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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2006-10-20 09:59:43 UTC

Update Date

2022-03-07 02:49:25 UTC

HMDB ID

HMDB0005051

Secondary Accession Numbers

HMDB05051

Metabolite Identification

Common Name

Tsuzuic acid

Description

Tsuzuic acid, also known as tsuzuate or 4-tetradecenoate, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. Based on a literature review a small amount of articles have been published on Tsuzuic acid.

Structure

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

HMDB0005051
     RDKit          3D
Tsuzuic acid
 42 41  0  0  0  0  0  0  0  0999 V2000
   -5.5875    0.1439    0.8810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8650   -1.1952    0.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4048   -0.8820    0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4679   -0.1701   -0.8869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1294    0.2384   -1.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3705    1.1653   -0.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0676    1.5233   -1.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8083    0.3429   -1.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2046   -0.3817   -0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    0.5249    0.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1642    0.3263    1.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9570   -0.8509    0.7184 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1896   -0.3348   -0.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9598    0.5318    0.8543 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6822    1.7551    1.0445 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0631    0.0161    1.5423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4462    0.0244    1.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0323    0.4276   -0.1032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8594    0.8983    1.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9598   -1.7342    1.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2749   -1.7306   -0.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9271   -0.2631    1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9014   -1.8769    0.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0247   -0.8215   -1.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0642    0.7686   -0.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2487    0.7147   -2.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5871   -0.7261   -1.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2232    0.8088    0.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9830    2.1248   -0.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4688    2.3369   -0.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2892    1.9706   -2.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3179   -0.4135   -2.1251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7306    0.6392   -2.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6995   -1.3000   -0.4691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2061   -0.5816    0.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3857    1.4394    1.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6105    1.0889    1.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3914   -1.3721    1.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4727   -1.5935    0.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7602    0.2981   -0.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7552   -1.1804   -0.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9526   -0.6895    2.2582 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  2  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
  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
 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


  Mrv0541 02231220202D          

 16 15  0  0  0  0            999 V2000
   21.7883  -13.2460    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   21.0738  -14.4835    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.3594  -16.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   19.6449  -16.9585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.0738  -16.9585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.9304  -16.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7883  -16.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   18.2159  -16.9585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5028  -16.9585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   17.5015  -16.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2172  -16.5460    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   16.7870  -16.9585    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.2172  -15.7210    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5028  -15.3085    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.5028  -14.4835    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.7883  -14.0710    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  2 16  2  0  0  0  0
  3  4  1  0  0  0  0
  3  5  1  0  0  0  0
  4  6  1  0  0  0  0
  5  7  1  0  0  0  0
  6  8  1  0  0  0  0
  7  9  1  0  0  0  0
  8 10  1  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 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
M  END
> <DATABASE_ID>
HMDB0005051

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCC\C=C/CCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C14H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h10-11H,2-9,12-13H2,1H3,(H,15,16)/b11-10-

> <INCHI_KEY>
CUVLOCDGQCUQSI-KHPPLWFESA-N

> <FORMULA>
C14H26O2

> <MOLECULAR_WEIGHT>
226.355

> <EXACT_MASS>
226.193280076

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
28.769530345074465

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
(4Z)-tetradec-4-enoic acid

> <ALOGPS_LOGP>
5.84

> <JCHEM_LOGP>
5.005523791

> <ALOGPS_LOGS>
-5.12

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.881543944064292

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
68.9982

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.71e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
(4Z)-tetradec-4-enoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0005051
     RDKit          3D
Tsuzuic acid
 42 41  0  0  0  0  0  0  0  0999 V2000
   -5.5875    0.1439    0.8810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8650   -1.1952    0.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4048   -0.8820    0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4679   -0.1701   -0.8869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1294    0.2384   -1.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3705    1.1653   -0.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0676    1.5233   -1.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8083    0.3429   -1.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2046   -0.3817   -0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    0.5249    0.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1642    0.3263    1.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9570   -0.8509    0.7184 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1896   -0.3348   -0.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9598    0.5318    0.8543 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6822    1.7551    1.0445 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0631    0.0161    1.5423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4462    0.0244    1.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0323    0.4276   -0.1032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8594    0.8983    1.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9598   -1.7342    1.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2749   -1.7306   -0.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9271   -0.2631    1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9014   -1.8769    0.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0247   -0.8215   -1.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0642    0.7686   -0.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2487    0.7147   -2.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5871   -0.7261   -1.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2232    0.8088    0.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9830    2.1248   -0.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4688    2.3369   -0.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2892    1.9706   -2.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3179   -0.4135   -2.1251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7306    0.6392   -2.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6995   -1.3000   -0.4691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2061   -0.5816    0.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3857    1.4394    1.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6105    1.0889    1.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3914   -1.3721    1.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4727   -1.5935    0.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7602    0.2981   -0.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7552   -1.1804   -0.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9526   -0.6895    2.2582 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  2  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
  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
 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                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0      40.671 -24.726   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      39.338 -27.036   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0      38.004 -30.886   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      36.670 -31.656   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      39.338 -31.656   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      35.337 -30.886   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      40.671 -30.886   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      34.003 -31.656   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      42.005 -31.656   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      32.669 -30.886   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      43.339 -30.886   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      31.336 -31.656   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      43.339 -29.346   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      42.005 -28.576   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      42.005 -27.036   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      40.671 -26.266   0.000  0.00  0.00           C+0
CONECT    1   16                                                            
CONECT    2   16                                                            
CONECT    3    4    5                                                       
CONECT    4    3    6                                                       
CONECT    5    3    7                                                       
CONECT    6    4    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10                                                            
CONECT   13   11   14                                                       
CONECT   14   13   15                                                       
CONECT   15   14   16                                                       
CONECT   16    1    2   15                                                  
MASTER        0    0    0    0    0    0    0    0   16    0   30    0
END

COMPND    HMDB0005051
HETATM    1  C1  UNL     1      -5.587   0.144   0.881  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.865  -1.195   0.792  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.405  -0.882   0.427  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.468  -0.170  -0.887  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.129   0.238  -1.440  1.00  0.00           C  
HETATM    6  C6  UNL     1      -1.371   1.165  -0.557  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.068   1.523  -1.224  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.808   0.343  -1.489  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.205  -0.382  -0.192  1.00  0.00           C  
HETATM   10  C10 UNL     1       1.934   0.525   0.705  1.00  0.00           C  
HETATM   11  C11 UNL     1       3.164   0.326   1.119  1.00  0.00           C  
HETATM   12  C12 UNL     1       3.957  -0.851   0.718  1.00  0.00           C  
HETATM   13  C13 UNL     1       5.190  -0.335  -0.036  1.00  0.00           C  
HETATM   14  C14 UNL     1       5.960   0.532   0.854  1.00  0.00           C  
HETATM   15  O1  UNL     1       5.682   1.755   1.044  1.00  0.00           O  
HETATM   16  O2  UNL     1       7.063   0.016   1.542  1.00  0.00           O  
HETATM   17  H1  UNL     1      -6.446   0.024   1.572  1.00  0.00           H  
HETATM   18  H2  UNL     1      -6.032   0.428  -0.103  1.00  0.00           H  
HETATM   19  H3  UNL     1      -4.859   0.898   1.219  1.00  0.00           H  
HETATM   20  H4  UNL     1      -4.960  -1.734   1.730  1.00  0.00           H  
HETATM   21  H5  UNL     1      -5.275  -1.731  -0.096  1.00  0.00           H  
HETATM   22  H6  UNL     1      -2.927  -0.263   1.209  1.00  0.00           H  
HETATM   23  H7  UNL     1      -2.901  -1.877   0.353  1.00  0.00           H  
HETATM   24  H8  UNL     1      -4.025  -0.822  -1.591  1.00  0.00           H  
HETATM   25  H9  UNL     1      -4.064   0.769  -0.706  1.00  0.00           H  
HETATM   26  H10 UNL     1      -2.249   0.715  -2.433  1.00  0.00           H  
HETATM   27  H11 UNL     1      -1.587  -0.726  -1.630  1.00  0.00           H  
HETATM   28  H12 UNL     1      -1.223   0.809   0.472  1.00  0.00           H  
HETATM   29  H13 UNL     1      -1.983   2.125  -0.528  1.00  0.00           H  
HETATM   30  H14 UNL     1       0.469   2.337  -0.685  1.00  0.00           H  
HETATM   31  H15 UNL     1      -0.289   1.971  -2.240  1.00  0.00           H  
HETATM   32  H16 UNL     1       0.318  -0.413  -2.125  1.00  0.00           H  
HETATM   33  H17 UNL     1       1.731   0.639  -2.047  1.00  0.00           H  
HETATM   34  H18 UNL     1       1.699  -1.300  -0.469  1.00  0.00           H  
HETATM   35  H19 UNL     1       0.206  -0.582   0.308  1.00  0.00           H  
HETATM   36  H20 UNL     1       1.386   1.439   1.046  1.00  0.00           H  
HETATM   37  H21 UNL     1       3.610   1.089   1.806  1.00  0.00           H  
HETATM   38  H22 UNL     1       4.391  -1.372   1.618  1.00  0.00           H  
HETATM   39  H23 UNL     1       3.473  -1.593   0.107  1.00  0.00           H  
HETATM   40  H24 UNL     1       4.760   0.298  -0.865  1.00  0.00           H  
HETATM   41  H25 UNL     1       5.755  -1.180  -0.440  1.00  0.00           H  
HETATM   42  H26 UNL     1       6.953  -0.690   2.258  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   11   36
CONECT   11   12   37
CONECT   12   13   38   39
CONECT   13   14   40   41
CONECT   14   15   15   16
CONECT   16   42
END

HMDB0005051
     RDKit          3D
Tsuzuic acid
 42 41  0  0  0  0  0  0  0  0999 V2000
   -5.5875    0.1439    0.8810 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8650   -1.1952    0.7922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4048   -0.8820    0.4272 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4679   -0.1701   -0.8869 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1294    0.2384   -1.4400 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3705    1.1653   -0.5569 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0676    1.5233   -1.2239 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8083    0.3429   -1.4890 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2046   -0.3817   -0.1923 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9339    0.5249    0.7050 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1642    0.3263    1.1185 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9570   -0.8509    0.7184 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1896   -0.3348   -0.0356 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9598    0.5318    0.8543 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6822    1.7551    1.0445 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0631    0.0161    1.5423 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4462    0.0244    1.5724 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0323    0.4276   -0.1032 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8594    0.8983    1.2191 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.9598   -1.7342    1.7296 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2749   -1.7306   -0.0956 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9271   -0.2631    1.2085 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9014   -1.8769    0.3533 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0247   -0.8215   -1.5906 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.0642    0.7686   -0.7059 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2487    0.7147   -2.4328 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5871   -0.7261   -1.6295 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2232    0.8088    0.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9830    2.1248   -0.5276 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4688    2.3369   -0.6851 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2892    1.9706   -2.2400 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3179   -0.4135   -2.1251 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7306    0.6392   -2.0472 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6995   -1.3000   -0.4691 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2061   -0.5816    0.3077 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3857    1.4394    1.0456 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6105    1.0889    1.8060 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3914   -1.3721    1.6175 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4727   -1.5935    0.1072 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7602    0.2981   -0.8646 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.7552   -1.1804   -0.4396 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9526   -0.6895    2.2582 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  2  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
  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
 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
Tsuzuate	Generator
4-Tetradecenoate	HMDB
4-Tetradecenoic acid	HMDB
Tuduic acid	HMDB

Chemical Formula

C₁₄H₂₆O₂

Average Molecular Weight

226.355

Monoisotopic Molecular Weight

226.193280076

IUPAC Name

(4Z)-tetradec-4-enoic acid

Traditional Name

(4Z)-tetradec-4-enoic acid

CAS Registry Number

544-65-0

SMILES

CCCCCCCCC\C=C/CCC(O)=O

InChI Identifier

InChI=1S/C14H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13-14(15)16/h10-11H,2-9,12-13H2,1H3,(H,15,16)/b11-10-

InChI Key

CUVLOCDGQCUQSI-KHPPLWFESA-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 (LMFA01030247 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Extracellular (HMDB: HMDB0005051)
Membrane (HMDB: HMDB0005051)

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

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	0.94 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0017 g/L	ALOGPS
logP	5.84	ALOGPS
logP	5.01	ChemAxon
logS	-5.1	ALOGPS
pKa (Strongest Acidic)	4.88	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	28.77 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]+	161.252	31661259
DarkChem	[M-H]-	159.041	31661259
DeepCCS	[M+H]+	160.323	30932474
DeepCCS	[M-H]-	156.301	30932474
DeepCCS	[M-2H]-	193.872	30932474
DeepCCS	[M+Na]+	169.537	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
Tsuzuic acid	CCCCCCCCC\C=C/CCC(O)=O	2690.9	Standard polar	33892256
Tsuzuic acid	CCCCCCCCC\C=C/CCC(O)=O	1701.5	Standard non polar	33892256
Tsuzuic acid	CCCCCCCCC\C=C/CCC(O)=O	1760.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tsuzuic acid,1TMS,isomer #1	CCCCCCCCC/C=C\CCC(=O)O[Si](C)(C)C	1828.1	Semi standard non polar	33892256
Tsuzuic acid,1TBDMS,isomer #1	CCCCCCCCC/C=C\CCC(=O)O[Si](C)(C)C(C)(C)C	2059.6	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 - Tsuzuic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-000f-9600000000-8c1c530b309e0cb3f528	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tsuzuic acid GC-MS (1 TMS) - 70eV, Positive	splash10-05j0-9330000000-0bdf5c8ba6d39ca7d910	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tsuzuic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tsuzuic 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 - Tsuzuic acid 10V, Positive-QTOF	splash10-0a4i-0290000000-b90344f9ead6cb286b6f	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsuzuic acid 20V, Positive-QTOF	splash10-0a59-5930000000-94c824298df13d84757a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsuzuic acid 40V, Positive-QTOF	splash10-052f-9400000000-562aa72961ee7920319d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsuzuic acid 10V, Negative-QTOF	splash10-004i-0190000000-7f930e0e03b1fa3a9fd4	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsuzuic acid 20V, Negative-QTOF	splash10-057i-1390000000-353787f26fcfb5c6dd0b	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsuzuic acid 40V, Negative-QTOF	splash10-0a4l-9400000000-e574c0c699e2f204cfc8	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsuzuic acid 10V, Negative-QTOF	splash10-004i-0090000000-6c6d923a7644bf907b73	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsuzuic acid 20V, Negative-QTOF	splash10-056r-1090000000-bf11e3752102a15c7ddf	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsuzuic acid 40V, Negative-QTOF	splash10-052f-9300000000-465826a4c5f460e30f0c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsuzuic acid 10V, Positive-QTOF	splash10-0a7j-9320000000-d13fedc34a33daa8831c	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsuzuic acid 20V, Positive-QTOF	splash10-05o1-9000000000-c580626f4c12cdb7ee91	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Tsuzuic acid 40V, Positive-QTOF	splash10-05nf-9000000000-527de36f08f5df3ec7d1	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB023613

KNApSAcK ID

Not Available

Chemspider ID

4471824

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5312399

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1076791

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Schatowitz B, Gercken G: Simultaneous determination of C2-C22 non-esterified fatty acids and other metabolically relevant carboxylic acids in biological material by gas chromatography of their benzyl esters. J Chromatogr. 1988 Mar 18;425(2):257-68. [PubMed:3372640 ]
Kimura M, Yoon HR, Wasant P, Takahashi Y, Yamaguchi S: A sensitive and simplified method to analyze free fatty acids in children with mitochondrial beta oxidation disorders using gas chromatography/mass spectrometry and dried blood spots. Clin Chim Acta. 2002 Feb;316(1-2):117-21. [PubMed:11750281 ]
Hopkins CY, Chisholm MJ, Prince L: Fatty acids ofLindera umbellata and other Lauraceae seed oils. Lipids. 1966 Mar;1(2):118-22. [PubMed:17805664 ]

Showing metabocard for Tsuzuic acid (HMDB0005051)

MOL for HMDB0005051 (Tsuzuic acid)

3D MOL for HMDB0005051 (Tsuzuic acid)

3D SDF for HMDB0005051 (Tsuzuic acid)

3D-SDF for HMDB0005051 (Tsuzuic acid)

PDB for HMDB0005051 (Tsuzuic acid)

3D PDB for HMDB0005051 (Tsuzuic acid)

SMILES for HMDB0005051 (Tsuzuic acid)

INCHI for HMDB0005051 (Tsuzuic acid)

Structure for HMDB0005051 (Tsuzuic acid)

3D Structure for HMDB0005051 (Tsuzuic acid)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra