Raffinose

Raffinose
Names
	IUPAC name β-D-Fructofuranosyl α-D-galactopyranosyl-(1→6)-α-D-glucopyranoside
	Systematic IUPAC name (2R,3R,4S,5S,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-(hydroxymethyl)oxan-2-yl]oxy}methyl)oxane-3,4,5-triol
	Other names rafinosa; D-(+)-Raffinose; D-Raffinose; D-raffinose pentahydrate; Gossypose; Melitose; Melitriose; NSC 170228; NSC 2025; 6G-α-D-galactosylsucrose;; β-D-fructofuranosyl-O-α-D-glucopyranosyl-(1→6)-α-D-galactopyranoside hydrate(1:5)
Identifiers
CAS Number	512-69-6 ; (pentahydrate): 17629-30-0 [ECHA];
3D model (JSmol)	Interactive image;
ChEBI	CHEBI:16634 ;
ChEMBL	ChEMBL603717 ;
ChemSpider	388379 ;
ECHA InfoCard	100.007.407
EC Number	208-146-9 [ECHA]; (pentahydrate): 605-771-2;
KEGG	C00492;
PubChem CID	439242;
UNII	N5O3QU595M ;
CompTox Dashboard (EPA)	DTXSID8041111 ;
	InChI InChI=1S/C18H32O16/c19-1-5-8(22)11(25)13(27)16(31-5)30-3-7-9(23)12(26)14(28)17(32-7)34-18(4-21)15(29)10(24)6(2-20)33-18/h5-17,19-29H,1-4H2/t5-,6-,7-,8+,9-,10-,11+,12+,13-,14-,15+,16+,17-,18+/m1/s1 Key: MUPFEKGTMRGPLJ-ZQSKZDJDSA-N ; InChI=1S/C18H32O16/c19-1-5-8(22)11(25)13(27)16(31-5)30-3-7-9(23)12(26)14(28)17(32-7)34-18(4-21)15(29)10(24)6(2-20)33-18/h5-17,19-29H,1-4H2/t5-,6-,7-,8+,9-,10-,11+,12+,13-,14-,15+,16+,17-,18+/m1/s1 Key: MUPFEKGTMRGPLJ-ZQSKZDJDBO; Key: MUPFEKGTMRGPLJ-ZQSKZDJDSA-N;
	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@]3([C@H]([C@@H]([C@H](O3)CO)O)O)CO)O)O)O)O)O)O)O;
Properties
Chemical formula	C18H32O16
Molar mass	594.5 g/mol (pentahydrate)
Melting point	118 °C
Solubility in water	203 g/L
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). verify (what is ?) Infobox references

Raffinose is a trisaccharide derived from galactose, glucose, and fructose. Raffinose can be hydrolyzed to D-galactose and sucrose by the enzyme alpha galactosidase (α-GAL), an enzyme synthesized by bacteria found in the large intestine. α-GAL also hydrolyzes other alpha galactosides such as stachyose, verbascose, and galactinol, if present. In plants, raffinose plays a significant role in stress responses, particularly temperature sensitivity, seed vigour, resistance to pathogens, and desiccation. It can be found in beans, cabbage, Brussels sprouts, broccoli, asparagus, other vegetables, and whole grains.