Compound: hesperidin
SMILES: O=C1c2c(O[C@@H](C1)c3cc(O)c(OC)cc3)cc(O[C@@H]4O[C@@H]([C@@H](O)[C@@H]([C@H]4O)O)CO[C@@H]5O[C@H]([C@H](O)[C@H]([C@H]5O)O)C)cc2O
InChIKey: QUQPHWDTPGMPEX-QJBIFVCTSA-N
Synonyms: hesperidin, 520-26-3, Cirantin, Hesperidoside, Hesperetin 7-rutinoside, Ciratin, (S)-(-)-Hesperidin, Hesperetin 7-rhamnoglucoside, DIOSVEIN, DTXSID9044328, E750O06Y6O, (2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl]oxymethyl]oxan-2-yl]oxy-2,3-dihydrochromen-4-one, DTXCID7024328, Hesperetin 7-O-rutinoside, CHEBI:28775, NSC-44184, 4H-1-Benzopyran-4-one, 7-((6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,3-dihydo-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (S)-, 5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-((6-O-alpha-L-rhamnopyranosyl-beta-D-glucopyranosyl)oxy)-4-chromanon, NSC44184, Hesperidin 2S, 2S, Hesperidin, (2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-((2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-(((2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyloxan-2-yl)oxymethyl)oxan-2-yl)oxy-2,3-dihydrochromen-4-one, Hesperetin Glycoside, RefChem:5881, Hesperetin 7 Rutinoside, Hesperetin 7 Rhamnoglucoside, 7-Rhamnoglucoside, Hesperetin, NDI 590, 208-288-1, NSC-31048, (s)-7-[[6-o-(6-deoxy-alpha-l-mannopyranosyl)-beta-d-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4h-1-benzopyran-4-one, Hesper bitabs, MFCD00075663, MLS001304066, (S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-(((2S,3R,4S,5S,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)chroman-4-one, Hesperitin-7-rhamnoglucoside, Hesperidin (JAN), Hesperetin-rutinosid, Diosmin EP Impurity B, SMR000718775, HESPERIDIN [JAN], C28H34O15, NSC 44184, Hesperedin, (2S)-5-hydroxy-2-(3-hydroxy-4-methoxy-phenyl)-7-[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-tetrahydropyran-2-yl]oxymethyl]tetrahydropyran-2-yl]oxy-chroman-4-one, (2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-{[(2S,3R,4S,5S,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}-3,4-dihydro-2H-1-benzopyran-4-one, Aurantiamarin (Methyl Hesperidin), (2S)-Hesperidin, (2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-chromen-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside, CCRIS 3940, Hesperetin-7-O-rutinoside, SR-01000799145, EINECS 208-288-1, BRN 0075140, Hespiridin, Cirmtin, UNII-E750O06Y6O, Hesperetin-7-O-rhamnoglucoside, Hesperidin CRS, NCGC00016481-01, (2S)-7-[[6-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl]oxy]-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-2,3-dihydro-4H-1-benzopyran-4-one (Hesperidin), CAS-520-26-3, Hesperidin (natural), 3',5'-Dihydroxy-4'-methoxy-7-rutinosyloxyflavan-4-on, Hesperidin (Standard), Hesperidin, >=80%, HESPERIDIN [MI], DIOSMIN [NDI], Prestwick3_000400, GlyTouCan:G94972ML, HESPERIDIN [VANDF], EC 208-288-1, Glucopyranoside, hesperetin-7 6-O-(6-deoxy-alpha-L-mannopyranosyl)-, beta-D-, Hesperetin, 7-(6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside), HESPERIDIN [MART.], HESPERIDIN [USP-RS], HESPERIDIN [WHO-DD], SCHEMBL94586, BSPBio_000619, 5-18-05-00218 (Beilstein Handbook Reference), 7-((6-O-(6-Deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one, (S)-, 7-(6-O-Desoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyloxy)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-chromanon, cid_10621, Hesperidin, analytical standard, BPBio1_000681, CHEMBL449317, NDI 590 [FDMS], orb1309991, orb3139587, SCHEMBL29397414, SCHEMBL29485712, BCBcMAP01_000136, BDBM61776, WLZ4715, HMS2096O21, HMS2233I03, HMS3713O21, HMS6018H22, (S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-(((2S,3R,4S,5S,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)chroma, G94972ML, MSK40133, Tox21_110448, EBC-27380, HY-15337R, s2309, AKOS015895450, CCG-208580, CS-5631, DB04703, KS-5308, OH08129, SMP1_000149, NCGC00179501-01, 4H-1-Benzopyran-4-one, 7-((6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-, (2S)-, HY-15337, SY059206, AB00513829, H0049, Hesperidin, mixture with analogeous compounds, NS00008545, C09755, D01038, EN300-7419024, F809729, Q385937, Hesperidin, primary pharmaceutical reference standard, SR-01000799145-4, SR-01000799145-5, SR-01000799145-7, BRD-K38903228-001-02-8, BRD-K38903228-001-13-5, Hesperidin, European Pharmacopoeia (EP) Reference Standard, 3',5'-DIHYDROXY-4'-METHOXY-7-RUTINOSYLOXYFLAVAN-4-ONE, hesperetin 7-(6-O-alpha-L-rhamnopyranosyl)-beta-D-glucopyranoside, Hesperidin, Pharmaceutical Secondary Standard; Certified Reference Material, 3',5,7-Trihydroxy-4'-methoxyflavanone-7-O-(6-O-a-L-rhamnopyranosyl)-b-D-glucopyranoside, Flavanone, 3',5,7-trihydroxy-4'-methoxy-, 7-(6-O-alpha-L-rhamnosyl-D-glucoside), (2S)-2-(4-methoxy-3-oxidanyl-phenyl)-7-[(2S,3R,4S,5S,6R)-6-[[(2R,3R,4R,5R,6S)-6-methyl-3,4,5-tris(oxidanyl)oxan-2-yl]oxymethyl]-3,4,5-tris(oxidanyl)oxan-2-yl]oxy-5-oxidanyl-2,3-dihydrochromen-4-one, (2S)-5-Hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4-oxo-3,4-dihydro-2H-1-benzopyran-7-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside, (2S)-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-7-[[(2S,3R,4S,5S,6R)-3,4,5-trihydroxy-6-[[(2R,3R,4R,5R,6S)-3,4,5-trihydroxy-6-methyl-2-oxanyl]oxymethyl]-2-oxanyl]oxy]-3,4-dihydro-2H-1-benzopyran-4-one, (2S)-7-((6-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)-.BETA.-D-GLUCOPYRANOSYL)OXY)-2,3-DIHYDRO-5-HYDROXY-2-(3-HYDROXY-4-METHOXYPHENYL)-4H-1-BENZOPYRAN-4-ONE, (S)-7-[[6-O-(6-Deoxy-.alpha.-L-mannopyranosyl)-.beta.-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one, (S)-7-[[6-O-(6-Deoxy-|A-L-mannopyranosyl)-|A-D-glucopyranosyl]oxy]-2,3-dihydro-5-hydroxy-2-(3-hydroxy-4-methoxyphenyl)-4H-1-benzopyran-4-one, 4H-1-BENZOPYRAN-4-ONE, 7-((6-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)-.BETA.-D-GLUCOPYRANOSYL)OXY)-2,3-DIHYDO-5-HYDROXY-2-(3-HYDROXY-4-METHOXYPHENYL)-, (S)-, 5-HYDROXY-2-(3-HYDROXY-4-METHOXYPHENYL)-7-((6-O-.ALPHA.-L-RHAMNOPYRANOSYL-.BETA.-D-GLUCOPYRANOSYL)OXY)-4-CHROMANON
Theoretical properties:
molecular_formula: C28H34O15
molecular_weight: 610.6 g/mol
exact_mass: 610.18977037 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 8
hydrogen_bond_acceptor_count: 15
rotatable_bond_count: 7
heavy_atom_count: 43
topological_polar_surface_area: 234 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
Descriptions:
pubchem: Hesperidin is a disaccharide derivative that consists of hesperetin substituted by a 6-O-(alpha-L-rhamnopyranosyl)-beta-D-glucopyranosyl moiety at position 7 via a glycosidic linkage. It has a role as a mutagen. It is a member of 4'-methoxyflavanones, a rutinoside, a monomethoxyflavanone, a dihydroxyflavanone, a member of 3'-hydroxyflavanones, a disaccharide derivative and a flavanone glycoside. It is functionally related to a hesperetin.
chebi: A disaccharide derivative that consists of hesperetin substituted by a 6-<em>O</em>-(α-<small>L</small>-rhamnopyranosyl)-β-<small>D</small>-glucopyranosyl moiety at position 7 via a glycosidic linkage.
chembl: HESPERIDIN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 3.0.
wikipedia: Hesperidin is a flavanone glycoside found in citrus fruits. Its aglycone is hesperetin. Its name is derived from the word "hesperidium", for fruit produced by citrus trees.
Hesperidin was first isolated in 1828 by French chemist M. Lebreton from the white inner layer of citrus peels (mesocarp, albedo).
Hesperidin is believed to play a role in plant defense.