4-phenylcyclohexanone

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for 4-phenylcyclohexanone are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is 4-phenylcyclohexanone?

The molecule 4-phenylcyclohexanone presents a molecular formula of C12H14O and its IUPAC name is 4-phenylcyclohexan-1-one.

3D structure

Cartesian coordinates

Geometry of 4-phenylcyclohexanone in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

4-phenylcyclohexanone YKAYMASDSHFOGI-UHFFFAOYSA-N chemical compound 2D structure molecule svg
4-phenylcyclohexanone

 

Molecule descriptors

 
IUPAC name4-phenylcyclohexanone
InChI codeInChI=1S/C12H14O/c13-12-8-6-11(7-9-12)10-4-2-1-3-5-10/h1-5,11H,6-9H2
InChI KeyYKAYMASDSHFOGI-UHFFFAOYSA-N
SMILESC1CC(=O)CCC1C2=CC=CC=C2

Physico-Chemical properties

IUPAC name4-phenylcyclohexan-1-one
Molecular formulaC12H14O
Molecular weight174.24
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity
LogP2.1
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.