α-Ionone

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

What is the α-Ionone?

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

α-Ionone is a molecule with a strong floral aroma. It belongs in the essential oils of many flowers, including roses, violets, and jasmine. It is also an important ingredient in the perfume industry..

α-Ionone has a molecular structure that consists of a ring of six carbon atoms with a nitrogen atom attached to one of the carbons. The molecule is planar, meaning that the atoms are arranged in a flat structure. The nitrogen atom is known as the α-carbon, and the other carbons are numbered clockwise around the ring starting with the α-carbon..

The α-Ionone molecule has a strong aroma because of its chemical structure. The molecule is able to absorb light in the ultraviolet range, which gives it a violet color. When the molecule absorbs light, it vibrates, and these vibrations are responsible for the strong floral aroma..

The α-Ionone molecule is an important ingredient in many perfumes. It is used to add a strong floral note to the perfume. The molecule is also used in the food industry to add a floral flavor to foods and beverages..

3D structure

Cartesian coordinates

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

2D drawing

 

α-Ionone UZFLPKAIBPNNCA-BQYQJAHWSA-N chemical compound 2D structure molecule svg
α-Ionone

 

Molecule descriptors

 
IUPAC name(E)-4-(2,6,6-trimethylcyclohex-2-en-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/h6-8,12H,5,9H2,1-4H3/b8-7+
InChI KeyUZFLPKAIBPNNCA-BQYQJAHWSA-N
SMILESCC1=CCCC(C1/C=C/C(=O)C)(C)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-trimethylcyclohex-2-en-1-yl)but-3-en-2-one
Molecular formulaC13H20O
Molecular weight192.30
Melting point (ºC) -
Boiling point (ºC)259-263
Density (g/cm3)0.930
Molar refractivity
LogP3.0
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.