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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 22:31:36 UTC

Update Date

2023-02-21 17:25:46 UTC

HMDB ID

HMDB0037285

Secondary Accession Numbers

HMDB37285

Metabolite Identification

Common Name

2,4-Dimethyl-5-vinylthiazole

Description

2,4-Dimethyl-5-vinylthiazole 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. 2,4-Dimethyl-5-vinylthiazole is a cocoa and nutty tasting compound. Based on a literature review very few articles have been published on 2,4-Dimethyl-5-vinylthiazole.

Structure

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

View in JSmol View Stereo Labels

Synonyms

Value	Source
5-Ethenyl-2,4-dimethyl-thiazole	HMDB
5-Ethenyl-2,4-dimethylthiazole	HMDB
5-Ethenyl-2,4-dimethylthiazole, 9ci	HMDB
FEMA 3145	HMDB

Chemical Formula

C₇H₉NS

Average Molecular Weight

139.218

Monoisotopic Molecular Weight

139.045569983

IUPAC Name

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

Traditional Name

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

CAS Registry Number

65505-18-2

SMILES

CC1=NC(C)=C(S1)C=C

InChI Identifier

InChI=1S/C7H9NS/c1-4-7-5(2)8-6(3)9-7/h4H,1H2,2-3H3

InChI Key

MLBCDQHOBLVBQD-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

Extracellular (HMDB: HMDB0037285)
Cytoplasm (HMDB: HMDB0037285)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0037285)

Source

Exogenous

Exogenous (HMDB: HMDB0037285)

Food

Food (HMDB: HMDB0037285)

Process

Not Available

Role

Industrial application

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0037285)

Biological role

Nutrient (HMDB: HMDB0037285)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	183.00 to 184.00 °C. @ 760.00 mm Hg	The Good Scents Company Information System
Water Solubility	236.1 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	2.043 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	0.73 g/L	ALOGPS
logP	2.48	ALOGPS
logP	1.76	ChemAxon
logS	-2.3	ALOGPS
pKa (Strongest Basic)	3.47	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	39.77 m³·mol⁻¹	ChemAxon
Polarizability	15.51 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]+	127.484	31661259
DarkChem	[M-H]-	125.817	31661259
DeepCCS	[M+H]+	130.631	30932474
DeepCCS	[M-H]-	126.803	30932474
DeepCCS	[M-2H]-	164.275	30932474
DeepCCS	[M+Na]+	139.784	30932474
AllCCS	[M+H]+	125.7	32859911
AllCCS	[M+H-H2O]+	121.1	32859911
AllCCS	[M+NH4]+	130.0	32859911
AllCCS	[M+Na]+	131.2	32859911
AllCCS	[M-H]-	126.7	32859911
AllCCS	[M+Na-2H]-	128.8	32859911
AllCCS	[M+HCOO]-	131.2	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.	3.49 minutes	32390414
Predicted by Siyang on May 30, 2022	12.5168 minutes	33406817
Predicted by Siyang using ReTip algorithm on June 8, 2022	0.64 minutes	32390414
AjsUoB = Accucore 150 Amide HILIC with 10mM Ammonium Formate, 0.1% Formic Acid	42.2 seconds	40023050
Fem_Long = Waters ACQUITY UPLC HSS T3 C18 with Water:MeOH and 0.1% Formic Acid	1374.0 seconds	40023050
Fem_Lipids = Ascentis Express C18 with (60:40 water:ACN):(90:10 IPA:ACN) and 10mM NH4COOH + 0.1% Formic Acid	469.5 seconds	40023050
Life_Old = Waters ACQUITY UPLC BEH C18 with Water:(20:80 acetone:ACN) and 0.1% Formic Acid	162.3 seconds	40023050
Life_New = RP Waters ACQUITY UPLC HSS T3 C18 with Water:(30:70 MeOH:ACN) and 0.1% Formic Acid	292.9 seconds	40023050
RIKEN = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	113.4 seconds	40023050
Eawag_XBridgeC18 = XBridge C18 3.5u 2.1x50 mm with Water:MeOH and 0.1% Formic Acid	311.8 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	476.1 seconds	40023050
HILIC_BDD_2 = Merck SeQuant ZIC-HILIC with ACN(0.1% formic acid):water(16 mM ammonium formate)	140.5 seconds	40023050
UniToyama_Atlantis = RP Waters Atlantis T3 (2.1 x 150 mm, 5 um) with ACN:Water and 0.1% Formic Acid	1001.7 seconds	40023050
BDD_C18 = Hypersil Gold 1.9µm C18 with Water:ACN and 0.1% Formic Acid	276.6 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	1211.3 seconds	40023050
SNU_RIKEN_POS = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	338.7 seconds	40023050
RPMMFDA = Waters ACQUITY UPLC BEH C18 with Water:ACN and 0.1% Formic Acid	281.9 seconds	40023050
MTBLS87 = Merck SeQuant ZIC-pHILIC column with ACN:Water and :ammonium carbonate	501.9 seconds	40023050
KI_GIAR_zic_HILIC_pH2_7 = Merck SeQuant ZIC-HILIC with ACN:Water and 0.1% FA	479.8 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	92.9 seconds	40023050

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
2,4-Dimethyl-5-vinylthiazole	CC1=NC(C)=C(S1)C=C	1496.0	Standard polar	33892256
2,4-Dimethyl-5-vinylthiazole	CC1=NC(C)=C(S1)C=C	1120.4	Standard non polar	33892256
2,4-Dimethyl-5-vinylthiazole	CC1=NC(C)=C(S1)C=C	1074.9	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 - 2,4-Dimethyl-5-vinylthiazole GC-MS (Non-derivatized) - 70eV, Positive	splash10-000i-6900000000-eb0610d538fc46391031	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - 2,4-Dimethyl-5-vinylthiazole 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 - 2,4-Dimethyl-5-vinylthiazole 10V, Positive-QTOF	splash10-0006-0900000000-10de00696075adb6e799	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dimethyl-5-vinylthiazole 20V, Positive-QTOF	splash10-0006-1900000000-4ce73a843aa49bd468e7	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dimethyl-5-vinylthiazole 40V, Positive-QTOF	splash10-01bc-9300000000-8799c9e7dd5c934c7c5b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dimethyl-5-vinylthiazole 10V, Negative-QTOF	splash10-000i-6900000000-375c77b281b63c008a00	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dimethyl-5-vinylthiazole 20V, Negative-QTOF	splash10-000i-2900000000-8de5d1da8e38b619b8cd	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dimethyl-5-vinylthiazole 40V, Negative-QTOF	splash10-0btd-9000000000-1dbaaf7c7bd914a0a763	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dimethyl-5-vinylthiazole 10V, Positive-QTOF	splash10-0006-0900000000-3625fcde2e2686ea23b8	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dimethyl-5-vinylthiazole 20V, Positive-QTOF	splash10-0007-9600000000-a907e5025dc660e56b61	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dimethyl-5-vinylthiazole 40V, Positive-QTOF	splash10-01xc-9100000000-4d684dba8da4b83d1d32	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dimethyl-5-vinylthiazole 10V, Negative-QTOF	splash10-000i-5900000000-c7b00bba3ff8412f3e0f	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dimethyl-5-vinylthiazole 20V, Negative-QTOF	splash10-00xu-9000000000-20f8e485dc4b1759c3b9	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 2,4-Dimethyl-5-vinylthiazole 40V, Negative-QTOF	splash10-00di-9000000000-10ce7d219a52fd2a749b	2021-09-24	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

FDB016304

KNApSAcK ID

Not Available

Chemspider ID

4515078

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5362563

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1021061

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 2,4-Dimethyl-5-vinylthiazole (HMDB0037285)

MOL for HMDB0037285 (2,4-Dimethyl-5-vinylthiazole)

3D MOL for HMDB0037285 (2,4-Dimethyl-5-vinylthiazole)

3D SDF for HMDB0037285 (2,4-Dimethyl-5-vinylthiazole)

3D-SDF for HMDB0037285 (2,4-Dimethyl-5-vinylthiazole)

PDB for HMDB0037285 (2,4-Dimethyl-5-vinylthiazole)

3D PDB for HMDB0037285 (2,4-Dimethyl-5-vinylthiazole)

SMILES for HMDB0037285 (2,4-Dimethyl-5-vinylthiazole)

INCHI for HMDB0037285 (2,4-Dimethyl-5-vinylthiazole)

Structure for HMDB0037285 (2,4-Dimethyl-5-vinylthiazole)

3D Structure for HMDB0037285 (2,4-Dimethyl-5-vinylthiazole)

Predicted Collision Cross Sections

Predicted Retention Times

Underivatized

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

IR Spectra