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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)

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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
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
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)
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
Francesco Epifano et al.
Mini reviews in medicinal chemistry, 9(11), 1262-1271 (2009-11-26)
Neurodegenerative disorders are a heterogeneous group of diseases and are among the most invaliding syndromes for humans. The aim of this manuscript is to review what has been reported so far in the literature about coumarins as a novel class
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