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W515809

Sigma-Aldrich

7-Methoxycoumarin

≥98%

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Synonym(s):
Herniarin, Methyl umbelliferyl ether
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:
12164502
PubChem Substance ID:
24901917
NACRES:
NA.21

biological source

synthetic

Quality Level

300

assay

≥98%

mp

115-121 °C
117-121 °C (lit.)

application(s)

flavors and fragrances

documentation

see Safety & Documentation for available documents

food allergen

no known allergens

organoleptic

balsam

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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General description

7-Methoxycoumarin is one of the main volatile odorant found in key lime essential oil and tarragon leaves.

Disclaimer

For R&D or non-EU Food use. Not for retail sale.

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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Impact of estragole and other odorants on the flavour of anise and tarragon
Zeller A and Rychlik M
Flavour and Fragrance Journal, 22(2), 105-113 (2007)
Characterization of aroma volatiles in key lime essential oils (Citrus aurantifolia Swingle).
Chisholm MG, et al.
Flavour and Fragrance Journal, 18(2), 106-115 (2003)
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
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
Prince Firdoos Iqbal et al.
European journal of medicinal chemistry, 44(5), 2252-2259 (2008-08-05)
In continuation of our search for potential antiamoebic agents from folklore Indian medicinal plants, we found that the benzene and ethyl acetate extracts from the root bark of Adina cordifolia exhibited strong antiamoebic activity with IC(50) values of 2.92 and
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