6-methoxy-7,8-dihydroxycoumarin

CAS: 574-84-5 C10 H8 O5 MW: 208.16976000

Identification

Namefraxetin
IUPAC7,8-dihydroxy-6-methoxychromen-2-one
CAS Number574-84-5
EINECS209-376-2
FDA UNIICD3GD44O3K
Molecular FormulaC10 H8 O5
Molecular Weight208.16976000
MDL NumberMFCD00006873
Nikkaji NumberJ11.539H

Regulatory

Physical Properties

Assay 95.00 to 100.00
Food Chemicals Codex Listed No
Melting Point 231.00 °C. @ 760.00 mm Hg
Boiling Point 472.00 °C. @ 760.00 mm Hg (est)
Flash Point 385.00 °F. TCC ( 196.00 °C. ) (est)
logP (o/w) 0.590 (est)
Soluble in water, 1.891e+004 mg/L @ 25 °C (est)

No sensory data available

Safety Information

Oral/Parenteral ToxicityNot determined
Dermal ToxicityNot determined
Inhalation ToxicityNot determined

GHS Classification

['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']

Safety in Use

Categorynatural substances and extractives
Recommendation for fraxetin usage levels up tonot for fragrance use.
Recommendation for fraxetin flavor usage levels up tonot for flavor use.

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Potential Uses

None Found

Natural Occurrence

found in nature ruta graveolens flower oil colombia @ 0.08% Data

Synonyms

coumarin, 7,8-dihydroxy-6-methoxy 7,8- dihydroxy-6-methoxy-2-benzopyrone 7,8- dihydroxy-6-methoxy-2H-1-benzopyran-2-one 7,8- dihydroxy-6-methoxy-2H-chromen-2-one 7,8- dihydroxy-6-methoxychromen-2-one 7,8- dihydroxy-6-methoxycoumarin fraxetine 6- methoxy-7,8-dihydroxycoumarin PubMed: Antibacterial mechanism of fraxetin against Staphylococcus aureus. PubMed: Antioxidant and intestinal anti-inflammatory effects of plant-derived coumarin derivatives. PubMed: Two new coumarins from the seeds of Solanum indicum. PubMed: Purification of Coumarin Compounds From Cortex fraxinus by Adsorption Chromatography. PubMed: Identification and characterization of human UDP-glucuronosyltransferases responsible for the glucuronidation of fraxetin. PubMed: The hepatoprotective effect of fraxetin on carbon tetrachloride induced hepatic fibrosis by antioxidative activities in rats. PubMed: Total syntheses of the coumarin-containing natural products pimpinellin and fraxetin using Au(I)-catalyzed intramolecular hydroarylation (IMHA) chemistry. PubMed: Looking beyond sugars: phytochemical profiling and standardization of manna exudates from Sicilian Fraxinus excelsior L. PubMed: Antihyperglycemic effect of fraxetin on hepatic key enzymes of carbohydrate metabolism in streptozotocin-induced diabetic rats. PubMed: [Relationship between the inhibitory effect of fraxetin on breast cancer and estrogen signaling pathway]. PubMed: Coumarins in horse chestnut flowers: isolation and quantification by UPLC method. PubMed: [Antioxidant activity of hydroxy derivatives of coumarin]. PubMed: [Chemical constituents of Datura stramonium seeds]. PubMed: [Quantitative method for simultaneous assay of four coumarins with one marker in Fraxini Cortex]. PubMed: Protective effects of cortex fraxini coumarines against oxonate-induced hyperuricemia and renal dysfunction in mice. PubMed: Maple syrup phytochemicals include lignans, coumarins, a stilbene, and other previously unreported antioxidant phenolic compounds. PubMed: Inhibitory effects of coumarins from the stem barks of Fraxinus rhynchophylla on adipocyte differentiation in 3T3-L1 cells. PubMed: Natural coumarins as a novel class of neuroprotective agents. PubMed: Dual anti-oxidative effects of fraxetin isolated from Fraxinus rhinchophylla. PubMed: Antioxidant activities of coumarins from Korean medicinal plants and their structure-activity relationships. PubMed: Coumarin glycosides from Euphorbia soongarica (Boiss). PubMed: [Studies on chemical constituents from stem barks of Fraxinus paxiana]. PubMed: [Coumarins from branch of Fraxinus sieboldiana and their antioxidative activity]. PubMed: [Studies on chemical constituents of Sarcandra glabra]. PubMed: Simultaneous analysis of coumarins and secoiridoids in Cortex Fraxini by high-performance liquid chromatography-diode array detection-electrospray ionization tandem mass spectrometry. PubMed: Water-soluble constituents of the root barks of Fraxinus rhynchophylla (Chinese drug Qinpi). PubMed: A new C9 nor-isoprenoid glucoside from Rantherium suaveolens. PubMed: Metabolic fate of fraxin administered orally to rats. PubMed: 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. PubMed: Bone morphogenetic protein-2 and -4 (BMP-2 and -4) mediates fraxetin-induced maturation and differentiation in human osteoblast-like cell lines. PubMed: Fraxetin prevents rotenone-induced apoptosis by induction of endogenous glutathione in human neuroblastoma cells. PubMed: Effect of fraxetin on antioxidant defense and stress proteins in human neuroblastoma cell model of rotenone neurotoxicity. Comparative study with myricetin and N-acetylcysteine. PubMed: Isolation and purification of coumarin compounds from Cortex fraxinus by high-speed counter-current chromatography. PubMed: Natural and synthetic coumarin derivatives with anti-inflammatory/ antioxidant activities. PubMed: Neuroprotective effect of fraxetin and myricetin against rotenone-induced apoptosis in neuroblastoma cells. PubMed: Effect of fraxetin and myricetin on rotenone-induced cytotoxicity in SH-SY5Y cells: comparison with N-acetylcysteine. PubMed: Suppression of lipid hydroperoxide-induced oxidative damage to cellular DNA by esculetin. PubMed: Protection of coumarins against linoleic acid hydroperoxide-induced cytotoxicity. PubMed: HIV gp41 binding phenolic components from Fraxinus sieboldiana var. angustata. PubMed: Antioxidant activity of Fraxetin: in vivo and ex vivo parameters in normal situation versus induced stress. PubMed: Effects of fraxetin on glutathione redox status. PubMed: Modifications on antioxidant capacity and lipid peroxidation in mice under fraxetin treatment. PubMed: Antioxidative effectiveness of some natural antioxidants in sunflower oil. PubMed: Pharmacological and biochemical actions of simple coumarins: natural products with therapeutic potential. PubMed: Minor constituents from Bupleurum fruticosum roots. PubMed: Pharmacologically active components of a Peruvian medicinal plant, huanarpo (Jatropha cilliata). PubMed: Superoxide anion scavenging effect of coumarins. PubMed: Effect of some hydroxycoumarins on complement-mediated hemolysis in human serum. PubMed: Superoxide scavenging activity in leukocytes and absence of cellular toxicity of a series of coumarins. PubMed: Methyltransferase activity in Allanthm altissima cell suspension cultures. PubMed: Effects of coumarin derivatives on superoxide anion generation. PubMed: The sensitizing capacity of coumarins (II). PubMed: Inhibition of the formation of 5-hydroxy-6,8,11,14-eicosatetraenoic acid from arachidonic acid in polymorphonuclear leukocytes by various coumarins. PubMed: Chemical constituents of Echites hirsuta (Apocynaceae).