NP-MRD: Showing NP-Card for Tetradecanedioic acid (NP0000048)

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Record Information

Version

1.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2021-08-15 04:56:48 UTC

NP-MRD ID

NP0000048

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Tetradecanedioic acid

Description

Tetradecanedioic acid, also known as 1,14-tetradecanedioate or NSC 9504, 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. Tetradecanedioic 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

HMDB0000872
     RDKit          3D
Tetradecanedioic acid
 44 43  0  0  0  0  0  0  0  0999 V2000
    5.9392   -1.7601    1.5377 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3890   -1.5516    0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7906   -1.6029    0.2157 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4902   -1.2669   -0.7250 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0714   -1.1112   -0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9216    0.0482    0.6297 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5131    0.2722    1.1195 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5351    0.5188    0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1572    0.7319    0.6000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8732    0.9853   -0.4746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2207    1.1901    0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2904    1.4477   -0.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5867    1.6370   -0.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1178    0.5464    0.6440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4537   -0.7538    0.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4035   -1.5200   -0.6171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3200   -1.6618   -1.8628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4109   -2.1522    0.1301 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3931   -0.9205    0.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8030   -0.2492   -1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5882   -2.0086   -1.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7586   -2.0763    0.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4720   -0.9924   -1.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5509   -0.0571    1.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2953    0.9542    0.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1743   -0.5998    1.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5326    1.1566    1.7881 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4699   -0.4195   -0.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7893    1.3559   -0.6374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1860   -0.1446    1.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1368    1.5940    1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8892    0.1777   -1.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5691    1.9337   -1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4530    0.3126    0.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1192    2.1141    0.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0398    2.4296   -1.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2191    0.7030   -1.6594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3828    1.9732   -0.9138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4618    2.5584    0.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4670    0.3563    1.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0764    0.9265    1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3086   -0.5985   -0.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8528   -1.4045    0.8765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0696   -3.0715   -0.1013 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  1  0
 16 17  2  0
 16 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 18 44  1  0
M  END

Tetrahydro-11-deoxycorticosterone.mol
  Mrv1652305271900302D          

 18 17  0  0  0  0            999 V2000
    4.2868    0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2868   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8579   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7145   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4289   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1434   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8579   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5724   -0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.5724    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.0013    0.8250    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2868    0.4125    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0013   -0.8250    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  1  0  0  0  0
  1 15  2  0  0  0  0
  1 16  1  0  0  0  0
 14 17  2  0  0  0  0
 14 18  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000048

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C14H26O4/c15-13(16)11-9-7-5-3-1-2-4-6-8-10-12-14(17)18/h1-12H2,(H,15,16)(H,17,18)

> <INCHI_KEY>
HQHCYKULIHKCEB-UHFFFAOYSA-N

> <FORMULA>
C14H26O4

> <MOLECULAR_WEIGHT>
258.3538

> <EXACT_MASS>
258.18310932

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
44

> <JCHEM_AVERAGE_POLARIZABILITY>
31.10951226001032

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
tetradecanedioic acid

> <ALOGPS_LOGP>
3.63

> <JCHEM_LOGP>
4.047203682666666

> <ALOGPS_LOGS>
-3.85

> <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>
69.547

> <JCHEM_ROTATABLE_BOND_COUNT>
13

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.61e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
tetradecanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000872
     RDKit          3D
Tetradecanedioic acid
 44 43  0  0  0  0  0  0  0  0999 V2000
    5.9392   -1.7601    1.5377 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3890   -1.5516    0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7906   -1.6029    0.2157 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4902   -1.2669   -0.7250 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0714   -1.1112   -0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9216    0.0482    0.6297 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5131    0.2722    1.1195 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5351    0.5188    0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1572    0.7319    0.6000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8732    0.9853   -0.4746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2207    1.1901    0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2904    1.4477   -0.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5867    1.6370   -0.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1178    0.5464    0.6440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4537   -0.7538    0.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4035   -1.5200   -0.6171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3200   -1.6618   -1.8628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4109   -2.1522    0.1301 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3931   -0.9205    0.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8030   -0.2492   -1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5882   -2.0086   -1.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7586   -2.0763    0.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4720   -0.9924   -1.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5509   -0.0571    1.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2953    0.9542    0.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1743   -0.5998    1.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5326    1.1566    1.7881 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4699   -0.4195   -0.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7893    1.3559   -0.6374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1860   -0.1446    1.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1368    1.5940    1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8892    0.1777   -1.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5691    1.9337   -1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4530    0.3126    0.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1192    2.1141    0.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0398    2.4296   -1.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2191    0.7030   -1.6594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3828    1.9732   -0.9138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4618    2.5584    0.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4670    0.3563    1.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0764    0.9265    1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3086   -0.5985   -0.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8528   -1.4045    0.8765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0696   -3.0715   -0.1013 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  1  0
 16 17  2  0
 16 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 18 44  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Tetrahydro-11-deoxycorticosterone.mol             
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0       8.002   0.770   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       8.002  -0.770   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       6.668  -1.540   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       5.335  -0.770   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -1.540   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       2.667  -0.770   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       1.334  -1.540   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.000  -0.770   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -1.334  -1.540   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -2.667  -0.770   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -4.001  -1.540   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      -5.335  -0.770   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      -6.668  -1.540   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      -8.002  -0.770   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       6.668   1.540   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0       9.336   1.540   0.000  0.00  0.00           O+0
HETATM   17  O   UNK     0      -8.002   0.770   0.000  0.00  0.00           O+0
HETATM   18  O   UNK     0      -9.336  -1.540   0.000  0.00  0.00           O+0
CONECT    1    2   15   16                                                  
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                                                       
CONECT   14   13   17   18                                                  
CONECT   15    1                                                            
CONECT   16    1                                                            
CONECT   17   14                                                            
CONECT   18   14                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   34    0
END

COMPND    HMDB0000872
HETATM    1  O1  UNL     1       5.939  -1.760   1.538  1.00  0.00           O  
HETATM    2  C1  UNL     1       6.389  -1.552   0.388  1.00  0.00           C  
HETATM    3  O2  UNL     1       7.791  -1.603   0.216  1.00  0.00           O  
HETATM    4  C2  UNL     1       5.490  -1.267  -0.725  1.00  0.00           C  
HETATM    5  C3  UNL     1       4.071  -1.111  -0.275  1.00  0.00           C  
HETATM    6  C4  UNL     1       3.922   0.048   0.630  1.00  0.00           C  
HETATM    7  C5  UNL     1       2.513   0.272   1.120  1.00  0.00           C  
HETATM    8  C6  UNL     1       1.535   0.519   0.011  1.00  0.00           C  
HETATM    9  C7  UNL     1       0.157   0.732   0.600  1.00  0.00           C  
HETATM   10  C8  UNL     1      -0.873   0.985  -0.475  1.00  0.00           C  
HETATM   11  C9  UNL     1      -2.221   1.190   0.173  1.00  0.00           C  
HETATM   12  C10 UNL     1      -3.290   1.448  -0.879  1.00  0.00           C  
HETATM   13  C11 UNL     1      -4.587   1.637  -0.193  1.00  0.00           C  
HETATM   14  C12 UNL     1      -5.118   0.546   0.644  1.00  0.00           C  
HETATM   15  C13 UNL     1      -5.454  -0.754   0.040  1.00  0.00           C  
HETATM   16  C14 UNL     1      -4.403  -1.520  -0.617  1.00  0.00           C  
HETATM   17  O3  UNL     1      -4.320  -1.662  -1.863  1.00  0.00           O  
HETATM   18  O4  UNL     1      -3.411  -2.152   0.130  1.00  0.00           O  
HETATM   19  H1  UNL     1       8.393  -0.920   0.678  1.00  0.00           H  
HETATM   20  H2  UNL     1       5.803  -0.249  -1.122  1.00  0.00           H  
HETATM   21  H3  UNL     1       5.588  -2.009  -1.555  1.00  0.00           H  
HETATM   22  H4  UNL     1       3.759  -2.076   0.199  1.00  0.00           H  
HETATM   23  H5  UNL     1       3.472  -0.992  -1.229  1.00  0.00           H  
HETATM   24  H6  UNL     1       4.551  -0.057   1.518  1.00  0.00           H  
HETATM   25  H7  UNL     1       4.295   0.954   0.096  1.00  0.00           H  
HETATM   26  H8  UNL     1       2.174  -0.600   1.707  1.00  0.00           H  
HETATM   27  H9  UNL     1       2.533   1.157   1.788  1.00  0.00           H  
HETATM   28  H10 UNL     1       1.470  -0.419  -0.597  1.00  0.00           H  
HETATM   29  H11 UNL     1       1.789   1.356  -0.637  1.00  0.00           H  
HETATM   30  H12 UNL     1      -0.186  -0.145   1.183  1.00  0.00           H  
HETATM   31  H13 UNL     1       0.137   1.594   1.298  1.00  0.00           H  
HETATM   32  H14 UNL     1      -0.889   0.178  -1.230  1.00  0.00           H  
HETATM   33  H15 UNL     1      -0.569   1.934  -1.003  1.00  0.00           H  
HETATM   34  H16 UNL     1      -2.453   0.313   0.801  1.00  0.00           H  
HETATM   35  H17 UNL     1      -2.119   2.114   0.814  1.00  0.00           H  
HETATM   36  H18 UNL     1      -3.040   2.430  -1.374  1.00  0.00           H  
HETATM   37  H19 UNL     1      -3.219   0.703  -1.659  1.00  0.00           H  
HETATM   38  H20 UNL     1      -5.383   1.973  -0.914  1.00  0.00           H  
HETATM   39  H21 UNL     1      -4.462   2.558   0.464  1.00  0.00           H  
HETATM   40  H22 UNL     1      -4.467   0.356   1.548  1.00  0.00           H  
HETATM   41  H23 UNL     1      -6.076   0.926   1.129  1.00  0.00           H  
HETATM   42  H24 UNL     1      -6.309  -0.599  -0.689  1.00  0.00           H  
HETATM   43  H25 UNL     1      -5.853  -1.404   0.877  1.00  0.00           H  
HETATM   44  H26 UNL     1      -3.070  -3.071  -0.101  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   19
CONECT    4    5   20   21
CONECT    5    6   22   23
CONECT    6    7   24   25
CONECT    7    8   26   27
CONECT    8    9   28   29
CONECT    9   10   30   31
CONECT   10   11   32   33
CONECT   11   12   34   35
CONECT   12   13   36   37
CONECT   13   14   38   39
CONECT   14   15   40   41
CONECT   15   16   42   43
CONECT   16   17   17   18
CONECT   18   44
END

HMDB0000872
     RDKit          3D
Tetradecanedioic acid
 44 43  0  0  0  0  0  0  0  0999 V2000
    5.9392   -1.7601    1.5377 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.3890   -1.5516    0.3883 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.7906   -1.6029    0.2157 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.4902   -1.2669   -0.7250 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0714   -1.1112   -0.2750 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.9216    0.0482    0.6297 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5131    0.2722    1.1195 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.5351    0.5188    0.0106 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1572    0.7319    0.6000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8732    0.9853   -0.4746 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2207    1.1901    0.1735 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2904    1.4477   -0.8793 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5867    1.6370   -0.1929 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1178    0.5464    0.6440 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4537   -0.7538    0.0398 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4035   -1.5200   -0.6171 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.3200   -1.6618   -1.8628 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4109   -2.1522    0.1301 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3931   -0.9205    0.6778 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8030   -0.2492   -1.1224 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5882   -2.0086   -1.5552 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7586   -2.0763    0.1986 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4720   -0.9924   -1.2286 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.5509   -0.0571    1.5183 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2953    0.9542    0.0965 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1743   -0.5998    1.7071 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5326    1.1566    1.7881 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.4699   -0.4195   -0.5965 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7893    1.3559   -0.6374 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1860   -0.1446    1.1834 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1368    1.5940    1.2985 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8892    0.1777   -1.2299 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.5691    1.9337   -1.0026 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4530    0.3126    0.8007 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1192    2.1141    0.8140 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0398    2.4296   -1.3736 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2191    0.7030   -1.6594 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3828    1.9732   -0.9138 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4618    2.5584    0.4641 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4670    0.3563    1.5484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0764    0.9265    1.1293 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3086   -0.5985   -0.6893 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8528   -1.4045    0.8765 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0696   -3.0715   -0.1013 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  1  0
 16 17  2  0
 16 18  1  0
  3 19  1  0
  4 20  1  0
  4 21  1  0
  5 22  1  0
  5 23  1  0
  6 24  1  0
  6 25  1  0
  7 26  1  0
  7 27  1  0
  8 28  1  0
  8 29  1  0
  9 30  1  0
  9 31  1  0
 10 32  1  0
 10 33  1  0
 11 34  1  0
 11 35  1  0
 12 36  1  0
 12 37  1  0
 13 38  1  0
 13 39  1  0
 14 40  1  0
 14 41  1  0
 15 42  1  0
 15 43  1  0
 18 44  1  0
M  END

View in JSmol

Synonyms

Value	Source
1,12-Dodecanedicarboxylic acid	ChEBI
1,14-Tetradecanedioic acid	ChEBI
Dodecamethylenedicarboxylic acid	ChEBI
NSC 9504	ChEBI
Tetradecane-1,14-dioic acid	ChEBI
1,12-Dodecanedicarboxylate	Generator
1,14-Tetradecanedioate	Generator
Dodecamethylenedicarboxylate	Generator
Tetradecane-1,14-dioate	Generator
Tetradecanedioate	Generator
Tetradecanedicarboxylate	HMDB
Tetradecanedicarboxylic acid	HMDB

Chemical Formula

C₁₄H₂₆O₄

Average Mass

258.3538 Da

Monoisotopic Mass

258.18311 Da

IUPAC Name

tetradecanedioic acid

Traditional Name

tetradecanedioic acid

CAS Registry Number

821-38-5

SMILES

OC(=O)CCCCCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C14H26O4/c15-13(16)11-9-7-5-3-1-2-4-6-8-10-12-14(17)18/h1-12H2,(H,15,16)(H,17,18)

InChI Key

HQHCYKULIHKCEB-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, CD₃OD, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Predicted Spectra

Not Available

Chemical Shift Submissions

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, simulated)	Varshavi.d26			2021-10-07	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, simulated)	Varshavi.d26			2021-07-20	View Spectrum

Species

Species of Origin

Species Name	Source	Reference
Anas platyrhynchos	FooDB	FooDB
Anatidae	FooDB	FooDB
Annona squamosa	KNApSAcK Database	22123792
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
Pinus radiata	LOTUS Database	35616633
Struthio camelus	FooDB	FooDB
Sus scrofa	FooDB	FooDB
Sus scrofa domestica	FooDB	FooDB
Triticum aestivum	KNApSAcK Database	22123792

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:76308 )
Dicarboxylic acids (LMFA01170018 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	127 °C	https://pubchem.ncbi.nlm.nih.gov/compound/Tetradecanedioic-acid#section=Melting-Point
Boiling Point	Not Available	Not Available
Water Solubility	0.2 mg/mL	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.036 g/L	ALOGPS
logP	3.63	ALOGPS
logP	4.05	ChemAxon
logS	-3.8	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	13	ChemAxon
Refractivity	69.55 m³·mol⁻¹	ChemAxon
Polarizability	31.11 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

HMDB0000872

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022293

KNApSAcK ID

C00053820

Chemspider ID

12630

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5833

PubChem Compound

13185

PDB ID

Not Available

ChEBI ID

76308

Good Scents ID

Not Available

References

General References

Ohdoi C, Nyhan WL, Kuhara T: Chemical diagnosis of Lesch-Nyhan syndrome using gas chromatography-mass spectrometry detection. J Chromatogr B Analyt Technol Biomed Life Sci. 2003 Jul 15;792(1):123-30. [PubMed:12829005 ]
Ziegler I, Fink M, Wilmanns W: Biopterin level in peripheral blood cells as a marker for hemopoietic cell proliferation during leukemia and polycythemia vera. Blut. 1982 Apr;44(4):231-40. [PubMed:6952953 ]
Tonsgard JH, Mendelson SA, Meredith SC: Binding of straight-chain saturated dicarboxylic acids to albumin. J Clin Invest. 1988 Nov;82(5):1567-73. doi: 10.1172/JCI113767. [PubMed:3183053 ]
Samartsev VN, Semenova AA, Dubinin MV: A Comparative Study of the Action of Protonophore Uncouplers and Decoupling Agents as Inducers of Free Respiration in Mitochondria in States 3 and 4: Theoretical and Experimental Approaches. Cell Biochem Biophys. 2020 Jun;78(2):203-216. doi: 10.1007/s12013-020-00914-5. Epub 2020 May 5. [PubMed:32367259 ]
Chae TU, Ahn JH, Ko YS, Kim JW, Lee JA, Lee EH, Lee SY: Metabolic engineering for the production of dicarboxylic acids and diamines. Metab Eng. 2020 Mar;58:2-16. doi: 10.1016/j.ymben.2019.03.005. Epub 2019 Mar 21. [PubMed:30905694 ]

Showing NP-Card for Tetradecanedioic acid (NP0000048)

MOL for NP0000048 (Tetradecanedioic acid)

3D MOL for NP0000048 (Tetradecanedioic acid)

3D SDF for NP0000048 (Tetradecanedioic acid)

3D-SDF for NP0000048 (Tetradecanedioic acid)

PDB for NP0000048 (Tetradecanedioic acid)

3D PDB for NP0000048 (Tetradecanedioic acid)

SMILES for NP0000048 (Tetradecanedioic acid)

INCHI for NP0000048 (Tetradecanedioic acid)

Structure for NP0000048 (Tetradecanedioic acid)

3D Structure for NP0000048 (Tetradecanedioic acid)