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Showing metabocard for Thiabendazole (HMDB0014868)

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IdentificationTaxonomyOntologyPhysical propertiesSpectraBiological propertiesConcentrationsLinksReferencesenzymes (2) Show 2 proteinsXML
enzymes (2) Show 2 proteins
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-06 15:16:50 UTC
Update Date2023-02-21 17:18:18 UTC
HMDB IDHMDB0014868
Secondary Accession Numbers
  • HMDB0029712
  • HMDB14868
  • HMDB29712
Metabolite Identification
Common NameThiabendazole
DescriptionThiabendazole is active against a variety of nematodes and is the drug of choice for strongyloidiasis. It has CNS side effects and hepatototoxic potential. (From Smith and Reynard, Textbook of Pharmacology, 1992, p919)The precise mode of action of thiabendazole on the parasite is unknown, but it most likely inhibits the helminth-specific enzyme fumarate reductase. Thiabendazole is also used as a postharvest treatment for bananas, plantains and oranges. Registered in Canada for control of silver scurf in stored potatoes Thiabendazole is a fungicide and parasiticide. Thiabendazole is also a chelating agent, which means that it is used medicinally to bind metals in cases of metal poisoning, such as lead poisoning, mercury poisoning or antimony poisoning. Thiabendazole is vermicidal and/or vermifugal against Ascaris lumbricoides ("common roundworm"), Strongyloides stercoralis (threadworm), Necator americanus, Ancylostoma duodenale (hookworm), Trichuris trichiura (whipworm), Ancylostoma braziliense (dog and cat hookworm), Toxocara canis, Toxocara cati (ascarids), and Enterobius vermicularis (pinworm). Thiabendazole also suppresses egg and/or larval production and may inhibit the subsequent development of those eggs or larvae which are passed in the feces
Structure
Data?1676999898
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0014868 (Thiabendazole)

730
  Mrv1652305271900302D          

 14 16  0  0  0  0            999 V2000
    6.4356    0.2500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8596    0.5014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8596   -0.8265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6510   -0.8300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3411   -0.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1661   -0.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6510    0.5049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4356   -0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0  0  0  0
  1 14  1  0  0  0  0
  2  5  1  0  0  0  0
  2  7  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  2  0  0  0  0
  4  8  1  0  0  0  0
  4 14  2  0  0  0  0
  5  6  1  0  0  0  0
  5  9  2  0  0  0  0
  6 10  2  0  0  0  0
  7  8  1  0  0  0  0
  8 13  2  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 12  2  0  0  0  0
M  END
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3D MOL for HMDB0014868 (Thiabendazole)

HMDB0014868
     RDKit          3D
Thiabendazole
 21 23  0  0  0  0  0  0  0  0999 V2000
   -3.5076    0.6853   -0.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5454   -0.2216    0.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4019   -0.7257    1.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1779   -0.3191    0.5532 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0891   -0.6487    0.9194 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9546    0.0118    0.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4474   -0.0483    0.2107 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0661   -0.8587    1.1333 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7173   -0.5883    0.8088 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.5438    0.5291   -0.4692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2417    0.6359   -0.5799 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2241    0.7736   -0.7106 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0860    0.5848   -0.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2596    1.0673   -1.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4271    1.0834   -1.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5238   -0.5202    0.8134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4155   -1.4380    1.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3622   -1.3126    1.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5940   -1.5135    1.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3301    1.0455   -1.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2253    1.7781   -1.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  6 12  2  0
 12 13  1  0
 13 14  2  0
 14  1  1  0
 13  4  1  0
 11  7  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  5 18  1  0
  8 19  1  0
 10 20  1  0
 14 21  1  0
M  END
Download

3D SDF for HMDB0014868 (Thiabendazole)

730
  Mrv1652305271900302D          

 14 16  0  0  0  0            999 V2000
    6.4356    0.2500    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    3.8596    0.5014    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8596   -0.8265    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    5.6510   -0.8300    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790    0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0790   -0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.3411   -0.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1661   -0.1625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645    0.6625    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.3645   -0.9875    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500    0.2500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6500   -0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6510    0.5049    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.4356   -0.5750    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1 13  1  0  0  0  0
  1 14  1  0  0  0  0
  2  5  1  0  0  0  0
  2  7  1  0  0  0  0
  3  6  1  0  0  0  0
  3  7  2  0  0  0  0
  4  8  1  0  0  0  0
  4 14  2  0  0  0  0
  5  6  1  0  0  0  0
  5  9  2  0  0  0  0
  6 10  2  0  0  0  0
  7  8  1  0  0  0  0
  8 13  2  0  0  0  0
  9 11  1  0  0  0  0
 10 12  1  0  0  0  0
 11 12  2  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0014868

> <DATABASE_NAME>
hmdb

> <SMILES>
N1C2=CC=CC=C2N=C1C1=CSC=N1

> <INCHI_IDENTIFIER>
InChI=1S/C10H7N3S/c1-2-4-8-7(3-1)12-10(13-8)9-5-14-6-11-9/h1-6H,(H,12,13)

> <INCHI_KEY>
WJCNZQLZVWNLKY-UHFFFAOYSA-N

> <FORMULA>
C10H7N3S

> <MOLECULAR_WEIGHT>
201.248

> <EXACT_MASS>
201.036067929

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
21

> <JCHEM_AVERAGE_POLARIZABILITY>
21.02122404273875

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
1

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
2-(1,3-thiazol-4-yl)-1H-1,3-benzodiazole

> <ALOGPS_LOGP>
2.47

> <JCHEM_LOGP>
2.328917354333333

> <ALOGPS_LOGS>
-3.16

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_ACIDIC>
10.276095741722969

> <JCHEM_PKA_STRONGEST_BASIC>
4.075780780042961

> <JCHEM_POLAR_SURFACE_AREA>
41.57

> <JCHEM_REFRACTIVITY>
64.90650000000001

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.38e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
testo

> <JCHEM_VEBER_RULE>
0

$$$$
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3D-SDF for HMDB0014868 (Thiabendazole)

HMDB0014868
     RDKit          3D
Thiabendazole
 21 23  0  0  0  0  0  0  0  0999 V2000
   -3.5076    0.6853   -0.5762 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.5454   -0.2216    0.4626 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4019   -0.7257    1.0298 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1779   -0.3191    0.5532 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0891   -0.6487    0.9194 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.9546    0.0118    0.1553 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4474   -0.0483    0.2107 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.0661   -0.8587    1.1333 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.7173   -0.5883    0.8088 S   0  0  0  0  0  0  0  0  0  0  0  0
    4.5438    0.5291   -0.4692 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.2417    0.6359   -0.5799 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.2241    0.7736   -0.7106 N   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0860    0.5848   -0.4827 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2596    1.0673   -1.0248 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.4271    1.0834   -1.0239 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5238   -0.5202    0.8134 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4155   -1.4380    1.8455 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.3622   -1.3126    1.6772 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.5940   -1.5135    1.8873 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3301    1.0455   -1.0676 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2253    1.7781   -1.8391 H   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  2  0
  2  3  1  0
  3  4  2  0
  4  5  1  0
  5  6  1  0
  6  7  1  0
  7  8  2  0
  8  9  1  0
  9 10  1  0
 10 11  2  0
  6 12  2  0
 12 13  1  0
 13 14  2  0
 14  1  1  0
 13  4  1  0
 11  7  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  5 18  1  0
  8 19  1  0
 10 20  1  0
 14 21  1  0
M  END
Download

PDB for HMDB0014868 (Thiabendazole)

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    MOLECULE: 730                                               
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  S   UNK     0      12.013   0.467   0.000  0.00  0.00           S+0
HETATM    2  N   UNK     0       7.205   0.936   0.000  0.00  0.00           N+0
HETATM    3  N   UNK     0       7.205  -1.543   0.000  0.00  0.00           N+0
HETATM    4  N   UNK     0      10.549  -1.549   0.000  0.00  0.00           N+0
HETATM    5  C   UNK     0       5.747   0.467   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       5.747  -1.073   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       8.103  -0.303   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       9.643  -0.303   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0       4.414   1.237   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       4.414  -1.843   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0       3.080   0.467   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       3.080  -1.073   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.549   0.942   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      12.013  -1.073   0.000  0.00  0.00           C+0
CONECT    1   13   14                                                       
CONECT    2    5    7                                                       
CONECT    3    6    7                                                       
CONECT    4    8   14                                                       
CONECT    5    2    6    9                                                  
CONECT    6    3    5   10                                                  
CONECT    7    2    3    8                                                  
CONECT    8    4    7   13                                                  
CONECT    9    5   11                                                       
CONECT   10    6   12                                                       
CONECT   11    9   12                                                       
CONECT   12   10   11                                                       
CONECT   13    1    8                                                       
CONECT   14    1    4                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   32    0
END
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3D PDB for HMDB0014868 (Thiabendazole)

COMPND    HMDB0014868
HETATM    1  C1  UNL     1      -3.508   0.685  -0.576  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.545  -0.222   0.463  1.00  0.00           C  
HETATM    3  C3  UNL     1      -2.402  -0.726   1.030  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.178  -0.319   0.553  1.00  0.00           C  
HETATM    5  N1  UNL     1       0.089  -0.649   0.919  1.00  0.00           N  
HETATM    6  C5  UNL     1       0.955   0.012   0.155  1.00  0.00           C  
HETATM    7  C6  UNL     1       2.447  -0.048   0.211  1.00  0.00           C  
HETATM    8  C7  UNL     1       3.066  -0.859   1.133  1.00  0.00           C  
HETATM    9  S1  UNL     1       4.717  -0.588   0.809  1.00  0.00           S  
HETATM   10  C8  UNL     1       4.544   0.529  -0.469  1.00  0.00           C  
HETATM   11  N2  UNL     1       3.242   0.636  -0.580  1.00  0.00           N  
HETATM   12  N3  UNL     1       0.224   0.774  -0.711  1.00  0.00           N  
HETATM   13  C9  UNL     1      -1.086   0.585  -0.483  1.00  0.00           C  
HETATM   14  C10 UNL     1      -2.260   1.067  -1.025  1.00  0.00           C  
HETATM   15  H1  UNL     1      -4.427   1.083  -1.024  1.00  0.00           H  
HETATM   16  H2  UNL     1      -4.524  -0.520   0.813  1.00  0.00           H  
HETATM   17  H3  UNL     1      -2.416  -1.438   1.845  1.00  0.00           H  
HETATM   18  H4  UNL     1       0.362  -1.313   1.677  1.00  0.00           H  
HETATM   19  H5  UNL     1       2.594  -1.513   1.887  1.00  0.00           H  
HETATM   20  H6  UNL     1       5.330   1.046  -1.068  1.00  0.00           H  
HETATM   21  H7  UNL     1      -2.225   1.778  -1.839  1.00  0.00           H  
CONECT    1    2    2   14   15
CONECT    2    3   16
CONECT    3    4    4   17
CONECT    4    5   13
CONECT    5    6   18
CONECT    6    7   12   12
CONECT    7    8    8   11
CONECT    8    9   19
CONECT    9   10
CONECT   10   11   11   20
CONECT   12   13
CONECT   13   14   14
CONECT   14   21
END
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SMILES for HMDB0014868 (Thiabendazole)

N1C2=CC=CC=C2N=C1C1=CSC=N1
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INCHI for HMDB0014868 (Thiabendazole)

InChI=1S/C10H7N3S/c1-2-4-8-7(3-1)12-10(13-8)9-5-14-6-11-9/h1-6H,(H,12,13)
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View in JSmolView Stereo Labels
Synonyms
ValueSource
2-(1,3-THIAZOL-4-yl)-1H-benzimidazoleChEBI
2-(1,3-Thiazol-4-yl)benzimidazoleChEBI
2-(4-Thiazolyl)-1H-benzimidazoleChEBI
2-(Thiazol-4-yl)benzimidazoleChEBI
4-(2-Benzimidazolyl)thiazoleChEBI
EquizoleChEBI
MintezolChEBI
MK 360ChEBI
TBZChEBI
ThibenzoleChEBI
TiabendazoleChEBI
1YvmHMDB
2-(4'-Thiazolyl)benzimidazoleHMDB
2-(4-Thiazolyl)-benzimidazoleHMDB
2-(4-Thiazolyl)benzimidazoleHMDB
2-Thiazol-4-yl-1H-benzoimidazoleHMDB
2-Thiazole-4-ylbenzimidazoleHMDB
2-[4-Thiazoly]benzimidazoleHMDB
5-(4-Thiazolyl)benzimidazoleHMDB
Apl-lusterHMDB
ArbotectHMDB
BiogardHMDB
BioguardHMDB
BovizoleHMDB
Captan tHMDB
Chemviron TK 100HMDB
CropasalHMDB
DrawipasHMDB
e-Z-ExHMDB
EprofilHMDB
Equivet TZHMDB
Equizole aHMDB
Helmindrax octelminHMDB
Hokustar HPHMDB
HymushHMDB
LombristopHMDB
MertecHMDB
MertectHMDB
Mertect 160HMDB
Mertect 340FHMDB
Mertect LSPHMDB
Metasol TK 10HMDB
Metasol TK 100HMDB
Metasol TK-100HMDB
MintesolHMDB
MintezoleHMDB
MinzolumHMDB
MycozolHMDB
NemacinHMDB
NemapanHMDB
OmnizoleHMDB
OrmogalHMDB
PitrizetHMDB
PolivalHMDB
RPHHMDB
Sanaizol 100HMDB
SistesanHMDB
StoriteHMDB
Syntol m100HMDB
TBDZHMDB
TBZ 6HMDB
TBZ 60WHMDB
TebuzateHMDB
TectoHMDB
Tecto 10PHMDB
Tecto 40FHMDB
Tecto 60HMDB
Tecto bHMDB
Tecto RPHHMDB
TestoHMDB
ThiabenHMDB
ThiabendazolHMDB
Thiabendazole(usan)HMDB
Thiabendazole, ban, bsi, iso, jmaf, usanHMDB
ThiabendazolumHMDB
ThiabendoleHMDB
ThiabenzazoleHMDB
ThiabenzoleHMDB
ThibendoleHMDB
ThibenzolHMDB
Thibenzole 200HMDB
Thibenzole attHMDB
ThiprazoleHMDB
TiabendaHMDB
TiabendazolHMDB
Tiabendazole, innHMDB
TiabendazolumHMDB
Tibimix 20HMDB
TMGHMDB
TobazHMDB
Top form wormerHMDB
TresadermHMDB
TriasoxHMDB
TubazoleHMDB
Chemical FormulaC10H7N3S
Average Molecular Weight201.248
Monoisotopic Molecular Weight201.036067929
IUPAC Name2-(1,3-thiazol-4-yl)-1H-1,3-benzodiazole
Traditional Nametesto
CAS Registry Number148-79-8
SMILES
N1C2=CC=CC=C2N=C1C1=CSC=N1
InChI Identifier
InChI=1S/C10H7N3S/c1-2-4-8-7(3-1)12-10(13-8)9-5-14-6-11-9/h1-6H,(H,12,13)
InChI KeyWJCNZQLZVWNLKY-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as benzimidazoles. These are organic compounds containing a benzene ring fused to an imidazole ring (five member ring containing a nitrogen atom, 4 carbon atoms, and two double bonds).
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzimidazoles
Sub ClassNot Available
Direct ParentBenzimidazoles
Alternative Parents
Substituents
  • Benzimidazole
  • Benzenoid
  • Heteroaromatic compound
  • Thiazole
  • Imidazole
  • Azole
  • Azacycle
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Not AvailableNot Available
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point300 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility0.14 g/LNot Available
LogP2.2Not Available
Experimental Chromatographic Properties

Experimental Collision Cross Sections

Adduct TypeData SourceCCS Value (Å2)Reference
[M-H]-Baker144.630932474
[M-H]-Not Available144.6http://allccs.zhulab.cn/database/detail?ID=AllCCS00001006
[M+H]+Not Available137.689http://allccs.zhulab.cn/database/detail?ID=AllCCS00001006
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.14 g/LALOGPS
logP2.47ALOGPS
logP2.33ChemAxon
logS-3.2ALOGPS
pKa (Strongest Acidic)10.28ChemAxon
pKa (Strongest Basic)4.08ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area41.57 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity64.91 m³·mol⁻¹ChemAxon
Polarizability21.02 ųChemAxon
Number of Rings3ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleNoChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+142.78431661259
DarkChem[M-H]-141.01731661259
DeepCCS[M+H]+135.33330932474
DeepCCS[M-H]-132.93730932474
DeepCCS[M-2H]-168.36530932474
DeepCCS[M+Na]+142.78730932474
AllCCS[M+H]+143.432859911
AllCCS[M+H-H2O]+139.232859911
AllCCS[M+NH4]+147.432859911
AllCCS[M+Na]+148.632859911
AllCCS[M-H]-142.332859911
AllCCS[M+Na-2H]-142.132859911
AllCCS[M+HCOO]-142.032859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
ThiabendazoleN1C2=CC=CC=C2N=C1C1=CSC=N12733.7Standard polar33892256
ThiabendazoleN1C2=CC=CC=C2N=C1C1=CSC=N12049.2Standard non polar33892256
ThiabendazoleN1C2=CC=CC=C2N=C1C1=CSC=N12199.9Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
Thiabendazole,1TMS,isomer #1C[Si](C)(C)N1C(C2=CSC=N2)=NC2=CC=CC=C212111.8Semi standard non polar33892256
Thiabendazole,1TMS,isomer #1C[Si](C)(C)N1C(C2=CSC=N2)=NC2=CC=CC=C212167.2Standard non polar33892256
Thiabendazole,1TMS,isomer #1C[Si](C)(C)N1C(C2=CSC=N2)=NC2=CC=CC=C212895.6Standard polar33892256
Thiabendazole,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C(C2=CSC=N2)=NC2=CC=CC=C212311.1Semi standard non polar33892256
Thiabendazole,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C(C2=CSC=N2)=NC2=CC=CC=C212369.2Standard non polar33892256
Thiabendazole,1TBDMS,isomer #1CC(C)(C)[Si](C)(C)N1C(C2=CSC=N2)=NC2=CC=CC=C212934.3Standard polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Thiabendazole GC-MS (Non-derivatized) - 70eV, Positivesplash10-0udi-2960000000-2ff3925695a34ba925402017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Thiabendazole GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
MSMass Spectrum (Electron Ionization)splash10-0uk9-6960000000-9a4ba4c366b41681668e2014-09-20Not AvailableView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - Thiabendazole LC-ESI-QTOF , negative-QTOFsplash10-0fk9-0950000000-6e07d9ba69360948a8372017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Thiabendazole LC-ESI-QTOF , positive-QTOFsplash10-0ufr-0690000000-b40f55bf077dd879267e2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Thiabendazole LC-ESI-QTOF , positive-QTOFsplash10-0059-0900000000-8eaacf527845d18463362017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Thiabendazole LC-ESI-QTOF , positive-QTOFsplash10-001i-0900000000-869b5011abd24f891c6f2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Thiabendazole LC-ESI-QFT , positive-QTOFsplash10-0udi-0090000000-9f0e2f0e1206b841ba242017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Thiabendazole LC-ESI-QFT , positive-QTOFsplash10-0udi-0090000000-0b0912c87b5641d927e62017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Thiabendazole LC-ESI-QFT , positive-QTOFsplash10-0udi-0090000000-79b8ef228f8ea67df5df2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Thiabendazole LC-ESI-QFT , positive-QTOFsplash10-0ufr-0590000000-79f15636fdcbfb8f2fde2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Thiabendazole LC-ESI-QFT , positive-QTOFsplash10-0fb9-0930000000-6c1cb6f8999732f4dfc82017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Thiabendazole LC-ESI-QFT , positive-QTOFsplash10-0059-1900000000-f8df5dacb9aa1e2f51d22017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Thiabendazole LC-ESI-QQ , positive-QTOFsplash10-0udi-0090000000-9815589c9344d01433c02017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Thiabendazole LC-ESI-QQ , positive-QTOFsplash10-0udi-0090000000-6ec36e16db37eb084c0b2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Thiabendazole LC-ESI-QQ , positive-QTOFsplash10-0udi-0490000000-80b3519b526efe6620072017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Thiabendazole LC-ESI-QQ , positive-QTOFsplash10-0059-1910000000-679a1a2e18fa979978092017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Thiabendazole LC-ESI-QQ , positive-QTOFsplash10-001i-4900000000-a1599bcbfe1fe550efc32017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Thiabendazole LC-ESI-IT , positive-QTOFsplash10-0ufr-0960000000-5883b4d0eb99d9d449222017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Thiabendazole LC-ESI-QTOF , positive-QTOFsplash10-0ufr-1890000000-8fc66231bbe9a337b27b2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Thiabendazole LC-ESI-QTOF , positive-QTOFsplash10-003r-2900000000-74f0c0bb9208bc4125be2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - Thiabendazole LC-ESI-ITFT , positive-QTOFsplash10-0udi-0190000000-89886baf5cc3c9c2ac6d2017-09-14HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiabendazole 10V, Positive-QTOFsplash10-0udi-0090000000-09b74319181743f81e3b2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiabendazole 20V, Positive-QTOFsplash10-0udi-0190000000-747f18d5dd6f577d5d272016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiabendazole 40V, Positive-QTOFsplash10-014i-5910000000-128ab42fa9c83e6149e12016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiabendazole 10V, Negative-QTOFsplash10-0udi-1190000000-3cc47f9b7fc5c9a8e33c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiabendazole 20V, Negative-QTOFsplash10-00di-0920000000-0d74bf550932bc3dcca22016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Thiabendazole 40V, Negative-QTOFsplash10-05a6-4900000000-e8f5403d1791f37aceba2016-08-03Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-03FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-03FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen Locations
  • Blood
  • Urine
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00730 details
UrineExpected but not QuantifiedNot QuantifiedNot AvailableNot AvailableTaking drug identified by DrugBank entry DB00730 details
Abnormal Concentrations
Not Available
Predicted Concentrations
BiospecimenValueOriginal ageOriginal sexOriginal conditionComments
Blood0.000 uMAdult (>18 years old)BothNormalPredicted based on drug qualities
Blood0.000 umol/mmol creatinineAdult (>18 years old)BothNormalPredicted based on drug qualities
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB00730
Phenol Explorer Compound IDNot Available
FooDB IDFDB000906
KNApSAcK IDNot Available
Chemspider ID5237
KEGG Compound IDC07131
BioCyc IDTHIABENDAZOLE
BiGG IDNot Available
Wikipedia LinkThiabendazole
METLIN IDNot Available
PubChem Compound5430
PDB IDTMG
ChEBI ID45979
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Download (PDF)
General References
  1. Gomaa AA: The effect of thiabendazole on pain threshold. Acta Pharmacol Toxicol (Copenh). 1985 Jul;57(1):18-22. [PubMed:4050451 ]
  2. Miller GR, Rebell G, Magoon RC, Kulvin SM, Forster RK: Intravitreal antimycotic therapy and the cure of mycotic endophthalmitis caused by a Paecilomyces lilacinus contaminated pseudophakos. Ophthalmic Surg. 1978 Dec;9(6):54-63. [PubMed:311456 ]
  3. Schneider D, Gannon R, Sweeney K, Shore E: Theophylline and antiparasitic drug interactions. A case report and study of the influence of thiabendazole and mebendazole on theophylline pharmacokinetics in adults. Chest. 1990 Jan;97(1):84-7. [PubMed:2295264 ]
  4. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Enzymes

Enzyme Details
1. 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
  1. 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 1A2
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. Most active in catalyzing 2-hydroxylation. Caffeine is metabolized primarily by cytochrome CYP1A2 in the liver through an initial N3-demethylation. Also acts in the metabolism of aflatoxin B1 and acetaminophen. Participates in the bioactivation of carcinogenic aromatic and heterocyclic amines. Catalizes the N-hydroxylation of heterocyclic amines and the O-deethylation of phenacetin.
Gene Name:
CYP1A2
Uniprot ID:
P05177
Molecular weight:
58406.915
References
  1. Wang B, Zhou SF: Synthetic and natural compounds that interact with human cytochrome P450 1A2 and implications in drug development. Curr Med Chem. 2009;16(31):4066-218. [PubMed:19754423 ]
  2. 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 ]