This product is currently synthesized. The source information for this product may be found on the lot specific Certificate of Origin. Please navigate to the ‘DOCUMENTATION’ section of the Product Detail Page to access a Certificate under the ‘Certificate of Origin’ tab: https://www.sigmaaldrich.com/product/aldrich/116238#product-documentation
116238
5,7-Dimethoxycoumarin
98%
Synonym(s):
Citropten, Limettin
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1 G
$125.00
About This Item
Empirical Formula (Hill Notation):
C11H10O4
CAS Number:
Molecular Weight:
206.19
EC Number:
MDL number:
UNSPSC Code:
12352100
PubChem Substance ID:
NACRES:
NA.22
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Quality Level
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[1]. It induces frameshift mutagenesis in bacteria. It also causes lethal photosensitization and the formation of sister chromatid exchanges in Chinese hamster cells[2].
Biochem/physiol Actions
5,7-Dimethoxycoumarin induces the processes of differentiation and melanogenesis in murine (B16) and human (A375)[3].
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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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Jinglan Han et al.
Zhongguo Zhong yao za zhi = Zhongguo zhongyao zazhi = China journal of Chinese materia medica, 34(17), 2200-2202 (2009-12-01)
To study the chemical constituents from Lobelia chinensis. The constituents were extracted with 95% EtOH, partitioned with different solvents, and isolated and purified by silica gel column chromatography and crystallization, their structures were elucidated by physico-chemical properties and spectroscopic data.
Earl Grey tea intoxication.
Josef Finsterer
Lancet (London, England), 359(9316), 1484-1484 (2002-05-04)
Daniela Alesiani et al.
International journal of oncology, 32(2), 425-434 (2008-01-19)
In the present study we investigated the antiproliferative activity of 5,7-dimethoxycoumarin on the murine B16 and human A375 melanoma cell lines. The inhibitory concentration 50 (IC50) was estimated for each cell line by preliminary assay of tetrazolium salt reduction (MTT).
E Gorgus et al.
Food and chemical toxicology : an international journal published for the British Industrial Biological Research Association, 48(1), 93-98 (2009-09-23)
Phototoxic and photo-genotoxic furocoumarins occur, e.g., in citrus species, parsnip, parsley, celery, and figs. They exhibit phototoxic and photo-genotoxic properties in combination with UV radiation, while less is known about the phototoxicity of the coumarin derivative limettin mainly found in
D Chouchi et al.
Journal of chromatography. A, 672(1-2), 177-183 (1994-06-24)
Generally on the gas chromatogram of a volatile essential oil, terpenes, oxygenated compounds and sesquiterpenes appear. With temperature programming, it was shown that some non-volatiles are present with the volatiles. They are simple coumarin (2H-1-benzopyran-2-one) derivatives such as citropten (5,7-dimethoxycoumarin)
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The question is about the product 5,7-dimethoxycoumarin (116238, CAS Number: 487-06-9). I need to know whether this product is a synthesized one or extracted from a plant.
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