(-)-Menthone

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

What is the (-)-Menthone?

The molecule (-)-Menthone presents a molecular formula of C10H18O and its IUPAC name is (-)-menthone.

Menthone is a monocyclic monoterpene that is a natural organic compound. It is a colourless liquid with a minty odor. It is insoluble in water, but soluble in most organic solvents. Menthone is a major constituent (about 15%) of the essential oil of peppermint (Mentha piperita). It is also found in small amounts in spearmint (Mentha spicata), basil (Ocimum basilicum), and lemon balm (Melissa officinalis)..

Menthone has a refreshing, minty aroma and is used as a flavouring agent in food and beverages. It is also used in cosmetics and personal care products..

Menthone is produced by the steam distillation of peppermint oil. It is a colourless liquid with a minty odor. It is insoluble in water, but soluble in most organic solvents..

Menthone is used as a flavouring agent in food and beverages. It is also used in cosmetics and personal care products..

3D structure

Cartesian coordinates

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

2D drawing

 

(-)-Menthone NFLGAXVYCFJBMK-VEDVMXKPSA-N chemical compound 2D structure molecule svg
(-)-Menthone

 

Molecule descriptors

 
IUPAC name(-)-menthone
InChI codeInChI=1S/C10H18O/c1-7(2)9-5-4-8(3)6-10(9)11/h7-9H,4-6H2,1-3H3/t8-,9?/m1/s1
InChI KeyNFLGAXVYCFJBMK-VEDVMXKPSA-N
SMILESC1(=O)C(CC[C@H](C1)C)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(-)-menthone
Molecular formulaC10H18O
Molecular weight154.249
Melting point (ºC)-
Boiling point (ºC)210
Density (g/cm3)0.890
Molar refractivity48.27
LogP2.6
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.