Compound: Robinin
SMILES: O=c1c(O[C@@H]2O[C@@H]([C@H](O)[C@@H]([C@H]2O)O)CO[C@@H]3O[C@H]([C@H](O)[C@H]([C@H]3O)O)C)c(oc4c1c(O)cc(c4)O[C@@H]5O[C@H]([C@H](O)[C@H]([C@H]5O)O)C)-c6ccc(O)cc6
InChIKey: PEFASEPMJYRQBW-HKWQTAEVSA-N
Synonyms: Robinin, 301-19-9, 75RT1VGM60, DTXSID401031393, CHEBI:8878, NSC-9222, 4H-1-Benzopyran-4-one, 3-((6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-galactopyranosyl)oxy)-7-((6-deoxy-alpha-L-mannopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-, 5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-chromen-4-one, 5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-3-[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-[[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxychromen-4-one, 5-hydroxy-2-(4-hydroxyphenyl)-7-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxy-3-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl)oxymethyl)tetrahydropyran-2-yl)oxy-chromen-4-one, 5-hydroxy-2-(4-hydroxyphenyl)-7-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-3-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl)oxan-2-yl)oxychromen-4-one, RefChem:179724, DTXCID101784927, 206-113-3, 5-hydroxy-2-(4-hydroxyphenyl)-7-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-3-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl)oxan-2-yl)oxychromen-4-one, Kaempferol-3-O-gal-rham-7-O-rham, EINECS 206-113-3, Kaempferol-3-O-robinoside-7-O-rhamnoside, NSC 9222, 3-((6-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-galactopyranosyl)oxy)-7-((6-deoxy-alpha-L-mannopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, UNII-75RT1VGM60, Robinin (Standard), SpecPlus_000819, ROBININ [MI], DivK1c_006915, SCHEMBL241939, MEGxp0_001943, orb1304708, orb3139620, SCHEMBL29849153, HY-N1346R, KBio1_001859, GLXC-14189, Robinin, >=90.0% (HPLC), HY-N1346, AKOS032948817, EBC-615788, OR34983, 5-hydroxy-2-(4-hydroxyphenyl)-3-{[(2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-({[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}methyl)oxan-2-yl]oxy}-7-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-4H-chromen-4-one, AC-36973, DA-57495, kaempherol-3-O-robinoside-7-O-rhamnoside, MS-31289, CS-0016754, NS00015843, Q7352943, Kaempferol 3-O-beta-robinoside 7-O-alpha-L-rhamnopyranoside, 4H-1-Benzopyran-4-one, 3-((6-O-(6-deoxy-.alpha.-L-mannopyranosyl)-.beta.-D-galactopyranosyl)oxy)-7-((6-deoxy-.alpha.-L-mannopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl, 4H-1-BENZOPYRAN-4-ONE, 3-((6-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)-.BETA.-D-GALACTOPYRANOSYL)OXY)-7-((6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)OXY)-5-HYDROXY-2-(4-HYDROXYPHENYL)-, 5-Hydroxy-2-(4-hydroxyphenyl)-3-(((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-((((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)methyl)tetrahydro-2H-pyran-2-yl)oxy)-7-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one, 7-[(6-deoxy-alpha-L-mannopyranosyl)oxy]-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-3-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-galactopyranoside, KAEMPFEROL 3-O-.ALPHA.-L-RHAMNOPYRANOSYL-(1->6)-.BETA.-D-GALACTOPYRANOSYL 7-O-.ALPHA.-L-RHAMNOPYRANOSIDE, kaempferol 3-O-alpha-L-rhamnopyranosyl-(1->6)-beta-D-galactopyranosyl-7-O-alpha-L-rhamnopyranoside
Theoretical properties:
molecular_formula: C33H40O19
molecular_weight: 740.7 g/mol
exact_mass: 740.21637904 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 11
hydrogen_bond_acceptor_count: 19
rotatable_bond_count: 8
heavy_atom_count: 52
topological_polar_surface_area: 304 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Robinin is a glycosyloxyflavone that is kaempherol substituted by a 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-galactopyranosyl residue at position 3 and a 6-deoxy-alpha-L-mannopyranosyl residue at position 7 via a glycosidic linkage. It has a role as a plant metabolite. It is a dihydroxyflavone and a glycosyloxyflavone. It is functionally related to a kaempferol.
chebi: A  glycosyloxyflavone that is kaempherol substituted by a 6-<em>O</em>-(6-deoxy-α-<small>L</small>-mannopyranosyl)-β-<small>D</small>-galactopyranosyl residue at position 3 and a 6-deoxy-α-<small>L</small>-mannopyranosyl residue at position 7 via a glycosidic linkage.
wikipedia: Robinin (IUPAC: kaempferol-3-O-(6-deoxy-α-L-mannopyranosyl)-β-D-galactopyranoside-7-O-(6-deoxy-α-L-mannopyranosyl)oxy) is a naturally occurring flavonoid glycoside, classified as a flavonol O-glycoside. or from the common locust Robinia pseudoacacia. It is chemically derived as a flavone glycoside from the aglycone Kaempferol, and occurs naturally in several plant species.
Robinin is found in plants of the family Fabaceae, particularly in the genus Robinia, such as Robinia pseudoacacia (black locust or robinia). It has also been reported in other genera, including Vigna and Pueraria.