Xylulose

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)^N
551-84-8 (D)^Y
527-50-4 (L)^Y

3D model (Jmol)

CHEBI:17399^Y

20892^Y

InChI=1S/C5H10O5/c6-1-3(8)5(10)4(9)2-7/h3,5-8,10H,1-2H2/t3-,5+/m0/s1^Y

Key: ZAQJHHRNXZUBTE-WVZVXSGGSA-N^Y
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).

(what is ^YN ?)

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.

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.

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