Showing Compound Dehydroxylinalool 3,7-oxide (FDB016128)

Record Information

Version

1.0

Creation date

2010-04-08 22:12:15 UTC

Update date

2025-11-19 01:44:29 UTC

Primary ID

FDB016128

Secondary Accession Numbers

Not Available

Chemical Information

FooDB Name

Dehydroxylinalool 3,7-oxide

Description

Linaloyl oxide 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. Linaloyl oxide is found, on average, in the highest concentration within limes (Citrus aurantiifolia). Linaloyl oxide has also been detected, but not quantified in, several different foods, such as evergreen blackberries (Rubus laciniatus), alcoholic beverages, black tea, teas (Camellia sinensis), and herbal tea. This could make linaloyl oxide a potential biomarker for the consumption of these foods. Based on a literature review very few articles have been published on Linaloyl oxide.

CAS Number

7392-19-0

Structure

MOL SDF PDB SMILES InChI

Synonyms

Synonym	Source
2,2,6-Trimethyl-6-vinyltetrahydro-2H-pyran	ChEBI
2,2,6-Trimethyl-6-vinyltetrahydropyran	ChEBI
2,6,6-Trimethyl-2-ethenyltetrahydro-2H-pyran	ChEBI
2,6,6-Trimethyl-2-ethenyltetrahydropyran	ChEBI
2,6,6-Trimethyl-2-vinyltetrahydropyran	ChEBI
2-Ethenyltetrahydro-2,6,6-trimethyl-2H-pyran	ChEBI
2-Vinyltetrahydro-2,6,6-trimethyl-2H-pyran	ChEBI
Linalool 3,7-oxide	ChEBI
Tetrahydro-2,2,6-trimethyl-6-vinyl-2H-pyran	ChEBI
2,2,6-Trimethyl-6-vinyl-tetrahydropyran	HMDB
2,6,6-Trimethyl-2-ethenyltetrahydro-2-pyran	HMDB
2,6,6-Trimethyl-2-vinyl-tetrahydropyrane	HMDB
2-ethenyltetrahydro-2,6,6-Trimethylpyran, 9ci	HMDB
Dehydroxylinalool oxide a	HMDB
FEMA 3735	HMDB
2-Ethenyltetrahydro-2,6,6-trimethylpyran, 9CI	db_source
2,6,6-trimethyl-2-ethenyltetrahydro-2H-pyran	biospider
2,6,6-trimethyl-2-ethenyltetrahydropyran	biospider
2,6,6-trimethyl-2-vinyl-tetrahydropyrane	biospider
2H-Pyran, 2-ethenyltetrahydro-2,6,6-trimethyl-	biospider
2H-Pyran, tetrahydro-2,2,6-trimethyl-6-vinyl-	biospider
Dehydroxylinalool 3,7-oxide	manual
Linaloyl oxide	db_source

Predicted Properties

Property	Value	Source
Water Solubility	0.02 g/L	ALOGPS
logP	3.35	ALOGPS
logP	2.74	ChemAxon
logS	-3.9	ALOGPS
pKa (Strongest Basic)	-4.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	9.23 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	47.68 m³·mol⁻¹	ChemAxon
Polarizability	18.59 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Chemical Formula

C10H18O

IUPAC name

2-ethenyl-2,6,6-trimethyloxane

InChI Identifier

InChI=1S/C10H18O/c1-5-10(4)8-6-7-9(2,3)11-10/h5H,1,6-8H2,2-4H3

InChI Key

NETOHYFTCONTDT-UHFFFAOYSA-N

Isomeric SMILES

CC1(C)CCCC(C)(O1)C=C

Average Molecular Weight

154.2493

Monoisotopic Molecular Weight

154.135765198

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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxanes

Sub Class

Not Available

Direct Parent

Oxanes

Alternative Parents

Substituents

Oxane
Oxacycle
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Ontology

Disposition

Route of exposure:

Enteral:

Ingestion

Source:

Biological:

Plant

Biological location:

Cell and elements:

Extracellular

Subcellular:

Process

Naturally occurring process:

Biological process:

Cellular process:

Cell signaling

Role

Industrial application:

Food and nutrition:

Flavoring agent

Biological role:

Physico-Chemical Properties

Physico-Chemical Properties - Experimental

Property	Value	Reference
Physical state	Not Available
Physical Description	Not Available
Mass Composition	C 77.87%; H 11.76%; O 10.37%	DFC
Melting Point	Not Available
Boiling Point	Not Available
Experimental Water Solubility	Not Available
Experimental logP	Not Available
Experimental pKa	Not Available
Isoelectric point	Not Available
Charge	Not Available
Optical Rotation	Not Available
Spectroscopic UV Data	Not Available
Density	Not Available
Refractive Index	Not Available

Spectra

EI-MS/GC-MS

Type	Description	Splash Key	View
Predicted GC-MS	Dehydroxylinalool 3,7-oxide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	splash10-0fwl-9300000000-bd4fe33bbcf6d0369e1f	Spectrum
Predicted GC-MS	Dehydroxylinalool 3,7-oxide, non-derivatized, Predicted GC-MS Spectrum - 70eV, Positive	Not Available	Spectrum

MS/MS

Type	Description	Splash Key	View
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-0a4i-2900000000-f9ecba55ccee79339306	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001j-9100000000-6c84d3d773b31f16dde0	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-05nf-9000000000-afc9e9075bde776980fa	2016-08-01	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-1900000000-e8e599e465eea0fbfb0d	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-7900000000-00f419898f3a112d466e	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-06ds-9100000000-3350510ed9b6aae9292b	2016-08-03	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-0udi-0900000000-d2363ae8d4dbdcccda80	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-0udi-5900000000-67bec87194434c0dda41	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-0udi-6900000000-aee78cdcdb533177a9bc	2021-09-22	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-05o3-9100000000-6d42ee439d476a67a5ba	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-001l-9000000000-f3188b3d77123058e554	2021-09-23	View Spectrum
Predicted MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0gb9-9000000000-62fa83c27d8c6fac30d6	2021-09-23	View Spectrum