Troxerutin

Troxerutin
Clinical data

AHFS/Drugs.com	International Drug Names
ATC code	C05CA04 (WHO)
Identifiers
IUPAC name 2-[3,4-bis(2-hydroxyethoxy)phenyl]-5-hydroxy-7-(2-hydroxyethoxy)-4-oxo-4H-chromen-3-yl 6-O-(6-deoxy-β-D-mannopyranosyl)-β-D-glucopyranoside
Synonyms	Hydroxyethylrutoside (HER) Pherarutin Trihydroxyethylrutin 3',4',7-Tris[O-(2-hydroxyethyl)]rutin
CAS Number	7085-55-4^N
PubChem (CID)	9896814
ChemSpider	4589027^N
UNII	7Y4N11PXO8^Y
ChEMBL	CHEMBL3182320^N
Chemical and physical data
Formula	C₃₃H₄₂O₁₉
Molar mass	742.67518 g/mol
3D model (Jmol)	Interactive image
SMILES C[C@H]1[C@@H]([C@H]([C@H]([C@@H](O1)OC[C@@H]2[C@H]([C@@H]([C@H]([C@@H](O2)Oc3c(=O)c4c(cc(cc4oc3c5ccc(c(c5)OCCO)OCCO)OCCO)O)O)O)O)O)O)O
InChI InChI=1S/C33H42O19/c1-14-23(38)26(41)28(43)32(49-14)48-13-21-24(39)27(42)29(44)33(51-21)52-31-25(40)22-17(37)11-16(45-7-4-34)12-20(22)50-30(31)15-2-3-18(46-8-5-35)19(10-15)47-9-6-36/h2-3,10-12,14,21,23-24,26-29,32-39,41-44H,4-9,13H2,1H3/t14-,21+,23-,24+,26+,27-,28+,29+,32+,33-/m0/s1^N Key:IYVFNTXFRYQLRP-VVSTWUKXSA-N^N
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Troxerutin is a flavonol, a type of flavonoid. It is more accurately a hydroxyethylrutoside. It can be isolated from Sophora japonica, the Japanese pagoda tree.

It is used as a vasoprotective.^[1]

Troxerutin has been shown in mice to reverse CNS insulin resistance and reduce reactive oxygen species induced by a high-cholesterol diet.^[2]

References

↑ Riccioni, C.; Sarcinella, R.; Izzo, A.; Palermo, G.; Liguori, M. (2004). "Effectiveness of Troxerutin in association with Pycnogenol in the pharmacological treatment of venous insufficiency". Minerva cardioangiologica. 52 (1): 43–48. PMID 14765037.
↑ Lu, J.; Wu, D. -M.; Zheng, Z. -H.; Zheng, Y. -L.; Hu, B.; Zhang, Z. -F. (2011). "Troxerutin protects against high cholesterol-induced cognitive deficits in mice". Brain. 134 (3): 783–797. doi:10.1093/brain/awq376. PMID 21252113.

Flavonols and their conjugates

Backbone

Aglycones	3-Hydroxyflavone (synthetic) and derivatives

Aglycones

Conjugates

Glycosides of herbacetin

Glycosides of kaempferol

Glycosides of myricetin

Conjugates of quercetin

Sulfates	Quercetin 3-O-sulfate Quercetin 3,3'-bissulfate Quercetin 3,4'-bissulfate

Glycosides	Avicularin (quercetin-3-O-α-L-arabinofuranoside) CTN-986 Guaijaverin (quercetin 3-O-arabinoside) Heliosin (quercetin 3-digalactoside) Hyperoside (quercetin 3-O-galactoside) Isoquercetin (quercetin 3-O-glucoside) Miquelianin (quercetin 3-O-glucuronide) Quercetin 3,4'-diglucoside Quercetin-3-sophorodide Quercitrin (quercetin 3-O-rhamnoside) Rutin (quercetin rutinoside) Reinutrin (quercetin-3-D-xyloside) Spiraeoside (quercetin 4'-O-glucoside) Taxillusin (galloylated 3-O-glucoside of quercetin°

O-Methylated flavonols

Aglycones

Glycosides

of isorhamnetin	Narcissin (Isorhamnetin 3-O-rutinoside) Isorhamnetin 3-O-glucoside Tamarixetin 7-rutinoside

other	Azalein (Azaleatin 3-O-α-L-rhamnoside) Centaurein (Centaureidin 7-O-glucoside) Eupalin (Eupalitin 3-0-rhamnoside) Eupatolin (Eupatolitin 3-O-rhamnoside) Jacein (Jaceidin 7-O-glucoside) Patulitrin (Patuletin 7-O-glucoside Xanthorhamnin (Rhamnetin glycoside)

Derivative flavonols

Aglycones	Noricaritin Dihydronoricaritin

Glycosides	Amurensin Icariin Phelloside Dihydrophelloside Rutin S

Pyranoflavonols

Aglycones	Karanjachromene

Furanoflavonols

Semisynthetic

Glycosides	Hydroxyethylrutosides Monoxerutin Troxerutin

corticosteroids	Hydrocortisone Prednisolone Betamethasone Fluorometholone Fluocortolone Dexamethasone Fluocinolone acetonide Fluocinonide

local anesthetics	Lidocaine Tetracaine Benzocaine Dibucaine Procaine Oxetacaine Pramocaine

other	Tribenoside

heparins or heparinoids for topical use	Organo-heparinoid Sodium apolate Heparin Pentosan polysulfate

sclerosing agents for local injection	Monoethanolamine oleate Polidocanol Inverted sugar syrup Sodium tetradecyl sulfate Phenol

other	Calcium dobesilate

Capillary stabilising agents

bioflavonoids	Rutoside Monoxerutin Diosmin Troxerutin Hidrosmin

other	Tribenoside Etamsylate

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