Compound: Astilbin
SMILES: O=C1c2c(O[C@@H]([C@H]1O[C@@H]3O[C@H]([C@H](O)[C@H]([C@H]3O)O)C)c4cc(O)c(O)cc4)cc(O)cc2O
InChIKey: ZROGCCBNZBKLEL-MPRHSVQHSA-N
Synonyms: Astilbin, 29838-67-3, CHEBI:38200, DTXSID501019948, (2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy-2,3-dihydrochromen-4-one, (2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxy}-3,4-dihydro-2H-1-benzopyran-4-one, (2R,3R)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxy)-3,4-dihydro-2H-1-benzopyran-4-one, (2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxy-2,3-dihydrochromen-4-one, RefChem:115311, DTXCID701477807, 3-0-alpha-1-rhamnosyl-(2R,3R)-dihydroquercetin, KA92CW3M68, NSC-245342, Taxifolin 3-O-rhamnoside, (2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(((2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyltetrahydro-2H-pyran-2-yl)oxy)chroman-4-one, (2R,3R)-3-[(6-deoxy-alpha-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one, 4H-1-Benzopyran-4-one,3-[(6-deoxy-a-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-, (2R,3R)-, Dihydroquercetin 3-rhamnoside, Dihydroquercitrin, Astilbin (Standard), taxifolin-3-O-rhamnoside, CHEMBL486017, MEGxp0_000363, orb1305011, orb3140315, SCHEMBL26090080, SCHEMBL29911707, ACon1_000616, HY-N0509R, dihydroquercetin-3-O-alpha-LRhap, ZROGCCBNZBKLEL-MPRHSVQHSA-N, HY-N0509, MSK40007, taxifolin 3-alpha-L-rhamnopyranoside, s3932, AKOS025402308, AC-8008, CCG-269236, EBC-615443, FT65587, NCGC00168909-01, (2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxy-chroman-4-one, BS-16813, DA-50755, SY068848, CS-0009049, NS00099513, 2R,3R-dihydroquercetin-3-O-alpha-L-rhamnoside, C17449, Astilbin from Engelhardtia roxburghiana, >=98%, Dihydroquercetin 3-O-.alpha.-L-rhamnopyranoside, Q4810880, (2R,3R)-3,3',4',5,7-pentahydroxyflavanone-3-alpha-L-rhamnopyranoside, (2R,3R)-2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-1-benzopyran-3-yl 6-deoxy-alpha-L-mannopyranoside, (2R,3R)-2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-4-oxo-3,4-dihydro-2H-chromen-3-yl 6-deoxy-alpha-L-mannopyranoside, (2R,3R)-3-[(6-Deoxy-|_-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one, (2R,3S)-3-[(6-Deoxy--L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one; (2R,3S)-Astilbin, (2R-trans)-3-((6-Deoxy-alpha-L-mannopyranosyl)oxy)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-4H-1-benzopyran-4-one, 4H-1-Benzopyran-4-one, 3-((6-deoxy-alpha-L-mannopyranosyl)oxy)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-, (2R,3R)-, 4H-1-Benzopyran-4-one, 3-((6-deoxy-alpha-L-mannopyranosyl)oxy)-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-, (2R-trans)-, 4H-1-Benzopyran-4-one, 3-[(6-deoxy-.alpha.-L-mannopyranosyl)oxy]-2-(3,4-dihydroxyphenyl)-2,3-dihydro-5,7-dihydroxy-, (2R,3R)-
Theoretical properties:
molecular_formula: C21H22O11
molecular_weight: 450.4 g/mol
exact_mass: 450.11621151 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 7
hydrogen_bond_acceptor_count: 11
rotatable_bond_count: 3
heavy_atom_count: 32
topological_polar_surface_area: 186 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 179 - 180 °C
Descriptions:
pubchem: Astilbin is a flavanone glycoside that is (+)-taxifolin substituted by a alpha-L-rhamnosyl moiety at position 3 via a glycosidic linkage. It has a role as a radical scavenger, an anti-inflammatory agent and a plant metabolite. It is a member of 4'-hydroxyflavanones, an alpha-L-rhamnoside, a tetrahydroxyflavanone, a member of 3'-hydroxyflavanones, a monosaccharide derivative and a flavanone glycoside. It is functionally related to a (+)-taxifolin. It is an enantiomer of a neoastilbin.
chebi: A flavanone glycoside that is (+)-taxifolin substituted by a α-<small>L</small>-rhamnosyl moiety at position 3 via a glycosidic linkage.
chembl: ASTILBIN is a small molecule listed in the ChEMBL database but has not progressed to an approved clinical phase.
wikipedia: Astilbin is a flavanonol, a type of flavonoid. Astilbin is the (2R-trans)-isomer; neoisoastilbin is the (2S-cis)-isomer and isoastilbin is the (2R-cis)-isomer.