XLS

D-xylose

Created: 1999-07-08
Last modified:  2020-07-17

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Chemical Details

Formal Charge0
Atom Count20
Chiral Atom Count3
Bond Count19
Aromatic Bond Count0
2D diagram of XLS

Chemical Component Summary

NameD-xylose
SynonymsD-XYLOSE (LINEAR FORM)
Systematic Name (OpenEye OEToolkits)(2R,3S,4R)-2,3,4,5-tetrahydroxypentanal
FormulaC5 H10 O5
Molecular Weight150.13
TypeD-SACCHARIDE

Chemical Descriptors

TypeProgram Version Descriptor
SMILESACDLabs10.04O=CC(O)C(O)C(O)CO
SMILESCACTVS3.341OC[CH](O)[CH](O)[CH](O)C=O
SMILESOpenEye OEToolkits1.5.0C(C(C(C(C=O)O)O)O)O
Canonical SMILESCACTVS3.341 OC[C@@H](O)[C@H](O)[C@@H](O)C=O
Canonical SMILESOpenEye OEToolkits1.5.0 C([C@H]([C@@H]([C@H](C=O)O)O)O)O
InChIInChI1.03 InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h1,3-5,7-10H,2H2/t3-,4+,5+/m0/s1
InChIKeyInChI1.03 PYMYPHUHKUWMLA-VPENINKCSA-N

Drug Info: DrugBank

DrugBank IDDB09419 
NameXylose
Groups approved
DescriptionXylose is a monosaccharide of the aldopentose type consisted of five carbon atoms and an aldehyde functional group. Xylose is a sugar isolated from wood. D-Xylose is a sugar widely used as a diabetic sweetener in food and beverage. Xylose has also been used as a diagnostic agent to observe malabsorption. Reduction of xylose by catalytic hydrogenation produces the common food additive sweetener substitute xylitol [DB11195]. The dextrorotary form of xylose, D-xylose, refers usually to the endogenously occurring form of the sugar in living things. The levorotary form, L-xylose, can refer to the form that is synthesized. Nevertheless, xylose by itself may not necessarily serve many purposes immediately - but its metabolism results in a variety of substrates that can serve important nutritional and biological purposes.
Synonyms
  • aldehydo-D-xylose
  • Xylose
  • D-Xylose
  • (+)-Xylose
  • Wood sugar
Brand Names
  • Xylo-pfan
  • Xylo-tol Pwr 25gm/pck
IndicationThe predominant everyday nutritional usage of xylose is as a parent sugar alcohol from which another sugar alcohol - xylitol- can be derived from and used as an extremely common food additive or sweetener to be used in place of regular sugars as a lower calorie alternative [L2428, L2429, A32661]. Alternatively, xylose was also involved in a procedure known as a D-xylose absorption test that used to be employed to evaluate how well an individual was capable of absorbing a simple sugar like D-xylose from the intestines [L2432]. By measuring the amount of D-xylose in urine and blood samples after an individual ingested a certain amount of the simple sugar dissolved in some water, the test sought to determine if nutrients were being properly absorbed in the patient's gastrointestinal tract [L2432].
Categories
  • Carbohydrates
  • Monosaccharides
  • Pentoses
CAS number58-86-6

Related Resource References

Resource NameReference
PubChem 644160
ChEBI CHEBI:15936