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

What is the (R)-HYydroxythalidomide?

The molecule (R)-HYydroxythalidomide presents a molecular formula of C13H10N2O5 and its IUPAC name is 2-[(3R)-2,6-dioxopiperidin-3-yl]-5-hydroxyisoindole-1,3-dione.

(R)-HYydroxythalidomide is a molecule that is being studied for its potential use in treating cancer. This molecule is a derivative of thalidomide, which is a well-known drug that was originally developed as an anti-nausea medication. However, thalidomide has since been found to have a number of other potential uses, including the treatment of cancer. (R)-HYydroxythalidomide is similar to thalidomide, but it is thought to be more potent and have fewer side effects..

(R)-HYydroxythalidomide works by inhibiting the growth of blood vessels that tumors need in order to grow. This process, known as angiogenesis, is a key step in the development of cancer. By inhibiting angiogenesis, (R)-HYydroxythalidomide may be able to stop the growth of tumors..

(R)-HYydroxythalidomide is currently being studied in a clinical trial for the treatment of multiple myeloma, a type of blood cancer. The results of this trial are not yet available. However, if (R)-HYydroxythalidomide belongs to be effective, it may also be studied for the treatment of other types of cancer..

3D structure

Cartesian coordinates

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

2D drawing


(R)-HYydroxythalidomide LJBQRRQTZUJWRC-SECBINFHSA-N chemical compound 2D structure molecule svg


Molecule descriptors

IUPAC name2-[(3R)-2,6-dioxopiperidin-3-yl]-5-hydroxyisoindole-1,3-dione
InChI codeInChI=1S/C13H10N2O5/c16-6-1-2-7-8(5-6)13(20)15(12(7)19)9-3-4-10(17)14-11(9)18/h1-2,5,9,16H,3-4H2,(H,14,17,18)/t9-/m1/s1

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.

  • (R)-HYydroxythalidomide
  • 2-[2,6-Dioxopiperidine-3alpha-yl]-5-hydroxy-2H-isoindole-1,3-dione

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • CHEMBL541454

Physico-Chemical properties

IUPAC name2-[(3R)-2,6-dioxopiperidin-3-yl]-5-hydroxyisoindole-1,3-dione
Molecular formulaC13H10N2O5
Molecular weight274.229
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity72.97
Topological polar surface area103.8

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.