Record Information
Version1.0
Creation date2011-05-11 22:44:00 UTC
Update date2015-07-21 06:56:31 UTC
Primary IDFDB021839
Secondary Accession NumbersNot Available
Chemical Information
FooDB NameLinalool oxide
DescriptionLinalyl oxide 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. Linalyl oxide is an alcohol, camphor, and fenchyl tasting compound. Linalyl oxide is found, on average, in the highest concentration within corianders (Coriandrum sativum). Linalyl oxide has also been detected, but not quantified in, several different foods, such as figs (Ficus carica), gingers (Zingiber officinale), citrus, roselles (Hibiscus sabdariffa), and black tea. This could make linalyl oxide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Linalyl oxide.
CAS Number1365-19-1
Structure
Thumb
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
Epoxydihydrolinaloolmanual
Epoxylinaloolmanual
Linalool epoxidemanual
Linalool monoxidemanual
Linolool 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
OntologyNo ontology term
Physico-Chemical Properties - Experimental
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 IDNot Available
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound IDNot Available
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDNot Available
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDNot Available
BIGG IDNot Available
KNApSAcK IDNot Available
HET IDNot Available
Food Biomarker OntologyNot Available
VMH IDNot Available
Flavornet ID1365-19-1
GoodScent IDrw1014331
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
flower
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
wood
  1. Arn, H, Acree TE. “Flavornet: A database of aroma compounds based on odor potency in natural products”. Developments in Food Science 40 (1998): 27. doi:10.1016/S0167-4501(98)80029-0
floral
  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.
earthy
  1. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
green
  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