Compound: Isoquercetin
SMILES: O=c1c(O[C@@H]2O[C@@H]([C@@H](O)[C@@H]([C@H]2O)O)CO)c(oc3c1c(O)cc(c3)O)-c4cc(O)c(O)cc4
InChIKey: OVSQVDMCBVZWGM-QSOFNFLRSA-N
Synonyms: Isoquercetin, Hirsutrin, Quercetin 3-o-glucopyranoside, 3-Glucosylquercetin, Quercetin 3-D-glucoside, Quercetol 3-monoglucoside, CONTIGOSIDE B, Quercetin-3-O-glucopyranoside, Quercetol 3-glucoside, Quercetin 3-monoglucoside, Quercetin 3-beta-glucoside, quercetin glucoside, Quercetin-3-glucose, Quercetin 3-beta-O-glucoside, Ronacare isoquercetin, Glucosyl-3-quercetin, quercetin 3-O-beta-D-glucopyranoside, Isoquercetin, (-)-, UNII-6HN2PC637T, NSC 115918, BRN 0100989, 6HN2PC637T, CCRIS 9340, NSC-115918, quercetin-3-beta-glucopyranoside, CHEBI:68352, 4-18-00-03493 (Beilstein Handbook Reference), Q 5, 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-chromen-3-yl beta-D-glucopyranoside, 4H-1-Benzopyran-4-one, 5,7-dihydroxy-2-(3,4-dihydroxyphenyl)-3-(beta-D-glucopyranosyloxy)-, 2-(3,4-dihydroxyphenyl)-3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one, RefChem:40304, 4H-1-benzopyran-4-one, 2-(3,4-dihydroxyphenyl)-3-(beta-D-glucopyranosyloxy)-5,7-dihydroxy-, IQC-950AN, QUERCETIN 3beta-GLUCOSIDE, 3-o-beta-d-glucopyranosylquercetin, QUERCETIN 3-O-GLUCOSIDE (CONSTITUENT OF GINKGO), 3',4',5,7-TETRAHYDROXYFLAVONE-3-beta-D-GLUCOPYRANOSIDE, 4H-1-BENZOPYRAN-4-ONE, 2-(3,4-DIHYDROXYPHENYL)-3-(SS-D-GLUCOFURANOSYLOXY)-5,7-DIHYDROXY-, 482-35-9, Quercetin 3-glucoside, Quercetin 3-O-glucoside, quercetin-3-glucoside, 3-beta-D-Glucosylquercetin, quercetin-3-O-glucoside, Glucosyl 3-quercetin, MFCD00017746, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-(((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yl)oxy)-4H-chromen-4-one, quercetin-3-o-beta-glucopyranoside, Quercetin 3.beta.-glucoside, CHEMBL250450, quercetin 3-O-beta-D-glucoside, Quercetin 3-O-.beta.-D-glucopyranoside, Quercetin 3-O-b-D Glucoside, 3,3',4',5,7-Pentahydroxyflavone 3-beta-glucoside, NSC-407304, quercetin-3-O-beta-D-glucoside, 2-(3,4-Dihidroxyphenyl)-3-(beta-D-glucofuranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one, Quercetin 3-|A-D-glucoside, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydropyran-2-yl]oxy-chromen-4-one, SMR000466391, quercetin-3-beta-d-glucoside, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxychromen-4-one, Quercetin 3-glucopyranoside, hydroside, Quercetin-3-O-beta-D-galactopyranoside, quercetin-glucoside, HW2, Isoquercitrin (6), quercetin-3-o-beta-d-glucopyranoside, quercetin-3-glycoside, quercitin 3-glucoside, quercitin-3-glucoside, ISOQUERCITRIN?, quercetin 3-O-glycoside, Isoquercitrin (Standard), Quercetin-3-O-glycoside, 3-glucoside isoquercitrin, Isoquercitrin/Isoquercetin, quercetin-3'-O-glycoside, 3-|A-D-Glucosylquercetin, ISOQUERCITRIN [MI], Quercetin 3-b-D-glucoside, quercetin-3-O-D-glucoside, 3-|_-D-Glucosylquercetin, quercetin-3-beta-D-glucose, Quercetin 3-ss-D-glucoside, Quercetin-3beta-D-glucoside, quercetin 3-O-beta-glucoside, quercetin-3-O-beta-glucoside, MLS000759532, MLS001424096, SCHEMBL181306, orb1301324, orb3140851, quercetin-3-O-beta-D-glycoside, DTXSID3041110, SCHEMBL29349832, SCHEMBL29354754, 3-O-(beta-D-glucosyl)quercetin, ACon1_002134, cid_5280804, cid_5378597, HY-N1445R, Quercetin 3- beta -D-glucoside, BDBM153265, GLXC-13304, HMS2051B17, quercetin 3-beta-D-glucopyranoside, quercetin-3-beta-D-glucopyranoside, 2-(3,4-Dihydroxy-phenyl)-5,7-dihydroxy-3-(3,4,5-trihydroxy-6-hydroxymethyl-tetrahydro-pyran-2-yloxy)-chromen-4-one, HY-N1445, quercetin-3-O-beta-D-glucopyranside, BDBM50241354, MSK160800, PDSP1_001363, PDSP2_001347, s3842, AKOS015896729, quercertin 3-O-beta-D-glucopyranoside, CCG-100967, DB12665, EBC-457104, FQ75101, MQ09326, NC00217, QUERCETIN 3-B-D-GLUCOPYRANOSIDE, MSK160800-1000D, quercetin -3-O-beta-D-galactopyranoside, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-{[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)oxan-2-yl]oxy}-4H-chromen-4-one, AC-37614, AS-35335, QUERCETIN-3-O-.BETA.-D-GLUCOSIDE, SY027575, Quercetin 3-glucoside, analytical standard, QUERCETIN-3-.BETA.-GLUCOPYRANOSIDE, 3-O-.BETA.-D-GLUCOPYRANOSYLQUERCETIN, CS-0016884, Isoquercitrin Solution in DMSO, 1000ug/mL, NS00069794, C05623, Isoquercetin (Quercetin 3-O-beta-D-Glucoside), QUERCETIN 3-O-GLUCOPYRANOSIDE [WHO-DD], AB00639942-06, Quercetin 3-beta-D-glucoside, >=90% (HPLC), 3,3',4',5,7-Pentahydroxyflavone 3-A-glucoside, F979202, 3-Glucopyranosyloxy-3',4',5,7-tetrahydroxyflavone, Q6086296, BRD-K73991644-001-01-7, 3,3'',4'',5,7-pentahydroxyflavone-3-beta-O-glucoside, Isoquercitrin, primary pharmaceutical reference standard, QUERCETIN 3-O-GLUCOSIDE (CONSTITUENT OF GINKGO) [DSC], 3',4',5,7-TETRAHYDROXYFLAVONE-3-.BETA.-D-GLUCOPYRANOSIDE, 2-(3,4-Dihydroxyphenyl)-5,7-dihydroxy-4-oxo-4H-1-benzopyran-3-yl beta-D-glucopyranoside, 2-(3,4-Dihydroxyphenyl)-3-(b-D-glucopyranosyloxy)-5,7-dihydroxy-4H-1-benzopyran-4-one, 9CI, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-((2S,3R,4S,5R,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-pyran-2-yloxy)-4H-chromen-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)-tetrahydro-2H-pyran-2-yloxy)-4H-chromen-4-one, 2-(3,4-dihydroxyphenyl)-5,7-dihydroxy-3-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(hydroxymethyl)tetrahydro-2H-pyran-2-yloxy)-4H-chromen-4-one, 4H-1-BENZOPYRAN-4-ONE, 2- (3,4-DIHYDROXYPHENYL)-3- (SS-D-GLUCOFURANOSYLOXY)-5,7-DIHYDROXY-, 4H-1-Benzopyran-4-one, 2-(3,4-dihydroxy-phenyl)-3-(.beta.-D-glucofuranosyloxy)-5,7-dihydroxy-, 4H-1-BENZOPYRAN-4-ONE, 2-(3,4-DIHYDROXYPHENYL)-3-(.BETA.-D-GLUCOPYRANOSYLOXY)-5,7-DIHYDROXY-
Theoretical properties:
molecular_formula: C21H20O12
molecular_weight: 464.4 g/mol
exact_mass: 464.09547607 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 8
hydrogen_bond_acceptor_count: 12
rotatable_bond_count: 4
heavy_atom_count: 33
topological_polar_surface_area: 207 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 238 - 242 °C
Descriptions:
pubchem: Quercetin 3-O-beta-D-glucopyranoside is a quercetin O-glucoside that is quercetin with a beta-D-glucosyl residue attached at position 3. Isolated from Lepisorus contortus, it exhibits antineoplastic activityand has been found to decrease the rate of polymerization and sickling of red blood cells. It has a role as a geroprotector, an antioxidant, an antineoplastic agent, a histamine antagonist, a bone density conservation agent, an antipruritic drug, an osteogenesis regulator and a plant metabolite. It is a beta-D-glucoside, a tetrahydroxyflavone, a monosaccharide derivative and a quercetin O-glucoside. It is functionally related to a beta-D-glucose. It is a conjugate acid of a quercetin 3-O-beta-D-glucopyranoside(1-).
chebi: A quercetin <em>O</em>-glucoside that is quercetin with a β-<small>D</small>-glucosyl residue attached at position 3. Isolated from <em>Lepisorus contortus</em>, it exhibits antineoplastic activityand has been found to decrease the rate of polymerization and sickling of red blood cells
chembl: ISOQUERCETIN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 2.0.
wikipedia: Isoquercetin, isoquercitrin or isotrifoliin is a flavonoid, a type of chemical compound. It is the 3-O-glucoside of quercetin. Isoquercitrin can be isolated from various plant species including Mangifera indica (mango) and Rheum nobile (the Noble rhubarb). It is also present in the leaves of Annona squamosa, Camellia sinensis (tea). and Vestia foetida