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Record Information

Version

5.0

Status

Expected but not Quantified

Creation Date

2012-09-12 01:47:55 UTC

Update Date

2023-02-21 17:28:04 UTC

HMDB ID

HMDB0040263

Secondary Accession Numbers

HMDB40263

Metabolite Identification

Common Name

Ethyl 2-(methylthio)acetate

Description

Ethyl 2-(methylthio)acetate belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group). Ethyl 2-(methylthio)acetate is an apricot, citrus, and earthy tasting compound. Ethyl 2-(methylthio)acetate has been detected, but not quantified in, fruits and muskmelons (Cucumis melo). This could make ethyl 2-(methylthio)acetate a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Ethyl 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
Ethyl 2-(methylthio)acetic acid	Generator
(methylthio)Acetic acid ethyl ester	HMDB
Acetic acid, (methylthio)-, ethyl ester	HMDB
Ethyl (methylsulfanyl)acetate	HMDB
Ethyl (methylthio)acetate	HMDB
Ethyl 2-(methylthio)-acetate	HMDB
Ethyl alpha(methylthio)acetate	HMDB
Ethyl alpha-(methylthio)acetate	HMDB
FEMA 3835	HMDB
Methylsulfanyl-acetic acid ethyl ester	HMDB
Methylthioacetic acid ethyl ester	HMDB
Ethyl 2-(methylsulfanyl)acetic acid	Generator
Ethyl 2-(methylsulphanyl)acetate	Generator
Ethyl 2-(methylsulphanyl)acetic acid	Generator

Chemical Formula

C₅H₁₀O₂S

Average Molecular Weight

134.197

Monoisotopic Molecular Weight

134.040150254

IUPAC Name

ethyl 2-(methylsulfanyl)acetate

Traditional Name

ethyl 2-(methylsulfanyl)acetate

CAS Registry Number

4455-13-4

SMILES

CCOC(=O)CSC

InChI Identifier

InChI=1S/C5H10O2S/c1-3-7-5(6)4-8-2/h3-4H2,1-2H3

InChI Key

MDIAKIHKBBNYHF-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as carboxylic acid esters. These are carboxylic acid derivatives in which the carbon atom from the carbonyl group is attached to an alkyl or an aryl moiety through an oxygen atom (forming an ester group).

Kingdom

Organic compounds

Super Class

Organic acids and derivatives

Class

Carboxylic acids and derivatives

Sub Class

Carboxylic acid derivatives

Direct Parent

Carboxylic acid esters

Alternative Parents

Substituents

Carboxylic acid 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

Route of exposure

Enteral

Ingestion (HMDB: HMDB0040263)

Source

Endogenous

Endogenous (HMDB: HMDB0040263)

Plant

Plant (HMDB: HMDB0040263)
Cucurbitaceae (HMDB: HMDB0040263)

Exogenous

Food

Food (HMDB: HMDB0040263)

Gourd

Muskmelon (FooDB: FOOD00064)

Fruit

Fruits (FooDB: FOOD00871)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0040263)

Role

Biological role

Energy storage (HMDB: HMDB0040263)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0040263)

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0040263)

Physical Properties

State

Not Available

Experimental Molecular Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	70.00 to 72.00 °C. @ 12.00 mm Hg	The Good Scents Company Information System
Water Solubility	0 slightly	The Good Scents Company Information System
LogP	1.064 (est)	The Good Scents Company Information System

Experimental Chromatographic Properties

Not Available

Predicted Molecular Properties

Property	Value	Source
Water Solubility	14 g/L	ALOGPS
logP	1	ALOGPS
logP	0.89	ChemAxon
logS	-0.98	ALOGPS
pKa (Strongest Basic)	-7.2	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	4	ChemAxon
Refractivity	34.64 m³·mol⁻¹	ChemAxon
Polarizability	14.3 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]+	126.527	31661259
DarkChem	[M-H]-	122.253	31661259
DeepCCS	[M+H]+	131.188	30932474
DeepCCS	[M-H]-	129.198	30932474
DeepCCS	[M-2H]-	164.77	30932474
DeepCCS	[M+Na]+	139.312	30932474
AllCCS	[M+H]+	129.9	32859911
AllCCS	[M+H-H2O]+	125.9	32859911
AllCCS	[M+NH4]+	133.7	32859911
AllCCS	[M+Na]+	134.7	32859911
AllCCS	[M-H]-	133.5	32859911
AllCCS	[M+Na-2H]-	136.9	32859911
AllCCS	[M+HCOO]-	140.6	32859911

Predicted Kovats Retention Indices

Underivatized

Metabolite	SMILES	Kovats RI Value	Column Type	Reference
Ethyl 2-(methylthio)acetate	CCOC(=O)CSC	1367.5	Standard polar	33892256
Ethyl 2-(methylthio)acetate	CCOC(=O)CSC	952.2	Standard non polar	33892256
Ethyl 2-(methylthio)acetate	CCOC(=O)CSC	1021.2	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 - Ethyl 2-(methylthio)acetate GC-MS (Non-derivatized) - 70eV, Positive	splash10-03fr-9000000000-a97962981565467aa12a	2016-09-22	Wishart Lab	View Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - Ethyl 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 - Ethyl 2-(methylthio)acetate 10V, Positive-QTOF	splash10-000i-4900000000-3a383cde730b0a0f36a7	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-(methylthio)acetate 20V, Positive-QTOF	splash10-000i-9400000000-e810baf1f2d9030fc111	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-(methylthio)acetate 40V, Positive-QTOF	splash10-007a-9000000000-baa2c4a984ce5298cb5d	2016-08-01	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-(methylthio)acetate 10V, Negative-QTOF	splash10-000b-9200000000-d88a2e2fdc55b267fd24	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-(methylthio)acetate 20V, Negative-QTOF	splash10-0012-9300000000-728d7afb06e51d834d09	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-(methylthio)acetate 40V, Negative-QTOF	splash10-052p-9000000000-2a2a0f7eb179efb33a14	2016-08-03	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-(methylthio)acetate 10V, Positive-QTOF	splash10-01p9-9200000000-84542e78b1c71d8bba05	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-(methylthio)acetate 20V, Positive-QTOF	splash10-03di-9000000000-0ff8b1e30c27d025da13	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-(methylthio)acetate 40V, Positive-QTOF	splash10-03dj-9000000000-b59b2bf61ac2ea94184d	2021-09-23	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-(methylthio)acetate 10V, Negative-QTOF	splash10-0002-9300000000-551e6d05cc477b377d21	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-(methylthio)acetate 20V, Negative-QTOF	splash10-0002-9000000000-e1d92d2a30bee517d754	2021-09-24	Wishart Lab	View Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - Ethyl 2-(methylthio)acetate 40V, Negative-QTOF	splash10-0007-9000000000-c2233549e80e2f2a171c	2021-09-24	Wishart Lab	View Spectrum

NMR Spectra

Spectrum Type	Description	Deposition Date	Source	View
Predicted 1D NMR	¹H NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 100 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 1000 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 200 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 300 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 400 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 500 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 600 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 700 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 800 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹H NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	Wishart Lab	View Spectrum
Predicted 1D NMR	¹³C NMR Spectrum (1D, 900 MHz, D₂O, predicted)	2021-09-24	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

FDB019980

KNApSAcK ID

Not Available

Chemspider ID

70575

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

78199

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

MarkerDB ID

Not Available

Good Scents ID

rw1027861

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 Ethyl 2-(methylthio)acetate (HMDB0040263)

MOL for HMDB0040263 (Ethyl 2-(methylthio)acetate)

3D MOL for HMDB0040263 (Ethyl 2-(methylthio)acetate)

3D SDF for HMDB0040263 (Ethyl 2-(methylthio)acetate)

3D-SDF for HMDB0040263 (Ethyl 2-(methylthio)acetate)

PDB for HMDB0040263 (Ethyl 2-(methylthio)acetate)

3D PDB for HMDB0040263 (Ethyl 2-(methylthio)acetate)

SMILES for HMDB0040263 (Ethyl 2-(methylthio)acetate)

INCHI for HMDB0040263 (Ethyl 2-(methylthio)acetate)

Structure for HMDB0040263 (Ethyl 2-(methylthio)acetate)

3D Structure for HMDB0040263 (Ethyl 2-(methylthio)acetate)

Predicted Collision Cross Sections

Predicted Kovats Retention Indices

Underivatized

GC-MS Spectra

MS/MS Spectra

NMR Spectra

IR Spectra