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
[Test of combination of the agents coumarin and troxerutin for embryotoxic and teratogenic side-effects in Göttingen miniature pigs (author's transl)].
1977
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
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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
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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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