ChemFOnt: Showing chemical card for trans-Epoxydihydrolinalool (CFc000334421)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:15:31 UTC

Chemfont ID

CFc000334421

Molecule Identification

Common Name

trans-Epoxydihydrolinalool

Definition

Linalool 3,6-oxide is a member of the class of compounds known as tetrahydrofurans. Tetrahydrofurans are heterocyclic compounds containing a saturated, aliphatic, five-membered ring where a carbon is replaced by an oxygen. Linalool 3,6-oxide is slightly soluble (in water) and a very weakly acidic compound (based on its pKa). Linalool 3,6-oxide is an alcohol, camphor, and fenchyl tasting compound and can be found in a number of food items such as roselle, fig, citrus, and ginger, which makes linalool 3,6-oxide a potential biomarker for the consumption of these food products. Linalool 3,6-oxide can be found primarily in urine.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
2,6-Dimethyl-3,6-oxido-7-octen-2-ol	HMDB
2-(5-Methyl-5-vinyltetrahydro-2-furanyl)-2-propanol	HMDB
2-(tetrahydro-5-Methyl-5-vinyl-2-furyl)propan-2-ol	HMDB
2-Methyl-2-vinyl-5-(1-hydroxy-1-methylethyl)tetrahydrofuran	HMDB
2-Methyl-2-vinyl-5-(2-hydroxy-2-propyl)tetrahydrofuran	HMDB
5-(1-Hydroxy-1-methylethyl)-2-methyl-2-vinyltetrahydrofuran	HMDB
5-ethenyltetrahydro-a,a,5-Trimethyl-2-furanmethanol, 9ci	HMDB
5-ethenyltetrahydro-alpha,alpha,5-Trimethyl-2-furanmethanol	HMDB
alpha,alpha,5-Trimethyl-5-vinyltetrahydrofurfuryl alcohol	HMDB
FEMA 3746	HMDB
Furan linalool oxide	HMDB
Linalool 3,6-oxide	HMDB
Linalool oxide	HMDB
tetrahydro-2-Methyl-5-(1-hydroxy-1-methylethyl)-2-vinylfuran	HMDB
tetrahydro-alpha,alpha,5-Trimethyl-5-vinylfuran-2-methanol	HMDB

Chemical Formula

C₁₀H₁₈O₂

Average Molecular Weight

170.2487

Monoisotopic Molecular Weight

170.13067982

IUPAC Name

2-(5-ethenyl-5-methyloxolan-2-yl)propan-2-ol

Traditional Name

linalool oxide

CAS Registry Number

11063-78-8

SMILES

CC(C)(O)C1CCC(C)(O1)C=C

InChI Identifier

InChI=1S/C10H18O2/c1-5-10(4)7-6-8(12-10)9(2,3)11/h5,8,11H,1,6-7H2,2-4H3

InChI Key

BRHDDEIRQPDPMG-UHFFFAOYSA-N

Chemical Taxonomy

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.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Tetrahydrofurans

Sub Class

Not Available

Direct Parent

Tetrahydrofurans

Alternative Parents

Substituents

Tetrahydrofuran
Tertiary 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

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Excreta

Biofluid or Excreta

Urine (HMDB: HMDB0035907)

Route of exposure

Enteral

Ingestion (HMDB: HMDB0035907)

Source

Endogenous

Endogenous (HMDB: HMDB0035907)

Plant

Plant (HMDB: HMDB0035907)

Exogenous

Food

Food (HMDB: HMDB0035907)

Fruit

Drupe

Apricot (FooDB: FOOD00144)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0035907)

Role

Biological role

Energy source (HMDB: HMDB0035907)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0035907)

Food and nutrition

Food additive

Flavoring agent

Flavoring Agent (HMDB: HMDB0035907)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	1.5 g/L	ALOGPS
logP	1.51	ALOGPS
logP	1.67	ChemAxon
logS	-2	ALOGPS
pKa (Strongest Acidic)	14.32	ChemAxon
pKa (Strongest Basic)	-3.1	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	2	ChemAxon
Refractivity	49.04 m³·mol⁻¹	ChemAxon
Polarizability	19.52 Å³	ChemAxon
Number of Rings	1	ChemAxon
Bioavailability	Yes	ChemAxon
Rule of Five	Yes	ChemAxon
Ghose Filter	Yes	ChemAxon
Veber's Rule	Yes	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

HMDB0035907

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB014692

KNApSAcK ID

C00010335

Chemspider ID

20938

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

22310

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for trans-Epoxydihydrolinalool (CFc000334421)

MOL for CFc000334421 (trans-Epoxydihydrolinalool)

3D MOL for CFc000334421 (trans-Epoxydihydrolinalool)

3D SDF for CFc000334421 (trans-Epoxydihydrolinalool)

3D-SDF for CFc000334421 (trans-Epoxydihydrolinalool)

PDB for CFc000334421 (trans-Epoxydihydrolinalool)

3D PDB for CFc000334421 (trans-Epoxydihydrolinalool)

SMILES for CFc000334421 (trans-Epoxydihydrolinalool)

INCHI for CFc000334421 (trans-Epoxydihydrolinalool)

Structure for CFc000334421 (trans-Epoxydihydrolinalool)

3D Structure for CFc000334421 (trans-Epoxydihydrolinalool)