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Record Information
Version4.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:53:05 UTC
Update Date2020-04-15 21:13:45 UTC
HMDB IDHMDB0032985
Secondary Accession Numbers
  • HMDB32985
Metabolite Identification
Common Name5-(2-Hydroxyethyl)-4-methylthiazole
Description5-(2-Hydroxyethyl)-4-methylthiazole, also known as 4-methyl-5-(2'-hydroxyethyl)-thiazole or 4-methyl-5-thiazolethanol, 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. 5-(2-Hydroxyethyl)-4-methylthiazole is a strong basic compound (based on its pKa). 5-(2-Hydroxyethyl)-4-methylthiazole exists in all living species, ranging from bacteria to humans. 5-(2-Hydroxyethyl)-4-methylthiazole is a sulfur tasting compound. Outside of the human body, 5-(2-Hydroxyethyl)-4-methylthiazole has been detected, but not quantified in, several different foods, such as kohlrabis, red bell peppers, citrus, avocado, and black-eyed pea. This could make 5-(2-hydroxyethyl)-4-methylthiazole a potential biomarker for the consumption of these foods. A 1,3-thiazole that is thiazole substituted by a methyl group at position 4 and a 2-hydroxyethyl group at position 5.
Structure
Data?1586985225
Synonyms
ValueSource
4-Methyl-5-(2'-hydroxyethyl)-thiazoleChEBI
4-Methyl-5-(2-hydroxyethyl)-thiazoleChEBI
4-Methyl-5-thiazolethanolChEBI
HemineurineChEBI
4-Methyl-5-(2-hydroxyethyl)thiazoleKegg
HETKegg
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-(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
MHTHMDB
SulfurolHMDB
Thiamine breakdown product 4-methyl-5-thiazoleethanol- fromHMDB
Thiamine thiazoleHMDB
Thiazole, 5-(2-hydroxyethyl)-4-methylHMDB
TZEHMDB
Thiamine thiazole hydrochlorideHMDB
Thiamine thiazole phosphateHMDB
5-(2-Hydroxyethyl)-4-methylthiazoleMeSH
4-Methyl-5-(2-thiazoleethanol)HMDB
4-Methyl-5-(β-hydroxyethyl)thiazoleHMDB
5-(β-Hydroxyethyl)-4-methylthiazoleHMDB
THZHMDB
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
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.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassAzoles
Sub ClassThiazoles
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
Disposition

Route of exposure:

Source:

Biological location:

Role

Industrial application:

Biological role:

Physical Properties
StateSolid
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 g/LALOGPS
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 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity37.32 m³·mol⁻¹ChemAxon
Polarizability14.92 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - GC-MS (1 TMS)splash10-0udi-3910000000-2c7da803c60f23e92cb8Spectrum
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-03di-3900000000-373fe84bca11e1b9a8e8Spectrum
GC-MSGC-MS Spectrum - GC-MS (Non-derivatized)splash10-0udi-3910000000-2c7da803c60f23e92cb8Spectrum
GC-MSGC-MS Spectrum - GC-EI-TOF (Non-derivatized)splash10-0udi-2910000000-917762a1db7938b1744aSpectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-03di-5900000000-a533361156b4169f3662Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9320000000-2699a9d0d4585266a9fbSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-0900000000-752807b0316740b2f094Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-0006-0900000000-78f29564099d057faa39Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-03di-1900000000-eed8b0468f9906ba231cSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-03di-3900000000-f44ad5d4a3225d9b0bccSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QQ , positivesplash10-03di-9700000000-33a95f67a6613491886dSpectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-01ox-0900000000-06db10539c8be16d6109Spectrum
LC-MS/MSLC-MS/MS Spectrum - LC-ESI-QTOF , positivesplash10-03di-1900000000-0c0977714e57292d99f9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004l-0900000000-77f0167f1adcb7bd13deSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-1900000000-7716ea7b3c8440649464Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-01ta-9500000000-67d0defea9e8825ae1aaSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-01ox-1900000000-11ac5d4965cdb773ab47Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-006w-9600000000-fbed1a518b95bea3510cSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0006-9000000000-7872cc957fe09907a8b7Spectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
1D NMR1H NMR SpectrumNot AvailableSpectrum
1D NMR13C NMR SpectrumNot AvailableSpectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
Biospecimen Locations
  • Feces
Tissue LocationsNot Available
Pathways
Normal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)Both
Normal
details
Abnormal Concentrations
BiospecimenStatusValueAgeSexConditionReferenceDetails
FecesDetected but not QuantifiedNot QuantifiedAdult (>18 years old)BothColorectal Cancer details
Associated Disorders and Diseases
Disease References
Colorectal cancer
  1. Brown DG, Rao S, Weir TL, O'Malia J, Bazan M, Brown RJ, Ryan EP: Metabolomics and metabolic pathway networks from human colorectal cancers, adjacent mucosa, and stool. Cancer Metab. 2016 Jun 6;4:11. doi: 10.1186/s40170-016-0151-y. eCollection 2016. [PubMed:27275383 ]
Associated OMIM IDs
DrugBank IDDB02969
Phenol Explorer Compound IDNot Available
FooDB IDFDB030512
KNApSAcK IDC00007610
Chemspider ID1104
KEGG Compound IDC04294
BioCyc IDTHZ
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound1136
PDB IDTZE
ChEBI ID17957
Food Biomarker OntologyNot Available
VMH ID4MHETZ
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.. .