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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:34:01 UTC
Update Date2019-07-23 06:05:20 UTC
HMDB IDHMDB0029988
Secondary Accession Numbers
  • HMDB29988
Metabolite Identification
Common NameBis(2-furanylmethyl) disulfide
DescriptionBis(2-furanylmethyl) disulfide, also known as 2-difurfuryl disulfide or 2,2'-(dithiodimethylene)di-furan, 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. Bis(2-furanylmethyl) disulfide is an extremely weak basic (essentially neutral) compound (based on its pKa). Bis(2-furanylmethyl) disulfide is a cabbage, chicken, and coffee tasting compound. Outside of the human body, Bis(2-furanylmethyl) disulfide has been detected, but not quantified in, cereals and cereal products and coffee and coffee products. This could make bis(2-furanylmethyl) disulfide a potential biomarker for the consumption of these foods.
Structure
Data?1563861920
Synonyms
ValueSource
Bis(2-furanylmethyl) disulphideGenerator
2,2'-(Dithiobis(methylene))bis-furanHMDB
2,2'-(Dithiobis(methylene))bisfuranHMDB
2,2'-(Dithiodimethylene)di-furanHMDB
2,2'-(Dithiodimethylene)difuranHMDB
2,2'-[Dithiobis(methylene)]bis-furanHMDB
2,2'-[Dithiobis(methylene)]bisfuranHMDB
2,2'-[Dithiobis(methylene)]bisfuran, 9ciHMDB
2-([(2-Furylmethyl)disulfanyl]methyl)furanHMDB
2-Difurfuryl disulfideHMDB
2-Furfuryl disulfideHMDB
Bis(2-furfuryl) disulfideHMDB
Bis(2-furfuryl)disulfideHMDB
Bis(2-furylmethyl) disulphideHMDB
Bis(2-furylmethyl)disulfideHMDB
Bis-(furylmethyl) disulfideHMDB
Bis-2-furfuryldisulphideHMDB
Bis-furfuryl disulfideHMDB
Di-2-furfuryl disulfideHMDB
Difurfuryl disulfideHMDB
DifurfuryldisulfideHMDB
FEMA 3146HMDB
Furfuryl disulfideHMDB
2-({[(furan-2-yl)methyl]disulphanyl}methyl)furanGenerator
Chemical FormulaC10H10O2S2
Average Molecular Weight226.315
Monoisotopic Molecular Weight226.012220944
IUPAC Name2-{[(furan-2-ylmethyl)disulfanyl]methyl}furan
Traditional Name2-{[(furan-2-ylmethyl)disulfanyl]methyl}furan
CAS Registry Number4437-20-1
SMILES
C(SSCC1=CC=CO1)C1=CC=CO1
InChI Identifier
InChI=1S/C10H10O2S2/c1-3-9(11-5-1)7-13-14-8-10-4-2-6-12-10/h1-6H,7-8H2
InChI KeyCBJPZHSWLMJQRI-UHFFFAOYSA-N
Chemical Taxonomy
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
  • Dialkyldisulfide
  • Organic disulfide
  • Oxacycle
  • Sulfenyl compound
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Aromatic heteromonocyclic compound
Molecular FrameworkAromatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Industrial application:

Physical Properties
StateLiquid
Experimental Properties
PropertyValueReference
Melting Point10 - 11 °CNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.044 g/LALOGPS
logP3.22ALOGPS
logP2.41ChemAxon
logS-3.7ALOGPS
pKa (Strongest Basic)-3ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area26.28 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity61.32 m³·mol⁻¹ChemAxon
Polarizability23.77 ųChemAxon
Number of Rings2ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-001i-9100000000-695c41cfbd193f9ee2dbSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0190000000-6513dfd7ccc2c0fe2781Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-01t9-1970000000-54dc2e0918efabb6ff5bSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-03yi-8900000000-1e716c0c77cceaca9d0eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-004i-0090000000-d789644f67b7bbc21aacSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-03di-1910000000-c5a98e6d0877a6f503c0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-01pc-9610000000-433edcf7998fe872054fSpectrum
Biological Properties
Cellular Locations
  • Membrane
Biospecimen LocationsNot Available
Tissue LocationsNot Available
Pathways
Normal Concentrations
Not Available
Abnormal Concentrations
Not Available
Associated Disorders and Diseases
Disease ReferencesNone
Associated OMIM IDsNone
DrugBank IDNot Available
Phenol Explorer Compound IDNot Available
FooDB IDFDB001276
KNApSAcK IDNot Available
Chemspider ID19306
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound20499
PDB IDNot Available
ChEBI ID855724
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB ID
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Yannai, Shmuel. (2004) Dictionary of food compounds with CD-ROM: Additives, flavors, and ingredients. Boca Raton: Chapman & Hall/CRC.. .