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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 11:19:57 UTC

Update Date

2021-09-26 23:06:08 UTC

HMDB ID

HMDB0253125

Secondary Accession Numbers

None

Metabolite Identification

Common Name

(4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid

Description

hexadeca-4,7,10,13-tetraenoic 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. hexadeca-4,7,10,13-tetraenoic acid is a weakly acidic compound (based on its pKa). This compound has been identified in human blood as reported by (PMID: 31557052 ). (4e,7e,10e,13e)-hexadeca-4,7,10,13-tetraenoic acid is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically (4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0253125
     RDKit          3D
(4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid
 42 41  0  0  0  0  0  0  0  0999 V2000
    4.9907    2.0714    0.6447 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5695    0.7032    1.2100 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4495   -0.3554    0.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1713   -1.4225    0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9351   -1.9776   -0.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6747   -1.3161   -0.2288 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9369   -0.8326   -1.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6467   -0.1622   -0.8697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4258   -0.8990   -1.5344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4061   -1.4771   -0.9224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6192   -1.5007    0.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9571   -0.8374    0.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7052   -0.3595   -0.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0026    0.2772    0.1236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0456    1.7241   -0.3389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3569    2.3054    0.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3479    2.0581   -0.7113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4813    3.1185    1.1066 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0198    2.2322    1.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3386    2.8098    1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9626    2.0886   -0.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7685    0.8114    2.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5161    0.6177    0.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5322   -0.2032    0.9969 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1019   -2.0497   -0.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0991   -2.0565   -1.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8364   -3.0816   -0.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2992   -1.2382    0.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2783   -0.9305   -2.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5651   -0.0520    0.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7355    0.8953   -1.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3703   -0.9493   -2.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1620   -2.0109   -1.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8521   -0.9830    1.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7119   -2.5823    0.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2816   -0.7705    1.8207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3836   -0.4254   -1.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2571    0.2005    1.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8462   -0.2347   -0.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2221    2.3120    0.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9795    1.7237   -1.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0136    2.7587    1.8890 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 18 42  1  0
M  END


  Mrv1533004191516222D          

 18 17  0  0  0  0            999 V2000
    1.2375   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625   -3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -2.1434    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -2.8579    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  3  2  1  4  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  6  5  1  4  0  0  0
  6  7  2  0  0  0  0
  7  8  1  0  0  0  0
  9  8  1  4  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 12 11  1  4  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 16 18  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0253125

> <DATABASE_NAME>
hmdb

> <SMILES>
CCC=CCC=CCC=CCC=CCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C16H24O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h3-4,6-7,9-10,12-13H,2,5,8,11,14-15H2,1H3,(H,17,18)

> <INCHI_KEY>
IVTCJQZAGWTMBZ-UHFFFAOYSA-N

> <FORMULA>
C16H24O2

> <MOLECULAR_WEIGHT>
248.366

> <EXACT_MASS>
248.177630013

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
30.12601508453293

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
hexadeca-4,7,10,13-tetraenoic acid

> <ALOGPS_LOGP>
5.52

> <JCHEM_LOGP>
4.808896151

> <ALOGPS_LOGS>
-5.18

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.8854984143453795

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
81.55

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.65e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
hexadeca-4,7,10,13-tetraenoic acid

> <JCHEM_VEBER_RULE>
1

$$$$

HMDB0253125
     RDKit          3D
(4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid
 42 41  0  0  0  0  0  0  0  0999 V2000
    4.9907    2.0714    0.6447 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5695    0.7032    1.2100 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4495   -0.3554    0.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1713   -1.4225    0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9351   -1.9776   -0.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6747   -1.3161   -0.2288 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9369   -0.8326   -1.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6467   -0.1622   -0.8697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4258   -0.8990   -1.5344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4061   -1.4771   -0.9224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6192   -1.5007    0.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9571   -0.8374    0.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7052   -0.3595   -0.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0026    0.2772    0.1236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0456    1.7241   -0.3389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3569    2.3054    0.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3479    2.0581   -0.7113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4813    3.1185    1.1066 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0198    2.2322    1.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3386    2.8098    1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9626    2.0886   -0.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7685    0.8114    2.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5161    0.6177    0.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5322   -0.2032    0.9969 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1019   -2.0497   -0.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0991   -2.0565   -1.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8364   -3.0816   -0.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2992   -1.2382    0.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2783   -0.9305   -2.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5651   -0.0520    0.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7355    0.8953   -1.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3703   -0.9493   -2.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1620   -2.0109   -1.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8521   -0.9830    1.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7119   -2.5823    0.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2816   -0.7705    1.8207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3836   -0.4254   -1.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2571    0.2005    1.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8462   -0.2347   -0.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2221    2.3120    0.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9795    1.7237   -1.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0136    2.7587    1.8890 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 18 42  1  0
M  END

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0       2.310  -6.668   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       3.850  -6.668   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.620  -5.335   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       6.160  -5.335   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       6.930  -4.001   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       6.160  -2.667   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       6.930  -1.334   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.160   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.620   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       0.000  -2.667   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -0.770  -4.001   0.000  0.00  0.00           C+0
HETATM   17  O   UNK     0      -2.310  -4.001   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0       0.000  -5.335   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15   17   18                                                  
CONECT   17   16                                                            
CONECT   18   16                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    HMDB0253125
HETATM    1  C1  UNL     1       4.991   2.071   0.645  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.570   0.703   1.210  1.00  0.00           C  
HETATM    3  C3  UNL     1       5.449  -0.355   0.726  1.00  0.00           C  
HETATM    4  C4  UNL     1       5.171  -1.422   0.045  1.00  0.00           C  
HETATM    5  C5  UNL     1       3.935  -1.978  -0.486  1.00  0.00           C  
HETATM    6  C6  UNL     1       2.675  -1.316  -0.229  1.00  0.00           C  
HETATM    7  C7  UNL     1       1.937  -0.833  -1.211  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.647  -0.162  -0.870  1.00  0.00           C  
HETATM    9  C9  UNL     1      -0.426  -0.899  -1.534  1.00  0.00           C  
HETATM   10  C10 UNL     1      -1.406  -1.477  -0.922  1.00  0.00           C  
HETATM   11  C11 UNL     1      -1.619  -1.501   0.521  1.00  0.00           C  
HETATM   12  C12 UNL     1      -2.957  -0.837   0.778  1.00  0.00           C  
HETATM   13  C13 UNL     1      -3.705  -0.360  -0.194  1.00  0.00           C  
HETATM   14  C14 UNL     1      -5.003   0.277   0.124  1.00  0.00           C  
HETATM   15  C15 UNL     1      -5.046   1.724  -0.339  1.00  0.00           C  
HETATM   16  C16 UNL     1      -6.357   2.305   0.002  1.00  0.00           C  
HETATM   17  O1  UNL     1      -7.348   2.058  -0.711  1.00  0.00           O  
HETATM   18  O2  UNL     1      -6.481   3.119   1.107  1.00  0.00           O  
HETATM   19  H1  UNL     1       6.020   2.232   1.051  1.00  0.00           H  
HETATM   20  H2  UNL     1       4.339   2.810   1.142  1.00  0.00           H  
HETATM   21  H3  UNL     1       4.963   2.089  -0.445  1.00  0.00           H  
HETATM   22  H4  UNL     1       4.768   0.811   2.319  1.00  0.00           H  
HETATM   23  H5  UNL     1       3.516   0.618   0.984  1.00  0.00           H  
HETATM   24  H6  UNL     1       6.532  -0.203   0.997  1.00  0.00           H  
HETATM   25  H7  UNL     1       6.102  -2.050  -0.178  1.00  0.00           H  
HETATM   26  H8  UNL     1       4.099  -2.056  -1.615  1.00  0.00           H  
HETATM   27  H9  UNL     1       3.836  -3.082  -0.206  1.00  0.00           H  
HETATM   28  H10 UNL     1       2.299  -1.238   0.784  1.00  0.00           H  
HETATM   29  H11 UNL     1       2.278  -0.931  -2.236  1.00  0.00           H  
HETATM   30  H12 UNL     1       0.565  -0.052   0.215  1.00  0.00           H  
HETATM   31  H13 UNL     1       0.735   0.895  -1.280  1.00  0.00           H  
HETATM   32  H14 UNL     1      -0.370  -0.949  -2.637  1.00  0.00           H  
HETATM   33  H15 UNL     1      -2.162  -2.011  -1.531  1.00  0.00           H  
HETATM   34  H16 UNL     1      -0.852  -0.983   1.085  1.00  0.00           H  
HETATM   35  H17 UNL     1      -1.712  -2.582   0.834  1.00  0.00           H  
HETATM   36  H18 UNL     1      -3.282  -0.770   1.821  1.00  0.00           H  
HETATM   37  H19 UNL     1      -3.384  -0.425  -1.221  1.00  0.00           H  
HETATM   38  H20 UNL     1      -5.257   0.201   1.199  1.00  0.00           H  
HETATM   39  H21 UNL     1      -5.846  -0.235  -0.411  1.00  0.00           H  
HETATM   40  H22 UNL     1      -4.222   2.312   0.078  1.00  0.00           H  
HETATM   41  H23 UNL     1      -4.979   1.724  -1.458  1.00  0.00           H  
HETATM   42  H24 UNL     1      -7.014   2.759   1.889  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4    4   24
CONECT    4    5   25
CONECT    5    6   26   27
CONECT    6    7    7   28
CONECT    7    8   29
CONECT    8    9   30   31
CONECT    9   10   10   32
CONECT   10   11   33
CONECT   11   12   34   35
CONECT   12   13   13   36
CONECT   13   14   37
CONECT   14   15   38   39
CONECT   15   16   40   41
CONECT   16   17   17   18
CONECT   18   42
END

HMDB0253125
     RDKit          3D
(4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid
 42 41  0  0  0  0  0  0  0  0999 V2000
    4.9907    2.0714    0.6447 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5695    0.7032    1.2100 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4495   -0.3554    0.7263 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1713   -1.4225    0.0449 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9351   -1.9776   -0.4864 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6747   -1.3161   -0.2288 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9369   -0.8326   -1.2114 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6467   -0.1622   -0.8697 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4258   -0.8990   -1.5344 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4061   -1.4771   -0.9224 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6192   -1.5007    0.5205 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9571   -0.8374    0.7781 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7052   -0.3595   -0.1937 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0026    0.2772    0.1236 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0456    1.7241   -0.3389 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3569    2.3054    0.0022 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3479    2.0581   -0.7113 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4813    3.1185    1.1066 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.0198    2.2322    1.0508 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3386    2.8098    1.1416 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9626    2.0886   -0.4451 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7685    0.8114    2.3192 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.5161    0.6177    0.9843 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5322   -0.2032    0.9969 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.1019   -2.0497   -0.1785 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0991   -2.0565   -1.6148 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8364   -3.0816   -0.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2992   -1.2382    0.7845 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2783   -0.9305   -2.2365 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5651   -0.0520    0.2150 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7355    0.8953   -1.2797 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3703   -0.9493   -2.6371 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1620   -2.0109   -1.5310 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8521   -0.9830    1.0851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7119   -2.5823    0.8340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2816   -0.7705    1.8207 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3836   -0.4254   -1.2212 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2571    0.2005    1.1991 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8462   -0.2347   -0.4115 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2221    2.3120    0.0784 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9795    1.7237   -1.4577 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0136    2.7587    1.8890 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  3
  4  5  1  0
  5  6  1  0
  6  7  2  3
  7  8  1  0
  8  9  1  0
  9 10  2  3
 10 11  1  0
 11 12  1  0
 12 13  2  3
 13 14  1  0
 14 15  1  0
 15 16  1  0
 16 17  2  0
 16 18  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  4 25  1  0
  5 26  1  0
  5 27  1  0
  6 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 13 37  1  0
 14 38  1  0
 14 39  1  0
 15 40  1  0
 15 41  1  0
 18 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Hexadeca-4,7,10,13-tetraenoate	Generator
4,7,10,13-Hexadecatetraenoic acid	MeSH

Chemical Formula

C₁₆H₂₄O₂

Average Molecular Weight

248.366

Monoisotopic Molecular Weight

248.177630013

IUPAC Name

hexadeca-4,7,10,13-tetraenoic acid

Traditional Name

hexadeca-4,7,10,13-tetraenoic acid

CAS Registry Number

Not Available

SMILES

CCC=CCC=CCC=CCC=CCCC(O)=O

InChI Identifier

InChI=1S/C16H24O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14-15-16(17)18/h3-4,6-7,9-10,12-13H,2,5,8,11,14-15H2,1H3,(H,17,18)

InChI Key

IVTCJQZAGWTMBZ-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
Unsaturated fatty acid
Straight chain fatty acid
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

Not Available

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

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
logP	5.52	ALOGPS
logP	4.81	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Acidic)	4.89	ChemAxon
Physiological Charge	-1	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	37.3 Å²	ChemAxon
Rotatable Bond Count	10	ChemAxon
Refractivity	81.55 m³·mol⁻¹	ChemAxon
Polarizability	30.13 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	157.046	30932474
DeepCCS	[M-H]-	153.134	30932474
DeepCCS	[M-2H]-	190.558	30932474
DeepCCS	[M+Na]+	166.221	30932474
AllCCS	[M+H]+	164.4	32859911
AllCCS	[M+H-H2O]+	161.0	32859911
AllCCS	[M+NH4]+	167.6	32859911
AllCCS	[M+Na]+	168.5	32859911
AllCCS	[M-H]-	165.2	32859911
AllCCS	[M+Na-2H]-	166.3	32859911
AllCCS	[M+HCOO]-	167.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
(4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid	CCC=CCC=CCC=CCC=CCCC(O)=O	3303.7	Standard polar	33892256
(4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid	CCC=CCC=CCC=CCC=CCCC(O)=O	1815.7	Standard non polar	33892256
(4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid	CCC=CCC=CCC=CCC=CCCC(O)=O	1941.5	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - (4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0f7c-5930000000-7b10ba674495148bd92e	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-04	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - (4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-04	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 - (4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid 10V, Positive-QTOF	splash10-001j-6940000000-7e21b1f1023e7eea3552	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid 20V, Positive-QTOF	splash10-001l-9400000000-f38c51dccf98492fe5fa	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid 40V, Positive-QTOF	splash10-0036-9200000000-5abd6272f117b7a3123f	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid 10V, Negative-QTOF	splash10-0002-0090000000-00a754f9c53024f137a1	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid 20V, Negative-QTOF	splash10-002b-1090000000-bdc0d685b289513dc9d0	2021-10-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - (4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid 40V, Negative-QTOF	splash10-00r6-9400000000-b89862336abf0da0a7e0	2021-10-12	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

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

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

71358585

PDB ID

Not Available

ChEBI ID

137230

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for (4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid (HMDB0253125)

MOL for HMDB0253125 ((4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid)

3D MOL for HMDB0253125 ((4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid)

3D SDF for HMDB0253125 ((4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid)

3D-SDF for HMDB0253125 ((4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid)

PDB for HMDB0253125 ((4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid)

3D PDB for HMDB0253125 ((4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid)

SMILES for HMDB0253125 ((4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid)

INCHI for HMDB0253125 ((4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid)

Structure for HMDB0253125 ((4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid)

3D Structure for HMDB0253125 ((4E,7E,10E,13E)-Hexadeca-4,7,10,13-tetraenoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra