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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 22:25:02 UTC

Update Date

2022-03-07 02:55:13 UTC

HMDB ID

HMDB0037176

Secondary Accession Numbers

HMDB37176

Metabolite Identification

Common Name

2-Ethyl-2,5-dihydro-4,5-dimethylthiazole

Description

2-Ethyl-2,5-dihydro-4,5-dimethylthiazole 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-Ethyl-2,5-dihydro-4,5-dimethylthiazole is a chocolate, coffee, and meat tasting compound. Based on a literature review very few articles have been published on 2-Ethyl-2,5-dihydro-4,5-dimethylthiazole.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
2,5-dihydro-4,5-Dimethyl-2-ethyl-thiazole	HMDB
2-Ethyl-2,5-dihydro-4,5-dimethyl-thiazole	HMDB
2-Ethyl-4,5-dimethyl thiazoline	HMDB
2-Ethyl-4,5-dimethyl-3-thiazoline	HMDB
4,5-Dimethyl-2-ethyl-3-thiazoline	HMDB
FEMA 3620	HMDB

Chemical Formula

C₇H₁₃NS

Average Molecular Weight

143.25

Monoisotopic Molecular Weight

143.076870111

IUPAC Name

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

Traditional Name

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

CAS Registry Number

76788-46-0

SMILES

CCC1SC(C)C(C)=N1

InChI Identifier

InChI=1S/C7H13NS/c1-4-7-8-5(2)6(3)9-7/h6-7H,4H2,1-3H3

InChI Key

CSACPVARWHDAET-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
Ketimine
Azacycle
Dialkylthioether
Organic 1,3-dipolar compound
Propargyl-type 1,3-dipolar organic compound
Thioether
Organic nitrogen compound
Organopnictogen compound
Hydrocarbon derivative
Organonitrogen compound
Imine
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Membrane (HMDB: HMDB0037176)
Cell membrane (HMDB: HMDB0037176)

Source

Exogenous

Exogenous (HMDB: HMDB0037176)

Food

Food (HMDB: HMDB0037176)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0037176)

Biological role

Nutrient (HMDB: HMDB0037176)

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	0.92 g/L	ALOGPS
logP	2.83	ALOGPS
logP	1.94	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Basic)	5.24	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	12.36 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	42.52 m³·mol⁻¹	ChemAxon
Polarizability	16.65 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]+	130.886	31661259
DarkChem	[M-H]-	127.604	31661259
DeepCCS	[M+H]+	132.673	30932474
DeepCCS	[M-H]-	129.382	30932474
DeepCCS	[M-2H]-	166.437	30932474
DeepCCS	[M+Na]+	141.475	30932474
AllCCS	[M+H]+	129.9	32859911
AllCCS	[M+H-H2O]+	125.5	32859911
AllCCS	[M+NH4]+	133.9	32859911
AllCCS	[M+Na]+	135.1	32859911
AllCCS	[M-H]-	134.5	32859911
AllCCS	[M+Na-2H]-	136.9	32859911
AllCCS	[M+HCOO]-	139.5	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.	2.92 minutes	32390414
Predicted by Siyang on May 30, 2022	14.7075 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	1.76 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	29.5 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1924.2 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	539.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	189.6 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	341.1 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	114.1 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	597.4 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	607.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	132.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1150.4 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	477.2 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	1280.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	322.8 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	294.4 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	508.6 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	561.3 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	53.6 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2-Ethyl-2,5-dihydro-4,5-dimethylthiazole	CCC1SC(C)C(C)=N1	1474.9	Standard polar	33892256
2-Ethyl-2,5-dihydro-4,5-dimethylthiazole	CCC1SC(C)C(C)=N1	1034.5	Standard non polar	33892256
2-Ethyl-2,5-dihydro-4,5-dimethylthiazole	CCC1SC(C)C(C)=N1	1097.0	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 - 2-Ethyl-2,5-dihydro-4,5-dimethylthiazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-06vi-9300000000-4e3c9044eb1f067714ad	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2-Ethyl-2,5-dihydro-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-2,5-dihydro-4,5-dimethylthiazole 10V, Positive-QTOF	splash10-0006-1900000000-23430be94c5f3ac1c66c	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-2,5-dihydro-4,5-dimethylthiazole 20V, Positive-QTOF	splash10-0006-3900000000-23895cd5912b8ae2b8cf	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-2,5-dihydro-4,5-dimethylthiazole 40V, Positive-QTOF	splash10-0kbf-9000000000-7ec84d4a1376c4801af5	2016-06-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-2,5-dihydro-4,5-dimethylthiazole 10V, Negative-QTOF	splash10-0016-8900000000-baafed9028f577bcf06e	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-2,5-dihydro-4,5-dimethylthiazole 20V, Negative-QTOF	splash10-000x-9500000000-7fa2403998511ee4f2de	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-2,5-dihydro-4,5-dimethylthiazole 40V, Negative-QTOF	splash10-0089-9000000000-863e3c336277cf999b61	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-2,5-dihydro-4,5-dimethylthiazole 10V, Negative-QTOF	splash10-0006-4900000000-d1d9813b60db9f646661	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-2,5-dihydro-4,5-dimethylthiazole 20V, Negative-QTOF	splash10-00di-9100000000-2178f540a47f59416412	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-2,5-dihydro-4,5-dimethylthiazole 40V, Negative-QTOF	splash10-0006-8900000000-ee73000d25bbc60ab576	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-2,5-dihydro-4,5-dimethylthiazole 10V, Positive-QTOF	splash10-0006-0900000000-0e5bfc080e096b750c97	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-2,5-dihydro-4,5-dimethylthiazole 20V, Positive-QTOF	splash10-0f6x-4900000000-ec81c597887c374b364a	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2-Ethyl-2,5-dihydro-4,5-dimethylthiazole 40V, Positive-QTOF	splash10-0006-9100000000-bdb66fe54ade4d081770	2021-09-24	Wishart 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

FDB016172

KNApSAcK ID

Not Available

Chemspider ID

4515096

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5362584

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-2,5-dihydro-4,5-dimethylthiazole (HMDB0037176)

MOL for HMDB0037176 (2-Ethyl-2,5-dihydro-4,5-dimethylthiazole)

3D MOL for HMDB0037176 (2-Ethyl-2,5-dihydro-4,5-dimethylthiazole)

3D SDF for HMDB0037176 (2-Ethyl-2,5-dihydro-4,5-dimethylthiazole)

3D-SDF for HMDB0037176 (2-Ethyl-2,5-dihydro-4,5-dimethylthiazole)

PDB for HMDB0037176 (2-Ethyl-2,5-dihydro-4,5-dimethylthiazole)

3D PDB for HMDB0037176 (2-Ethyl-2,5-dihydro-4,5-dimethylthiazole)

SMILES for HMDB0037176 (2-Ethyl-2,5-dihydro-4,5-dimethylthiazole)

INCHI for HMDB0037176 (2-Ethyl-2,5-dihydro-4,5-dimethylthiazole)

Structure for HMDB0037176 (2-Ethyl-2,5-dihydro-4,5-dimethylthiazole)

3D Structure for HMDB0037176 (2-Ethyl-2,5-dihydro-4,5-dimethylthiazole)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra