Showing Compound 2-Methyl-5-(methylthio)furan (FDB021556)

Record Information

Version

1.0

Creation date

2010-04-08 22:15:46 UTC

Update date

2019-11-26 03:20:33 UTC

Primary ID

FDB021556

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

2-Methyl-5-(methylthio)furan

Description

2-Methyl-5-(methylthio)furan, also known as fema 3366 or methyl 5-methylfuryl sulfide, belongs to the class of organic compounds known as aryl thioethers. These are organosulfur compounds containing a thioether group that is substituted by an aryl group. 2-Methyl-5-(methylthio)furan is a coffee, garlic, and horseradish tasting compound. 2-Methyl-5-(methylthio)furan has been detected, but not quantified in, a few different foods, such as arabica coffees (Coffea arabica), coffee and coffee products, and robusta coffees (Coffea canephora). This could make 2-methyl-5-(methylthio)furan a potential biomarker for the consumption of these foods. Based on a literature review a significant number of articles have been published on 2-Methyl-5-(methylthio)furan.

CAS Number

13678-59-6

Structure

MOL SDF PDB SMILES InChI

Synonyms

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Synonym	Source
2-Methyl 5-(methyl thio) furan	ChEBI
2-Methyl-5-(methylmercapto)furan	ChEBI
2-Methyl-5-(methylsulfanyl)furan	HMDB
2-Methyl-5-(methylthio)-furan	ChEBI
2-Methyl-5-(methylthio)furan, 9ci	HMDB
2-Methyl-5-(methylthio)furan, 9CI	db_source
2-Methyl-5-methylthiofuran	ChEBI
5-Methyl-2-(methylthio)furan	ChEBI
FEMA 3366	ChEBI
Furan, 2-methyl-5-(methylthio)-	biospider

Showing 1 to 10 of 12 entries

Predicted Properties

Property	Value	Source
Water Solubility	0.76 g/L	ALOGPS
logP	2.16	ALOGPS
logP	2.03	ChemAxon
logS	-2.2	ALOGPS
pKa (Strongest Basic)	-2.9	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	0	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	13.14 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	35.73 m³·mol⁻¹	ChemAxon
Polarizability	14.03 Å³	ChemAxon
Number of Rings	1	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

C6H8OS

IUPAC name

2-methyl-5-(methylsulfanyl)furan

InChI Identifier

InChI=1S/C6H8OS/c1-5-3-4-6(7-5)8-2/h3-4H,1-2H3

InChI Key

RESBOJMQOGJOMW-UHFFFAOYSA-N

Isomeric SMILES

CSC1=CC=C(C)O1

Average Molecular Weight

128.19

Monoisotopic Molecular Weight

128.029586052

Classification

Description

Belongs to the class of organic compounds known as aryl thioethers. These are organosulfur compounds containing a thioether group that is substituted by an aryl group.

Kingdom

Organic compounds

Super Class

Organosulfur compounds

Class

Thioethers

Sub Class

Aryl thioethers

Direct Parent

Aryl thioethers

Alternative Parents

Substituents

Aryl thioether
Alkylarylthioether
Heteroaromatic compound
Furan
Oxacycle
Organoheterocyclic compound
Sulfenyl compound
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aromatic heteromonocyclic compound

Molecular Framework

Aromatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Food

Biological:

Plant:

Coffea

Biological location:

Biofluid and excreta:

Urine

Subcellular:

Cytoplasm

Cell and elements:

Extracellular

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Nutrient

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

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Property	Value	Reference
Boiling Point	Bp50 80° (Kugelrohr)	DFC
Charge	Not Available
Density	d204 1.06	DFC
Experimental logP	Not Available
Experimental pKa	Not Available
Experimental Water Solubility	Not Available
Isoelectric point	Not Available
Mass Composition	C 56.22%; H 6.29%; O 12.48%; S 25.01%	DFC
Melting Point	Not Available
Optical Rotation	Not Available

Showing 1 to 10 of 14 entries

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	2-Methyl-5-(methylthio)furan, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0h00-9600000000-3167f0686d2db8376784	Spectrum
Predicted GC-MS	2-Methyl-5-(methylthio)furan, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	2-Methyl-5-(methylthio)furan, 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	splash10-004i-1900000000-7832fdba10c511e54c5a	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-003r-9800000000-688ba44e7e4fa4d115d4	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0udj-9000000000-67a5d7fde336902e2680	2016-06-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-002b-9500000000-c7a8db3aa7f361316614	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-004i-9000000000-09f7d5dfacb492852477	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0002-9000000000-76d311994a7992a4faa5	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0a4i-1900000000-08922a4033e4d51d523e	2021-09-21	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-054o-9700000000-24ee32c5c5c11d9f47c3	2021-09-21	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0f6t-9000000000-dccdd9561f2a9915f579	2021-09-21	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-03e9-9300000000-1ed29791617d25500ce8	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0019-9000000000-d9fce2f5994898ccbd73	2021-09-25	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-000i-9000000000-e5594e4612de019a0d13	2021-09-25	View Spectrum

NMR

Not Available

External Links

ChemSpider ID

55562

ChEMBL ID

Not Available

KEGG Compound ID

Not Available

Pubchem Compound ID

61657

Pubchem Substance ID

Not Available

ChEBI ID

Not Available

Phenol-Explorer ID

Not Available

DrugBank ID

Not Available

HMDB ID

HMDB41566

CRC / DFC (Dictionary of Food Compounds) ID

PBV35-C:PBV36-D

EAFUS ID

2326

Dr. Duke ID

Not Available

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

rw1035961

SuperScent ID

Not Available

Wikipedia ID

Not Available

Phenol-Explorer Metabolite ID

Not Available

Duplicate IDS

Not Available

Old DFC IDS

Not Available

Associated Foods

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Food	Content Range	Average	Reference

Processing...

Biological Effects and Interactions

Health Effects / Bioactivities

Not Available

Enzymes

Not Available

Pathways

Not Available

Metabolism

Not Available

Biosynthesis

Not Available

Organoleptic Properties

Flavours

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Flavor	Citations
coffee	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
garlic	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
horseradish	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
mustard	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
onion	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
sulfury	The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.