Artemotil

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

What is the Artemotil?

The molecule Artemotil presents a molecular formula of C17H28O5 and its IUPAC name is (1R,4S,5R,8S,9R,10S,12R,13R)-10-ethoxy-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecane.

Artemotil is a molecule that was discovered in the early 1990s. It is a member of a class of molecules known as quinones, and it is structurally similar to the quinone molecule found in artemisinin. Artemotil has shown promise as an antimalarial drug, and it is currently in clinical trials for the treatment of malaria..

3D structure

Cartesian coordinates

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

2D drawing

 

Artemotil NLYNIRQVMRLPIQ-XQLAAWPRSA-N chemical compound 2D structure molecule svg
Artemotil

 

Molecule descriptors

 
IUPAC name(1R,4S,5R,8S,9R,10S,12R,13R)-10-ethoxy-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecane
InChI codeInChI=1S/C17H28O5/c1-5-18-14-11(3)13-7-6-10(2)12-8-9-16(4)20-15(19-14)17(12,13)22-21-16/h10-15H,5-9H2,1-4H3/t10-,11-,12+,13+,14+,15-,16-,17-/m1/s1
InChI KeyNLYNIRQVMRLPIQ-XQLAAWPRSA-N
SMILESCCO[C@H]1O[C@@H]2O[C@@]3(C)CC[C@H]4[C@H](C)CC[C@@H]([C@H]1C)[C@]42OO3

Other names (synonyms)

IUPAC nomenclature provides a standardized method for naming chemical compounds. Although this system is widely used in chemistry, many chemical compounds have also other names commonly used in different contexts. These synonyms can come from a variety of sources and are used for a variety of purposes.

One common source of synonyms for chemical compounds is the common or trivial names, assigned on the basis of appearance, properties, or origin of the molecule.

Another source of synonyms are historical or obsolete names employed in the past, however replaced nowadays by more modern or standardized names.

In addition to common and historical names, chemical compounds may also have synonyms that are specific to a particular field or industry.

  • (+)-Arteether
  • (1R,4S,5R,8S,9R,10S,12R,13R)-10-ethoxy-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecane
  • (3R,5aS,6R,8aS,9R,10S,12R,12aR)-10-Ethoxy-3,6,9-trimethyldecahydro-3H-3,12-epoxy[1,2]dioxepino[4,3-i]isochromene
  • (3R,5aS,6R,8aS,9R,10S,12R,12aR)-10-Ethoxydecahydro-3,6,9-trimethyl-3,12-epoxy-12H-pyrano(4,3-j)-1,2-benzodioxepin
  • .beta.-arteether
  • 75887-54-6
  • 887A546
  • AS-15038
  • Artecef
  • Arteether
  • Artemotil
  • Artemotilum
  • BCP28298
  • BDBM50426305
  • Beta-Arteether
  • CCG-267602
  • CS-5561
  • DB13851
  • E MAL
  • GTPL9958
  • HY-B0770
  • MFCD00869355
  • NSC-665971
  • SM-227
  • XGL7GFB9YI
  • b-Arteether
  • beta-Dihydroartemisinin ethyl ether
  • s3889

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC8214360
  • CHEMBL301267
  • CHEBI:135335
  • SCHEMBL17156474

Physico-Chemical properties

IUPAC name(1R,4S,5R,8S,9R,10S,12R,13R)-10-ethoxy-1,5,9-trimethyl-11,14,15,16-tetraoxatetracyclo[10.3.1.04,13.08,13]hexadecane
Molecular formulaC17H28O5
Molecular weight312.401
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity80.88
LogP3.2
Topological polar surface area46.2

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.