2-methylpropionic acid [(1S,2R,4S,5R,9R,10R,13R,14S,15S,17S)-9-(3-furyl)-1-hydroxy-7,18-diketo-15-(2-keto-2-methoxy-ethyl)-10,14,16,16-tetramethyl-3,8-dioxapentacyclo[12.3.1.02,4.04,13.05,10]octadecan-17-yl] ester

A summary of the most common chemical descriptors (InChI Key and SMILES codes) for 2-methylpropionic acid [(1S,2R,4S,5R,9R,10R,13R,14S,15S,17S)-9-(3-furyl)-1-hydroxy-7,18-diketo-15-(2-keto-2-methoxy-ethyl)-10,14,16,16-tetramethyl-3,8-dioxapentacyclo[12.3.1.02,4.04,13.05,10]octadecan-17-yl] ester are summarized together with 3D and 2D structures and relevant physico-chemical properties.

What is 2-methylpropionic acid [(1S,2R,4S,5R,9R,10R,13R,14S,15S,17S)-9-(3-furyl)-1-hydroxy-7,18-diketo-15-(2-keto-2-methoxy-ethyl)-10,14,16,16-tetramethyl-3,8-dioxapentacyclo[12.3.1.02,4.04,13.05,10]octadecan-17-yl] ester?

The molecule 2-methylpropionic acid [(1S,2R,4S,5R,9R,10R,13R,14S,15S,17S)-9-(3-furyl)-1-hydroxy-7,18-diketo-15-(2-keto-2-methoxy-ethyl)-10,14,16,16-tetramethyl-3,8-dioxapentacyclo[12.3.1.02,4.04,13.05,10]octadecan-17-yl] ester presents a molecular formula of C31H40O10 and its IUPAC name is [(1S,2R,4S,5R,9R,10R,13R,14S,15S,17S)-9-(furan-3-yl)-15-(2-methoxy-2-oxidanylidene-ethyl)-10,14,16,16-tetramethyl-1-oxidanyl-7,18-bis(oxidanylidene)-3,8-dioxapentacyclo[12.3.1.02,4.04,13.05,10]octadecan-17-yl] 2-methylpropanoate.

3D structure

Cartesian coordinates

Geometry of 2-methylpropionic acid [(1S,2R,4S,5R,9R,10R,13R,14S,15S,17S)-9-(3-furyl)-1-hydroxy-7,18-diketo-15-(2-keto-2-methoxy-ethyl)-10,14,16,16-tetramethyl-3,8-dioxapentacyclo[12.3.1.02,4.04,13.05,10]octadecan-17-yl] ester in x, y and z coordinates (Å units) to copy/paste elsewhere. Generated with Open Babel software.

2D drawing

 

2-methylpropionic acid [(1S,2R,4S,5R,9R,10R,13R,14S,15S,17S)-9-(3-furyl)-1-hydroxy-7,18-diketo-15-(2-keto-2-methoxy-ethyl)-10,14,16,16-tetramethyl-3,8-dioxapentacyclo[12.3.1.02,4.04,13.05,10]octadecan-17-yl] ester LOOFGUAWTZPQEG-YOQZZJONSA-N chemical compound 2D structure molecule svg
2-methylpropionic acid [(1S,2R,4S,5R,9R,10R,13R,14S,15S,17S)-9-(3-furyl)-1-hydroxy-7,18-diketo-15-(2-keto-2-methoxy-ethyl)-10,14,16,16-tetramethyl-3,8-dioxapentacyclo[12.3.1.02,4.04,13.05,10]octadecan-17-yl] ester

 

Molecule descriptors

 
IUPAC name2-methylpropionic acid [(1S,2R,4S,5R,9R,10R,13R,14S,15S,17S)-9-(3-furyl)-1-hydroxy-7,18-diketo-15-(2-keto-2-methoxy-ethyl)-10,14,16,16-tetramethyl-3,8-dioxapentacyclo[12.3.1.02,4.04,13.05,10]octadecan-17-yl] ester
InChI codeInChI=1S/C31H40O10/c1-15(2)23(34)40-25-27(3,4)18(12-20(32)37-7)29(6)17-8-10-28(5)19(31(17)26(41-31)30(25,36)24(29)35)13-21(33)39-22(28)16-9-11-38-14-16/h9,11,14-15,17-19,22,25-26,36H,8,10,12-13H2,1-7H3/t17-,18+,19-,22+,25+,26-,28-,29-,30+,31-/m1/s1
InChI KeyLOOFGUAWTZPQEG-YOQZZJONSA-N
SMILESCC(C)C(=O)O[C@@H]1[C@@]2([C@@H]3[C@@]4(O3)[C@H](CC[C@@]5([C@H]4CC(=O)O[C@H]5C6=COC=C6)C)[C@@](C2=O)([C@H](C1(C)C)CC(=O)OC)C)O

Physico-Chemical properties

IUPAC name[(1S,2R,4S,5R,9R,10R,13R,14S,15S,17S)-9-(furan-3-yl)-15-(2-methoxy-2-oxidanylidene-ethyl)-10,14,16,16-tetramethyl-1-oxidanyl-7,18-bis(oxidanylidene)-3,8-dioxapentacyclo[12.3.1.02,4.04,13.05,10]octadecan-17-yl] 2-methylpropanoate
Molecular formulaC31H40O10
Molecular weight572.6
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity
LogP2.8
Topological polar surface area142

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.