2-[(2Z)-3-keto-2-o-anisylidene-coumaran-6-yl]oxyacetic acid tert-butyl ester

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for 2-[(2Z)-3-keto-2-o-anisylidene-coumaran-6-yl]oxyacetic acid tert-butyl ester are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is 2-[(2Z)-3-keto-2-o-anisylidene-coumaran-6-yl]oxyacetic acid tert-butyl ester?

The molecule 2-[(2Z)-3-keto-2-o-anisylidene-coumaran-6-yl]oxyacetic acid tert-butyl ester presents a molecular formula of C22H22O6 and its IUPAC name is tert-butyl 2-[[(2Z)-2-[(2-methoxyphenyl)methylidene]-3-oxidanylidene-1-benzofuran-6-yl]oxy]ethanoate.

3D structure

Cartesian coordinates

Geometry of 2-[(2Z)-3-keto-2-o-anisylidene-coumaran-6-yl]oxyacetic acid tert-butyl ester in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

2-[(2Z)-3-keto-2-o-anisylidene-coumaran-6-yl]oxyacetic acid tert-butyl ester KTCBDOBHQQUNKE-ODLFYWEKSA-N chemical compound 2D structure molecule svg
2-[(2Z)-3-keto-2-o-anisylidene-coumaran-6-yl]oxyacetic acid tert-butyl ester

 

Molecule descriptors

 
IUPAC name2-[(2Z)-3-keto-2-o-anisylidene-coumaran-6-yl]oxyacetic acid tert-butyl ester
InChI codeInChI=1S/C22H22O6/c1-22(2,3)28-20(23)13-26-15-9-10-16-18(12-15)27-19(21(16)24)11-14-7-5-6-8-17(14)25-4/h5-12H,13H2,1-4H3/b19-11-
InChI KeyKTCBDOBHQQUNKE-ODLFYWEKSA-N
SMILESCC(C)(C)OC(=O)COC1=CC2=C(C=C1)C(=O)/C(=C/C3=CC=CC=C3OC)/O2

Physico-Chemical properties

IUPAC nametert-butyl 2-[[(2Z)-2-[(2-methoxyphenyl)methylidene]-3-oxidanylidene-1-benzofuran-6-yl]oxy]ethanoate
Molecular formulaC22H22O6
Molecular weight382.4
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity
LogP4.4
Topological polar surface area71.1

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.