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W515809

Sigma-Aldrich

7-Methoxycoumarin

≥98%

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:
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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Related Categories

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)
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
Evy Paulsen et al.
Contact dermatitis, 62(6), 338-342 (2010-06-19)
Although German chamomile (Chamomilla recutita) is considered a weak sensitizer, recent studies have shown several possible non-sesquiterpene lactone allergens in tea (infusions) from the plant. The aim of this study was to report the results of patch testing with herniarin
Miroslav Repcák et al.
Plant cell reports, 28(7), 1137-1143 (2009-05-12)
Chamomile (Matricaria chamomilla) in the above-ground organs synthesizes and accumulates (Z)- and (E)-2-beta-D: -glucopyranosyloxy-4-methoxy cinnamic acids (GMCA), the precursors of phytoanticipin herniarin (7-methoxycoumarin). The diurnal rhythmicity of the sum of GMCA (maximum before daybreak) and herniarin (acrophase at 10 h
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