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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-11 20:39:24 UTC

Update Date

2023-02-21 17:24:51 UTC

HMDB ID

HMDB0035646

Secondary Accession Numbers

HMDB35646

Metabolite Identification

Common Name

Methyl 2-(methylthio)acetate

Description

Methyl 2-(methylthio)acetate belongs to the class of organic compounds known as methyl esters. These are organic compounds containing a carboxyl group that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=H or organyl group and R'=methyl group. Methyl 2-(methylthio)acetate is a cooked, cooked potato, and fruity tasting compound. Based on a literature review a significant number of articles have been published on Methyl 2-(methylthio)acetate.

Structure

MOL 3D MOL SDF 3D SDF PDB 3D PDB SMILES InChI

View in JSmol View NMR Assignments View Stereo Labels

Synonyms

Value	Source
Methyl 2-(methylthio)acetic acid	Generator
(methylthio)Acetic acid	HMDB
Acetic acid, (methylthio)-, methyl ester	HMDB
Methyl (methylithio)acetate	HMDB
Methyl (methylmercapto)acetate	HMDB
Methyl (methylsulfanyl)acetate	HMDB
Methyl (methylthio)acetate	HMDB
Methyl methylthioacetate	HMDB
Methyl S-methylthioglycolate	HMDB
S-Methylthioglycolate	HMDB
Methyl 2-(methylsulfanyl)acetic acid	Generator
Methyl 2-(methylsulphanyl)acetate	Generator
Methyl 2-(methylsulphanyl)acetic acid	Generator

Chemical Formula

C₄H₈O₂S

Average Molecular Weight

120.17

Monoisotopic Molecular Weight

120.02450019

IUPAC Name

methyl 2-(methylsulfanyl)acetate

Traditional Name

methyl 2-(methylsulfanyl)acetate

CAS Registry Number

16630-66-3

SMILES

COC(=O)CSC

InChI Identifier

InChI=1S/C4H8O2S/c1-6-4(5)3-7-2/h3H2,1-2H3

InChI Key

HZYCAKGEXXKCDM-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as methyl esters. These are organic compounds containing a carboxyl group that is esterified with a methyl group. They have the general structure RC(=O)OR', where R=H or organyl group and R'=methyl group.

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Methyl esters

Alternative Parents

Substituents

Methyl ester
Dialkylthioether
Sulfenyl compound
Thioether
Monocarboxylic acid or derivatives
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organosulfur compound
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Ontology

Cellular substructure

Source

Endogenous

Endogenous (HMDB: HMDB0035646)

Exogenous

Food

Food (HMDB: HMDB0035646)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0035646)

Role

Biological role

Energy storage (HMDB: HMDB0035646)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035646)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	49.00 to 51.00 °C. @ 12.00 mm Hg	The Good Scents Company Information System
Water Solubility	40590 mg/L @ 25 °C (est)	The Good Scents Company Information System
LogP	0.554 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	23.3 g/L	ALOGPS
logP	0.38	ALOGPS
logP	0.54	ChemAxon
logS	-0.71	ALOGPS
pKa (Strongest Basic)	-7.1	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	3	ChemAxon
Refractivity	29.89 m³·mol⁻¹	ChemAxon
Polarizability	12.28 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Predicted Chromatographic Properties

Predicted Collision Cross Sections

Predictor	Adduct Type	CCS Value (Å²)	Reference
DarkChem	[M+H]+	122.798	31661259
DarkChem	[M-H]-	117.547	31661259
DeepCCS	[M+H]+	127.495	30932474
DeepCCS	[M-H]-	125.467	30932474
DeepCCS	[M-2H]-	160.973	30932474
DeepCCS	[M+Na]+	135.274	30932474
AllCCS	[M+H]+	127.6	32859911
AllCCS	[M+H-H2O]+	123.5	32859911
AllCCS	[M+NH4]+	131.4	32859911
AllCCS	[M+Na]+	132.5	32859911
AllCCS	[M-H]-	132.5	32859911
AllCCS	[M+Na-2H]-	136.5	32859911
AllCCS	[M+HCOO]-	140.9	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Methyl 2-(methylthio)acetate	COC(=O)CSC	1321.7	Standard polar	33892256
Methyl 2-(methylthio)acetate	COC(=O)CSC	882.9	Standard non polar	33892256
Methyl 2-(methylthio)acetate	COC(=O)CSC	958.8	Semi standard non polar	33892256

Spectra

GC-MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl 2-(methylthio)acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-01vk-9100000000-67a8c3aad821bd0d4729	2017-09-01	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl 2-(methylthio)acetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Methyl 2-(methylthio)acetate GC-MS (Non-derivatized) - 70eV, Positive	Not Available	2021-10-12	Wishart Lab	View Spectrum

MS/MS Spectra

Spectrum Type	Description	Splash Key	Deposition Date	Source	View
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-(methylthio)acetate 10V, Positive-QTOF	splash10-00dr-5900000000-d27c31172cfaf2433377	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-(methylthio)acetate 20V, Positive-QTOF	splash10-0079-9700000000-09525c11b421c156f7c6	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-(methylthio)acetate 40V, Positive-QTOF	splash10-00dr-9000000000-76814fc95f00800d4639	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-(methylthio)acetate 10V, Negative-QTOF	splash10-014r-8900000000-735fb8745631ac6c79fb	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-(methylthio)acetate 20V, Negative-QTOF	splash10-014i-5900000000-43fb422595b3ab7f1414	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-(methylthio)acetate 40V, Negative-QTOF	splash10-0006-9000000000-e8b17dc52dd79173ec4b	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-(methylthio)acetate 10V, Negative-QTOF	splash10-0002-9000000000-e1d92d2a30bee517d754	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-(methylthio)acetate 20V, Negative-QTOF	splash10-0002-9000000000-e1d92d2a30bee517d754	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-(methylthio)acetate 40V, Negative-QTOF	splash10-0002-9000000000-e1d92d2a30bee517d754	2021-09-22	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-(methylthio)acetate 10V, Positive-QTOF	splash10-03dr-9100000000-e5c946f135c17080e009	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-(methylthio)acetate 20V, Positive-QTOF	splash10-03di-9000000000-c6662a5830a4c34577e7	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Methyl 2-(methylthio)acetate 40V, Positive-QTOF	splash10-0002-9000000000-605912f4cde7880d52f1	2021-09-23	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-25	Wishart Lab	View Spectrum

IR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)	2023-02-04	FELIX lab	View Spectrum
Predicted IR Spectrum	IR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)	2023-02-04	FELIX lab	View Spectrum

Biological Properties

Cellular Locations

Cytoplasm
Extracellular
Membrane

Biospecimen Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Name	SMPDB/PathBank	KEGG

Normal Concentrations

Not Available

Abnormal Concentrations

Not Available

Associated Disorders and Diseases

Disease References

None

Associated OMIM IDs

None

External Links

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB014356

KNApSAcK ID

Not Available

Chemspider ID

77131

KEGG Compound ID

C03173

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

85522

PDB ID

Not Available

ChEBI ID

47870

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1062271

References

Synthesis Reference

Not Available

Material Safety Data Sheet (MSDS)

Not Available

General References

(). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .

Showing metabocard for Methyl 2-(methylthio)acetate (HMDB0035646)

MOL for HMDB0035646 (Methyl 2-(methylthio)acetate)

3D MOL for HMDB0035646 (Methyl 2-(methylthio)acetate)

3D SDF for HMDB0035646 (Methyl 2-(methylthio)acetate)

3D-SDF for HMDB0035646 (Methyl 2-(methylthio)acetate)

PDB for HMDB0035646 (Methyl 2-(methylthio)acetate)

3D PDB for HMDB0035646 (Methyl 2-(methylthio)acetate)

SMILES for HMDB0035646 (Methyl 2-(methylthio)acetate)

INCHI for HMDB0035646 (Methyl 2-(methylthio)acetate)

Structure for HMDB0035646 (Methyl 2-(methylthio)acetate)

3D Structure for HMDB0035646 (Methyl 2-(methylthio)acetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra