NP-MRD: Showing NP-Card for 1,11-Undecanedicarboxylic acid (NP0001004)

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Record Information

Version

1.0

Created at

2006-05-22 14:17:48 UTC

Updated at

2021-06-29 00:47:33 UTC

NP-MRD ID

NP0001004

Secondary Accession Numbers

None

Natural Product 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>
NP0001004

> <DATABASE_NAME>
NP-MRD

> <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

View in JSmol View NMR Assignments

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
Tridecanedioic acid, disodium salt	HMDB
Tridecanedioic acid	HMDB
Tridecanedioic acid, monosodium salt	HMDB
Tridecanedioate	HMDB
1,11-Undecanedicarboxylic acid	ChEBI

Chemical Formula

C₁₃H₂₄O₄

Average Mass

244.3273 Da

Monoisotopic Mass

244.16746 Da

IUPAC Name

tridecanedioic acid

Traditional Name

brassylic acid

CAS Registry Number

505-52-2

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

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
2D NMR	[¹H, ¹³C]-HSQC NMR Spectrum (2D, 600 MHz, H₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Anser anser	FooDB	FooDB
Bison bison	FooDB	FooDB
Bos taurus	FooDB	FooDB
Bos taurus X Bison bison	FooDB	FooDB
Bubalus bubalis	FooDB	FooDB
Capra aegagrus hircus	FooDB	FooDB
Cervidae	FooDB	FooDB
Cervus canadensis	FooDB	FooDB
Columba	FooDB	FooDB
Columbidae	FooDB	FooDB
Dromaius novaehollandiae	FooDB	FooDB
Equus caballus	FooDB	FooDB
Gallus gallus	FooDB	FooDB
Lagopus muta	FooDB	FooDB
Leporidae	FooDB	FooDB
Lepus timidus	FooDB	FooDB
Melanitta fusca	FooDB	FooDB
Meleagris gallopavo	FooDB	FooDB
Numida meleagris	FooDB	FooDB
Odocoileus	FooDB	FooDB
Oryctolagus	FooDB	FooDB
Ovis aries	FooDB	FooDB
Phasianidae	FooDB	FooDB
Phasianus colchicus	FooDB	FooDB
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB
Trypanosoma brucei	LOTUS Database	35616633

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 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	111 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	1.5 mg/mL at 21 °C	Not Available
LogP	Not Available	Not Available

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

External Links

HMDB ID

HMDB0002327

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB 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

Good Scents ID

Not Available

References

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. [PubMed:2943344 ]
Wu ZC, Zeng P, Wang SF, Gao TY: Membrane bioreactor process of organic wastewater from brassylic acid manufacturing plant. J Environ Sci (China). 2001 Apr;13(2):157-63. [PubMed:11590734 ]
Looby N, Roszkowska A, Reyes-Garces N, Yu M, Baczek T, Kulasingam V, Pawliszyn J, Chandran V: Serum metabolic fingerprinting of psoriasis and psoriatic arthritis patients using solid-phase microextraction-liquid chromatography-high-resolution mass spectrometry. Metabolomics. 2021 Jun 16;17(7):59. doi: 10.1007/s11306-021-01805-3. [PubMed:34137950 ]
Ottas A, Fishman D, Okas TL, Kingo K, Soomets U: The metabolic analysis of psoriasis identifies the associated metabolites while providing computational models for the monitoring of the disease. Arch Dermatol Res. 2017 Sep;309(7):519-528. doi: 10.1007/s00403-017-1760-1. Epub 2017 Jul 10. [PubMed:28695330 ]

Showing NP-Card for 1,11-Undecanedicarboxylic acid (NP0001004)

MOL for NP0001004 (1,11-Undecanedicarboxylic acid)

3D MOL for NP0001004 (1,11-Undecanedicarboxylic acid)

3D SDF for NP0001004 (1,11-Undecanedicarboxylic acid)

3D-SDF for NP0001004 (1,11-Undecanedicarboxylic acid)

PDB for NP0001004 (1,11-Undecanedicarboxylic acid)

3D PDB for NP0001004 (1,11-Undecanedicarboxylic acid)

SMILES for NP0001004 (1,11-Undecanedicarboxylic acid)

INCHI for NP0001004 (1,11-Undecanedicarboxylic acid)

Structure for NP0001004 (1,11-Undecanedicarboxylic acid)

3D Structure for NP0001004 (1,11-Undecanedicarboxylic acid)