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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:37:20 UTC

Update Date

2023-02-21 17:27:38 UTC

HMDB ID

HMDB0040081

Secondary Accession Numbers

HMDB40081

Metabolite Identification

Common Name

4-Ethyl-5-methyl-2-(1-methylethyl)thiazole

Description

4-Ethyl-5-methyl-2-(1-methylethyl)thiazole 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. 4-Ethyl-5-methyl-2-(1-methylethyl)thiazole has been detected, but not quantified in, several different foods, such as common mushrooms (Agaricus bisporus), mushrooms, nuts, and oyster mushrooms (Pleurotus ostreatus). This could make 4-ethyl-5-methyl-2-(1-methylethyl)thiazole a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 4-Ethyl-5-methyl-2-(1-methylethyl)thiazole.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
4-Ethyl-5-methyl-2-(1-methylethyl)thiazole, 9ci	HMDB

Chemical Formula

C₉H₁₅NS

Average Molecular Weight

169.287

Monoisotopic Molecular Weight

169.092520175

IUPAC Name

4-ethyl-5-methyl-2-(propan-2-yl)-1,3-thiazole

Traditional Name

4-ethyl-2-isopropyl-5-methyl-1,3-thiazole

CAS Registry Number

87116-68-5

SMILES

CCC1=C(C)SC(=N1)C(C)C

InChI Identifier

InChI=1S/C9H15NS/c1-5-8-7(4)11-9(10-8)6(2)3/h6H,5H2,1-4H3

InChI Key

CMIKRIOXEPLAGU-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

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0040081)
Cell membrane (HMDB: HMDB0040081)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040081)

Source

Exogenous

Exogenous (HMDB: HMDB0040081)

Food

Food (HMDB: HMDB0040081)

Vegetable

Mushroom

Nut

Nuts (FooDB: FOOD00869)

Endogenous

Plant

Plant (HMDB: HMDB0040081)

Process

Not Available

Role

Biological role

Nutrient (HMDB: HMDB0040081)

Physical Properties

State

Solid

Experimental Molecular Properties

Property	Value	Reference
Melting Point	94 °C	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	0.091 g/L	ALOGPS
logP	3.85	ALOGPS
logP	3.48	ChemAxon
logS	-3.3	ALOGPS
pKa (Strongest Basic)	3.69	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	2	ChemAxon
Refractivity	49.18 m³·mol⁻¹	ChemAxon
Polarizability	20.12 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	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]+	138.463	31661259
DarkChem	[M-H]-	136.094	31661259
DeepCCS	[M+H]+	151.444	30932474
DeepCCS	[M-H]-	148.845	30932474
DeepCCS	[M-2H]-	184.985	30932474
DeepCCS	[M+Na]+	160.63	30932474
AllCCS	[M+H]+	134.8	32859911
AllCCS	[M+H-H2O]+	130.7	32859911
AllCCS	[M+NH4]+	138.6	32859911
AllCCS	[M+Na]+	139.7	32859911
AllCCS	[M-H]-	140.5	32859911
AllCCS	[M+Na-2H]-	142.2	32859911
AllCCS	[M+HCOO]-	144.1	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. Predicted by Afia on May 17, 2022.	4.55 minutes	32390414
Predicted by Siyang on May 30, 2022	16.1855 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.85 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	31.8 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1592.8 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	598.3 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	217.2 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	373.3 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	105.5 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	410.8 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	554.9 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	68.1 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1237.8 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	457.6 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	1514.7 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	422.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	284.1 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	441.1 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	493.8 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	14.3 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
4-Ethyl-5-methyl-2-(1-methylethyl)thiazole	CCC1=C(C)SC(=N1)C(C)C	1470.0	Standard polar	33892256
4-Ethyl-5-methyl-2-(1-methylethyl)thiazole	CCC1=C(C)SC(=N1)C(C)C	1186.9	Standard non polar	33892256
4-Ethyl-5-methyl-2-(1-methylethyl)thiazole	CCC1=C(C)SC(=N1)C(C)C	1181.6	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 - 4-Ethyl-5-methyl-2-(1-methylethyl)thiazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-0uxu-4900000000-459ae49dcaf815b8731d	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 4-Ethyl-5-methyl-2-(1-methylethyl)thiazole 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 - 4-Ethyl-5-methyl-2-(1-methylethyl)thiazole 10V, Positive-QTOF	splash10-00di-0900000000-59f56cccffd3ef8c926b	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-5-methyl-2-(1-methylethyl)thiazole 20V, Positive-QTOF	splash10-00di-0900000000-01d865357fbc3512f1bc	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-5-methyl-2-(1-methylethyl)thiazole 40V, Positive-QTOF	splash10-0006-9300000000-595713f9b898bf84912c	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-5-methyl-2-(1-methylethyl)thiazole 10V, Negative-QTOF	splash10-014i-2900000000-0d12ea83029c586acf67	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-5-methyl-2-(1-methylethyl)thiazole 20V, Negative-QTOF	splash10-014i-1900000000-d9436b8758825dcbaee2	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-5-methyl-2-(1-methylethyl)thiazole 40V, Negative-QTOF	splash10-000i-9000000000-62e30633aa7e16cbb97c	2016-09-12	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-5-methyl-2-(1-methylethyl)thiazole 10V, Negative-QTOF	splash10-014i-1900000000-eec6099ab888b6fb9cef	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-5-methyl-2-(1-methylethyl)thiazole 20V, Negative-QTOF	splash10-014i-9700000000-52997b03f22b870862ed	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-5-methyl-2-(1-methylethyl)thiazole 40V, Negative-QTOF	splash10-0avi-9400000000-518fb029c1d8b7701e08	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-5-methyl-2-(1-methylethyl)thiazole 10V, Positive-QTOF	splash10-00di-0900000000-ca3922105d02910aba50	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-5-methyl-2-(1-methylethyl)thiazole 20V, Positive-QTOF	splash10-00di-0900000000-9992ba13c98fb54e7cb1	2021-09-25	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 4-Ethyl-5-methyl-2-(1-methylethyl)thiazole 40V, Positive-QTOF	splash10-0pvl-9200000000-5706b82449b3bd1277c1	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

FDB019768

KNApSAcK ID

Not Available

Chemspider ID

515537

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

593048

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 4-Ethyl-5-methyl-2-(1-methylethyl)thiazole (HMDB0040081)

MOL for HMDB0040081 (4-Ethyl-5-methyl-2-(1-methylethyl)thiazole)

3D MOL for HMDB0040081 (4-Ethyl-5-methyl-2-(1-methylethyl)thiazole)

3D SDF for HMDB0040081 (4-Ethyl-5-methyl-2-(1-methylethyl)thiazole)

3D-SDF for HMDB0040081 (4-Ethyl-5-methyl-2-(1-methylethyl)thiazole)

PDB for HMDB0040081 (4-Ethyl-5-methyl-2-(1-methylethyl)thiazole)

3D PDB for HMDB0040081 (4-Ethyl-5-methyl-2-(1-methylethyl)thiazole)

SMILES for HMDB0040081 (4-Ethyl-5-methyl-2-(1-methylethyl)thiazole)

INCHI for HMDB0040081 (4-Ethyl-5-methyl-2-(1-methylethyl)thiazole)

Structure for HMDB0040081 (4-Ethyl-5-methyl-2-(1-methylethyl)thiazole)

3D Structure for HMDB0040081 (4-Ethyl-5-methyl-2-(1-methylethyl)thiazole)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra