ChemFOnt: Showing chemical card for 5,6-Epoxy-7-megastigmen-9-one (CFc000335838)

Record Information

Version

1.0

Creation Date

Update Date

2022-09-14 05:28:37 UTC

Chemfont ID

CFc000335838

Molecule Identification

Common Name

5,6-Epoxy-7-megastigmen-9-one

Definition

(5r,6s)-5,6-epoxy-7-megastigmen-9-one, also known as 5,6-epoxy-beta-ionone, is a member of the class of compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms (5r,6s)-5,6-epoxy-7-megastigmen-9-one is practically insoluble (in water) and an extremely weak acidic compound (based on its pKa). (5r,6s)-5,6-epoxy-7-megastigmen-9-one can be found in garden tomato and root vegetables, which makes (5r,6s)-5,6-epoxy-7-megastigmen-9-one a potential biomarker for the consumption of these food products.

Structure

MOL SDF PDB SMILES InChI

Synonyms

Value	Source
5,6-Epoxy-beta-ionone	MeSH

Chemical Formula

C₁₃H₂₀O₂

Average Molecular Weight

208.2967

Monoisotopic Molecular Weight

208.146329884

IUPAC Name

(3E)-4-{2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}but-3-en-2-one

Traditional Name

(3E)-4-{2,2,6-trimethyl-7-oxabicyclo[4.1.0]heptan-1-yl}but-3-en-2-one

CAS Registry Number

23267-57-4

SMILES

CC(=O)\C=C\C12OC1(C)CCCC2(C)C

InChI Identifier

InChI=1S/C13H20O2/c1-10(14)6-9-13-11(2,3)7-5-8-12(13,4)15-13/h6,9H,5,7-8H2,1-4H3/b9-6+

InChI Key

ZTJZJYUGOJYHCU-RMKNXTFCSA-N

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as oxepanes. Oxepanes are compounds containing an oxepane ring, which is a seven-member saturated aliphatic heterocycle with one oxygen and six carbon atoms.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Oxepanes

Sub Class

Not Available

Direct Parent

Oxepanes

Alternative Parents

Substituents

Oxepane
Alpha,beta-unsaturated ketone
Enone
Acryloyl-group
Ketone
Oxacycle
Ether
Oxirane
Dialkyl ether
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic heteropolycyclic compound

Molecular Framework

Aliphatic heteropolycyclic compounds

External Descriptors

Not Available

Functional Ontology

Sweet

Disposition

Biological location

Cellular substructure

Route of exposure

Enteral

Ingestion (HMDB: HMDB0034984)

Source

Endogenous

Endogenous (HMDB: HMDB0034984)

Plant

Plant (HMDB: HMDB0034984)

Exogenous

Food

Food (HMDB: HMDB0034984)

Gourd

Watermelon (FooDB: FOOD00052)

Process

Naturally occurring process

Biological process

Cellular process

Cell signaling (HMDB: HMDB0034984)

Role

Biological role

Energy source (HMDB: HMDB0034984)

Industrial application

Manufacturing industry

Material processing agent

Fluid processing agent

Surfactant

Surfactant (HMDB: HMDB0034984)

Physical Properties

Predicted Properties

Property	Value	Source
Water Solubility	0.048 g/L	ALOGPS
logP	3.2	ALOGPS
logP	2.8	ChemAxon
logS	-3.6	ALOGPS
pKa (Strongest Acidic)	19.83	ChemAxon
pKa (Strongest Basic)	-4.3	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	2	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	29.6 Å²	ChemAxon
Rotatable Bond Count	2	ChemAxon
Refractivity	60.55 m³·mol⁻¹	ChemAxon
Polarizability	23.95 Å³	ChemAxon
Number of Rings	2	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

HMDB0034984

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FooDB ID

FDB013585

KNApSAcK ID

Not Available

Chemspider ID

4509354

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

5352481

PDB ID

Not Available

ChEBI ID

Not Available

Food Biomarker Ontology

Not Available

References

Synthesis Reference

Not Available

Showing chemical card for 5,6-Epoxy-7-megastigmen-9-one (CFc000335838)

MOL for CFc000335838 (5,6-Epoxy-7-megastigmen-9-one)

3D MOL for CFc000335838 (5,6-Epoxy-7-megastigmen-9-one)

3D SDF for CFc000335838 (5,6-Epoxy-7-megastigmen-9-one)

3D-SDF for CFc000335838 (5,6-Epoxy-7-megastigmen-9-one)

PDB for CFc000335838 (5,6-Epoxy-7-megastigmen-9-one)

3D PDB for CFc000335838 (5,6-Epoxy-7-megastigmen-9-one)

SMILES for CFc000335838 (5,6-Epoxy-7-megastigmen-9-one)

INCHI for CFc000335838 (5,6-Epoxy-7-megastigmen-9-one)

Structure for CFc000335838 (5,6-Epoxy-7-megastigmen-9-one)

3D Structure for CFc000335838 (5,6-Epoxy-7-megastigmen-9-one)