DL-Xylose

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

What is the DL-Xylose?

The molecule DL-Xylose presents a molecular formula of C5H10O5 and its IUPAC name is (2R,3S,4R)-2,3,4,5-tetrahydroxypentanal.

DL-Xylose is a sugar molecule with the formula C5H10O5. It is a component of xylan, a type of hemicellulose. DL-Xylose is a white, crystalline solid that is soluble in water. It has a sweet taste, but is not as sweet as glucose..

DL-Xylose is produced by the breakdown of xylan, a type of hemicellulose. Xylan is a polymer of xylose units. DL-Xylose is also a component of xylitol, a sugar alcohol that is used as a sweetener..

DL-Xylose is used as a food additive and as a sweetener. It is also used in the manufacture of xylitol, a sugar alcohol that is used as a sweetener..

3D structure

Cartesian coordinates

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

2D drawing

 

DL-Xylose PYMYPHUHKUWMLA-VPENINKCSA-N chemical compound 2D structure molecule svg
DL-Xylose

 

Molecule descriptors

 
IUPAC name(2R,3S,4R)-2,3,4,5-tetrahydroxypentanal
InChI codeInChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h1,3-5,7-10H,2H2/t3-,4+,5+/m0/s1
InChI KeyPYMYPHUHKUWMLA-VPENINKCSA-N
SMILESO=C[C@H](O)[C@@H](O)[C@H](O)CO

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.

  • ( inverted exclamation markA)-Xylos
  • ( inverted exclamation markA)-Xylose
  • (+)-Xylose
  • (+-)-Xylose
  • (2R,3S,4R)-2,3,4,5-tetrahydroxypentana
  • (2R,3S,4R)-2,3,4,5-tetrahydroxypentanal
  • (2R,4R,5R)-tetrahydropyran-2,3,4,5-tetrol
  • (D)-XYLOSE
  • 141492-19-5
  • 25702-75-4
  • 25990-60-7
  • 41247-05-6
  • A1TA934AKO
  • A832048
  • AB00375890_02
  • AM83959
  • C74347
  • CCG-231055
  • CCRIS 1899
  • CS-4824
  • D-XYLOSE (LINEAR FORM)
  • D-Xylose, homopolymer
  • D-Xylose,(S)
  • D-xylo-pentose
  • D-xylose (open structure, complete stereochemistry)
  • DB09419
  • DL-Xylose
  • DS-7921
  • EC 200-400-7
  • FEMA No. 3606
  • GTPL4724
  • HSDB 3273
  • HY-N0537
  • J-520430
  • MFCD00151475
  • MFCD00198055
  • NSC 122762
  • NSC-122762
  • NSC-760130
  • NSC760130
  • Pharmakon1600-01300048
  • Q27077130
  • SR-05000002382
  • SR-05000002382-1
  • SW220286-1
  • W-202083
  • X-7910
  • X-7950
  • X0019
  • X0020
  • XYLOPYRANOSE, D-
  • Xylose, D-
  • aldehydo-D-xylose
  • linear D-xylose
  • s2124

Reference codes for other databases

There exist several different chemical codes commonly used in orded to identify molecules:
  • ZINC18168715
  • UNII-A1TA934AKO
  • AKOS015893065
  • DTXSID0023745
  • CHEMBL1236821
  • CHEBI:15936
  • EINECS 200-400-7
  • EINECS 247-395-8
  • SCHEMBL15776

Physico-Chemical properties

IUPAC name(2R,3S,4R)-2,3,4,5-tetrahydroxypentanal
Molecular formulaC5H10O5
Molecular weight150.13
Melting point (ºC)
Boiling point (ºC)
Density (g/cm3)
Molar refractivity31.00
LogP-2.7
Topological polar surface area98.0

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.