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Key Documents

254916

Sigma-Aldrich

7,8-Dihydroxy-6-methoxycoumarin

98%

Synonym(s):

Fraxetin

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About This Item

Empirical Formula (Hill Notation):
C10H8O5
CAS Number:
Molecular Weight:
208.17
EC Number:
MDL number:
UNSPSC Code:
12162002
PubChem Substance ID:
NACRES:
NA.23

Assay

98%

form

powder

mp

230-231 °C (lit.)

SMILES string

COc1cc2C=CC(=O)Oc2c(O)c1O

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

InChI key

HAVWRBANWNTOJX-UHFFFAOYSA-N

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Pictograms

Exclamation mark

Signal Word

Warning

Hazard Statements

Precautionary Statements

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Certificates of Analysis (COA)

Search for Certificates of Analysis (COA) by entering the products Lot/Batch Number. Lot and Batch Numbers can be found on a product’s label following the words ‘Lot’ or ‘Batch’.

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Joana Terés et al.
Plant, cell & environment, 42(8), 2384-2398 (2019-04-25)
High soil carbonate limits crop performance especially in semiarid or arid climates. To understand how plants adapt to such soils, we explored natural variation in tolerance to soil carbonate in small local populations (demes) of Arabidopsis thaliana growing on soils
S Martín-Aragón et al.
Zeitschrift fur Naturforschung. C, Journal of biosciences, 52(1-2), 55-59 (1997-01-01)
We have evaluated the effects of an oral treatment of mice with fraxetin (25 mg/kg for 30 days) on the glutathione system (GSH, GSSG, and GSSG/GSH ratio as stress index), glutathione reductase (GR) and glutathione peroxidase (GPx) in liver supernatants
María Francisca Molina-Jiménez et al.
Toxicology and applied pharmacology, 209(3), 214-225 (2005-05-21)
Mitochondrial complex I inhibitor rotenone induces apoptosis through enhancing mitochondrial reactive oxygen species production. Recently, it has been shown that fraxetin (coumarin) and myricetin (flavonoid) have significant neuroprotective effects against apoptosis induced by rotenone, increase the total glutathione levels in
Po-Lin Kuo et al.
Biological & pharmaceutical bulletin, 29(1), 119-124 (2006-01-06)
Fraxetin (7,8-dihydroxy-6-methoxy coumarin), a coumarin derivative, was investigated for its effects on differentiation of osteoblasts. By means of alkaline phosphatase (ALP) activity and osteocalcin ELISA assay, we have shown that fraxetin exhibits a significant induction of differentiation in two human
María Francisca Molina-Jiménez et al.
Brain research, 1009(1-2), 9-16 (2004-05-04)
Rotenone-induced apoptosis is considered to contribute to the etiology of Parkinson's disease (PD). We try to prevent the apoptosis induced by rotenone toxicity with 50 microM myricetin, 100 microM fraxetin and 100 microM N-acetylcysteine (NAC) that protect against reactive oxygen

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