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Record Information
Version4.0
StatusExpected but not Quantified
Creation Date2012-09-11 17:43:14 UTC
Update Date2019-01-11 19:42:36 UTC
HMDB IDHMDB0031441
Secondary Accession Numbers
  • HMDB31441
Metabolite Identification
Common NameLinalool oxide III
DescriptionLinalool oxide III is found in tea. This is the cis form of pyranoid linalool oxide, also called 'Linalool oxide D' or 'Linalool oxide III'; there are 2 possible stereo-isomers
Structure
Data?1547235756
Synonyms
ValueSource
(+/-)-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
Chemical FormulaC10H18O2
Average Molecular Weight170.2487
Monoisotopic Molecular Weight170.13067982
IUPAC Name(3R,6R)-6-ethenyl-2,2,6-trimethyloxan-3-ol
Traditional Name(3R,6R)-6-ethenyl-2,2,6-trimethyloxan-3-ol
CAS Registry Number14009-71-3
SMILES
CC1(C)O[C@](C)(CC[C@H]1O)C=C
InChI Identifier
InChI=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
Chemical Taxonomy
DescriptionThis compound belongs to the class of organic compounds known as oxanes. These 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
  • Saccharide
  • Secondary alcohol
  • Oxacycle
  • Ether
  • Dialkyl ether
  • Hydrocarbon derivative
  • Organooxygen compound
  • Alcohol
  • Aliphatic heteromonocyclic compound
Molecular FrameworkAliphatic heteromonocyclic compounds
External DescriptorsNot Available
Ontology
Disposition

Route of exposure:

Source:

Biological location:

Physical Properties
StateNot Available
Experimental Properties
PropertyValueReference
Melting PointNot AvailableNot Available
Boiling PointNot AvailableNot Available
Water SolubilityNot AvailableNot Available
LogPNot AvailableNot Available
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
Spectra
Spectrum TypeDescriptionSplash KeyView
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05mo-9000000000-3a05e06520c8a15bdc8eJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05mo-9000000000-3a05e06520c8a15bdc8eJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05mo-9000000000-3a05e06520c8a15bdc8eJSpectraViewer | MoNA
GC-MSGC-MS Spectrum - EI-B (Non-derivatized)splash10-05mo-9000000000-3a05e06520c8a15bdc8eJSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positivesplash10-0a4i-9200000000-82ac429313d987d6c643JSpectraViewer | MoNA
Predicted GC-MSPredicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positivesplash10-00or-9820000000-9743b7c8b441a54d7e37JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Positivesplash10-00di-1900000000-29474fe8b3469cd48e46JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Positivesplash10-0fzj-9300000000-f9e53e3dfd65a3a6384aJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Positivesplash10-014i-9000000000-98e55609634a1fb23009JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 10V, Negativesplash10-014i-0900000000-f0d1fd0e93e87f5acf7bJSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 20V, Negativesplash10-014i-5900000000-bc4af17a4a0738b07e24JSpectraViewer | MoNA
Predicted LC-MS/MSPredicted LC-MS/MS Spectrum - 40V, Negativesplash10-014i-9000000000-2e474e829b518ba4736aJSpectraViewer | MoNA
Biological Properties
Cellular Locations
  • Cytoplasm
  • Extracellular
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
FoodDB IDFDB004534
KNApSAcK IDC00034747
Chemspider ID4933976
KEGG Compound IDNot Available
BioCyc IDNot Available
BiGG IDNot Available
Wikipedia LinkNot Available
METLIN IDNot Available
PubChem Compound6428574
PDB IDNot Available
ChEBI IDNot Available
References
Synthesis ReferenceNot Available
Material Safety Data Sheet (MSDS)Not Available
General References
  1. (). Duke, James A. (1992) Handbook of phytochemical constituents of GRAS herbs and other economic plants. Boca Raton, FL. CRC Press.. .