ChemFOnt: Showing chemical card for xi-5-Hexyldihydro-2(3H)-furanone (CFc000018150)

Record Information

Version

1.0

Creation Date

2022-08-28 10:25:12 UTC

Update Date

2022-09-13 19:08:28 UTC

Chemfont ID

CFc000018150

Molecule Identification

Common Name

xi-5-Hexyldihydro-2(3H)-furanone

Definition

xi-5-Hexyldihydro-2(3H)-furanone, also known as 4-hexyl-4-butanolide or gamma-lactone decanoic acid, belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a carboxy group on the carbon adjacent to the oxygen atom. xi-5-Hexyldihydro-2(3H)-furanone has been detected, but not quantified, in fruits. This could make XI-5-hexyldihydro-2(3H)-furanone a potential biomarker for the consumption of these foods.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
4-Decanolide	ChEBI
4-Hexyl-gamma-butyrolactone	ChEBI
4-Hydroxydecanoic acid gamma-lactone	ChEBI
5-Hexyldihydro-2(3H)-furanone	ChEBI
5-Hexyloxolan-2-one	ChEBI
5-Hexyltetrahydro-2-furanone	ChEBI
Decan-4-olide	ChEBI
gamma-Decanolactone	ChEBI
gamma-Hexyl-gamma-butyrolactone	ChEBI
gamma-N-Decalactone	ChEBI
gamma-N-Hexyl-gamma-butyrolactone	ChEBI
4-Hexyl-g-butyrolactone	Generator
4-Hexyl-γ-butyrolactone	Generator
4-Hydroxydecanoate g-lactone	Generator
4-Hydroxydecanoate gamma-lactone	Generator
4-Hydroxydecanoate γ-lactone	Generator
4-Hydroxydecanoic acid g-lactone	Generator
4-Hydroxydecanoic acid γ-lactone	Generator
g-Decanolactone	Generator
Γ-decanolactone	Generator
g-Hexyl-g-butyrolactone	Generator
Γ-hexyl-γ-butyrolactone	Generator
g-N-Decalactone	Generator
Γ-N-decalactone	Generator
g-N-Hexyl-g-butyrolactone	Generator
Γ-N-hexyl-γ-butyrolactone	Generator
4-Hexyl-4-butanolide	HMDB
gamma-Lactone decanoic acid	HMDB
gamma-Decalactone	HMDB

Chemical Formula

C₁₀H₁₈O₂

Average Molecular Weight

170.2487

Monoisotopic Molecular Weight

170.13067982

IUPAC Name

5-hexyloxolan-2-one

Traditional Name

gamma-decalactone

CAS Registry Number

None

SMILES

CCCCCCC1CCC(=O)O1

InChI Identifier

InChI=1S/C10H18O2/c1-2-3-4-5-6-9-7-8-10(11)12-9/h9H,2-8H2,1H3

InChI Key

IFYYFLINQYPWGJ-UHFFFAOYSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as gamma butyrolactones. Gamma butyrolactones are compounds containing a gamma butyrolactone moiety, which consists of an aliphatic five-member ring with four carbon atoms, one oxygen atom, and bears a ketone group on the carbon adjacent to the oxygen atom.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Lactones

Sub Class

Gamma butyrolactones

Direct Parent

Gamma butyrolactones

Alternative Parents

Substituents

Gamma butyrolactone
Tetrahydrofuran
Carboxylic acid ester
Oxacycle
Monocarboxylic acid or derivatives
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteromonocyclic compound

Molecular Framework

Aliphatic heteromonocyclic compounds

External Descriptors

Not Available

Functional Ontology

Physiological effect

Not Available

Disposition

Biological location

Cellular substructure

Membrane (HMDB: HMDB0037217)

Source

Exogenous

Exogenous (HMDB: HMDB0037217)

Food

Fruit

Fruits (FooDB: FOOD00871)

Process

Not Available

Role

Not Available

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.13 g/L	ALOGPS
logP	3.52	ALOGPS
logP	2.87	ChemAxon
logS	-3.1	ALOGPS
pKa (Strongest Basic)	-7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	1	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	26.3 Å²	ChemAxon
Rotatable Bond Count	5	ChemAxon
Refractivity	47.65 m³·mol⁻¹	ChemAxon
Polarizability	20.38 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