propane-1,2,3-tricarboxylic acid trimethyl ester

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for propane-1,2,3-tricarboxylic acid trimethyl ester are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is propane-1,2,3-tricarboxylic acid trimethyl ester?

The molecule propane-1,2,3-tricarboxylic acid trimethyl ester presents a molecular formula of C9H14O6 and its IUPAC name is trimethyl propane-1,2,3-tricarboxylate.

3D structure

Cartesian coordinates

Geometry of propane-1,2,3-tricarboxylic acid trimethyl ester in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

propane-1,2,3-tricarboxylic acid trimethyl ester IXINWTSBOAMACD-UHFFFAOYSA-N chemical compound 2D structure molecule svg
propane-1,2,3-tricarboxylic acid trimethyl ester

 

Molecule descriptors

 
IUPAC namepropane-1,2,3-tricarboxylic acid trimethyl ester
InChI codeInChI=1S/C9H14O6/c1-13-7(10)4-6(9(12)15-3)5-8(11)14-2/h6H,4-5H2,1-3H3
InChI KeyIXINWTSBOAMACD-UHFFFAOYSA-N
SMILESCOC(=O)CC(CC(=O)OC)C(=O)OC

Physico-Chemical properties

IUPAC nametrimethyl propane-1,2,3-tricarboxylate
Molecular formulaC9H14O6
Molecular weight218.20
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity
LogP-0.3
Topological polar surface area78.9

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.