Compound: Prunin
SMILES: O=C1c2c(O[C@@H](C1)c3ccc(O)cc3)cc(O[C@@H]4O[C@@H]([C@@H](O)[C@@H]([C@H]4O)O)CO)cc2O
InChIKey: DLIKSSGEMUFQOK-SFTVRKLSSA-N
Synonyms: Prunin, 529-55-5, Naringenin 7-O-beta-D-glucoside, LSB8HDX4E5, PRUNIN PROTEIN, PRUNUS, CHEBI:28327, Pru du 6 protein, Prunus, DTXSID40967365, (2S)-5-hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl beta-D-glucopyranoside, NSC-135064, (2S)-5-HYDROXY-2-(4-HYDROXYPHENYL)-7-((2S,3R,4S,5S,6R)-3,4,5-TRIHYDROXY-6-(HYDROXYMETHYL)OXAN-2-YL)OXY-2,3-DIHYDROCHROMEN-4-ONE, (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy-2,3-dihydrochromen-4-one, RefChem:870060, DTXCID301527428, (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-(3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl)oxy-2,3-dihydrochromen-4-one, 208-464-8, (S)-7-(beta-D-Glucopyranosyloxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one, (S)-5-Hydroxy-2-(4-hydroxyphenyl)-7-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)chroman-4-one, pruning, NARINGENIN 7-GLUCOSIDE, EINECS 208-464-8, NSC 135064, Pru1 protein, Prunus, Pru2 protein, Prunus, naringenin-7-glucoside, naringenin 7-O-hexoside, naringenin-7-O-glycoside, UNII-LSB8HDX4E5, 4',5,7-Trihydroxyflavanone 7-O-.beta.-D-glucopyranoside, naringenin-7-O-beta-glucoside, SCHEMBL318229, CHEMBL469654, Pru du 6.01 protein, Prunus, Pru du 6.02 protein, Prunus, WLZ4742, GLXC-14478, 4H-1-Benzopyran-4-one, 7-(.beta.-D-glucopyranosyloxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-, (2S)-, HY-N1549, BDBM50249470, MSK175404, Prunin, >=95% (LC/MS-ELSD), AKOS037515151, (2S)-narigenin-7-O-beta-D-glucoside, CCG-208407, EBC-618479, FN65941, (2S)-naringenin 7-O-beta-D-glucoside, NARINGENIN-7-O-BETA-D-GLUCOSIDE, NCGC00163599-01, (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one, AC-35062, DA-57175, NARINGENIN 7-O-.BETA.-D-GLUCOSIDE, (2S)-naringenin-7-O-beta-D-glucopyranoside, CS-0017098, NS00015840, C09099, NARINGENIN 7-.BETA.-D-GLUCOSIDE, (-)-, NARINGENIN 7-O-.BETA.-D-GLUCOPYRANOSIDE, SR-05000013703, SR-05000013703-1, Q15424791, (2S)-5-Hydroxy-2-(4-hydroxyphenyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl beta-D-glucopyranoside, (2S)-5-hydroxy-2-(4-hydroxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chroman-4-one, (2S)-7-(.BETA.-D-GLUCOPYRANOSYLOXY)-2,3-DIHYDRO-5-HYDROXY-2-(4-HYDROXYPHENYL)-4H-1-BENZOPYRAN-4-ONE, (2S)-7-(ss-D-glucopyranosyloxy)-2,3-dihydro-5-hydroxy-2-(4-hydroxyphenyl)-4H-1-benzopyran-4-one; 4',5,7-Trihydroxyflavanone 7-O-ss-D-glucopyranoside; Prunin, 4H-1-BENZOPYRAN-4-ONE, 7-(.BETA.-D-GLUCOPYRANOSYLOXY)-2,3-DIHYDRO-5-HYDROXY-2-(4-HYDROXYPHENYL)-, (S)-
Theoretical properties:
molecular_formula: C21H22O10
molecular_weight: 434.4 g/mol
exact_mass: 434.12129689 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 6
hydrogen_bond_acceptor_count: 10
rotatable_bond_count: 4
heavy_atom_count: 31
topological_polar_surface_area: 166 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Naringenin 7-O-beta-D-glucoside is a flavanone 7-O-beta-D-glucoside that is (S)-naringenin substituted by a beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. It has a role as a metabolite, an antibacterial agent, a hypoglycemic agent and an antilipemic drug. It is a flavanone 7-O-beta-D-glucoside, a member of 4'-hydroxyflavanones, a (2S)-flavan-4-one, a dihydroxyflavanone and a monosaccharide derivative. It is functionally related to a (S)-naringenin.
chebi: A flavanone 7-<em>O</em>-β-<small>D</small>-glucoside that is (<i>S</i>)-naringenin substituted by a β-<small>D</small>-glucopyranosyl moiety at position 7 via a glycosidic linkage.
chembl: PRUNIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Prunin is a flavanone glycoside found in immature citrus fruits and in tomatoes. Its aglycone form is called naringenin.