Stachyose

Stachyose
Names
	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 ;
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:17164 ;
ChemSpider	388624 ;
ECHA InfoCard	100.006.754
EC Number	207-427-3;
PubChem CID	91455; 439531;
UNII	25VX64653N ;
CompTox Dashboard (EPA)	DTXSID30889345 ;
	InChI InChI=1S/C24H42O21/c25-1-6-10(28)14(32)17(35)21(41-6)39-3-8-11(29)15(33)18(36)22(42-8)40-4-9-12(30)16(34)19(37)23(43-9)45-24(5-27)20(38)13(31)7(2-26)44-24/h6-23,25-38H,1-5H2/t6-,7-,8-,9-,10+,11+,12-,13-,14+,15+,16+,17-,18-,19-,20+,21+,22+,23-,24+/m1/s1 Key: UQZIYBXSHAGNOE-XNSRJBNMSA-N ; InChI=1/C24H42O21/c25-1-6-10(28)14(32)17(35)21(41-6)39-3-8-11(29)15(33)18(36)22(42-8)40-4-9-12(30)16(34)19(37)23(43-9)45-24(5-27)20(38)13(31)7(2-26)44-24/h6-23,25-38H,1-5H2/t6-,7-,8-,9-,10+,11+,12-,13-,14+,15+,16+,17-,18-,19-,20+,21+,22+,23-,24+/m1/s1 Key: UQZIYBXSHAGNOE-XNSRJBNMBB;
	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)OC[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
Chemical formula	C24H42O21
Molar mass	666.578 g/mol
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).

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. Together with related oligosaccharides such as raffinose, Stachyose occurs naturally in numerous vegetables (e.g. green beans, soybeans and other beans) and other 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.^[1] Stachyose is not completely digestible by humans and delivers 1.5 to 2.4 kcal/g (6 to 10 kJ/g).

References

^ Nakakuki, T. (2002). "Present status and future of functional oligosaccharide development in Japan" (PDF). Pure and Applied Chemistry. 74 (7): 1245–1251. doi:10.1351/pac200274071245. S2CID 35500606.

External links

ChemSub Online: Stachyose

[1] Nakakuki, T. (2002). "Present status and future of functional oligosaccharide development in Japan" (PDF). Pure and Applied Chemistry. 74 (7): 1245–1251. doi:10.1351/pac200274071245. S2CID 35500606.

[1]

Names

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
3D model (JSmol)	Interactive image
ChEBI	CHEBI:17164
ChemSpider	388624
ECHA InfoCard	100.006.754
EC Number	207-427-3
PubChem CID	91455 439531
UNII	25VX64653N
CompTox Dashboard (EPA)	DTXSID30889345
InChI InChI=1S/C24H42O21/c25-1-6-10(28)14(32)17(35)21(41-6)39-3-8-11(29)15(33)18(36)22(42-8)40-4-9-12(30)16(34)19(37)23(43-9)45-24(5-27)20(38)13(31)7(2-26)44-24/h6-23,25-38H,1-5H2/t6-,7-,8-,9-,10+,11+,12-,13-,14+,15+,16+,17-,18-,19-,20+,21+,22+,23-,24+/m1/s1 Key: UQZIYBXSHAGNOE-XNSRJBNMSA-N InChI=1/C24H42O21/c25-1-6-10(28)14(32)17(35)21(41-6)39-3-8-11(29)15(33)18(36)22(42-8)40-4-9-12(30)16(34)19(37)23(43-9)45-24(5-27)20(38)13(31)7(2-26)44-24/h6-23,25-38H,1-5H2/t6-,7-,8-,9-,10+,11+,12-,13-,14+,15+,16+,17-,18-,19-,20+,21+,22+,23-,24+/m1/s1 Key: UQZIYBXSHAGNOE-XNSRJBNMBB
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)OC[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
Chemical formula	C₂₄H₄₂O₂₁
Molar mass	666.578 g/mol
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).