Showing Compound Ethyl 2-(methylthio)acetate (FDB019980)

Record Information

Version

1.0

Creation date

2010-04-08 22:14:43 UTC

Update date

2019-11-26 03:18:13 UTC

Primary ID

FDB019980

Secondary Accession Numbers

Not Available

Chemical Information

FooDB 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.

CAS Number

4455-13-4

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	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
(methylthio)acetic acid ethyl ester	biospider
Ethyl 2-(methylthio)acetate	biospider

Predicted 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

Chemical Formula

C5H10O2S

IUPAC name

ethyl 2-(methylsulfanyl)acetate

InChI Identifier

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

InChI Key

MDIAKIHKBBNYHF-UHFFFAOYSA-N

Isomeric SMILES

CCOC(=O)CSC

Average Molecular Weight

134.197

Monoisotopic Molecular Weight

134.040150254

Classification

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

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant:

Cucurbitaceae

Biological location:

Subcellular:

Cell and elements:

Extracellular

Process

Naturally occurring process:

Biological process:

Cellular process:

Cell signaling

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 44.75%; H 7.51%; O 23.84%; S 23.89%	DFC
Melting Point	Not Available
Boiling Point	Bp25 70-72°	DFC
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Ethyl 2-(methylthio)acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-03fr-9000000000-a97962981565467aa12a	Spectrum
Predicted GC-MS	Ethyl 2-(methylthio)acetate, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-000i-4900000000-3a383cde730b0a0f36a7	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-000i-9400000000-e810baf1f2d9030fc111	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-007a-9000000000-baa2c4a984ce5298cb5d	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-000b-9200000000-d88a2e2fdc55b267fd24	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0012-9300000000-728d7afb06e51d834d09	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-052p-9000000000-2a2a0f7eb179efb33a14	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-01p9-9200000000-84542e78b1c71d8bba05	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-03di-9000000000-0ff8b1e30c27d025da13	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-03dj-9000000000-b59b2bf61ac2ea94184d	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0002-9300000000-551e6d05cc477b377d21	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0002-9000000000-e1d92d2a30bee517d754	2021-09-24	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0007-9000000000-c2233549e80e2f2a171c	2021-09-24	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

70575

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

78199

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB40263

CRC / DFC (Dictionary of Food Compounds) ID

MRT53-X:MHJ26-B

EAFUS ID

1134

Dr. Duke ID

ETHYL-(METHYLTHIO)-ACETATE

BIGG ID

Not Available

KNApSAcK ID

Not Available

HET ID

Not Available

Food Biomarker Ontology

Not Available

VMH ID

Not Available

Flavornet ID

Not Available

GoodScent ID

rw1027861

SuperScent ID

78199

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

Food	Content Range	Average	Reference
Food			Reference

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

Flavor	Citations
vegetable	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
herbaceous	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
fatty	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
spicy	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
floral	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
citrus	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
woody	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
meaty	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
green	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
wine_like	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
earthy	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
apricot	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
fruity	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695 The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
nutty	Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695