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Details

Stereochemistry ACHIRAL
Molecular Formula C10H8O5
Molecular Weight 208.1675
Optical Activity NONE
Defined Stereocenters 0 / 0
E/Z Centers 0
Charge 0

SHOW SMILES / InChI
Structure of FRAXETIN

SMILES

COC1=CC2=C(OC(=O)C=C2)C(O)=C1O

InChI

InChIKey=HAVWRBANWNTOJX-UHFFFAOYSA-N
InChI=1S/C10H8O5/c1-14-6-4-5-2-3-7(11)15-10(5)9(13)8(6)12/h2-4,12-13H,1H3

HIDE SMILES / InChI

Approval Year

PubMed

PubMed

TitleDatePubMed
Maple syrup phytochemicals include lignans, coumarins, a stilbene, and other previously unreported antioxidant phenolic compounds.
2010-11-24
Curcumin reduces alpha-synuclein induced cytotoxicity in Parkinson's disease cell model.
2010-04-30
Antioxidant activities of coumarins from Korean medicinal plants and their structure-activity relationships.
2010-01
Inhibitory effects of coumarins from the stem barks of Fraxinus rhynchophylla on adipocyte differentiation in 3T3-L1 cells.
2010
Natural coumarins as a novel class of neuroprotective agents.
2009-10
Dual anti-oxidative effects of fraxetin isolated from Fraxinus rhinchophylla.
2009-09
An in vitro screening cascade to identify neuroprotective antioxidants in ALS.
2009-04-15
[Studies on chemical constituents from stem barks of Fraxinus paxiana].
2008-08
[Coumarins from branch of Fraxinus sieboldiana and their antioxidative activity].
2008-07
Simultaneous analysis of coumarins and secoiridoids in Cortex Fraxini by high-performance liquid chromatography-diode array detection-electrospray ionization tandem mass spectrometry.
2008-05-12
[Studies on chemical constituents of Sarcandra glabra].
2008-04
A new C9 nor-isoprenoid glucoside from Rantherium suaveolens.
2007-08
Fraxetin inhibits the induction of anti-Fas IgM, tumor necrosis factor-alpha and interleukin-1beta-mediated apoptosis by Fas pathway inhibition in human osteoblastic cell line MG-63.
2006-07
Antifungal and antibacterial activities of Mexican tarragon (Tagetes lucida).
2006-05-17
Metabolic fate of fraxin administered orally to rats.
2006-05
Bone morphogenetic protein-2 and -4 (BMP-2 and -4) mediates fraxetin-induced maturation and differentiation in human osteoblast-like cell lines.
2006-01
Effect of fraxetin on antioxidant defense and stress proteins in human neuroblastoma cell model of rotenone neurotoxicity. Comparative study with myricetin and N-acetylcysteine.
2005-12-15
Fraxetin prevents rotenone-induced apoptosis by induction of endogenous glutathione in human neuroblastoma cells.
2005-09
Fatality after deliberate ingestion of the pesticide rotenone: a case report.
2005-06
Isolation and purification of coumarin compounds from Cortex fraxinus by high-speed counter-current chromatography.
2005-04-29
Neuroprotective effect of fraxetin and myricetin against rotenone-induced apoptosis in neuroblastoma cells.
2004-05-29
Natural and synthetic coumarin derivatives with anti-inflammatory/ antioxidant activities.
2004
Mono- and dinuclear ruthenium carbonyl complexes with redox-active dioxolene ligands: electrochemical and spectroscopic studies and the properties of the mixed-valence complexes.
2003-12-01
Effect of fraxetin and myricetin on rotenone-induced cytotoxicity in SH-SY5Y cells: comparison with N-acetylcysteine.
2003-07-04
Suppression of lipid hydroperoxide-induced oxidative damage to cellular DNA by esculetin.
2003-06
Protection of coumarins against linoleic acid hydroperoxide-induced cytotoxicity.
2003-01-06
HIV gp41 binding phenolic components from Fraxinus sieboldiana var. angustata.
2002-11
Antioxidant activity of Fraxetin: in vivo and ex vivo parameters in normal situation versus induced stress.
2001-07
Patents
Name Type Language
FRAXETIN
MI  
Common Name English
FRAXETIN [MI]
Preferred Name English
7,8-DIHYDROXY-6-METHOXY-2H-1-BENZOPYRAN-2-ONE
Systematic Name English
7,8-DIHYDROXY-6-METHOXYCOUMARIN
Systematic Name English
Code System Code Type Description
MESH
C105671
Created by admin on Mon Mar 31 19:16:22 GMT 2025 , Edited by admin on Mon Mar 31 19:16:22 GMT 2025
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PUBCHEM
5273569
Created by admin on Mon Mar 31 19:16:22 GMT 2025 , Edited by admin on Mon Mar 31 19:16:22 GMT 2025
PRIMARY
CAS
574-84-5
Created by admin on Mon Mar 31 19:16:22 GMT 2025 , Edited by admin on Mon Mar 31 19:16:22 GMT 2025
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EPA CompTox
DTXSID00205992
Created by admin on Mon Mar 31 19:16:22 GMT 2025 , Edited by admin on Mon Mar 31 19:16:22 GMT 2025
PRIMARY
CHEBI
5169
Created by admin on Mon Mar 31 19:16:22 GMT 2025 , Edited by admin on Mon Mar 31 19:16:22 GMT 2025
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FDA UNII
CD3GD44O3K
Created by admin on Mon Mar 31 19:16:22 GMT 2025 , Edited by admin on Mon Mar 31 19:16:22 GMT 2025
PRIMARY
ECHA (EC/EINECS)
209-376-2
Created by admin on Mon Mar 31 19:16:22 GMT 2025 , Edited by admin on Mon Mar 31 19:16:22 GMT 2025
PRIMARY
MERCK INDEX
m5564
Created by admin on Mon Mar 31 19:16:22 GMT 2025 , Edited by admin on Mon Mar 31 19:16:22 GMT 2025
PRIMARY Merck Index
WIKIPEDIA
Fraxetin
Created by admin on Mon Mar 31 19:16:22 GMT 2025 , Edited by admin on Mon Mar 31 19:16:22 GMT 2025
PRIMARY