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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2017-03-16 03:38:03 UTC

Update Date

2022-03-07 03:17:51 UTC

HMDB ID

HMDB0062248

Secondary Accession Numbers

HMDB62248

Metabolite Identification

Common Name

9E-tetradecenoic acid

Description

9E-tetradecenoic acid, also known as C14:1N-5 or Myristelaidic acid, is classified as a member of the Long-chain fatty acids. Long-chain fatty acids are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. 9E-tetradecenoic acid is considered to be practically insoluble (in water) and acidic. 9E-tetradecenoic acid is a fatty acid lipid molecule

Structure

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

HMDB0062248
     RDKit          3D
9E-tetradecenoic acid
 42 41  0  0  0  0  0  0  0  0999 V2000
   -6.5534   -1.1906    0.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3965   -0.4332   -0.4514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8247    0.4916    0.5932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6874    1.2688   -0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6475    0.3197   -0.4657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4351    0.4132    0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3562   -0.5198   -0.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7938    0.2668   -0.9431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3719    1.2407    0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8932    0.5424    1.2823 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9771   -0.4426    0.9788 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1803    0.1999    0.3242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2156   -0.8683    0.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4249   -0.3507   -0.5764 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5442    0.8641   -0.8526 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4644   -1.2062   -0.8831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0403   -0.4895    0.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1322   -2.0412    0.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2697   -1.4414   -0.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6089   -1.1858   -0.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6894    0.1544   -1.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4027   -0.1032    1.4520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6011    1.1674    1.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0690    1.8959   -0.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2528    1.9967    0.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8549   -0.4279   -1.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2572    1.1794    0.8078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7281   -1.2276   -1.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0550   -1.1200    0.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5829   -0.4279   -1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4555    0.8405   -1.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5631    1.9424    0.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1661    1.8311   -0.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0646    0.0187    1.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3326    1.3192    1.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5495   -1.2494    0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941   -0.8961    1.9459 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5673    1.0533    0.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8511    0.6019   -0.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6994   -1.6564   -0.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4280   -1.3747    1.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4426   -0.9559   -0.8305 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  2  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
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 16 42  1  0
M  END


  Mrv1652304032019042D          

 18 17  0  0  0  0            999 V2000
   -1.2888    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5743    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1401    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8546    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9980    2.5559    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
    4.4270    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1414    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.8559    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5704    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.2849    2.5559    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.7138    2.5559    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9993    1.3184    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.5691    3.3809    0.0000 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2836    1.3184    0.0000 H   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  2  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  1  0  0  0  0
 11 10  1  0  0  0  0
 12 11  1  0  0  0  0
 13 12  1  0  0  0  0
 14 13  1  0  0  0  0
 15 14  2  0  0  0  0
 16 14  1  0  0  0  0
 17  5  1  0  0  0  0
 18  6  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0062248

> <DATABASE_NAME>
hmdb

> <SMILES>
[H]\C(CCCC)=C(\[H])CCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h5-6H,2-4,7-13H2,1H3,(H,15,16)/b6-5+

> <INCHI_KEY>
YWWVWXASSLXJHU-AATRIKPKSA-N

> <FORMULA>
C14H26O2

> <MOLECULAR_WEIGHT>
226.36

> <EXACT_MASS>
226.193280077

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
42

> <JCHEM_AVERAGE_POLARIZABILITY>
29.139739979458533

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(9E)-tetradec-9-enoic acid

> <ALOGPS_LOGP>
5.69

> <JCHEM_LOGP>
5.005523791

> <ALOGPS_LOGS>
-5.00

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.988167283903808

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
68.99819999999998

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
2.24e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(9E)-tetradec-9-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0062248
     RDKit          3D
9E-tetradecenoic acid
 42 41  0  0  0  0  0  0  0  0999 V2000
   -6.5534   -1.1906    0.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3965   -0.4332   -0.4514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8247    0.4916    0.5932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6874    1.2688   -0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6475    0.3197   -0.4657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4351    0.4132    0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3562   -0.5198   -0.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7938    0.2668   -0.9431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3719    1.2407    0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8932    0.5424    1.2823 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9771   -0.4426    0.9788 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1803    0.1999    0.3242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2156   -0.8683    0.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4249   -0.3507   -0.5764 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5442    0.8641   -0.8526 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4644   -1.2062   -0.8831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0403   -0.4895    0.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1322   -2.0412    0.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2697   -1.4414   -0.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6089   -1.1858   -0.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6894    0.1544   -1.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4027   -0.1032    1.4520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6011    1.1674    1.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0690    1.8959   -0.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2528    1.9967    0.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8549   -0.4279   -1.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2572    1.1794    0.8078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7281   -1.2276   -1.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0550   -1.1200    0.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5829   -0.4279   -1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4555    0.8405   -1.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5631    1.9424    0.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1661    1.8311   -0.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0646    0.0187    1.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3326    1.3192    1.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5495   -1.2494    0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941   -0.8961    1.9459 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5673    1.0533    0.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8511    0.6019   -0.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6994   -1.6564   -0.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4280   -1.3747    1.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4426   -0.9559   -0.8305 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  2  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
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 16 42  1  0
M  END

HEADER    PROTEIN                                 03-APR-20   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   03-APR-20         0                                  
HETATM    1  C   UNK     0      -2.406   4.771   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      -1.072   4.001   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       0.262   4.771   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.595   4.001   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.929   4.771   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       4.263   4.001   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.596   4.771   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.264   4.771   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.597   4.001   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.931   4.771   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      12.265   4.001   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.598   4.771   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      14.932   4.001   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      16.266   4.771   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      14.932   2.461   0.000  0.00  0.00           O+0
HETATM   17  H   UNK     0       2.929   6.311   0.000  0.00  0.00           H+0
HETATM   18  H   UNK     0       4.263   2.461   0.000  0.00  0.00           H+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6   17                                                  
CONECT    6    5    7   18                                                  
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   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    5                                                            
CONECT   18    6                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    HMDB0062248
HETATM    1  C1  UNL     1      -6.553  -1.191   0.185  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.397  -0.433  -0.451  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.825   0.492   0.593  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.687   1.269  -0.017  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.648   0.320  -0.466  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.435   0.413   0.066  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.356  -0.520  -0.354  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.794   0.267  -0.943  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.372   1.241   0.057  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.893   0.542   1.282  1.00  0.00           C  
HETATM   11  C11 UNL     1       2.977  -0.443   0.979  1.00  0.00           C  
HETATM   12  C12 UNL     1       4.180   0.200   0.324  1.00  0.00           C  
HETATM   13  C13 UNL     1       5.216  -0.868   0.058  1.00  0.00           C  
HETATM   14  C14 UNL     1       6.425  -0.351  -0.576  1.00  0.00           C  
HETATM   15  O1  UNL     1       6.544   0.864  -0.853  1.00  0.00           O  
HETATM   16  O2  UNL     1       7.464  -1.206  -0.883  1.00  0.00           O  
HETATM   17  H1  UNL     1      -7.040  -0.490   0.895  1.00  0.00           H  
HETATM   18  H2  UNL     1      -6.132  -2.041   0.726  1.00  0.00           H  
HETATM   19  H3  UNL     1      -7.270  -1.441  -0.607  1.00  0.00           H  
HETATM   20  H4  UNL     1      -4.609  -1.186  -0.699  1.00  0.00           H  
HETATM   21  H5  UNL     1      -5.689   0.154  -1.321  1.00  0.00           H  
HETATM   22  H6  UNL     1      -4.403  -0.103   1.452  1.00  0.00           H  
HETATM   23  H7  UNL     1      -5.601   1.167   1.011  1.00  0.00           H  
HETATM   24  H8  UNL     1      -4.069   1.896  -0.867  1.00  0.00           H  
HETATM   25  H9  UNL     1      -3.253   1.997   0.720  1.00  0.00           H  
HETATM   26  H10 UNL     1      -2.855  -0.428  -1.211  1.00  0.00           H  
HETATM   27  H11 UNL     1      -1.257   1.179   0.808  1.00  0.00           H  
HETATM   28  H12 UNL     1      -0.728  -1.228  -1.139  1.00  0.00           H  
HETATM   29  H13 UNL     1      -0.055  -1.120   0.512  1.00  0.00           H  
HETATM   30  H14 UNL     1       1.583  -0.428  -1.338  1.00  0.00           H  
HETATM   31  H15 UNL     1       0.456   0.841  -1.832  1.00  0.00           H  
HETATM   32  H16 UNL     1       0.563   1.942   0.339  1.00  0.00           H  
HETATM   33  H17 UNL     1       2.166   1.831  -0.456  1.00  0.00           H  
HETATM   34  H18 UNL     1       1.065   0.019   1.775  1.00  0.00           H  
HETATM   35  H19 UNL     1       2.333   1.319   1.963  1.00  0.00           H  
HETATM   36  H20 UNL     1       2.550  -1.249   0.373  1.00  0.00           H  
HETATM   37  H21 UNL     1       3.294  -0.896   1.946  1.00  0.00           H  
HETATM   38  H22 UNL     1       4.567   1.053   0.901  1.00  0.00           H  
HETATM   39  H23 UNL     1       3.851   0.602  -0.666  1.00  0.00           H  
HETATM   40  H24 UNL     1       4.699  -1.656  -0.546  1.00  0.00           H  
HETATM   41  H25 UNL     1       5.428  -1.375   1.044  1.00  0.00           H  
HETATM   42  H26 UNL     1       8.443  -0.956  -0.831  1.00  0.00           H  
CONECT    1    2   17   18   19
CONECT    2    3   20   21
CONECT    3    4   22   23
CONECT    4    5   24   25
CONECT    5    6    6   26
CONECT    6    7   27
CONECT    7    8   28   29
CONECT    8    9   30   31
CONECT    9   10   32   33
CONECT   10   11   34   35
CONECT   11   12   36   37
CONECT   12   13   38   39
CONECT   13   14   40   41
CONECT   14   15   15   16
CONECT   16   42
END

HMDB0062248
     RDKit          3D
9E-tetradecenoic acid
 42 41  0  0  0  0  0  0  0  0999 V2000
   -6.5534   -1.1906    0.1851 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3965   -0.4332   -0.4514 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8247    0.4916    0.5932 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6874    1.2688   -0.0171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6475    0.3197   -0.4657 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4351    0.4132    0.0662 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3562   -0.5198   -0.3537 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7938    0.2668   -0.9431 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3719    1.2407    0.0571 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8932    0.5424    1.2823 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9771   -0.4426    0.9788 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.1803    0.1999    0.3242 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2156   -0.8683    0.0581 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4249   -0.3507   -0.5764 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.5442    0.8641   -0.8526 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.4644   -1.2062   -0.8831 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0403   -0.4895    0.8946 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1322   -2.0412    0.7257 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2697   -1.4414   -0.6071 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6089   -1.1858   -0.6994 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6894    0.1544   -1.3205 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4027   -0.1032    1.4520 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6011    1.1674    1.0108 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0690    1.8959   -0.8674 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2528    1.9967    0.7196 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8549   -0.4279   -1.2106 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2572    1.1794    0.8078 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7281   -1.2276   -1.1386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0550   -1.1200    0.5123 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5829   -0.4279   -1.3380 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4555    0.8405   -1.8318 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.5631    1.9424    0.3389 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1661    1.8311   -0.4559 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0646    0.0187    1.7749 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3326    1.3192    1.9628 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5495   -1.2494    0.3728 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2941   -0.8961    1.9459 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5673    1.0533    0.9013 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8511    0.6019   -0.6662 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6994   -1.6564   -0.5464 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4280   -1.3747    1.0440 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.4426   -0.9559   -0.8305 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  2  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
  1 17  1  0
  1 18  1  0
  1 19  1  0
  2 20  1  0
  2 21  1  0
  3 22  1  0
  3 23  1  0
  4 24  1  0
  4 25  1  0
  5 26  1  0
  6 27  1  0
  7 28  1  0
  7 29  1  0
  8 30  1  0
  8 31  1  0
  9 32  1  0
  9 33  1  0
 10 34  1  0
 10 35  1  0
 11 36  1  0
 11 37  1  0
 12 38  1  0
 12 39  1  0
 13 40  1  0
 13 41  1  0
 16 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(e)-Tetradec-9-enoic acid	ChEBI
9E-Tetradecenoic acid	ChEBI
C14:1N-5	ChEBI
Myristelaidic acid	ChEBI
trans-9-Tetradecenoic acid	ChEBI
(e)-Tetradec-9-enoate	Generator
9E-Tetradecenoate	Generator
Myristelaidate	Generator
trans-9-Tetradecenoate	Generator
(9E)-Tetradecenoate	Generator

Chemical Formula

C₁₄H₂₆O₂

Average Molecular Weight

226.36

Monoisotopic Molecular Weight

226.193280077

IUPAC Name

(9E)-tetradec-9-enoic acid

Traditional Name

(9E)-tetradec-9-enoic acid

CAS Registry Number

Not Available

SMILES

CCCC\C=C\CCCCCCCC(O)=O

InChI Identifier

InChI=1S/C14H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h5-6H,2-4,7-13H2,1H3,(H,15,16)/b6-5+

InChI Key

YWWVWXASSLXJHU-AATRIKPKSA-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

Unsaturated fatty acids (LMFA01030250 )

Ontology

Not Available

Milk and milk product

Unfermented milk

Milk (Cow) (FooDB: FOOD00618)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.0022 g/l	ALOGPS
LogP	5.69	ALOGPS

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	5.69	ALOGPS
logP	5.01	ChemAxon
logS	-5	ALOGPS
pKa (Strongest Acidic)	4.99	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	11	ChemAxon
Refractivity	69 m³·mol⁻¹	ChemAxon
Polarizability	29.14 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]+	161.705	31661259
DarkChem	[M-H]-	160.569	31661259
DeepCCS	[M+H]+	158.977	30932474
DeepCCS	[M-H]-	154.958	30932474
DeepCCS	[M-2H]-	192.405	30932474
DeepCCS	[M+Na]+	168.13	30932474
AllCCS	[M+H]+	160.7	32859911
AllCCS	[M+H-H2O]+	157.3	32859911
AllCCS	[M+NH4]+	163.9	32859911
AllCCS	[M+Na]+	164.8	32859911
AllCCS	[M-H]-	163.1	32859911
AllCCS	[M+Na-2H]-	164.4	32859911
AllCCS	[M+HCOO]-	165.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
9E-tetradecenoic acid	CCCC\C=C\CCCCCCCC(O)=O	2679.7	Standard polar	33892256
9E-tetradecenoic acid	CCCC\C=C\CCCCCCCC(O)=O	1710.4	Standard non polar	33892256
9E-tetradecenoic acid	CCCC\C=C\CCCCCCCC(O)=O	1763.8	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
9E-tetradecenoic acid,1TMS,isomer #1	CCCC/C=C/CCCCCCCC(=O)O[Si](C)(C)C	1834.4	Semi standard non polar	33892256
9E-tetradecenoic acid,1TBDMS,isomer #1	CCCC/C=C/CCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	2070.6	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 - 9E-tetradecenoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9800000000-b897987a030a5c8a06af	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9E-tetradecenoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-00a9-9520000000-b85c6ba98a1ce24c3518	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9E-tetradecenoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 9E-tetradecenoic 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 - 9E-tetradecenoic acid 10V, Positive-QTOF	splash10-0a4i-0290000000-61724495c6764dfa7cea	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9E-tetradecenoic acid 20V, Positive-QTOF	splash10-05o0-6930000000-96761fe492a49a630e91	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9E-tetradecenoic acid 40V, Positive-QTOF	splash10-052f-9400000000-b20fde7f824357202abf	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9E-tetradecenoic acid 10V, Negative-QTOF	splash10-004i-0190000000-7f930e0e03b1fa3a9fd4	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9E-tetradecenoic acid 20V, Negative-QTOF	splash10-057i-1390000000-4737682d48de5fcadbba	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9E-tetradecenoic acid 40V, Negative-QTOF	splash10-0a4l-9400000000-2b42ca7eb50cec5c940c	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9E-tetradecenoic acid 10V, Positive-QTOF	splash10-0a7j-9330000000-790a04dc9533b3b6607b	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9E-tetradecenoic acid 20V, Positive-QTOF	splash10-05o1-9000000000-fa6bdbb819001b908171	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9E-tetradecenoic acid 40V, Positive-QTOF	splash10-0aou-9000000000-aaba2dc5fc19c49556c2	2021-09-21	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9E-tetradecenoic acid 10V, Negative-QTOF	splash10-004i-0090000000-6c6d923a7644bf907b73	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9E-tetradecenoic acid 20V, Negative-QTOF	splash10-056r-1090000000-bf30a380076470239567	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 9E-tetradecenoic acid 40V, Negative-QTOF	splash10-0006-9300000000-b037435cdbd96f2e828d	2021-09-25	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

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

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

5312402

PDB ID

Not Available

ChEBI ID

131381

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 ]
Gunstone, Frank D., John L. Harwood, and Albert J. Dijkstra (2007). The lipid handbook with CD-ROM. CRC Press.

Showing metabocard for 9E-tetradecenoic acid (HMDB0062248)

MOL for HMDB0062248 (9E-tetradecenoic acid)

3D MOL for HMDB0062248 (9E-tetradecenoic acid)

3D SDF for HMDB0062248 (9E-tetradecenoic acid)

3D-SDF for HMDB0062248 (9E-tetradecenoic acid)

PDB for HMDB0062248 (9E-tetradecenoic acid)

3D PDB for HMDB0062248 (9E-tetradecenoic acid)

SMILES for HMDB0062248 (9E-tetradecenoic acid)

INCHI for HMDB0062248 (9E-tetradecenoic acid)

Structure for HMDB0062248 (9E-tetradecenoic acid)

3D Structure for HMDB0062248 (9E-tetradecenoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra