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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (64)transporters (1) Show 65 proteins XML

enzymes (64)transporters (1) Show 65 proteins

Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2005-11-16 15:48:42 UTC

Update Date

2021-09-07 16:45:27 UTC

HMDB ID

HMDB0000910

Secondary Accession Numbers

HMDB00910

Metabolite Identification

Common Name

Tridecanoic acid

Description

Tridecanoic acid, also known as N-tridecanoate or C13:0, 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. Tridecanoic acid is a very hydrophobic molecule, practically insoluble (in water), and relatively neutral. Tridecanoic acid is a potentially toxic compound.

Structure

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

HMDB0000910
     RDKit          3D
Tridecanoic acid
 41 40  0  0  0  0  0  0  0  0999 V2000
   -4.2193   -1.9412    0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8800   -0.6337    0.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7996    0.4455    0.4479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1666    0.5111   -0.9179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0961    1.5608   -0.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9994    1.3081    0.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3389    0.0007   -0.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7851   -0.3361    0.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8380    0.7073    0.6343 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0232    0.4750    1.5336 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7303   -0.8199    1.2622 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2731   -0.9492   -0.1247 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2601    0.0711   -0.4993 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6567    0.9993    0.2506 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8090    0.0255   -1.7729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3044   -2.1023   -1.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7783   -2.7895    0.4796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1539   -1.9670    0.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5692   -0.3364   -0.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4294   -0.7311    1.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2124    1.4050    0.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0093    0.1096    1.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8013   -0.4959   -1.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9660    0.7309   -1.6909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6843    1.5341   -2.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5344    2.5925   -0.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4404    1.3156    1.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2637    2.1629   -0.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1079   -0.8016   -0.2119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0897    0.0390   -1.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2007   -1.3164    0.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3696   -0.4404    1.7681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1212    0.8214   -0.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3866    1.6886    0.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6595    0.4381    2.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6930    1.3524    1.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6122   -0.8860    1.9574 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1100   -1.6893    1.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4800   -1.0094   -0.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7980   -1.9396   -0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8586    0.8906   -2.3251 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  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 15 41  1  0
M  END


  Mrv1652305271900312D          

 15 14  0  0  0  0            999 V2000
    4.7586    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.4730    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.9020    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.6164    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3309    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.0454    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7599    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   10.4743    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1888    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9033    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.6177    3.9849    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   14.0467    3.9849    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   13.3322    2.7474    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  1  0  0  0  0
 11 12  1  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
 13 15  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0000910

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCCCCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13(14)15/h2-12H2,1H3,(H,14,15)

> <INCHI_KEY>
SZHOJFHSIKHZHA-UHFFFAOYSA-N

> <FORMULA>
C13H26O2

> <MOLECULAR_WEIGHT>
214.3443

> <EXACT_MASS>
214.193280076

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
27.950210472661215

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
tridecanoic acid

> <ALOGPS_LOGP>
5.57

> <JCHEM_LOGP>
4.922876782666666

> <ALOGPS_LOGS>
-4.74

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-1

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.952019655228562

> <JCHEM_POLAR_SURFACE_AREA>
37.3

> <JCHEM_REFRACTIVITY>
63.28059999999999

> <JCHEM_ROTATABLE_BOND_COUNT>
11

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.91e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tridecanoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000910
     RDKit          3D
Tridecanoic acid
 41 40  0  0  0  0  0  0  0  0999 V2000
   -4.2193   -1.9412    0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8800   -0.6337    0.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7996    0.4455    0.4479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1666    0.5111   -0.9179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0961    1.5608   -0.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9994    1.3081    0.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3389    0.0007   -0.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7851   -0.3361    0.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8380    0.7073    0.6343 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0232    0.4750    1.5336 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7303   -0.8199    1.2622 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2731   -0.9492   -0.1247 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2601    0.0711   -0.4993 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6567    0.9993    0.2506 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8090    0.0255   -1.7729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3044   -2.1023   -1.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7783   -2.7895    0.4796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1539   -1.9670    0.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5692   -0.3364   -0.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4294   -0.7311    1.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2124    1.4050    0.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0093    0.1096    1.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8013   -0.4959   -1.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9660    0.7309   -1.6909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6843    1.5341   -2.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5344    2.5925   -0.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4404    1.3156    1.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2637    2.1629   -0.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1079   -0.8016   -0.2119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0897    0.0390   -1.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2007   -1.3164    0.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3696   -0.4404    1.7681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1212    0.8214   -0.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3866    1.6886    0.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6595    0.4381    2.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6930    1.3524    1.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6122   -0.8860    1.9574 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1100   -1.6893    1.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4800   -1.0094   -0.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7980   -1.9396   -0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8586    0.8906   -2.3251 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  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 15 41  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0       8.883   6.668   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0      10.216   7.438   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      11.550   6.668   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      12.884   7.438   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      14.217   6.668   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      15.551   7.438   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      16.885   6.668   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      18.218   7.438   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      19.552   6.668   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      20.886   7.438   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      22.219   6.668   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      23.553   7.438   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      24.887   6.668   0.000  0.00  0.00           C+0
HETATM   14  O   UNK     0      26.221   7.438   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      24.887   5.128   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7                                                       
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14   15                                                  
CONECT   14   13                                                            
CONECT   15   13                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0000910
HETATM    1  C1  UNL     1      -4.219  -1.941   0.003  1.00  0.00           C  
HETATM    2  C2  UNL     1      -4.880  -0.634   0.371  1.00  0.00           C  
HETATM    3  C3  UNL     1      -3.800   0.446   0.448  1.00  0.00           C  
HETATM    4  C4  UNL     1      -3.167   0.511  -0.918  1.00  0.00           C  
HETATM    5  C5  UNL     1      -2.096   1.561  -0.958  1.00  0.00           C  
HETATM    6  C6  UNL     1      -0.999   1.308   0.037  1.00  0.00           C  
HETATM    7  C7  UNL     1      -0.339   0.001  -0.213  1.00  0.00           C  
HETATM    8  C8  UNL     1       0.785  -0.336   0.742  1.00  0.00           C  
HETATM    9  C9  UNL     1       1.838   0.707   0.634  1.00  0.00           C  
HETATM   10  C10 UNL     1       3.023   0.475   1.534  1.00  0.00           C  
HETATM   11  C11 UNL     1       3.730  -0.820   1.262  1.00  0.00           C  
HETATM   12  C12 UNL     1       4.273  -0.949  -0.125  1.00  0.00           C  
HETATM   13  C13 UNL     1       5.260   0.071  -0.499  1.00  0.00           C  
HETATM   14  O1  UNL     1       5.657   0.999   0.251  1.00  0.00           O  
HETATM   15  O2  UNL     1       5.809   0.026  -1.773  1.00  0.00           O  
HETATM   16  H1  UNL     1      -4.304  -2.102  -1.093  1.00  0.00           H  
HETATM   17  H2  UNL     1      -4.778  -2.789   0.480  1.00  0.00           H  
HETATM   18  H3  UNL     1      -3.154  -1.967   0.293  1.00  0.00           H  
HETATM   19  H4  UNL     1      -5.569  -0.336  -0.459  1.00  0.00           H  
HETATM   20  H5  UNL     1      -5.429  -0.731   1.322  1.00  0.00           H  
HETATM   21  H6  UNL     1      -4.212   1.405   0.783  1.00  0.00           H  
HETATM   22  H7  UNL     1      -3.009   0.110   1.164  1.00  0.00           H  
HETATM   23  H8  UNL     1      -2.801  -0.496  -1.184  1.00  0.00           H  
HETATM   24  H9  UNL     1      -3.966   0.731  -1.691  1.00  0.00           H  
HETATM   25  H10 UNL     1      -1.684   1.534  -2.005  1.00  0.00           H  
HETATM   26  H11 UNL     1      -2.534   2.592  -0.827  1.00  0.00           H  
HETATM   27  H12 UNL     1      -1.440   1.316   1.052  1.00  0.00           H  
HETATM   28  H13 UNL     1      -0.264   2.163  -0.055  1.00  0.00           H  
HETATM   29  H14 UNL     1      -1.108  -0.802  -0.212  1.00  0.00           H  
HETATM   30  H15 UNL     1       0.090   0.039  -1.257  1.00  0.00           H  
HETATM   31  H16 UNL     1       1.201  -1.316   0.384  1.00  0.00           H  
HETATM   32  H17 UNL     1       0.370  -0.440   1.768  1.00  0.00           H  
HETATM   33  H18 UNL     1       2.121   0.821  -0.424  1.00  0.00           H  
HETATM   34  H19 UNL     1       1.387   1.689   0.971  1.00  0.00           H  
HETATM   35  H20 UNL     1       2.660   0.438   2.580  1.00  0.00           H  
HETATM   36  H21 UNL     1       3.693   1.352   1.452  1.00  0.00           H  
HETATM   37  H22 UNL     1       4.612  -0.886   1.957  1.00  0.00           H  
HETATM   38  H23 UNL     1       3.110  -1.689   1.484  1.00  0.00           H  
HETATM   39  H24 UNL     1       3.480  -1.009  -0.900  1.00  0.00           H  
HETATM   40  H25 UNL     1       4.798  -1.940  -0.170  1.00  0.00           H  
HETATM   41  H26 UNL     1       5.859   0.891  -2.325  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19   20
CONECT    3    4   21   22
CONECT    4    5   23   24
CONECT    5    6   25   26
CONECT    6    7   27   28
CONECT    7    8   29   30
CONECT    8    9   31   32
CONECT    9   10   33   34
CONECT   10   11   35   36
CONECT   11   12   37   38
CONECT   12   13   39   40
CONECT   13   14   14   15
CONECT   15   41
END

HMDB0000910
     RDKit          3D
Tridecanoic acid
 41 40  0  0  0  0  0  0  0  0999 V2000
   -4.2193   -1.9412    0.0030 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8800   -0.6337    0.3710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7996    0.4455    0.4479 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1666    0.5111   -0.9179 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0961    1.5608   -0.9581 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9994    1.3081    0.0368 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3389    0.0007   -0.2129 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7851   -0.3361    0.7421 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8380    0.7073    0.6343 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0232    0.4750    1.5336 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7303   -0.8199    1.2622 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2731   -0.9492   -0.1247 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2601    0.0711   -0.4993 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6567    0.9993    0.2506 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.8090    0.0255   -1.7729 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3044   -2.1023   -1.0928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7783   -2.7895    0.4796 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1539   -1.9670    0.2928 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5692   -0.3364   -0.4590 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4294   -0.7311    1.3225 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2124    1.4050    0.7828 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0093    0.1096    1.1643 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8013   -0.4959   -1.1842 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9660    0.7309   -1.6909 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6843    1.5341   -2.0052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5344    2.5925   -0.8268 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4404    1.3156    1.0524 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2637    2.1629   -0.0553 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1079   -0.8016   -0.2119 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0897    0.0390   -1.2571 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.2007   -1.3164    0.3839 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3696   -0.4404    1.7681 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1212    0.8214   -0.4236 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3866    1.6886    0.9712 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.6595    0.4381    2.5805 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6930    1.3524    1.4523 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.6122   -0.8860    1.9574 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.1100   -1.6893    1.4836 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4800   -1.0094   -0.9001 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7980   -1.9396   -0.1697 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8586    0.8906   -2.3251 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  1  0
 13 14  2  0
 13 15  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  3 21  1  0
  3 22  1  0
  4 23  1  0
  4 24  1  0
  5 25  1  0
  5 26  1  0
  6 27  1  0
  6 28  1  0
  7 29  1  0
  7 30  1  0
  8 31  1  0
  8 32  1  0
  9 33  1  0
  9 34  1  0
 10 35  1  0
 10 36  1  0
 11 37  1  0
 11 38  1  0
 12 39  1  0
 12 40  1  0
 15 41  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
C13:0	ChEBI
N-TRIDECANOIC ACID	ChEBI
N-Tridecoic acid	ChEBI
Tridecylic acid	ChEBI
N-TRIDECANOate	Generator
N-Tridecoate	Generator
Tridecylate	Generator
Tridecanoate	Generator
(S)-2-Aminotridecanoate	HMDB
(S)-2-Aminotridecanoic acid	HMDB
2S-Amino-tridecanoate	HMDB
2S-Amino-tridecanoic acid	HMDB

Chemical Formula

C₁₃H₂₆O₂

Average Molecular Weight

214.3443

Monoisotopic Molecular Weight

214.193280076

IUPAC Name

tridecanoic acid

Traditional Name

tridecanoic acid

CAS Registry Number

638-53-9

SMILES

CCCCCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C13H26O2/c1-2-3-4-5-6-7-8-9-10-11-12-13(14)15/h2-12H2,1H3,(H,14,15)

InChI Key

SZHOJFHSIKHZHA-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Long-chain fatty acids

Alternative Parents

Substituents

Long-chain fatty acid
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

long-chain fatty acid (CHEBI:45919 )
straight-chain saturated fatty acid (CHEBI:45919 )
Straight chain fatty acids (C17076 )
Straight chain fatty acids (LMFA01010013 )

Ontology

Disposition

Biological location

Excreta

Feces

Cellular substructure

Macromolecular complex

Saliva

Extracellular

Ingestion

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	44.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.033 mg/mL	Not Available
LogP	Not Available	Not Available

Experimental Spectral Properties

Experimental Collision Cross Sections

Predictor	Adduct Type	Data Source	CCS Value (Å²)	Reference
AllCCS	[M-H]-	Not Available	155.163	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000227

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.0039 g/L	ALOGPS
logP	10^(5.57) g/L	ALOGPS
logP	10^(4.92) g/L	ChemAxon
logS	10^(-4.7) g/L	ALOGPS
pKa (Strongest Acidic)	4.95	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	63.28 m³·mol⁻¹	ChemAxon
Polarizability	27.95 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Spectral Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	155.37	31661259
DarkChem	[M-H]-	153.656	31661259
AllCCS	[M+H]+	157.42	32859911
AllCCS	[M-H]-	158.557	32859911

Predicted Kovats Retention Indices

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Tridecanoic acid,1TMS,#1	CCCCCCCCCCCCC(=O)O[Si](C)(C)C	1748.7	Semi standard non polar	https://arxiv.org/abs/1905.12712
Tridecanoic acid,1TBDMS,#1	CCCCCCCCCCCCC(=O)O[Si](C)(C)C(C)(C)C	1983.2	Semi standard non polar	https://arxiv.org/abs/1905.12712

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Tridecanoic acid GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9600000000-47009efe1dab396cbc36	2017-08-28	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tridecanoic acid GC-MS (1 TMS) - 70eV, Positive	splash10-00dr-9320000000-c990904bdc703efca5ea	2017-10-06	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Tridecanoic acid GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-06xx-9100000000-dce7696cc73940fd1569	2014-09-20	Not Available	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Experimental 2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, CDCl₃, experimental)	2012-12-05	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Extracellular
Membrane (predicted from logP)

Biospecimen Locations

Feces
Saliva

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Not Specified	Normal	24421258	details
Saliva	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	20809147	details

Abnormal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Iron deficiency	26848182	details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Ulcerative colitis	26848182	details

Associated Disorders and Diseases

Disease References

Iron deficiency
Lee T, Clavel T, Smirnov K, Schmidt A, Lagkouvardos I, Walker A, Lucio M, Michalke B, Schmitt-Kopplin P, Fedorak R, Haller D: Oral versus intravenous iron replacement therapy distinctly alters the gut microbiota and metabolome in patients with IBD. Gut. 2017 May;66(5):863-871. doi: 10.1136/gutjnl-2015-309940. Epub 2016 Feb 4. [PubMed:26848182 ]
Ulcerative colitis
Lee T, Clavel T, Smirnov K, Schmidt A, Lagkouvardos I, Walker A, Lucio M, Michalke B, Schmitt-Kopplin P, Fedorak R, Haller D: Oral versus intravenous iron replacement therapy distinctly alters the gut microbiota and metabolome in patients with IBD. Gut. 2017 May;66(5):863-871. doi: 10.1136/gutjnl-2015-309940. Epub 2016 Feb 4. [PubMed:26848182 ]

Associated OMIM IDs

None

External Links

DrugBank ID

DB02448

Phenol Explorer Compound ID

Not Available

FooDB ID

KNApSAcK ID

Chemspider ID

KEGG Compound ID

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Tridecylic acid

METLIN ID

5866

PubChem Compound

12530

PDB ID

Not Available

ChEBI ID

45919

Food Biomarker Ontology

Not Available

VMH ID

M03051

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Kehoe, Lawrence J.; Schell, Raymond A. n-Heptanoic and n-tridecanoic acids from olefins, carbon monoxide and water. Ger. Offen. (1970), 17 pp.

Material Safety Data Sheet (MSDS)

Download (PDF)

General References

Lee SH, Nam SY, Chung BC: Altered profile of endogenous steroids in the urine of patients with prolactinoma. Clin Biochem. 1998 Oct;31(7):529-35. [PubMed:9812172 ]
Alcorn SM, Orum TV, Steigerwalt AG, Foster JL, Fogleman JC, Brenner DJ: Taxonomy and pathogenicity of Erwinia cacticida sp. nov. Int J Syst Bacteriol. 1991 Apr;41(2):197-212. [PubMed:1854634 ]
Goldschmidt JC Jr, Panos C: Teichoic acids of Streptococcus agalactiae: chemistry, cytotoxicity, and effect on bacterial adherence to human cells in tissue culture. Infect Immun. 1984 Feb;43(2):670-7. [PubMed:6363297 ]

Only showing the first 10 proteins. There are 65 proteins in total.

Show all enzymes and transporters

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

Enzyme Details

2. Calcium-dependent phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. This isozyme hydrolyzes more efficiently L-alpha-1-palmitoyl-2-oleoyl phosphatidylcholine than L-alpha-1-palmitoyl-2-arachidonyl phosphatidylcholine, L-alpha-1-palmitoyl-2-arachidonyl phosphatidylethanolamine, or L-alpha-1-stearoyl-2-arachidonyl phosphatidylinositol. May be involved in the production of lung surfactant, the remodeling or regulation of cardiac muscle.
Gene Name:: PLA2G5
Uniprot ID:: P39877
Molecular weight:: 15674.065

Enzyme Details

3. Group IIF secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Hydrolyzes phosphatidylglycerol versus phosphatidylcholine with a 15-fold preference.
Gene Name:: PLA2G2F
Uniprot ID:: Q9BZM2
Molecular weight:: 23256.29

Enzyme Details

4. Cytosolic phospholipase A2

General function:: Involved in metabolic process
Specific function:: Selectively hydrolyzes arachidonyl phospholipids in the sn-2 position releasing arachidonic acid. Together with its lysophospholipid activity, it is implicated in the initiation of the inflammatory response.
Gene Name:: PLA2G4A
Uniprot ID:: P47712
Molecular weight:: 85210.19

Enzyme Details

5. Phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides.
Gene Name:: PLA2G1B
Uniprot ID:: P04054
Molecular weight:: 16359.535

References

Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]

Enzyme Details

6. Group 10 secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Has a powerful potency for releasing arachidonic acid from cell membrane phospholipids. Prefers phosphatidylethanolamine and phosphatidylcholine liposomes to those of phosphatidylserine.
Gene Name:: PLA2G10
Uniprot ID:: O15496
Molecular weight:: 18153.04

Enzyme Details

7. Galactoside-binding soluble lectin 13

General function:: Involved in sugar binding
Specific function:: Has lysophospholipase activity.
Gene Name:: LGALS13
Uniprot ID:: Q9UHV8
Molecular weight:: 16118.44

Enzyme Details

8. Group IIE secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Has a preference for arachidonic-containing phospholipids.
Gene Name:: PLA2G2E
Uniprot ID:: Q9NZK7
Molecular weight:: 15988.525

References

Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]

Enzyme Details

9. Group XIIA secretory phospholipase A2

General function:: Involved in phospholipase A2 activity
Specific function:: PA2 catalyzes the calcium-dependent hydrolysis of the 2-acyl groups in 3-sn-phosphoglycerides. Does not exhibit detectable activity toward sn-2-arachidonoyl- or linoleoyl-phosphatidylcholine or -phosphatidylethanolamine.
Gene Name:: PLA2G12A
Uniprot ID:: Q9BZM1
Molecular weight:: 21066.99

Enzyme Details

10. 85/88 kDa calcium-independent phospholipase A2

General function:: Involved in metabolic process
Specific function:: Catalyzes the release of fatty acids from phospholipids. It has been implicated in normal phospholipid remodeling, nitric oxide-induced or vasopressin-induced arachidonic acid release and in leukotriene and prostaglandin production. May participate in fas mediated apoptosis and in regulating transmembrane ion flux in glucose-stimulated B-cells. Has a role in cardiolipin (CL) deacylation. Required for both speed and directionality of monocyte MCP1/CCL2-induced chemotaxis through regulation of F-actin polymerization at the pseudopods. Isoform ankyrin-iPLA2-1 and isoform ankyrin-iPLA2-2, which lack the catalytic domain, are probably involved in the negative regulation of iPLA2 activity.
Gene Name:: PLA2G6
Uniprot ID:: O60733
Molecular weight:: 84092.635

Transporters

Enzyme Details

1. Long-chain fatty acid transport protein 1

General function:: Lipid transport and metabolism
Specific function:: Involved in translocation of long-chain fatty acids (LFCA) across the plasma membrane. The LFCA import appears to be hormone-regulated in a tissue-specific manner. In adipocytes, but not myocytes, insulin induces a rapid translocation of FATP1 from intracellular compartments to the plasma membrane, paralleled by increased LFCA uptake. May act directly as a bona fide transporter, or alternatively, in a cytoplasmic or membrane- associated multimeric protein complex to trap and draw fatty acids towards accumulation. Plays a pivotal role in regulating available LFCA substrates from exogenous sources in tissues undergoing high levels of beta-oxidation or triglyceride synthesis. May be involved in regulation of cholesterol metabolism. Has acyl-CoA ligase activity for long-chain and very-long-chain fatty acids
Gene Name:: SLC27A1
Uniprot ID:: Q6PCB7
Molecular weight:: 71107.5

Only showing the first 10 proteins. There are 65 proteins in total.

Show all enzymes and transporters

Showing metabocard for Tridecanoic acid (HMDB0000910)

MOL for HMDB0000910 (Tridecanoic acid)

3D MOL for HMDB0000910 (Tridecanoic acid)

3D SDF for HMDB0000910 (Tridecanoic acid)

3D-SDF for HMDB0000910 (Tridecanoic acid)

PDB for HMDB0000910 (Tridecanoic acid)

3D PDB for HMDB0000910 (Tridecanoic acid)

SMILES for HMDB0000910 (Tridecanoic acid)

INCHI for HMDB0000910 (Tridecanoic acid)

Structure for HMDB0000910 (Tridecanoic acid)

3D Structure for HMDB0000910 (Tridecanoic acid)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Derivatized

GC-MS Spectra

NMR Spectra

Enzymes

References

References

Transporters