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Record Information

Version

5.0

Status

Detected but not Quantified

Creation Date

2012-09-11 18:17:49 UTC

Update Date

2023-02-21 17:23:25 UTC

HMDB ID

HMDB0033561

Secondary Accession Numbers

HMDB33561

Metabolite Identification

Common Name

2-Acetyl-4,5-dihydrothiazole

Description

2-Acetyl-4,5-dihydrothiazole belongs to the class of organic compounds known as thiazolines. These are heterocyclic compounds containing a five-member unsaturated aliphatic ring with one nitrogen atom, one sulfur atom, three carbon atoms. 2-Acetyl-4,5-dihydrothiazole is a bread, chip, and corn tasting compound. 2-Acetyl-4,5-dihydrothiazole has been detected, but not quantified in, alcoholic beverages and corns (Zea mays). This could make 2-acetyl-4,5-dihydrothiazole a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2-Acetyl-4,5-dihydrothiazole.

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-(4,5-dihydro-1,3-Thiazol-2-yl)ethanone	HMDB
1-(4,5-dihydro-2-Thiazolyl)-ethanone	HMDB
1-(4,5-dihydro-2-Thiazolyl)ethanone, 9ci	HMDB
2-Acetyl-2-thiazoline	HMDB
2-Acetylthiazoline	HMDB
2-Thiazoline, 2-acetyl	HMDB
Acetylthiazoline	HMDB
FEMA 3817	HMDB
Methyl 2-thiazolin-2-yl ketone, 8ci	HMDB

Chemical Formula

C₅H₇NOS

Average Molecular Weight

129.18

Monoisotopic Molecular Weight

129.024834541

IUPAC Name

1-(4,5-dihydro-1,3-thiazol-2-yl)ethan-1-one

Traditional Name

1-(4,5-dihydro-1,3-thiazol-2-yl)ethanone

CAS Registry Number

29926-41-8

SMILES

CC(=O)C1=NCCS1

InChI Identifier

InChI=1S/C5H7NOS/c1-4(7)5-6-2-3-8-5/h2-3H2,1H3

InChI Key

FZOZFDAMVVEZSJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as thiazolines. These are heterocyclic compounds containing a five-member unsaturated aliphatic ring with one nitrogen atom, one sulfur atom, three carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azolines

Sub Class

Thiazolines

Direct Parent

Thiazolines

Alternative Parents

Substituents

Meta-thiazoline
Ketone
Azacycle
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Feces (PMID: 17314143)

Cellular substructure

Extracellular (HMDB: HMDB0033561)
Cytoplasm (HMDB: HMDB0033561)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0033561)

Source

Exogenous

Exogenous (HMDB: HMDB0033561)

Food

Food (HMDB: HMDB0033561)

Cereal and cereal product

Cereal

Corn (FooDB: FOOD00205)

Beverage

Alcoholic beverage

Alcoholic beverages (FooDB: FOOD00854)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0033561)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	25 - 26 °C	Not Available
Boiling Point	222.00 to 223.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	11270 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	-0.890	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	5.15 g/L	ALOGPS
logP	0.53	ALOGPS
logP	1	ChemAxon
logS	-1.4	ALOGPS
pKa (Strongest Acidic)	18.38	ChemAxon
pKa (Strongest Basic)	2.37	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.43 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	34.24 m³·mol⁻¹	ChemAxon
Polarizability	12.88 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]+	126.779	31661259
DarkChem	[M-H]-	120.102	31661259
DeepCCS	[M+H]+	131.473	30932474
DeepCCS	[M-H]-	129.211	30932474
DeepCCS	[M-2H]-	164.896	30932474
DeepCCS	[M+Na]+	139.679	30932474
AllCCS	[M+H]+	124.8	32859911
AllCCS	[M+H-H2O]+	120.1	32859911
AllCCS	[M+NH4]+	129.1	32859911
AllCCS	[M+Na]+	130.3	32859911
AllCCS	[M-H]-	126.3	32859911
AllCCS	[M+Na-2H]-	129.0	32859911
AllCCS	[M+HCOO]-	131.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Acetyl-4,5-dihydrothiazole	CC(=O)C1=NCCS1	1760.8	Standard polar	33892256
2-Acetyl-4,5-dihydrothiazole	CC(=O)C1=NCCS1	1009.8	Standard non polar	33892256
2-Acetyl-4,5-dihydrothiazole	CC(=O)C1=NCCS1	1088.7	Semi standard non polar	33892256

Derivatized

Derivative Name / Structure	SMILES	Kovats RI Value	Column Type	Reference
2-Acetyl-4,5-dihydrothiazole,1TMS,isomer #1	C=C(O[Si](C)(C)C)C1=NCCS1	1419.7	Semi standard non polar	33892256
2-Acetyl-4,5-dihydrothiazole,1TMS,isomer #1	C=C(O[Si](C)(C)C)C1=NCCS1	1439.8	Standard non polar	33892256
2-Acetyl-4,5-dihydrothiazole,1TBDMS,isomer #1	C=C(O[Si](C)(C)C(C)(C)C)C1=NCCS1	1622.5	Semi standard non polar	33892256
2-Acetyl-4,5-dihydrothiazole,1TBDMS,isomer #1	C=C(O[Si](C)(C)C(C)(C)C)C1=NCCS1	1681.7	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-Acetyl-4,5-dihydrothiazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0006-9000000000-41b8c24ad55e6d4a0726	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Acetyl-4,5-dihydrothiazole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Acetyl-4,5-dihydrothiazole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-4,5-dihydrothiazole 10V, Positive-QTOF	splash10-001i-0900000000-6a7fc95ebd43e6f8e45f	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-4,5-dihydrothiazole 20V, Positive-QTOF	splash10-001i-3900000000-ccd194aa1d8e9a43b377	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-4,5-dihydrothiazole 40V, Positive-QTOF	splash10-0006-9000000000-cbcf099e196f86821fb5	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-4,5-dihydrothiazole 10V, Negative-QTOF	splash10-0fb9-3900000000-5f9aa5b87d6493bd201f	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-4,5-dihydrothiazole 20V, Negative-QTOF	splash10-002r-9300000000-5e2d035bdeecf5d991e8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-4,5-dihydrothiazole 40V, Negative-QTOF	splash10-052r-9000000000-9263fff1d71a3bd7f5b8	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-4,5-dihydrothiazole 10V, Negative-QTOF	splash10-0550-9300000000-ba67bf64b24d2cc557c9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-4,5-dihydrothiazole 20V, Negative-QTOF	splash10-001i-9000000000-cf90cabe31b090d8660f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-4,5-dihydrothiazole 40V, Negative-QTOF	splash10-0a59-9200000000-818a15a5d8f864bf32ce	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-4,5-dihydrothiazole 10V, Positive-QTOF	splash10-001i-0900000000-0d28d9db8ec54bdd9fdc	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-4,5-dihydrothiazole 20V, Positive-QTOF	splash10-001l-9400000000-d6bcc242cd2eef90dead	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Acetyl-4,5-dihydrothiazole 40V, Positive-QTOF	splash10-0r03-9000000000-76397b77d3ceed6cbb2d	2021-09-24	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

Feces

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Biospecimen	Status	Value	Age	Sex	Condition	Reference	Details
Feces	Detected but not Quantified	Not Quantified	Adult (>18 years old)	Both	Normal	17314143	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

FDB011630

KNApSAcK ID

Not Available

Chemspider ID

147905

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

169110

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1038521

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-Acetyl-4,5-dihydrothiazole (HMDB0033561)

MOL for HMDB0033561 (2-Acetyl-4,5-dihydrothiazole)

3D MOL for HMDB0033561 (2-Acetyl-4,5-dihydrothiazole)

3D SDF for HMDB0033561 (2-Acetyl-4,5-dihydrothiazole)

3D-SDF for HMDB0033561 (2-Acetyl-4,5-dihydrothiazole)

PDB for HMDB0033561 (2-Acetyl-4,5-dihydrothiazole)

3D PDB for HMDB0033561 (2-Acetyl-4,5-dihydrothiazole)

SMILES for HMDB0033561 (2-Acetyl-4,5-dihydrothiazole)

INCHI for HMDB0033561 (2-Acetyl-4,5-dihydrothiazole)

Structure for HMDB0033561 (2-Acetyl-4,5-dihydrothiazole)

3D Structure for HMDB0033561 (2-Acetyl-4,5-dihydrothiazole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

Derivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra