U.S. Department of Health & Human Services Divider Arrow National Institutes of Health Divider Arrow NCATS

Details

Stereochemistry ABSOLUTE
Molecular Formula C33H42O19
Molecular Weight 742.6752
Optical Activity UNSPECIFIED
Defined Stereocenters 10 / 10
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of TROXERUTIN

SMILES

C[C@@H]1O[C@@H](OC[C@H]2O[C@@H](OC3=C(OC4=C(C3=O)C(O)=CC(OCCO)=C4)C5=CC=C(OCCO)C(OCCO)=C5)[C@H](O)[C@@H](O)[C@@H]2O)[C@H](O)[C@H](O)[C@H]1O

InChI

InChIKey=IYVFNTXFRYQLRP-VVSTWUKXSA-N
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

HIDE SMILES / InChI
Troxerutin (TXN) is a flavonoid present in tea, coffee, cereal grains, and a variety of fruits and vegetables. It inhibits the agglomeration of blood platelets and red blood cells; prevents thrombogenesis; protects endothelial cells; and enhances microcirculation. It possess anti-inflammatory and anti-apoptotic properties. Troxerutin protected different cell types (epithelial cells, fibroblasts and lymphocytes) against peroxyl radical-induced apoptosis, necrosis and mitotic death. It scavenged intracellular basal and inducible ROS levels and also restored depletion of intracellular GSH levels. Troxerutin might provide a safe and effective treatment for rhinorrhea in the common cold deserves systematic evaluation. The use of a mixture of troxerutin, diosmin and hesperidin is a safe and effective mean of managing symptoms of acute hemorrhoidal disease. Troxerutin is used for the treatment of chronic venous insufficiency.

Originator

Sources: DOI: 10.1002/hlca.19660490317 | DOI: 10.1002/hlca.19660490426
Curator's Comment: The mixture of mono-, di-, tetra- and other trihydroxyethyl derivs of rutin: J. Favre, CH 349614 (1957)

Approval Year

PubMed

PubMed

TitleDatePubMed
Troxerutin in the treatment of haemorrhoids.
1967 Mar
A clinical trial of troxerutin in venous insufficiency of the lower limb.
1967 Mar
Fine structural aspects of lymphoedema in various tissues and the effects of treatment with coumarin and troxerutin.
1974 Feb
[Test of combination of the agents coumarin and troxerutin for embryotoxic and teratogenic side-effects in Göttingen miniature pigs (author's transl)].
1977
Troxerutin abrogates mitochondrial oxidative stress and myocardial apoptosis in mice fed calorie-rich diet.
2017 Dec 25
Patents

Sample Use Guides

In Vivo Use Guide
Curator's Comment: in combination with Coumarin 30 mg
180 mg fixed-dose three times daily for up to 16 weeks.
Route of Administration: Oral
Different concentrations (0,31.25, 62.5, 125, 250, 500, 750 & 1000 uM) of Troxerutin (TXER) was challenged against constant concentration of Cu (100 uM). 2.5:1 ratio of TXER+Cu shows maximum inhibitory effect on Huh-7 cells, which is statistically significant (P<0.05). A similar trend was observed when both the concentration was increased.
Name Type Language
TROXERUTIN
EP   INCI   INN   MART.   MI   WHO-DD  
INCI   INN  
Official Name English
NSC-758937
Code English
TROXERUTIN [EP MONOGRAPH]
Common Name English
Z-6000
Code English
Troxerutin [WHO-DD]
Common Name English
TROXERUTINE
Common Name English
TROXERUTIN [MI]
Common Name English
Z 6000
Code English
TROXERUTIN [MART.]
Common Name English
troxerutin [INN]
Common Name English
O-(.BETA.-HYDROXYETHYL)RUTOSIDE, (3',4',7)-TRI-
Common Name English
3',4',7-TRIS(HYDROXYETHYL)RUTIN
Common Name English
TROXERUTIN [INCI]
Common Name English
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)-
Common Name English
Classification Tree Code System Code
WHO-VATC QC05CA54
Created by admin on Fri Dec 15 15:02:52 GMT 2023 , Edited by admin on Fri Dec 15 15:02:52 GMT 2023
WHO-VATC QC05CA04
Created by admin on Fri Dec 15 15:02:52 GMT 2023 , Edited by admin on Fri Dec 15 15:02:52 GMT 2023
LIVERTOX 723
Created by admin on Fri Dec 15 15:02:52 GMT 2023 , Edited by admin on Fri Dec 15 15:02:52 GMT 2023
WHO-ATC C05CA04
Created by admin on Fri Dec 15 15:02:52 GMT 2023 , Edited by admin on Fri Dec 15 15:02:52 GMT 2023
WHO-ATC C05CA54
Created by admin on Fri Dec 15 15:02:52 GMT 2023 , Edited by admin on Fri Dec 15 15:02:52 GMT 2023
NCI_THESAURUS C275
Created by admin on Fri Dec 15 15:02:52 GMT 2023 , Edited by admin on Fri Dec 15 15:02:52 GMT 2023
Code System Code Type Description
NCI_THESAURUS
C66645
Created by admin on Fri Dec 15 15:02:52 GMT 2023 , Edited by admin on Fri Dec 15 15:02:52 GMT 2023
PRIMARY
NSC
758937
Created by admin on Fri Dec 15 15:02:52 GMT 2023 , Edited by admin on Fri Dec 15 15:02:52 GMT 2023
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CAS
7085-55-4
Created by admin on Fri Dec 15 15:02:52 GMT 2023 , Edited by admin on Fri Dec 15 15:02:52 GMT 2023
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MESH
C005865
Created by admin on Fri Dec 15 15:02:52 GMT 2023 , Edited by admin on Fri Dec 15 15:02:52 GMT 2023
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INN
2309
Created by admin on Fri Dec 15 15:02:52 GMT 2023 , Edited by admin on Fri Dec 15 15:02:52 GMT 2023
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EVMPD
SUB11352MIG
Created by admin on Fri Dec 15 15:02:52 GMT 2023 , Edited by admin on Fri Dec 15 15:02:52 GMT 2023
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RXCUI
38893
Created by admin on Fri Dec 15 15:02:52 GMT 2023 , Edited by admin on Fri Dec 15 15:02:52 GMT 2023
PRIMARY RxNorm
DRUG CENTRAL
2778
Created by admin on Fri Dec 15 15:02:52 GMT 2023 , Edited by admin on Fri Dec 15 15:02:52 GMT 2023
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DRUG BANK
DB13124
Created by admin on Fri Dec 15 15:02:52 GMT 2023 , Edited by admin on Fri Dec 15 15:02:52 GMT 2023
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SMS_ID
100000092086
Created by admin on Fri Dec 15 15:02:52 GMT 2023 , Edited by admin on Fri Dec 15 15:02:52 GMT 2023
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FDA UNII
7Y4N11PXO8
Created by admin on Fri Dec 15 15:02:52 GMT 2023 , Edited by admin on Fri Dec 15 15:02:52 GMT 2023
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ECHA (EC/EINECS)
230-389-4
Created by admin on Fri Dec 15 15:02:52 GMT 2023 , Edited by admin on Fri Dec 15 15:02:52 GMT 2023
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PUBCHEM
5486699
Created by admin on Fri Dec 15 15:02:52 GMT 2023 , Edited by admin on Fri Dec 15 15:02:52 GMT 2023
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WIKIPEDIA
TROXERUTIN
Created by admin on Fri Dec 15 15:02:52 GMT 2023 , Edited by admin on Fri Dec 15 15:02:52 GMT 2023
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DAILYMED
7Y4N11PXO8
Created by admin on Fri Dec 15 15:02:52 GMT 2023 , Edited by admin on Fri Dec 15 15:02:52 GMT 2023
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ChEMBL
CHEMBL3182320
Created by admin on Fri Dec 15 15:02:52 GMT 2023 , Edited by admin on Fri Dec 15 15:02:52 GMT 2023
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MERCK INDEX
m11239
Created by admin on Fri Dec 15 15:02:52 GMT 2023 , Edited by admin on Fri Dec 15 15:02:52 GMT 2023
PRIMARY Merck Index
EPA CompTox
DTXSID4045929
Created by admin on Fri Dec 15 15:02:52 GMT 2023 , Edited by admin on Fri Dec 15 15:02:52 GMT 2023
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