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Showing Compound trans-Epoxydihydrolinalool (FDB006705)

Record Information
Version1.0
Creation date2010-04-08 22:07:16 UTC
Update date2025-11-18 23:02:35 UTC
Primary IDFDB006705
Secondary Accession NumbersNot Available
Chemical Information
FooDB Nametrans-Epoxydihydrolinalool
DescriptionLinalool 3,6-oxide is a member of the class of compounds known as tetrahydrofurans. Tetrahydrofurans are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen. Linalool 3,6-oxide is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Linalool 3,6-oxide is an alcohol, camphor, and fenchyl tasting compound and can be found in a number of food items such as roselle, fig, citrus, and ginger, which makes linalool 3,6-oxide a potential biomarker for the consumption of these food products. Linalool 3,6-oxide can be found primarily in urine.
CAS Number11063-78-8
Structure
Thumb
MOLSDF3D-SDFPDBSMILESInChI View 3D Structure
Synonyms
SynonymSource
2,6-Dimethyl-3,6-oxido-7-octen-2-olHMDB
2-(5-Methyl-5-vinyltetrahydro-2-furanyl)-2-propanolHMDB
2-(tetrahydro-5-Methyl-5-vinyl-2-furyl)propan-2-olHMDB
2-Methyl-2-vinyl-5-(1-hydroxy-1-methylethyl)tetrahydrofuranHMDB
2-Methyl-2-vinyl-5-(2-hydroxy-2-propyl)tetrahydrofuranHMDB
5-(1-Hydroxy-1-methylethyl)-2-methyl-2-vinyltetrahydrofuranHMDB
5-ethenyltetrahydro-a,a,5-Trimethyl-2-furanmethanol, 9ciHMDB
5-ethenyltetrahydro-alpha,alpha,5-Trimethyl-2-furanmethanolHMDB
alpha,alpha,5-Trimethyl-5-vinyltetrahydrofurfuryl alcoholHMDB
FEMA 3746HMDB
Furan linalool oxideHMDB
Linalool 3,6-oxideHMDB
Linalool oxideHMDB
tetrahydro-2-Methyl-5-(1-hydroxy-1-methylethyl)-2-vinylfuranHMDB
tetrahydro-alpha,alpha,5-Trimethyl-5-vinylfuran-2-methanolHMDB
Linalool oxide, trans-manual
Linalool, epoxydihydro-, trans- (8CI)manual
trans-Linalool oxidemanual
Predicted Properties
PropertyValueSource
Water Solubility1.5 g/LALOGPS
logP1.51ALOGPS
logP1.67ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)14.32ChemAxon
pKa (Strongest Basic)-3.1ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.46 ŲChemAxon
Rotatable Bond Count2ChemAxon
Refractivity49.04 m³·mol⁻¹ChemAxon
Polarizability19.52 ųChemAxon
Number of Rings1ChemAxon
BioavailabilityYesChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleNoChemAxon
Chemical FormulaC10H18O2
IUPAC name2-(5-ethenyl-5-methyloxolan-2-yl)propan-2-ol
InChI IdentifierInChI=1S/C10H18O2/c1-5-10(4)7-6-8(12-10)9(2,3)11/h5,8,11H,1,6-7H2,2-4H3
InChI KeyBRHDDEIRQPDPMG-UHFFFAOYSA-N
Isomeric SMILESCC(C)(O)C1CCC(C)(O1)C=C
Average Molecular Weight170.2487
Monoisotopic Molecular Weight170.13067982
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
  • Tertiary alcohol
  • Oxacycle
  • Ether
  • Dialkyl ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • 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
Physico-Chemical Properties - Experimental
PropertyValueReference
Physical stateNot Available
Physical DescriptionNot Available
Mass CompositionNot Available
Melting PointNot Available
Boiling PointNot Available
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
GC-MStrans-Epoxydihydrolinalool, non-derivatized, GC-MS Spectrumsplash10-052f-9100000000-721d5756936e1fe18c95Spectrum
GC-MStrans-Epoxydihydrolinalool, non-derivatized, GC-MS Spectrumsplash10-052f-9100000000-721d5756936e1fe18c95Spectrum
Predicted GC-MStrans-Epoxydihydrolinalool, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positivesplash10-0apl-9100000000-8df0b159a570f0b65bd1Spectrum
Predicted GC-MStrans-Epoxydihydrolinalool, 1 TMS, Predicted GC-MS Spectrum - 70eV, Positivesplash10-003r-9720000000-d7880141bef77c136d15Spectrum
Predicted GC-MStrans-Epoxydihydrolinalool, non-derivatized, Predicted GC-MS Spectrum - 70eV, PositiveNot AvailableSpectrum
MS/MS
TypeDescriptionSplash KeyView
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-1900000000-fd06f861f85ceeb7374a2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fl9-7900000000-6e140039d1c0b3a27f092015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0pbi-9100000000-374ae141a9cf1649d95d2015-04-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-b79259e5d9b5eade77562015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0gb9-1900000000-7c8bf5a1a274d134abd62015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0fsr-9400000000-9c5bb820e778e45b7d362015-04-25View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-efbd93a1a83feefc94df2021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-0aor-3900000000-6b8e798821e4115bf1d02021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-0a4i-9100000000-ace0a44f890d3bb407342021-09-23View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-8900000000-a536912550058a32831e2021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0f7p-9100000000-b3759eefd18d5faed1022021-09-24View Spectrum
Predicted MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-0kc6-9000000000-369ce7815f6cf7814da32021-09-24View Spectrum
NMRNot Available
ChemSpider ID20938
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID22310
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB0035907
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDTRANS-EPOXYDIHYDROLINALOOL
BIGG IDNot Available
KNApSAcK IDC00010335
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet IDNot Available
GoodScent IDNot Available
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
FlavoursNot Available
Files
MSDSNot Available
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).