Compound: Troxerutin
SMILES: O=c1c(O[C@@H]2O[C@@H]([C@@H](O)[C@@H]([C@H]2O)O)CO[C@@H]3O[C@H]([C@H](O)[C@H]([C@H]3O)O)C)c(oc4c1c(O)cc(c4)OCCO)-c5cc(OCCO)c(OCCO)cc5
InChIKey: IYVFNTXFRYQLRP-VVSTWUKXSA-N
Synonyms: Troxerutin, 7085-55-4, Troxerutine, Vitamin P4, Venoruton P4, Troxerutina, 3',4',7-Tris(hydroxyethyl)rutin, Troxerutinum, DTXSID4045929, Z 6000, 7Y4N11PXO8, Z-6000, NSC-758937, DTXCID2025929, 2-(3,4-Bis(2-hydroxyethoxy)phenyl)-3-((6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranosyl)oxy)-5-hydroxy-7-(2-hydroxy ethoxy)-4H-1-benzopyran-4-one, 2-[3,4-bis(2-hydroxyethoxy)phenyl]-5-hydroxy-7-(2-hydroxyethoxy)-3-{[(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}-4H-chromen-4-one, 2-(3,4-bis(2-hydroxyethoxy)phenyl)-5-hydroxy-7-(2-hydroxyethoxy)-3-(((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)-4H-chromen-4-one, 3',4',7-tris(O-(2-hydroxyethyl))rutin, RefChem:192282, C05CA04, 230-389-4, 4H-1-BENZOPYRAN-4-ONE, 2-(3,4-BIS(2-HYDROXYETHOXY)PHENYL)-3-((6-O-(6-DEOXY-ALPHA-L-MANNOPYRANOSYL)-BETA-D-GLUCOPYRANOSYL)OXY)-5-HYDROXY-7-(2-HYDROXYETHOXY)-, 3',4',7-trihydroxyethylrutin, Trihydroxyethylrutin, Posorutin, Factor P-zyma, Rufen-P4, Tris(hydroxyethyl)rutin, Tris(hydroxyethyl)rutoside, MFCD00893813, Troxerutin (INN), Troxerutin (85%), 2-(3,4-bis(2-hydroxyethoxy)phenyl)-5-hydroxy-7-(2-hydroxyethoxy)-3-(((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)-4H-chromen-4-one, 2-[3,4-bis(2-hydroxyethoxy)phenyl]-5-hydroxy-7-(2-hydroxyethoxy)-3-[(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]oxychromen-4-one, Pherarutin, Vastribil, Veinamitol, TROXERUTIN [INN], Veno SL, Troksevazin, Troxarutin, Helveton, Venaroid, Veniten, Flebil, Ruven, Trioxyethylrutin, 3,5-Dihydroxy-3',4',7-tris(2-hydroxyethoxy)flavone 3-rutinoside, Pur-Rutin, Veinamitol Pulver, 4H-1-Benzopyran-4-one, 2-[3,4-bis(2-hydroxyethoxy)phenyl]-3-[[6-O-(6-deoxy-.alpha.-L-mannopyranosyl)-.beta.-D-glucopyranosyl]oxy]-5-hydroxy-7-(2-hydroxyethoxy)-, 55965-63-4, Troxarutin-ratiopharm, Trihydroxyethylrutoside, Troxerutine [INN-French], Troxerutinum [INN-Latin], Troxerutina [INN-Spanish], UNII-7Y4N11PXO8, Troxerutin [INN:BAN:DCF], Venoruton gel, CCRIS 1798, Trihydroxyethylrutoside [French], Troxerutin CRS, TriHER, NCGC00095147-01, 4H-1-BENZOPYRAN-4-ONE, 2-(3,4-BIS(2-HYDROXYETHOXY)PHENYL)-3-((6-O-(6-DEOXY-.ALPHA.-L-MANNOPYRANOSYL)-.BETA.-D-GLUCOPYRANOSYL)OXY)-5-HYDROXY-7-(2-HYDROXYETHOXY)-, EINECS 230-389-4, Troxerutin (Standard), BRN 4778232, 7,3',4'-Tris(O-(2-hydroxyethyl)rutin, TROXERUTIN [MI], Troxerutin(Oral/Injection), TROXERUTIN [MART.], TROXERUTIN [WHO-DD], SCHEMBL142110, Tris-O-(2-hydroxyethyl)rutin, orb1310306, orb3140493, CHEMBL3182320, SCHEMBL29385785, SCHEMBL29397551, Tris-O-(b-hydroxyethyl)rutoside, UNII-808O347B5Y, HY-N0139R, TROXERUTIN [EP MONOGRAPH], HY-N0139, Tox21_111450, EBC-11123, MSK158541, s2369, AKOS016339659, 808O347B5Y, CCG-270428, CS-8204, DB13124, KS-1394, NSC 758937, OT15980, SY105284, 3',4',7-Tri-O-(b-hydroxyethyl)rutoside, CAS-7085-55-4, 3?,4?,7-Tris[O-(2-hydroxyethyl)]rutin, D07180, BRD-K73529671-001-02-9, BRD-K73529671-001-04-5, O-(.BETA.-HYDROXYETHYL)RUTOSIDE, (3',4',7)-TRI-, Troxerutin, European Pharmacopoeia (EP) Reference Standard, 2-[3,4-bis(2-hydroxyethoxy)phenyl]-5-hydroxy-7-(2-hydroxyethoxy)-3-[(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-chromen-4-one, 2-[3,4-Bis(2-hydroxyethoxy)phenyl]-5-hydroxy-7-(2-hydroxyethoxy)-4-oxo-4H-1-benzopyran-3-yl 6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside, 2-[3,4-bis(2-Hydroxyethoxy)phenyl]-5-hydroxy-7-(2-hydroxyethoxy)-4-oxo-4H-chromen-3-yl 6-O-(6-deoxy-b-D-mannopyranosyl)-b-D-glucopyr anoside, 3-[6-O-(6-deoxy-a-L-mannopyranosyl)-b-D-glucopyranoside]3,5-dihydroxy-3',4',7-tris(2-hydroxyethoxy)-Flavone, 3-[6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-delta-glucopyranoside]3,5-dihydroxy-3',4',7-tris(2-hydroxyethoxy)-Flavone, Flavone, 3,5-dihydroxy-3',4',7-tris(2-hydroxyethoxy)-, 3-(6-O-(6-deoxy-alpha-L-mannopyranosyl)-beta-D-glucopyranoside)
Theoretical properties:
molecular_formula: C33H42O19
molecular_weight: 742.7 g/mol
exact_mass: 742.23202911 g/mol
formal_charge: 0
hydrogen_bond_donor_count: 10
hydrogen_bond_acceptor_count: 19
rotatable_bond_count: 15
heavy_atom_count: 52
topological_polar_surface_area: 293 Å²
isotope_atom_count: 0
covalently_bonded_unit_count: 1
Physical properties:
melting_point: 181 °C
Descriptions:
chembl: TROXERUTIN is a small molecule listed in the ChEMBL database and has reached clinical trial phase 4.0.
wikipedia: Troxerutin is a flavonol, a type of flavonoid, derived from rutin. It is more accurately a hydroxyethylrutoside. It can be isolated from Sophora japonica, the Japanese pagoda tree.
It is used as a vasoprotective.
Troxerutin has been shown in mice to reverse CNS insulin resistance and reduce reactive oxygen species induced by a high-cholesterol diet.