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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:52:43 UTC
Update Date2019-07-23 06:12:07 UTC
HMDB IDHMDB0032930
Secondary Accession Numbers
  • HMDB32930
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 moderately basic compound (based on its pKa). Benzothiazole is a coffee, cooked, and gasoline tasting compound. Outside of the human body, 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
Data?1563862327
Synonyms
ValueSource
1-Thia-3-azaindeneChEBI
BenzosulfonazoleChEBI
BenzothiazolChEBI
BTChEBI
BenzosulphonazoleGenerator
1,3-BenzothiazoleHMDB
BOTHMDB
Vangard BTHMDB
Chemical FormulaC7H5NS
Average Molecular Weight135.186
Monoisotopic Molecular Weight135.014269855
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
Chemical Taxonomy
Description 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).
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassBenzothiazoles
Sub ClassNot Available
Direct ParentBenzothiazoles
Alternative Parents
Substituents
  • 1,3-benzothiazole
  • Benzenoid
  • Heteroaromatic compound
  • Thiazole
  • Azole
  • Azacycle
  • Organic nitrogen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organonitrogen compound
  • Aromatic heteropolycyclic compound
Molecular FrameworkAromatic heteropolycyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point2 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility4.3 mg/mL at 25 °CNot Available
LogP2.01Not Available
Predicted Properties
PropertyValueSource
Water Solubility0.76 g/LALOGPS
logP2.13ALOGPS
logP2.11ChemAxon
logS-2.2ALOGPS
pKa (Strongest Basic)2.28ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.89 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity37.13 m³·mol⁻¹ChemAxon
Polarizability13.61 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-6900000000-101b2ad37661f6438179Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-2900000000-ac6acb266d8c21f1c542Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-2900000000-295f818bb85918e8d003Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-6900000000-101b2ad37661f6438179Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-2900000000-ac6acb266d8c21f1c542Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-000i-2900000000-295f818bb85918e8d003Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-000i-1900000000-a8bc1b842f666f6a9edeSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-000i-0900000000-2d90876b51324689d2a1Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0900000000-23187027d5c1a229f442Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0900000000-cdfc15b55d3e2a90e644Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0900000000-cdfc15b55d3e2a90e644Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0900000000-23e0e49d7d7a2ac95443Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0900000000-e6818e8bda3c62c04253Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0900000000-df0660c0ba3ed7847630Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0900000000-23187027d5c1a229f442Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0900000000-cdfc15b55d3e2a90e644Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0900000000-cdfc15b55d3e2a90e644Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0900000000-4b35b950d90ba8676be9Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0900000000-f93a8a628d80521ad5b8Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0900000000-f971eedbdb355ab4b11cSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0900000000-ce77248d1c86827d67a3Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0900000000-eb6332ab9322a7dd166dSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-ITFT , positivesplash10-000i-0900000000-76a6050548e54cc4c4b6Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QFT , positivesplash10-000i-0900000000-69af903dce2e39b4ebfdSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-000i-0900000000-db893fbb2ccbd5f0c1eeSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000i-0900000000-e64fcb06caf5e0a6d5d0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0a4i-1900000000-92eccffbc259cdd40e99Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-001i-0900000000-c27ec4616c0b72edad3dSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-001i-0900000000-4215edd38ee2b4404837Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-001i-1900000000-ca3403b78031aea28228Spectrum
MSMass Spectrum (Electron Ionization)splash10-000i-7900000000-b40f6615eb822769c665Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB010915
KNApSAcK IDNot Available
Chemspider ID6952
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkBenzothiazole
METLIN IDNot Available
PubChem Compound7222
PDB IDNot Available
ChEBI ID45993
Food Biomarker OntologyNot Available
VMH IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. Wallqvist A, Monks A, Rabow AA, Thanki N, Shoemaker RH, Covell DG: Mining the NCI screening database: explorations of agents involved in cell cycle regulation. Prog Cell Cycle Res. 2003;5:173-9. [PubMed:14593711 ]
  2. Alang G, Kaur G, Kaur R, Singh A, Tiwari R: Synthesis, Characterization, and Biological Evaluation of certain 6-methyl-2(3H)-benzo-1, 3-thiazolyl-1'-ethylidene-2-(o, p- Substituted Acetophenones) Hydrazine Analogs. J Young Pharm. 2010 Oct;2(4):394-8. doi: 10.4103/0975-1483.71636. [PubMed:21264101 ]
  3. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .