beta-D-Xylopyranose

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

What is the beta-D-Xylopyranose?

The molecule beta-D-Xylopyranose presents a molecular formula of C5H10O5 and its IUPAC name is (2R,3R,4S,5R)-oxane-2,3,4,5-tetrol.

A xylose molecule is a type of sugar molecule. Xylose belongs in the cell walls of plants. It is also a component of some types of dietary fiber. Xylose is a five-carbon sugar molecule. The structure of a xylose molecule is similar to that of a glucose molecule, except that one of the carbon atoms in xylose is replaced by an oxygen atom..

Xylose is metabolized by the body to produce energy. Xylose is converted to xylulose, which is then further metabolized to produce energy. Xylose is also a component of some types of dietary fiber. When xylose is consumed as part of dietary fiber, it is not metabolized by the body to produce energy. Instead, it passes through the digestive system unchanged..

Xylose is a five-carbon sugar molecule. The structure of a xylose molecule is similar to that of a glucose molecule, except that one of the carbon atoms in xylose is replaced by an oxygen atom..

Xylose is metabolized by the body to produce energy. Xylose is converted to xylulose, which is then further metabolized to produce energy. Xylose is also a component of some types of dietary fiber. When xylose is consumed as part of dietary fiber, it is not metabolized by the body to produce energy. Instead, it passes through the digestive system unchanged..

Xylose is a sugar molecule that belongs in the cell walls of plants. Xylose is also a component of some types of dietary fiber. Xylose is metabolized by the body to produce energy. Xylose is also a component of some types of dietary fiber. When xylose is consumed as part of dietary fiber, it is not metabolized by the body to produce energy. Instead, it passes through the digestive system unchanged..

3D structure

Cartesian coordinates

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

2D drawing

 

beta-D-Xylopyranose SRBFZHDQGSBBOR-KKQCNMDGSA-N chemical compound 2D structure molecule svg
beta-D-Xylopyranose

 

Molecule descriptors

 
IUPAC name(2R,3R,4S,5R)-oxane-2,3,4,5-tetrol
InChI codeInChI=1S/C5H10O5/c6-2-1-10-5(9)4(8)3(2)7/h2-9H,1H2/t2-,3+,4-,5-/m1/s1
InChI KeySRBFZHDQGSBBOR-KKQCNMDGSA-N
SMILESO[C@H]1[C@H](O)CO[C@@H](O)[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.

  • (1,4-beta-D-Xylan)n
  • (1->4)-beta-D-xylan
  • (1->4)-beta-D-xylopyranan
  • (2-CYANOETHOXY)-2-(2''-O-1,1''-DIMETHOXYTRITYLOXYETHYLSULFONYL)- ETHOXY-N,N-DIISOPROPYLAMINOPHOS
  • (2R,3R,4S,5R)-oxane-2,3,4,5-tetrol
  • .BETA.-D-XYLOSE
  • .beta.-D-Xylopyranose
  • 0122W3SP9U
  • 1,4-beta-D-Xylan
  • 1,4beta-D-xylan
  • 108783-02-4
  • 2460-44-8
  • BETA-D-XYLOPYRANOSE
  • C02096
  • E82640
  • Epitope ID:167188
  • Q27103537
  • XYP
  • beta-D Xylose
  • beta-D-Xyl
  • beta-D-Xylopyranose
  • beta-D-Xylose
  • beta-Xylopyranose
  • d-(+)-Xylose

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC1529215
  • UNII-0122W3SP9U
  • DTXSID20179348
  • CHEBI:28161
  • CHEBI:15447
  • SCHEMBL624301

Physico-Chemical properties

IUPAC name(2R,3R,4S,5R)-oxane-2,3,4,5-tetrol
Molecular formulaC5H10O5
Molecular weight150.13
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity29.77
LogP-2.6
Topological polar surface area90.2

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.