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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 03:10:30 UTC

Update Date

2023-02-21 17:28:44 UTC

HMDB ID

HMDB0041484

Secondary Accession Numbers

HMDB41484

Metabolite Identification

Common Name

5-Acetyl-2,4-dimethylthiazole

Description

5-Acetyl-2,4-dimethylthiazole belongs to the class of organic compounds known as 2,4,5-trisubstituted thiazoles. 2,4,5-trisubstituted thiazoles are compounds containing a thiazole ring substituted at positions 2, 4 and 5 only. 5-Acetyl-2,4-dimethylthiazole is a boiled meat, meaty, and nutty tasting compound. Based on a literature review very few articles have been published on 5-Acetyl-2,4-dimethylthiazole.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
1-(2,4-Dimethyl-1,3-thiazol-5-yl)ethanone	HMDB
1-(2,4-Dimethyl-5-thiazolyl)-ethanone	HMDB
1-(2,4-Dimethyl-5-thiazolyl)ethanone	HMDB
1-(2,4-Dimethyl-5-thiazolyl)ethanone, 9ci	HMDB
1-(2,4-Dimethylthiazol-5-yl)ethan-1-one	HMDB
2,4-Dimethyl-5-acetylthiazole	HMDB
2,4-Dimethyl-5-thiazolyl methyl ketone	HMDB
2,4-Dimethyl-5-thiazoyl methyl ketone	HMDB
5-Acetyl-2,4-dimethyltriazole	HMDB
FEMA 3267	HMDB
Ketone, 2,4-dimethyl-5-thiazolyl methyl	HMDB
Thiazole, 5-acetyl-2,4-dimethyl	HMDB

Chemical Formula

C₇H₉NOS

Average Molecular Weight

155.217

Monoisotopic Molecular Weight

155.040484605

IUPAC Name

1-(dimethyl-1,3-thiazol-5-yl)ethan-1-one

Traditional Name

1-(dimethyl-1,3-thiazol-5-yl)ethanone

CAS Registry Number

38205-60-6

SMILES

CC(=O)C1=C(C)N=C(C)S1

InChI Identifier

InChI=1S/C7H9NOS/c1-4-7(5(2)9)10-6(3)8-4/h1-3H3

InChI Key

BLQOKWQUTLNKON-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as 2,4,5-trisubstituted thiazoles. 2,4,5-Trisubstituted thiazoles are compounds containing a thiazole ring substituted at positions 2, 4 and 5 only.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Thiazoles

Direct Parent

2,4,5-trisubstituted thiazoles

Alternative Parents

Substituents

Aryl alkyl ketone
Aryl ketone
2,4,5-trisubstituted 1,3-thiazole
Heteroaromatic compound
Ketone
Azacycle
Organic nitrogen compound
Organic oxygen compound
Organopnictogen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Extracellular (HMDB: HMDB0041484)
Cytoplasm (HMDB: HMDB0041484)

Source

Exogenous

Exogenous (HMDB: HMDB0041484)

Food

Food (HMDB: HMDB0041484)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0041484)

Biological role

Nutrient (HMDB: HMDB0041484)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	228.00 to 230.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	0	The Good Scents Company Information System
LogP	1.008 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	1.1 g/L	ALOGPS
logP	1.57	ALOGPS
logP	0.58	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Acidic)	14.88	ChemAxon
pKa (Strongest Basic)	1.94	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	40.49 m³·mol⁻¹	ChemAxon
Polarizability	16.37 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]+	133.421	31661259
DarkChem	[M-H]-	130.742	31661259
DeepCCS	[M+H]+	138.445	30932474
DeepCCS	[M-H]-	135.918	30932474
DeepCCS	[M-2H]-	171.566	30932474
DeepCCS	[M+Na]+	146.641	30932474
AllCCS	[M+H]+	130.4	32859911
AllCCS	[M+H-H2O]+	126.0	32859911
AllCCS	[M+NH4]+	134.4	32859911
AllCCS	[M+Na]+	135.6	32859911
AllCCS	[M-H]-	132.3	32859911
AllCCS	[M+Na-2H]-	134.1	32859911
AllCCS	[M+HCOO]-	136.2	32859911

Predicted Retention Times

Underivatized

Chromatographic Method	Retention Time	Reference
Measured using a Waters Acquity ultraperformance liquid chromatography (UPLC) ethylene-bridged hybrid (BEH) C18 column (100 mm × 2.1 mm; 1.7 μmparticle diameter). Predicted by Afia on May 17, 2022.	3.52 minutes	32390414
Predicted by Siyang on May 30, 2022	9.831 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.49 minutes	32390414
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	872.4 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	337.2 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	107.9 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	197.7 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	48.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	265.1 seconds	40023050
BfG_NTS_RP1 =Agilent Zorbax Eclipse Plus C18 (2.1 mm x 150 mm, 3.5 um) with Water:ACN and 0.1% Formic Acid	251.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	113.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	739.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	201.0 seconds	40023050
UFZ_Phenomenex = Kinetex Core-Shell C18 2.6 um, 3.0 x 100 mm, Phenomenex with Water:MeOH and 0.1% Formic Acid	909.4 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	258.3 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	204.3 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	408.0 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	344.8 seconds	40023050
Meister zic-pHILIC pH9.3 = Merck SeQuant ZIC-pHILIC column with ACN:Water 5mM NH4Ac pH9.3 and 5mM ammonium acetate in water	274.2 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Acetyl-2,4-dimethylthiazole	CC(=O)C1=C(C)N=C(C)S1	1849.2	Standard polar	33892256
5-Acetyl-2,4-dimethylthiazole	CC(=O)C1=C(C)N=C(C)S1	1204.7	Standard non polar	33892256
5-Acetyl-2,4-dimethylthiazole	CC(=O)C1=C(C)N=C(C)S1	1179.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Experimental GC-MS	GC-MS Spectrum - 5-Acetyl-2,4-dimethylthiazole EI-B (Non-derivatized)	splash10-0006-8900000000-b5081d4c33feb5749a6e	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 5-Acetyl-2,4-dimethylthiazole EI-B (Non-derivatized)	splash10-0006-8900000000-b5081d4c33feb5749a6e	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Acetyl-2,4-dimethylthiazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-08fu-6900000000-7446bb364608a5a41b2d	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Acetyl-2,4-dimethylthiazole 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 - 5-Acetyl-2,4-dimethylthiazole 10V, Positive-QTOF	splash10-0a4r-0900000000-ec5707a16e4511841424	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetyl-2,4-dimethylthiazole 20V, Positive-QTOF	splash10-0a4i-0900000000-43f9721bf782523cf986	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetyl-2,4-dimethylthiazole 40V, Positive-QTOF	splash10-00kr-6900000000-1e67714000444db6d827	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetyl-2,4-dimethylthiazole 10V, Negative-QTOF	splash10-0udi-0900000000-00bd0ffce00b7b3e8e65	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetyl-2,4-dimethylthiazole 20V, Negative-QTOF	splash10-03di-0900000000-437cb2efc4e93a994c1b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetyl-2,4-dimethylthiazole 40V, Negative-QTOF	splash10-03dl-9400000000-95f049187db571181d05	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetyl-2,4-dimethylthiazole 10V, Positive-QTOF	splash10-0a4i-0900000000-e187059cc071e9e4229c	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetyl-2,4-dimethylthiazole 20V, Positive-QTOF	splash10-0a4l-9800000000-8333fbc21f9e6d60a300	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetyl-2,4-dimethylthiazole 40V, Positive-QTOF	splash10-006x-9100000000-6d9549978c039209807b	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetyl-2,4-dimethylthiazole 10V, Negative-QTOF	splash10-03di-0900000000-ed1ef2ec5c8c2dcf3778	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetyl-2,4-dimethylthiazole 20V, Negative-QTOF	splash10-0ik9-5900000000-c8ca822b600ce6908fa9	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Acetyl-2,4-dimethylthiazole 40V, Negative-QTOF	splash10-022c-9400000000-89d52c6a2eac34c50011	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

FDB021449

KNApSAcK ID

Not Available

Chemspider ID

454346

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

520888

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1019801

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 5-Acetyl-2,4-dimethylthiazole (HMDB0041484)

MOL for HMDB0041484 (5-Acetyl-2,4-dimethylthiazole)

3D MOL for HMDB0041484 (5-Acetyl-2,4-dimethylthiazole)

3D SDF for HMDB0041484 (5-Acetyl-2,4-dimethylthiazole)

3D-SDF for HMDB0041484 (5-Acetyl-2,4-dimethylthiazole)

PDB for HMDB0041484 (5-Acetyl-2,4-dimethylthiazole)

3D PDB for HMDB0041484 (5-Acetyl-2,4-dimethylthiazole)

SMILES for HMDB0041484 (5-Acetyl-2,4-dimethylthiazole)

INCHI for HMDB0041484 (5-Acetyl-2,4-dimethylthiazole)

Structure for HMDB0041484 (5-Acetyl-2,4-dimethylthiazole)

3D Structure for HMDB0041484 (5-Acetyl-2,4-dimethylthiazole)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra