Allantoin, (-)-

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

What is the Allantoin, (-)-?

The molecule Allantoin, (-)- presents a molecular formula of C4H6N4O3 and its IUPAC name is [(4R)-2,5-dioxoimidazolidin-4-yl]urea.

Allantoin is a molecule that belongs in many plants and has a wide range of medicinal properties. It is a natural ingredient in many skin care products and is known for its ability to heal wounds and promote cell growth. Allantoin also has anti-inflammatory and anti-bacterial properties, making it an effective treatment for acne and other skin conditions..

3D structure

Cartesian coordinates

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

2D drawing

 

Allantoin, (-)- POJWUDADGALRAB-PVQJCKRUSA-N chemical compound 2D structure molecule svg
Allantoin, (-)-

 

Molecule descriptors

 
IUPAC name[(4R)-2,5-dioxoimidazolidin-4-yl]urea
InChI codeInChI=1S/C4H6N4O3/c5-3(10)6-1-2(9)8-4(11)7-1/h1H,(H3,5,6,10)(H2,7,8,9,11)/t1-/m1/s1
InChI KeyPOJWUDADGALRAB-PVQJCKRUSA-N
SMILESNC(=O)N[C@@H]1NC(=O)NC1=O

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.

  • (-)-Allantoin
  • (R)(-)-Allantoin
  • (R)-(-)-allantoin
  • (R)-1-(2,5-Dioxoimidazolidin-4-yl)urea
  • (R)-Allantoin
  • 1-[(4R)-2,5-bis(oxidanylidene)imidazolidin-4-yl]urea
  • 7303-80-2
  • A845726
  • Allantoin, (-)-
  • Allantoin, (R)-(-)-
  • C02348
  • J120C6NTXH
  • N-[(4R)-2,5-dioxoimidazolidin-4-yl]urea
  • N2301
  • Q27098183
  • R-allantoin
  • Urea, N-((4R)-2,5-dioxo-4-imidazolidinyl)-
  • [(4R)-2,5-dioxo-4-imidazolidinyl]urea
  • [(4R)-2,5-dioxoimidazolidin-4-yl]urea
  • starbld0034795

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC1843030
  • UNII-J120C6NTXH
  • DTXSID30904502
  • CHEBI:15677
  • SCHEMBL4364732

Physico-Chemical properties

IUPAC name[(4R)-2,5-dioxoimidazolidin-4-yl]urea
Molecular formulaC4H6N4O3
Molecular weight158.115
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity39.55
LogP-0.4
Topological polar surface area113.3

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.