Troxerutin - Misplaced Pages

Chemical compound Pharmaceutical compound

Troxerutin
Clinical data

Other names	Hydroxyethylrutoside (HER) Pherarutin Trihydroxyethylrutin 3',4',7-Trisrutin
AHFS/Drugs.com	International Drug Names
ATC code	C05CA04 (WHO)
Identifiers
IUPAC name 2--5-hydroxy-7-(2-hydroxyethoxy)-4-oxo-4H-chromen-3-yl 6-O-(6-deoxy-β-D-mannopyranosyl)-β-D-glucopyranoside
CAS Number	7085-55-4
PubChem CID	9896814
ChemSpider	4589027
UNII	7Y4N11PXO8
KEGG	D07180
ChEMBL	ChEMBL3182320
Chemical and physical data
Formula	C₃₃H₄₂O₁₉
Molar mass	742.680 g·mol
3D model (JSmol)	Interactive image
SMILES C1((((O1)OC2((((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 Key:IYVFNTXFRYQLRP-VVSTWUKXSA-N
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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.

References

Zhang ZF, Fan SH, Zheng YL, Lu J, Wu DM, Shan Q, Hu B (September 2014). "Troxerutin improves hepatic lipid homeostasis by restoring NAD(+)-depletion-mediated dysfunction of lipin 1 signaling in high-fat diet-treated mice". Biochemical Pharmacology. 91 (1): 74–86. doi:10.1016/j.bcp.2014.07.002. PMID 25026599.
Riccioni C, Sarcinella R, Izzo A, Palermo G, Liguori M (February 2004). "". Minerva Cardioangiologica. 52 (1): 43–8. PMID 14765037.
Lu J, Wu DM, Zheng ZH, Zheng YL, Hu B, Zhang ZF (March 2011). "Troxerutin protects against high cholesterol-induced cognitive deficits in mice". Brain. 134 (Pt 3): 783–97. 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

Glycosides

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

Aglycones	Karanjin
Glycosides	Pongamoside A, B and C

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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