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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:
574-84-5
Molecular Weight:
208.17
EC Number:
209-376-2
MDL number:
MFCD00006873
UNSPSC Code:
12162002
PubChem Substance ID:
24855272
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
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

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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María Isabel Sánchez-Reus et al.
Neuroscience research, 53(1), 48-56 (2005-07-06)
Fraxetin belongs to an extensive group of natural phenolic anti-oxidants. In the present study, using a human neuroblastoma SH-SY5Y cells, we have investigated the protective effects of this compound on modifications in endogenous reduced glutathione (GSH), intracellular oxygen species (ROS)
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
Po-Lin Kuo et al.
International immunopharmacology, 6(7), 1167-1175 (2006-05-23)
The survival of osteoblast cells is one of the determinants of the development of osteoporosis in patients with inflamed synovium, such as in rheumatoid arthritis (RA). By means of alkaline phosphatase (ALP) activity and osteocalcin ELISA assay, we have shown
M Francisca Molina-Jimenez et al.
European journal of pharmacology, 472(1-2), 81-87 (2003-07-16)
The purpose of this study was to investigate the potential neuroprotective effects of myricetin (flavonoid) and fraxetin (coumarin) on rotenone-induced apoptosis in SH-SY5Y cells, and the possible signal pathway involved in a neuronal cell model of Parkinson's disease. These two
B Fernandez-Puntero et al.
Biological & pharmaceutical bulletin, 24(7), 777-784 (2001-07-18)
The aim of this paper was to study the influence of Fraxetin (7,8-dihydroxy-6-methoxv coumarin) treatment in a Drosophila melanogaster experimental model, analyzing several parameters in normal situations and instances of induced oxidative stress. Fraxetin treatment was introduced at different ages.
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