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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:40:08 UTC

Update Date

2022-03-07 02:52:46 UTC

HMDB ID

HMDB0030973

Secondary Accession Numbers

HMDB30973

Metabolite Identification

Common Name

9-Oxohexadecanoic acid

Description

9-Oxohexadecanoic acid 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. Based on a literature review a small amount of articles have been published on 9-Oxohexadecanoic acid.

Structure

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

HMDB0030973
     RDKit          3D
9-Oxohexadecanoic acid
 49 48  0  0  0  0  0  0  0  0999 V2000
   -5.6229    1.6817    0.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3083    0.3423   -0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2659   -0.7423    0.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1513   -0.6331   -0.9090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1615   -1.7553   -0.6458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5874   -1.6629    0.7360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8715   -0.4120    1.0661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6879   -0.2319    0.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4649   -1.1259   -0.6285 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1388    0.9830    0.2669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3405    0.9090   -0.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2367   -0.1972   -0.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4749   -0.3784   -1.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3093    0.8675   -0.9859 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7244    1.2083    0.4209 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5188    0.1323    1.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7670   -0.1405    0.3960 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1902    0.4608   -0.6078 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5729   -1.1688    0.8857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3084    2.3577    0.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3531    2.0626   -0.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7187    1.5660    0.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8410    0.2391   -1.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0548    0.2243    0.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7967   -0.5690    1.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6681   -1.7521    0.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5317   -0.6922   -1.9546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6215    0.3430   -0.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7218   -2.7469   -0.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4442   -1.7959   -1.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8497   -2.5229    0.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3739   -1.9226    1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4979    0.4931    1.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4326   -0.5271    2.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4336    1.0603    1.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4568    1.9171    0.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8680    1.9132   -0.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0155    0.8098   -1.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6865   -1.1571   -0.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5088    0.0164    0.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0893   -1.2291   -0.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2444   -0.6427   -2.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6732    1.6883   -1.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2028    0.7041   -1.6530 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3267    2.1642    0.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8614    1.4584    1.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8679   -0.7766    1.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7455    0.3831    2.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9953   -1.8381    0.2414 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  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 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
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 19 49  1  0
M  END


  Mrv0541 05061305382D          

 19 18  0  0  0  0            999 V2000
    7.9480    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.3770    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0914    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.8072    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.8059    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0927    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.5217    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.5204    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3783    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.2362    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.2349    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6638    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.9506    5.4138    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9493    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9493    4.1763    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.3796    5.4138    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   18.6651    4.1763    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
  6  4  1  0  0  0  0
  7  5  1  0  0  0  0
  8  5  1  0  0  0  0
  9  6  1  0  0  0  0
 10  7  1  0  0  0  0
 11  8  1  0  0  0  0
 12  9  1  0  0  0  0
 13 10  1  0  0  0  0
 14 11  1  0  0  0  0
 15 12  1  0  0  0  0
 15 13  1  0  0  0  0
 16 14  1  0  0  0  0
 17 15  2  0  0  0  0
 18 16  2  0  0  0  0
 19 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0030973

> <DATABASE_NAME>
hmdb

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

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

> <INCHI_KEY>
KHCDPAZLBSPVSE-UHFFFAOYSA-N

> <FORMULA>
C16H30O3

> <MOLECULAR_WEIGHT>
270.4076

> <EXACT_MASS>
270.219494826

> <JCHEM_ACCEPTOR_COUNT>
3

> <JCHEM_AVERAGE_POLARIZABILITY>
34.00574214476677

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
9-oxohexadecanoic acid

> <ALOGPS_LOGP>
4.91

> <JCHEM_LOGP>
5.077365052333333

> <ALOGPS_LOGS>
-4.76

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.550449811137081

> <JCHEM_PKA_STRONGEST_BASIC>
-7.346983285910191

> <JCHEM_POLAR_SURFACE_AREA>
54.370000000000005

> <JCHEM_REFRACTIVITY>
77.72499999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
14

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
4.72e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
9-keto palmitic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0030973
     RDKit          3D
9-Oxohexadecanoic acid
 49 48  0  0  0  0  0  0  0  0999 V2000
   -5.6229    1.6817    0.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3083    0.3423   -0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2659   -0.7423    0.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1513   -0.6331   -0.9090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1615   -1.7553   -0.6458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5874   -1.6629    0.7360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8715   -0.4120    1.0661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6879   -0.2319    0.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4649   -1.1259   -0.6285 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1388    0.9830    0.2669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3405    0.9090   -0.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2367   -0.1972   -0.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4749   -0.3784   -1.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3093    0.8675   -0.9859 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7244    1.2083    0.4209 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5188    0.1323    1.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7670   -0.1405    0.3960 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1902    0.4608   -0.6078 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5729   -1.1688    0.8857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3084    2.3577    0.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3531    2.0626   -0.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7187    1.5660    0.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8410    0.2391   -1.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0548    0.2243    0.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7967   -0.5690    1.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6681   -1.7521    0.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5317   -0.6922   -1.9546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6215    0.3430   -0.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7218   -2.7469   -0.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4442   -1.7959   -1.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8497   -2.5229    0.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3739   -1.9226    1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4979    0.4931    1.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4326   -0.5271    2.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4336    1.0603    1.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4568    1.9171    0.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8680    1.9132   -0.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0155    0.8098   -1.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6865   -1.1571   -0.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5088    0.0164    0.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0893   -1.2291   -0.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2444   -0.6427   -2.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6732    1.6883   -1.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2028    0.7041   -1.6530 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3267    2.1642    0.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8614    1.4584    1.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8679   -0.7766    1.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7455    0.3831    2.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9953   -1.8381    0.2414 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  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 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
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 19 49  1  0
M  END

HEADER    PROTEIN                                 06-MAY-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   06-MAY-13         0                                  
HETATM    1  C   UNK     0      14.836  10.106   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      16.170   9.336   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      17.504  10.106   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      18.837   9.336   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      29.507   9.336   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      20.171  10.106   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      28.173  10.106   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      30.841  10.106   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      21.505   9.336   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      26.839   9.336   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      32.174   9.336   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      22.838  10.106   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      25.506  10.106   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      33.508  10.106   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      24.172   9.336   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      34.842   9.336   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      24.172   7.796   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      36.175  10.106   0.000  0.00  0.00           O+0
HETATM   19  O   UNK     0      34.842   7.796   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    6                                                       
CONECT    5    7    8                                                       
CONECT    6    4    9                                                       
CONECT    7    5   10                                                       
CONECT    8    5   11                                                       
CONECT    9    6   12                                                       
CONECT   10    7   13                                                       
CONECT   11    8   14                                                       
CONECT   12    9   15                                                       
CONECT   13   10   15                                                       
CONECT   14   11   16                                                       
CONECT   15   12   13   17                                                  
CONECT   16   14   18   19                                                  
CONECT   17   15                                                            
CONECT   18   16                                                            
CONECT   19   16                                                            
MASTER        0    0    0    0    0    0    0    0   19    0   36    0
END

COMPND    HMDB0030973
HETATM    1  C1  UNL     1      -5.623   1.682   0.042  1.00  0.00           C  
HETATM    2  C2  UNL     1      -6.308   0.342  -0.112  1.00  0.00           C  
HETATM    3  C3  UNL     1      -5.266  -0.742   0.097  1.00  0.00           C  
HETATM    4  C4  UNL     1      -4.151  -0.633  -0.909  1.00  0.00           C  
HETATM    5  C5  UNL     1      -3.162  -1.755  -0.646  1.00  0.00           C  
HETATM    6  C6  UNL     1      -2.587  -1.663   0.736  1.00  0.00           C  
HETATM    7  C7  UNL     1      -1.871  -0.412   1.066  1.00  0.00           C  
HETATM    8  C8  UNL     1      -0.688  -0.232   0.165  1.00  0.00           C  
HETATM    9  O1  UNL     1      -0.465  -1.126  -0.628  1.00  0.00           O  
HETATM   10  C9  UNL     1       0.139   0.983   0.267  1.00  0.00           C  
HETATM   11  C10 UNL     1       1.341   0.909  -0.625  1.00  0.00           C  
HETATM   12  C11 UNL     1       2.237  -0.197  -0.206  1.00  0.00           C  
HETATM   13  C12 UNL     1       3.475  -0.378  -1.030  1.00  0.00           C  
HETATM   14  C13 UNL     1       4.309   0.867  -0.986  1.00  0.00           C  
HETATM   15  C14 UNL     1       4.724   1.208   0.421  1.00  0.00           C  
HETATM   16  C15 UNL     1       5.519   0.132   1.095  1.00  0.00           C  
HETATM   17  C16 UNL     1       6.767  -0.141   0.396  1.00  0.00           C  
HETATM   18  O2  UNL     1       7.190   0.461  -0.608  1.00  0.00           O  
HETATM   19  O3  UNL     1       7.573  -1.169   0.886  1.00  0.00           O  
HETATM   20  H1  UNL     1      -6.308   2.358   0.576  1.00  0.00           H  
HETATM   21  H2  UNL     1      -5.353   2.063  -0.969  1.00  0.00           H  
HETATM   22  H3  UNL     1      -4.719   1.566   0.673  1.00  0.00           H  
HETATM   23  H4  UNL     1      -6.841   0.239  -1.055  1.00  0.00           H  
HETATM   24  H5  UNL     1      -7.055   0.224   0.715  1.00  0.00           H  
HETATM   25  H6  UNL     1      -4.797  -0.569   1.110  1.00  0.00           H  
HETATM   26  H7  UNL     1      -5.668  -1.752   0.089  1.00  0.00           H  
HETATM   27  H8  UNL     1      -4.532  -0.692  -1.955  1.00  0.00           H  
HETATM   28  H9  UNL     1      -3.622   0.343  -0.845  1.00  0.00           H  
HETATM   29  H10 UNL     1      -3.722  -2.747  -0.727  1.00  0.00           H  
HETATM   30  H11 UNL     1      -2.444  -1.796  -1.466  1.00  0.00           H  
HETATM   31  H12 UNL     1      -1.850  -2.523   0.846  1.00  0.00           H  
HETATM   32  H13 UNL     1      -3.374  -1.923   1.489  1.00  0.00           H  
HETATM   33  H14 UNL     1      -2.498   0.493   1.079  1.00  0.00           H  
HETATM   34  H15 UNL     1      -1.433  -0.527   2.096  1.00  0.00           H  
HETATM   35  H16 UNL     1       0.434   1.060   1.353  1.00  0.00           H  
HETATM   36  H17 UNL     1      -0.457   1.917   0.100  1.00  0.00           H  
HETATM   37  H18 UNL     1       1.868   1.913  -0.636  1.00  0.00           H  
HETATM   38  H19 UNL     1       1.016   0.810  -1.707  1.00  0.00           H  
HETATM   39  H20 UNL     1       1.687  -1.157  -0.270  1.00  0.00           H  
HETATM   40  H21 UNL     1       2.509   0.016   0.872  1.00  0.00           H  
HETATM   41  H22 UNL     1       4.089  -1.229  -0.657  1.00  0.00           H  
HETATM   42  H23 UNL     1       3.244  -0.643  -2.087  1.00  0.00           H  
HETATM   43  H24 UNL     1       3.673   1.688  -1.428  1.00  0.00           H  
HETATM   44  H25 UNL     1       5.203   0.704  -1.653  1.00  0.00           H  
HETATM   45  H26 UNL     1       5.327   2.164   0.411  1.00  0.00           H  
HETATM   46  H27 UNL     1       3.861   1.458   1.067  1.00  0.00           H  
HETATM   47  H28 UNL     1       4.868  -0.777   1.159  1.00  0.00           H  
HETATM   48  H29 UNL     1       5.746   0.383   2.156  1.00  0.00           H  
HETATM   49  H30 UNL     1       7.995  -1.838   0.241  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    9   10
CONECT   10   11   35   36
CONECT   11   12   37   38
CONECT   12   13   39   40
CONECT   13   14   41   42
CONECT   14   15   43   44
CONECT   15   16   45   46
CONECT   16   17   47   48
CONECT   17   18   18   19
CONECT   19   49
END

HMDB0030973
     RDKit          3D
9-Oxohexadecanoic acid
 49 48  0  0  0  0  0  0  0  0999 V2000
   -5.6229    1.6817    0.0416 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3083    0.3423   -0.1117 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2659   -0.7423    0.0967 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1513   -0.6331   -0.9090 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1615   -1.7553   -0.6458 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5874   -1.6629    0.7360 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8715   -0.4120    1.0661 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6879   -0.2319    0.1649 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4649   -1.1259   -0.6285 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1388    0.9830    0.2669 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3405    0.9090   -0.6248 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2367   -0.1972   -0.2062 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4749   -0.3784   -1.0304 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3093    0.8675   -0.9859 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7244    1.2083    0.4209 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5188    0.1323    1.0953 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7670   -0.1405    0.3960 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1902    0.4608   -0.6078 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5729   -1.1688    0.8857 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3084    2.3577    0.5760 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3531    2.0626   -0.9689 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7187    1.5660    0.6725 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8410    0.2391   -1.0545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0548    0.2243    0.7151 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7967   -0.5690    1.1095 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6681   -1.7521    0.0891 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5317   -0.6922   -1.9546 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6215    0.3430   -0.8451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7218   -2.7469   -0.7268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4442   -1.7959   -1.4660 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8497   -2.5229    0.8463 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3739   -1.9226    1.4894 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4979    0.4931    1.0790 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4326   -0.5271    2.0961 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4336    1.0603    1.3535 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4568    1.9171    0.0998 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8680    1.9132   -0.6357 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0155    0.8098   -1.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6865   -1.1571   -0.2698 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5088    0.0164    0.8719 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0893   -1.2291   -0.6568 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2444   -0.6427   -2.0870 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6732    1.6883   -1.4276 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.2028    0.7041   -1.6530 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3267    2.1642    0.4106 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8614    1.4584    1.0673 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8679   -0.7766    1.1588 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7455    0.3831    2.1565 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9953   -1.8381    0.2414 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  1  0
 12 13  1  0
 13 14  1  0
 14 15  1  0
 15 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
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 13 41  1  0
 13 42  1  0
 14 43  1  0
 14 44  1  0
 15 45  1  0
 15 46  1  0
 16 47  1  0
 16 48  1  0
 19 49  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
9-Oxohexadecanoate	Generator
9-keto Palmitic acid	HMDB
9-Ketopalmitic acid	HMDB
9-Oxopalmitic acid	HMDB
9-Keto palmitate	Generator

Chemical Formula

C₁₆H₃₀O₃

Average Molecular Weight

270.4076

Monoisotopic Molecular Weight

270.219494826

IUPAC Name

9-oxohexadecanoic acid

Traditional Name

9-keto palmitic acid

CAS Registry Number

54527-30-9

SMILES

CCCCCCCC(=O)CCCCCCCC(O)=O

InChI Identifier

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

InChI Key

KHCDPAZLBSPVSE-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
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

Oxo fatty acids (LMFA01060056 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0030973)
Membrane (HMDB: HMDB0030973)

Biofluid or Excreta

Urine (HMDB: HMDB0030973)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0030973)

Source

Endogenous

Endogenous (HMDB: HMDB0030973)

Animal

Animal (HMDB: HMDB0030973)

Exogenous

Food

Food (HMDB: HMDB0030973)

Milk and milk product

Milk and milk products (FooDB: FOOD00863)

Process

Naturally occurring process

Biological process

Chemical reaction

Lipid peroxidation (HMDB: HMDB0030973)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0030973)

Cellular process

Cell signaling (HMDB: HMDB0030973)

Biochemical pathway

Lipid metabolism pathway (HMDB: HMDB0030973)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0030973)

Nutrient

Nutrient (HMDB: HMDB0030973)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0030973)

Emulsifier (HMDB: HMDB0030973)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	73.5 - 74.5 °C	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	0.0047 g/L	ALOGPS
logP	4.91	ALOGPS
logP	5.08	ChemAxon
logS	-4.8	ALOGPS
pKa (Strongest Acidic)	4.55	ChemAxon
pKa (Strongest Basic)	-7.3	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	77.72 m³·mol⁻¹	ChemAxon
Polarizability	34.01 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

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	170.699	31661259
DarkChem	[M-H]-	169.763	31661259
DeepCCS	[M+H]+	175.931	30932474
DeepCCS	[M-H]-	171.912	30932474
DeepCCS	[M-2H]-	208.963	30932474
DeepCCS	[M+Na]+	184.938	30932474
AllCCS	[M+H]+	173.8	32859911
AllCCS	[M+H-H2O]+	170.7	32859911
AllCCS	[M+NH4]+	176.6	32859911
AllCCS	[M+Na]+	177.5	32859911
AllCCS	[M-H]-	173.2	32859911
AllCCS	[M+Na-2H]-	174.3	32859911
AllCCS	[M+HCOO]-	175.7	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
9-Oxohexadecanoic acid	CCCCCCCC(=O)CCCCCCCC(O)=O	3346.1	Standard polar	33892256
9-Oxohexadecanoic acid	CCCCCCCC(=O)CCCCCCCC(O)=O	2038.6	Standard non polar	33892256
9-Oxohexadecanoic acid	CCCCCCCC(=O)CCCCCCCC(O)=O	2113.0	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
9-Oxohexadecanoic acid,1TMS,isomer #1	CCCCCCCC(=O)CCCCCCCC(=O)O[Si](C)(C)C	2201.5	Semi standard non polar	33892256
9-Oxohexadecanoic acid,1TMS,isomer #2	CCCCCCCC(=CCCCCCCC(=O)O)O[Si](C)(C)C	2287.7	Semi standard non polar	33892256
9-Oxohexadecanoic acid,1TMS,isomer #3	CCCCCCC=C(CCCCCCCC(=O)O)O[Si](C)(C)C	2295.4	Semi standard non polar	33892256
9-Oxohexadecanoic acid,2TMS,isomer #1	CCCCCCCC(=CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2332.0	Semi standard non polar	33892256
9-Oxohexadecanoic acid,2TMS,isomer #1	CCCCCCCC(=CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2315.5	Standard non polar	33892256
9-Oxohexadecanoic acid,2TMS,isomer #2	CCCCCCC=C(CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2339.4	Semi standard non polar	33892256
9-Oxohexadecanoic acid,2TMS,isomer #2	CCCCCCC=C(CCCCCCCC(=O)O[Si](C)(C)C)O[Si](C)(C)C	2316.0	Standard non polar	33892256
9-Oxohexadecanoic acid,1TBDMS,isomer #1	CCCCCCCC(=O)CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2452.1	Semi standard non polar	33892256
9-Oxohexadecanoic acid,1TBDMS,isomer #2	CCCCCCCC(=CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	2530.2	Semi standard non polar	33892256
9-Oxohexadecanoic acid,1TBDMS,isomer #3	CCCCCCC=C(CCCCCCCC(=O)O)O[Si](C)(C)C(C)(C)C	2534.0	Semi standard non polar	33892256
9-Oxohexadecanoic acid,2TBDMS,isomer #1	CCCCCCCC(=CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2828.5	Semi standard non polar	33892256
9-Oxohexadecanoic acid,2TBDMS,isomer #1	CCCCCCCC(=CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2655.4	Standard non polar	33892256
9-Oxohexadecanoic acid,2TBDMS,isomer #2	CCCCCCC=C(CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2832.4	Semi standard non polar	33892256
9-Oxohexadecanoic acid,2TBDMS,isomer #2	CCCCCCC=C(CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C)O[Si](C)(C)C(C)(C)C	2655.5	Standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 9-Oxohexadecanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-00b9-4900000000-c007a05acf800223112a	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9-Oxohexadecanoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-002f-9150000000-6529fb7fa449b89ce512	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9-Oxohexadecanoic 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 - 9-Oxohexadecanoic acid 10V, Positive-QTOF	splash10-0fk9-0190000000-c09aa7a25bcff0842c7d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Oxohexadecanoic acid 20V, Positive-QTOF	splash10-004r-9570000000-b734e2d17ec59f0dc324	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Oxohexadecanoic acid 40V, Positive-QTOF	splash10-052g-9200000000-79ee70f5a33e3529f5ab	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Oxohexadecanoic acid 10V, Negative-QTOF	splash10-014i-0190000000-8e13df0d17aa46fbb91a	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Oxohexadecanoic acid 20V, Negative-QTOF	splash10-016r-2690000000-732185272355b9ff9f5b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Oxohexadecanoic acid 40V, Negative-QTOF	splash10-0a4l-9500000000-399a493cbd308926e1b2	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Oxohexadecanoic acid 10V, Negative-QTOF	splash10-014i-0090000000-d27a26f0a8f4699d3fce	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Oxohexadecanoic acid 20V, Negative-QTOF	splash10-014i-0190000000-7ba1894cf137447cef46	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Oxohexadecanoic acid 40V, Negative-QTOF	splash10-056u-9600000000-10227740f1ddbd182876	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Oxohexadecanoic acid 10V, Positive-QTOF	splash10-0uk9-0290000000-1cf42d10758dc4d9c3ce	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Oxohexadecanoic acid 20V, Positive-QTOF	splash10-0zp1-9530000000-af310708fcdc1c561ed7	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9-Oxohexadecanoic acid 40V, Positive-QTOF	splash10-0a4i-9100000000-27f674efbd3761514b88	2021-09-22	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

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

FDB002961

KNApSAcK ID

Not Available

Chemspider ID

4446129

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5283002

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

Simons K, Toomre D: Lipid rafts and signal transduction. Nat Rev Mol Cell Biol. 2000 Oct;1(1):31-9. [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. 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. 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 ]
(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 9-Oxohexadecanoic acid (HMDB0030973)

MOL for HMDB0030973 (9-Oxohexadecanoic acid)

3D MOL for HMDB0030973 (9-Oxohexadecanoic acid)

3D SDF for HMDB0030973 (9-Oxohexadecanoic acid)

3D-SDF for HMDB0030973 (9-Oxohexadecanoic acid)

PDB for HMDB0030973 (9-Oxohexadecanoic acid)

3D PDB for HMDB0030973 (9-Oxohexadecanoic acid)

SMILES for HMDB0030973 (9-Oxohexadecanoic acid)

INCHI for HMDB0030973 (9-Oxohexadecanoic acid)

Structure for HMDB0030973 (9-Oxohexadecanoic acid)

3D Structure for HMDB0030973 (9-Oxohexadecanoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra