Showing metabocard for 3-Oxodecanoic acid (MMDBc0047809)

Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 15:43:42 UTC
Update Date2022-09-01 01:59:26 UTC
Metabolite IDMMDBc0047809
Metabolite Identification
Common Name3-Oxodecanoic acid
Description3-Oxodecanoic acid, also known as 3-oxodecanoate or beta-ketocapric acid, 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-Oxodecanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. 3-Oxodecanoic acid exists in all eukaryotes, ranging from yeast to humans. Within humans, 3-oxodecanoic acid participates in a number of enzymatic reactions. In particular, 3-oxodecanoic acid can be biosynthesized from caprylic acid and malonic acid through the action of the enzyme fatty acid synthase. Beta ketoacyl synthase domain. In addition, 3-oxodecanoic acid can be converted into (R)-3-hydroxydecanoic acid; which is mediated by the enzyme fatty acid synthase. Beta ketoacyl synthase domain. In humans, 3-oxodecanoic acid is involved in fatty acid biosynthesis. Specifically, 3-Oxodecanoic acid is converted from Malonic acid via three enzymes; 3-oxoacyl- synthase, fatty-acid Synthase and beta-ketoacyl -acyl-carrier-protein synthase II. 3-Oxodecanoic acid is an intermediate in fatty acid biosynthesis.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00005645ca055cd8>


  Mrv0541 02241201182D          

 13 12  0  0  0  0            999 V2000
    9.4475   -5.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1619   -5.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8765   -5.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5909   -5.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3054   -5.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0199   -5.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7343   -5.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4488   -5.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1633   -5.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8778   -5.5172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1633   -6.7547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7343   -6.7547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7330   -5.5172    0.0000 C   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
  7 12  2  0  0  0  0
  1 13  1  0  0  0  0
M  END
Download

3D MOL for #<Metabolite:0x00005645ca055cd8>

HMDB0010724
     RDKit          3D
3-Oxodecanoic acid
 31 30  0  0  0  0  0  0  0  0999 V2000
   -5.4703   -0.1989   -0.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2937   -0.4944    0.6172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0161   -0.0661   -0.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7882   -0.3470    0.7623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5914    0.0968    0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7169   -0.1403    0.7280 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8161    0.3579   -0.1889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1674    0.1706    0.4064 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3232   -0.2811    1.5173 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3079    0.5778   -0.4623 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6253    0.4302    0.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2777    1.5042    0.4437 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1917   -0.7763    0.5034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0810    0.6568    0.1177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1499    0.0715   -1.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1065   -1.1066   -0.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2694   -1.5687    0.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4100    0.0568    1.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9713   -0.6556   -1.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0378    0.9952   -0.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9329    0.2205    1.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7698   -1.4145    1.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5441   -0.5048   -0.9422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6890    1.1506   -0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9013   -1.2287    0.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7582    0.3632    1.7177 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7182    1.4783   -0.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7632   -0.0686   -1.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1493    1.6733   -0.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2851    0.0066   -1.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1200   -0.9586    0.7962 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  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
 10 29  1  0
 10 30  1  0
 13 31  1  0
M  END
Download

3D SDF for #<Metabolite:0x00005645ca055cd8>


  Mrv0541 02241201182D          

 13 12  0  0  0  0            999 V2000
    9.4475   -5.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.1619   -5.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8765   -5.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5909   -5.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3054   -5.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.0199   -5.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.7343   -5.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.4488   -5.5172    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.1633   -5.9297    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8778   -5.5172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.1633   -6.7547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.7343   -6.7547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.7330   -5.5172    0.0000 C   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
  7 12  2  0  0  0  0
  1 13  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047809

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C10H18O3/c1-2-3-4-5-6-7-9(11)8-10(12)13/h2-8H2,1H3,(H,12,13)

> <INCHI_KEY>
YXTHWTPUTHTODU-UHFFFAOYSA-N

> <FORMULA>
C10H18O3

> <MOLECULAR_WEIGHT>
186.2481

> <EXACT_MASS>
186.125594442

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
21.185693483817783

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-oxodecanoic acid

> <ALOGPS_LOGP>
2.61

> <JCHEM_LOGP>
2.921887426333332

> <ALOGPS_LOGS>
-2.68

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA>
15.05395058844839

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.442108390075651

> <JCHEM_PKA_STRONGEST_BASIC>
-7.537532992598363

> <JCHEM_POLAR_SURFACE_AREA>
54.37

> <JCHEM_REFRACTIVITY>
50.1708

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.93e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-oxodecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$
Download

3D-SDF for #<Metabolite:0x00005645ca055cd8>

HMDB0010724
     RDKit          3D
3-Oxodecanoic acid
 31 30  0  0  0  0  0  0  0  0999 V2000
   -5.4703   -0.1989   -0.2572 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2937   -0.4944    0.6172 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0161   -0.0661   -0.0765 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7882   -0.3470    0.7623 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5914    0.0968    0.0043 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7169   -0.1403    0.7280 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8161    0.3579   -0.1889 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1674    0.1706    0.4064 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3232   -0.2811    1.5173 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.3079    0.5778   -0.4623 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6253    0.4302    0.1768 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.2777    1.5042    0.4437 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.1917   -0.7763    0.5034 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0810    0.6568    0.1177 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1499    0.0715   -1.2847 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1065   -1.1066   -0.3327 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2694   -1.5687    0.8650 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4100    0.0568    1.5798 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9713   -0.6556   -1.0305 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0378    0.9952   -0.4008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9329    0.2205    1.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7698   -1.4145    1.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5441   -0.5048   -0.9422 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6890    1.1506   -0.2708 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9013   -1.2287    0.8977 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7582    0.3632    1.7177 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7182    1.4783   -0.3391 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7632   -0.0686   -1.1831 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.1493    1.6733   -0.6670 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2851    0.0066   -1.4360 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.1200   -0.9586    0.7962 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  2  0
  8 10  1  0
 10 11  1  0
 11 12  2  0
 11 13  1  0
  1 14  1  0
  1 15  1  0
  1 16  1  0
  2 17  1  0
  2 18  1  0
  3 19  1  0
  3 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  6 25  1  0
  6 26  1  0
  7 27  1  0
  7 28  1  0
 10 29  1  0
 10 30  1  0
 13 31  1  0
M  END
Download

PDB for #<Metabolite:0x00005645ca055cd8>

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      17.635 -11.069   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.969 -10.299   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.303 -11.069   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.636 -10.299   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.970 -11.069   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      24.304 -10.299   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.637 -11.069   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.971 -10.299   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      28.305 -11.069   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      29.639 -10.299   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      28.305 -12.609   0.000  0.00  0.00           O+0
HETATM   12  O   UNK     0      25.637 -12.609   0.000  0.00  0.00           O+0
HETATM   13  C   UNK     0      16.302 -10.299   0.000  0.00  0.00           C+0
CONECT    1    2   13                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8   12                                                  
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    7                                                            
CONECT   13    1                                                            
MASTER        0    0    0    0    0    0    0    0   13    0   24    0
END
Download

3D PDB for #<Metabolite:0x00005645ca055cd8>

COMPND    HMDB0010724
HETATM    1  C1  UNL     1      -5.470  -0.199  -0.257  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.294  -0.494   0.617  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.016  -0.066  -0.076  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.788  -0.347   0.762  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.591   0.097   0.004  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.717  -0.140   0.728  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.816   0.358  -0.189  1.00  0.00           C  
HETATM    8  C8  UNL     1       3.167   0.171   0.406  1.00  0.00           C  
HETATM    9  O1  UNL     1       3.323  -0.281   1.517  1.00  0.00           O  
HETATM   10  C9  UNL     1       4.308   0.578  -0.462  1.00  0.00           C  
HETATM   11  C10 UNL     1       5.625   0.430   0.177  1.00  0.00           C  
HETATM   12  O2  UNL     1       6.278   1.504   0.444  1.00  0.00           O  
HETATM   13  O3  UNL     1       6.192  -0.776   0.503  1.00  0.00           O  
HETATM   14  H1  UNL     1      -6.081   0.657   0.118  1.00  0.00           H  
HETATM   15  H2  UNL     1      -5.150   0.071  -1.285  1.00  0.00           H  
HETATM   16  H3  UNL     1      -6.107  -1.107  -0.333  1.00  0.00           H  
HETATM   17  H4  UNL     1      -4.269  -1.569   0.865  1.00  0.00           H  
HETATM   18  H5  UNL     1      -4.410   0.057   1.580  1.00  0.00           H  
HETATM   19  H6  UNL     1      -2.971  -0.656  -1.030  1.00  0.00           H  
HETATM   20  H7  UNL     1      -3.038   0.995  -0.401  1.00  0.00           H  
HETATM   21  H8  UNL     1      -1.933   0.221   1.715  1.00  0.00           H  
HETATM   22  H9  UNL     1      -1.770  -1.415   1.055  1.00  0.00           H  
HETATM   23  H10 UNL     1      -0.544  -0.505  -0.942  1.00  0.00           H  
HETATM   24  H11 UNL     1      -0.689   1.151  -0.271  1.00  0.00           H  
HETATM   25  H12 UNL     1       0.901  -1.229   0.898  1.00  0.00           H  
HETATM   26  H13 UNL     1       0.758   0.363   1.718  1.00  0.00           H  
HETATM   27  H14 UNL     1       1.718   1.478  -0.339  1.00  0.00           H  
HETATM   28  H15 UNL     1       1.763  -0.069  -1.183  1.00  0.00           H  
HETATM   29  H16 UNL     1       4.149   1.673  -0.667  1.00  0.00           H  
HETATM   30  H17 UNL     1       4.285   0.007  -1.436  1.00  0.00           H  
HETATM   31  H18 UNL     1       7.120  -0.959   0.796  1.00  0.00           H  
CONECT    1    2   14   15   16
CONECT    2    3   17   18
CONECT    3    4   19   20
CONECT    4    5   21   22
CONECT    5    6   23   24
CONECT    6    7   25   26
CONECT    7    8   27   28
CONECT    8    9    9   10
CONECT   10   11   29   30
CONECT   11   12   12   13
CONECT   13   31
END
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SMILES for #<Metabolite:0x00005645ca055cd8>

CCCCCCCC(=O)CC(O)=O
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INCHI for #<Metabolite:0x00005645ca055cd8>

InChI=1S/C10H18O3/c1-2-3-4-5-6-7-9(11)8-10(12)13/h2-8H2,1H3,(H,12,13)
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Synonyms
ValueSource
3-OxodecanoateGenerator
3-Ketodecanoic acidHMDB
3-Oxocapric acidHMDB
beta-Ketocapric acidHMDB
beta-Ketodecanoic acidHMDB
beta-Oxodecanoic acidHMDB
3-KetodecanoateHMDB
3-OxocaprateHMDB
b-KetocaprateHMDB
b-Ketocapric acidHMDB
beta-KetocaprateHMDB
Β-ketocaprateHMDB
Β-ketocapric acidHMDB
b-KetodecanoateHMDB
b-Ketodecanoic acidHMDB
beta-KetodecanoateHMDB
Β-ketodecanoateHMDB
Β-ketodecanoic acidHMDB
b-OxodecanoateHMDB
b-Oxodecanoic acidHMDB
beta-OxodecanoateHMDB
Β-oxodecanoateHMDB
Β-oxodecanoic acidHMDB
Molecular FormulaC10H18O3
Average Mass186.2481
Monoisotopic Mass186.125594442
IUPAC Name3-oxodecanoic acid
Traditional Name3-oxodecanoic acid
CAS Registry NumberNot Available
SMILES
CCCCCCCC(=O)CC(O)=O
InChI Identifier
InChI=1S/C10H18O3/c1-2-3-4-5-6-7-9(11)8-10(12)13/h2-8H2,1H3,(H,12,13)
InChI KeyYXTHWTPUTHTODU-UHFFFAOYSA-N