MiMeDB: Showing metabocard for 3-Oxohexadecanoic acid (MMDBc0047817)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2021-11-19 15:44:09 UTC

Update Date

2024-04-30 20:30:49 UTC

Metabolite ID

MMDBc0047817

Metabolite Identification

Common Name

3-Oxohexadecanoic acid

Description

In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. 3-Oxo-hexadecanoic acid is an intermediate in fatty acid biosynthesis. Specifically, 3-Oxo-hexadecanoic acid is converted from Malonic acid via three enzymes; 3-oxoacyl-[acyl-carrier-protein] synthase, fatty-acid Synthase and beta-ketoacyl -acyl-carrier-protein synthase II. (EC:2.3.1.41, E.C: 2.3.1.85, 2.3.1.179).

Structure

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

HMDB0010733
     RDKit          3D
3-Oxohexadecanoic acid
 49 48  0  0  0  0  0  0  0  0999 V2000
   -7.3080    1.7339    0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2995    0.9181   -0.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1431    0.6054    0.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0817   -0.2270   -0.4639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9858   -0.4444    0.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8715   -1.2875    0.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7973   -1.4877    1.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1674   -0.1800    1.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4345    0.5364    0.2851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4599   -0.3622   -0.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5776   -0.7268    0.5487 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5975   -1.6238   -0.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2786   -1.0769   -1.2801 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0054    0.1926   -1.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4968    1.2299   -1.4075 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3119    0.1795   -0.3963 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9198    1.5309   -0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0528    1.5640    0.2909 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3440    2.6959   -0.7009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0627    1.0077    0.5008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7990    2.5140   -0.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7979    2.1462    0.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8107    0.0004   -1.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9767    1.4446   -1.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5289    0.0850    1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6751    1.5910    0.4794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6233    0.3915   -1.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4530   -1.1699   -0.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6337    0.5336    0.9644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4033   -1.0056    1.4546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2302   -2.2988   -0.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4907   -0.8137   -0.9138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0270   -2.2211    0.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3206   -1.8882    1.9618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9094    0.4799    1.9854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6409   -0.3123    2.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8846    1.5007    0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3464    0.8226   -0.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9000    0.1940   -1.2321 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9692   -1.2801   -0.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2351   -1.2281    1.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0666    0.2097    0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1264   -2.6031   -0.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3211   -1.9128    0.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4747   -0.9264   -2.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9446   -1.8726   -1.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0785   -0.4777   -0.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2207   -0.2016    0.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4024    3.5208   -0.1206 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  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 16 47  1  0
 16 48  1  0
 19 49  1  0
M  END


  Mrv0541 02241201182D          

 19 18  0  0  0  0            999 V2000
   12.5774   -4.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.2919   -4.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0063   -4.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.7208   -4.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.4353   -4.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.1498   -4.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8643   -4.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5787   -4.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2932   -4.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.0077   -4.9928    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.2932   -3.7553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   11.8629   -4.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1485   -4.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4340   -4.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.8643   -3.7553    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.7195   -4.5803    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0050   -4.9928    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2906   -4.5804    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5761   -4.9929    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
  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
 14 16  1  0  0  0  0
 16 17  1  0  0  0  0
 18 17  1  0  0  0  0
 19 18  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0047817

> <DATABASE_NAME>
MIME

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

> <INCHI_IDENTIFIER>
InChI=1S/C16H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15(17)14-16(18)19/h2-14H2,1H3,(H,18,19)

> <INCHI_KEY>
ASICPMTWQSESKX-UHFFFAOYSA-N

> <FORMULA>
C16H30O3

> <MOLECULAR_WEIGHT>
270.4076

> <EXACT_MASS>
270.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
33.89834937271053

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
3-oxohexadecanoic acid

> <ALOGPS_LOGP>
5.59

> <JCHEM_LOGP>
5.589299416333334

> <ALOGPS_LOGS>
-5.37

> <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>
77.7768

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.16e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
3-oxohexadecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0010733
     RDKit          3D
3-Oxohexadecanoic acid
 49 48  0  0  0  0  0  0  0  0999 V2000
   -7.3080    1.7339    0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2995    0.9181   -0.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1431    0.6054    0.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0817   -0.2270   -0.4639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9858   -0.4444    0.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8715   -1.2875    0.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7973   -1.4877    1.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1674   -0.1800    1.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4345    0.5364    0.2851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4599   -0.3622   -0.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5776   -0.7268    0.5487 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5975   -1.6238   -0.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2786   -1.0769   -1.2801 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0054    0.1926   -1.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4968    1.2299   -1.4075 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3119    0.1795   -0.3963 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9198    1.5309   -0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0528    1.5640    0.2909 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3440    2.6959   -0.7009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0627    1.0077    0.5008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7990    2.5140   -0.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7979    2.1462    0.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8107    0.0004   -1.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9767    1.4446   -1.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5289    0.0850    1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6751    1.5910    0.4794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6233    0.3915   -1.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4530   -1.1699   -0.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6337    0.5336    0.9644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4033   -1.0056    1.4546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2302   -2.2988   -0.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4907   -0.8137   -0.9138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0270   -2.2211    0.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3206   -1.8882    1.9618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9094    0.4799    1.9854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6409   -0.3123    2.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8846    1.5007    0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3464    0.8226   -0.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9000    0.1940   -1.2321 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9692   -1.2801   -0.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2351   -1.2281    1.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0666    0.2097    0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1264   -2.6031   -0.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3211   -1.9128    0.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4747   -0.9264   -2.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9446   -1.8726   -1.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0785   -0.4777   -0.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2207   -0.2016    0.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4024    3.5208   -0.1206 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  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 16 47  1  0
 16 48  1  0
 19 49  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      23.478  -8.550   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      24.812  -9.320   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      26.145  -8.550   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      27.479  -9.320   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      28.813  -8.550   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      30.146  -9.320   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      31.480  -8.550   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      32.814  -9.320   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      34.147  -8.550   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      35.481  -9.320   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      34.147  -7.010   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      22.144  -9.320   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.811  -8.550   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      19.477  -9.320   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      31.480  -7.010   0.000  0.00  0.00           O+0
HETATM   16  C   UNK     0      18.143  -8.550   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      16.809  -9.320   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      15.476  -8.550   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      14.142  -9.320   0.000  0.00  0.00           C+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   16                                                       
CONECT   15    7                                                            
CONECT   16   14   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0010733
HETATM    1  C1  UNL     1      -7.308   1.734   0.081  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.300   0.918  -0.696  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.143   0.605   0.205  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.082  -0.227  -0.464  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.986  -0.444   0.584  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.872  -1.288   0.021  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.797  -1.488   1.045  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.167  -0.180   1.486  1.00  0.00           C  
HETATM    9  C9  UNL     1       0.434   0.536   0.285  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.460  -0.362  -0.363  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.578  -0.727   0.549  1.00  0.00           C  
HETATM   12  C12 UNL     1       3.597  -1.624  -0.072  1.00  0.00           C  
HETATM   13  C13 UNL     1       4.279  -1.077  -1.280  1.00  0.00           C  
HETATM   14  C14 UNL     1       5.005   0.193  -1.048  1.00  0.00           C  
HETATM   15  O1  UNL     1       4.497   1.230  -1.408  1.00  0.00           O  
HETATM   16  C15 UNL     1       6.312   0.180  -0.396  1.00  0.00           C  
HETATM   17  C16 UNL     1       6.920   1.531  -0.266  1.00  0.00           C  
HETATM   18  O2  UNL     1       8.053   1.564   0.291  1.00  0.00           O  
HETATM   19  O3  UNL     1       6.344   2.696  -0.701  1.00  0.00           O  
HETATM   20  H1  UNL     1      -8.063   1.008   0.501  1.00  0.00           H  
HETATM   21  H2  UNL     1      -7.799   2.514  -0.540  1.00  0.00           H  
HETATM   22  H3  UNL     1      -6.798   2.146   0.966  1.00  0.00           H  
HETATM   23  H4  UNL     1      -6.811   0.000  -1.061  1.00  0.00           H  
HETATM   24  H5  UNL     1      -5.977   1.445  -1.632  1.00  0.00           H  
HETATM   25  H6  UNL     1      -5.529   0.085   1.095  1.00  0.00           H  
HETATM   26  H7  UNL     1      -4.675   1.591   0.479  1.00  0.00           H  
HETATM   27  H8  UNL     1      -3.623   0.392  -1.270  1.00  0.00           H  
HETATM   28  H9  UNL     1      -4.453  -1.170  -0.863  1.00  0.00           H  
HETATM   29  H10 UNL     1      -2.634   0.534   0.964  1.00  0.00           H  
HETATM   30  H11 UNL     1      -3.403  -1.006   1.455  1.00  0.00           H  
HETATM   31  H12 UNL     1      -2.230  -2.299  -0.287  1.00  0.00           H  
HETATM   32  H13 UNL     1      -1.491  -0.814  -0.914  1.00  0.00           H  
HETATM   33  H14 UNL     1      -0.027  -2.221   0.748  1.00  0.00           H  
HETATM   34  H15 UNL     1      -1.321  -1.888   1.962  1.00  0.00           H  
HETATM   35  H16 UNL     1      -0.909   0.480   1.985  1.00  0.00           H  
HETATM   36  H17 UNL     1       0.641  -0.312   2.226  1.00  0.00           H  
HETATM   37  H18 UNL     1       0.885   1.501   0.613  1.00  0.00           H  
HETATM   38  H19 UNL     1      -0.346   0.823  -0.448  1.00  0.00           H  
HETATM   39  H20 UNL     1       1.900   0.194  -1.232  1.00  0.00           H  
HETATM   40  H21 UNL     1       0.969  -1.280  -0.758  1.00  0.00           H  
HETATM   41  H22 UNL     1       2.235  -1.228   1.490  1.00  0.00           H  
HETATM   42  H23 UNL     1       3.067   0.210   0.870  1.00  0.00           H  
HETATM   43  H24 UNL     1       3.126  -2.603  -0.375  1.00  0.00           H  
HETATM   44  H25 UNL     1       4.321  -1.913   0.729  1.00  0.00           H  
HETATM   45  H26 UNL     1       3.475  -0.926  -2.058  1.00  0.00           H  
HETATM   46  H27 UNL     1       4.945  -1.873  -1.679  1.00  0.00           H  
HETATM   47  H28 UNL     1       7.079  -0.478  -0.881  1.00  0.00           H  
HETATM   48  H29 UNL     1       6.221  -0.202   0.648  1.00  0.00           H  
HETATM   49  H30 UNL     1       6.402   3.521  -0.121  1.00  0.00           H  
CONECT    1    2   20   21   22
CONECT    2    3   23   24
CONECT    3    4   25   26
CONECT    4    5   27   28
CONECT    5    6   29   30
CONECT    6    7   31   32
CONECT    7    8   33   34
CONECT    8    9   35   36
CONECT    9   10   37   38
CONECT   10   11   39   40
CONECT   11   12   41   42
CONECT   12   13   43   44
CONECT   13   14   45   46
CONECT   14   15   15   16
CONECT   16   17   47   48
CONECT   17   18   18   19
CONECT   19   49
END

HMDB0010733
     RDKit          3D
3-Oxohexadecanoic acid
 49 48  0  0  0  0  0  0  0  0999 V2000
   -7.3080    1.7339    0.0807 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2995    0.9181   -0.6956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1431    0.6054    0.2049 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0817   -0.2270   -0.4639 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9858   -0.4444    0.5840 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8715   -1.2875    0.0205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7973   -1.4877    1.0446 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1674   -0.1800    1.4859 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4345    0.5364    0.2851 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4599   -0.3622   -0.3626 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5776   -0.7268    0.5487 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5975   -1.6238   -0.0717 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2786   -1.0769   -1.2801 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0054    0.1926   -1.0482 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.4968    1.2299   -1.4075 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3119    0.1795   -0.3963 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9198    1.5309   -0.2663 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.0528    1.5640    0.2909 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3440    2.6959   -0.7009 O   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0627    1.0077    0.5008 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.7990    2.5140   -0.5401 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7979    2.1462    0.9656 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8107    0.0004   -1.0613 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9767    1.4446   -1.6316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5289    0.0850    1.0953 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6751    1.5910    0.4794 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6233    0.3915   -1.2700 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4530   -1.1699   -0.8630 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6337    0.5336    0.9644 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4033   -1.0056    1.4546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2302   -2.2988   -0.2873 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4907   -0.8137   -0.9138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0270   -2.2211    0.7477 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3206   -1.8882    1.9618 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9094    0.4799    1.9854 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.6409   -0.3123    2.2263 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8846    1.5007    0.6132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3464    0.8226   -0.4482 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.9000    0.1940   -1.2321 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9692   -1.2801   -0.7577 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2351   -1.2281    1.4902 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.0666    0.2097    0.8705 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1264   -2.6031   -0.3746 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3211   -1.9128    0.7289 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4747   -0.9264   -2.0579 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9446   -1.8726   -1.6788 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.0785   -0.4777   -0.8810 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.2207   -0.2016    0.6476 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4024    3.5208   -0.1206 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  1  0
 11 12  1  0
 12 13  1  0
 13 14  1  0
 14 15  2  0
 14 16  1  0
 16 17  1  0
 17 18  2  0
 17 19  1  0
  1 20  1  0
  1 21  1  0
  1 22  1  0
  2 23  1  0
  2 24  1  0
  3 25  1  0
  3 26  1  0
  4 27  1  0
  4 28  1  0
  5 29  1  0
  5 30  1  0
  6 31  1  0
  6 32  1  0
  7 33  1  0
  7 34  1  0
  8 35  1  0
  8 36  1  0
  9 37  1  0
  9 38  1  0
 10 39  1  0
 10 40  1  0
 11 41  1  0
 11 42  1  0
 12 43  1  0
 12 44  1  0
 13 45  1  0
 13 46  1  0
 16 47  1  0
 16 48  1  0
 19 49  1  0
M  END

Synonyms

Value	Source
3-Keto palmitic acid	ChEBI
3-Keto palmitate	Generator
3-Oxohexadecanoate	Generator
3-oxo-Hexadecanoate	HMDB
3-oxo-Hexadecanoic acid	HMDB

Molecular Formula

C₁₆H₃₀O₃

Average Mass

270.4076

Monoisotopic Mass

270.219494826

IUPAC Name

3-oxohexadecanoic acid

Traditional Name

3-oxohexadecanoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCCCCC(=O)CC(O)=O

InChI Identifier

InChI=1S/C16H30O3/c1-2-3-4-5-6-7-8-9-10-11-12-13-15(17)14-16(18)19/h2-14H2,1H3,(H,18,19)

InChI Key

ASICPMTWQSESKX-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
Beta-keto acid
Keto fatty acid
Beta-hydroxy ketone
Keto acid
1,3-dicarbonyl compound
Ketone
Carboxylic acid
Carboxylic acid derivative
Monocarboxylic acid or derivatives
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organic oxygen compound
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

long-chain fatty acid (CHEBI:37251 )
3-oxo monocarboxylic acid (CHEBI:37251 )
oxo fatty acid (CHEBI:37251 )
Oxo fatty acids (LMFA01060051 )

Functional Ontology

Not Available

Physical Properties

State

Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.0012 g/L	ALOGPS
logP	5.59	ALOGPS
logP	5.59	ChemAxon
logS	-5.4	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	14	ChemAxon
Refractivity	77.78 m³·mol⁻¹	ChemAxon
Polarizability	33.9 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-9310000000-cbe87b90e0d76d0b7b6e	2016-09-22	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00bl-9350000000-19098d6766f5fe366a8f	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0fk9-0090000000-88cb17654019c375fd8f	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0kdi-4490000000-fc10db895a02dece8e0a	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-052f-9510000000-b641ae801d89654561fa	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-016r-0090000000-b91ff4f42c7f82175507	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-056r-3190000000-9e44b40dad6342cd32b2	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9120000000-7ca7725026a1f8e6fcb5	2016-09-14	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-4390000000-dab592b70c28c9cf2657	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0532-9310000000-cb95e5a1dca3b4f18e8e	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0a59-9000000000-d6b400ba2d3113fe293c	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-066r-6090000000-143c55201e82a73f862c	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0a4i-9010000000-ac0f75bfdcd4c57c57fe	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-5043f12dfe53406fde8d	2021-09-23	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species
MMDBp0191709	Fatty acid synthase	Enzyme	P49327	Homo sapiens
MMDBp0195915	3-oxoacyl-[acyl-carrier-protein] synthase, mitochondrial	Enzyme	Q9NWU1	Homo sapiens

Human Pathways

Pathways

Name	SMPDB/PathBank
Acylcarnitine 3-oxohexadecanoylcarnitine

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Eukaryota/Fungi	Ascomycota	1	Human feces; Human saliva	Unknown

Exposure Sources

Source Type	Source Sub-type	Species	Data Source	Reference

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference

External Links

HMDB ID

HMDB0010733

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB027880

KNApSAcK ID

Not Available

Chemspider ID

4446124

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5282997

PDB ID

Not Available

ChEBI ID

37251

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. doi: 10.1038/35036052. [PubMed:11413487 ]
Watson AD: Thematic review series: systems biology approaches to metabolic and cardiovascular disorders. Lipidomics: a global approach to lipid analysis in biological systems. J Lipid Res. 2006 Oct;47(10):2101-11. doi: 10.1194/jlr.R600022-JLR200. Epub 2006 Aug 10. [PubMed:16902246 ]
Sethi JK, Vidal-Puig AJ: Thematic review series: adipocyte biology. Adipose tissue function and plasticity orchestrate nutritional adaptation. J Lipid Res. 2007 Jun;48(6):1253-62. doi: 10.1194/jlr.R700005-JLR200. Epub 2007 Mar 20. [PubMed:17374880 ]
Lingwood D, Simons K: Lipid rafts as a membrane-organizing principle. Science. 2010 Jan 1;327(5961):46-50. doi: 10.1126/science.1174621. [PubMed:20044567 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 3-Oxohexadecanoic acid (MMDBc0047817)

MOL for #<Metabolite:0x00007fecae19a198>

3D MOL for #<Metabolite:0x00007fecae19a198>

3D SDF for #<Metabolite:0x00007fecae19a198>

3D-SDF for #<Metabolite:0x00007fecae19a198>

PDB for #<Metabolite:0x00007fecae19a198>

3D PDB for #<Metabolite:0x00007fecae19a198>

SMILES for #<Metabolite:0x00007fecae19a198>

INCHI for #<Metabolite:0x00007fecae19a198>

Structure for #<Metabolite:0x00007fecae19a198>

3D Structure for #<Metabolite:0x00007fecae19a198>