Chloralose

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

What is the Chloralose?

The molecule Chloralose presents a molecular formula of C8H11Cl3O6 and its IUPAC name is (1R)-1-[(2R,3aR,5R,6S,6aR)-6-hydroxy-2-(trichloromethyl)-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol.

Chloralose is a molecule that has a wide range of uses, from being an anesthetic agent to being used as a herbicide. It is a white, crystalline solid that is soluble in water and has a sweet taste. It was first synthesized in 1832 by Justus von Liebig, but its use as an anesthetic was not discovered until 1884 when it was used to anesthesia a dog. Chloralose is now used as an anesthetic in a variety of animals, including humans. It is also used as a herbicide, and has been found to be effective against a variety of weeds..

3D structure

Cartesian coordinates

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

2D drawing

 

Chloralose OJYGBLRPYBAHRT-IPQSZEQASA-N chemical compound 2D structure molecule svg
Chloralose

 

Molecule descriptors

 
IUPAC name(1R)-1-[(2R,3aR,5R,6S,6aR)-6-hydroxy-2-(trichloromethyl)-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol
InChI codeInChI=1S/C8H11Cl3O6/c9-8(10,11)7-16-5-3(14)4(2(13)1-12)15-6(5)17-7/h2-7,12-14H,1H2/t2-,3+,4-,5-,6-,7-/m1/s1
InChI KeyOJYGBLRPYBAHRT-IPQSZEQASA-N
SMILESOC[C@@H](O)[C@H]1O[C@@H]2O[C@H](C(Cl)(Cl)Cl)O[C@@H]2[C@H]1O

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.

  • (1R)-1-[(2R,3aR,5R,6S,6aR)-6-hydroxy-2-(trichloromethyl)-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol
  • (R)-1,2-O-(2,2,2-TRICHLOROETHYLIDENE)-D- GLUCOFURANOSE
  • (R)-1,2-O-(2,2,2-Trichloroethylidene)-alpha-D-glucofuranose
  • (R)-1-((2R,3aR,5R,6S,6aR)-6-hydroxy-2-(trichloromethyl)tetrahydrofuro[3,2-d][1,3]dioxol-5-yl)ethane-1,2-diol
  • .alpha.-chloralose
  • 1,2-0-(2,2,2-trichloroethylidene)-,(r)
  • 1,2-O-(2,2,2-Trichloroethylidene)-alpha-D-glucofuranose
  • 1,2-O-[(1R)-2,2,2-trichloroethylidene]-alpha-D-glucofuranose
  • 15879-93-3
  • 238BZ29MUE
  • Alfamat
  • Alphachloralose
  • Alphakil
  • Anhydroglucochloral
  • Aphosal
  • BRN 0085418
  • CS-4535
  • Caswell No. 876AA
  • Cloralosa
  • CHLORALOSE
  • Chloralosane
  • Chloralose
  • Chloralose-alpha
  • Chloralosum
  • Chlorlose-alpha
  • Chloroalosane
  • DSSTox_CID_88
  • DSSTox_GSID_20088
  • DSSTox_RID_75357
  • Dorcalm
  • Dulcidor
  • EPA Pesticide Chemical Code 476200
  • Glucochloral
  • HY-B1020
  • Kalmettumsomniferum
  • Krakalos
  • Monotrichlor-aethyliden-alpha-glucose
  • Murex
  • NCGC00159484-02
  • NCGC00249048-01
  • NCGC00256485-01
  • NCGC00258998-01
  • NSC 758888
  • NSC-758888
  • Perglucorat
  • Q594365
  • Somio
  • alpha-Chloralose
  • alpha-D-Glucochloralose
  • alpha-D-Glucofuranose, 1,2-O-((1R)-2,2,2-trichloroethylidene)-
  • alpha-D-Glucofuranose, 1,2-O-(2,2,2-trichloroethylidene)-, (theta)-
  • alpha-d-Glucofuranose, 1,2-O-(2,2,2-trichloroethylidene)-, (R)-

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC3860865
  • CAS-15879-93-3
  • UNII-238BZ29MUE
  • AKOS025310738
  • DTXSID4020088
  • CHEMBL2104181
  • Tox21_111708
  • Tox21_201447
  • Tox21_302997
  • EINECS 240-016-7
  • SCHEMBL39185

Physico-Chemical properties

IUPAC name(1R)-1-[(2R,3aR,5R,6S,6aR)-6-hydroxy-2-(trichloromethyl)-3a,5,6,6a-tetrahydrofuro[2,3-d][1,3]dioxol-5-yl]ethane-1,2-diol
Molecular formulaC8H11Cl3O6
Molecular weight309.528
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity57.51
LogP-0.5
Topological polar surface area88.4

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.