pyruvic acid

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

What is pyruvic acid?

The molecule pyruvic acid presents a molecular formula of C3H4O3 and its IUPAC name is 2-oxidanylidenepropanoic acid.

3D structure

Cartesian coordinates

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

2D drawing

 

pyruvic acid LCTONWCANYUPML-UHFFFAOYSA-N chemical compound 2D structure molecule svg
pyruvic acid

 

Molecule descriptors

 
IUPAC namepyruvic acid
InChI codeInChI=1S/C3H4O3/c1-2(4)3(5)6/h1H3,(H,5,6)
InChI KeyLCTONWCANYUPML-UHFFFAOYSA-N
SMILESCC(=O)C(=O)O

Physico-Chemical properties

IUPAC name2-oxidanylidenepropanoic acid
Molecular formulaC3H4O3
Molecular weight88.06
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity
LogP-0.3
Topological polar surface area54.4

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.