2-propylvaleric acid [(1R,5R)-8,8-dimethyl-8-azoniabicyclo[3.2.1]octan-3-yl] ester

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for 2-propylvaleric acid [(1R,5R)-8,8-dimethyl-8-azoniabicyclo[3.2.1]octan-3-yl] ester are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is 2-propylvaleric acid [(1R,5R)-8,8-dimethyl-8-azoniabicyclo[3.2.1]octan-3-yl] ester?

The molecule 2-propylvaleric acid [(1R,5R)-8,8-dimethyl-8-azoniabicyclo[3.2.1]octan-3-yl] ester presents a molecular formula of C17H32NO2+ and its IUPAC name is [(1R,5R)-8,8-dimethyl-8-azoniabicyclo[3.2.1]octan-3-yl] 2-propylpentanoate.

3D structure

Cartesian coordinates

Geometry of 2-propylvaleric acid [(1R,5R)-8,8-dimethyl-8-azoniabicyclo[3.2.1]octan-3-yl] ester in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

2-propylvaleric acid [(1R,5R)-8,8-dimethyl-8-azoniabicyclo[3.2.1]octan-3-yl] ester XGGHHHBGPSNXFE-HUUCEWRRSA-N chemical compound 2D structure molecule svg
2-propylvaleric acid [(1R,5R)-8,8-dimethyl-8-azoniabicyclo[3.2.1]octan-3-yl] ester

 

Molecule descriptors

 
IUPAC name2-propylvaleric acid [(1R,5R)-8,8-dimethyl-8-azoniabicyclo[3.2.1]octan-3-yl] ester
InChI codeInChI=1S/C17H32NO2/c1-5-7-13(8-6-2)17(19)20-16-11-14-9-10-15(12-16)18(14,3)4/h13-16H,5-12H2,1-4H3/q+1/t14-,15-/m1/s1
InChI KeyXGGHHHBGPSNXFE-HUUCEWRRSA-N
SMILESCCCC(CCC)C(=O)OC1C[C@H]2CC[C@H](C1)[N+]2(C)C

Physico-Chemical properties

IUPAC name[(1R,5R)-8,8-dimethyl-8-azoniabicyclo[3.2.1]octan-3-yl] 2-propylpentanoate
Molecular formulaC17H32NO2+
Molecular weight282.4
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity
LogP4.2
Topological polar surface area26.3

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.