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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2013-07-04 19:01:23 UTC

Update Date

2019-07-23 07:15:09 UTC

HMDB ID

HMDB0060817

Secondary Accession Numbers

HMDB60817

Metabolite Identification

Common Name

Diethylcarbamazine N-oxide

Description

Diethylcarbamazine N-oxide, also known as dec N-oxide, belongs to the class of organic compounds known as piperazine carboxamides. These are heterocyclic compounds containing a piperazine ring substituted by one or more carboxamide group. Diethylcarbamazine (DEC) is an anthelmintic drug that does not resemble other antiparasitic compounds. Diethylcarbamazine N-oxide is a metabolite of diethylcarbamazine. Diethylcarbamazine N-oxide is a moderately basic compound (based on its pKa). It is a synthetic organic compound which is highly specific for several parasites and does not contain any toxic metallic elements.

Structure

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

HMDB0060817
     RDKit          3D
Diethylcarbamazine N-oxide
 36 36  0  0  0  0  0  0  0  0999 V2000
   -3.8188    1.2664    0.8521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1138    1.4243   -0.4703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9450    0.5108   -0.4617 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2176   -0.8001   -0.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6865   -1.7407    0.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7474    0.9995    0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7970    2.2578    0.4271 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5343    0.4374    0.1506 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6371    1.2320    0.7259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8158    0.9820   -0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2831   -0.3838   -0.0980 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.9121   -0.6714   -1.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2642   -0.4137    0.8281 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.2508   -1.3269    0.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8704   -0.8762   -0.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0179    1.0248    1.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2589    2.2656    1.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5795    0.4781    0.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7713    2.4694   -0.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8180    1.1218   -1.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4288   -1.2137   -1.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1261   -0.7875   -1.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2363   -1.3692    1.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7856   -1.7212    0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2982   -2.7391   -0.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8542    0.9480    1.7521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3522    2.2965    0.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5378    1.2491   -1.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6231    1.6788    0.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9868   -0.4153   -1.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3726   -0.1114   -2.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7417   -1.7463   -1.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4516   -2.2904   -0.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2203   -1.5312    1.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8187   -0.9195   -1.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1198   -1.5848    0.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 14 15  1  0
 15  8  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  5 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 12 30  1  0
 12 31  1  0
 12 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
M  CHG  2  11   1  13  -1
M  END


  Mrv0541 07041312012D          

 15 15  0  0  0  0            999 V2000
    2.1434   -2.8875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -2.4750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289   -1.6500    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1434   -0.4125    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -1.2375    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.6500    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145   -0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7145    1.2375    0.0000 N   0  3  0  0  0  0  0  0  0  0  0  0
    1.4289    0.8250    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4289    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3272    1.9659    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1018    1.9659    0.0000 O   0  5  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
  3  6  1  0  0  0  0
  6  7  2  0  0  0  0
  6  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
  8 13  1  0  0  0  0
 11 14  1  0  0  0  0
 11 15  1  0  0  0  0
M  CHG  2  11   1  15  -1
M  END
> <DATABASE_ID>
HMDB0060817

> <DATABASE_NAME>
hmdb

> <SMILES>
CCN(CC)C(=O)N1CC[N+](C)([O-])CC1

> <INCHI_IDENTIFIER>
InChI=1S/C10H21N3O2/c1-4-11(5-2)10(14)12-6-8-13(3,15)9-7-12/h4-9H2,1-3H3

> <INCHI_KEY>
KAJAFGMERLXELG-UHFFFAOYSA-N

> <FORMULA>
C10H21N3O2

> <MOLECULAR_WEIGHT>
215.2926

> <EXACT_MASS>
215.163376931

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_AVERAGE_POLARIZABILITY>
23.767822823274873

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
4-(diethylcarbamoyl)-1-methylpiperazin-1-ium-1-olate

> <ALOGPS_LOGP>
-1.44

> <JCHEM_LOGP>
-1.0327692940000008

> <ALOGPS_LOGS>
-0.28

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
1

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
2.682354049229635

> <JCHEM_POLAR_SURFACE_AREA>
50.43000000000001

> <JCHEM_REFRACTIVITY>
60.32160000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
2

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.13e+02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
4-(diethylcarbamoyl)-1-methylpiperazin-1-ium-1-olate

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0060817
     RDKit          3D
Diethylcarbamazine N-oxide
 36 36  0  0  0  0  0  0  0  0999 V2000
   -3.8188    1.2664    0.8521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1138    1.4243   -0.4703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9450    0.5108   -0.4617 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2176   -0.8001   -0.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6865   -1.7407    0.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7474    0.9995    0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7970    2.2578    0.4271 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5343    0.4374    0.1506 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6371    1.2320    0.7259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8158    0.9820   -0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2831   -0.3838   -0.0980 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.9121   -0.6714   -1.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2642   -0.4137    0.8281 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.2508   -1.3269    0.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8704   -0.8762   -0.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0179    1.0248    1.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2589    2.2656    1.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5795    0.4781    0.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7713    2.4694   -0.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8180    1.1218   -1.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4288   -1.2137   -1.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1261   -0.7875   -1.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2363   -1.3692    1.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7856   -1.7212    0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2982   -2.7391   -0.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8542    0.9480    1.7521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3522    2.2965    0.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5378    1.2491   -1.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6231    1.6788    0.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9868   -0.4153   -1.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3726   -0.1114   -2.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7417   -1.7463   -1.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4516   -2.2904   -0.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2203   -1.5312    1.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8187   -0.9195   -1.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1198   -1.5848    0.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 14 15  1  0
 15  8  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  5 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 12 30  1  0
 12 31  1  0
 12 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
M  CHG  2  11   1  13  -1
M  END

HEADER    PROTEIN                                 04-JUL-13   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   04-JUL-13         0                                  
HETATM    1  C   UNK     0       4.001  -5.390   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       2.667  -4.620   0.000  0.00  0.00           C+0
HETATM    3  N   UNK     0       2.667  -3.080   0.000  0.00  0.00           N+0
HETATM    4  C   UNK     0       4.001  -2.310   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       4.001  -0.770   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       1.334  -2.310   0.000  0.00  0.00           C+0
HETATM    7  O   UNK     0       0.000  -3.080   0.000  0.00  0.00           O+0
HETATM    8  N   UNK     0       1.334  -0.770   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       0.000   1.540   0.000  0.00  0.00           C+0
HETATM   11  N   UNK     0       1.334   2.310   0.000  0.00  0.00           N+1
HETATM   12  C   UNK     0       2.667   1.540   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       2.667   0.000   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       0.611   3.670   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0       2.057   3.670   0.000  0.00  0.00           O-1
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    6                                                  
CONECT    4    3    5                                                       
CONECT    5    4                                                            
CONECT    6    3    7    8                                                  
CONECT    7    6                                                            
CONECT    8    6    9   13                                                  
CONECT    9    8   10                                                       
CONECT   10    9   11                                                       
CONECT   11   10   12   14   15                                             
CONECT   12   11   13                                                       
CONECT   13   12    8                                                       
CONECT   14   11                                                            
CONECT   15   11                                                            
MASTER        0    0    0    0    0    0    0    0   15    0   30    0
END

COMPND    HMDB0060817
HETATM    1  C1  UNL     1      -3.819   1.266   0.852  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.114   1.424  -0.470  1.00  0.00           C  
HETATM    3  N1  UNL     1      -1.945   0.511  -0.462  1.00  0.00           N  
HETATM    4  C3  UNL     1      -2.218  -0.800  -0.944  1.00  0.00           C  
HETATM    5  C4  UNL     1      -2.686  -1.741   0.153  1.00  0.00           C  
HETATM    6  C5  UNL     1      -0.747   1.000   0.012  1.00  0.00           C  
HETATM    7  O1  UNL     1      -0.797   2.258   0.427  1.00  0.00           O  
HETATM    8  N2  UNL     1       0.534   0.437   0.151  1.00  0.00           N  
HETATM    9  C6  UNL     1       1.637   1.232   0.726  1.00  0.00           C  
HETATM   10  C7  UNL     1       2.816   0.982  -0.177  1.00  0.00           C  
HETATM   11  N3  UNL     1       3.283  -0.384  -0.098  1.00  0.00           N1+
HETATM   12  C8  UNL     1       3.912  -0.671  -1.372  1.00  0.00           C  
HETATM   13  O2  UNL     1       4.264  -0.414   0.828  1.00  0.00           O1-
HETATM   14  C9  UNL     1       2.251  -1.327   0.178  1.00  0.00           C  
HETATM   15  C10 UNL     1       0.870  -0.876  -0.235  1.00  0.00           C  
HETATM   16  H1  UNL     1      -3.018   1.025   1.611  1.00  0.00           H  
HETATM   17  H2  UNL     1      -4.259   2.266   1.108  1.00  0.00           H  
HETATM   18  H3  UNL     1      -4.579   0.478   0.827  1.00  0.00           H  
HETATM   19  H4  UNL     1      -2.771   2.469  -0.600  1.00  0.00           H  
HETATM   20  H5  UNL     1      -3.818   1.122  -1.268  1.00  0.00           H  
HETATM   21  H6  UNL     1      -1.429  -1.214  -1.588  1.00  0.00           H  
HETATM   22  H7  UNL     1      -3.126  -0.787  -1.656  1.00  0.00           H  
HETATM   23  H8  UNL     1      -2.236  -1.369   1.096  1.00  0.00           H  
HETATM   24  H9  UNL     1      -3.786  -1.721   0.287  1.00  0.00           H  
HETATM   25  H10 UNL     1      -2.298  -2.739  -0.096  1.00  0.00           H  
HETATM   26  H11 UNL     1       1.854   0.948   1.752  1.00  0.00           H  
HETATM   27  H12 UNL     1       1.352   2.296   0.599  1.00  0.00           H  
HETATM   28  H13 UNL     1       2.538   1.249  -1.217  1.00  0.00           H  
HETATM   29  H14 UNL     1       3.623   1.679   0.128  1.00  0.00           H  
HETATM   30  H15 UNL     1       4.987  -0.415  -1.382  1.00  0.00           H  
HETATM   31  H16 UNL     1       3.373  -0.111  -2.184  1.00  0.00           H  
HETATM   32  H17 UNL     1       3.742  -1.746  -1.606  1.00  0.00           H  
HETATM   33  H18 UNL     1       2.452  -2.290  -0.320  1.00  0.00           H  
HETATM   34  H19 UNL     1       2.220  -1.531   1.262  1.00  0.00           H  
HETATM   35  H20 UNL     1       0.819  -0.920  -1.364  1.00  0.00           H  
HETATM   36  H21 UNL     1       0.120  -1.585   0.139  1.00  0.00           H  
CONECT    1    2   16   17   18
CONECT    2    3   19   20
CONECT    3    4    6
CONECT    4    5   21   22
CONECT    5   23   24   25
CONECT    6    7    7    8
CONECT    8    9   15
CONECT    9   10   26   27
CONECT   10   11   28   29
CONECT   11   12   13   14
CONECT   12   30   31   32
CONECT   14   15   33   34
CONECT   15   35   36
END

HMDB0060817
     RDKit          3D
Diethylcarbamazine N-oxide
 36 36  0  0  0  0  0  0  0  0999 V2000
   -3.8188    1.2664    0.8521 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1138    1.4243   -0.4703 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9450    0.5108   -0.4617 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2176   -0.8001   -0.9437 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.6865   -1.7407    0.1530 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7474    0.9995    0.0122 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.7970    2.2578    0.4271 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.5343    0.4374    0.1506 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.6371    1.2320    0.7259 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8158    0.9820   -0.1769 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2831   -0.3838   -0.0980 N   0  0  0  0  0  4  0  0  0  0  0  0
    3.9121   -0.6714   -1.3720 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.2642   -0.4137    0.8281 O   0  0  0  0  0  1  0  0  0  0  0  0
    2.2508   -1.3269    0.1783 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8704   -0.8762   -0.2346 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0179    1.0248    1.6113 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.2589    2.2656    1.1077 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5795    0.4781    0.8273 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.7713    2.4694   -0.6002 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8180    1.1218   -1.2675 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4288   -1.2137   -1.5878 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1261   -0.7875   -1.6561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2363   -1.3692    1.0957 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7856   -1.7212    0.2867 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2982   -2.7391   -0.0963 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8542    0.9480    1.7521 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3522    2.2965    0.5988 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5378    1.2491   -1.2167 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.6231    1.6788    0.1276 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9868   -0.4153   -1.3820 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.3726   -0.1114   -2.1838 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7417   -1.7463   -1.6058 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.4516   -2.2904   -0.3196 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.2203   -1.5312    1.2625 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8187   -0.9195   -1.3640 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.1198   -1.5848    0.1390 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  1  0
  4  5  1  0
  3  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  1  0
 11 13  1  0
 11 14  1  0
 14 15  1  0
 15  8  1  0
  1 16  1  0
  1 17  1  0
  1 18  1  0
  2 19  1  0
  2 20  1  0
  4 21  1  0
  4 22  1  0
  5 23  1  0
  5 24  1  0
  5 25  1  0
  9 26  1  0
  9 27  1  0
 10 28  1  0
 10 29  1  0
 12 30  1  0
 12 31  1  0
 12 32  1  0
 14 33  1  0
 14 34  1  0
 15 35  1  0
 15 36  1  0
M  CHG  2  11   1  13  -1
M  END

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
DEC N-oxide	HMDB
Diethylcarbamazine-N-oxide	HMDB

Chemical Formula

C₁₀H₂₁N₃O₂

Average Molecular Weight

215.2926

Monoisotopic Molecular Weight

215.163376931

IUPAC Name

4-(diethylcarbamoyl)-1-methylpiperazin-1-ium-1-olate

Traditional Name

4-(diethylcarbamoyl)-1-methylpiperazin-1-ium-1-olate

CAS Registry Number

34812-73-2

SMILES

CCN(CC)C(=O)N1CC[N+](C)([O-])CC1

InChI Identifier

InChI=1S/C10H21N3O2/c1-4-11(5-2)10(14)12-6-8-13(3,15)9-7-12/h4-9H2,1-3H3

InChI Key

KAJAFGMERLXELG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as piperazine carboxamides. These are heterocyclic compounds containing a piperazine ring substituted by one or more carboxamide group.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Diazinanes

Sub Class

Piperazines

Direct Parent

Piperazine carboxamides

Alternative Parents

Substituents

Piperazine-1-carboxamide
N-methylpiperazine
N-alkylpiperazine
Trialkyl amine oxide
Urea
Carbonic acid derivative
Azacycle
Trisubstituted n-oxide
N-oxide
Hydrocarbon derivative
Organopnictogen compound
Organic oxygen compound
Organic nitrogen compound
Organooxygen compound
Organonitrogen compound
Carbonyl group
Organic oxide
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Not Available

Kidney (HMDB: HMDB0060817)
Liver (HMDB: HMDB0060817)

Non-excretory biofluid

Biofluid or Excreta

Blood (HMDB: HMDB0060817)

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0060817)

Cellular substructure

Cytoplasm (HMDB: HMDB0060817)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	113 g/L	ALOGPS
logP	-1.4	ALOGPS
logP	-1	ChemAxon
logS	-0.28	ALOGPS
pKa (Strongest Basic)	2.68	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	50.43 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	60.32 m³·mol⁻¹	ChemAxon
Polarizability	23.77 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	150.855	31661259
DarkChem	[M-H]-	149.927	31661259
DeepCCS	[M+H]+	139.343	30932474
DeepCCS	[M-H]-	136.982	30932474
DeepCCS	[M-2H]-	170.113	30932474
DeepCCS	[M+Na]+	145.477	30932474
AllCCS	[M+H]+	148.8	32859911
AllCCS	[M+H-H2O]+	145.1	32859911
AllCCS	[M+NH4]+	152.2	32859911
AllCCS	[M+Na]+	153.2	32859911
AllCCS	[M-H]-	157.8	32859911
AllCCS	[M+Na-2H]-	158.9	32859911
AllCCS	[M+HCOO]-	160.2	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Diethylcarbamazine N-oxide	CCN(CC)C(=O)N1CC[N+](C)([O-])CC1	2650.0	Standard polar	33892256
Diethylcarbamazine N-oxide	CCN(CC)C(=O)N1CC[N+](C)([O-])CC1	1462.7	Standard non polar	33892256
Diethylcarbamazine N-oxide	CCN(CC)C(=O)N1CC[N+](C)([O-])CC1	1597.2	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Diethylcarbamazine N-oxide GC-MS (Non-derivatized) - 70eV, Positive	splash10-0gdl-7910000000-b3413f2c9636884d548a	2017-09-20	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Diethylcarbamazine N-oxide GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diethylcarbamazine N-oxide 10V, Negative-QTOF	splash10-03di-0190000000-da0a3b7c6f323fe55b27	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diethylcarbamazine N-oxide 20V, Negative-QTOF	splash10-03di-5190000000-e283ed2663a0487119b5	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diethylcarbamazine N-oxide 40V, Negative-QTOF	splash10-00di-9300000000-443afa79ec2d5ca0427e	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diethylcarbamazine N-oxide 10V, Positive-QTOF	splash10-014i-0290000000-0865e3f083621f9c1746	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diethylcarbamazine N-oxide 20V, Positive-QTOF	splash10-0gbc-2920000000-11ad200eb930d8e8fbe9	2017-10-06	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Diethylcarbamazine N-oxide 40V, Positive-QTOF	splash10-00di-9400000000-4563b4a79a8d99ba8bc3	2017-10-06	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm

Biospecimen Locations

Blood
Urine

Tissue Locations

Kidney
Liver

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Normal	Not Available	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

161840

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

Not Available

Showing metabocard for Diethylcarbamazine N-oxide (HMDB0060817)

MOL for HMDB0060817 (Diethylcarbamazine N-oxide)

3D MOL for HMDB0060817 (Diethylcarbamazine N-oxide)

3D SDF for HMDB0060817 (Diethylcarbamazine N-oxide)

3D-SDF for HMDB0060817 (Diethylcarbamazine N-oxide)

PDB for HMDB0060817 (Diethylcarbamazine N-oxide)

3D PDB for HMDB0060817 (Diethylcarbamazine N-oxide)

SMILES for HMDB0060817 (Diethylcarbamazine N-oxide)

INCHI for HMDB0060817 (Diethylcarbamazine N-oxide)

Structure for HMDB0060817 (Diethylcarbamazine N-oxide)

3D Structure for HMDB0060817 (Diethylcarbamazine N-oxide)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra