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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2008-10-15 12:12:16 UTC

Update Date

2022-03-07 02:51:02 UTC

HMDB ID

HMDB0010732

Secondary Accession Numbers

HMDB10732

Metabolite Identification

Common Name

trans-Tetra-dec-2-enoic acid

Description

In humans fatty acids are predominantly formed in the liver and adipose tissue, and mammary glands during lactation. trans-tetra-dec-2-enoic acid is an intermediate in fatty acid biosynthesis. Specifically, trans-tetra-dec-2-enoic acid converted from (R)-3-Hydroxy-tetradecanoic acid via two enzymes; fatty-acid Synthase and 3- Hydroxypalmitoyl- [acyl-carrier-protein] dehydratase (EC: 2.3.1.85 and EC: 4.2.1.61).

Structure

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

HMDB0010732
     RDKit          3D
trans-Tetra-dec-2-enoic acid
 42 41  0  0  0  0  0  0  0  0999 V2000
   -6.7058    0.2710    1.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1976    0.4253    1.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6418   -0.5554    0.5078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1213   -0.4688    0.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6693   -1.4703   -0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1518   -1.4725   -0.7069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6447   -0.1298   -1.1240 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8419   -0.1421   -1.2745 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4925   -0.4988    0.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0045   -0.5063   -0.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5885    0.8099   -0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0811    0.6014   -0.5498 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9054    1.2804    0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3562    1.1044    0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1016    1.7903    0.9106 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9636    0.1815   -0.6704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0457    0.4542    0.4900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9293   -0.7960    1.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2029    0.9448    2.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8985    1.4466    1.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7951    0.2169    2.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0324   -0.2990   -0.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9692   -1.5843    0.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8663    0.5641    0.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6931   -0.7024    1.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1124   -1.1923   -1.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0242   -2.4929   -0.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8794   -2.2484   -1.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7414   -1.7707    0.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9323    0.6394   -0.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1093    0.1752   -2.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0819   -0.9744   -1.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2486    0.8247   -1.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2294   -1.5606    0.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1807    0.1147    0.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3921   -0.7523    0.9182 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3445   -1.2948   -0.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2585    1.0385   -1.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3543    1.6064    0.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4839   -0.1372   -1.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4827    2.0156    0.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9718   -0.7821   -0.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  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
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 16 42  1  0
M  END


  Mrv0541 02241201182D          

 16 15  0  0  0  0            999 V2000
    9.3403   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.0548   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.7693   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.4837   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.1982   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.9127   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.6272   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.3417   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.0561   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   15.7706   -6.7547    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   15.0561   -5.5172    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.6259   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.9114   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1969   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4824   -6.3422    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7679   -6.7547    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  1  0  0  0  0
  3  2  1  0  0  0  0
  4  3  1  0  0  0  0
  5  4  1  0  0  0  0
  6  5  1  0  0  0  0
  7  6  1  0  0  0  0
  8  7  2  0  0  0  0
  9  8  1  0  0  0  0
 10  9  2  0  0  0  0
 11  9  1  0  0  0  0
  1 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0010732

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCC\C=C\C(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h12-13H,2-11H2,1H3,(H,15,16)/b13-12+

> <INCHI_KEY>
IBYFOBGPNPINBU-OUKQBFOZSA-N

> <FORMULA>
C14H26O2

> <MOLECULAR_WEIGHT>
226.355

> <EXACT_MASS>
226.193280076

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
29.47028023167445

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(2E)-tetradec-2-enoic acid

> <ALOGPS_LOGP>
6.17

> <JCHEM_LOGP>
5.365268937333333

> <ALOGPS_LOGS>
-5.38

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
5.0255044264493

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
68.97489999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
9.54e-04 g/l

> <JCHEM_TRADITIONAL_IUPAC>
trans-2-tetradecenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0010732
     RDKit          3D
trans-Tetra-dec-2-enoic acid
 42 41  0  0  0  0  0  0  0  0999 V2000
   -6.7058    0.2710    1.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1976    0.4253    1.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6418   -0.5554    0.5078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1213   -0.4688    0.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6693   -1.4703   -0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1518   -1.4725   -0.7069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6447   -0.1298   -1.1240 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8419   -0.1421   -1.2745 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4925   -0.4988    0.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0045   -0.5063   -0.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5885    0.8099   -0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0811    0.6014   -0.5498 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9054    1.2804    0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3562    1.1044    0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1016    1.7903    0.9106 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9636    0.1815   -0.6704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0457    0.4542    0.4900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9293   -0.7960    1.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2029    0.9448    2.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8985    1.4466    1.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7951    0.2169    2.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0324   -0.2990   -0.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9692   -1.5843    0.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8663    0.5641    0.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6931   -0.7024    1.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1124   -1.1923   -1.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0242   -2.4929   -0.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8794   -2.2484   -1.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7414   -1.7707    0.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9323    0.6394   -0.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1093    0.1752   -2.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0819   -0.9744   -1.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2486    0.8247   -1.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2294   -1.5606    0.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1807    0.1147    0.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3921   -0.7523    0.9182 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3445   -1.2948   -0.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2585    1.0385   -1.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3543    1.6064    0.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4839   -0.1372   -1.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4827    2.0156    0.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9718   -0.7821   -0.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  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
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 16 42  1  0
M  END

HEADER    PROTEIN                                 24-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   24-FEB-12         0                                  
HETATM    1  C   UNK     0      17.435 -11.839   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      18.769 -12.609   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      20.103 -11.839   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      21.436 -12.609   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      22.770 -11.839   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      24.104 -12.609   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      25.437 -11.839   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      26.771 -12.609   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      28.105 -11.839   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      29.438 -12.609   0.000  0.00  0.00           O+0
HETATM   11  O   UNK     0      28.105 -10.299   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      16.102 -12.609   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      14.768 -11.839   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      13.434 -12.609   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      12.100 -11.839   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      10.767 -12.609   0.000  0.00  0.00           C+0
CONECT    1    2   12                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10   11                                                  
CONECT   10    9                                                            
CONECT   11    9                                                            
CONECT   12    1   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16   15                                                            
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0010732
HETATM    1  C1  UNL     1      -6.706   0.271   1.515  1.00  0.00           C  
HETATM    2  C2  UNL     1      -5.198   0.425   1.529  1.00  0.00           C  
HETATM    3  C3  UNL     1      -4.642  -0.555   0.508  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.121  -0.469   0.453  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.669  -1.470  -0.579  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.152  -1.473  -0.707  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.645  -0.130  -1.124  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.842  -0.142  -1.275  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.493  -0.499   0.021  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.005  -0.506  -0.094  1.00  0.00           C  
HETATM   11  C11 UNL     1       3.588   0.810  -0.496  1.00  0.00           C  
HETATM   12  C12 UNL     1       5.081   0.601  -0.550  1.00  0.00           C  
HETATM   13  C13 UNL     1       5.905   1.280   0.194  1.00  0.00           C  
HETATM   14  C14 UNL     1       7.356   1.104   0.168  1.00  0.00           C  
HETATM   15  O1  UNL     1       8.102   1.790   0.911  1.00  0.00           O  
HETATM   16  O2  UNL     1       7.964   0.181  -0.670  1.00  0.00           O  
HETATM   17  H1  UNL     1      -7.046   0.454   0.490  1.00  0.00           H  
HETATM   18  H2  UNL     1      -6.929  -0.796   1.741  1.00  0.00           H  
HETATM   19  H3  UNL     1      -7.203   0.945   2.237  1.00  0.00           H  
HETATM   20  H4  UNL     1      -4.899   1.447   1.192  1.00  0.00           H  
HETATM   21  H5  UNL     1      -4.795   0.217   2.528  1.00  0.00           H  
HETATM   22  H6  UNL     1      -5.032  -0.299  -0.493  1.00  0.00           H  
HETATM   23  H7  UNL     1      -4.969  -1.584   0.758  1.00  0.00           H  
HETATM   24  H8  UNL     1      -2.866   0.564   0.181  1.00  0.00           H  
HETATM   25  H9  UNL     1      -2.693  -0.702   1.437  1.00  0.00           H  
HETATM   26  H10 UNL     1      -3.112  -1.192  -1.570  1.00  0.00           H  
HETATM   27  H11 UNL     1      -3.024  -2.493  -0.346  1.00  0.00           H  
HETATM   28  H12 UNL     1      -0.879  -2.248  -1.426  1.00  0.00           H  
HETATM   29  H13 UNL     1      -0.741  -1.771   0.282  1.00  0.00           H  
HETATM   30  H14 UNL     1      -0.932   0.639  -0.347  1.00  0.00           H  
HETATM   31  H15 UNL     1      -1.109   0.175  -2.086  1.00  0.00           H  
HETATM   32  H16 UNL     1       1.082  -0.974  -1.994  1.00  0.00           H  
HETATM   33  H17 UNL     1       1.249   0.825  -1.638  1.00  0.00           H  
HETATM   34  H18 UNL     1       1.229  -1.561   0.275  1.00  0.00           H  
HETATM   35  H19 UNL     1       1.181   0.115   0.870  1.00  0.00           H  
HETATM   36  H20 UNL     1       3.392  -0.752   0.918  1.00  0.00           H  
HETATM   37  H21 UNL     1       3.344  -1.295  -0.772  1.00  0.00           H  
HETATM   38  H22 UNL     1       3.258   1.038  -1.538  1.00  0.00           H  
HETATM   39  H23 UNL     1       3.354   1.606   0.217  1.00  0.00           H  
HETATM   40  H24 UNL     1       5.484  -0.137  -1.229  1.00  0.00           H  
HETATM   41  H25 UNL     1       5.483   2.016   0.868  1.00  0.00           H  
HETATM   42  H26 UNL     1       7.972  -0.782  -0.357  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   26   27
CONECT    6    7   28   29
CONECT    7    8   30   31
CONECT    8    9   32   33
CONECT    9   10   34   35
CONECT   10   11   36   37
CONECT   11   12   38   39
CONECT   12   13   13   40
CONECT   13   14   41
CONECT   14   15   15   16
CONECT   16   42
END

HMDB0010732
     RDKit          3D
trans-Tetra-dec-2-enoic acid
 42 41  0  0  0  0  0  0  0  0999 V2000
   -6.7058    0.2710    1.5153 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1976    0.4253    1.5288 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6418   -0.5554    0.5078 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1213   -0.4688    0.4531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6693   -1.4703   -0.5789 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1518   -1.4725   -0.7069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6447   -0.1298   -1.1240 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8419   -0.1421   -1.2745 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4925   -0.4988    0.0206 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0045   -0.5063   -0.0943 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5885    0.8099   -0.4962 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0811    0.6014   -0.5498 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9054    1.2804    0.1940 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3562    1.1044    0.1679 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.1016    1.7903    0.9106 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.9636    0.1815   -0.6704 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.0457    0.4542    0.4900 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.9293   -0.7960    1.7410 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.2029    0.9448    2.2368 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8985    1.4466    1.1918 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7951    0.2169    2.5282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0324   -0.2990   -0.4933 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9692   -1.5843    0.7584 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8663    0.5641    0.1807 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6931   -0.7024    1.4365 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1124   -1.1923   -1.5704 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0242   -2.4929   -0.3461 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8794   -2.2484   -1.4264 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7414   -1.7707    0.2821 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9323    0.6394   -0.3474 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1093    0.1752   -2.0857 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0819   -0.9744   -1.9938 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2486    0.8247   -1.6380 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2294   -1.5606    0.2751 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.1807    0.1147    0.8704 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3921   -0.7523    0.9182 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3445   -1.2948   -0.7722 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2585    1.0385   -1.5378 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3543    1.6064    0.2173 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4839   -0.1372   -1.2290 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.4827    2.0156    0.8680 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.9718   -0.7821   -0.3573 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 12 13  2  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
  5 27  1  0
  6 28  1  0
  6 29  1  0
  7 30  1  0
  7 31  1  0
  8 32  1  0
  8 33  1  0
  9 34  1  0
  9 35  1  0
 10 36  1  0
 10 37  1  0
 11 38  1  0
 11 39  1  0
 12 40  1  0
 13 41  1  0
 16 42  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(e)-2-Tetradecenoic acid	ChEBI
(e)-Tetradec-2-enoic acid	ChEBI
1-Tridecenylcarboxylic acid	ChEBI
14:1, N-12 trans	ChEBI
Acide trans-2-tetradecenoique	ChEBI
Acido trans-2-tetradecenoico	ChEBI
C14:1, N-12 trans	ChEBI
trans-2-Tetradecensaeure	ChEBI
trans-Tetradec-2-enoic acid	ChEBI
(e)-2-Tetradecenoate	Generator
(e)-Tetradec-2-enoate	Generator
1-Tridecenylcarboxylate	Generator
trans-Tetradec-2-enoate	Generator
trans-Tetra-dec-2-enoate	Generator
2-Tetradecenoic acid, (e)-isomer	MeSH, HMDB
2-Tetradecenoic acid	MeSH

Chemical Formula

C₁₄H₂₆O₂

Average Molecular Weight

226.355

Monoisotopic Molecular Weight

226.193280076

IUPAC Name

(2E)-tetradec-2-enoic acid

Traditional Name

trans-2-tetradecenoic acid

CAS Registry Number

Not Available

SMILES

CCCCCCCCCCC\C=C\C(O)=O

InChI Identifier

InChI=1S/C14H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h12-13H,2-11H2,1H3,(H,15,16)/b13-12+

InChI Key

IBYFOBGPNPINBU-OUKQBFOZSA-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

2-tetradecenoic acid (CHEBI:37271 )
Unsaturated fatty acids (LMFA01030047 )

Ontology

Not Available

Urine (HMDB: HMDB0010732)

Cellular substructure

Extracellular (HMDB: HMDB0010732)
Membrane (HMDB: HMDB0010732)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0010732)

Source

Endogenous

Endogenous (HMDB: HMDB0010732)

Animal

Animal (HMDB: HMDB0010732)

Exogenous

Food

Food (HMDB: HMDB0010732)

Animal origin

Poultry

Greylag goose (FooDB: FOOD00368)
Guinea hen (FooDB: FOOD00373)
Ostrich (FooDB: FOOD00422)
Velvet duck (FooDB: FOOD00427)
Pheasant (FooDB: FOOD00430)
Squab (FooDB: FOOD00481)
Turkey (FooDB: FOOD00494)
Quail (FooDB: FOOD00541)
Anatidae (FooDB: FOOD00576)
Rock ptarmigan (FooDB: FOOD00597)
Columbidae (Dove, Pigeon) (FooDB: FOOD00610)
Chicken (FooDB: FOOD00329)
Mallard duck (FooDB: FOOD00353)
Emu (FooDB: FOOD00360)

Equine

Horse (FooDB: FOOD00378)

Lagomorph

Ovis

Sheep (Mutton, Lamb) (FooDB: FOOD00473)

Bovine

Venison

Deer (FooDB: FOOD00524)
Mule deer (FooDB: FOOD00348)
Elk (FooDB: FOOD00359)

Caprae

Domestic goat (FooDB: FOOD00529)

Swine

Domestic pig (FooDB: FOOD00536)
Wild boar (FooDB: FOOD00307)

Process

Naturally occurring process

Biological process

Biochemical pathway

Metabolic pathway

Fatty Acid Biosynthesis (HMDB: HMDB0010732)
Fatty Acid Biosynthesis (PathBank: SMP0002360)

Fatty Acid Biosynthesis (HMDB: HMDB0010732)

Chemical reaction

Lipid peroxidation (HMDB: HMDB0010732)

Biochemical process

Fatty acid metabolism (HMDB: HMDB0010732)

Cellular process

Cell signaling (HMDB: HMDB0010732)

Role

Biological role

Membrane stabilizer (HMDB: HMDB0010732)

Nutrient

Nutrient (HMDB: HMDB0010732)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0010732)

Emulsifier (HMDB: HMDB0010732)

Physical Properties

State

Solid

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
Water Solubility	0.00095 g/L	ALOGPS
logP	6.17	ALOGPS
logP	5.37	ChemAxon
logS	-5.4	ALOGPS
pKa (Strongest Acidic)	5.03	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	68.97 m³·mol⁻¹	ChemAxon
Polarizability	29.47 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]+	161.314	31661259
DarkChem	[M-H]-	160.453	31661259
DeepCCS	[M+H]+	159.582	30932474
DeepCCS	[M-H]-	155.559	30932474
DeepCCS	[M-2H]-	193.046	30932474
DeepCCS	[M+Na]+	168.736	30932474
AllCCS	[M+H]+	160.3	32859911
AllCCS	[M+H-H2O]+	156.9	32859911
AllCCS	[M+NH4]+	163.6	32859911
AllCCS	[M+Na]+	164.5	32859911
AllCCS	[M-H]-	162.4	32859911
AllCCS	[M+Na-2H]-	163.6	32859911
AllCCS	[M+HCOO]-	165.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
trans-Tetra-dec-2-enoic acid	CCCCCCCCCCC\C=C\C(O)=O	3064.1	Standard polar	33892256
trans-Tetra-dec-2-enoic acid	CCCCCCCCCCC\C=C\C(O)=O	1781.7	Standard non polar	33892256
trans-Tetra-dec-2-enoic acid	CCCCCCCCCCC\C=C\C(O)=O	1802.6	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
trans-Tetra-dec-2-enoic acid,1TMS,isomer #1	CCCCCCCCCCC/C=C/C(=O)O[Si](C)(C)C	1900.9	Semi standard non polar	33892256
trans-Tetra-dec-2-enoic acid,1TBDMS,isomer #1	CCCCCCCCCCC/C=C/C(=O)O[Si](C)(C)C(C)(C)C	2127.2	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 - trans-Tetra-dec-2-enoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-052o-9710000000-1295693a380b8d139c98	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - trans-Tetra-dec-2-enoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-05fr-9440000000-057fabc556ddc345eae7	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - trans-Tetra-dec-2-enoic 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 - trans-Tetra-dec-2-enoic acid 10V, Positive-QTOF	splash10-056r-0390000000-8648e931777c9a5c5dcf	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Tetra-dec-2-enoic acid 20V, Positive-QTOF	splash10-067i-4920000000-dfcd6f40c74f0a3f3394	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Tetra-dec-2-enoic acid 40V, Positive-QTOF	splash10-052f-9400000000-58f5bf2295db48d81eb2	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Tetra-dec-2-enoic acid 10V, Negative-QTOF	splash10-004i-0190000000-3b8875fdd5df7ef23b0b	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Tetra-dec-2-enoic acid 20V, Negative-QTOF	splash10-0059-1590000000-5c4ed7bac134834ca7ee	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Tetra-dec-2-enoic acid 40V, Negative-QTOF	splash10-054o-9510000000-3a4c6af1ba3e9176494a	2016-09-14	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Tetra-dec-2-enoic acid 10V, Positive-QTOF	splash10-053s-9310000000-7771c4f27382737df69f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Tetra-dec-2-enoic acid 20V, Positive-QTOF	splash10-0apj-9100000000-9b593eda971ef5e331d0	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Tetra-dec-2-enoic acid 40V, Positive-QTOF	splash10-05nf-9000000000-fdfcdfc5312f7d8dbf3b	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Tetra-dec-2-enoic acid 10V, Negative-QTOF	splash10-004i-0190000000-24bf27cf445fed874023	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Tetra-dec-2-enoic acid 20V, Negative-QTOF	splash10-056r-0190000000-0cf4ac2a167d7022f37c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - trans-Tetra-dec-2-enoic acid 40V, Negative-QTOF	splash10-0006-9510000000-26689ffe91d993c43c6f	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Name	SMPDB/PathBank	KEGG
Fatty Acid Biosynthesis		Not Available

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

FDB027879

KNApSAcK ID

Not Available

Chemspider ID

4445865

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5282738

PDB ID

Not Available

ChEBI ID

37271

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.

Enzymes

Enzyme Details

1. Fatty acid synthase

General function:: Involved in transferase activity
Specific function:: Fatty acid synthetase catalyzes the formation of long-chain fatty acids from acetyl-CoA, malonyl-CoA and NADPH. This multifunctional protein has 7 catalytic activities and an acyl carrier protein.
Gene Name:: FASN
Uniprot ID:: P49327
Molecular weight:: 273424.06

Showing metabocard for trans-Tetra-dec-2-enoic acid (HMDB0010732)

MOL for HMDB0010732 (trans-Tetra-dec-2-enoic acid)

3D MOL for HMDB0010732 (trans-Tetra-dec-2-enoic acid)

3D SDF for HMDB0010732 (trans-Tetra-dec-2-enoic acid)

3D-SDF for HMDB0010732 (trans-Tetra-dec-2-enoic acid)

PDB for HMDB0010732 (trans-Tetra-dec-2-enoic acid)

3D PDB for HMDB0010732 (trans-Tetra-dec-2-enoic acid)

SMILES for HMDB0010732 (trans-Tetra-dec-2-enoic acid)

INCHI for HMDB0010732 (trans-Tetra-dec-2-enoic acid)

Structure for HMDB0010732 (trans-Tetra-dec-2-enoic acid)

3D Structure for HMDB0010732 (trans-Tetra-dec-2-enoic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes