You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.

Jump To Section:

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

Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:36:46 UTC

Update Date

2023-02-21 17:27:36 UTC

HMDB ID

HMDB0040070

Secondary Accession Numbers

HMDB40070

Metabolite Identification

Common Name

5-Ethyl-2,4-dimethylthiazole

Description

5-Ethyl-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-Ethyl-2,4-dimethylthiazole is an earthy, meaty, and nutty tasting compound. 5-Ethyl-2,4-dimethylthiazole has been detected, but not quantified in, several different foods, such as robusta coffees (Coffea canephora), mushrooms, arabica coffees (Coffea arabica), oyster mushrooms (Pleurotus ostreatus), and nuts. This could make 5-ethyl-2,4-dimethylthiazole a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 5-Ethyl-2,4-dimethylthiazole.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,4-Dimethyl-5-ethylthiazole	HMDB
5-Ethyl-2,4-dimethyl-1,3-thiazole	HMDB
5-Ethyl-2,4-dimethyl-thiazole	HMDB

Chemical Formula

C₇H₁₁NS

Average Molecular Weight

141.234

Monoisotopic Molecular Weight

141.061220047

IUPAC Name

5-ethyl-2,4-dimethyl-1,3-thiazole

Traditional Name

5-ethyl-2,4-dimethyl-1,3-thiazole

CAS Registry Number

38205-61-7

SMILES

CCC1=C(C)N=C(C)S1

InChI Identifier

InChI=1S/C7H11NS/c1-4-7-5(2)8-6(3)9-7/h4H2,1-3H3

InChI Key

DALUCNUGMDNXET-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

2,4,5-trisubstituted 1,3-thiazole
Heteroaromatic compound
Azacycle
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Membrane (HMDB: HMDB0040070)
Cell membrane (HMDB: HMDB0040070)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040070)

Source

Exogenous

Food

Food (HMDB: HMDB0040070)

Vegetable

Mushroom

Coffee and coffee product

Coffee

Arabica coffee (FooDB: FOOD00059)
Robusta coffee (FooDB: FOOD00060)

Coffee and coffee products (FooDB: FOOD00861)

Nut

Nuts (FooDB: FOOD00869)

Endogenous

Plant

Plant (HMDB: HMDB0040070)
Coffea (HMDB: HMDB0040070)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040070)

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0040070)

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
Water Solubility	0.6 g/L	ALOGPS
logP	2.81	ALOGPS
logP	1.98	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Basic)	3.9	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	1	ChemAxon
Refractivity	39.88 m³·mol⁻¹	ChemAxon
Polarizability	16.21 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]+	129.442	31661259
DarkChem	[M-H]-	127.044	31661259
DeepCCS	[M+H]+	137.207	30932474
DeepCCS	[M-H]-	134.693	30932474
DeepCCS	[M-2H]-	171.021	30932474
DeepCCS	[M+Na]+	146.147	30932474
AllCCS	[M+H]+	127.6	32859911
AllCCS	[M+H-H2O]+	123.1	32859911
AllCCS	[M+NH4]+	131.8	32859911
AllCCS	[M+Na]+	133.0	32859911
AllCCS	[M-H]-	132.5	32859911
AllCCS	[M+Na-2H]-	134.7	32859911
AllCCS	[M+HCOO]-	137.3	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
5-Ethyl-2,4-dimethylthiazole	CCC1=C(C)N=C(C)S1	1393.4	Standard polar	33892256
5-Ethyl-2,4-dimethylthiazole	CCC1=C(C)N=C(C)S1	1048.0	Standard non polar	33892256
5-Ethyl-2,4-dimethylthiazole	CCC1=C(C)N=C(C)S1	1071.6	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 - 5-Ethyl-2,4-dimethylthiazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-3900000000-f390cddc77a44ee60123	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 5-Ethyl-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-Ethyl-2,4-dimethylthiazole 10V, Positive-QTOF	splash10-0006-0900000000-98d982428a7d032b964d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Ethyl-2,4-dimethylthiazole 20V, Positive-QTOF	splash10-0006-0900000000-d140f1187148e242368c	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Ethyl-2,4-dimethylthiazole 40V, Positive-QTOF	splash10-014i-9300000000-59113a3803b96c8d9291	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Ethyl-2,4-dimethylthiazole 10V, Negative-QTOF	splash10-0006-6900000000-650799367766c808e87a	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Ethyl-2,4-dimethylthiazole 20V, Negative-QTOF	splash10-0006-2900000000-3db3904fdf21a5329b84	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Ethyl-2,4-dimethylthiazole 40V, Negative-QTOF	splash10-0a4i-9000000000-26c0304d61ba273917a6	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Ethyl-2,4-dimethylthiazole 10V, Positive-QTOF	splash10-0006-0900000000-dd36905950d7029ef136	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Ethyl-2,4-dimethylthiazole 20V, Positive-QTOF	splash10-0006-1900000000-83118e8152d960ea7d0c	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Ethyl-2,4-dimethylthiazole 40V, Positive-QTOF	splash10-00di-9100000000-4a6841781a321b344ef3	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Ethyl-2,4-dimethylthiazole 10V, Negative-QTOF	splash10-0006-5900000000-16cbad8febd88db5f88c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Ethyl-2,4-dimethylthiazole 20V, Negative-QTOF	splash10-052f-9300000000-9833298a414dc587323c	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 5-Ethyl-2,4-dimethylthiazole 40V, Negative-QTOF	splash10-0abd-9000000000-6a6d8eb0983f9ebcf029	2021-09-23	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

Membrane

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

FDB019757

KNApSAcK ID

Not Available

Chemspider ID

142515

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

162293

PDB ID

Not Available

ChEBI ID

Not Available

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

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

Showing metabocard for 5-Ethyl-2,4-dimethylthiazole (HMDB0040070)

MOL for HMDB0040070 (5-Ethyl-2,4-dimethylthiazole)

3D MOL for HMDB0040070 (5-Ethyl-2,4-dimethylthiazole)

3D SDF for HMDB0040070 (5-Ethyl-2,4-dimethylthiazole)

3D-SDF for HMDB0040070 (5-Ethyl-2,4-dimethylthiazole)

PDB for HMDB0040070 (5-Ethyl-2,4-dimethylthiazole)

3D PDB for HMDB0040070 (5-Ethyl-2,4-dimethylthiazole)

SMILES for HMDB0040070 (5-Ethyl-2,4-dimethylthiazole)

INCHI for HMDB0040070 (5-Ethyl-2,4-dimethylthiazole)

Structure for HMDB0040070 (5-Ethyl-2,4-dimethylthiazole)

3D Structure for HMDB0040070 (5-Ethyl-2,4-dimethylthiazole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra