Stachyose

Stachyose
IUPAC name (2R,3R,4S,5R,6R)-2-[(2S,3S,4S,5R)- 3,4-Dihydroxy-2,5-bis(hydroxymethyl) oxolan-2-yl]oxy-6-[ [(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[ [(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6- (hydroxymethyl)oxan-2-yl]oxymethyl] oxan-2-yl]oxymethyl]oxane-3,4,5-triol
Other names β-D-Fructofuranosyl-O-α-D -galactopyranosyl-(1→6)-O-α-D -galactopyranosyl-(1→6)-α- D-glucopyranoside
Identifiers
CAS number	470-55-3
PubChem	91455
EC number	207-427-3
Jmol-3D images	Image 1
SMILES C([C@@H]1[C@H]([C@@H]([C@H] ([C@H](O1)OC[C@@H]2[C@@H] ([C@@H]([C@H]([C@H](O2)O C[C@@H]3[C@@H]([C@@H]([C@H] ([C@H](O3)O[C@]4([C@H] ([C@@H]([C@H](O4)CO)O)O) CO)O)O)O)O)O)O)O)O)O)O
Properties
Molecular formula	C24H42O21
Molar mass	666.578 g/mol
Exact mass	666.221858
Y (verify) (what is: Y/N?) Except where noted otherwise, data are given for materials in their standard state (at 25 °C, 100 kPa)
Infobox references

Stachyose is a tetrasaccharide consisting of two α-D-galactose units, one α-D-glucose unit, and one β-D-fructose unit sequentially linked as gal(α1→6)gal(α1→6)glc(α1↔2β)fru. Stachyose is naturally found in numerous vegetables (e.g. green beans, soybeans and other beans) and plants.

Stachyose is less sweet than sucrose, at about 28% on a weight basis. It is mainly used as a bulk sweetener or for its functional oligosaccharide properties. Stachyose is not completely digestible by humans and delivers 1.5 to 2.4 kcal/g (6 to 10 kJ/g).

External links

• ChemSub Online: Stachyose