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64951

Sigma-Aldrich

7-Methoxycoumarin

suitable for fluorescence, ≥98.0% (TLC)

Synonym(s):

Herniarin, Methyl umbelliferyl ether

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About This Item

Empirical Formula (Hill Notation):
C10H8O3
CAS Number:
531-59-9
Molecular Weight:
176.17
Beilstein/REAXYS Number:
141728
EC Number:
208-513-3
MDL number:
MFCD00006876
UNSPSC Code:
85151701
PubChem Substance ID:
57651999
NACRES:
NA.32

Quality Level

100

assay

≥98.0% (TLC)

form

solid

mp

117-121 °C (lit.)

solubility

DMF: soluble
acetonitrile: soluble
alcohols: soluble
chloroform: soluble

fluorescence

λex 350 nm; λem 385 nm (Reaction product)
λex 350 nm; λem 385 nm in chloroform

suitability

suitable for fluorescence

SMILES string

COc1ccc2C=CC(=O)Oc2c1

InChI

1S/C10H8O3/c1-12-8-4-2-7-3-5-10(11)13-9(7)6-8/h2-6H,1H3

InChI key

LIIALPBMIOVAHH-UHFFFAOYSA-N

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Application

7-Methoxycoumarin (Herniarin) is used to study antioxidant and hepatoprotective properties and its activity as an allergen. 7-Methoxycoumarin may be used as a reference material in the purification, separation and analysis of coumarin compounds.

Storage Class

11 - Combustible Solids

wgk_germany

WGK 2

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)

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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Sandesh Sancheti et al.
Drug and chemical toxicology, 36(1), 42-47 (2012-11-07)
The available conventional remedies for the treatment of drug-induced liver diseases are highly inadequate and possess serious adverse effects; therefore, the development of new, effective drugs is considered necessary. This article explores the hepatoprotective and antioxidant potential of 7-methylcoumarin (MC)
W Legrum et al.
The Journal of pharmacology and experimental therapeutics, 221(3), 790-794 (1982-06-01)
Pretreatment of rats with cobaltous chloride has been shown previously to reduce the content of cytochrome P-450 in the hepatic microsomal protein. This is accompanied by a corresponding decrease in substrate oxidation, e.g. ethyl morphine demethylation, in vitro. The present
Chao-Mei Ma et al.
Phytochemical analysis : PCA, 18(1), 42-49 (2007-01-31)
A simple HPLC-PAD-MS method was established to quantitatively analyse two spiroether isomers (cis-en-yn-dicycloether and trans-en-yn-dicycloether) and the main coumarin, herniarin, in chamomile herbs, simultaneously. By using this method, the contents of these three compounds in the flowers of two chamomile
P Paterson et al.
Xenobiotica; the fate of foreign compounds in biological systems, 14(11), 849-859 (1984-11-01)
Pretreatment of rats with phenobarbitone increased hepatic microsomal 7-methoxy-and 7-ethoxy-coumarin O-dealkylase activities. Pretreatment with beta-naphthoflavone increased only the 7-ethoxycoumarin O-dealkylase activity. The addition of metyrapone in vitro inhibited the O-dealkylations to different extents. Similar results were obtained with diphenyloxazole and
Adriana Eliasová et al.
Zeitschrift fur Naturforschung. C, Journal of biosciences, 59(7-8), 543-548 (2005-04-09)
The responses of young plants of diploid and tetraploid Matricaria chamomilla cultivars to abiotic stress were studied. The course of quantitative changes of main leaf secondary metabolites was evaluated within an interval from 6 h before to 54 h after
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