Hmdb loader
Survey
You are using an unsupported browser. Please upgrade your browser to a newer version to get the best experience on Human Metabolome Database.
Record Information
Version5.0
StatusExpected but not Quantified
Creation Date2012-09-11 22:24:49 UTC
Update Date2022-03-07 02:55:13 UTC
HMDB IDHMDB0037172
Secondary Accession Numbers
  • HMDB37172
Metabolite Identification
Common NameTetrahydro-5-isopropenyl-2-methyl-2-vinylfuran
DescriptionTetrahydro-5-isopropenyl-2-methyl-2-vinylfuran belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen. Tetrahydro-5-isopropenyl-2-methyl-2-vinylfuran is a green, herbal, and minty tasting compound. Tetrahydro-5-isopropenyl-2-methyl-2-vinylfuran has been detected, but not quantified in, several different foods, such as fruits, arabica coffees (Coffea arabica), robusta coffees (Coffea canephora), coffee and coffee products, and herbs and spices. This could make tetrahydro-5-isopropenyl-2-methyl-2-vinylfuran a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Tetrahydro-5-isopropenyl-2-methyl-2-vinylfuran.
Structure
Data?1563862988
Synonyms
ValueSource
2-Ethenyl-2-methyl-5-(1-methylethenyl)tetrahydrofuranHMDB
2-ethenyltetrahydro-2-Methyl-5-(1-methylethenyl)-furanHMDB
2-ethenyltetrahydro-2-Methyl-5-(1-methylethenyl)furanHMDB
2-ethenyltetrahydro-2-Methyl-5-(1-methylethenyl)furan, 9ciHMDB
2-Methyl-2-vinyl-5-isopropenyltetrahydrofuranHMDB
5-Isopropenyl-2-methyl-2-vinyltetrahydrofuranHMDB
5-Isopropenyl-2-methyl-2-vinyltetrahydrofuran, 9ciHMDB
Anhydrolinalool oxideHMDB
cis-anhydro Linalool oxideHMDB
FEMA 3759HMDB
tetrahydro-5-Isopropenyl-2-methyl-2-vinyl-furanHMDB
Chemical FormulaC10H16O
Average Molecular Weight152.2334
Monoisotopic Molecular Weight152.120115134
IUPAC Name2-ethenyl-2-methyl-5-(prop-1-en-2-yl)oxolane
Traditional Name2-ethenyl-2-methyl-5-(prop-1-en-2-yl)oxolane
CAS Registry Number13679-86-2
SMILES
CC(=C)C1CCC(C)(O1)C=C
InChI Identifier
InChI=1S/C10H16O/c1-5-10(4)7-6-9(11-10)8(2)3/h5,9H,1-2,6-7H2,3-4H3
InChI KeyXIGFNCYVSHOLIF-UHFFFAOYSA-N
Chemical Taxonomy
Description Belongs to the class of organic compounds known as tetrahydrofurans. These are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassTetrahydrofurans
Sub ClassNot Available
Direct ParentTetrahydrofurans
Alternative Parents
Substituents
  • Tetrahydrofuran
  • Oxacycle
  • Ether
  • Dialkyl ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Not AvailableNot Available
Physical Properties
StateNot Available
Experimental Molecular Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
Experimental Chromatographic PropertiesNot Available
Predicted Molecular Properties
PropertyValueSource
Water Solubility0.14 g/LALOGPS
logP3.13ALOGPS
logP2.64ChemAxon
logS-3ALOGPS
pKa (Strongest Basic)-4.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count1ChemAxon
Hydrogen Donor Count0ChemAxon
Polar Surface Area9.23 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity47.14 m³·mol⁻¹ChemAxon
Polarizability18.16 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]+133.3231661259
DarkChem[M-H]-130.52831661259
DeepCCS[M+H]+136.630932474
DeepCCS[M-H]-132.77530932474
DeepCCS[M-2H]-170.4230932474
DeepCCS[M+Na]+145.95930932474
AllCCS[M+H]+133.132859911
AllCCS[M+H-H2O]+128.632859911
AllCCS[M+NH4]+137.232859911
AllCCS[M+Na]+138.532859911
AllCCS[M-H]-135.832859911
AllCCS[M+Na-2H]-137.332859911
AllCCS[M+HCOO]-139.132859911

Predicted Kovats Retention Indices

Underivatized

MetaboliteSMILESKovats RI ValueColumn TypeReference
Tetrahydro-5-isopropenyl-2-methyl-2-vinylfuranCC(=C)C1CCC(C)(O1)C=C1228.5Standard polar33892256
Tetrahydro-5-isopropenyl-2-methyl-2-vinylfuranCC(=C)C1CCC(C)(O1)C=C979.9Standard non polar33892256
Tetrahydro-5-isopropenyl-2-methyl-2-vinylfuranCC(=C)C1CCC(C)(O1)C=C985.7Semi standard non polar33892256
Spectra

GC-MS Spectra

Spectrum TypeDescriptionSplash KeyDeposition DateSourceView
Predicted GC-MSPredicted GC-MS Spectrum - Tetrahydro-5-isopropenyl-2-methyl-2-vinylfuran GC-MS (Non-derivatized) - 70eV, Positivesplash10-0gcc-9100000000-678b71bbf9efb6431c112017-09-01Wishart LabView Spectrum
Predicted GC-MSPredicted GC-MS Spectrum - Tetrahydro-5-isopropenyl-2-methyl-2-vinylfuran 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 - Tetrahydro-5-isopropenyl-2-methyl-2-vinylfuran 10V, Positive-QTOFsplash10-0udi-6900000000-51c40f876d37224256002016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetrahydro-5-isopropenyl-2-methyl-2-vinylfuran 20V, Positive-QTOFsplash10-0ue9-9400000000-9ed2458a055c547d2a442016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetrahydro-5-isopropenyl-2-methyl-2-vinylfuran 40V, Positive-QTOFsplash10-1029-9000000000-79db673cb4383f6bc4872016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetrahydro-5-isopropenyl-2-methyl-2-vinylfuran 10V, Negative-QTOFsplash10-0udi-0900000000-e9916707f4f134da17302016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetrahydro-5-isopropenyl-2-methyl-2-vinylfuran 20V, Negative-QTOFsplash10-0udi-3900000000-c0384c80793c491734632016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetrahydro-5-isopropenyl-2-methyl-2-vinylfuran 40V, Negative-QTOFsplash10-0159-9200000000-6a7ad0ccec4cf585b74c2016-08-03Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetrahydro-5-isopropenyl-2-methyl-2-vinylfuran 10V, Negative-QTOFsplash10-0udi-0900000000-c373c9eea3cebf186f532021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetrahydro-5-isopropenyl-2-methyl-2-vinylfuran 20V, Negative-QTOFsplash10-0ue9-7900000000-aa789bbf1b115c5bd1532021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetrahydro-5-isopropenyl-2-methyl-2-vinylfuran 40V, Negative-QTOFsplash10-066r-9000000000-59ebcf323a5558912b122021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetrahydro-5-isopropenyl-2-methyl-2-vinylfuran 10V, Positive-QTOFsplash10-001i-9000000000-58644ffc88688d4544b22021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetrahydro-5-isopropenyl-2-methyl-2-vinylfuran 20V, Positive-QTOFsplash10-000x-9000000000-c7973e4fc3c85173a5952021-09-22Wishart LabView Spectrum
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - Tetrahydro-5-isopropenyl-2-methyl-2-vinylfuran 40V, Positive-QTOFsplash10-0gdu-9000000000-ce2f92fc37f0802374272021-09-22Wishart LabView Spectrum
Biological Properties
Cellular Locations
  • Extracellular
  • 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 IDFDB016168
KNApSAcK IDNot Available
Chemspider ID55570
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound61665
PDB IDNot Available
ChEBI IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
MarkerDB IDNot Available
Good Scents IDNot Available
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.. .