Record Information
Version1.0
Creation date2010-04-08 22:14:22 UTC
Update date2018-05-29 01:42:02 UTC
Primary IDFDB019450
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name5-Methyl-2-furanmethanethiol
Description5-Methyl-2-furanmethanethiol, also known as 2-(mercaptomethyl)-5-methylfuran or 5-methyl-2-furfurylmercaptan, belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom. 5-Methyl-2-furanmethanethiol is an extremely weak basic (essentially neutral) compound (based on its pKa). 5-Methyl-2-furanmethanethiol is a coffee, roasted, and sulfurous tasting compound. 5-Methyl-2-furanmethanethiol has been detected, but not quantified in, a few different foods, such as cereals and cereal products, coffee and coffee products, and mushrooms. This could make 5-methyl-2-furanmethanethiol a potential biomarker for the consumption of these foods.
CAS Number59303-05-8
Structure
Thumb
Synonyms
SynonymSource
(5-Methyl-2-furyl)methanethiolHMDB
2-(Mercaptomethyl)-5-methylfuranHMDB
2-Methyl-5-thiomethylfuranHMDB
5-Methyl-2-furfurylmercaptanHMDB
5-Methyl-2-furfurylthiolHMDB
5-Methylfurfuryl mercaptanHMDB
2-furanmethanethiol, 5-methyl-biospider
5-methylfurfuryl mercaptanbiospider
Predicted Properties
PropertyValueSource
Water Solubility0.17 g/LALOGPS
logP2.07ALOGPS
logP1.56ChemAxon
logS-2.9ALOGPS
pKa (Strongest Acidic)9.71ChemAxon
pKa (Strongest Basic)-2.8ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area13.14 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity36.6 m³·mol⁻¹ChemAxon
Polarizability14.06 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC6H8OS
IUPAC name(5-methylfuran-2-yl)methanethiol
InChI IdentifierInChI=1S/C6H8OS/c1-5-2-3-6(4-8)7-5/h2-3,8H,4H2,1H3
InChI KeyMGLMZOFGBDYNMH-UHFFFAOYSA-N
Isomeric SMILESCC1=CC=C(CS)O1
Average Molecular Weight128.192
Monoisotopic Molecular Weight128.029585568
Classification
Description belongs to the class of organic compounds known as heteroaromatic compounds. Heteroaromatic compounds are compounds containing an aromatic ring where a carbon atom is linked to an hetero atom.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassHeteroaromatic compounds
Sub ClassNot Available
Direct ParentHeteroaromatic compounds
Alternative Parents
Substituents
  • Heteroaromatic compound
  • Furan
  • Oxacycle
  • Alkylthiol
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Role

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 56.22%; H 6.29%; O 12.48%; S 25.01%DFC
Melting PointNot Available
Boiling PointBp3 70°DFC
Experimental Water SolubilityNot Available
Experimental logPNot Available
Experimental pKaNot Available
Isoelectric pointNot Available
ChargeNot Available
Optical RotationNot Available
Spectroscopic UV DataNot Available
DensityNot Available
Refractive Indexn20D 1.5258DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-002b-9200000000-da48b4d1b8f306bd513dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-9aecf5a00fb4df712592JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004i-9800000000-e8d8a776b46a3b1c9785JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0uea-9100000000-c5e3d37dcaed7587b226JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-5900000000-73aa60f630af85359fa2JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-004i-9700000000-3457732c2321bd55879dJSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0uyl-9000000000-25e5abc6fc3a4c9b2d35JSpectraViewer
ChemSpider ID455235
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID521873
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB39800
CRC / DFC (Dictionary of Food Compounds) IDLZB56-H:LZB56-H
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID59303-05-8
GoodScent IDrw1552211
SuperScent IDNot Available
Wikipedia IDNot Available
Phenol-Explorer Metabolite IDNot Available
Duplicate IDSNot Available
Old DFC IDSNot Available
Associated Foods
FoodContent Range AverageReference
FoodReference
Biological Effects and Interactions
Health Effects / BioactivitiesNot Available
EnzymesNot Available
PathwaysNot Available
MetabolismNot Available
BiosynthesisNot Available
Organoleptic Properties
Flavours
FlavorCitations
sulfur
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
roast
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
sulfurous
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
roasted
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
coffee
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference