Xylulose

Xylulose^[1][2]

Names
IUPAC name (3R,4S)-1,3,4,5-Tetrahydroxypentan-2-one
Other names threo-Pentulose threo-2-Pentulose
Identifiers
CAS Number	5962-29-8 (D/L) 551-84-8 (D) 527-50-4 (L)
ChEBI	CHEBI:17399
ChemSpider	20892
Jmol interactive 3D	Image
PubChem	22253
InChI InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h3,5-8,10H,1-2H2/t3-,5+/m0/s1 Key: ZAQJHHRNXZUBTE-WVZVXSGGSA-N InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h3,5-8,10H,1-2H2/t3-,5+/m0/s1 Key: ZAQJHHRNXZUBTE-WVZVXSGGSA-N
SMILES C([C@@H]([C@H](C(=O)CO)O)O)O
Properties
Chemical formula	C5H10O5
Molar mass	150.13 g/mol
Appearance	Faint yellow syrup
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
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Infobox references

Xylulose is a ketopentose, a monosaccharide containing five carbon atoms, and including a ketone functional group. It has the chemical formula C₅H₁₀O₅. In nature, it occurs in both the L- and D-enantiomers.

Pathology

L-Xylulose accumulates in the urine in patients with pentosuria, due to a deficiency in L-xylulose reductase. Since L-xylulose is a reducing sugar like D-glucose, pentosuria patients have been wrongly diagnosed in the past to be diabetic.

References

1. Data is for L-xylulose.
2. Merck Index, 11th Edition, 9996.