Thioxanthine monophosphate

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

What is the Thioxanthine monophosphate?

The molecule Thioxanthine monophosphate presents a molecular formula of C5H5N4O5PS and its IUPAC name is (2-oxo-6-sulfanylidene-3H-purin-9-yl) dihydrogen phosphate.

Thioxanthine monophosphate (TMP) is a thioxanthine derivative and a monophosphate ester that is used as a photosensitizer in photodynamic therapy. It is also used as a research tool to study thiol-dependent redox reactions..

TMP is a white to off-white solid that is insoluble in water. It has a molecular weight of 376.39 and a molecular formula of C14H10N3O5PS..

TMP is produced by the reaction of thioxanthine and phosphoric acid..

TMP is used as a photosensitizer in photodynamic therapy. It is also used as a research tool to study thiol-dependent redox reactions..

TMP has a number of potential side effects, including skin irritation, photosensitivity, and gastrointestinal upset..

3D structure

Cartesian coordinates

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

2D drawing

 

Thioxanthine monophosphate OAOIXPPCQSJBRI-UHFFFAOYSA-N chemical compound 2D structure molecule svg
Thioxanthine monophosphate

 

Molecule descriptors

 
IUPAC name(2-oxo-6-sulfanylidene-3H-purin-9-yl) dihydrogen phosphate
InChI codeInChI=1S/C5H5N4O5PS/c10-5-7-3-2(4(16)8-5)6-1-9(3)14-15(11,12)13/h1H,(H2,11,12,13)(H2,7,8,10,16)
InChI KeyOAOIXPPCQSJBRI-UHFFFAOYSA-N
SMILESO=P(O)(O)On1cnc2c(=S)[nH]c(O)nc21

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.

  • (2-oxo-6-sulanylidene-3H-purin-9-yl) dihydrogen phosphate
  • Thioxanthine monophosphate
  • thioxanthine monophosphate

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • DTXSID201344213
  • CHEBI:171698
  • SCHEMBL1820814

Physico-Chemical properties

IUPAC name(2-oxo-6-sulfanylidene-3H-purin-9-yl) dihydrogen phosphate
Molecular formulaC5H5N4O5PS
Molecular weight264.156
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity53.36
LogP-0.3
Topological polar surface area175.4

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.