MiMeDB: Showing metabocard for 1,11-Undecanedicarboxylic acid (MMDBc0000590)

Record Information

Version

1.0

Status

Detected and Quantified

Creation Date

2020-12-10 18:50:37 UTC

Update Date

2024-10-17 19:14:51 UTC

Metabolite ID

MMDBc0000590

Metabolite Identification

Common Name

1,11-Undecanedicarboxylic acid

Description

1,11-Undecanedicarboxylic acid, also known as 1,13-tridecanedioic acid or brassilic acid, belongs to the class of organic compounds known as long-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 13 and 21 carbon atoms. 1,11-Undecanedicarboxylic acid is a very hydrophobic molecule, practically insoluble in water, and relatively neutral.

Structure

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

HMDB0002327
     RDKit          3D
1,11-Undecanedicarboxylic acid
 41 40  0  0  0  0  0  0  0  0999 V2000
    6.6608   -1.4397   -0.6277 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5005   -0.2067   -0.4557 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5922    0.6416   -0.5620 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1814    0.3988   -0.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0944   -0.6414   -0.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7820    0.0493    0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6537   -0.9201    0.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3733   -0.1800    0.7097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0252    0.8184   -0.3207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2901    1.5154    0.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4596    0.5198    0.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7036   -0.2047   -0.9874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7931   -1.2039   -0.9370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1629   -0.7764   -0.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4615   -0.2989    0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7139   -0.5533    1.7129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5982    0.4734    1.0302 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5521    1.6232   -0.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9007    1.2194   -0.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3193    0.8654    0.8813 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0490   -1.2238   -0.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3572   -1.3071    0.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5709    0.7323   -0.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9313    0.6734    1.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8158   -1.7123    1.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5281   -1.4607   -0.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4341    0.3211    1.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4594   -0.9443    0.7744 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7728    1.6177   -0.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1117    0.3931   -1.3421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1986    2.0414    1.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6167    2.2756   -0.6493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1925   -0.0614    1.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3294    1.2168    0.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7531   -0.7836   -1.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8314    0.5159   -1.8545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5380   -2.0726   -0.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8800   -1.7416   -1.9467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8381   -1.6669   -0.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5263    0.0095   -1.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5866    1.4780    1.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  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  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 17 41  1  0
M  END


  Mrv1652305261923512D          

 17 16  0  0  0  0            999 V2000
   29.2908  -10.7337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   19.2880  -10.7337    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   28.5764  -11.9713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   20.0025  -11.9713    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   24.2894  -11.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   23.5749  -10.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.0039  -10.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.8605  -11.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   25.7184  -11.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   22.1459  -10.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   26.4329  -10.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   21.4315  -11.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.1474  -11.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   27.8618  -10.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.7170  -10.7337    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   28.5764  -11.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   20.0025  -11.1462    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 16  1  0  0  0  0
  2 17  1  0  0  0  0
  3 16  2  0  0  0  0
  4 17  2  0  0  0  0
  5  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  1  0  0  0  0
 12 15  1  0  0  0  0
 13 14  1  0  0  0  0
 14 16  1  0  0  0  0
 15 17  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0000590

> <DATABASE_NAME>
MIME

> <SMILES>
OC(=O)CCCCCCCCCCCC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C13H24O4/c14-12(15)10-8-6-4-2-1-3-5-7-9-11-13(16)17/h1-11H2,(H,14,15)(H,16,17)

> <INCHI_KEY>
DXNCZXXFRKPEPY-UHFFFAOYSA-N

> <FORMULA>
C13H24O4

> <MOLECULAR_WEIGHT>
244.3273

> <EXACT_MASS>
244.167459256

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
41

> <JCHEM_AVERAGE_POLARIZABILITY>
28.95611030507044

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
tridecanedioic acid

> <ALOGPS_LOGP>
3.31

> <JCHEM_LOGP>
3.6026350176666666

> <ALOGPS_LOGS>
-3.33

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.253049650892543

> <JCHEM_PKA_STRONGEST_ACIDIC>
4.650989659564581

> <JCHEM_POLAR_SURFACE_AREA>
74.6

> <JCHEM_REFRACTIVITY>
64.946

> <JCHEM_ROTATABLE_BOND_COUNT>
12

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.14e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
brassylic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0002327
     RDKit          3D
1,11-Undecanedicarboxylic acid
 41 40  0  0  0  0  0  0  0  0999 V2000
    6.6608   -1.4397   -0.6277 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5005   -0.2067   -0.4557 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5922    0.6416   -0.5620 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1814    0.3988   -0.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0944   -0.6414   -0.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7820    0.0493    0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6537   -0.9201    0.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3733   -0.1800    0.7097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0252    0.8184   -0.3207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2901    1.5154    0.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4596    0.5198    0.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7036   -0.2047   -0.9874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7931   -1.2039   -0.9370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1629   -0.7764   -0.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4615   -0.2989    0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7139   -0.5533    1.7129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5982    0.4734    1.0302 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5521    1.6232   -0.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9007    1.2194   -0.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3193    0.8654    0.8813 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0490   -1.2238   -0.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3572   -1.3071    0.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5709    0.7323   -0.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9313    0.6734    1.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8158   -1.7123    1.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5281   -1.4607   -0.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4341    0.3211    1.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4594   -0.9443    0.7744 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7728    1.6177   -0.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1117    0.3931   -1.3421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1986    2.0414    1.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6167    2.2756   -0.6493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1925   -0.0614    1.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3294    1.2168    0.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7531   -0.7836   -1.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8314    0.5159   -1.8545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5380   -2.0726   -0.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8800   -1.7416   -1.9467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8381   -1.6669   -0.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5263    0.0095   -1.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5866    1.4780    1.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  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  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 17 41  1  0
M  END

HEADER    PROTEIN                                 26-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   26-MAY-19         0                                  
HETATM    1  O   UNK     0      54.676 -20.036   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      36.004 -20.036   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      53.343 -22.346   0.000  0.00  0.00           O+0
HETATM    4  O   UNK     0      37.338 -22.346   0.000  0.00  0.00           O+0
HETATM    5  C   UNK     0      45.340 -20.806   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      44.006 -20.036   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      46.674 -20.036   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      42.673 -20.806   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      48.008 -20.806   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      41.339 -20.036   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      49.341 -20.036   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      40.005 -20.806   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      50.675 -20.806   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      52.009 -20.036   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      38.672 -20.036   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      53.343 -20.806   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      37.338 -20.806   0.000  0.00  0.00           C+0
CONECT    1   16                                                            
CONECT    2   17                                                            
CONECT    3   16                                                            
CONECT    4   17                                                            
CONECT    5    6    7                                                       
CONECT    6    5    8                                                       
CONECT    7    5    9                                                       
CONECT    8    6   10                                                       
CONECT    9    7   11                                                       
CONECT   10    8   12                                                       
CONECT   11    9   13                                                       
CONECT   12   10   15                                                       
CONECT   13   11   14                                                       
CONECT   14   13   16                                                       
CONECT   15   12   17                                                       
CONECT   16    1    3   14                                                  
CONECT   17    2    4   15                                                  
MASTER        0    0    0    0    0    0    0    0   17    0   32    0
END

COMPND    HMDB0002327
HETATM    1  O1  UNL     1       6.661  -1.440  -0.628  1.00  0.00           O  
HETATM    2  C1  UNL     1       6.501  -0.207  -0.456  1.00  0.00           C  
HETATM    3  O2  UNL     1       7.592   0.642  -0.562  1.00  0.00           O  
HETATM    4  C2  UNL     1       5.181   0.399  -0.138  1.00  0.00           C  
HETATM    5  C3  UNL     1       4.094  -0.641  -0.049  1.00  0.00           C  
HETATM    6  C4  UNL     1       2.782   0.049   0.272  1.00  0.00           C  
HETATM    7  C5  UNL     1       1.654  -0.920   0.384  1.00  0.00           C  
HETATM    8  C6  UNL     1       0.373  -0.180   0.710  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.025   0.818  -0.321  1.00  0.00           C  
HETATM   10  C8  UNL     1      -1.290   1.515   0.090  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.460   0.520   0.277  1.00  0.00           C  
HETATM   12  C10 UNL     1      -2.704  -0.205  -0.987  1.00  0.00           C  
HETATM   13  C11 UNL     1      -3.793  -1.204  -0.937  1.00  0.00           C  
HETATM   14  C12 UNL     1      -5.163  -0.776  -0.597  1.00  0.00           C  
HETATM   15  C13 UNL     1      -5.462  -0.299   0.741  1.00  0.00           C  
HETATM   16  O3  UNL     1      -4.714  -0.553   1.713  1.00  0.00           O  
HETATM   17  O4  UNL     1      -6.598   0.473   1.030  1.00  0.00           O  
HETATM   18  H1  UNL     1       7.552   1.623  -0.303  1.00  0.00           H  
HETATM   19  H2  UNL     1       4.901   1.219  -0.807  1.00  0.00           H  
HETATM   20  H3  UNL     1       5.319   0.865   0.881  1.00  0.00           H  
HETATM   21  H4  UNL     1       4.049  -1.224  -0.991  1.00  0.00           H  
HETATM   22  H5  UNL     1       4.357  -1.307   0.796  1.00  0.00           H  
HETATM   23  H6  UNL     1       2.571   0.732  -0.584  1.00  0.00           H  
HETATM   24  H7  UNL     1       2.931   0.673   1.163  1.00  0.00           H  
HETATM   25  H8  UNL     1       1.816  -1.712   1.139  1.00  0.00           H  
HETATM   26  H9  UNL     1       1.528  -1.461  -0.588  1.00  0.00           H  
HETATM   27  H10 UNL     1       0.434   0.321   1.688  1.00  0.00           H  
HETATM   28  H11 UNL     1      -0.459  -0.944   0.774  1.00  0.00           H  
HETATM   29  H12 UNL     1       0.773   1.618  -0.380  1.00  0.00           H  
HETATM   30  H13 UNL     1      -0.112   0.393  -1.342  1.00  0.00           H  
HETATM   31  H14 UNL     1      -1.199   2.041   1.056  1.00  0.00           H  
HETATM   32  H15 UNL     1      -1.617   2.276  -0.649  1.00  0.00           H  
HETATM   33  H16 UNL     1      -2.193  -0.061   1.150  1.00  0.00           H  
HETATM   34  H17 UNL     1      -3.329   1.217   0.429  1.00  0.00           H  
HETATM   35  H18 UNL     1      -1.753  -0.784  -1.250  1.00  0.00           H  
HETATM   36  H19 UNL     1      -2.831   0.516  -1.854  1.00  0.00           H  
HETATM   37  H20 UNL     1      -3.538  -2.073  -0.256  1.00  0.00           H  
HETATM   38  H21 UNL     1      -3.880  -1.742  -1.947  1.00  0.00           H  
HETATM   39  H22 UNL     1      -5.838  -1.667  -0.856  1.00  0.00           H  
HETATM   40  H23 UNL     1      -5.526   0.010  -1.319  1.00  0.00           H  
HETATM   41  H24 UNL     1      -6.587   1.478   1.056  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   18
CONECT    4    5   19   20
CONECT    5    6   21   22
CONECT    6    7   23   24
CONECT    7    8   25   26
CONECT    8    9   27   28
CONECT    9   10   29   30
CONECT   10   11   31   32
CONECT   11   12   33   34
CONECT   12   13   35   36
CONECT   13   14   37   38
CONECT   14   15   39   40
CONECT   15   16   16   17
CONECT   17   41
END

HMDB0002327
     RDKit          3D
1,11-Undecanedicarboxylic acid
 41 40  0  0  0  0  0  0  0  0999 V2000
    6.6608   -1.4397   -0.6277 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.5005   -0.2067   -0.4557 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.5922    0.6416   -0.5620 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.1814    0.3988   -0.1384 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0944   -0.6414   -0.0489 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.7820    0.0493    0.2725 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6537   -0.9201    0.3837 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3733   -0.1800    0.7097 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0252    0.8184   -0.3207 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2901    1.5154    0.0902 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4596    0.5198    0.2771 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7036   -0.2047   -0.9874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7931   -1.2039   -0.9370 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1629   -0.7764   -0.5968 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4615   -0.2989    0.7409 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7139   -0.5533    1.7129 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5982    0.4734    1.0302 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.5521    1.6232   -0.3032 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9007    1.2194   -0.8068 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3193    0.8654    0.8813 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.0490   -1.2238   -0.9907 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3572   -1.3071    0.7958 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5709    0.7323   -0.5838 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9313    0.6734    1.1628 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8158   -1.7123    1.1394 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.5281   -1.4607   -0.5882 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4341    0.3211    1.6880 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4594   -0.9443    0.7744 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.7728    1.6177   -0.3801 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1117    0.3931   -1.3421 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1986    2.0414    1.0556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6167    2.2756   -0.6493 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1925   -0.0614    1.1499 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.3294    1.2168    0.4286 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7531   -0.7836   -1.2504 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8314    0.5159   -1.8545 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5380   -2.0726   -0.2562 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8800   -1.7416   -1.9467 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8381   -1.6669   -0.8556 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5263    0.0095   -1.3185 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5866    1.4780    1.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  2  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  1  0
 14 15  1  0
 15 16  2  0
 15 17  1  0
  3 18  1  0
  4 19  1  0
  4 20  1  0
  5 21  1  0
  5 22  1  0
  6 23  1  0
  6 24  1  0
  7 25  1  0
  7 26  1  0
  8 27  1  0
  8 28  1  0
  9 29  1  0
  9 30  1  0
 10 31  1  0
 10 32  1  0
 11 33  1  0
 11 34  1  0
 12 35  1  0
 12 36  1  0
 13 37  1  0
 13 38  1  0
 14 39  1  0
 14 40  1  0
 17 41  1  0
M  END

Synonyms

Value	Source
1,13-Tridecanedioic acid	ChEBI
Brassilic acid	ChEBI
Brassylic acid	ChEBI
Undecane-1,11-dicarboxylic acid	ChEBI
1,13-Tridecanedioate	Generator
Brassilate	Generator
Brassylate	Generator
Undecane-1,11-dicarboxylate	Generator
1,11-Undecanedicarboxylate	Generator
Tridecanedioate	HMDB
Tridecanedioic acid	HMDB, MeSH
Tridecanedioic acid, monosodium salt	MeSH, HMDB
Tridecanedioic acid, disodium salt	MeSH, HMDB
1,11-Undecanedicarboxylic acid	ChEBI

Molecular Formula

C₁₃H₂₄O₄

Average Mass

244.3273

Monoisotopic Mass

244.167459256

IUPAC Name

tridecanedioic acid

Traditional Name

brassylic acid

CAS Registry Number

Not Available

SMILES

OC(=O)CCCCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C13H24O4/c14-12(15)10-8-6-4-2-1-3-5-7-9-11-13(16)17/h1-11H2,(H,14,15)(H,16,17)

InChI Key

DXNCZXXFRKPEPY-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
Dicarboxylic 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

alpha,omega-dicarboxylic acid (CHEBI:73718 )
Dicarboxylic acids (LMFA01170014 )

Functional Ontology

Not Available

Physical Properties

State

Expected Solid

Predicted Properties

Property	Value	Source
Water Solubility	0.11 g/L	ALOGPS
logP	3.31	ALOGPS
logP	3.6	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Acidic)	4.65	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	74.6 Å²	ChemAxon
Rotatable Bond Count	12	ChemAxon
Refractivity	64.95 m³·mol⁻¹	ChemAxon
Polarizability	28.96 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

Spectra

Spectrum Type	Description	Splash Key	Deposition Date	View
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-2900000000-ba32d0b598649fa5eb94	2017-09-01	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (2 TMS) - 70eV, Positive	splash10-00dr-9781000000-c446656e5a369142c273	2017-10-06	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 10V, Negative (Annotated)	splash10-0006-0090000000-38331eb24eac374bd304	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 25V, Negative (Annotated)	splash10-0089-4980000000-e0f9e32666a9f5b5a8fa	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - Quattro_QQQ 40V, Negative (Annotated)	splash10-0pb9-9030000000-92bad89a65219dbca8d7	2012-07-25	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Negative	splash10-003r-0950000000-648f456d7f9ab1c4b2d9	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 45V, Negative	splash10-003r-0890000000-bdc310014be796744f20	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 15V, Negative	splash10-0006-0090000000-17149e612e4f8c3b7d1d	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Negative	splash10-004l-0290000000-27e59d2b5c9e8c3a3c58	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 75V, Negative	splash10-003r-1930000000-3d4c069850987eb705a6	2021-09-20	View Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-003r-0950000000-ad8593ff000859ee8d39	2021-09-20	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004j-0190000000-0865b1cbfaacde80a7f4	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-002b-1950000000-c4a145d160c79293a214	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gyd-8900000000-36587d28463ba68e2815	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0190000000-842c43a7d04e763b93e1	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-002f-0390000000-decb9669e3c353a66b63	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4l-9310000000-1a556ecc322f9074dc77	2017-09-01	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004j-1690000000-bdbdb9d50f80993cb10a	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-05s1-9420000000-8a8fd8287d51c96e45d3	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0aor-9100000000-cf4f89db69167645b2c5	2021-09-22	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0006-0090000000-9627393074d8fc5d6478	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-1190000000-b5589ce36ff34845ec1f	2021-09-23	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a6u-9820000000-45f94722fd7aa44d77cc	2021-09-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, experimental)		2012-12-05	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)		2022-08-23	View Spectrum
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)		2012-12-05	View Spectrum

Biological Properties

Cellular Locations

Membrane

Biospecimen Locations

Feces

Tissue Locations

Not Available

Associated OMIM IDs

114500 (Colorectal cancer)
610247 (Eosinophilic esophagitis)

Human Proteins and Enzymes

Protein ID	Protein Name	Protein Type	Uniprot ID	Species

Human Pathways

Pathways

Name	SMPDB/PathBank

Metabolic Reactions

Reactions

Reaction ID	Precursor	Product	Enzyme	Reaction Type	Data Source	Reference

Health Effects and Bioactivity

Health Outcome/Bioactivity	Metabolite Response/Effect	Evidence Type	Host and Biospecimen	Data Source	Reference

Microbial Sources

Superkingdom/Kingdom	Phylum	Total species	Hosts and Body Sites	Microbial Links
Bacteria	Firmicutes	1	Human feces; Human stool; Human	Indirect association between microbiota composition and metabolites measured in host biospecimen

Exposure Sources

Source Type	Activity	Data Source	Reference
Cosmetics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox
Domestics	Not Available	U.S. Environmental Protection Agency	CompTox

Host Biospecimen and Location

Host and Biospecimen	Status	Mean	Std	Min	Max	Units	Age	Sex	Health Condition	Data Source	Reference
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	25037050
Human Feces	Detected but not Quantified						Adult (>18 years old)	Both	Normal	HMDB	29808030

External Links

HMDB ID

HMDB0002327

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB022963

KNApSAcK ID

Not Available

Chemspider ID

10026

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

6622

PubChem Compound

10458

PDB ID

Not Available

ChEBI ID

73718

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

General References

Rocchiccioli F, Cartier PH, Aubourg P, Bougneres PF: Mass spectrometric identification of 2-hydroxy-sebacic acid in the urines of patients with neonatal adrenoleukodystrophy and Zellweger syndrome. Biomed Environ Mass Spectrom. 1986 Jun;13(6):315-8. doi: 10.1002/bms.1200130609. [PubMed:2943344 ]

Showing metabocard for 1,11-Undecanedicarboxylic acid (MMDBc0000590)

MOL for #<Metabolite:0x00007fdb4c624380>

3D MOL for #<Metabolite:0x00007fdb4c624380>

3D SDF for #<Metabolite:0x00007fdb4c624380>

3D-SDF for #<Metabolite:0x00007fdb4c624380>

PDB for #<Metabolite:0x00007fdb4c624380>

3D PDB for #<Metabolite:0x00007fdb4c624380>

SMILES for #<Metabolite:0x00007fdb4c624380>

INCHI for #<Metabolite:0x00007fdb4c624380>

Structure for #<Metabolite:0x00007fdb4c624380>

3D Structure for #<Metabolite:0x00007fdb4c624380>