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Trimethylthiazole (FDB011160)

Record Information
Version1.0
Creation date2010-04-08 22:09:30 UTC
Update date2019-11-26 03:04:38 UTC
Primary IDFDB011160
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameTrimethylthiazole
DescriptionTrimethylthiazole 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. Trimethylthiazole is a chocolate, cocoa, and coffee tasting compound. Trimethylthiazole is found, on average, in the highest concentration within kohlrabis (Brassica oleracea var. gongylodes). Trimethylthiazole has also been detected, but not quantified in, several different foods, such as potatos (Solanum tuberosum), black tea, teas (Camellia sinensis), robusta coffees (Coffea canephora), and green tea. This could make trimethylthiazole a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on Trimethylthiazole.
CAS Number13623-11-5
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
Not AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility1.15 g/LALOGPS
logP1.99ALOGPS
logP1.53ChemAxon
logS-2ALOGPS
pKa (Strongest Basic)3.97ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area12.89 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity35.35 m³·mol⁻¹ChemAxon
Polarizability14.3 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC6H9NS
IUPAC nametrimethyl-1,3-thiazole
InChI IdentifierInChI=1S/C6H9NS/c1-4-5(2)8-6(3)7-4/h1-3H3
InChI KeyBAMPVSWRQZNDQC-UHFFFAOYSA-N
Isomeric SMILESCC1=NC(C)=C(C)S1
Average Molecular Weight127.207
Monoisotopic Molecular Weight127.045569983
Classification
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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassAzoles
Sub ClassThiazoles
Direct Parent2,4,5-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 FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physico-Chemical Properties
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 56.65%; H 7.13%; N 11.01%; S 25.21%DFC
Melting PointNot Available
Boiling PointBp24 71°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKapKa 4.55 (25°)DFC
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
EI-MSMass Spectrum (Electron Ionization)splash10-00bi-9200000000-ac93522d43a61210e83c2015-03-01View Spectrum
GC-MSTrimethylthiazole, non-derivatized, GC-MS Spectrumsplash10-004r-9300000000-4d825c6d47604fba88c1Spectrum
GC-MSTrimethylthiazole, non-derivatized, GC-MS Spectrumsplash10-009i-9300000000-76930d8da38382ad241bSpectrum
GC-MSTrimethylthiazole, non-derivatized, GC-MS Spectrumsplash10-004r-9300000000-4d825c6d47604fba88c1Spectrum
GC-MSTrimethylthiazole, non-derivatized, GC-MS Spectrumsplash10-009i-9300000000-76930d8da38382ad241bSpectrum
Predicted GC-MSTrimethylthiazole, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-004i-4900000000-efa9492837bf0626a502Spectrum
Predicted GC-MSTrimethylthiazole, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-28644261ac13aae1417c2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-1900000000-59ac5f1ecd35730525c02016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0w29-9300000000-2c102eb60bfbdde7c1ed2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-7900000000-e4ce64b3c1edd34025472016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-3900000000-edddd896c2e7f693a2e12016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a59-9000000000-9a3237dcebf26b04d6072016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-5900000000-4875f82d6a9de98d76f92021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0a4l-9100000000-ea437ae71f6edcf578c52021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4l-9000000000-b5bd9ef71e1dafac8b062021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-a75698757e1c18b765012021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-4900000000-659c2be7cfd011ab7bd82021-09-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-1000-9000000000-17c725c1dfe8d78e645d2021-09-25View Spectrum
NMR
TypeDescriptionView
1D NMR1H NMR Spectrum (1D, 400 MHz, CDCl3, experimental)Spectrum
1D NMR13C NMR Spectrum (1D, 22.53 MHz, CDCl3, experimental)Spectrum
ChemSpider ID55558
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID61653
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB33155
CRC / DFC (Dictionary of Food Compounds) IDGBW38-P:GBW38-P
EAFUS ID3768
Dr. Duke ID2,4,5-TRIMETHYL-THIAZOLE
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID13623-11-5
GoodScent IDrw1008831
SuperScent ID61653
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
earth
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
hazelnut
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
musty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
nutty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
vegetable
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
cocoa
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
chocolate
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
coffee
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).