β-Ionone

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for β-Ionone are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is the β-Ionone?

The molecule β-Ionone presents a molecular formula of C13H20O and its IUPAC name is (E)-4-(2,6,6-trimethylcyclohexen-1-yl)but-3-en-2-one.

β-Ionone is a molecule with a characteristic floral aroma. It belongs in many essential oils, such as rose, violet, and ylang-ylang. It is also an important ingredient in perfumes and cosmetics..

β-Ionone has a strong effect on the human sense of smell. It is one of the most potent molecules that activate the olfactory receptors in the nose. When inhaled, β-ionone triggers a strong response in the brain’s limbic system, which is responsible for emotions and memory. This makes β-ionone a powerful aromatherapy agent..

β-Ionone is also used in flavorings and food additives. It is a common ingredient in citrus-flavored sodas and energy drinks. It can also be found in some chewing gums and candies..

3D structure

Cartesian coordinates

Geometry of β-Ionone in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

β-Ionone PSQYTAPXSHCGMF-BQYQJAHWSA-N chemical compound 2D structure molecule svg
β-Ionone

 

Molecule descriptors

 
IUPAC name(E)-4-(2,6,6-trimethylcyclohexen-1-yl)but-3-en-2-one
InChI codeInChI=1S/C13H20O/c1-10-6-5-9-13(3,4)12(10)8-7-11(2)14/h7-8H,5-6,9H2,1-4H3/b8-7+
InChI KeyPSQYTAPXSHCGMF-BQYQJAHWSA-N
SMILESCC1=C(C(CCC1)(C)C)/C=C/C(=O)C

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:

Physico-Chemical properties

IUPAC name(E)-4-(2,6,6-trimethylcyclohexen-1-yl)but-3-en-2-one
Molecular formulaC13H20O
Molecular weight192.30
Melting point (ºC)-35
Boiling point (ºC)126-128
Density (g/cm3)0.945
Molar refractivity
LogP2.9
Topological polar surface area17.1

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (Kow) data is applied in toxicology and drug research. Kow values are used, to guess the environmental fate of persistent organic pollutants. High partition coefficients values, tend to accumulate in the fatty tissue of organisms. Molecules with a log(Kow) (or LogP) greater than 5 are considered to bioaccumulate.

TPSA values are the sum of the surface area over all polar atoms or molecules, mainly oxygen and nitrogen, also including hydrogen atoms.

In medicinal chemistry, TPSA is used to assess the ability of a drug to permeabilise cells.

For molecules to penetrate the blood-brain barrier (and act on receptors in the central nervous system), TPSA values below 90 Å2 are required. Thus, molecules with a polar surface area greater than 140 Å2 tend to be poorly permeable to cell membranes.