ContaminantDB: (+)-cis-Linalool 3,7-oxide

Identification Taxonomy Biological Properties Physical Properties Toxicity Profile Spectra Concentrations Links References XML

Record Information

Version

1.0

Creation Date

2016-05-26 05:11:39 UTC

Update Date

2016-11-09 01:21:11 UTC

Accession Number

CHEM034759

Identification

Common Name

(+)-cis-Linalool 3,7-oxide

Class

Small Molecule

Description

Linalool 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

Contaminant Sources

FooDB Chemicals

Contaminant Type

Not Available

Chemical Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
(+/-)-cis-pyranoid linalool oxide	HMDB
(Z)-Pyranoid linalool oxide	HMDB
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-ol	HMDB
6-ethenyltetrahydro-2,2,6-Trimethyl-cis-2H-pyran-3-ol	HMDB
cis-2,2,6-Trimethyl-6-vinyltetrahydropyran-3-ol	HMDB
cis-2,6,6-Trimethyl-2-vinyl-5-hydroxytetrahydropyran	HMDB
cis-3-Hydroxy-2,2,6-trimethyl-6-vinyltetrahydropyran	HMDB
cis-6-ethenyltetrahydro-2,2,6-Trimethylpyran-3-ol	HMDB
cis-Linalol pyranoxide	HMDB
cis-Linalool 3,7-oxide	HMDB
cis-Linalool oxide (pyranoid)	HMDB
cis-Pyran linalool oxide	HMDB
cis-Pyranoid linalool oxide	HMDB
Linalool oxide (Z-pyranoid)	HMDB
Linalool oxide D	HMDB

Chemical Formula

C₁₀H₁₈O₂

Average Molecular Mass

170.249 g/mol

Monoisotopic Mass

170.131 g/mol

CAS Registry Number

24048-52-0

IUPAC Name

(3R,6R)-6-ethenyl-2,2,6-trimethyloxan-3-ol

Traditional Name

(3R,6R)-6-ethenyl-2,2,6-trimethyloxan-3-ol

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 Key

BCTBAGTXFYWYMW-SCZZXKLOSA-N

Chemical Taxonomy

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
Secondary alcohol
Oxacycle
Ether
Dialkyl ether
Organic oxygen compound
Hydrocarbon derivative
Organooxygen compound
Alcohol
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Biological Properties

Status

Detected and Not Quantified

Origin

Not Available

Cellular Locations

Not Available

Biofluid Locations

Not Available

Tissue Locations

Not Available

Pathways

Not Available

Applications

Not Available

Biological Roles

Not Available

Chemical Roles

Not Available

Physical Properties

State

Not Available

Appearance

Not Available

Experimental Properties

Property	Value
Melting Point	Not Available
Boiling Point	Not Available
Solubility	Not Available

Predicted Properties

Property	Value	Source
Water Solubility	1.58 g/L	ALOGPS
logP	1.68	ALOGPS
logP	1.67	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	14	ChemAxon
pKa (Strongest Basic)	-3.2	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	1	ChemAxon
Polar Surface Area	29.46 Å²	ChemAxon
Rotatable Bond Count	1	ChemAxon
Refractivity	49.04 m³·mol⁻¹	ChemAxon
Polarizability	19.38 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	1	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

Spectra

Spectrum Type	Description	Splash Key	View
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-05mo-9000000000-3a05e06520c8a15bdc8e	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-05mo-9000000000-3a05e06520c8a15bdc8e	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-05mo-9000000000-3a05e06520c8a15bdc8e	Spectrum
GC-MS	GC-MS Spectrum - EI-B (Non-derivatized)	splash10-05mo-9000000000-3a05e06520c8a15bdc8e	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	splash10-0a4i-9200000000-82ac429313d987d6c643	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (1 TMS) - 70eV, Positive	splash10-00or-9820000000-9743b7c8b441a54d7e37	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted GC-MS	Predicted GC-MS Spectrum - GC-MS (Non-derivatized) - 70eV, Positive	Not Available	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00di-1900000000-29474fe8b3469cd48e46	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0fzj-9300000000-f9e53e3dfd65a3a6384a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-014i-9000000000-98e55609634a1fb23009	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-f0d1fd0e93e87f5acf7b	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-014i-5900000000-bc4af17a4a0738b07e24	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-014i-9000000000-2e474e829b518ba4736a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Negative	splash10-014i-0900000000-efbd93a1a83feefc94df	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Negative	splash10-066r-7900000000-27d740975abbc5dd710f	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Negative	splash10-066r-9700000000-d018480f2e7db05adc2a	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 10V, Positive	splash10-00y0-9600000000-7b6fa02aa6435b837897	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 20V, Positive	splash10-0a4i-9100000000-18150662edbd1892e3cf	Spectrum
Predicted LC-MS/MS	Predicted LC-MS/MS Spectrum - 40V, Positive	splash10-0fr6-9000000000-d919d901703fa2e6b26e	Spectrum

Toxicity Profile

Route of Exposure

Not Available

Mechanism of Toxicity

Not Available

Metabolism

Not Available

Toxicity Values

Not Available

Lethal Dose

Not Available

Carcinogenicity (IARC Classification)

Not Available

Uses/Sources

Not Available

Minimum Risk Level

Not Available

Health Effects

Not Available

Symptoms

Not Available

Treatment

Not Available

Concentrations

Not Available

External Links

DrugBank ID

Not Available

HMDB ID

HMDB0031441

FooDB ID

FDB021838

Phenol Explorer ID

Not Available

KNApSAcK ID

C00034747

BiGG ID

Not Available

BioCyc ID

Not Available

METLIN ID

Not Available

PDB ID

Not Available

Wikipedia Link

Not Available

Chemspider ID

4933976

ChEBI ID

Not Available

PubChem Compound ID

6428574

Kegg Compound ID

Not Available

YMDB ID

Not Available

ECMDB ID

Not Available

References

Synthesis Reference

Not Available

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.

(+)-cis-Linalool 3,7-oxide (CHEM034759)

Structure for CHEM034759: (+)-cis-Linalool 3,7-oxide