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Merck

116238

Sigma-Aldrich

5,7-Dimethoxycoumarin

98%

Sinónimos:

Citropten, Limettin

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About This Item

Fórmula empírica (notación de Hill):
C11H10O4
Número de CAS:
Peso molecular:
206.19
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22

assay

98%

form

solid

mp

146-149 °C (lit.)

functional group

ester

SMILES string

COc1cc(OC)c2C=CC(=O)Oc2c1

InChI

1S/C11H10O4/c1-13-7-5-9(14-2)8-3-4-11(12)15-10(8)6-7/h3-6H,1-2H3

InChI key

NXJCRELRQHZBQA-UHFFFAOYSA-N

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General description

5,7-dimethoxycoumarin is isolated and identified from leaves and fruits of Pelea anisata H. Mann, a plant whose fruit are used in the construction of mohikana leis. It induces frameshift mutagenesis in bacteria. It also causes lethal photosensitization and the formation of sister chromatid exchanges in Chinese hamster cells.

Biochem/physiol Actions

5,7-Dimethoxycoumarin induces the processes of differentiation and melanogenesis in murine (B16) and human (A375).

pictograms

Exclamation mark

signalword

Warning

hcodes

Hazard Classifications

Acute Tox. 4 Oral

Storage Class

11 - Combustible Solids

wgk_germany

WGK 3

flash_point_f

Not applicable

flash_point_c

Not applicable

ppe

Eyeshields, Gloves, type N95 (US)


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Daniela Alesiani et al.
International journal of oncology, 34(6), 1727-1735 (2009-05-09)
In this study, the processes of differentiation and melanogenesis induced by 5,7-dimethoxycoumarin in murine (B16) and human (A375) melanoma cells were investigated. Taking into account the previously demonstrated antiproliferative and differentiation activities of this compound, we examined Ras/Raf/Mek/Erk mitogen-activated protein
Takeshi Kinoshita et al.
Chemical & pharmaceutical bulletin, 50(1), 118-120 (2002-02-05)
A new C-8 prenylated 5,7-dimethoxycoumarin named omphamurrayin was isolated from the leaves of Murraya paniculata var. omphalocarpa, and its structure was established as 5,7-dimethoxy-8-(1-oxo-2-senecioyl-3-methyl-3-butenyl)-2H-1-benzopyran-2-one on the basis of the spectroscopic evidence. The taxonomic status of M. paniculata var. omphalocarpa is
S Makki et al.
Journal of chromatography, 563(2), 407-413 (1991-02-15)
Citropten (5,7-dimethoxycoumarin) and bergapten (5-methoxypsoralen) are present in bergamot oil which is used as a tanning cosmetic product. The aim of this study was to quantify, using high-performance liquid chromatography, the amount of citropten and bergapten in the skin after
V Jung et al.
Biochimica et biophysica acta, 740(1), 64-72 (1983-05-20)
The photobinding of 5,7-dimethoxycoumarin to isolated adenovirus-type 2 DNA has been investigated with respect to the influence of the ionic environment, and varying molar ratios of DNA(p): 5,7-dimethoxycoumarin. In particular, the ultraviolet radiation-induced covalent addition of 5,7-dimethoxycoumarin to adenovirus DNA
Isolation and characterization of the photoadducts of 5,7-dimethoxycoumarin and adenosine.
T H Cho et al.
Photochemistry and photobiology, 46(2), 305-309 (1987-08-01)

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