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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:36:40 UTC

Update Date

2023-02-21 17:27:35 UTC

HMDB ID

HMDB0040068

Secondary Accession Numbers

HMDB40068

Metabolite Identification

Common Name

2-Ethyl-4,5-dimethylthiazole

Description

2-Ethyl-4,5-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. 2-Ethyl-4,5-dimethylthiazole is a burnt, cocoa, and hazelnut tasting compound. 2-Ethyl-4,5-dimethylthiazole has been detected, but not quantified in, a few different foods, such as arabica coffees (Coffea arabica), coffee and coffee products, and robusta coffees (Coffea canephora). This could make 2-ethyl-4,5-dimethylthiazole a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 2-Ethyl-4,5-dimethylthiazole.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
2-Ethyl-4,5-dimethyl-1,3-thiazole	HMDB
4,5-Dimethyl-2-ethylthiazole	HMDB
9-Aminoacridine HCL H2O	HMDB
9-Aminoacridine hydrochloride hydrate	HMDB
9-Aminoacridine hydrochloride monohydrate	HMDB
9-Aminoacridine, monohydrochloride, monohydrate	HMDB
Acridin-9-amine hydrochloride hydrate	HMDB
Acridin-9-ylamine	HMDB

Chemical Formula

C₇H₁₁NS

Average Molecular Weight

141.234

Monoisotopic Molecular Weight

141.061220047

IUPAC Name

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

Traditional Name

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

CAS Registry Number

873-64-3

SMILES

CCC1=NC(C)=C(C)S1

InChI Identifier

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

InChI Key

BVOKJOZBJOWZNJ-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: HMDB0040068)
Cell membrane (HMDB: HMDB0040068)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040068)

Source

Exogenous

Food

Food (HMDB: HMDB0040068)

Coffee and coffee product

Coffee

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

Coffee and coffee products (FooDB: FOOD00861)

Endogenous

Plant

Coffea (HMDB: HMDB0040068)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040068)

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	0.63 g/L	ALOGPS
logP	2.8	ALOGPS
logP	2.23	ChemAxon
logS	-2.4	ALOGPS
pKa (Strongest Basic)	3.87	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	39.98 m³·mol⁻¹	ChemAxon
Polarizability	16.28 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]+	129.762	31661259
DarkChem	[M-H]-	127.389	31661259
DeepCCS	[M+H]+	137.691	30932474
DeepCCS	[M-H]-	135.109	30932474
DeepCCS	[M-2H]-	171.498	30932474
DeepCCS	[M+Na]+	146.634	30932474
AllCCS	[M+H]+	127.6	32859911
AllCCS	[M+H-H2O]+	123.1	32859911
AllCCS	[M+NH4]+	131.7	32859911
AllCCS	[M+Na]+	132.9	32859911
AllCCS	[M-H]-	130.1	32859911
AllCCS	[M+Na-2H]-	132.4	32859911
AllCCS	[M+HCOO]-	134.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Ethyl-4,5-dimethylthiazole	CCC1=NC(C)=C(C)S1	1420.4	Standard polar	33892256
2-Ethyl-4,5-dimethylthiazole	CCC1=NC(C)=C(C)S1	1050.4	Standard non polar	33892256
2-Ethyl-4,5-dimethylthiazole	CCC1=NC(C)=C(C)S1	1061.9	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-Ethyl-4,5-dimethylthiazole EI-B (Non-derivatized)	splash10-000f-9600000000-2cc713210b2f7fc89570	2017-09-12	HMDB team, MONA, MassBank	View Spectrum
Experimental GC-MS	GC-MS Spectrum - 2-Ethyl-4,5-dimethylthiazole EI-B (Non-derivatized)	splash10-000f-9600000000-2cc713210b2f7fc89570	2018-05-18	HMDB team, MONA, MassBank	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Ethyl-4,5-dimethylthiazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-002f-3900000000-65120fb4f1fab0db1169	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Ethyl-4,5-dimethylthiazole GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Ethyl-4,5-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 - 2-Ethyl-4,5-dimethylthiazole 10V, Positive-QTOF	splash10-0006-0900000000-7af8cba47a9a40470a25	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-4,5-dimethylthiazole 20V, Positive-QTOF	splash10-0006-0900000000-ec7e078d87121232979e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-4,5-dimethylthiazole 40V, Positive-QTOF	splash10-0udl-9200000000-514a63017a2a2b7b078d	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-4,5-dimethylthiazole 10V, Negative-QTOF	splash10-0006-7900000000-962953293f2ac2af4bba	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-4,5-dimethylthiazole 20V, Negative-QTOF	splash10-0006-0900000000-2a306b65330dbd7cb16e	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-4,5-dimethylthiazole 40V, Negative-QTOF	splash10-0g59-9000000000-1a2ea27bd484ebb4e369	2017-09-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-4,5-dimethylthiazole 10V, Positive-QTOF	splash10-0006-0900000000-bdc3e49c65a1a16a4c75	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-4,5-dimethylthiazole 20V, Positive-QTOF	splash10-0006-2900000000-37a0d47a478a4b9c83b0	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-4,5-dimethylthiazole 40V, Positive-QTOF	splash10-0kai-9100000000-78a4f13e1f5f7d297340	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-4,5-dimethylthiazole 10V, Negative-QTOF	splash10-0006-0900000000-fec4dfa34a1da2f6c6b3	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-4,5-dimethylthiazole 20V, Negative-QTOF	splash10-0a4l-9300000000-6d17de22f5600e397897	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-4,5-dimethylthiazole 40V, Negative-QTOF	splash10-0pb9-9000000000-1ebc42d0602b1a891d36	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

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

FDB019755

KNApSAcK ID

Not Available

Chemspider ID

456107

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

522877

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 2-Ethyl-4,5-dimethylthiazole (HMDB0040068)

MOL for HMDB0040068 (2-Ethyl-4,5-dimethylthiazole)

3D MOL for HMDB0040068 (2-Ethyl-4,5-dimethylthiazole)

3D SDF for HMDB0040068 (2-Ethyl-4,5-dimethylthiazole)

3D-SDF for HMDB0040068 (2-Ethyl-4,5-dimethylthiazole)

PDB for HMDB0040068 (2-Ethyl-4,5-dimethylthiazole)

3D PDB for HMDB0040068 (2-Ethyl-4,5-dimethylthiazole)

SMILES for HMDB0040068 (2-Ethyl-4,5-dimethylthiazole)

INCHI for HMDB0040068 (2-Ethyl-4,5-dimethylthiazole)

Structure for HMDB0040068 (2-Ethyl-4,5-dimethylthiazole)

3D Structure for HMDB0040068 (2-Ethyl-4,5-dimethylthiazole)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra