(-)-Etozolin

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

What is the (-)-Etozolin?

The molecule (-)-Etozolin presents a molecular formula of C₁₃H₂₀N₂O₃S and its IUPAC name is ethyl (2Z)-2-[(5R)-3-methyl-4-oxo-5-piperidin-1-yl-1,3-thiazolidin-2-ylidene]acetate.

-Etozolin is a molecule that was first discovered in the 1970s. It is a member of the class of molecules known as quinuclidines. Etozolin is known to have a wide variety of biological activities, including: antiviral, antibacterial, antifungal, antiparasitic, and anti-inflammatory. It is also known to be an inhibitor of the enzyme reverse transcriptase..

Etozolin was first isolated from the bacterium Streptomyces sp. in 1970. The molecule was first structurally characterized in 1974. Since its discovery, etozolin has been the subject of numerous studies due to its wide variety of biological activities..

Etozolin has been shown to have potent antiviral activity against a variety of viruses, including: influenza A, herpes simplex, and HIV-1. The mechanism of action of etozolin against these viruses is not fully understood, but it is thought to involve the inhibition of the enzyme reverse transcriptase..

Etozolin has also been shown to have potent antibacterial activity against a variety of bacteria, including: Escherichia coli, Pseudomonas aeruginosa, and Staphylococcus aureus. The mechanism of action of etozolin against these bacteria is not fully understood, but it is thought to involve the inhibition of cell wall synthesis..

Etozolin has also been shown to have potent antifungal activity against a variety of fungi, including: Candida albicans, Aspergillus niger, and Trichophyton mentagrophytes. The mechanism of action of etozolin against these fungi is not fully understood, but it is thought to involve the inhibition of cell wall synthesis..

Etozolin has also been shown to have potent antiparasitic activity against a variety of parasites, including: Giardia lamblia, Entamoeba histolytica, and Plasmodium falciparum. The mechanism of action of etozolin against these parasites is not fully understood, but it is thought to involve the inhibition of cell wall synthesis..

Etozolin has also been shown to have potent anti-inflammatory activity. The mechanism of action of etozolin against inflammation is not fully understood, but it is thought to involve the inhibition of the enzyme cyclooxygenase..

Etozolin is a quinuclidine molecule with a wide variety of biological activities. It is an inhibitor of the enzyme reverse transcriptase and has potent antiviral, antibacterial, antifungal, antiparasitic, and anti-inflammatory activity..

3D structure

Cartesian coordinates

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

2D drawing

Molecule descriptors

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.

Reference codes for other databases

• CAS number (Chemical Abstracts Service Registry Number) is a unique identifier is assigned to every chemical compound indexed in the CAS database.
• Beilstein: The Beilstein database is a comprehensive source of information on organic chemistry, including information on chemical structures, properties, and reactions. The Beilstein database assigns unique identifiers which can be used to identify compounds in scientific literature and other sources.
• ChEBI (Chemical Entities of Biological Interest): ChEBI is a database of small chemical molecules that are of interest in the field of biology.
• PubChem CID (Compound Identifier): PubChem is a database of chemical compounds that is maintained by the National Institutes of Health (NIH).
• RTECS number (Registry of Toxic Effects of Chemical Substances): The RTECS is a database of information on the toxic effects of chemicals, including information on their structures and properties.
• ChEMBL (Compound Bioactivity Data): ChEMBL is a database of bioactivity data for small molecules, including information on their properties and structures.
• CompTox Dashboard (Environmental Protection Agency): The CompTox Dashboard is a database of information on the toxicology and environmental effects of chemicals.

Physico-Chemical properties

LogP and topological polar surface area (TPSA) values were estimated using Open Babel software.

The n-octanol/water partition coeficient (K_ow) data is applied in toxicology and drug research. K_ow 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(K_ow) (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 Ų are required. Thus, molecules with a polar surface area greater than 140 Ų tend to be poorly permeable to cell membranes.