3-ketopropionic acid ethyl ester

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

What is 3-ketopropionic acid ethyl ester?

The molecule 3-ketopropionic acid ethyl ester presents a molecular formula of C5H8O3 and its IUPAC name is ethyl 3-oxidanylidenepropanoate.

3D structure

Cartesian coordinates

Geometry of 3-ketopropionic acid ethyl ester in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

3-ketopropionic acid ethyl ester SYFFHRPDTQNMQB-UHFFFAOYSA-N chemical compound 2D structure molecule svg
3-ketopropionic acid ethyl ester

 

Molecule descriptors

 
IUPAC name3-ketopropionic acid ethyl ester
InChI codeInChI=1S/C5H8O3/c1-2-8-5(7)3-4-6/h4H,2-3H2,1H3
InChI KeySYFFHRPDTQNMQB-UHFFFAOYSA-N
SMILESCCOC(=O)CC=O

Physico-Chemical properties

IUPAC nameethyl 3-oxidanylidenepropanoate
Molecular formulaC5H8O3
Molecular weight116.11
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity
LogP0.1
Topological polar surface area43.4

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.