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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 18:41:14 UTC
Update Date2019-07-23 06:14:40 UTC
HMDB IDHMDB0033912
Secondary Accession Numbers
  • HMDB33912
Metabolite Identification
Common Name2-Propenyl propyl disulfide
Description2-Propenyl propyl disulfide, also known as 4,5-dithia-1-octene or APDS, belongs to the class of organic compounds known as allyl sulfur compounds. Allyl sulfur compounds are compounds containing an allylsulfur group, with the general structure H2C(=CH2)CS. When onion or garlic is sliced, the substance evaporates and causes eyes to irritate. 2-Propenyl propyl disulfide is possibly neutral. Allyl propyl disulfide is an organosulfur compound with the chemical formula C3H5S2C3H7. Outside of the human body, 2-Propenyl propyl disulfide has been detected, but not quantified in, chives and garden onions. This could make 2-propenyl propyl disulfide a potential biomarker for the consumption of these foods. It is a volatile pale-yellow liquid with a strong odor. This substance is present in garlic and onion. It is a major component of onion oil and is used in food additives and flavors. When garlic or onion is cooked, it also evaporates, ridding them of the spicy taste, and leaving a sweet taste in them.
Structure
Data?1563862480
Synonyms
ValueSource
2-Propenyl propyl disulphideGenerator
4,5-Dithia-1-octeneHMDB
Allyl propyl disulfideHMDB
APDSHMDB
Disulfide, 2-propenyl propylHMDB
Disulfide, allyl propylHMDB
Propyl 2-propenyl disulfideHMDB
Propyl allyl disulfideHMDB
3-(Propyldisulphanyl)prop-1-eneGenerator
cis-Propyl 2-propenyl disulphideGenerator
Chemical FormulaC6H12S2
Average Molecular Weight148.289
Monoisotopic Molecular Weight148.038041764
IUPAC Name3-(propyldisulfanyl)prop-1-ene
Traditional Nameallyl propyl disulfide
CAS Registry Number2179-59-1
SMILES
CCCSSCC=C
InChI Identifier
InChI=1S/C6H12S2/c1-3-5-7-8-6-4-2/h3H,1,4-6H2,2H3
InChI KeyFCSSPCOFDUKHPV-UHFFFAOYSA-N
Chemical Taxonomy
Description belongs to the class of organic compounds known as allyl sulfur compounds. Allyl sulfur compounds are compounds containing an allylsulfur group, with the general structure H2C(=CH2)CS.
KingdomOrganic compounds
Super ClassOrganosulfur compounds
ClassAllyl sulfur compounds
Sub ClassNot Available
Direct ParentAllyl sulfur compounds
Alternative Parents
Substituents
  • Allyl sulfur compound
  • Dialkyldisulfide
  • Organic disulfide
  • Sulfenyl compound
  • Hydrocarbon derivative
  • Aliphatic acyclic compound
Molecular FrameworkAliphatic acyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Biological location:

Source:

Role

Biological role:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Predicted Properties
PropertyValueSource
Water Solubility0.087 g/LALOGPS
logP3.05ALOGPS
logP2.91ChemAxon
logS-3.2ALOGPS
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area0 ŲChemAxon
Rotatable Bond Count5ChemAxon
Refractivity45.53 m³·mol⁻¹ChemAxon
Polarizability17.31 ųChemAxon
Number of Rings0ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Spectra
Spectrum TypeDescriptionSplash KeyView
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0006-9000000000-f73bd9744d0869c278d0Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0002-4900000000-ed027fa8b1b632866f52Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-002f-9300000000-24bd12f75cf851a52ce2Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-002f-9000000000-46e83484c7febf248395Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0002-1900000000-f85c1b44a3b1bc0f3fb9Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-00fr-9100000000-2f2160e1c2b06178c93eSpectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0076-9200000000-67fd5807ba9ffc9e030dSpectrum
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 IDFDB003734
KNApSAcK IDNot Available
Chemspider ID15731
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkAllyl propyl disulfide
METLIN IDNot Available
PubChem Compound16591
PDB IDNot Available
ChEBI IDNot Available
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.. .