Troxerutin

Chemical compound
  • C05CA04 (WHO)
Identifiers
  • 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
CAS Number
  • 7085-55-4 ☒N
PubChem CID
  • 9896814
ChemSpider
  • 4589027 ☒N
UNII
  • 7Y4N11PXO8
KEGG
  • D07180
ChEMBL
  • ChEMBL3182320 ☒N
Chemical and physical dataFormulaC33H42O19Molar mass742.680 g·mol−13D model (JSmol)
  • Interactive image
  • 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
 ☒NcheckY (what is this?)  (verify)

Troxerutin is a flavonol, a type of flavonoid, derived from rutin.[1] It is more accurately a hydroxyethylrutoside. It can be isolated from Sophora japonica, the Japanese pagoda tree.

It is used as a vasoprotective.[2]

Troxerutin has been shown in mice to reverse CNS insulin resistance and reduce reactive oxygen species induced by a high-cholesterol diet.[3]

References

  1. ^ 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.
  2. ^ Riccioni C, Sarcinella R, Izzo A, Palermo G, Liguori M (February 2004). "[Effectiveness of Troxerutin in association with Pycnogenol in the pharmacological treatment of venous insufficiency]". Minerva Cardioangiologica. 52 (1): 43–8. PMID 14765037.
  3. ^ 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.
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Flavonols and their conjugates
Backbone
Aglycones
  • 3-Hydroxyflavone (synthetic) and derivatives
Flavonols
Aglycones
Conjugates
Glycosides of herbacetin
Glycosides of kaempferol
  • Afzelin (Kaempferol 3-rhamnoside)
  • Astragalin (kaempferol 3-O-glucoside)
  • Kaempferitrin (kaempferol 3,7-dirhamnoside)
  • Juglanin (Kaempferol 3-O-arabinoside)
  • Kaempferol 3-alpha-L-arabinopyranoside
  • Kaempferol 3-alpha-D-arabinopyranoside
  • Kaempferol 7-alpha-L-arabinoside
  • Kaempferol 7-O-glucoside
  • Kaempferol 3-lathyroside
  • Kaempferol 4'-rhamnoside
  • Kaempferol 5-rhamnoside
  • Kaempferol 7-rhamnoside
  • Kaempferol 7-O-alpha-L-rhamnofuranoside
  • Kaempferol 3-xyloside
  • Kaempferol 7-xyloside
  • Robinin (kaempferol-3-O-robinoside-7-O-rhamnoside)
  • Kaempferol 3-O-rutinoside
  • Sophoraflavonoloside (Kaempferol 3-O-sophoroside)
  • Trifolin (Kaempferol 3-O-beta-D-galactoside)
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
Furanoflavonols
Aglycones
Glycosides
  • Pongamoside A, B and C
Semisynthetic
Glycosides
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