Compound: RAFFINOSE
SMILES: O1[C@H](O[C@@]2(O[C@H](CO)[C@H]([C@@H]2O)O)CO)[C@H](O)[C@@H](O)[C@@H]([C@H]1CO[C@H]3O[C@@H]([C@H](O)[C@@H]([C@H]3O)O)CO)O
InChIKey: MUPFEKGTMRGPLJ-ZQSKZDJDSA-N
Synonyms: RAFFINOSE, 512-69-6, Melitose, Gossypose, Melitriose, D-Raffinose, 6G-alpha-D-galactosylsucrose, Raffinose, pure, N5O3QU595M, DTXSID8041111, CHEBI:16634, NSC-2025, NSC-170228, alpha-D-Glucopyranoside, beta-D-fructofuranosyl O-alpha-D-galactopyranosyl-(1-6)-, (2S,3R,4S,5R,6R)-2-[[(2R,3S,4S,5R,6R)-6-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxyoxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol, (2S,3R,4S,5R,6R)-2-(((2R,3S,4S,5R,6R)-6-((2S,3S,4S,5R)-2,5-bis(hydroxymethyl)-3,4-bis(oxidanyl)oxolan-2-yl)oxy-3,4,5-tris(oxidanyl)oxan-2-yl)methoxy)-6-(hydroxymethyl)oxane-3,4,5-triol, (2S,3R,4S,5R,6R)-2-(((2R,3S,4S,5R,6R)-6-((2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl)oxy-3,4,5-trihydroxyoxan-2-yl)methoxy)-6-(hydroxymethyl)oxane-3,4,5-triol, (2S,3R,4S,5R,6R)-2-[[(2R,3S,4S,5R,6R)-6-[(2S,3S,4S,5R)-2,5-bis(hydroxymethyl)-3,4-bis(oxidanyl)oxolan-2-yl]oxy-3,4,5-tris(oxidanyl)oxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol, RefChem:9106, GlyTouCan:G40178VU, DTXCID6021111, G40178VU, 208-146-9, d-(+)-Raffinose, NSC 2025, NSC 170228, AI3-19427, beta-D-fructofuranosyl alpha-D-galactopyranosyl-(1->6)-alpha-D-glucopyranoside, Raffinose hydrate, beta-D-fructofuranosyl O-alpha-D-galactopyranosyl-(1-->6)-alpha-D-Glucopyranoside, (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, alpha-D-glucopyranoside, beta-D-fructofuranosyl O-alpha-D-galactopyranosyl-(1->6)-, (2S,3R,4S,5R,6R)-2-[[(2R,3S,4S,5R,6R)-6-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-yl]methoxy]-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol, rafinose, raflinose, UNII-N5O3QU595M, delta-Raffinose, NSC170228, Raffinose (8CI), EINECS 208-146-9, Melitriose, Raffinose, delta-(+)-Raffinose, RAFFINOSE [MI], bmse000221, RAFFINOSE [WHO-DD], D-(+)-Raffinose Deuterated, SCHEMBL33743, CHEMBL603717, orb1299181, orb3025132, 6G-alpha-delta-galactosylsucrose, MSK3232, HY-N7088, BDBM50598573, s5155, AKOS025393299, BS-9703, CCG-269725, EBC-616094, CS-0081719, NS00004142, R0002, C00492, Q410005, 720EEA6C-2455-46E5-9CFA-A6800C4E0D6F, alpha-D-Galp-(1->6)-alpha-D-Glcp-(1->2)-beta-D-Fruf, alpha-D-Galp-(1->6)-alpha-D-Glcp-(1<->2)-beta-D-Fruf, .alpha.-D-Glucopyranoside, .beta.-D-fructofuranosyl O-.alpha.-D-galactopyranosyl-(1->6)-, alpha-D-galactopyranosyl-(1->6)-alpha-D-glucopyranosyl beta-D-fructofuranoside, alpha-D-galactopyranosyl-(1->6)-alpha-D-glucopyranosyl-(1->2)-beta-D-fructofuranoside, alpha-D-Glucopyranoside, beta-D-fructofuranosyl O-alpha-D-galactopyranosyl (1 to 6)-, alpha-D-Glucopyranoside, beta-D-fructofuranosyl O-alpha-D-galactopyranosyl-(1.fwdarw.6)-, alpha-D-Glucopyranoside, beta-D-fructofuranosyl O-alpha-D-galactopyranosyl-(1>6)- (9CI), beta-D-Fructofuranosyl-O-alpha-D-galactopyranosyl-(1->6)-alpha-D-glucopyranoside, O-alpha-D-Galactopyranosyl(1,6)-O-alpha-D-glucopyranosyl-(1,2)-beta-D-fructofuranoside, (2S,3R,4S,5R,6R)-2-[[(2R,3S,4S,5R,6R)-6-[(2S,3S,4S,5R)-3,4-dihydroxy-2,5-dimethylol-tetrahydrofuran-2-yl]oxy-3,4,5-trihydroxy-tetrahydropyran-2-yl]methoxy]-6-methylol-tetrahydropyran-3,4,5-triol, (2S,3R,4S,5S,6R)-2-[[(2R,3R,4S,5R,6R)-6-[(2S,3S,4R,5S)-3,4-dihydroxy-2,5-bis(hydroxymethyl)oxolan-2-yl]oxy-3,4,5-trihydroxy-oxan-2-yl]methoxy]-6-(hydroxymethyl)oxane-3,4,5-triol, .BETA.-D-FRUCTOFURANOSYL-O-.ALPHA.-D-GALACTOPYRANOSYL-(1->6)-.ALPHA.-D-GLUCOPYRANOSIDE, |A-D-Fructofuranosyl O-|A-D-galactopyranosyl-(1 inverted exclamation marku6)-|A-D-glucopyranoside, alpha-D-Glucopyranoside, beta-D-fructofuranosyl O-alpha-D-galactopyranosyl (1 to 6)-, hydrate
Theoretical properties:
molecular_formula: C18H32O16
molecular_weight: 504.4 g/mol
exact_mass: 504.16903493 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 11
hydrogen_bond_acceptor_count: 16
rotatable_bond_count: 8
heavy_atom_count: 34
topological_polar_surface_area: 269 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 80 °C
solubility: 203 mg/mL
Descriptions:
pubchem: Raffinose is a trisaccharide composed of alpha-D-galactopyranose, alpha-D-glucopyranose and beta-D-fructofuranose joined in sequence by 16 and 12 glycosidic linkages, respectively. It has a role as a mouse metabolite, a Saccharomyces cerevisiae metabolite and a plant metabolite. It is a trisaccharide and a raffinose family oligosaccharide.
chebi: A trisaccharide composed of α-<small>D</small>-galactopyranose, α-<small>D</small>-glucopyranose and β-<small>D</small>-fructofuranose joined in sequence by 1→6 and 1↔2 glycosidic linkages, respectively.
chembl: RAFFINOSE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: 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.