Record Information
Version1.0
Creation date2010-04-08 22:06:17 UTC
Update date2018-01-23 18:59:49 UTC
Primary IDFDB004534
Secondary Accession NumbersNot Available
Chemical Information
FooDB Namecis-Linalool 3,7-oxide
DescriptionThis is the cis form of pyranoid linalool oxide, also called 'Linalool oxide D' or 'Linalool oxide III'; there are 2 possible stereo-isomers. cis-Linalool 3,7-oxide is found in tea.
CAS Number14009-71-3
Structure
Thumb
Synonyms
SynonymSource
(+/-)-cis-pyranoid linalool oxideHMDB
(Z)-Pyranoid linalool oxideHMDB
2H-Pyran-3-ol, tetrahydro-2,2,6-trimethyl-6-vinyl-, cis- (8ci)HMDB
6-Ethenyltetrahydro-2,2,6-trimethyl-(3R,6R)-rel-2H-pyran-3-olHMDB
6-Ethenyltetrahydro-2,2,6-trimethyl-cis-2H-pyran-3-olHMDB
cis-2,2,6-Trimethyl-6-vinyltetrahydropyran-3-olHMDB
cis-2,6,6-Trimethyl-2-vinyl-5-hydroxytetrahydropyranHMDB
cis-3-Hydroxy-2,2,6-trimethyl-6-vinyltetrahydropyranHMDB
cis-6-Ethenyltetrahydro-2,2,6-trimethylpyran-3-olHMDB
cis-Linalol pyranoxideHMDB
cis-Linalool 3,7-oxideHMDB
cis-Linalool oxide (pyranoid)HMDB
cis-Pyran linalool oxideHMDB
cis-Pyranoid linalool oxideHMDB
Linalool oxide (Z-pyranoid)HMDB
Linalool oxide DHMDB
(+/-)-cis-Pyranoid linalool oxidemanual
2H-Pyran-3-ol, 6-ethenyltetrahydro-2,2,6-trimethyl-, (3R,6R)-rel-manual
2H-Pyran-3-ol, 6-ethenyltetrahydro-2,2,6-trimethyl-, cis-manual
2H-Pyran-3-ol, tetrahydro-2,2,6-trimethyl-6-vinyl-, cis- (8CI)manual
Linalool oxide IIImanual
Predicted Properties
PropertyValueSource
Water Solubility1.58 g/LALOGPS
logP1.68ALOGPS
logP1.67ChemAxon
logS-2ALOGPS
pKa (Strongest Acidic)14ChemAxon
pKa (Strongest Basic)-3.2ChemAxon
Physiological Charge0ChemAxon
Hydrogen Acceptor Count2ChemAxon
Hydrogen Donor Count1ChemAxon
Polar Surface Area29.46 ŲChemAxon
Rotatable Bond Count1ChemAxon
Refractivity49.04 m³·mol⁻¹ChemAxon
Polarizability19.38 ųChemAxon
Number of Rings1ChemAxon
Bioavailability1ChemAxon
Rule of FiveYesChemAxon
Ghose FilterYesChemAxon
Veber's RuleYesChemAxon
MDDR-like RuleYesChemAxon
Chemical FormulaC10H18O2
IUPAC name(3R,6R)-6-ethenyl-2,2,6-trimethyloxan-3-ol
InChI IdentifierInChI=1S/C10H18O2/c1-5-10(4)7-6-8(11)9(2,3)12-10/h5,8,11H,1,6-7H2,2-4H3/t8-,10+/m1/s1
InChI KeyBCTBAGTXFYWYMW-SCZZXKLOSA-N
Isomeric SMILESCC1(C)O[C@](C)(CC[C@H]1O)C=C
Average Molecular Weight170.2487
Monoisotopic Molecular Weight170.13067982
Classification
Description belongs to the class of organic compounds known as oxanes. Oxanes are compounds containing an oxane (tetrahydropyran) ring, which is a six-member saturated aliphatic heterocycle with one oxygen atom and five carbon atoms.
KingdomOrganic compounds
Super ClassOrganoheterocyclic compounds
ClassOxanes
Sub ClassNot Available
Direct ParentOxanes
Alternative Parents
Substituents
  • Oxane
  • Secondary alcohol
  • Oxacycle
  • Ether
  • Dialkyl ether
  • Organic oxygen compound
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
OntologyShould have ontology for this compound
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
Spectrum TypeDescriptionSplash Key
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05mo-9000000000-3a05e06520c8a15bdc8eView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05mo-9000000000-3a05e06520c8a15bdc8eView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05mo-9000000000-3a05e06520c8a15bdc8eView in MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05mo-9000000000-3a05e06520c8a15bdc8eView in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-9200000000-82ac429313d987d6c643View in MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00or-9820000000-9743b7c8b441a54d7e37View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-1900000000-29474fe8b3469cd48e46View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fzj-9300000000-f9e53e3dfd65a3a6384aView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-9000000000-98e55609634a1fb23009View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-f0d1fd0e93e87f5acf7bView in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-5900000000-bc4af17a4a0738b07e24View in MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-9000000000-2e474e829b518ba4736aView in MoNA
ChemSpider ID4933200
ChEMBL IDNot Available
KEGG Compound IDNot Available
Pubchem Compound ID6427787
Pubchem Substance IDNot Available
ChEBI IDNot Available
Phenol-Explorer IDNot Available
DrugBank IDNot Available
HMDB IDHMDB31441
CRC / DFC (Dictionary of Food Compounds) IDNot Available
EAFUS IDNot Available
Dr. Duke IDLINALOOL-OXIDE-III|LINALOOL-OXIDE-(CIS-PYRANOID)
BIGG IDNot Available
KNApSAcK IDC00034747
HET IDNot Available
Flavornet ID14009-71-3
GoodScent IDrw1551671
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
citrus
  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
  2. The Good Scents Company (2009). Flavor and fragrance information catalog. <http://www.thegoodscentscompany.com/allprod.html> Accessed 15.10.23.
green
  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
  2. 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— Duke, James. 'Dr. Duke's Phytochemical and Ethnobotanical Databases. United States Department of Agriculture.' Agricultural Research Service, Accessed April 27 (2004).