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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 16:12:42 UTC

Update Date

2021-09-26 23:11:19 UTC

HMDB ID

HMDB0255983

Secondary Accession Numbers

None

Metabolite Identification

Common Name

Oxibendazole

Description

Oxibendazole, also known as anthelcide eq, belongs to the class of organic compounds known as 2-benzimidazolylcarbamic acid esters. These are aromatic heteropolycyclic compounds that contain a carbamic acid ester group, which is N-linked to the C2-atom of a benzimidazole moiety. Based on a literature review a significant number of articles have been published on Oxibendazole. This compound has been identified in human blood as reported by (PMID: 31557052 ). Oxibendazole is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Oxibendazole is part of the human exposome. The exposome can be defined as the collection of all the exposures of an individual in a lifetime and how those exposures relate to health. An individual's exposure begins before birth and includes insults from environmental and occupational sources.

Structure

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

HMDB0255983
     RDKit          3D
Oxibendazole
 33 34  0  0  0  0  0  0  0  0999 V2000
    5.8444    0.8864    0.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5522    0.1186    0.3721 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0704    0.5409   -0.9756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9093   -0.0483   -1.4017 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6402    0.0214   -0.9259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3128    0.8095    0.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049    0.8218    0.5768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0021    0.0833   -0.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3192   -0.0949    0.1714 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8380   -0.9587   -0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1987   -1.3866   -0.8338 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1957   -0.9223    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3720   -1.3129   -0.0613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8246   -0.0221    1.0474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7902    0.4644    1.9511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8007   -1.3225   -1.5069 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6628   -0.7108   -1.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6287   -0.7457   -1.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5329    1.8428    1.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5112    0.2934    1.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3390    1.0688   -0.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8976    0.2849    1.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7865   -0.9836    0.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9000    0.3931   -1.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9476    1.6749   -0.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0715    1.4128    0.6156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2444    1.4461    1.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4608   -2.0557   -1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7797    0.0227    1.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9225    1.5621    1.9048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5640    0.1640    3.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8705   -1.9935   -2.3135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9065   -1.3544   -2.3948 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
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 10 16  1  0
 16 17  1  0
 17 18  2  0
 18  5  1  0
 17  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  6 26  1  0
  7 27  1  0
 11 28  1  0
 15 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 18 33  1  0
M  END


  Mrv0541 02231218002D          

 18 19  0  0  0  0            999 V2000
    3.7935    0.9644    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2617   -0.5750    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0241   -1.2896    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7176    0.8033    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7176   -0.5245    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0241    0.1394    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370    0.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9370   -0.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080    0.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224    0.9644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2224   -0.6856    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1991    0.1394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0791    0.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5080   -0.2731    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.9644    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.5519    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4366   -0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6742   -1.2896    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  9  1  0  0  0  0
  1 13  1  0  0  0  0
  2 17  1  0  0  0  0
  2 18  1  0  0  0  0
  3 17  2  0  0  0  0
  4  7  1  0  0  0  0
  4 12  1  0  0  0  0
  5  8  1  0  0  0  0
  5 12  2  0  0  0  0
  6 12  1  0  0  0  0
  6 17  1  0  0  0  0
  7  8  2  0  0  0  0
  7 10  1  0  0  0  0
  8 11  1  0  0  0  0
  9 10  2  0  0  0  0
  9 14  1  0  0  0  0
 11 14  2  0  0  0  0
 13 15  1  0  0  0  0
 15 16  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0255983

> <DATABASE_NAME>
hmdb

> <SMILES>
CCCOC1=CC2=C(C=C1)N=C(NC(=O)OC)N2

> <INCHI_IDENTIFIER>
InChI=1S/C12H15N3O3/c1-3-6-18-8-4-5-9-10(7-8)14-11(13-9)15-12(16)17-2/h4-5,7H,3,6H2,1-2H3,(H2,13,14,15,16)

> <INCHI_KEY>
RAOCRURYZCVHMG-UHFFFAOYSA-N

> <FORMULA>
C12H15N3O3

> <MOLECULAR_WEIGHT>
249.2658

> <EXACT_MASS>
249.111341361

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
26.97615980127702

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
methyl N-(6-propoxy-1H-1,3-benzodiazol-2-yl)carbamate

> <ALOGPS_LOGP>
2.07

> <JCHEM_LOGP>
2.522414591333333

> <ALOGPS_LOGS>
-2.86

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.946273238608427

> <JCHEM_PKA_STRONGEST_ACIDIC>
9.644972089169231

> <JCHEM_PKA_STRONGEST_BASIC>
4.5574244372555786

> <JCHEM_POLAR_SURFACE_AREA>
76.24000000000001

> <JCHEM_REFRACTIVITY>
66.6642

> <JCHEM_ROTATABLE_BOND_COUNT>
5

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.47e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
oxibendazole

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0255983
     RDKit          3D
Oxibendazole
 33 34  0  0  0  0  0  0  0  0999 V2000
    5.8444    0.8864    0.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5522    0.1186    0.3721 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0704    0.5409   -0.9756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9093   -0.0483   -1.4017 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6402    0.0214   -0.9259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3128    0.8095    0.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049    0.8218    0.5768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0021    0.0833   -0.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3192   -0.0949    0.1714 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8380   -0.9587   -0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1987   -1.3866   -0.8338 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1957   -0.9223    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3720   -1.3129   -0.0613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8246   -0.0221    1.0474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7902    0.4644    1.9511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8007   -1.3225   -1.5069 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6628   -0.7108   -1.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6287   -0.7457   -1.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5329    1.8428    1.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5112    0.2934    1.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3390    1.0688   -0.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8976    0.2849    1.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7865   -0.9836    0.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9000    0.3931   -1.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9476    1.6749   -0.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0715    1.4128    0.6156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2444    1.4461    1.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4608   -2.0557   -1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7797    0.0227    1.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9225    1.5621    1.9048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5640    0.1640    3.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8705   -1.9935   -2.3135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9065   -1.3544   -2.3948 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
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 10 16  1  0
 16 17  1  0
 17 18  2  0
 18  5  1  0
 17  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  6 26  1  0
  7 27  1  0
 11 28  1  0
 15 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 18 33  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       7.081   1.800   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      17.289  -1.073   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      14.978  -2.407   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      12.540   1.499   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      12.540  -0.979   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      14.978   0.260   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      11.082   1.030   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.082  -0.510   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.415   1.030   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.748   1.800   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.748  -1.280   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      13.438   0.260   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0       5.748   1.030   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.415  -0.510   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       4.414   1.800   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       3.080   1.030   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      15.748  -1.073   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      18.059  -2.407   0.000  0.00  0.00           C+0
CONECT    1    9   13                                                       
CONECT    2   17   18                                                       
CONECT    3   17                                                            
CONECT    4    7   12                                                       
CONECT    5    8   12                                                       
CONECT    6   12   17                                                       
CONECT    7    4    8   10                                                  
CONECT    8    5    7   11                                                  
CONECT    9    1   10   14                                                  
CONECT   10    7    9                                                       
CONECT   11    8   14                                                       
CONECT   12    4    5    6                                                  
CONECT   13    1   15                                                       
CONECT   14    9   11                                                       
CONECT   15   13   16                                                       
CONECT   16   15                                                            
CONECT   17    2    3    6                                                  
CONECT   18    2                                                            
MASTER        0    0    0    0    0    0    0    0   18    0   38    0
END

COMPND    HMDB0255983
HETATM    1  C1  UNL     1       5.844   0.886   0.662  1.00  0.00           C  
HETATM    2  C2  UNL     1       4.552   0.119   0.372  1.00  0.00           C  
HETATM    3  C3  UNL     1       4.070   0.541  -0.976  1.00  0.00           C  
HETATM    4  O1  UNL     1       2.909  -0.048  -1.402  1.00  0.00           O  
HETATM    5  C4  UNL     1       1.640   0.021  -0.926  1.00  0.00           C  
HETATM    6  C5  UNL     1       1.313   0.810   0.148  1.00  0.00           C  
HETATM    7  C6  UNL     1      -0.005   0.822   0.577  1.00  0.00           C  
HETATM    8  C7  UNL     1      -1.002   0.083  -0.022  1.00  0.00           C  
HETATM    9  N1  UNL     1      -2.319  -0.095   0.171  1.00  0.00           N  
HETATM   10  C8  UNL     1      -2.838  -0.959  -0.732  1.00  0.00           C  
HETATM   11  N2  UNL     1      -4.199  -1.387  -0.834  1.00  0.00           N  
HETATM   12  C9  UNL     1      -5.196  -0.922   0.052  1.00  0.00           C  
HETATM   13  O2  UNL     1      -6.372  -1.313  -0.061  1.00  0.00           O  
HETATM   14  O3  UNL     1      -4.825  -0.022   1.047  1.00  0.00           O  
HETATM   15  C10 UNL     1      -5.790   0.464   1.951  1.00  0.00           C  
HETATM   16  N3  UNL     1      -1.801  -1.323  -1.507  1.00  0.00           N  
HETATM   17  C11 UNL     1      -0.663  -0.711  -1.109  1.00  0.00           C  
HETATM   18  C12 UNL     1       0.629  -0.746  -1.556  1.00  0.00           C  
HETATM   19  H1  UNL     1       5.533   1.843   1.131  1.00  0.00           H  
HETATM   20  H2  UNL     1       6.511   0.293   1.347  1.00  0.00           H  
HETATM   21  H3  UNL     1       6.339   1.069  -0.309  1.00  0.00           H  
HETATM   22  H4  UNL     1       3.898   0.285   1.211  1.00  0.00           H  
HETATM   23  H5  UNL     1       4.787  -0.984   0.350  1.00  0.00           H  
HETATM   24  H6  UNL     1       4.900   0.393  -1.742  1.00  0.00           H  
HETATM   25  H7  UNL     1       3.948   1.675  -0.963  1.00  0.00           H  
HETATM   26  H8  UNL     1       2.071   1.413   0.616  1.00  0.00           H  
HETATM   27  H9  UNL     1      -0.244   1.446   1.423  1.00  0.00           H  
HETATM   28  H10 UNL     1      -4.461  -2.056  -1.578  1.00  0.00           H  
HETATM   29  H11 UNL     1      -6.780   0.023   1.714  1.00  0.00           H  
HETATM   30  H12 UNL     1      -5.922   1.562   1.905  1.00  0.00           H  
HETATM   31  H13 UNL     1      -5.564   0.164   3.001  1.00  0.00           H  
HETATM   32  H14 UNL     1      -1.870  -1.994  -2.313  1.00  0.00           H  
HETATM   33  H15 UNL     1       0.906  -1.354  -2.395  1.00  0.00           H  
CONECT    1    2   19   20   21
CONECT    2    3   22   23
CONECT    3    4   24   25
CONECT    4    5
CONECT    5    6    6   18
CONECT    6    7   26
CONECT    7    8    8   27
CONECT    8    9   17
CONECT    9   10   10
CONECT   10   11   16
CONECT   11   12   28
CONECT   12   13   13   14
CONECT   14   15
CONECT   15   29   30   31
CONECT   16   17   32
CONECT   17   18   18
CONECT   18   33
END

HMDB0255983
     RDKit          3D
Oxibendazole
 33 34  0  0  0  0  0  0  0  0999 V2000
    5.8444    0.8864    0.6624 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5522    0.1186    0.3721 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0704    0.5409   -0.9756 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9093   -0.0483   -1.4017 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.6402    0.0214   -0.9259 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.3128    0.8095    0.1480 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0049    0.8218    0.5768 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0021    0.0833   -0.0217 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3192   -0.0949    0.1714 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8380   -0.9587   -0.7323 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1987   -1.3866   -0.8338 N   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1957   -0.9223    0.0523 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.3720   -1.3129   -0.0613 O   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8246   -0.0221    1.0474 O   0  0  0  0  0  0  0  0  0  0  0  0
   -5.7902    0.4644    1.9511 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8007   -1.3225   -1.5069 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6628   -0.7108   -1.1085 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6287   -0.7457   -1.5562 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.5329    1.8428    1.1307 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.5112    0.2934    1.3469 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3390    1.0688   -0.3092 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8976    0.2849    1.2105 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.7865   -0.9836    0.3499 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.9000    0.3931   -1.7425 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9476    1.6749   -0.9633 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.0715    1.4128    0.6156 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2444    1.4461    1.4227 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4608   -2.0557   -1.5779 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7797    0.0227    1.7144 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9225    1.5621    1.9048 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5640    0.1640    3.0005 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8705   -1.9935   -2.3135 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.9065   -1.3544   -2.3948 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
  5  6  2  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  2  0
 10 11  1  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  1  0
 10 16  1  0
 16 17  1  0
 17 18  2  0
 18  5  1  0
 17  8  1  0
  1 19  1  0
  1 20  1  0
  1 21  1  0
  2 22  1  0
  2 23  1  0
  3 24  1  0
  3 25  1  0
  6 26  1  0
  7 27  1  0
 11 28  1  0
 15 29  1  0
 15 30  1  0
 15 31  1  0
 16 32  1  0
 18 33  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
Anthelcide eq	Kegg
Methyl 5-N-propoxy-2-benzimidazolecarbamate	MeSH
N-(6-Propoxy-1H-1,3-benzodiazol-2-yl)methoxycarboximidate	Generator

Chemical Formula

C₁₂H₁₅N₃O₃

Average Molecular Weight

249.2658

Monoisotopic Molecular Weight

249.111341361

IUPAC Name

methyl N-(6-propoxy-1H-1,3-benzodiazol-2-yl)carbamate

Traditional Name

oxibendazole

CAS Registry Number

Not Available

SMILES

CCCOC1=CC2=C(C=C1)N=C(NC(=O)OC)N2

InChI Identifier

InChI=1S/C12H15N3O3/c1-3-6-18-8-4-5-9-10(7-8)14-11(13-9)15-12(16)17-2/h4-5,7H,3,6H2,1-2H3,(H2,13,14,15,16)

InChI Key

RAOCRURYZCVHMG-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2-benzimidazolylcarbamic acid esters. These are aromatic heteropolycyclic compounds that contain a carbamic acid ester group, which is N-linked to the C2-atom of a benzimidazole moiety.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzimidazoles

Sub Class

2-benzimidazolylcarbamic acid esters

Direct Parent

2-benzimidazolylcarbamic acid esters

Alternative Parents

Substituents

2-benzimidazolylcarbamic acid ester
Alkyl aryl ether
Benzenoid
Azole
Imidazole
Carbamic acid ester
Heteroaromatic compound
Carbonic acid derivative
Ether
Azacycle
Organooxygen compound
Organonitrogen compound
Organic oxide
Organopnictogen compound
Organic nitrogen compound
Carbonyl group
Organic oxygen compound
Hydrocarbon derivative
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

Not Available

Ontology

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
logP	2.07	ALOGPS
logP	2.52	ChemAxon
logS	-2.9	ALOGPS
pKa (Strongest Acidic)	9.64	ChemAxon
pKa (Strongest Basic)	4.56	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	76.24 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	66.66 m³·mol⁻¹	ChemAxon
Polarizability	26.98 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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
DeepCCS	[M+H]+	159.71	30932474
DeepCCS	[M-H]-	157.352	30932474
DeepCCS	[M-2H]-	190.238	30932474
DeepCCS	[M+Na]+	165.803	30932474
AllCCS	[M+H]+	157.3	32859911
AllCCS	[M+H-H2O]+	153.7	32859911
AllCCS	[M+NH4]+	160.6	32859911
AllCCS	[M+Na]+	161.6	32859911
AllCCS	[M-H]-	161.0	32859911
AllCCS	[M+Na-2H]-	161.0	32859911
AllCCS	[M+HCOO]-	161.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Oxibendazole	CCCOC1=CC2=C(C=C1)N=C(NC(=O)OC)N2	3203.7	Standard polar	33892256
Oxibendazole	CCCOC1=CC2=C(C=C1)N=C(NC(=O)OC)N2	2166.8	Standard non polar	33892256
Oxibendazole	CCCOC1=CC2=C(C=C1)N=C(NC(=O)OC)N2	2514.5	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Oxibendazole,1TMS,isomer #1	CCCOC1=CC=C2N=C(N(C(=O)OC)[Si](C)(C)C)[NH]C2=C1	2223.4	Semi standard non polar	33892256
Oxibendazole,1TMS,isomer #1	CCCOC1=CC=C2N=C(N(C(=O)OC)[Si](C)(C)C)[NH]C2=C1	2246.0	Standard non polar	33892256
Oxibendazole,1TMS,isomer #1	CCCOC1=CC=C2N=C(N(C(=O)OC)[Si](C)(C)C)[NH]C2=C1	3160.4	Standard polar	33892256
Oxibendazole,1TMS,isomer #2	CCCOC1=CC=C2N=C(NC(=O)OC)N([Si](C)(C)C)C2=C1	2309.8	Semi standard non polar	33892256
Oxibendazole,1TMS,isomer #2	CCCOC1=CC=C2N=C(NC(=O)OC)N([Si](C)(C)C)C2=C1	2246.4	Standard non polar	33892256
Oxibendazole,1TMS,isomer #2	CCCOC1=CC=C2N=C(NC(=O)OC)N([Si](C)(C)C)C2=C1	3323.7	Standard polar	33892256
Oxibendazole,2TMS,isomer #1	CCCOC1=CC=C2N=C(N(C(=O)OC)[Si](C)(C)C)N([Si](C)(C)C)C2=C1	2298.0	Semi standard non polar	33892256
Oxibendazole,2TMS,isomer #1	CCCOC1=CC=C2N=C(N(C(=O)OC)[Si](C)(C)C)N([Si](C)(C)C)C2=C1	2285.0	Standard non polar	33892256
Oxibendazole,2TMS,isomer #1	CCCOC1=CC=C2N=C(N(C(=O)OC)[Si](C)(C)C)N([Si](C)(C)C)C2=C1	2802.0	Standard polar	33892256
Oxibendazole,1TBDMS,isomer #1	CCCOC1=CC=C2N=C(N(C(=O)OC)[Si](C)(C)C(C)(C)C)[NH]C2=C1	2475.4	Semi standard non polar	33892256
Oxibendazole,1TBDMS,isomer #1	CCCOC1=CC=C2N=C(N(C(=O)OC)[Si](C)(C)C(C)(C)C)[NH]C2=C1	2453.7	Standard non polar	33892256
Oxibendazole,1TBDMS,isomer #1	CCCOC1=CC=C2N=C(N(C(=O)OC)[Si](C)(C)C(C)(C)C)[NH]C2=C1	3170.7	Standard polar	33892256
Oxibendazole,1TBDMS,isomer #2	CCCOC1=CC=C2N=C(NC(=O)OC)N([Si](C)(C)C(C)(C)C)C2=C1	2509.3	Semi standard non polar	33892256
Oxibendazole,1TBDMS,isomer #2	CCCOC1=CC=C2N=C(NC(=O)OC)N([Si](C)(C)C(C)(C)C)C2=C1	2461.9	Standard non polar	33892256
Oxibendazole,1TBDMS,isomer #2	CCCOC1=CC=C2N=C(NC(=O)OC)N([Si](C)(C)C(C)(C)C)C2=C1	3327.4	Standard polar	33892256
Oxibendazole,2TBDMS,isomer #1	CCCOC1=CC=C2N=C(N(C(=O)OC)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=C1	2684.9	Semi standard non polar	33892256
Oxibendazole,2TBDMS,isomer #1	CCCOC1=CC=C2N=C(N(C(=O)OC)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=C1	2699.5	Standard non polar	33892256
Oxibendazole,2TBDMS,isomer #1	CCCOC1=CC=C2N=C(N(C(=O)OC)[Si](C)(C)C(C)(C)C)N([Si](C)(C)C(C)(C)C)C2=C1	2941.3	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Oxibendazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-004i-2940000000-07d46bca293b8e14042c	2021-09-23	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Oxibendazole 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
Experimental LC-MS/MS	LC-MS/MS Spectrum - Oxibendazole , positive-QTOF	splash10-0gdi-2790000000-36a8e52bd89d68997bca	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxibendazole 10V, Positive-QTOF	splash10-0f7c-2960000000-62893114d2c82c3730e6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxibendazole 20V, Positive-QTOF	splash10-0006-5940000000-e073ecbf859858ea3bfb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxibendazole 40V, Positive-QTOF	splash10-0007-5900000000-a444e0e076bef3fdd0b0	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxibendazole 10V, Negative-QTOF	splash10-066s-3390000000-d96cf5f3af31cd18e658	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxibendazole 20V, Negative-QTOF	splash10-0avj-3890000000-22752ed9ccb016bf9d8b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Oxibendazole 40V, Negative-QTOF	splash10-006t-1900000000-a7952acd2dcb6b70ebf6	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB04910

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

4461

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Oxibendazole

METLIN ID

Not Available

PubChem Compound

Not Available

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

Barupal DK, Fiehn O: Generating the Blood Exposome Database Using a Comprehensive Text Mining and Database Fusion Approach. Environ Health Perspect. 2019 Sep;127(9):97008. doi: 10.1289/EHP4713. Epub 2019 Sep 26. [PubMed:31557052 ]

Showing metabocard for Oxibendazole (HMDB0255983)

MOL for HMDB0255983 (Oxibendazole)

3D MOL for HMDB0255983 (Oxibendazole)

3D SDF for HMDB0255983 (Oxibendazole)

3D-SDF for HMDB0255983 (Oxibendazole)

PDB for HMDB0255983 (Oxibendazole)

3D PDB for HMDB0255983 (Oxibendazole)

SMILES for HMDB0255983 (Oxibendazole)

INCHI for HMDB0255983 (Oxibendazole)

Structure for HMDB0255983 (Oxibendazole)

3D Structure for HMDB0255983 (Oxibendazole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra