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Showing Compound 2-Methyl-3-furanthiol (FDB015527)

Record Information
Version1.0
Creation date2010-04-08 22:11:54 UTC
Update date2019-11-27 17:29:31 UTC
Primary IDFDB015527
Secondary Accession NumbersNot Available
Chemical Information
FooDB Name2-Methyl-3-furanthiol
Description2-Methyl-3-furanthiol, also known as 2-methyl-3-furylmercaptan or 2-methyl-3-sulfanylfuran, 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. 2-Methyl-3-furanthiol is an extremely weak basic (essentially neutral) compound (based on its pKa). 2-Methyl-3-furanthiol is a coconut, fishy, and meaty tasting compound. 2-Methyl-3-furanthiol has been detected, but not quantified in, fishes. This could make 2-methyl-3-furanthiol a potential biomarker for the consumption of these foods.
CAS Number28588-74-1
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
2-Methyl, 3-furanethiolHMDB
2-Methyl-3-furylmercaptanHMDB
2-Methyl-3-furylthiolHMDB
2-Methyl-3-mercaptofuranHMDB
2-Methyl-3-sulfanylfuranHMDB
2-Methyl-furan-3-thiolHMDB
2-Methylfuran-3-thiolHMDB
3-Mercapto-2-methylfuranHMDB
FEMA 3188HMDB
Furan-3-thiol, 2-methylHMDB
2-FuranmethanethiolHMDB
2-Methyl-3-furanthiolMeSH
2-methyl-3-mercaptofuranbiospider
2-methyl-3-sulfanylfuranbiospider
2-methyl, 3-furanethiolbiospider
3-Furanthiol, 2-methyl-biospider
Predicted Properties
PropertyValueSource
Water Solubility0.28 g/LALOGPS
logP1.98ALOGPS
logP1.41ChemAxon
logS-2.6ALOGPS
pKa (Strongest Acidic)5.38ChemAxon
pKa (Strongest Basic)-2.5ChemAxon
Physiological Charge-1ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area13.14 ŲChemAxon
Rotatable Bond Count0ChemAxon
Refractivity31.73 m³·mol⁻¹ChemAxon
Polarizability11.72 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC5H6OS
IUPAC name2-methylfuran-3-thiol
InChI IdentifierInChI=1S/C5H6OS/c1-4-5(7)2-3-6-4/h2-3,7H,1H3
InChI KeyRUYNUXHHUVUINQ-UHFFFAOYSA-N
Isomeric SMILESCC1=C(S)C=CO1
Average Molecular Weight114.166
Monoisotopic Molecular Weight114.013935504
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
  • Arylthiol
  • 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 52.60%; H 5.30%; O 14.01%; S 28.09%DFC
Melting PointNot Available
Boiling PointNot Available
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 IndexNot Available
Spectra
Spectra
Spectrum TypeDescriptionSplash Key
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-03di-9600000000-eccb55d5343e9c251658View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-014i-0900000000-6ce4be2b10a4be6f4253View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-014i-3900000000-5a003d9707e021305d2cView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-05fr-9000000000-0c6649e525494449ad3aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-03di-0900000000-cd0db8f4690a0cc11614View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-08fr-7900000000-ebb00308f629a9e58257View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-053r-9000000000-0314ed33cb070beceefaView in MoNA
ChemSpider ID31587
ChEMBL IDCHEMBL3188696
KEGG Compound IDNot Available
Pubchem Compound ID34286
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB36611
CRC / DFC (Dictionary of Food Compounds) IDKCZ71-I:KCZ71-I
EAFUS ID2328
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID28588-74-1
GoodScent IDrw1035411
SuperScent ID34286
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
meat
  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
coconut
  1. Dunkel, M. et al. SuperScent – a database of flavors and scents. Nucleic Acids Research 2008, doi:10.1093/nar/gkn695
sulfury
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
meaty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
fishy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
metallic
  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