Compound: Melezitose
SMILES: O1[C@H](O[C@@]2(O[C@H](CO)[C@H]([C@@H]2O[C@H]3O[C@@H]([C@@H](O)[C@@H]([C@H]3O)O)CO)O)CO)[C@H](O)[C@@H](O)[C@@H]([C@H]1CO)O
InChIKey: QWIZNVHXZXRPDR-WSCXOGSTSA-N
Synonyms: Melezitose, 597-12-6, D-Melezitose, (+)-Melezitose, T4T25QN29L, CHEBI:6731, (2R,3R,4S,5S,6R)-2-[(2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxyoxolan-3-yl]oxy-6-(hydroxymethyl)oxane-3,4,5-triol, DTXSID20883458, NSC-2080, (2R,3R,4S,5S,6R)-2-{[(2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-2-{[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}oxolan-3-yl]oxy}-6-(hydroxymethyl)oxane-3,4,5-triol, alpha-D-Glucopyranoside, O-alpha-D-glucopyranosyl-(1->3)-beta-D-fructofuranosyl, (2R,3R,4S,5S,6R)-2-(((2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-2-(((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy)oxolan-3-yl)oxy)-6-(hydroxymethyl)oxane-3,4,5-triol, (2R,3R,4S,5S,6R)-2-((2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-2-((2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxyoxolan-3-yl)oxy-6-(hydroxymethyl)oxane-3,4,5-triol, RefChem:156333, GlyTouCan:G80689JY, DTXCID401022988, G80689JY, O alpha-D-glucopyranosyl-(1,3)-O beta-D-fructofuranosyl-(2,1) alpha-D-glucopyranoside, 209-894-9, D-(+)-Melezitose, Melizitose, MFCD00006627, (+)-Melezitose;D-Melezitose, Melicitose, NSC 2080, alpha-D-glucopyranosyl-(1->3)-beta-D-fructofuranosyl alpha-D-glucopyranoside, (2R,3R,4S,5S,6R)-2-[(2S,3S,4R,5R)-4-hydroxy-2,5-bis(hydroxymethyl)-2-[(2R,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-tetrahydrofuran-3-yl]oxy-6-(hydroxymethyl)tetrahydropyran-3,4,5-triol, UNII-T4T25QN29L, .alpha.-D-Glucopyranoside, O-.alpha.-D-glucopyranosyl-(1->3)-.beta.-D-fructofuranosyl, EINECS 209-894-9, MELEZITOSE [MI], AI3-19426, MELEZITOSE, (+)-, SCHEMBL131977, CHEMBL386007, MSK3231W, orb1707998, orb3025723, QWIZNVHXZXRPDR-WSCXOGSTSA-N, HY-N2340, s5142, AKOS015955765, CCG-269726, CS-6328, AS-56726, DA-65327, M0049, NS00014989, C08243, C75789, Q418842, 58079E13-F3CD-4185-B028-4BD36A97D4D3, .alpha.-D-Glucopyranoside, O-.alpha.-D-glucopyranosyl-(1-3)-.beta.-D-fructofuranosyl-, alpha-D-Glucopyranoside, O-alpha-D-glucopyranosyl-(1.fwdarw.3)-beta-D-fructofuranosyl, O-alpha-D-glucopyranosyl-(1,3)-beta-D-fructofuranosyl-alpha-D-glucopyranoside, O-alpha-D-glucopyranosyl-(1-3)-beta-D-fructofuranosyl-alpha-D-glucopyranoside, (2R,2'R,3S,3'S,4S,4'S,5R,5'R,6R,6'R)-6,6'-(((2S,3S,4R,5R)-4-Hydroxy-2,5-bis(hydroxymethyl)tetrahydrofuran-2,3-diyl)bis(oxy))bis(2-(hydroxymethyl)tetrahydro-2H-pyran-3,4,5-triol), O-.ALPHA.-D-GLUCOPYRANOSYL-(1->3)-.BETA.-D-FRUCTOFURANOSYL-.ALPHA.-D-GLUCOPYRANOSIDE
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: 153 °C
Descriptions:
pubchem: Melezitose is a trisaccharide produced by insects such as aphids. It has a role as an animal metabolite.
chebi: A trisaccharide produced by insects such as aphids.
chembl: MELEZITOSE is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Melezitose, also spelled melicitose, is a nonreducing trisaccharide sugar that is produced by many plant sap eating insects, including aphids such as Cinara pilicornis, by an enzyme reaction. This is beneficial to the insects, as it reduces the stress of osmosis by reducing their own water potential. The melezitose is part of the honeydew which acts as an attractant for ants and also as a food for bees although it is not easily digestible by bees. This is useful to the aphids as they have a symbiotic relationship with ants.  Melezitose can be partially hydrolyzed to glucose and turanose the latter of which is an isomer of sucrose.