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Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 17:52:59 UTC

Update Date

2023-02-21 17:22:52 UTC

HMDB ID

HMDB0032964

Secondary Accession Numbers

HMDB32964

Metabolite Identification

Common Name

2-Acetylthiazole

Description

2-Acetylthiazole belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group. 2-Acetylthiazole is a chocolate, hazelnut, and nut tasting compound. 2-Acetylthiazole has been detected, but not quantified in, several different foods, such as alcoholic beverages, kohlrabis (Brassica oleracea var. gongylodes), brassicas, corns (Zea mays), and oyster mushrooms (Pleurotus ostreatus). This could make 2-acetylthiazole a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2-Acetylthiazole.

Structure

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

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
1-(1,3-Thiazol-2-yl)ethanone	HMDB
1-(2-Thiazolyl)-ethanone	HMDB
1-(2-Thiazolyl)ethanone, 9ci	HMDB
1-Thiazol-2-yl-ethanone	HMDB
2-Acetylthiazol	HMDB
3,3'-DICARBOXYDIPHENYLMETHANE	HMDB
FEMA 3328	HMDB
Ketone, methyl 2-thiazolyl	HMDB
Methyl 2-thiazolyl ketone, 8ci	HMDB
Thiazole, 2-acetyl	HMDB

Chemical Formula

C₅H₅NOS

Average Molecular Weight

127.164

Monoisotopic Molecular Weight

127.009184477

IUPAC Name

1-(1,3-thiazol-2-yl)ethan-1-one

Traditional Name

1-(1,3-thiazol-2-yl)ethanone

CAS Registry Number

24295-03-2

SMILES

CC(=O)C1=NC=CS1

InChI Identifier

InChI=1S/C5H5NOS/c1-4(7)5-6-2-3-8-5/h2-3H,1H3

InChI Key

MOMFXATYAINJML-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as aryl alkyl ketones. These are ketones have the generic structure RC(=O)R', where R = aryl group and R'=alkyl group.

Kingdom

Organic compounds

Super Class

Organic oxygen compounds

Class

Organooxygen compounds

Sub Class

Carbonyl compounds

Direct Parent

Aryl alkyl ketones

Alternative Parents

Substituents

Aryl alkyl ketone
Heteroaromatic compound
Thiazole
Azole
Azacycle
Organoheterocyclic compound
Organic nitrogen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0032964)
Cytoplasm (HMDB: HMDB0032964)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0032964)

Source

Exogenous

Food

Food (HMDB: HMDB0032964)

Beverage

Fermented beverage

Beer (FooDB: FOOD00268)

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Vegetable

Shoot vegetable

Asparagus (FooDB: FOOD00021)

Cabbage

Cauliflower (FooDB: FOOD00031)

Root vegetable

Kohlrabi (FooDB: FOOD00033)

Mushroom

Tuber

Potato (FooDB: FOOD00175)

Leaf vegetable

Rocket salad (ssp.) (FooDB: FOOD00077)
Green vegetables (FooDB: FOOD00872)

Brassica

Brassicas (FooDB: FOOD00857)

Cereal and cereal product

Cereal product

Breakfast cereal (FooDB: FOOD00270)

Cereal

Corn (FooDB: FOOD00205)

Cereals and cereal products (FooDB: FOOD00858)

Pulse

Pulses (FooDB: FOOD00867)

Not Available

Nutrient (HMDB: HMDB0032964)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	64.5 - 65.5 °C	Not Available
Boiling Point	89.00 to 91.00 °C. @ 12.00 mm Hg	The Good Scents Company Information System
Water Solubility	25080 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	0.737 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	2.86 g/L	ALOGPS
logP	0.51	ALOGPS
logP	0.57	ChemAxon
logS	-1.6	ALOGPS
pKa (Strongest Acidic)	13.81	ChemAxon
pKa (Strongest Basic)	0.62	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.96 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	31.15 m³·mol⁻¹	ChemAxon
Polarizability	12.15 Å³	ChemAxon
Number of Rings	1	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
DarkChem	[M+H]+	124.32	31661259
DarkChem	[M-H]-	118.606	31661259
DeepCCS	[M+H]+	128.48	30932474
DeepCCS	[M-H]-	126.385	30932474
DeepCCS	[M-2H]-	161.971	30932474
DeepCCS	[M+Na]+	136.421	30932474
AllCCS	[M+H]+	125.1	32859911
AllCCS	[M+H-H2O]+	120.4	32859911
AllCCS	[M+NH4]+	129.4	32859911
AllCCS	[M+Na]+	130.7	32859911
AllCCS	[M-H]-	123.6	32859911
AllCCS	[M+Na-2H]-	126.2	32859911
AllCCS	[M+HCOO]-	129.1	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Acetylthiazole	CC(=O)C1=NC=CS1	1636.7	Standard polar	33892256
2-Acetylthiazole	CC(=O)C1=NC=CS1	990.5	Standard non polar	33892256
2-Acetylthiazole	CC(=O)C1=NC=CS1	1023.3	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 2-Acetylthiazole EI-B (Non-derivatized)	splash10-0006-9200000000-09ede6c9882c955094b1	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2-Acetylthiazole EI-B (Non-derivatized)	splash10-0006-9200000000-09ede6c9882c955094b1	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Acetylthiazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-052f-9200000000-ba25debb3829a4d216c4	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Acetylthiazole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
MS	Mass Spectrum (Electron Ionization)	splash10-0006-9200000000-5c769374ac52d77b53d2	2015-03-01	Not Available	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetylthiazole 10V, Positive-QTOF	splash10-004i-0900000000-da0a06233dc42258e713	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetylthiazole 20V, Positive-QTOF	splash10-004i-1900000000-2772ba3933043dbb9c72	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetylthiazole 40V, Positive-QTOF	splash10-03di-7900000000-ad97050d31f859719893	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetylthiazole 10V, Negative-QTOF	splash10-004i-1900000000-5971991555803ce7a002	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetylthiazole 20V, Negative-QTOF	splash10-003r-9500000000-4b0b0b60c574b81d700c	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetylthiazole 40V, Negative-QTOF	splash10-0a4i-9000000000-18c11e5d89d39a483ecb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetylthiazole 10V, Negative-QTOF	splash10-001i-9000000000-b401b329d42edbb3be92	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetylthiazole 20V, Negative-QTOF	splash10-001i-9000000000-09fe4fbfe3aa580b4e23	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetylthiazole 40V, Negative-QTOF	splash10-0a4i-9000000000-0816c5fde9cf77d08a6d	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetylthiazole 10V, Positive-QTOF	splash10-004i-1900000000-c8445311096b0330a00a	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetylthiazole 20V, Positive-QTOF	splash10-002f-9300000000-aa7754f6d835e43fc414	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetylthiazole 40V, Positive-QTOF	splash10-0a4l-9000000000-142dac8850d0f8fc2388	2021-09-22	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

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

FDB010950

KNApSAcK ID

Not Available

Chemspider ID

453673

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

520108

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1025671

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for 2-Acetylthiazole (HMDB0032964)

MOL for HMDB0032964 (2-Acetylthiazole)

3D MOL for HMDB0032964 (2-Acetylthiazole)

3D SDF for HMDB0032964 (2-Acetylthiazole)

3D-SDF for HMDB0032964 (2-Acetylthiazole)

PDB for HMDB0032964 (2-Acetylthiazole)

3D PDB for HMDB0032964 (2-Acetylthiazole)

SMILES for HMDB0032964 (2-Acetylthiazole)

INCHI for HMDB0032964 (2-Acetylthiazole)

Structure for HMDB0032964 (2-Acetylthiazole)

3D Structure for HMDB0032964 (2-Acetylthiazole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra