FRAXETIN

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 Search

SMILES

COC1=C(O)C(O)=C2OC(=O)C=CC2=C1

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

Molecular Formula	C10H8O5
Molecular Weight	208.1675
Charge	0
Count

Stereochemistry	ACHIRAL
Additional Stereochemistry	No
Defined Stereocenters	0 / 0
E/Z Centers	0
Optical Activity	NONE

Approval Year

PubMed

Title	Date	PubMed
Antioxidant activity of Fraxetin: in vivo and ex vivo parameters in normal situation versus induced stress.	2001 Jul	11456117
HIV gp41 binding phenolic components from Fraxinus sieboldiana var. angustata.	2002 Nov	12451497
Mono- and dinuclear ruthenium carbonyl complexes with redox-active dioxolene ligands: electrochemical and spectroscopic studies and the properties of the mixed-valence complexes.	2003 Dec 1	14632505
Protection of coumarins against linoleic acid hydroperoxide-induced cytotoxicity.	2003 Jan 6	12453663
Effect of fraxetin and myricetin on rotenone-induced cytotoxicity in SH-SY5Y cells: comparison with N-acetylcysteine.	2003 Jul 4	12860476
Natural and synthetic coumarin derivatives with anti-inflammatory/ antioxidant activities.	2004	15579073
Isolation and purification of coumarin compounds from Cortex fraxinus by high-speed counter-current chromatography.	2005 Apr 29	15887488
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 Dec 15	15904944
Fraxetin prevents rotenone-induced apoptosis by induction of endogenous glutathione in human neuroblastoma cells.	2005 Sep	15996779
Bone morphogenetic protein-2 and -4 (BMP-2 and -4) mediates fraxetin-induced maturation and differentiation in human osteoblast-like cell lines.	2006 Jan	16394523
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 Jul	16714221
Metabolic fate of fraxin administered orally to rats.	2006 May	16724835
Antifungal and antibacterial activities of Mexican tarragon (Tagetes lucida).	2006 May 17	19127719
A new C9 nor-isoprenoid glucoside from Rantherium suaveolens.	2007 Aug	17680498
[Studies on chemical constituents of Sarcandra glabra].	2008 Apr	18619347
Simultaneous analysis of coumarins and secoiridoids in Cortex Fraxini by high-performance liquid chromatography-diode array detection-electrospray ionization tandem mass spectrometry.	2008 May 12	18258402
An in vitro screening cascade to identify neuroprotective antioxidants in ALS.	2009 Apr 15	19439221
Natural coumarins as a novel class of neuroprotective agents.	2009 Oct	19929804
Dual anti-oxidative effects of fraxetin isolated from Fraxinus rhinchophylla.	2009 Sep	19721227
Inhibitory effects of coumarins from the stem barks of Fraxinus rhynchophylla on adipocyte differentiation in 3T3-L1 cells.	2010	20823583
Curcumin reduces alpha-synuclein induced cytotoxicity in Parkinson's disease cell model.	2010 Apr 30	20433710
Antioxidant activities of coumarins from Korean medicinal plants and their structure-activity relationships.	2010 Jan	19468986
Maple syrup phytochemicals include lignans, coumarins, a stilbene, and other previously unreported antioxidant phenolic compounds.	2010 Nov 24	21033720

Patents

Substance Class	Chemical Created by `admin` on `Fri Dec 15 18:36:10 UTC 2023` Edited by `admin` on `Fri Dec 15 18:36:10 UTC 2023`
Record UNII	CD3GD44O3K
Record Status	`Validated (UNII)`
Record Version

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Name

Type

Language

FRAXETIN

Common Name

English

7,8-DIHYDROXY-6-METHOXY-2H-1-BENZOPYRAN-2-ONE

Systematic Name

English

FRAXETIN [MI]

Common Name

English

7,8-DIHYDROXY-6-METHOXYCOUMARIN

Systematic Name

English

Code System Code Type Description

MESH

C105671