
Uniprot ID:: Q9NWU1
Molecular weight:: 40034.535

Showing metabocard for 3-Oxododecanoic acid (HMDB0010727)

MOL for HMDB0010727 (3-Oxododecanoic acid)

3D MOL for HMDB0010727 (3-Oxododecanoic acid)

3D SDF for HMDB0010727 (3-Oxododecanoic acid)

3D-SDF for HMDB0010727 (3-Oxododecanoic acid)

PDB for HMDB0010727 (3-Oxododecanoic acid)

3D PDB for HMDB0010727 (3-Oxododecanoic acid)

SMILES for HMDB0010727 (3-Oxododecanoic acid)

INCHI for HMDB0010727 (3-Oxododecanoic acid)

Structure for HMDB0010727 (3-Oxododecanoic acid)

3D Structure for HMDB0010727 (3-Oxododecanoic acid)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes