Showing metabocard for Benzothiazole (MMDBc0033463)

Plant
Xenobiotic
Record Information
Version1.0
StatusDetected and Quantified
Creation Date2021-11-19 04:49:41 UTC
Update Date2024-09-29 10:14:39 UTC
Metabolite IDMMDBc0033463
Metabolite Identification
Common NameBenzothiazole
DescriptionBenzothiazole, also known as BT or benzosulfonazole, belongs to the class of organic compounds known as benzothiazoles. These are organic compounds containing a benzene fused to a thiazole ring (a five-membered ring with four carbon atoms, one nitrogen atom and one sulfur atom). This ring is a potential component in nonlinear optics (NLO). The nine atoms of the bicycle and the attached substituents are coplanar. Although the parent compound, benzothiazole is not widely used, many of its derivatives are found in commercial products or in nature. Benzothiazole is a coffee, cooked, and gasoline tasting compound. benzothiazole is found, on average, in the highest concentration in safflowers. benzothiazole has also been detected, but not quantified, in several different foods, such as common persimmons, fruits, guava, potato, and tea. This could make benzothiazole a potential biomarker for the consumption of these foods. Firefly luciferin can be considered a derivative of benzothiazole. The compound is used also used as an insecticide and food flavoring agent. Some drugs contain this group, examples being riluzole and pramipexole. It is colorless, slightly viscous liquid. It is a thermally stable electron-withdrawing moiety with numerous applications in dyes such as thioflavin. Benzothiazole is an aromatic heterocyclic compound with the chemical formula C7H5NS.
Structure
MOL3D MOLSDF3D SDFPDB3D PDBSMILESInChI

MOL for #<Metabolite:0x00007f0bbc15a468>


  Mrv1652305271900032D          

  9 10  0  0  0  0            999 V2000
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  6  3  2  0  0  0  0
  7  4  2  0  0  0  0
  7  6  1  0  0  0  0
  8  5  2  0  0  0  0
  8  6  1  0  0  0  0
  9  5  1  0  0  0  0
  9  7  1  0  0  0  0
M  END
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3D MOL for #<Metabolite:0x00007f0bbc15a468>

HMDB0032930
     RDKit          3D
Benzothiazole
 14 15  0  0  0  0  0  0  0  0999 V2000
   -1.6022   -0.9524   -0.2988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0369    0.3091    0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0283    1.2242    0.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3235    0.8512    0.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8326    1.6198    0.4913 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8662    0.3011    0.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0021   -0.6495   -0.1449 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7162   -0.4094   -0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2972   -1.3395   -0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3928   -1.6908   -0.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0686    0.6130    0.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2176    2.2488    0.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9744    0.2466    0.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0712   -2.3720   -0.6697 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  2  0
  7  8  1  0
  8  9  2  0
  9  1  1  0
  8  4  1  0
  1 10  1  0
  2 11  1  0
  3 12  1  0
  6 13  1  0
  9 14  1  0
M  END
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3D SDF for #<Metabolite:0x00007f0bbc15a468>


  Mrv1652305271900032D          

  9 10  0  0  0  0            999 V2000
    3.3523    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    2.3479    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538    1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233    1.9354    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    0.8555    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387    2.1904    0.0000 S   0  0  0  0  0  0  0  0  0  0  0  0
  2  1  2  0  0  0  0
  3  1  1  0  0  0  0
  4  2  1  0  0  0  0
  6  3  2  0  0  0  0
  7  4  2  0  0  0  0
  7  6  1  0  0  0  0
  8  5  2  0  0  0  0
  8  6  1  0  0  0  0
  9  5  1  0  0  0  0
  9  7  1  0  0  0  0
M  END
> <DATABASE_ID>
MMDBc0033463

> <DATABASE_NAME>
MIME

> <SMILES>
S1C=NC2=CC=CC=C12

> <INCHI_IDENTIFIER>
InChI=1S/C7H5NS/c1-2-4-7-6(3-1)8-5-9-7/h1-5H

> <INCHI_KEY>
IOJUPLGTWVMSFF-UHFFFAOYSA-N

> <FORMULA>
C7H5NS

> <MOLECULAR_WEIGHT>
135.186

> <EXACT_MASS>
135.014269855

> <JCHEM_ACCEPTOR_COUNT>
1

> <JCHEM_ATOM_COUNT>
14

> <JCHEM_AVERAGE_POLARIZABILITY>
13.613239251755525

> <JCHEM_BIOAVAILABILITY>
1

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
1,3-benzothiazole

> <ALOGPS_LOGP>
2.13

> <JCHEM_LOGP>
2.1134717653333333

> <ALOGPS_LOGS>
-2.25

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
2

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
2.277467273992971

> <JCHEM_POLAR_SURFACE_AREA>
12.89

> <JCHEM_REFRACTIVITY>
37.128699999999995

> <JCHEM_ROTATABLE_BOND_COUNT>
0

> <JCHEM_RULE_OF_FIVE>
1

> <ALOGPS_SOLUBILITY>
7.65e-01 g/l

> <JCHEM_TRADITIONAL_IUPAC>
benzothiazole

> <JCHEM_VEBER_RULE>
1

$$$$
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3D-SDF for #<Metabolite:0x00007f0bbc15a468>

HMDB0032930
     RDKit          3D
Benzothiazole
 14 15  0  0  0  0  0  0  0  0999 V2000
   -1.6022   -0.9524   -0.2988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0369    0.3091    0.0483 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.0283    1.2242    0.3254 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3235    0.8512    0.2460 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8326    1.6198    0.4913 S   0  0  0  0  0  0  0  0  0  0  0  0
    2.8662    0.3011    0.1394 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0021   -0.6495   -0.1449 N   0  0  0  0  0  0  0  0  0  0  0  0
    0.7162   -0.4094   -0.1018 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.2972   -1.3395   -0.3831 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3928   -1.6908   -0.5219 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.0686    0.6130    0.1143 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2176    2.2488    0.6105 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.9744    0.2466    0.1451 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0712   -2.3720   -0.6697 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  2  0
  7  8  1  0
  8  9  2  0
  9  1  1  0
  8  4  1  0
  1 10  1  0
  2 11  1  0
  3 12  1  0
  6 13  1  0
  9 14  1  0
M  END
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PDB for #<Metabolite:0x00007f0bbc15a468>

HEADER    PROTEIN                                 27-MAY-19   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   27-MAY-19         0                                  
HETATM    1  C   UNK     0       6.258   2.073   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       6.258   3.613   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0       4.924   1.303   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       4.924   4.383   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       1.220   2.843   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0       3.590   2.073   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0       3.590   3.613   0.000  0.00  0.00           C+0
HETATM    8  N   UNK     0       2.126   1.597   0.000  0.00  0.00           N+0
HETATM    9  S   UNK     0       2.126   4.089   0.000  0.00  0.00           S+0
CONECT    1    2    3                                                       
CONECT    2    1    4                                                       
CONECT    3    1    6                                                       
CONECT    4    2    7                                                       
CONECT    5    8    9                                                       
CONECT    6    3    7    8                                                  
CONECT    7    4    6    9                                                  
CONECT    8    5    6                                                       
CONECT    9    5    7                                                       
MASTER        0    0    0    0    0    0    0    0    9    0   20    0
END
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3D PDB for #<Metabolite:0x00007f0bbc15a468>

COMPND    HMDB0032930
HETATM    1  C1  UNL     1      -1.602  -0.952  -0.299  1.00  0.00           C  
HETATM    2  C2  UNL     1      -2.037   0.309   0.048  1.00  0.00           C  
HETATM    3  C3  UNL     1      -1.028   1.224   0.325  1.00  0.00           C  
HETATM    4  C4  UNL     1       0.323   0.851   0.246  1.00  0.00           C  
HETATM    5  S1  UNL     1       1.833   1.620   0.491  1.00  0.00           S  
HETATM    6  C5  UNL     1       2.866   0.301   0.139  1.00  0.00           C  
HETATM    7  N1  UNL     1       2.002  -0.650  -0.145  1.00  0.00           N  
HETATM    8  C6  UNL     1       0.716  -0.409  -0.102  1.00  0.00           C  
HETATM    9  C7  UNL     1      -0.297  -1.340  -0.383  1.00  0.00           C  
HETATM   10  H1  UNL     1      -2.393  -1.691  -0.522  1.00  0.00           H  
HETATM   11  H2  UNL     1      -3.069   0.613   0.114  1.00  0.00           H  
HETATM   12  H3  UNL     1      -1.218   2.249   0.610  1.00  0.00           H  
HETATM   13  H4  UNL     1       3.974   0.247   0.145  1.00  0.00           H  
HETATM   14  H5  UNL     1      -0.071  -2.372  -0.670  1.00  0.00           H  
CONECT    1    2    2    9   10
CONECT    2    3   11
CONECT    3    4    4   12
CONECT    4    5    8
CONECT    5    6
CONECT    6    7    7   13
CONECT    7    8
CONECT    8    9    9
CONECT    9   14
END
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SMILES for #<Metabolite:0x00007f0bbc15a468>

S1C=NC2=CC=CC=C12
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INCHI for #<Metabolite:0x00007f0bbc15a468>

InChI=1S/C7H5NS/c1-2-4-7-6(3-1)8-5-9-7/h1-5H
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Synonyms
ValueSource
1-Thia-3-azaindeneChEBI
BenzosulfonazoleChEBI
BenzothiazolChEBI
BTChEBI
BenzosulphonazoleGenerator
1,3-BenzothiazoleHMDB
BOTHMDB
Vangard BTHMDB
Molecular FormulaC7H5NS
Average Mass135.186
Monoisotopic Mass135.014269855
IUPAC Name1,3-benzothiazole
Traditional Namebenzothiazole
CAS Registry Number95-16-9
SMILES
S1C=NC2=CC=CC=C12
InChI Identifier
InChI=1S/C7H5NS/c1-2-4-7-6(3-1)8-5-9-7/h1-5H
InChI KeyIOJUPLGTWVMSFF-UHFFFAOYSA-N