S-Methylmercaptoethanol (YMDB16078)

Identification

YMDB ID

YMDB16078

Name

S-Methylmercaptoethanol

Species

Saccharomyces cerevisiae

Strain

Baker's yeast

Description

2-(Methylthio)ethanol, also known as 2-methylmercaptoethanol, belongs to the class of organic compounds known as dialkylthioethers. These are organosulfur compounds containing a thioether group that is substituted by two alkyl groups. Based on a literature review a significant number of articles have been published on 2-(Methylthio)ethanol.

Structure

MOL SDF PDB SMILES InChI

Synonyms

1-Hydroxy-2-(methylthio)-ethane
2-Hydroxyethyl methyl sulfide
2-Methylmercaptoethanol
beta-(Methylthio)ethanol
beta-Hydroxyethyl methyl sulfide
beta-Methylmercaptoethanol
Hydroxyethyl methyl sulfide
Methyl 2-hydroxyethyl sulfide
Methylthioethanol
S-Methylmercaptoethanol
2-Hydroxyethyl methyl sulphide
b-(Methylthio)ethanol
Β-(methylthio)ethanol
b-Hydroxyethyl methyl sulfide
b-Hydroxyethyl methyl sulphide
beta-Hydroxyethyl methyl sulphide
Β-hydroxyethyl methyl sulfide
Β-hydroxyethyl methyl sulphide
b-Methylmercaptoethanol
Β-methylmercaptoethanol
Hydroxyethyl methyl sulphide
Methyl 2-hydroxyethyl sulphide
2-(methylmercapto)Ethanol
2-(Methylsulfanyl)ethanol
2-(methylthio)-Ethanol
2-MethyIthioethanol
2-Methylsulfanyl-ethanol
Methylmercaptoethanol
2-(Methylthio)ethanol

CAS number

Not Available

Weight

Average: 92.16
Monoisotopic: 92.029585568

InChI Key

WBBPRCNXBQTYLF-UHFFFAOYSA-N

InChI

InChI=1S/C3H8OS/c1-5-3-2-4/h4H,2-3H2,1H3

IUPAC Name

2-(methylsulfanyl)ethan-1-ol

Traditional IUPAC Name

2-(methylthio)ethanol

Chemical Formula

C₃H₈OS

SMILES

CSCCO

Chemical Taxonomy

Description

belongs to the class of organic compounds known as dialkylthioethers. These are organosulfur compounds containing a thioether group that is substituted by two alkyl groups.

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Thioethers

Sub Class

Dialkylthioethers

Direct Parent

Dialkylthioethers

Alternative Parents

Substituents

Dialkylthioether
Sulfenyl compound
Organic oxygen compound
Hydrocarbon derivative
Primary alcohol
Organooxygen compound
Alcohol
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

aliphatic sulfide (CHEBI:63861 )
primary alcohol (CHEBI:63861 )
an organosulfur compound (CPD-7677 )

Physical Properties

State

Not Available

Charge

Melting point

Not Available

Experimental Properties

Property	Value	Reference
Water Solubility	Not Available	PhysProp
LogP	Not Available	PhysProp

Predicted Properties

Property	Value	Source
Water Solubility	79.2 g/L	ALOGPS
logP	-0.16	ALOGPS
logP	0.27	ChemAxon
logS	-0.07	ALOGPS
pKa (Strongest Acidic)	15.55	ChemAxon
pKa (Strongest Basic)	-2.6	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	20.23 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	25.39 m³·mol⁻¹	ChemAxon
Polarizability	10.2 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	Yes	ChemAxon

Biological Properties

Cellular Locations

Not Available

Organoleptic Properties

Flavour/Odour	Source
Meaty	FDB009868
Sulfurous	FDB009868

SMPDB Pathways

Not Available

KEGG Pathways

Not Available

SMPDB Reactions

Not Available

KEGG Reactions

Not Available

Concentrations

Intracellular Concentrations

Not Available

Extracellular Concentrations

Not Available

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03dm-9000000000-72514bd7603ac40929c9	JSpectraViewer \| MoNA
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-03dm-9000000000-72514bd7603ac40929c9	JSpectraViewer \| MoNA
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-01ot-9000000000-66f2103dca58663d03be	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00di-9200000000-6819d755c65ba4dc4dd0	JSpectraViewer
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0006-9000000000-bd10fe52ce0bd1c4c733	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-002g-9000000000-928c1e53f1d0ec1fb9ba	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-056r-9000000000-cbb33698ecabe8590735	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-9000000000-2e5f9370fce39a5bc431	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0007-9000000000-96f50c1abf923f3b0525	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0007-9000000000-93404944d1699f2fe8e3	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-004j-9000000000-48b633b67fce8cb09f9b	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-01ta-9000000000-9422ef976f1a6b7fa48a	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0002-9000000000-405eff135d5795cc286f	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-9000000000-e1d92d2a30bee517d754	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-9000000000-e1d92d2a30bee517d754	JSpectraViewer
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-9000000000-e1d92d2a30bee517d754	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer
1D NMR	1H NMR Spectrum	Not Available	JSpectraViewer
1D NMR	13C NMR Spectrum	Not Available	JSpectraViewer

References

References:

Robinson AL, Ebeler SE, Heymann H, Boss PK, Solomon PS, Trengove RD. (2009). "Interactions between wine volatile compounds and grape and wine matrix components influence aroma compound headspace partitioning." J Agric Food Chem. 2009 Nov 11;57(21):10313-22.19845354

Synthesis Reference:

Not Available

External Links:

Resource	Link
CHEBI ID	63861
HMDB ID	HMDB0032425
Pubchem Compound ID	78925
Kegg ID	Not Available
ChemSpider ID	71259
FOODB ID	FDB009868
Wikipedia ID	Not Available
BioCyc ID	Not Available

Structure for #<Compound:0xab41ef00>