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Showing Compound Dimethyl trisulfide (FDB012458)

Record Information
Version1.0
Creation date2010-04-08 22:10:11 UTC
Update date2019-11-26 03:06:50 UTC
Primary IDFDB012458
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameDimethyl trisulfide
DescriptionDimethyl trisulfide, also known as sulfa-hitech or DMTS, belongs to the class of organic compounds known as organic trisulfides. These are organosulfur compounds with the general formula RSSSR' (R,R'=alkyl, aryl). Dimethyl trisulfide is possibly neutral. Dimethyl trisulfide exists in all eukaryotes, ranging from yeast to humans. Dimethyl trisulfide is a cabbage, cooked, and fish tasting compound. Dimethyl trisulfide is found, on average, in the highest concentration within a few different foods, such as kohlrabis, soft-necked garlics, and milk (cow). Dimethyl trisulfide has also been detected, but not quantified in, several different foods, such as broccoli, shiitakes, garden onions, mushrooms, and nuts. This could make dimethyl trisulfide a potential biomarker for the consumption of these foods. Dimethyl trisulfide, with regard to humans, has been found to be associated with several diseases such as autism, pervasive developmental disorder not otherwise specified, ulcerative colitis, and nonalcoholic fatty liver disease; dimethyl trisulfide has also been linked to the inborn metabolic disorder celiac disease.
CAS Number3658-80-8
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
DMTSKegg
Dimethyl trisulphideGenerator
(Methyltrisulphanyl)methaneHMDB
(Methyldisulfanyl)methaneHMDB
(Methyldithio)methaneHMDB
1,3-Dimethyltrisulfane (acd/name 4.0)HMDB
2,3,4-TrithiapentaneHMDB
2,3-DithiabutaneHMDB
CH3SSSCH3HMDB
Dimethyl disulfideHMDB
Dimethyl disulphideHMDB
Dimethyl trisufideHMDB
DimethyldisulfideHMDB
Disulfide dimethylHMDB
DMDSHMDB
Methyl disulfideHMDB
Methyl trisulfideHMDB
MethyldisulfanylmethaneHMDB
MethyldisulfideHMDB
MethyldithiomethaneHMDB
Sulfa-hitechHMDB
Sulfa-hitech 0382HMDB
Trisulfide, dimethylHMDB
DimethyltrisulphideGenerator
1,3-Dimethyltrisulfanebiospider
Dimethyltrisulfanebiospider
FEMA 3275db_source
Methyl trisulfide (8CI)biospider
Methyl trisulfide, 8CIdb_source
Trisulfane, dimethyl-biospider
Predicted Properties
PropertyValueSource
Water Solubility2.2 g/LALOGPS
logP1.26ALOGPS
logP1.94ChemAxon
logS-1.8ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity32.9 m³·mol⁻¹ChemAxon
Polarizability12.46 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC2H6S3
IUPAC namedimethyltrisulfane
InChI IdentifierInChI=1S/C2H6S3/c1-3-5-4-2/h1-2H3
InChI KeyYWHLKYXPLRWGSE-UHFFFAOYSA-N
Isomeric SMILESCSSSC
Average Molecular Weight126.264
Monoisotopic Molecular Weight125.963162262
Classification
Description belongs to the class of organic compounds known as organic trisulfides. These are organosulfur compounds with the general formula RSSSR' (R,R'=alkyl, aryl).
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassOrganic trisulfides
Sub ClassNot Available
Direct ParentOrganic trisulfides
Alternative Parents
Substituents
  • Organic trisulfide
  • Sulfenyl compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External Descriptors
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateLiquid
Physical DescriptionNot Available
Mass CompositionC 19.02%; H 4.79%; S 76.19%DFC
Melting PointNot Available
Boiling PointBp30 70-71°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 1.6010DFC
Spectra
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-004i-8900000000-51e17f5b584d2fdfd191JSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-004i-8900000000-51e17f5b584d2fdfd191JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0002-9300000000-037f42abb3957558d4e7JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-004i-0900000000-61231e5b160f22dd1c56JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-004j-9800000000-eb790025dc00755388c6JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0002-9100000000-f4c5d73c87f08fa91de0JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-00di-1900000000-5e8315171f233d541f39JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0096-9400000000-793416ef4f3539a79906JSpectraViewer
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-004i-9200000000-48ed295af11468ac4ccbJSpectraViewer
MSMass Spectrum (Electron Ionization)splash10-004j-9400000000-4e5c63061823b6b4c4ccJSpectraViewer | MoNA
ChemSpider ID18219
ChEMBL IDNot Available
KEGG Compound IDC08372
Pubchem Compound ID19310
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB13780
CRC / DFC (Dictionary of Food Compounds) IDHHB19-K:HHB19-K
EAFUS ID1041
Dr. Duke IDMETHYL-TRISULFIDE|2,3,4-TRITHIAPENTANE|DIMETHYL-TRISULFIDE
BIGG IDNot Available
KNApSAcK IDC00001246
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID3658-80-8
GoodScent IDrw1008101
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
fish
  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
cabbage
  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.
cooked
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
onion
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
savory
  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.
Files
MSDSshow
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).
— Shinbo, Y., et al. 'KNApSAcK: a comprehensive species-metabolite relationship database.' Plant Metabolomics. Springer Berlin Heidelberg, 2006. 165-181.