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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References enzymes (4)transporters (1) Show 5 proteins XML

enzymes (4)transporters (1) Show 5 proteins

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-06 15:16:50 UTC

Update Date

2022-03-07 02:51:44 UTC

HMDB ID

HMDB0014781

Secondary Accession Numbers

HMDB14781

Metabolite Identification

Common Name

Mebendazole

Description

Mebendazole is only found in individuals that have used or taken this drug. It is a benzimidazole that acts by interfering with carbohydrate metabolism and inhibiting polymerization of microtubules. [PubChem]Mebendazole causes degenerative alterations in the tegument and intestinal cells of the worm by binding to the colchicine-sensitive site of tubulin, thus inhibiting its polymerization or assembly into microtubules. The loss of the cytoplasmic microtubules leads to impaired uptake of glucose by the larval and adult stages of the susceptible parasites, and depletes their glycogen stores. Degenerative changes in the endoplasmic reticulum, the mitochondria of the germinal layer, and the subsequent release of lysosomes result in decreased production of adenosine triphosphate (ATP), which is the energy required for the survival of the helminth. Due to diminished energy production, the parasite is immobilized and eventually dies.

Structure

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

HMDB0014781
     RDKit          3D
Mebendazole
 35 37  0  0  0  0  0  0  0  0999 V2000
    6.2750    1.7306   -0.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2377    0.7963   -0.2710 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5268   -0.5470   -0.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7584   -0.8592   -0.3872 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5641   -1.5578   -0.0210 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2037   -1.2216    0.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2363   -2.1663    0.3574 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0378   -1.5879    0.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2503   -2.0880    0.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3425   -1.2523    0.8004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1658    0.1079    0.6868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2754    1.0409    0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0594    2.2246    1.1556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6202    0.6966    0.3275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9162   -0.3026   -0.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2231   -0.5838   -0.9146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2626    0.1067   -0.3526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9796    1.1077    0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6834    1.3812    0.8822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1281    0.5870    0.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2301   -0.2302    0.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5636   -0.0509    0.1736 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2315    1.2441   -0.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0022    2.4122   -1.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4848    2.3422    0.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8859   -2.5738   -0.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4147   -3.1460    0.7983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3464   -1.6426    0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0917   -0.8521   -1.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4474   -1.3678   -1.6340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3033   -0.1078   -0.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8096    1.6629    1.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4656    2.1639    1.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2920    1.6578    0.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9994    0.8754    0.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 11 20  1  0
 20 21  2  0
 21 22  1  0
 22  6  1  0
 21  8  1  0
 19 14  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  9 27  1  0
 10 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 22 35  1  0
M  END

643
  Mrv0541 02231214512D          

 22 24  0  0  0  0            999 V2000
    3.7932    1.5394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.2610   -0.8249    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.0235   -1.5394    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    6.7171    0.5534    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    6.7171   -0.7743    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    8.0235   -0.1106    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.9365    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.9365   -0.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5077    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2220    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2220   -0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5077   -0.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.1986   -0.1106    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7932    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0789   -0.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3643    0.7144    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3643   -0.9355    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6499    0.3020    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6499   -0.5231    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4360   -0.8249    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.6735   -1.5394    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 14  2  0  0  0  0
  2 21  1  0  0  0  0
  2 22  1  0  0  0  0
  3 21  2  0  0  0  0
  4  7  1  0  0  0  0
  4 13  1  0  0  0  0
  5  8  1  0  0  0  0
  5 13  2  0  0  0  0
  6 13  1  0  0  0  0
  6 21  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 12  1  0  0  0  0
  9 14  1  0  0  0  0
 11 12  2  0  0  0  0
 14 15  1  0  0  0  0
 15 16  2  0  0  0  0
 15 17  1  0  0  0  0
 16 18  1  0  0  0  0
 17 19  2  0  0  0  0
 18 20  2  0  0  0  0
 19 20  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014781

> <DATABASE_NAME>
hmdb

> <SMILES>
COC(=O)NC1=NC2=C(N1)C=C(C=C2)C(=O)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C16H13N3O3/c1-22-16(21)19-15-17-12-8-7-11(9-13(12)18-15)14(20)10-5-3-2-4-6-10/h2-9H,1H3,(H2,17,18,19,21)

> <INCHI_KEY>
OPXLLQIJSORQAM-UHFFFAOYSA-N

> <FORMULA>
C16H13N3O3

> <MOLECULAR_WEIGHT>
295.2927

> <EXACT_MASS>
295.095691297

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_AVERAGE_POLARIZABILITY>
31.098982142772872

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

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

> <ALOGPS_LOGP>
2.95

> <JCHEM_LOGP>
3.260108544666666

> <ALOGPS_LOGS>
-3.88

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA>
13.92327404762947

> <JCHEM_PKA_STRONGEST_ACIDIC>
8.437220468207997

> <JCHEM_PKA_STRONGEST_BASIC>
3.9325308506307075

> <JCHEM_POLAR_SURFACE_AREA>
84.08000000000001

> <JCHEM_REFRACTIVITY>
81.50390000000002

> <JCHEM_ROTATABLE_BOND_COUNT>
4

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
3.87e-02 g/l

> <JCHEM_TRADITIONAL_IUPAC>
mebendazole

> <JCHEM_VEBER_RULE>
0

$$$$

HMDB0014781
     RDKit          3D
Mebendazole
 35 37  0  0  0  0  0  0  0  0999 V2000
    6.2750    1.7306   -0.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2377    0.7963   -0.2710 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5268   -0.5470   -0.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7584   -0.8592   -0.3872 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5641   -1.5578   -0.0210 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2037   -1.2216    0.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2363   -2.1663    0.3574 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0378   -1.5879    0.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2503   -2.0880    0.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3425   -1.2523    0.8004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1658    0.1079    0.6868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2754    1.0409    0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0594    2.2246    1.1556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6202    0.6966    0.3275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9162   -0.3026   -0.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2231   -0.5838   -0.9146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2626    0.1067   -0.3526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9796    1.1077    0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6834    1.3812    0.8822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1281    0.5870    0.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2301   -0.2302    0.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5636   -0.0509    0.1736 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2315    1.2441   -0.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0022    2.4122   -1.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4848    2.3422    0.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8859   -2.5738   -0.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4147   -3.1460    0.7983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3464   -1.6426    0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0917   -0.8521   -1.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4474   -1.3678   -1.6340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3033   -0.1078   -0.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8096    1.6629    1.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4656    2.1639    1.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2920    1.6578    0.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9994    0.8754    0.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 11 20  1  0
 20 21  2  0
 21 22  1  0
 22  6  1  0
 21  8  1  0
 19 14  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  9 27  1  0
 10 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 22 35  1  0
M  END

HEADER    PROTEIN                                 23-FEB-12   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 643                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   23-FEB-12         0                                  
HETATM    1  O   UNK     0       7.081   2.874   0.000  0.00  0.00           O+0
HETATM    2  O   UNK     0      17.287  -1.540   0.000  0.00  0.00           O+0
HETATM    3  O   UNK     0      14.977  -2.874   0.000  0.00  0.00           O+0
HETATM    4  N   UNK     0      12.539   1.033   0.000  0.00  0.00           N+0
HETATM    5  N   UNK     0      12.539  -1.445   0.000  0.00  0.00           N+0
HETATM    6  N   UNK     0      14.977  -0.206   0.000  0.00  0.00           N+0
HETATM    7  C   UNK     0      11.081   0.564   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      11.081  -0.976   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       8.414   0.564   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       9.748   1.334   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       9.748  -1.746   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       8.414  -0.976   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      13.437  -0.206   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       7.081   1.334   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0       5.747   0.564   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0       5.747  -0.976   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0       4.413   1.334   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       4.413  -1.746   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       3.080   0.564   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       3.080  -0.976   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0      15.747  -1.540   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      18.057  -2.874   0.000  0.00  0.00           C+0
CONECT    1   14                                                            
CONECT    2   21   22                                                       
CONECT    3   21                                                            
CONECT    4    7   13                                                       
CONECT    5    8   13                                                       
CONECT    6   13   21                                                       
CONECT    7    4    8   10                                                  
CONECT    8    5    7   11                                                  
CONECT    9   10   12   14                                                  
CONECT   10    7    9                                                       
CONECT   11    8   12                                                       
CONECT   12    9   11                                                       
CONECT   13    4    5    6                                                  
CONECT   14    1    9   15                                                  
CONECT   15   14   16   17                                                  
CONECT   16   15   18                                                       
CONECT   17   15   19                                                       
CONECT   18   16   20                                                       
CONECT   19   17   20                                                       
CONECT   20   18   19                                                       
CONECT   21    2    3    6                                                  
CONECT   22    2                                                            
MASTER        0    0    0    0    0    0    0    0   22    0   48    0
END

COMPND    HMDB0014781
HETATM    1  C1  UNL     1       6.275   1.731  -0.486  1.00  0.00           C  
HETATM    2  O1  UNL     1       5.238   0.796  -0.271  1.00  0.00           O  
HETATM    3  C2  UNL     1       5.527  -0.547  -0.227  1.00  0.00           C  
HETATM    4  O2  UNL     1       6.758  -0.859  -0.387  1.00  0.00           O  
HETATM    5  N1  UNL     1       4.564  -1.558  -0.021  1.00  0.00           N  
HETATM    6  C3  UNL     1       3.204  -1.222   0.157  1.00  0.00           C  
HETATM    7  N2  UNL     1       2.236  -2.166   0.357  1.00  0.00           N  
HETATM    8  C4  UNL     1       1.038  -1.588   0.492  1.00  0.00           C  
HETATM    9  C5  UNL     1      -0.250  -2.088   0.703  1.00  0.00           C  
HETATM   10  C6  UNL     1      -1.343  -1.252   0.800  1.00  0.00           C  
HETATM   11  C7  UNL     1      -1.166   0.108   0.687  1.00  0.00           C  
HETATM   12  C8  UNL     1      -2.275   1.041   0.735  1.00  0.00           C  
HETATM   13  O3  UNL     1      -2.059   2.225   1.156  1.00  0.00           O  
HETATM   14  C9  UNL     1      -3.620   0.697   0.328  1.00  0.00           C  
HETATM   15  C10 UNL     1      -3.916  -0.303  -0.588  1.00  0.00           C  
HETATM   16  C11 UNL     1      -5.223  -0.584  -0.915  1.00  0.00           C  
HETATM   17  C12 UNL     1      -6.263   0.107  -0.353  1.00  0.00           C  
HETATM   18  C13 UNL     1      -5.980   1.108   0.563  1.00  0.00           C  
HETATM   19  C14 UNL     1      -4.683   1.381   0.882  1.00  0.00           C  
HETATM   20  C15 UNL     1       0.128   0.587   0.476  1.00  0.00           C  
HETATM   21  C16 UNL     1       1.230  -0.230   0.377  1.00  0.00           C  
HETATM   22  N3  UNL     1       2.564  -0.051   0.174  1.00  0.00           N  
HETATM   23  H1  UNL     1       7.232   1.244  -0.772  1.00  0.00           H  
HETATM   24  H2  UNL     1       6.002   2.412  -1.321  1.00  0.00           H  
HETATM   25  H3  UNL     1       6.485   2.342   0.414  1.00  0.00           H  
HETATM   26  H4  UNL     1       4.886  -2.574  -0.002  1.00  0.00           H  
HETATM   27  H5  UNL     1      -0.415  -3.146   0.798  1.00  0.00           H  
HETATM   28  H6  UNL     1      -2.346  -1.643   0.983  1.00  0.00           H  
HETATM   29  H7  UNL     1      -3.092  -0.852  -1.056  1.00  0.00           H  
HETATM   30  H8  UNL     1      -5.447  -1.368  -1.634  1.00  0.00           H  
HETATM   31  H9  UNL     1      -7.303  -0.108  -0.605  1.00  0.00           H  
HETATM   32  H10 UNL     1      -6.810   1.663   1.014  1.00  0.00           H  
HETATM   33  H11 UNL     1      -4.466   2.164   1.598  1.00  0.00           H  
HETATM   34  H12 UNL     1       0.292   1.658   0.384  1.00  0.00           H  
HETATM   35  H13 UNL     1       2.999   0.875   0.050  1.00  0.00           H  
CONECT    1    2   23   24   25
CONECT    2    3
CONECT    3    4    4    5
CONECT    5    6   26
CONECT    6    7    7   22
CONECT    7    8
CONECT    8    9    9   21
CONECT    9   10   27
CONECT   10   11   11   28
CONECT   11   12   20
CONECT   12   13   13   14
CONECT   14   15   15   19
CONECT   15   16   29
CONECT   16   17   17   30
CONECT   17   18   31
CONECT   18   19   19   32
CONECT   19   33
CONECT   20   21   21   34
CONECT   21   22
CONECT   22   35
END

HMDB0014781
     RDKit          3D
Mebendazole
 35 37  0  0  0  0  0  0  0  0999 V2000
    6.2750    1.7306   -0.4856 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.2377    0.7963   -0.2710 O   0  0  0  0  0  0  0  0  0  0  0  0
    5.5268   -0.5470   -0.2271 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.7584   -0.8592   -0.3872 O   0  0  0  0  0  0  0  0  0  0  0  0
    4.5641   -1.5578   -0.0210 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.2037   -1.2216    0.1570 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2363   -2.1663    0.3574 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.0378   -1.5879    0.4917 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2503   -2.0880    0.7033 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3425   -1.2523    0.8004 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1658    0.1079    0.6868 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2754    1.0409    0.7352 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0594    2.2246    1.1556 O   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6202    0.6966    0.3275 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9162   -0.3026   -0.5876 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2231   -0.5838   -0.9146 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2626    0.1067   -0.3526 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9796    1.1077    0.5629 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6834    1.3812    0.8822 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1281    0.5870    0.4764 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2301   -0.2302    0.3767 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.5636   -0.0509    0.1736 N   0  0  0  0  0  0  0  0  0  0  0  0
    7.2315    1.2441   -0.7720 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.0022    2.4122   -1.3209 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.4848    2.3422    0.4142 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.8859   -2.5738   -0.0019 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4147   -3.1460    0.7983 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3464   -1.6426    0.9832 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0917   -0.8521   -1.0561 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.4474   -1.3678   -1.6340 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3033   -0.1078   -0.6052 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.8096    1.6629    1.0143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4656    2.1639    1.5980 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.2920    1.6578    0.3841 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.9994    0.8754    0.0503 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0
  2  3  1  0
  3  4  2  0
  3  5  1  0
  5  6  1  0
  6  7  2  0
  7  8  1  0
  8  9  2  0
  9 10  1  0
 10 11  2  0
 11 12  1  0
 12 13  2  0
 12 14  1  0
 14 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 19  2  0
 11 20  1  0
 20 21  2  0
 21 22  1  0
 22  6  1  0
 21  8  1  0
 19 14  1  0
  1 23  1  0
  1 24  1  0
  1 25  1  0
  5 26  1  0
  9 27  1  0
 10 28  1  0
 15 29  1  0
 16 30  1  0
 17 31  1  0
 18 32  1  0
 19 33  1  0
 20 34  1  0
 22 35  1  0
M  END

View in JSmol View Stereo Labels

Synonyms

Value	Source
(5-Benzoyl-1H-benzimidazol-2-yl)-carbamic acid methyl ester	ChEBI
MBDZ	ChEBI
Vermox	ChEBI
(5-Benzoyl-1H-benzimidazol-2-yl)-carbamate methyl ester	Generator
Abello farmacia brand OF mebendazole	HMDB
Anti worm	HMDB
Anti-worm	HMDB
Esteve brand OF mebendazole	HMDB
Pfizer brand OF mebendazole	HMDB
SSL Brand OF mebendazole	HMDB
Sufil	HMDB
Telmin	HMDB
Vermidil	HMDB
Ardeypharm brand OF mebendazole	HMDB
Boots threadworm treatment	HMDB
Healthypharm brand OF mebendazole	HMDB
Norgine brand OF mebendazole	HMDB
Pripsen mebendazole	HMDB
Sqworm	HMDB
Streger brand OF mebendazole	HMDB
Taxandria brand OF mebendazole	HMDB
Tedec meiji brand OF mebendazole	HMDB
Bantenol	HMDB
Diba brand OF mebendazole	HMDB
Leidapharm brand OF mebendazole	HMDB
Lomper	HMDB
Madicure	HMDB
Mebendan	HMDB
Surfont	HMDB
Wormkuur	HMDB
Banworm	HMDB
Boots brand OF mebendazole	HMDB
Degort's brand OF mebendazole	HMDB
Elfar brand OF mebendazole	HMDB
Janssen brand OF mebendazole	HMDB
Mebenvet	HMDB
Vermicol	HMDB
Vermin	HMDB

Chemical Formula

C₁₆H₁₃N₃O₃

Average Molecular Weight

295.2927

Monoisotopic Molecular Weight

295.095691297

IUPAC Name

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

Traditional Name

mebendazole

CAS Registry Number

31431-39-7

SMILES

COC(=O)NC1=NC2=C(N1)C=C(C=C2)C(=O)C1=CC=CC=C1

InChI Identifier

InChI=1S/C16H13N3O3/c1-22-16(21)19-15-17-12-8-7-11(9-13(12)18-15)14(20)10-5-3-2-4-6-10/h2-9H,1H3,(H2,17,18,19,21)

InChI Key

OPXLLQIJSORQAM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as benzophenones. These are organic compounds containing a ketone attached to two phenyl groups.

Kingdom

Organic compounds

Super Class

Benzenoids

Class

Benzene and substituted derivatives

Sub Class

Benzophenones

Direct Parent

Benzophenones

Alternative Parents

Substituents

2-benzimidazolylcarbamic acid ester
Benzophenone
Aryl-phenylketone
Benzimidazole
Benzoyl
Aryl ketone
Azole
Imidazole
Heteroaromatic compound
Carbamic acid ester
Ketone
Carbonic acid derivative
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organonitrogen compound
Organooxygen compound
Hydrocarbon derivative
Carbonyl group
Organic oxide
Organopnictogen compound
Organic oxygen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

carbamate ester (CHEBI:6704 )
aromatic ketone (CHEBI:6704 )
benzimidazoles (CHEBI:6704 )

Ontology

Not Available

Urine (PMID: 21059682)

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 21059682)

Cellular substructure

Cytoplasm (HMDB: HMDB0014781)
Membrane (HMDB: HMDB0014781)

Process

Not Available

Role

Not Available

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	288.5 °C	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	0.039 g/L	Not Available
LogP	2.8	Not Available

Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct Type	Data Source	CCS Value (Å²)	Reference
[M+H]+	Not Available	171.166	http://allccs.zhulab.cn/database/detail?ID=AllCCS00000775

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.039 g/L	ALOGPS
logP	2.95	ALOGPS
logP	3.26	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Acidic)	8.44	ChemAxon
pKa (Strongest Basic)	3.93	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	84.08 Å²	ChemAxon
Rotatable Bond Count	4	ChemAxon
Refractivity	81.5 m³·mol⁻¹	ChemAxon
Polarizability	31.1 Å³	ChemAxon
Number of Rings	3	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
DarkChem	[M+H]+	172.313	31661259
DarkChem	[M-H]-	173.029	31661259
DeepCCS	[M+H]+	168.99	30932474
DeepCCS	[M-H]-	166.632	30932474
DeepCCS	[M-2H]-	200.713	30932474
DeepCCS	[M+Na]+	176.114	30932474
AllCCS	[M+H]+	168.3	32859911
AllCCS	[M+H-H2O]+	164.8	32859911
AllCCS	[M+NH4]+	171.7	32859911
AllCCS	[M+Na]+	172.6	32859911
AllCCS	[M-H]-	170.6	32859911
AllCCS	[M+Na-2H]-	169.7	32859911
AllCCS	[M+HCOO]-	168.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Mebendazole	COC(=O)NC1=NC2=C(N1)C=C(C=C2)C(=O)C1=CC=CC=C1	3999.6	Standard polar	33892256
Mebendazole	COC(=O)NC1=NC2=C(N1)C=C(C=C2)C(=O)C1=CC=CC=C1	2448.0	Standard non polar	33892256
Mebendazole	COC(=O)NC1=NC2=C(N1)C=C(C=C2)C(=O)C1=CC=CC=C1	3176.9	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
Mebendazole,1TMS,isomer #1	COC(=O)N(C1=NC2=CC=C(C(=O)C3=CC=CC=C3)C=C2[NH]1)[Si](C)(C)C	2719.6	Semi standard non polar	33892256
Mebendazole,1TMS,isomer #1	COC(=O)N(C1=NC2=CC=C(C(=O)C3=CC=CC=C3)C=C2[NH]1)[Si](C)(C)C	2619.1	Standard non polar	33892256
Mebendazole,1TMS,isomer #1	COC(=O)N(C1=NC2=CC=C(C(=O)C3=CC=CC=C3)C=C2[NH]1)[Si](C)(C)C	3777.2	Standard polar	33892256
Mebendazole,1TMS,isomer #2	COC(=O)NC1=NC2=CC=C(C(=O)C3=CC=CC=C3)C=C2N1[Si](C)(C)C	2795.7	Semi standard non polar	33892256
Mebendazole,1TMS,isomer #2	COC(=O)NC1=NC2=CC=C(C(=O)C3=CC=CC=C3)C=C2N1[Si](C)(C)C	2617.4	Standard non polar	33892256
Mebendazole,1TMS,isomer #2	COC(=O)NC1=NC2=CC=C(C(=O)C3=CC=CC=C3)C=C2N1[Si](C)(C)C	3849.0	Standard polar	33892256
Mebendazole,2TMS,isomer #1	COC(=O)N(C1=NC2=CC=C(C(=O)C3=CC=CC=C3)C=C2N1[Si](C)(C)C)[Si](C)(C)C	2743.9	Semi standard non polar	33892256
Mebendazole,2TMS,isomer #1	COC(=O)N(C1=NC2=CC=C(C(=O)C3=CC=CC=C3)C=C2N1[Si](C)(C)C)[Si](C)(C)C	2609.1	Standard non polar	33892256
Mebendazole,2TMS,isomer #1	COC(=O)N(C1=NC2=CC=C(C(=O)C3=CC=CC=C3)C=C2N1[Si](C)(C)C)[Si](C)(C)C	3390.3	Standard polar	33892256
Mebendazole,1TBDMS,isomer #1	COC(=O)N(C1=NC2=CC=C(C(=O)C3=CC=CC=C3)C=C2[NH]1)[Si](C)(C)C(C)(C)C	2925.3	Semi standard non polar	33892256
Mebendazole,1TBDMS,isomer #1	COC(=O)N(C1=NC2=CC=C(C(=O)C3=CC=CC=C3)C=C2[NH]1)[Si](C)(C)C(C)(C)C	2848.8	Standard non polar	33892256
Mebendazole,1TBDMS,isomer #1	COC(=O)N(C1=NC2=CC=C(C(=O)C3=CC=CC=C3)C=C2[NH]1)[Si](C)(C)C(C)(C)C	3771.2	Standard polar	33892256
Mebendazole,1TBDMS,isomer #2	COC(=O)NC1=NC2=CC=C(C(=O)C3=CC=CC=C3)C=C2N1[Si](C)(C)C(C)(C)C	2998.2	Semi standard non polar	33892256
Mebendazole,1TBDMS,isomer #2	COC(=O)NC1=NC2=CC=C(C(=O)C3=CC=CC=C3)C=C2N1[Si](C)(C)C(C)(C)C	2879.0	Standard non polar	33892256
Mebendazole,1TBDMS,isomer #2	COC(=O)NC1=NC2=CC=C(C(=O)C3=CC=CC=C3)C=C2N1[Si](C)(C)C(C)(C)C	3832.3	Standard polar	33892256
Mebendazole,2TBDMS,isomer #1	COC(=O)N(C1=NC2=CC=C(C(=O)C3=CC=CC=C3)C=C2N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3137.6	Semi standard non polar	33892256
Mebendazole,2TBDMS,isomer #1	COC(=O)N(C1=NC2=CC=C(C(=O)C3=CC=CC=C3)C=C2N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3063.2	Standard non polar	33892256
Mebendazole,2TBDMS,isomer #1	COC(=O)N(C1=NC2=CC=C(C(=O)C3=CC=CC=C3)C=C2N1[Si](C)(C)C(C)(C)C)[Si](C)(C)C(C)(C)C	3489.7	Standard polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Mebendazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-0980000000-8fb2e53ed97aff802076	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Mebendazole 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 - Mebendazole LC-ESI-QFT , negative-QTOF	splash10-03dl-0090000000-8828fc1fa56f3c2e418e	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mebendazole LC-ESI-QFT , negative-QTOF	splash10-03di-0090000000-024c6803f14cfb0e0114	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mebendazole LC-ESI-QFT , negative-QTOF	splash10-03di-0090000000-5d24c800cdbe57cde52a	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mebendazole LC-ESI-QFT , negative-QTOF	splash10-03di-0190000000-cc4b2fea662fc4e5f744	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mebendazole LC-ESI-QFT , negative-QTOF	splash10-03di-0980000000-6e83d7d5064bd9880802	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mebendazole LC-ESI-QFT , negative-QTOF	splash10-0a4i-0910000000-b02640332388531fd0fd	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mebendazole LC-ESI-QFT , negative-QTOF	splash10-0ar0-0900000000-d45befbb5c042b2c6300	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mebendazole LC-ESI-QFT , negative-QTOF	splash10-016r-2900000000-7e5eb3a1870c7b34c142	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mebendazole LC-ESI-QFT , negative-QTOF	splash10-03xr-9600000000-ae4ce30813b2e793a7e7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mebendazole LC-ESI-QFT , negative-QTOF	splash10-03di-0090000000-85dd5a77b566811c09d7	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mebendazole LC-ESI-QTOF , positive-QTOF	splash10-0002-0090000000-aa34603c660e8b3f4f17	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mebendazole LC-ESI-QTOF , positive-QTOF	splash10-03dj-0090000000-def7f96fcfca0339b3d1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mebendazole LC-ESI-QTOF , positive-QTOF	splash10-03di-0090000000-a66ea36d2742df54240b	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mebendazole LC-ESI-QTOF , positive-QTOF	splash10-03di-0090000000-b87560a141b5b3d74454	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mebendazole LC-ESI-QTOF , positive-QTOF	splash10-03di-0890000000-d9b1bed9d118fcec0da6	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mebendazole LC-ESI-QTOF , positive-QTOF	splash10-03di-0090000000-d291ee80ffb822eea9c1	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mebendazole LC-ESI-QFT , positive-QTOF	splash10-0002-0090000000-461e3ef8826b0936ecf3	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mebendazole LC-ESI-QFT , positive-QTOF	splash10-03dj-0090000000-0dee2cf61e88f9d5c325	2017-09-14	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - Mebendazole LC-ESI-QFT , positive-QTOF	splash10-03di-0090000000-48e3d9d0c50eeb00e28a	2017-09-14	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mebendazole 10V, Positive-QTOF	splash10-0002-0190000000-72a1c0130a441700ccd4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mebendazole 20V, Positive-QTOF	splash10-052r-0490000000-4cd9da50a1f5ad72ab99	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mebendazole 40V, Positive-QTOF	splash10-0a4i-1920000000-833a39ed4472b53f1bd5	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mebendazole 10V, Negative-QTOF	splash10-08fu-2090000000-e90023d258ea536503f4	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mebendazole 20V, Negative-QTOF	splash10-03di-2190000000-66b04d9ac6355a162596	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Mebendazole 40V, Negative-QTOF	splash10-001i-3890000000-e68bbe64bca034770376	2016-08-03	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Membrane

Biospecimen Locations

Blood
Urine

Tissue Locations

Not Available

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	Taking drug identified by DrugBank entry DB00643	21059682	details
Urine	Expected but not Quantified	Not Quantified	Not Available	Not Available	Taking drug identified by DrugBank entry DB00643	21059682	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

DB00643

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

3890

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Mebendazole

METLIN ID

Not Available

PubChem Compound

4030

PDB ID

Not Available

ChEBI ID

6704

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)

Download (PDF)

General References

Wikipedia [Link]

Enzymes

Enzyme Details

1. Cytochrome P450 3A4

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It performs a variety of oxidation reactions (e.g. caffeine 8-oxidation, omeprazole sulphoxidation, midazolam 1'-hydroxylation and midazolam 4-hydroxylation) of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics. Acts as a 1,8-cineole 2-exo-monooxygenase. The enzyme also hydroxylates etoposide.
Gene Name:: CYP3A4
Uniprot ID:: P08684
Molecular weight:: 57255.585

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

2. Cytochrome P450 1A1

General function:: Involved in monooxygenase activity
Specific function:: Cytochromes P450 are a group of heme-thiolate monooxygenases. In liver microsomes, this enzyme is involved in an NADPH-dependent electron transport pathway. It oxidizes a variety of structurally unrelated compounds, including steroids, fatty acids, and xenobiotics.
Gene Name:: CYP1A1
Uniprot ID:: P04798
Molecular weight:: 58164.815

References

Preissner S, Kroll K, Dunkel M, Senger C, Goldsobel G, Kuzman D, Guenther S, Winnenburg R, Schroeder M, Preissner R: SuperCYP: a comprehensive database on Cytochrome P450 enzymes including a tool for analysis of CYP-drug interactions. Nucleic Acids Res. 2010 Jan;38(Database issue):D237-43. doi: 10.1093/nar/gkp970. Epub 2009 Nov 24. [PubMed:19934256 ]

Enzyme Details

3. Tubulin beta-2C chain

General function:: Involved in structural molecule activity
Specific function:: Tubulin is the major constituent of microtubules. It binds two moles of GTP, one at an exchangeable site on the beta chain and one at a non-exchangeable site on the alpha-chain
Gene Name:: TUBB2C
Uniprot ID:: P68371
Molecular weight:: 49830.7

References

Lubega GW, Geary TG, Klein RD, Prichard RK: Expression of cloned beta-tubulin genes of Haemonchus contortus in Escherichia coli: interaction of recombinant beta-tubulin with native tubulin and mebendazole. Mol Biochem Parasitol. 1993 Dec;62(2):281-92. [PubMed:8139621 ]
MacDonald LM, Armson A, Thompson AR, Reynoldson JA: Characterisation of benzimidazole binding with recombinant tubulin from Giardia duodenalis, Encephalitozoon intestinalis, and Cryptosporidium parvum. Mol Biochem Parasitol. 2004 Nov;138(1):89-96. [PubMed:15500920 ]
Oxberry ME, Gear TG, Prichard RK: Assessment of benzimidazole binding to individual recombinant tubulin isotypes from Haemonchus contortus. Parasitology. 2001 Jun;122(Pt 6):683-7. [PubMed:11444621 ]
Ochola DO, Prichard RK, Lubega GW: Classical ligands bind tubulin of trypanosomes and inhibit their growth in vitro. J Parasitol. 2002 Jun;88(3):600-4. [PubMed:12099434 ]
Wampande EM, Richard McIntosh J, Lubega GW: Classical ligands interact with native and recombinant tubulin from Onchocerca volvulus with similar rank order of magnitude. Protein Expr Purif. 2007 Oct;55(2):236-45. Epub 2007 Apr 25. [PubMed:17662615 ]
Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]

Enzyme Details

4. Tubulin alpha-1A chain

General function:: Involved in structural molecule activity
Specific function:: Tubulin is the major constituent of microtubules. It binds two moles of GTP, one at an exchangeable site on the beta chain and one at a non-exchangeable site on the alpha-chain
Gene Name:: TUBA1A
Uniprot ID:: Q71U36
Molecular weight:: 50135.2

References

Lubega GW, Geary TG, Klein RD, Prichard RK: Expression of cloned beta-tubulin genes of Haemonchus contortus in Escherichia coli: interaction of recombinant beta-tubulin with native tubulin and mebendazole. Mol Biochem Parasitol. 1993 Dec;62(2):281-92. [PubMed:8139621 ]
MacDonald LM, Armson A, Thompson AR, Reynoldson JA: Characterisation of benzimidazole binding with recombinant tubulin from Giardia duodenalis, Encephalitozoon intestinalis, and Cryptosporidium parvum. Mol Biochem Parasitol. 2004 Nov;138(1):89-96. [PubMed:15500920 ]
Oxberry ME, Gear TG, Prichard RK: Assessment of benzimidazole binding to individual recombinant tubulin isotypes from Haemonchus contortus. Parasitology. 2001 Jun;122(Pt 6):683-7. [PubMed:11444621 ]
Ochola DO, Prichard RK, Lubega GW: Classical ligands bind tubulin of trypanosomes and inhibit their growth in vitro. J Parasitol. 2002 Jun;88(3):600-4. [PubMed:12099434 ]
Wampande EM, Richard McIntosh J, Lubega GW: Classical ligands interact with native and recombinant tubulin from Onchocerca volvulus with similar rank order of magnitude. Protein Expr Purif. 2007 Oct;55(2):236-45. Epub 2007 Apr 25. [PubMed:17662615 ]
Berman HM, Westbrook J, Feng Z, Gilliland G, Bhat TN, Weissig H, Shindyalov IN, Bourne PE: The Protein Data Bank. Nucleic Acids Res. 2000 Jan 1;28(1):235-42. [PubMed:10592235 ]

Transporters

Enzyme Details

1. Multidrug resistance protein 1

General function:: Involved in ATP binding
Specific function:: Energy-dependent efflux pump responsible for decreased drug accumulation in multidrug-resistant cells
Gene Name:: ABCB1
Uniprot ID:: P08183
Molecular weight:: 141477.3

References

Polli JW, Wring SA, Humphreys JE, Huang L, Morgan JB, Webster LO, Serabjit-Singh CS: Rational use of in vitro P-glycoprotein assays in drug discovery. J Pharmacol Exp Ther. 2001 Nov;299(2):620-8. [PubMed:11602674 ]

Showing metabocard for Mebendazole (HMDB0014781)

MOL for HMDB0014781 (Mebendazole)

3D MOL for HMDB0014781 (Mebendazole)

3D SDF for HMDB0014781 (Mebendazole)

3D-SDF for HMDB0014781 (Mebendazole)

PDB for HMDB0014781 (Mebendazole)

3D PDB for HMDB0014781 (Mebendazole)

SMILES for HMDB0014781 (Mebendazole)

INCHI for HMDB0014781 (Mebendazole)

Structure for HMDB0014781 (Mebendazole)

3D Structure for HMDB0014781 (Mebendazole)

Experimental Collision Cross Sections

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

Enzymes

References

References

References

References

Transporters

References