NP-MRD: Showing NP-Card for Undecanedioic acid (NP0000511)

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Record Information

Version

1.0

Created at

2005-11-16 15:48:42 UTC

Updated at

2021-10-07 20:42:35 UTC

NP-MRD ID

NP0000511

Secondary Accession Numbers

None

Natural Product Identification

Common Name

Undecanedioic acid

Description

Undecanedioic acid has been found in parts of human aortas with advanced atherosclerotic lesions associated with intercellular matrix macromolecules and specifically with elastin, and may be the result of an increased hydrolysis of esters and (or) a decreased esterification. (PMID: 131675 ). Undecanedioic acid has been found (among other unusual dicarboxylic acids) in the urine from patients under hopantenate therapy during episodes of Reye's-like syndrome. (PMID: 2331533 ).

Structure

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

HMDB0000888
     RDKit          3D
Undecanedioic acid
 35 34  0  0  0  0  0  0  0  0999 V2000
   -4.8357    0.2911    1.3495 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3308   -0.0165    0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6543   -0.4426    0.2110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5543    0.0602   -0.9892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1342    0.4439   -0.7333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3653   -0.5272    0.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9316   -0.1053    0.3583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2260    0.0214   -0.9468 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2272    0.4268   -0.7903 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0263   -0.5543    0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4446   -0.0230    0.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3401   -0.9485    0.8795 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7207   -0.4027    0.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9879    0.6826    0.3576 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7227   -1.0778    1.6058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3798    0.2669    0.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0337    0.7642   -1.7308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6261   -0.9343   -1.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1347    1.4551   -0.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6570    0.5881   -1.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8949   -0.7778    1.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3339   -1.4928   -0.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9957    0.8837    0.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4948   -0.8669    1.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6961    0.8565   -1.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3116   -0.9042   -1.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6613    0.4181   -1.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3383    1.4476   -0.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0829   -1.4964   -0.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6090   -0.7795    0.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4670    0.9780    0.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8812    0.0698   -0.9202 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9994   -1.0340    1.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3483   -1.9697    0.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7337   -1.1944    2.6219 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  2  0
 13 15  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 15 35  1  0
M  END

Undecanoic acid.mol
  Mrv1652305271900312D          

 15 14  0  0  0  0            999 V2000
    3.2151    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2151    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7862    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.0717   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3572    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3572   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0717    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.7862   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5006    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5006    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.9296    1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.2151   -1.2375    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9296    0.0000    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
  1 12  2  0  0  0  0
  1 13  1  0  0  0  0
 11 14  2  0  0  0  0
 11 15  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0000511

> <DATABASE_NAME>
NP-MRD

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

> <INCHI_IDENTIFIER>
InChI=1S/C11H20O4/c12-10(13)8-6-4-2-1-3-5-7-9-11(14)15/h1-9H2,(H,12,13)(H,14,15)

> <INCHI_KEY>
LWBHHRRTOZQPDM-UHFFFAOYSA-N

> <FORMULA>
C11H20O4

> <MOLECULAR_WEIGHT>
216.2741

> <EXACT_MASS>
216.136159128

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
35

> <JCHEM_AVERAGE_POLARIZABILITY>
24.739435290762287

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
undecanedioic acid

> <ALOGPS_LOGP>
2.41

> <JCHEM_LOGP>
2.7134976876666665

> <ALOGPS_LOGS>
-2.69

> <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>
55.744

> <JCHEM_ROTATABLE_BOND_COUNT>
10

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
4.45e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
undecanedioic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0000888
     RDKit          3D
Undecanedioic acid
 35 34  0  0  0  0  0  0  0  0999 V2000
   -4.8357    0.2911    1.3495 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3308   -0.0165    0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6543   -0.4426    0.2110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5543    0.0602   -0.9892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1342    0.4439   -0.7333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3653   -0.5272    0.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9316   -0.1053    0.3583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2260    0.0214   -0.9468 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2272    0.4268   -0.7903 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0263   -0.5543    0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4446   -0.0230    0.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3401   -0.9485    0.8795 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7207   -0.4027    0.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9879    0.6826    0.3576 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7227   -1.0778    1.6058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3798    0.2669    0.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0337    0.7642   -1.7308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6261   -0.9343   -1.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1347    1.4551   -0.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6570    0.5881   -1.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8949   -0.7778    1.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3339   -1.4928   -0.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9957    0.8837    0.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4948   -0.8669    1.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6961    0.8565   -1.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3116   -0.9042   -1.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6613    0.4181   -1.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3383    1.4476   -0.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0829   -1.4964   -0.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6090   -0.7795    0.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4670    0.9780    0.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8812    0.0698   -0.9202 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9994   -1.0340    1.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3483   -1.9697    0.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7337   -1.1944    2.6219 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  2  0
 13 15  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 15 35  1  0
M  END

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: Undecanoic acid.mol                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0       6.002   1.540   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.002   0.000   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.668  -0.770   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       3.334   0.000   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       0.667   0.000   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      -0.667  -0.770   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      -2.001   0.000   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -3.334  -0.770   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0      -4.668   0.000   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      -6.002  -0.770   0.000  0.00  0.00           C+0
HETATM   12  O   UNK     0       4.668   2.310   0.000  0.00  0.00           O+0
HETATM   13  O   UNK     0       7.335   2.310   0.000  0.00  0.00           O+0
HETATM   14  O   UNK     0      -6.002  -2.310   0.000  0.00  0.00           O+0
HETATM   15  O   UNK     0      -7.335   0.000   0.000  0.00  0.00           O+0
CONECT    1    2   12   13                                                  
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   14   15                                                  
CONECT   12    1                                                            
CONECT   13    1                                                            
CONECT   14   11                                                            
CONECT   15   11                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   28    0
END

COMPND    HMDB0000888
HETATM    1  O1  UNL     1      -4.836   0.291   1.350  1.00  0.00           O  
HETATM    2  C1  UNL     1      -5.331  -0.016   0.253  1.00  0.00           C  
HETATM    3  O2  UNL     1      -6.654  -0.443   0.211  1.00  0.00           O  
HETATM    4  C2  UNL     1      -4.554   0.060  -0.989  1.00  0.00           C  
HETATM    5  C3  UNL     1      -3.134   0.444  -0.733  1.00  0.00           C  
HETATM    6  C4  UNL     1      -2.365  -0.527   0.101  1.00  0.00           C  
HETATM    7  C5  UNL     1      -0.932  -0.105   0.358  1.00  0.00           C  
HETATM    8  C6  UNL     1      -0.226   0.021  -0.947  1.00  0.00           C  
HETATM    9  C7  UNL     1       1.227   0.427  -0.790  1.00  0.00           C  
HETATM   10  C8  UNL     1       2.026  -0.554   0.013  1.00  0.00           C  
HETATM   11  C9  UNL     1       3.445  -0.023   0.084  1.00  0.00           C  
HETATM   12  C10 UNL     1       4.340  -0.949   0.879  1.00  0.00           C  
HETATM   13  C11 UNL     1       5.721  -0.403   0.931  1.00  0.00           C  
HETATM   14  O3  UNL     1       5.988   0.683   0.358  1.00  0.00           O  
HETATM   15  O4  UNL     1       6.723  -1.078   1.606  1.00  0.00           O  
HETATM   16  H1  UNL     1      -7.380   0.267   0.387  1.00  0.00           H  
HETATM   17  H2  UNL     1      -5.034   0.764  -1.731  1.00  0.00           H  
HETATM   18  H3  UNL     1      -4.626  -0.934  -1.532  1.00  0.00           H  
HETATM   19  H4  UNL     1      -3.135   1.455  -0.271  1.00  0.00           H  
HETATM   20  H5  UNL     1      -2.657   0.588  -1.746  1.00  0.00           H  
HETATM   21  H6  UNL     1      -2.895  -0.778   1.018  1.00  0.00           H  
HETATM   22  H7  UNL     1      -2.334  -1.493  -0.509  1.00  0.00           H  
HETATM   23  H8  UNL     1      -0.996   0.884   0.893  1.00  0.00           H  
HETATM   24  H9  UNL     1      -0.495  -0.867   1.030  1.00  0.00           H  
HETATM   25  H10 UNL     1      -0.696   0.857  -1.519  1.00  0.00           H  
HETATM   26  H11 UNL     1      -0.312  -0.904  -1.513  1.00  0.00           H  
HETATM   27  H12 UNL     1       1.661   0.418  -1.830  1.00  0.00           H  
HETATM   28  H13 UNL     1       1.338   1.448  -0.412  1.00  0.00           H  
HETATM   29  H14 UNL     1       2.083  -1.496  -0.587  1.00  0.00           H  
HETATM   30  H15 UNL     1       1.609  -0.779   0.994  1.00  0.00           H  
HETATM   31  H16 UNL     1       3.467   0.978   0.563  1.00  0.00           H  
HETATM   32  H17 UNL     1       3.881   0.070  -0.920  1.00  0.00           H  
HETATM   33  H18 UNL     1       3.999  -1.034   1.937  1.00  0.00           H  
HETATM   34  H19 UNL     1       4.348  -1.970   0.441  1.00  0.00           H  
HETATM   35  H20 UNL     1       6.734  -1.194   2.622  1.00  0.00           H  
CONECT    1    2    2
CONECT    2    3    4
CONECT    3   16
CONECT    4    5   17   18
CONECT    5    6   19   20
CONECT    6    7   21   22
CONECT    7    8   23   24
CONECT    8    9   25   26
CONECT    9   10   27   28
CONECT   10   11   29   30
CONECT   11   12   31   32
CONECT   12   13   33   34
CONECT   13   14   14   15
CONECT   15   35
END

HMDB0000888
     RDKit          3D
Undecanedioic acid
 35 34  0  0  0  0  0  0  0  0999 V2000
   -4.8357    0.2911    1.3495 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.3308   -0.0165    0.2531 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6543   -0.4426    0.2110 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5543    0.0602   -0.9892 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1342    0.4439   -0.7333 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3653   -0.5272    0.1012 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9316   -0.1053    0.3583 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2260    0.0214   -0.9468 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2272    0.4268   -0.7903 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0263   -0.5543    0.0129 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4446   -0.0230    0.0838 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3401   -0.9485    0.8795 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7207   -0.4027    0.9308 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9879    0.6826    0.3576 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7227   -1.0778    1.6058 O   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3798    0.2669    0.3875 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0337    0.7642   -1.7308 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6261   -0.9343   -1.5316 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1347    1.4551   -0.2715 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6570    0.5881   -1.7465 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8949   -0.7778    1.0183 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3339   -1.4928   -0.5090 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9957    0.8837    0.8931 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4948   -0.8669    1.0304 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6961    0.8565   -1.5190 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3116   -0.9042   -1.5128 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6613    0.4181   -1.8300 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3383    1.4476   -0.4120 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0829   -1.4964   -0.5866 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.6090   -0.7795    0.9936 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4670    0.9780    0.5631 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8812    0.0698   -0.9202 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9994   -1.0340    1.9371 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.3483   -1.9697    0.4410 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7337   -1.1944    2.6219 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  2  0
 13 15  1  0
  3 16  1  0
  4 17  1  0
  4 18  1  0
  5 19  1  0
  5 20  1  0
  6 21  1  0
  6 22  1  0
  7 23  1  0
  7 24  1  0
  8 25  1  0
  8 26  1  0
  9 27  1  0
  9 28  1  0
 10 29  1  0
 10 30  1  0
 11 31  1  0
 11 32  1  0
 12 33  1  0
 12 34  1  0
 15 35  1  0
M  END

View in JSmol

Synonyms

Value	Source
1,11-Undecanedioic acid	ChEBI
1,9-Nonanedicarboxylic acid	ChEBI
Hendecanedioic acid	ChEBI
Undecanedionic acid	ChEBI
1,11-Undecanedioate	Generator
1,9-Nonanedicarboxylate	Generator
Hendecanedioate	Generator
Undecanedionate	Generator
Undecanedioate	Generator

Chemical Formula

C₁₁H₂₀O₄

Average Mass

216.2741 Da

Monoisotopic Mass

216.13616 Da

IUPAC Name

undecanedioic acid

Traditional Name

undecanedioic acid

CAS Registry Number

1852-04-6

SMILES

OC(=O)CCCCCCCCCC(O)=O

InChI Identifier

InChI=1S/C11H20O4/c12-10(13)8-6-4-2-1-3-5-7-9-11(14)15/h1-9H2,(H,12,13)(H,14,15)

InChI Key

LWBHHRRTOZQPDM-UHFFFAOYSA-N

Experimental Spectra

Spectrum Type	Description	Depositor Email	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, experimental)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
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

Not Available

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Aloe africana	LOTUS Database	35616633
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
Phaseolus vulgaris	LOTUS Database	35616633
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 medium-chain fatty acids. These are fatty acids with an aliphatic tail that contains between 4 and 12 carbon atoms.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Fatty Acyls

Sub Class

Fatty acids and conjugates

Direct Parent

Medium-chain fatty acids

Alternative Parents

Substituents

Medium-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:73713 )
Dicarboxylic acids (LMFA01170007 )

Physical Properties

State

Solid

Experimental Properties

Property	Value	Reference
Melting Point	108 - 110 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	5.1 mg/mL	Yalkowsky, S. H., & Dannenfelser, R. M. (1992). Aquasol database of aqueous solubility. College of Pharmacy, University of Arizona, Tucson, AZ, 189.
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	0.44 g/L	ALOGPS
logP	2.41	ALOGPS
logP	2.71	ChemAxon
logS	-2.7	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	10	ChemAxon
Refractivity	55.74 m³·mol⁻¹	ChemAxon
Polarizability	24.74 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

HMDB0000888

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

FDB022300

KNApSAcK ID

Not Available

Chemspider ID

15037

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

5846

PubChem Compound

15816

PDB ID

Not Available

ChEBI ID

73713

Good Scents ID

rw1296061

References

General References

Claire M, Jacotot B, Robert L: Characterization of lipids associated with macromolecules of the intercellular matrix of human aorta. Connect Tissue Res. 1976;4(2):61-71. [PubMed:131675 ]
Matsumoto M, Kuhara T, Inoue Y, Shinka T, Matsumoto I, Kajita M: Mass spectrometric identification of 2-hydroxydodecanedioic acid and its homologues in urine from patients with hopantenate therapy during clinical episode. Biomed Environ Mass Spectrom. 1990 Mar;19(3):171-5. [PubMed:2331533 ]
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 ]
Moura GGD, Barros AV, Machado F, Martins AD, Silva CMD, Durango LGC, Forim M, Alves E, Pasqual M, Doria J: Endophytic bacteria from strawberry plants control gray mold in fruits via production of antifungal compounds against Botrytis cinerea L. Microbiol Res. 2021 Jun 12;251:126793. doi: 10.1016/j.micres.2021.126793. [PubMed:34325193 ]
K Aldal In H, Wedian F, Al-Mazaideh GM, Ayyal Salman H, Al-Rimawi F, Alakhras F, Abu Lafi S, Al-Nadaf AH: Comparative Analysis of Phytochemical Composition of Ethanolic Extract of Jordanian Silvia officinalis. Pak J Biol Sci. 2020 Jan;23(8):989-994. doi: 10.3923/pjbs.2020.989.994. [PubMed:32700848 ]
Kim TH, Kang SH, Park JB, Oh DK: Construction of an engineered biocatalyst system for the production of medium-chain alpha,omega-dicarboxylic acids from medium-chain omega-hydroxycarboxylic acids. Biotechnol Bioeng. 2020 Sep;117(9):2648-2657. doi: 10.1002/bit.27433. Epub 2020 Jun 26. [PubMed:32436987 ]
Dong XW, Yao SQ, Wu HY, Zhang YB, Wang C, Na XL, Wu WD: Urine Metabonomic Analysis of Interventions Effect of Soy Isoflavones on Rats Exposed to Di-(2-ethylhexyl) Phthalate. Biomed Environ Sci. 2020 Feb 20;33(2):77-88. doi: 10.3967/bes2020.012. [PubMed:32131955 ]
Anyanwu GO, Iqbal J, Khan SU, Zaib S, Rauf K, Onyeneke CE, Ojo OO, Nisar-Ur-Rahman: Antidiabetic activities of chloroform fraction of Anthocleista vogelii Planch root bark in rats with diet- and alloxan-induced obesity-diabetes. J Ethnopharmacol. 2019 Jan 30;229:293-302. doi: 10.1016/j.jep.2018.10.021. Epub 2018 Oct 18. [PubMed:30342966 ]
Cao C, Shi H, Zhang M, Bo L, Hu L, Li S, Chen S, Jia S, Liu YJ, Liu YL, Zhao X, Zhang L: Metabonomic analysis of toxic action of long-term low-level exposure to acrylamide in rat serum. Hum Exp Toxicol. 2018 Dec;37(12):1282-1292. doi: 10.1177/0960327118769708. Epub 2018 Apr 16. [PubMed:29658313 ]
Yang S, Cao C, Chen S, Hu L, Bao W, Shi H, Zhao X, Sun C: Serum Metabolomics Analysis of Quercetin against Acrylamide-Induced Toxicity in Rats. J Agric Food Chem. 2016 Dec 7;64(48):9237-9245. doi: 10.1021/acs.jafc.6b04149. Epub 2016 Nov 21. [PubMed:27933994 ]
Greiser J, Niksch T, Weigand W, Freesmeyer M: Investigations on the Ga(III) Complex of EOB-DTPA and Its 68Ga Radiolabeled Analogue. J Vis Exp. 2016 Aug 17;(114). doi: 10.3791/54334. [PubMed:27584545 ]

Showing NP-Card for Undecanedioic acid (NP0000511)

MOL for NP0000511 (Undecanedioic acid)

3D MOL for NP0000511 (Undecanedioic acid)

3D SDF for NP0000511 (Undecanedioic acid)

3D-SDF for NP0000511 (Undecanedioic acid)

PDB for NP0000511 (Undecanedioic acid)

3D PDB for NP0000511 (Undecanedioic acid)

SMILES for NP0000511 (Undecanedioic acid)

INCHI for NP0000511 (Undecanedioic acid)

Structure for NP0000511 (Undecanedioic acid)

3D Structure for NP0000511 (Undecanedioic acid)