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Record Information
Version3.6
Creation Date2012-09-11 17:53:05 UTC
Update Date2017-03-02 21:37:48 UTC
HMDB IDHMDB32985
Secondary Accession NumbersNone
Metabolite Identification
Common Name5-(2-Hydroxyethyl)-4-methylthiazole
Description5-(2-Hydroxyethyl)-4-methylthiazole is found in alcoholic beverages. 5-(2-Hydroxyethyl)-4-methylthiazole is a flavour ingredient. 5-(2-Hydroxyethyl)-4-methylthiazole is present in cooked beef, beer, spirits, cocoa, roast peanut, porcini (Boletus edulis) and malt.
Structure
Thumb
Synonyms
ValueSource
4-Methyl-5-(2'-hydroxyethyl)-thiazoleChEBI
4-Methyl-5-(2-hydroxyethyl)-thiazoleChEBI
4-Methyl-5-thiazolethanolChEBI
HemineurineChEBI
2-(4-Methyl-1,3-thiazol-5-yl)ethanolHMDB
2-(4-Methyl-5-thiazolyl)ethanolHMDB
2-(4-METHYL-thiazol-5-yl)-ethanolHMDB
2-(4-Methylthiazol-5-yl)ethanolHMDB
2-(4-Methylthiazole-5-yl)ethanolHMDB
4-Methyl-5-(2-hydroxyethyl)thiazoleHMDB
4-METHYL-5-(beta-hydroxyethyl)-thiazoleHMDB
4-Methyl-5-(beta-hydroxyethyl)thiazoleHMDB
4-Methyl-5-hydroxethylthiazoleHMDB
4-Methyl-5-hydroxyethylthiazoleHMDB
4-Methyl-5-thiazoleethanolHMDB
4-Methyl-5-thiazoleethanol, 9ciHMDB
4-Methyl-5-thiazolylethanolHMDB
4-Metyl-5-(beta-hydroxyethyl)thiazoleHMDB
5-(2-Hydroxyethyl)-4-methylthiazole (sulfurol)HMDB
5-(beta-Hydroxyethyl)-4-methylthiazoleHMDB
5-(Hydroxyethyl)-4-methylthiazoleHMDB
FEMA 3204HMDB
HETHMDB
MHTHMDB
SulfurolHMDB
Thiamine breakdown product 4-methyl-5-thiazoleethanol- fromHMDB
Thiamine thiazoleHMDB
Thiazole, 5-(2-hydroxyethyl)-4-methylHMDB
TZEHMDB
Thiamine thiazole hydrochlorideMeSH
Thiamine thiazole phosphateMeSH
Chemical FormulaC6H9NOS
Average Molecular Weight143.207
Monoisotopic Molecular Weight143.040484605
IUPAC Name2-(4-methyl-1,3-thiazol-5-yl)ethan-1-ol
Traditional Name4-methyl-5-thiazoleethanol
CAS Registry Number137-00-8
SMILES
CC1=C(CCO)SC=N1
InChI Identifier
InChI=1S/C6H9NOS/c1-5-6(2-3-8)9-4-7-5/h4,8H,2-3H2,1H3
InChI KeyBKAWJIRCKVUVED-UHFFFAOYSA-N
Chemical Taxonomy
DescriptionThis compound belongs to the class of chemical entities known as 4,5-disubstituted thiazoles. These are compounds containing a thiazole ring substituted at positions 4 and 5 only.
KingdomChemical entities
Super ClassOrganic compounds
ClassOrganoheterocyclic compounds
Sub ClassAzoles
Direct Parent4,5-disubstituted thiazoles
Alternative Parents
Substituents
  • 4,5-disubstituted 1,3-thiazole
  • Heteroaromatic compound
  • Azacycle
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Primary alcohol
  • Organooxygen compound
  • Organonitrogen compound
  • Alcohol
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External Descriptors
Ontology
StatusExpected but not Quantified
Origin
  • Drug
  • Food
Biofunction
  • Nutrient
Application
  • Drug
Cellular locations
  • Cytoplasm
  • Extracellular
Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting Point< 25 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility2.26 mg/mLALOGPS
logP0.67ALOGPS
logP0.42ChemAxon
logS-1.8ALOGPS
pKa (Strongest Acidic)15.62ChemAxon
pKa (Strongest Basic)3.12ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area33.12 Å2ChemAxon
Rotatable Bond Count2ChemAxon
Refractivity37.32 m3·mol-1ChemAxon
Polarizability14.92 Å3ChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - GC-MS (1 TMS)splash10-0udi-3910000000-2c7da803c60f23e92cb8View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MSNot Available
GC-MSGC-MS Spectrum - EI-Bsplash10-03di-3900000000-373fe84bca11e1b9a8e8View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-0900000000-752807b0316740b2f094View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-0900000000-78f29564099d057faa39View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-03di-1900000000-eed8b0468f9906ba231cView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-03di-3900000000-f44ad5d4a3225d9b0bccView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-03di-9700000000-33a95f67a6613491886dView in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-01ox-0900000000-06db10539c8be16d6109View in MoNA
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-03di-1900000000-0c0977714e57292d99f9View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004l-0900000000-77f0167f1adcb7bd13deView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-1900000000-7716ea7b3c8440649464View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01ta-9500000000-67d0defea9e8825ae1aaView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01ox-1900000000-11ac5d4965cdb773ab47View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-006w-9600000000-fbed1a518b95bea3510cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-7872cc957fe09907a8b7View in MoNA
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
1D NMR1H NMR SpectrumNot Available
1D NMR13C NMR SpectrumNot Available
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biofluid LocationsNot Available
Tissue LocationNot Available
PathwaysNot Available
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDDB02969
DrugBank Metabolite IDNot Available
Phenol Explorer Compound IDNot Available
Phenol Explorer Metabolite IDNot Available
FoodDB IDFDB010974
KNApSAcK IDC00007610
Chemspider ID1104
KEGG Compound IDC04294
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
NuGOwiki LinkHMDB32985
Metagene LinkHMDB32985
METLIN IDNot Available
PubChem Compound1136
PDB IDTZE
ChEBI ID17957
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .