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Showing metabocard for Tetramisole (HMDB0258921)

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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2021-09-11 20:45:38 UTC
Update Date2022-11-23 22:29:20 UTC
HMDB IDHMDB0258921
Secondary Accession NumbersNone
Metabolite Identification
Common NameTetramisole
DescriptionTetramisole, also known as ascaverm or nilverm, belongs to the class of organic compounds known as imidazothiazoles. These are organic polycyclic compounds containing an imidazole ring fused to a thiazole ring. Imidazole is 5-membered ring consisting of three carbon atoms, and two nitrogen centers at the 1- and 3-positions. Thiazole is a 6-membered ring that contains both sulfur and nitrogen. Based on a literature review a significant number of articles have been published on Tetramisole. This compound has been identified in human blood as reported by (PMID: 31557052 ). Tetramisole is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically Tetramisole 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
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MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for HMDB0258921 (Tetramisole)

  Mrv1652309112122452D          

 14 16  0  0  0  0            999 V2000
    1.2695   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1487   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5612    0.4595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3862    0.4595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7987   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3862   -0.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5612   -0.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  1  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
M  END
Download

3D MOL for HMDB0258921 (Tetramisole)

HMDB0258921
     RDKit          3D
TETRAMISOLE
 26 28  0  0  0  0  0  0  0  0999 V2000
   -4.1251   -0.1069   -0.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1648    0.4470   -1.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8464    0.5099   -0.7633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5076   -0.0117    0.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0905    0.0647    0.8743 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7768   -0.9033    0.0572 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0405   -0.1278    0.0941 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4693   -0.3255    0.1027 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0613    0.6061   -0.9547 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449    2.1233   -0.4468 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6888    1.2497    0.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4716    1.3770    0.5938 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4562   -0.5697    1.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7665   -0.6198    0.8647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1674   -0.1415   -0.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4384    0.8584   -2.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1410    0.9589   -1.4333 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0670   -0.1840    1.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4609   -0.9569   -0.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8856   -1.8770    0.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7228   -1.3640   -0.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8578    0.0677    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7247    0.2457   -1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1268    0.7190   -0.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2274   -0.9834    2.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5675   -1.0560    1.4699 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
  4 13  1  0
 13 14  2  0
 14  1  1  0
 12  5  1  0
 11  7  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 13 25  1  0
 14 26  1  0
M  END
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3D SDF for HMDB0258921 (Tetramisole)

  Mrv1652309112122452D          

 14 16  0  0  0  0            999 V2000
    1.2695   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7846   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2695    0.4125    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542    0.1576    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388    0.4125    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.3237   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8388   -0.9224    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0542   -0.6674    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    4.1487   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5612    0.4595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3862    0.4595    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7987   -0.2549    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.3862   -0.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5612   -0.9694    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  1  0  0  0  0
  4  5  2  0  0  0  0
  5  6  1  0  0  0  0
  6  7  1  0  0  0  0
  7  8  1  0  0  0  0
  4  8  1  0  0  0  0
  1  8  1  0  0  0  0
  6  9  1  0  0  0  0
  9 10  2  0  0  0  0
 10 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  2  0  0  0  0
  9 14  1  0  0  0  0
M  END
> <DATABASE_ID>
HMDB0258921

> <DATABASE_NAME>
hmdb

> <SMILES>
C1CN2CC(N=C2S1)C1=CC=CC=C1

> <INCHI_IDENTIFIER>
InChI=1S/C11H12N2S/c1-2-4-9(5-3-1)10-8-13-6-7-14-11(13)12-10/h1-5,10H,6-8H2

> <INCHI_KEY>
HLFSDGLLUJUHTE-UHFFFAOYSA-N

> <FORMULA>
C11H12N2S

> <MOLECULAR_WEIGHT>
204.29

> <EXACT_MASS>
204.072119568

> <JCHEM_ACCEPTOR_COUNT>
2

> <JCHEM_ATOM_COUNT>
26

> <JCHEM_AVERAGE_POLARIZABILITY>
22.24610068559575

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
1

> <JCHEM_IUPAC>
6-phenyl-2H,3H,5H,6H-imidazo[2,1-b][1,3]thiazole

> <ALOGPS_LOGP>
2.20

> <JCHEM_LOGP>
2.3582269016666664

> <ALOGPS_LOGS>
-2.15

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
3

> <JCHEM_PHYSIOLOGICAL_CHARGE>
1

> <JCHEM_PKA_STRONGEST_BASIC>
6.975299007898724

> <JCHEM_POLAR_SURFACE_AREA>
15.6

> <JCHEM_REFRACTIVITY>
60.078400000000016

> <JCHEM_ROTATABLE_BOND_COUNT>
1

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
1.44e+00 g/l

> <JCHEM_TRADITIONAL_IUPAC>
levamisole

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for HMDB0258921 (Tetramisole)

HMDB0258921
     RDKit          3D
TETRAMISOLE
 26 28  0  0  0  0  0  0  0  0999 V2000
   -4.1251   -0.1069   -0.3621 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1648    0.4470   -1.1529 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8464    0.5099   -0.7633 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.5076   -0.0117    0.4741 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0905    0.0647    0.8743 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.7768   -0.9033    0.0572 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0405   -0.1278    0.0941 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.4693   -0.3255    0.1027 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.0613    0.6061   -0.9547 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.1449    2.1233   -0.4468 S   0  0  0  0  0  0  0  0  0  0  0  0
    1.6888    1.2497    0.1455 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4716    1.3770    0.5938 N   0  0  0  0  0  0  0  0  0  0  0  0
   -2.4562   -0.5697    1.2782 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7665   -0.6198    0.8647 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.1674   -0.1415   -0.7022 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4384    0.8584   -2.1312 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.1410    0.9589   -1.4333 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.0670   -0.1840    1.9257 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4609   -0.9569   -0.9929 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.8856   -1.8770    0.5399 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7228   -1.3640   -0.0660 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.8578    0.0677    1.0875 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7247    0.2457   -1.9319 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.1268    0.7190   -0.8141 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.2274   -0.9834    2.2438 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5675   -1.0560    1.4699 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  1  0
  8  9  1  0
  9 10  1  0
 10 11  1  0
 11 12  2  0
  4 13  1  0
 13 14  2  0
 14  1  1  0
 12  5  1  0
 11  7  1  0
  1 15  1  0
  2 16  1  0
  3 17  1  0
  5 18  1  0
  6 19  1  0
  6 20  1  0
  8 21  1  0
  8 22  1  0
  9 23  1  0
  9 24  1  0
 13 25  1  0
 14 26  1  0
M  END
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PDB for HMDB0258921 (Tetramisole)

HEADER    PROTEIN                                 11-SEP-21   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   11-SEP-21         0                                  
HETATM    1  C   UNK     0       2.370  -1.722   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       1.465  -0.476   0.000  0.00  0.00           C+0
HETATM    3  S   UNK     0       2.370   0.770   0.000  0.00  0.00           S+0
HETATM    4  C   UNK     0       3.834   0.294   0.000  0.00  0.00           C+0
HETATM    5  N   UNK     0       5.299   0.770   0.000  0.00  0.00           N+0
HETATM    6  C   UNK     0       6.204  -0.476   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       5.299  -1.722   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       3.834  -1.246   0.000  0.00  0.00           N+0
HETATM    9  C   UNK     0       7.744  -0.476   0.000  0.00  0.00           C+0
HETATM   10  C   UNK     0       8.514   0.858   0.000  0.00  0.00           C+0
HETATM   11  C   UNK     0      10.054   0.858   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0      10.824  -0.476   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      10.054  -1.810   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0       8.514  -1.810   0.000  0.00  0.00           C+0
CONECT    1    2    8                                                       
CONECT    2    1    3                                                       
CONECT    3    2    4                                                       
CONECT    4    3    5    8                                                  
CONECT    5    4    6                                                       
CONECT    6    5    7    9                                                  
CONECT    7    6    8                                                       
CONECT    8    7    4    1                                                  
CONECT    9    6   10   14                                                  
CONECT   10    9   11                                                       
CONECT   11   10   12                                                       
CONECT   12   11   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13    9                                                       
MASTER        0    0    0    0    0    0    0    0   14    0   32    0
END
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3D PDB for HMDB0258921 (Tetramisole)

COMPND    HMDB0258921
HETATM    1  C1  UNL     1      -4.125  -0.107  -0.362  1.00  0.00           C  
HETATM    2  C2  UNL     1      -3.165   0.447  -1.153  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.846   0.510  -0.763  1.00  0.00           C  
HETATM    4  C4  UNL     1      -1.508  -0.012   0.474  1.00  0.00           C  
HETATM    5  C5  UNL     1      -0.091   0.065   0.874  1.00  0.00           C  
HETATM    6  C6  UNL     1       0.777  -0.903   0.057  1.00  0.00           C  
HETATM    7  N1  UNL     1       2.041  -0.128   0.094  1.00  0.00           N  
HETATM    8  C7  UNL     1       3.469  -0.326   0.103  1.00  0.00           C  
HETATM    9  C8  UNL     1       4.061   0.606  -0.955  1.00  0.00           C  
HETATM   10  S1  UNL     1       3.145   2.123  -0.447  1.00  0.00           S  
HETATM   11  C9  UNL     1       1.689   1.250   0.145  1.00  0.00           C  
HETATM   12  N2  UNL     1       0.472   1.377   0.594  1.00  0.00           N  
HETATM   13  C10 UNL     1      -2.456  -0.570   1.278  1.00  0.00           C  
HETATM   14  C11 UNL     1      -3.767  -0.620   0.865  1.00  0.00           C  
HETATM   15  H1  UNL     1      -5.167  -0.141  -0.702  1.00  0.00           H  
HETATM   16  H2  UNL     1      -3.438   0.858  -2.131  1.00  0.00           H  
HETATM   17  H3  UNL     1      -1.141   0.959  -1.433  1.00  0.00           H  
HETATM   18  H4  UNL     1       0.067  -0.184   1.926  1.00  0.00           H  
HETATM   19  H5  UNL     1       0.461  -0.957  -0.993  1.00  0.00           H  
HETATM   20  H6  UNL     1       0.886  -1.877   0.540  1.00  0.00           H  
HETATM   21  H7  UNL     1       3.723  -1.364  -0.066  1.00  0.00           H  
HETATM   22  H8  UNL     1       3.858   0.068   1.088  1.00  0.00           H  
HETATM   23  H9  UNL     1       3.725   0.246  -1.932  1.00  0.00           H  
HETATM   24  H10 UNL     1       5.127   0.719  -0.814  1.00  0.00           H  
HETATM   25  H11 UNL     1      -2.227  -0.983   2.244  1.00  0.00           H  
HETATM   26  H12 UNL     1      -4.568  -1.056   1.470  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   12   18
CONECT    6    7   19   20
CONECT    7    8   11
CONECT    8    9   21   22
CONECT    9   10   23   24
CONECT   10   11
CONECT   11   12   12
CONECT   13   14   14   25
CONECT   14   26
END
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SMILES for HMDB0258921 (Tetramisole)

C1CN2CC(N=C2S1)C1=CC=CC=C1
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INCHI for HMDB0258921 (Tetramisole)

InChI=1S/C11H12N2S/c1-2-4-9(5-3-1)10-8-13-6-7-14-11(13)12-10/h1-5,10H,6-8H2
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View in JSmolView Stereo Labels
Synonyms
ValueSource
AscavermKegg
NilvermHMDB
TetramisoleKEGG
Chemical FormulaC11H12N2S
Average Molecular Weight204.29
Monoisotopic Molecular Weight204.072119568
IUPAC Name6-phenyl-2H,3H,5H,6H-imidazo[2,1-b][1,3]thiazole
Traditional Namelevamisole
CAS Registry NumberNot Available
SMILES
C1CN2CC(N=C2S1)C1=CC=CC=C1
InChI Identifier
InChI=1S/C11H12N2S/c1-2-4-9(5-3-1)10-8-13-6-7-14-11(13)12-10/h1-5,10H,6-8H2
InChI KeyHLFSDGLLUJUHTE-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as imidazothiazoles. These are organic polycyclic compounds containing an imidazole ring fused to a thiazole ring. Imidazole is 5-membered ring consisting of three carbon atoms, and two nitrogen centers at the 1- and 3-positions. Thiazole is a 6-membered ring that contains both sulfur and nitrogen.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassImidazothiazoles
Sub ClassNot Available
Direct ParentImidazothiazoles
Alternative Parents
Substituents
  • Imidazothiazole
  • Benzenoid
  • Monocyclic benzene moiety
  • Thiazolidine
  • 2-imidazoline
  • Isothiourea
  • Azacycle
  • Organic 1,3-dipolar compound
  • Propargyl-type 1,3-dipolar organic compound
  • Carboximidamide
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Physiological effectNot Available
Disposition
Biological locationSource
ProcessNot Available
RoleNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
Predicted Chromatographic Properties
Spectra
Biological Properties
Cellular LocationsNot Available
Biospecimen Locations
  • Blood
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
BloodDetected but not QuantifiedNot QuantifiedNot SpecifiedNot SpecifiedNormal details
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDNot Available
KNApSAcK IDNot Available
Chemspider ID3776
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkLevamisole
METLIN IDNot Available
PubChem Compound3913
PDB IDNot Available
ChEBI ID77278
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. 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 ]