Compound: Saponarin
SMILES: O=c1c2c(O)c(c(O[C@@H]3O[C@@H]([C@@H](O)[C@@H]([C@H]3O)O)CO)cc2oc(c1)-c4ccc(O)cc4)[C@@H]5O[C@@H]([C@@H](O)[C@@H]([C@H]5O)O)CO
InChIKey: HGUVPEBGCAVWID-KETMJRJWSA-N
Synonyms: Saponarin, 20310-89-8, Saponaretin-7-O-glucoside, Apigenin 6-C-glucosyl-7-O-glucoside, 3081Z76OX9, DTXSID10174201, 5-hydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]-7-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one, 5-hydroxy-2-(4-hydroxyphenyl)-6-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl)-7-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl)oxy-chromen-4-one, RefChem:181255, DTXCID5096692, Isovitexin-7-O-glucoside, Isovitexin-7-O-beta-D-glucopyranoside, isovitexin 7-O-glucoside, MFCD00238679, 5-hydroxy-2-(4-hydroxyphenyl)-6-((2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one, 4H-1-Benzopyran-4-one, 6-.beta.-D-glucopyranosyl-7-(.beta.-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-, 5-hydroxy-2-(4-hydroxyphenyl)-6-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]-7-[(2S,3R,4R,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one, Petrocomoside, AC1L9B2G, UNII-3081Z76OX9, Saponarin (Standard), SAPONARIN [MI], 7-O-GLUCOSYLISOVITEXIN, ISOVITEXIN 7-GLUCOSIDE, orb1684240, orb3140933, SCHEMBL2489122, CHEMBL4640510, SCHEMBL31139495, CHEBI:75439, HY-N5083R, 7-O-(beta-D-glucosyl)isovitexin, HY-N5083, MSK158904, AKOS037514829, CCG-208416, ISOVITEXIN 7-.BETA.-D-GLUCOSIDE, DA-77678, MS-30560, 6-C-GLUCOSYL-7-O-GLUCOSYLAPIGENIN, CS-0032401, ISOVITEXIN 7-.BETA.-D-GLUCOPYRANOSIDE, C08064, SR-05000002259, SR-05000002259-2, Q63408652, SaponarinSaponaretin-7-O-glucoside; Petrocomoside; Isovitexin-7-O-beta-D-glucopyranoside, (1S)-1,5-Anhydro-1-[7-(beta-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-1-benzopyran-6-yl]-D-glucitol, (1S)-1,5-anhydro-1-[7-(beta-D-glucopyranosyloxy)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-4H-chromen-6-yl]-D-glucitol, 4H-1-Benzopyran-4-one, 3-((6-O-(6-deoxy-beta-L-mannofuranosyl)-beta-O-galactofuranosyl)oxy)-7-((6-deoxy-beta-L-mannopyranosyl)oxy)-5-hydroxy-2-(4-hydroxyphenyl)-, 6-.BETA.-D-GLUCOPYRANOSYL-7-(.BETA.-D-GLUCOPYRANOSYLOXY)-5-HYDROXY-2-(4-HYDROXYPHENYL)-4H-1-BENZOPYRAN-4-ONE
Theoretical properties:
molecular_formula: C27H30O15
molecular_weight: 594.5 g/mol
exact_mass: 594.15847025 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 10
hydrogen_bond_acceptor_count: 15
rotatable_bond_count: 6
heavy_atom_count: 42
topological_polar_surface_area: 256 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: 7-O-(beta-D-glucosyl)isovitexin is a C-glycosyl compound, a dihydroxyflavone, a glycosyloxyflavone and a monosaccharide derivative. It has a role as a metabolite. It is functionally related to an isovitexin.
chembl: Unnamed Compound is a unknown listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Saponarin is a flavone glucoside. It is found in Saponaria officinalis and in Strongylodon macrobotrys where it imparts the characteristic jade color to the flower. This coloration has been shown to be an example of copigmentation, a result of the presence of malvin (an anthocyanin) and saponarin in the ratio 1:9. Under the alkaline conditions (pH 7.9) found in the sap of the epidermal cells, this combination produced a blue-green pigmentation; the pH of the colorless inner floral tissue was found to be lower, at pH 5.6. Experiments showed that saponarin produced a strong yellow colouring in slightly alkaline conditions, resulting in the greenish tone of the flower. It is also found in passion flowers (Passiflora sp.).