Benzothiazole (YMDB01432)

Identification

YMDB ID

YMDB01432

Name

Benzothiazole

Species

Saccharomyces cerevisiae

Strain

Brewer's yeast

Description

Benzothiazole, also known as benzosulfonazole or BT, 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). Based on a literature review a significant number of articles have been published on Benzothiazole.

Structure

MOL SDF PDB SMILES InChI

Synonyms

1-Thia-3-azaindene
1,3-Benzothiazole
2-Methylthiobenzothiazole
Benzosulfonazole
Benzothiazol
BENZOTHIAZOLE
BT
Benzosulphonazole
BOT
Vangard BT

CAS number

95-16-9

Weight

Average: 135.186
Monoisotopic: 135.014269855

InChI Key

IOJUPLGTWVMSFF-UHFFFAOYSA-N

InChI

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

IUPAC Name

1,3-benzothiazole

Traditional IUPAC Name

benzothiazole

Chemical Formula

C₇H₅NS

SMILES

S1C=NC2=CC=CC=C12

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).

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Benzothiazoles

Sub Class

Not Available

Direct Parent

Benzothiazoles

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 Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzothiazoles (CHEBI:45993 )

Physical Properties

State

Liquid

Charge

Melting point

2 °C

Experimental Properties

Property	Value	Reference
Water Solubility	4.3 mg/mL at 25 oC [CHEMICALS INSPECTION AND TESTING INSTITU (1992)]	PhysProp
LogP	2.01 [HANSCH,C ET AL. (1995)]	PhysProp

Predicted Properties

Property	Value	Source
Water Solubility	0.76 g/L	ALOGPS
logP	2.13	ALOGPS
logP	2.11	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Basic)	2.28	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.89 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	37.13 m³·mol⁻¹	ChemAxon
Polarizability	13.61 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations

Not Available

Organoleptic Properties

Flavour/Odour	Source
Coffee	FDB010915
Cooked	FDB010915
Gasoline	FDB010915
Meat	FDB010915
Nutty	FDB010915
Rubber	FDB010915
Rubbery	FDB010915
Sulfury	FDB010915
Vegetable	FDB010915

SMPDB Pathways

Not Available

KEGG Pathways

Not Available

SMPDB Reactions

Not Available

KEGG Reactions

Not Available

Concentrations

Intracellular Concentrations

Not Available

Extracellular Concentrations

Not Available

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-000i-6900000000-101b2ad37661f6438179	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-000i-2900000000-ac6acb266d8c21f1c542	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-000i-2900000000-295f818bb85918e8d003	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-000i-6900000000-101b2ad37661f6438179	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-000i-2900000000-ac6acb266d8c21f1c542	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-000i-2900000000-295f818bb85918e8d003	JSpectraViewer \| MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-1900000000-a8bc1b842f666f6a9ede	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	JSpectraViewer
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-000i-0900000000-2d90876b51324689d2a1	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0900000000-23187027d5c1a229f442	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0900000000-cdfc15b55d3e2a90e644	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0900000000-cdfc15b55d3e2a90e644	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0900000000-23e0e49d7d7a2ac95443	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0900000000-e6818e8bda3c62c04253	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0900000000-df0660c0ba3ed7847630	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0900000000-23187027d5c1a229f442	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0900000000-cdfc15b55d3e2a90e644	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0900000000-cdfc15b55d3e2a90e644	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0900000000-4b35b950d90ba8676be9	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0900000000-f93a8a628d80521ad5b8	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0900000000-f971eedbdb355ab4b11c	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0900000000-ce77248d1c86827d67a3	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0900000000-eb6332ab9322a7dd166d	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-ITFT , positive	splash10-000i-0900000000-76a6050548e54cc4c4b6	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QFT , positive	splash10-000i-0900000000-69af903dce2e39b4ebfd	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - 60V, Positive	splash10-000i-0900000000-4b35b950d90ba8676be9	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-000i-0900000000-42b31ed69fb467cd1008	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-000i-0900000000-de9b24f6b90bf48f32f1	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-000i-0900000000-76a6050548e54cc4c4b6	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - 80V, Positive	splash10-000i-0900000000-5799f764bf4d5e6fbec0	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - 55V, Positive	splash10-000i-0900000000-cb83514051e65bac1938	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - 75V, Positive	splash10-000i-0900000000-0e074e49297aca36c436	JSpectraViewer \| MoNA
LC-MS/MS	LC-MS/MS Spectrum - 90V, Positive	splash10-000i-0900000000-adfe9933f56088e570ac	JSpectraViewer \| MoNA
MS	Mass Spectrum (Electron Ionization)	splash10-000i-7900000000-b40f6615eb822769c665	JSpectraViewer \| MoNA
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer

References

References:

Mahadevan, K., Farmer, L. (2006). "Key odor impact compounds in three yeast extract pastes." J Agric Food Chem 54:7242-7250.16968089

Synthesis Reference:

Not Available

External Links:

Resource	Link
CHEBI ID	45993
HMDB ID	HMDB0032930
Pubchem Compound ID	46937165
Kegg ID	C10910
ChemSpider ID	6952
FOODB ID	FDB010915
Wikipedia	benzothiazole
BioCyc ID	Not Available

Structure for #<Compound:0xa6728818>