Livestock Metabolome Database: Showing metabocard for 5-(2-Hydroxyethyl)-4-methylthiazole (LMDB00688)

Identification Taxonomy Ontology Physical properties Spectra Biological properties Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-07-13 19:55:29 UTC

Update Date

2016-07-20 21:02:45 UTC

Lmdb

LMDB00688

Secondary Accession Numbers

None

Metabolite Identification

Common Name

5-(2-Hydroxyethyl)-4-methylthiazole

Description

5-(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 plants 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 pomegranates (Punica granatum), daikon radishes (Raphanus sativus var. longipinnatus), limes (Citrus aurantiifolia), garden cresses (Lepidium sativum), and thistles (Cirsium). This could make 5-(2-hydroxyethyl)-4-methylthiazole a potential biomarker for the consumption of these foods. 5-(2-Hydroxyethyl)-4-methylthiazole is a secondary metabolite. Secondary metabolites are metabolically or physiologically non-essential metabolites that may serve a role as defense or signalling molecules. In some cases they are simply molecules that arise from the incomplete metabolism of other secondary metabolites. Based on a literature review a significant number of articles have been published on 5-(2-Hydroxyethyl)-4-methylthiazole.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Methyl-5-(2'-hydroxyethyl)-thiazole	ChEBI
4-Methyl-5-(2-hydroxyethyl)-thiazole	ChEBI
4-Methyl-5-thiazolethanol	ChEBI
Hemineurine	ChEBI
4-Methyl-5-(2-hydroxyethyl)thiazole	Kegg
HET	Kegg
2-(4-Methyl-1,3-thiazol-5-yl)ethanol	HMDB
2-(4-Methyl-5-thiazolyl)ethanol	HMDB
2-(4-METHYL-thiazol-5-yl)-ethanol	HMDB
2-(4-Methylthiazol-5-yl)ethanol	HMDB
2-(4-Methylthiazole-5-yl)ethanol	HMDB
4-METHYL-5-(beta-hydroxyethyl)-thiazole	HMDB
4-Methyl-5-(beta-hydroxyethyl)thiazole	HMDB
4-Methyl-5-hydroxethylthiazole	HMDB
4-Methyl-5-hydroxyethylthiazole	HMDB
4-Methyl-5-thiazoleethanol	HMDB
4-Methyl-5-thiazoleethanol, 9ci	HMDB
4-Methyl-5-thiazolylethanol	HMDB
4-Metyl-5-(beta-hydroxyethyl)thiazole	HMDB
5-(2-Hydroxyethyl)-4-methylthiazole (sulfurol)	HMDB
5-(beta-Hydroxyethyl)-4-methylthiazole	HMDB
5-(Hydroxyethyl)-4-methylthiazole	HMDB
FEMA 3204	HMDB
MHT	HMDB
Sulfurol	HMDB
Thiamine breakdown product 4-methyl-5-thiazoleethanol- from	HMDB
Thiamine thiazole	HMDB
Thiazole, 5-(2-hydroxyethyl)-4-methyl	HMDB
TZE	HMDB
Thiamine thiazole hydrochloride	HMDB
Thiamine thiazole phosphate	HMDB
4-Methyl-5-(2-thiazoleethanol)	HMDB
4-Methyl-5-(β-hydroxyethyl)thiazole	HMDB
5-(Β-hydroxyethyl)-4-methylthiazole	HMDB
THZ	HMDB
5-(2-Hydroxyethyl)-4-methylthiazole	MeSH

Chemical Formula

C₆H₉NOS

Average Molecular Weight

143.207

Monoisotopic Molecular Weight

143.040484605

IUPAC Name

2-(4-methyl-1,3-thiazol-5-yl)ethan-1-ol

Traditional Name

4-methyl-5-thiazoleethanol

CAS Registry Number

137-00-8

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 Key

BKAWJIRCKVUVED-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.

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
Organic oxygen compound
Organopnictogen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Organonitrogen compound
Alcohol
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

1,3-thiazole (CHEBI:17957 )
primary alcohol (CHEBI:17957 )
Thiazole alkaloids (C04294 )
a thiazole (THZ )

Ontology

Status

Detected but not Quantified

Origin

Not Available

Biofunction

Not Available

Application

Not Available

Cellular locations

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	0.67	ALOGPS
logP	0.42	ChemAxon
logS	-1.8	ALOGPS
pKa (Strongest Acidic)	15.62	ChemAxon
pKa (Strongest Basic)	3.12	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	33.12 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	37.32 m³·mol⁻¹	ChemAxon
Polarizability	14.92 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - GC-MS (1 TMS)	splash10-0udi-3910000000-2c7da803c60f23e92cb8	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03di-3900000000-373fe84bca11e1b9a8e8	Spectrum
GC-MS	GC-MS Spectrum - GC-MS (Non-derivatized)	splash10-0udi-3910000000-2c7da803c60f23e92cb8	Spectrum
GC-MS	GC-MS Spectrum - GC-EI-TOF (Non-derivatized)	splash10-0udi-2910000000-917762a1db7938b1744a	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-03di-5900000000-a533361156b4169f3662	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9320000000-2699a9d0d4585266a9fb	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0006-0900000000-752807b0316740b2f094	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-0006-0900000000-78f29564099d057faa39	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-03di-1900000000-eed8b0468f9906ba231c	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-03di-3900000000-f44ad5d4a3225d9b0bcc	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QQ , positive	splash10-03di-9700000000-33a95f67a6613491886d	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-01ox-0900000000-06db10539c8be16d6109	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - LC-ESI-QTOF , positive	splash10-03di-1900000000-0c0977714e57292d99f9	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 35V, Positive	splash10-03dl-0900000000-88e26c627663843f9708	Spectrum
LC-MS/MS	LC-MS/MS Spectrum - 30V, Positive	splash10-03di-1900000000-0c0977714e57292d99f9	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004l-0900000000-77f0167f1adcb7bd13de	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-004i-1900000000-7716ea7b3c8440649464	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-01ta-9500000000-67d0defea9e8825ae1aa	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-01ox-1900000000-11ac5d4965cdb773ab47	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-006w-9600000000-fbed1a518b95bea3510c	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0006-9000000000-7872cc957fe09907a8b7	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004l-0900000000-2e5c326d07e929018d95	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01u3-8900000000-c889afd6f3bb43d37fdb	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-001i-9100000000-b0bb72c5777ad7b7b1a1	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-9100000000-b34c758ceec8653ad03f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-00dl-9300000000-70a6aa386fb75b9d9b36	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0a4i-9000000000-bb4dcf1719345df44077	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum
1D NMR	1H NMR Spectrum	Not Available	Spectrum
1D NMR	13C NMR Spectrum	Not Available	Spectrum