Back to Compounds

Showing Compound Dehydroxylinalool 3,6-oxide (FDB016168)

Record Information
Version1.0
Creation date2010-04-08 22:12:16 UTC
Update date2019-11-26 03:12:51 UTC
Primary IDFDB016168
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameDehydroxylinalool 3,6-oxide
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 robusta coffees (Coffea canephora), coffee and coffee products, alcoholic beverages, fruits, and arabica coffees (Coffea arabica). 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.
CAS Number13679-86-2
Structure
Thumb
MOLSDFPDBSMILESInChI
Synonyms
SynonymSource
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
2-Ethenyltetrahydro-2-methyl-5-(1-methylethenyl)-furanHMDB
2-Ethenyltetrahydro-2-methyl-5-(1-methylethenyl)furanbiospider
2-Ethenyltetrahydro-2-methyl-5-(1-methylethenyl)furan, 9CIdb_source
5-Isopropenyl-2-methyl-2-vinyltetrahydrofuran, 9CIdb_source
cis-Anhydro linalool oxidebiospider
Dehydroxylinalool 3,6-oxidemanual
Furan, 2-ethenyltetrahydro-2-methyl-5-(1-methylethenyl)-biospider
Furan, tetrahydro-5-isopropenyl-2-methyl-2-vinyl-biospider
Tetrahydro-5-isopropenyl-2-methyl-2-vinyl-furanHMDB
Tetrahydro-5-isopropenyl-2-methyl-2-vinylfuranmanual
Predicted 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
Chemical FormulaC10H16O
IUPAC name2-ethenyl-2-methyl-5-(prop-1-en-2-yl)oxolane
InChI IdentifierInChI=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
Isomeric SMILESCC(=C)C1CCC(C)(O1)C=C
Average Molecular Weight152.2334
Monoisotopic Molecular Weight152.120115134
Classification
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
Disposition

Route of exposure:

Source:

Biological location:

Process

Naturally occurring process:

Role

Industrial application:

Biological role:

Physico-Chemical Properties - Experimental
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionC 78.90%; H 10.59%; O 10.51%DFC
Melting PointNot Available
Boiling PointBp11 54-55°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 IndexNot Available
Spectra
Spectra
EI-MS/GC-MS
TypeDescriptionSplash KeyView
Predicted GC-MSDehydroxylinalool 3,6-oxide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0gcc-9100000000-678b71bbf9efb6431c11Spectrum
Predicted GC-MSDehydroxylinalool 3,6-oxide, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-0udi-6900000000-51c40f876d37224256002016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0ue9-9400000000-9ed2458a055c547d2a442016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-1029-9000000000-79db673cb4383f6bc4872016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-e9916707f4f134da17302016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0udi-3900000000-c0384c80793c491734632016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0159-9200000000-6a7ad0ccec4cf585b74c2016-08-03View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-0udi-0900000000-c373c9eea3cebf186f532021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0ue9-7900000000-aa789bbf1b115c5bd1532021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-066r-9000000000-59ebcf323a5558912b122021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-001i-9000000000-58644ffc88688d4544b22021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-000x-9000000000-c7973e4fc3c85173a5952021-09-22View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0gdu-9000000000-ce2f92fc37f0802374272021-09-22View Spectrum
NMRNot Available
ChemSpider ID55570
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID61665
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB37172
CRC / DFC (Dictionary of Food Compounds) IDKOO59-N:KOO59-N
EAFUS ID1903
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDrw1012121
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
green
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
minty
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
spice
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
herbal
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
rosemary
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
phenolic
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
Files
MSDSNot Available
References
Synthesis ReferenceNot Available
General ReferenceNot Available
Content Reference