Showing Compound 4-Methyl-5-vinylthiazole (FDB008542)

Record Information

Version

1.0

Creation date

2010-04-08 22:08:08 UTC

Update date

2019-11-26 03:02:45 UTC

Primary ID

FDB008542

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

4-Methyl-5-vinylthiazole

Description

4-Methyl-5-vinylthiazole belongs to the class of organic compounds known as 4,5-disubstituted thiazoles. 4,5-disubstituted thiazoles are compounds containing a thiazole ring substituted at positions 4 and 5 only. 4-Methyl-5-vinylthiazole is a cocoa, musty, and nutty tasting compound. 4-Methyl-5-vinylthiazole is found, on average, in the highest concentration within soft-necked garlics (Allium sativum L. var. sativum). 4-Methyl-5-vinylthiazole has also been detected, but not quantified in, several different foods, such as garden onion (var.), welsh onions (Allium fistulosum), fruits, cocoa beans (Theobroma cacao), and nuts. This could make 4-methyl-5-vinylthiazole a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on 4-Methyl-5-vinylthiazole.

CAS Number

1759-28-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
4-Methyl-5-vinyl thiazole	HMDB
4-Methyl-5-vinyl-1,3-thiazole	HMDB
4-Methyl-5-vinyl-thiazole	HMDB
5-Ethenyl-4-methyl-thiazole	HMDB
5-Ethenyl-4-methylthiazole	HMDB
5-Vinyl-4-methylthiazole	HMDB
FEMA 3313	HMDB
4-Methyl-5-vinylthiazole	MeSH
Thiazole, 4-methyl-5-vinyl-	biospider
Thiazole, 5-ethenyl-4-methyl-	biospider

Predicted Properties

Property	Value	Source
Water Solubility	1.39 g/L	ALOGPS
logP	1.85	ALOGPS
logP	1.63	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Basic)	2.84	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	35.33 m³·mol⁻¹	ChemAxon
Polarizability	13.25 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

Chemical Formula

C6H7NS

IUPAC name

5-ethenyl-4-methyl-1,3-thiazole

InChI Identifier

InChI=1S/C6H7NS/c1-3-6-5(2)7-4-8-6/h3-4H,1H2,2H3

InChI Key

QUAMMXIRDIIGDJ-UHFFFAOYSA-N

Isomeric SMILES

CC1=C(SC=N1)C=C

Average Molecular Weight

125.191

Monoisotopic Molecular Weight

125.029919919

Classification

Description

Belongs to the class of organic compounds known as 4,5-disubstituted thiazoles. 4,5-Disubstituted thiazoles are compounds containing a thiazole ring substituted at positions 4 and 5 only.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Azoles

Sub Class

Thiazoles

Direct Parent

4,5-disubstituted thiazoles

Alternative Parents

Substituents

4,5-disubstituted 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

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Theobroma cacao

Biological location:

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Food and nutrition:

Flavoring agent

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Liquid
Physical Description	Not Available
Mass Composition	C 57.56%; H 5.64%; N 11.19%; S 25.61%	DFC
Melting Point	-15 oC
Boiling Point	Bp19 78-82° (lit. gives a pressure range)	DFC
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	d2525 1.09	DFC
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	4-Methyl-5-vinylthiazole, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-004i-9400000000-2d64c94989a9adba5d3a	Spectrum
Predicted GC-MS	4-Methyl-5-vinylthiazole, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	4-Methyl-5-vinylthiazole, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-0900000000-6a3080d223373681b515	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-1900000000-2341758419d14108e5ee	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0wor-9300000000-c23f29f0dfb3d67ba06d	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-2900000000-1fdba7bfc799d4f11065	2016-08-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00dj-9500000000-5dffcbd8aa3db3888230	2016-08-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0904-9000000000-7042cf638bcbcc421b4c	2016-08-04	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004i-1900000000-5e472ae576bb63ba3c8c	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-9600000000-2783a52336210003331d	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014l-9000000000-6dade7426dfad6c5d956	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-00di-7900000000-6bfd96b08703b2df7656	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00xr-9000000000-20f3b8ffd49cda4f20d5	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-74f5dd14b522f1edd338	2021-09-25	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

14889

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

15654

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB31858

CRC / DFC (Dictionary of Food Compounds) ID

DNB58-T:DNB58-T

EAFUS ID

2563

Dr. Duke ID

4-METHYL-5-VINYLTHIAZOLE

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1028541

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
musty	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
nutty	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
root	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
vegetable	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cocoa	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.