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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2021-09-11 03:30:51 UTC

Update Date

2021-09-26 22:59:38 UTC

HMDB ID

HMDB0249030

Secondary Accession Numbers

None

Metabolite Identification

Common Name

2(3H)-Benzothiazolone

Description

2-hydroxybenzothiazole, also known as 2(3H)-benzothiazolone or HBT, 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). 2-hydroxybenzothiazole is an extremely weak basic (essentially neutral) compound (based on its pKa). Benzothiazole substituted with a hydroxy group at the 2-position. This compound has been identified in human blood as reported by (PMID: 31557052 ). 2(3h)-benzothiazolone is not a naturally occurring metabolite and is only found in those individuals exposed to this compound or its derivatives. Technically 2(3H)-Benzothiazolone 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

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
(2-Mercatophenyl)carbamothioic acid gamma-lactone	ChEBI
2(3H)-Benzothiazolone	ChEBI
2-Benzothiazolol	ChEBI
2-Benzothiazolone	ChEBI
2-Hydroxy-1,3-benzothiazole	ChEBI
3H-Benzothiazol-2-one	ChEBI
HBT	ChEBI
HOBT	ChEBI
(2-Mercatophenyl)carbamothioate g-lactone	Generator
(2-Mercatophenyl)carbamothioate gamma-lactone	Generator
(2-Mercatophenyl)carbamothioate γ-lactone	Generator
(2-Mercatophenyl)carbamothioic acid g-lactone	Generator
(2-Mercatophenyl)carbamothioic acid γ-lactone	Generator

Chemical Formula

C₇H₅NOS

Average Molecular Weight

151.18

Monoisotopic Molecular Weight

151.009184959

IUPAC Name

1,3-benzothiazol-2-ol

Traditional Name

2-benzothiazolone

CAS Registry Number

Not Available

SMILES

OC1=NC2=CC=CC=C2S1

InChI Identifier

InChI=1S/C7H5NOS/c9-7-8-5-3-1-2-4-6(5)10-7/h1-4H,(H,8,9)

InChI Key

YEDUAINPPJYDJZ-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).

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
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

benzothiazole (CHEBI:115196 )

Ontology

Physiological effect

Not Available

Disposition

Biological location

Non-excretory biofluid

Biofluid or Excreta

Blood (PMID: 31557052)

Process

Not Available

Role

Not Available

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
logP	2.12	ALOGPS
logP	2.49	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	8.44	ChemAxon
pKa (Strongest Basic)	0.027	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	33.12 Å²	ChemAxon
Rotatable Bond Count	0	ChemAxon
Refractivity	38.58 m³·mol⁻¹	ChemAxon
Polarizability	14.67 Å³	ChemAxon
Number of Rings	2	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DeepCCS	[M+H]+	124.841	30932474
DeepCCS	[M-H]-	122.084	30932474
DeepCCS	[M-2H]-	158.679	30932474
DeepCCS	[M+Na]+	133.563	30932474
AllCCS	[M+H]+	132.3	32859911
AllCCS	[M+H-H2O]+	127.8	32859911
AllCCS	[M+NH4]+	136.5	32859911
AllCCS	[M+Na]+	137.7	32859911
AllCCS	[M-H]-	124.2	32859911
AllCCS	[M+Na-2H]-	125.5	32859911
AllCCS	[M+HCOO]-	127.0	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2(3H)-Benzothiazolone	OC1=NC2=CC=CC=C2S1	2325.4	Standard polar	33892256
2(3H)-Benzothiazolone	OC1=NC2=CC=CC=C2S1	1618.3	Standard non polar	33892256
2(3H)-Benzothiazolone	OC1=NC2=CC=CC=C2S1	1456.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - 2(3H)-Benzothiazolone GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uk9-1900000000-ab1f6c8df999bd3a475f	2021-09-24	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2(3H)-Benzothiazolone GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2(3H)-Benzothiazolone GC-MS (TMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2(3H)-Benzothiazolone GC-MS (TBDMS_1_1) - 70eV, Positive	Not Available	2021-11-03	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2(3H)-Benzothiazolone 30V, Positive-QTOF	splash10-0udi-0900000000-40df4c961ee18ddfa198	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2(3H)-Benzothiazolone 45V, Positive-QTOF	splash10-0udi-0900000000-dd059caf718018472713	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2(3H)-Benzothiazolone 90V, Negative-QTOF	splash10-0udi-0900000000-d1dbfe494bd3a56d5053	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2(3H)-Benzothiazolone 30V, Negative-QTOF	splash10-0udi-0900000000-1a3ee451e89e5f7a4879	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2(3H)-Benzothiazolone 120V, Negative-QTOF	splash10-0zfr-3900000000-ff0157d7d736a331fd25	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2(3H)-Benzothiazolone 75V, Negative-QTOF	splash10-0udi-0900000000-77b6f3257d13c8c81afc	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2(3H)-Benzothiazolone 75V, Positive-QTOF	splash10-0uk9-4900000000-dff148ef23a459ec1802	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2(3H)-Benzothiazolone 60V, Positive-QTOF	splash10-0udi-1900000000-7121fbcdf820d2069c9c	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2(3H)-Benzothiazolone 60V, Negative-QTOF	splash10-0udi-0900000000-5b57246e7170c2799b32	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2(3H)-Benzothiazolone 35V, Positive-QTOF	splash10-0udi-0900000000-3f3b9823b1dc349ad58f	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2(3H)-Benzothiazolone 90V, Positive-QTOF	splash10-0giu-8900000000-5d9676da481649d340dd	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2(3H)-Benzothiazolone 150V, Negative-QTOF	splash10-0a4i-9300000000-01185dc3c0aebd82e801	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2(3H)-Benzothiazolone 180V, Negative-QTOF	splash10-0a4i-9000000000-8bc303161ceed3b6b6ad	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2(3H)-Benzothiazolone 120V, Positive-QTOF	splash10-015c-9200000000-0573d4f9347284713677	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2(3H)-Benzothiazolone 180V, Positive-QTOF	splash10-02u0-9000000000-eece9aa09fcdc086a921	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2(3H)-Benzothiazolone 150V, Positive-QTOF	splash10-02u3-9000000000-19e41b0da5d37b013256	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2(3H)-Benzothiazolone 40V, Positive-QTOF	splash10-00yi-0900000000-7addc47a3eb7ca68c1f9	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2(3H)-Benzothiazolone 30V, Positive-QTOF	splash10-0g4i-0900000000-3fc9a12e3cfa0b74942b	2021-09-20	HMDB team, MONA	View Spectrum
Experimental LC-MS/MS	LC-MS/MS Spectrum - 2(3H)-Benzothiazolone 10V, Positive-QTOF	splash10-0udi-0900000000-34712bc09ff3b56acce3	2021-09-20	HMDB team, MONA	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2(3H)-Benzothiazolone 10V, Positive-QTOF	splash10-0udi-0900000000-ea5f4a5e6b394118f486	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2(3H)-Benzothiazolone 20V, Positive-QTOF	splash10-0udi-0900000000-8fae427a126cd10210df	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2(3H)-Benzothiazolone 40V, Positive-QTOF	splash10-0a4i-2900000000-775adacda40f0a74aefa	2016-08-02	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2(3H)-Benzothiazolone 10V, Negative-QTOF	splash10-0udi-0900000000-4f34d39d502ff38a4242	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2(3H)-Benzothiazolone 20V, Negative-QTOF	splash10-0udi-1900000000-d7d2279005226377b0f7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2(3H)-Benzothiazolone 40V, Negative-QTOF	splash10-0f6x-9600000000-d1c8e6e2a3560bd77591	2016-08-03	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-10-13	Wishart Lab	View Spectrum

Biological Properties

Cellular Locations

Not Available

Biospecimen Locations

Blood

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Blood	Detected but not Quantified	Not Quantified	Not Specified	Not Specified	Normal	31557052	details

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

13625

PDB ID

Not Available

ChEBI ID

115196

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

Not Available

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

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 ]

Showing metabocard for 2(3H)-Benzothiazolone (HMDB0249030)

MOL for HMDB0249030 (2(3H)-Benzothiazolone)

3D MOL for HMDB0249030 (2(3H)-Benzothiazolone)

3D SDF for HMDB0249030 (2(3H)-Benzothiazolone)

3D-SDF for HMDB0249030 (2(3H)-Benzothiazolone)

PDB for HMDB0249030 (2(3H)-Benzothiazolone)

3D PDB for HMDB0249030 (2(3H)-Benzothiazolone)

SMILES for HMDB0249030 (2(3H)-Benzothiazolone)

INCHI for HMDB0249030 (2(3H)-Benzothiazolone)

Structure for HMDB0249030 (2(3H)-Benzothiazolone)

3D Structure for HMDB0249030 (2(3H)-Benzothiazolone)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra