(2S,3R,6S,7R,10S,11R)-1,2,3,4,5,6,7,8,9,10,11,12-dodecahydrotriphenylene-2,3,6,7,10,11-hexacarboxylic acid hexamethyl ester

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for (2S,3R,6S,7R,10S,11R)-1,2,3,4,5,6,7,8,9,10,11,12-dodecahydrotriphenylene-2,3,6,7,10,11-hexacarboxylic acid hexamethyl ester are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is (2S,3R,6S,7R,10S,11R)-1,2,3,4,5,6,7,8,9,10,11,12-dodecahydrotriphenylene-2,3,6,7,10,11-hexacarboxylic acid hexamethyl ester?

The molecule (2S,3R,6S,7R,10S,11R)-1,2,3,4,5,6,7,8,9,10,11,12-dodecahydrotriphenylene-2,3,6,7,10,11-hexacarboxylic acid hexamethyl ester presents a molecular formula of C30H36O12 and its IUPAC name is hexamethyl (2S,3R,6S,7R,10S,11R)-1,2,3,4,5,6,7,8,9,10,11,12-dodecahydrotriphenylene-2,3,6,7,10,11-hexacarboxylate.

3D structure

Cartesian coordinates

Geometry of (2S,3R,6S,7R,10S,11R)-1,2,3,4,5,6,7,8,9,10,11,12-dodecahydrotriphenylene-2,3,6,7,10,11-hexacarboxylic acid hexamethyl ester in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

(2S,3R,6S,7R,10S,11R)-1,2,3,4,5,6,7,8,9,10,11,12-dodecahydrotriphenylene-2,3,6,7,10,11-hexacarboxylic acid hexamethyl ester NGBDEACOKBXKEI-SNFJGFPHSA-N chemical compound 2D structure molecule svg
(2S,3R,6S,7R,10S,11R)-1,2,3,4,5,6,7,8,9,10,11,12-dodecahydrotriphenylene-2,3,6,7,10,11-hexacarboxylic acid hexamethyl ester

 

Molecule descriptors

 
IUPAC name(2S,3R,6S,7R,10S,11R)-1,2,3,4,5,6,7,8,9,10,11,12-dodecahydrotriphenylene-2,3,6,7,10,11-hexacarboxylic acid hexamethyl ester
InChI codeInChI=1S/C30H36O12/c1-37-25(31)19-7-13-14(8-20(19)26(32)38-2)16-10-22(28(34)40-4)24(30(36)42-6)12-18(16)17-11-23(29(35)41-5)21(9-15(13)17)27(33)39-3/h19-24H,7-12H2,1-6H3/t19-,20+,21+,22-,23-,24+
InChI KeyNGBDEACOKBXKEI-SNFJGFPHSA-N
SMILESCOC(=O)[C@@H]1CC2=C3C[C@@H]([C@@H](CC3=C4C[C@@H]([C@@H](CC4=C2C[C@@H]1C(=O)OC)C(=O)OC)C(=O)OC)C(=O)OC)C(=O)OC

Physico-Chemical properties

IUPAC namehexamethyl (2S,3R,6S,7R,10S,11R)-1,2,3,4,5,6,7,8,9,10,11,12-dodecahydrotriphenylene-2,3,6,7,10,11-hexacarboxylate
Molecular formulaC30H36O12
Molecular weight588.6
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity
LogP2
Topological polar surface area158

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.