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Record Information
Version5.0
StatusDetected but not Quantified
Creation Date2012-09-11 17:53:05 UTC
Update Date2021-10-13 06:28:48 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 exists in all living species, ranging from bacteria to humans. 5-(2-Hydroxyethyl)-4-methylthiazole is a sulfur tasting compound. 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
4-Methyl-5-(2-thiazoleethanol)HMDB
4-Methyl-5-(β-hydroxyethyl)thiazoleHMDB
5-(Β-hydroxyethyl)-4-methylthiazoleHMDB
THZHMDB
5-(2-Hydroxyethyl)-4-methylthiazoleMeSH
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

Biological location

Source

Route of exposure

Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point< 25 °CNot Available
Boiling Point135.00 °C. @ 7.00 mm HgThe Good Scents Company Information System
Water Solubility9081 mg/L @ 25 °C (est)The Good Scents Company Information System
LogP0.275 (est)The Good Scents Company Information System
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility2.26 g/LALOGPS
logP10(0.67) g/LALOGPS
logP10(0.42) g/LChemAxon
logS10(-1.8) g/LALOGPS
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
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+126.75531661259
DarkChem[M-H]-123.17131661259

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
5-(2-Hydroxyethyl)-4-methylthiazoleCC1=C(CCO)SC=N12264.0Standard polar33892256
5-(2-Hydroxyethyl)-4-methylthiazoleCC1=C(CCO)SC=N11207.9Standard non polar33892256
5-(2-Hydroxyethyl)-4-methylthiazoleCC1=C(CCO)SC=N11260.1Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
5-(2-Hydroxyethyl)-4-methylthiazole,1TMS,isomer #1CC1=C(CCO[Si](C)(C)C)SC=N11377.5Semi standard non polar33892256
5-(2-Hydroxyethyl)-4-methylthiazole,1TBDMS,isomer #1CC1=C(CCO[Si](C)(C)C(C)(C)C)SC=N11620.1Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental GC-MSGC-MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole GC-MS (1 TMS)splash10-0udi-3910000000-2c7da803c60f23e92cb82014-06-16HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole EI-B (Non-derivatized)splash10-03di-3900000000-373fe84bca11e1b9a8e82017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole GC-MS (Non-derivatized)splash10-0udi-3910000000-2c7da803c60f23e92cb82017-09-12HMDB team, MONA, MassBankView Spectrum
Experimental GC-MSGC-MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole GC-EI-TOF (Non-derivatized)splash10-0udi-2910000000-917762a1db7938b1744a2017-09-12HMDB team, MONA, MassBankView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole GC-MS (Non-derivatized) - 70eV, Positivesplash10-03di-5900000000-a533361156b4169f36622016-09-22Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole GC-MS (1 TMS) - 70eV, Positivesplash10-00di-9320000000-2699a9d0d4585266a9fb2017-10-06Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole LC-ESI-QQ , positive-QTOFsplash10-0006-0900000000-752807b0316740b2f0942017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole LC-ESI-QQ , positive-QTOFsplash10-0006-0900000000-78f29564099d057faa392017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole LC-ESI-QQ , positive-QTOFsplash10-03di-1900000000-eed8b0468f9906ba231c2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole LC-ESI-QQ , positive-QTOFsplash10-03di-3900000000-f44ad5d4a3225d9b0bcc2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole LC-ESI-QQ , positive-QTOFsplash10-03di-9700000000-33a95f67a6613491886d2017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole LC-ESI-QTOF , positive-QTOFsplash10-01ox-0900000000-06db10539c8be16d61092017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole LC-ESI-QTOF , positive-QTOFsplash10-03di-1900000000-0c0977714e57292d99f92017-09-14HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole 35V, Positive-QTOFsplash10-03dl-0900000000-88e26c627663843f97082021-09-20HMDB team, MONAView Spectrum
Experimental LC-MS/MSLC-MS/MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole 30V, Positive-QTOFsplash10-03di-1900000000-0c0977714e57292d99f92021-09-20HMDB team, MONAView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole 10V, Positive-QTOFsplash10-004l-0900000000-77f0167f1adcb7bd13de2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole 20V, Positive-QTOFsplash10-004i-1900000000-7716ea7b3c84406494642015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole 40V, Positive-QTOFsplash10-01ta-9500000000-67d0defea9e8825ae1aa2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole 10V, Negative-QTOFsplash10-01ox-1900000000-11ac5d4965cdb773ab472015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole 20V, Negative-QTOFsplash10-006w-9600000000-fbed1a518b95bea3510c2015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole 40V, Negative-QTOFsplash10-0006-9000000000-7872cc957fe09907a8b72015-09-15Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole 10V, Positive-QTOFsplash10-004l-0900000000-2e5c326d07e929018d952021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole 20V, Positive-QTOFsplash10-01u3-8900000000-c889afd6f3bb43d37fdb2021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole 40V, Positive-QTOFsplash10-001i-9100000000-b0bb72c5777ad7b7b1a12021-09-21Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole 10V, Negative-QTOFsplash10-0002-9100000000-b34c758ceec8653ad03f2021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole 20V, Negative-QTOFsplash10-00dl-9300000000-70a6aa386fb75b9d9b362021-09-25Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 5-(2-Hydroxyethyl)-4-methylthiazole 40V, Negative-QTOFsplash10-0a4i-9000000000-bb4dcf1719345df440772021-09-25Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-25Wishart LabView Spectrum
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
MarkerDB IDNot Available
Good Scents IDrw1023221
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.. .