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Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 23:45:24 UTC
Update Date2023-02-21 17:26:34 UTC
HMDB IDHMDB0038439
Secondary Accession Numbers
  • HMDB38439
Metabolite Identification
Common Name(-)-5-(2-Propenyl)-2-oxazolidinethione
Description(-)-5-(2-Propenyl)-2-oxazolidinethione belongs to the class of organic compounds known as oxazolidines. Oxazolidines are compounds containing an oxazolidine moiety, which consists of a saturated aliphatic five-member ring with one oxygen atom, one nitrogen, three carbon atoms, and two double bonds (-)-5-(2-Propenyl)-2-oxazolidinethione has been detected, but not quantified in, brassicas. This could make (-)-5-(2-propenyl)-2-oxazolidinethione a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on (-)-5-(2-Propenyl)-2-oxazolidinethione.
Structure
Thumb
Synonyms
ValueSource
CQPHMDB
Isoquinoline-5-sulfonamide 48HMDB
Chemical FormulaC6H9NOS
Average Molecular Weight143.207
Monoisotopic Molecular Weight143.040484605
IUPAC Name5-(prop-2-en-1-yl)-1,3-oxazolidine-2-thione
Traditional Name5-(prop-2-en-1-yl)-1,3-oxazolidine-2-thione
CAS Registry Number15216-29-2
SMILES
C=CCC1CNC(=S)O1
InChI Identifier
InChI=1S/C6H9NOS/c1-2-3-5-4-7-6(9)8-5/h2,5H,1,3-4H2,(H,7,9)
InChI KeyQEKDLBSHZCJKRO-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as oxazolidines. Oxazolidines are compounds containing an oxazolidine moiety, which consists of a saturated aliphatic five-member ring with one oxygen atom, one nitrogen, three carbon atoms, and two double bonds.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassAzolidines
Sub ClassOxazolidines
Direct ParentOxazolidines
Alternative Parents
Substituents
  • Thiocarbamic acid ester
  • Oxazolidine
  • Thiocarbamic acid derivative
  • Oxacycle
  • Azacycle
  • Organic nitrogen compound
  • Organic oxygen compound
  • Organopnictogen compound
  • Hydrocarbon derivative
  • Organosulfur compound
  • Organooxygen compound
  • Organonitrogen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Physiological effectNot Available
Disposition
ProcessNot Available
Role
Physical Properties
StateSolid
Experimental Molecular Properties
PropertyValueReference
Melting Point60 - 61 °CNot Available
Boiling PointNot AvailableNot Available
Water Solubility2993 mg/L @ 25 °C (est)The Good Scents Company Information System
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility1.71 g/LALOGPS
logP0.44ALOGPS
logP1.61ChemAxon
logS-1.9ALOGPS
pKa (Strongest Acidic)8.72ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count0ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area21.26 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity40.6 m³·mol⁻¹ChemAxon
Polarizability15.12 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterNoChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Predicted Chromatographic Properties

Predicted Collision Cross Sections

PredictorAdduct TypeCCS Value (Å2)Reference
DarkChem[M+H]+131.67131661259
DarkChem[M-H]-126.93131661259
DeepCCS[M+H]+133.81930932474
DeepCCS[M-H]-131.77330932474
DeepCCS[M-2H]-167.84330932474
DeepCCS[M+Na]+142.53130932474
AllCCS[M+H]+129.632859911
AllCCS[M+H-H2O]+125.032859911
AllCCS[M+NH4]+133.932859911
AllCCS[M+Na]+135.132859911
AllCCS[M-H]-128.132859911
AllCCS[M+Na-2H]-130.232859911
AllCCS[M+HCOO]-132.632859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
(-)-5-(2-Propenyl)-2-oxazolidinethioneC=CCC1CNC(=S)O12449.2Standard polar33892256
(-)-5-(2-Propenyl)-2-oxazolidinethioneC=CCC1CNC(=S)O11333.8Standard non polar33892256
(-)-5-(2-Propenyl)-2-oxazolidinethioneC=CCC1CNC(=S)O11592.6Semi standard non polar33892256

Derivatized

Derivative Name / StructureSMILESKovats RI ValueColumn TypeReference
(-)-5-(2-Propenyl)-2-oxazolidinethione,1TMS,isomer #1C=CCC1CN([Si](C)(C)C)C(=S)O11425.1Semi standard non polar33892256
(-)-5-(2-Propenyl)-2-oxazolidinethione,1TMS,isomer #1C=CCC1CN([Si](C)(C)C)C(=S)O11446.0Standard non polar33892256
(-)-5-(2-Propenyl)-2-oxazolidinethione,1TBDMS,isomer #1C=CCC1CN([Si](C)(C)C(C)(C)C)C(=S)O11645.0Semi standard non polar33892256
(-)-5-(2-Propenyl)-2-oxazolidinethione,1TBDMS,isomer #1C=CCC1CN([Si](C)(C)C(C)(C)C)C(=S)O11687.0Standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - (-)-5-(2-Propenyl)-2-oxazolidinethione GC-MS (Non-derivatized) - 70eV, Positivesplash10-004l-9100000000-59f6a76bc5b6ef57aabc2017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - (-)-5-(2-Propenyl)-2-oxazolidinethione GC-MS (Non-derivatized) - 70eV, PositiveNot Available2021-10-12Wishart LabView Spectrum

MS/MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-5-(2-Propenyl)-2-oxazolidinethione 10V, Positive-QTOFsplash10-000f-9800000000-ee0b551200f51bb887102016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-5-(2-Propenyl)-2-oxazolidinethione 20V, Positive-QTOFsplash10-002o-6900000000-fd2cc760176f4b2934d62016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-5-(2-Propenyl)-2-oxazolidinethione 40V, Positive-QTOFsplash10-02tc-9000000000-b9d5bc3fd3af20c1e5302016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-5-(2-Propenyl)-2-oxazolidinethione 10V, Negative-QTOFsplash10-0006-3900000000-a722caa6b27ae3fd2bb82016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-5-(2-Propenyl)-2-oxazolidinethione 20V, Negative-QTOFsplash10-0a4i-6900000000-7a9be2c1224ffc42a6f42016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-5-(2-Propenyl)-2-oxazolidinethione 40V, Negative-QTOFsplash10-0a4i-9000000000-8ad7d5cb20868af2470d2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-5-(2-Propenyl)-2-oxazolidinethione 10V, Negative-QTOFsplash10-0a4i-2900000000-1a6b253509bfa34176642021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-5-(2-Propenyl)-2-oxazolidinethione 20V, Negative-QTOFsplash10-0a4i-9300000000-a126ec7418b962da85952021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-5-(2-Propenyl)-2-oxazolidinethione 40V, Negative-QTOFsplash10-0a4i-9000000000-1cb1195e5908c5ed24492021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-5-(2-Propenyl)-2-oxazolidinethione 10V, Positive-QTOFsplash10-0006-3900000000-b29116fc7ef9c4f1fb6d2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-5-(2-Propenyl)-2-oxazolidinethione 20V, Positive-QTOFsplash10-05nf-9200000000-3b2ff9a95f4ff31a350e2021-09-23Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - (-)-5-(2-Propenyl)-2-oxazolidinethione 40V, Positive-QTOFsplash10-00ko-9000000000-0d11ae9ce98f4b54ab542021-09-23Wishart LabView Spectrum

NMR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted 1D NMR1H NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 100 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 1000 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 200 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 300 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 400 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 500 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 600 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 700 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 800 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR1H NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum
Predicted 1D NMR13C NMR Spectrum (1D, 900 MHz, D2O, predicted)2021-09-24Wishart LabView Spectrum

IR Spectra

Spectrum TypeDescriptionDeposition DateSourceView
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M-H]-)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+H]+)2023-02-04FELIX labView Spectrum
Predicted IR SpectrumIR Ion Spectrum (Predicted IRIS Spectrum, Adduct: [M+Na]+)2023-02-04FELIX labView Spectrum
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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 IDFDB017797
KNApSAcK IDNot Available
Chemspider ID2300696
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound3036745
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDrw1868341
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.. .