adipic acid bis[(2S)-2-ethylhexyl] ester

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for adipic acid bis[(2S)-2-ethylhexyl] ester are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is adipic acid bis[(2S)-2-ethylhexyl] ester?

The molecule adipic acid bis[(2S)-2-ethylhexyl] ester presents a molecular formula of C22H42O4 and its IUPAC name is bis[(2S)-2-ethylhexyl] hexanedioate.

3D structure

Cartesian coordinates

Geometry of adipic acid bis[(2S)-2-ethylhexyl] ester in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

adipic acid bis[(2S)-2-ethylhexyl] ester SAOKZLXYCUGLFA-PMACEKPBSA-N chemical compound 2D structure molecule svg
adipic acid bis[(2S)-2-ethylhexyl] ester

 

Molecule descriptors

 
IUPAC nameadipic acid bis[(2S)-2-ethylhexyl] ester
InChI codeInChI=1S/C22H42O4/c1-5-9-13-19(7-3)17-25-21(23)15-11-12-16-22(24)26-18-20(8-4)14-10-6-2/h19-20H,5-18H2,1-4H3/t19-,20-/m0/s1
InChI KeySAOKZLXYCUGLFA-PMACEKPBSA-N
SMILESCCCC[C@H](CC)COC(=O)CCCCC(=O)OC[C@@H](CC)CCCC

Physico-Chemical properties

IUPAC namebis[(2S)-2-ethylhexyl] hexanedioate
Molecular formulaC22H42O4
Molecular weight370.6
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity
LogP6.8
Topological polar surface area52.6

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.