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Safety Information

116238

Sigma-Aldrich

5,7-Dimethoxycoumarin

98%

Synonym(s):

Citropten, Limettin

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About This Item

Empirical Formula (Hill Notation):
C11H10O4
CAS Number:
487-06-9
Molecular Weight:
206.19
EC Number:
207-646-4
MDL number:
MFCD00006870
UNSPSC Code:
12352100
PubChem Substance ID:
24847274
NACRES:
NA.22

Quality Level

100

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
GHS07

Signal Word

Warning

Hazard Statements

H302

Precautionary Statements

P264 - P270 - P301 + P312 - P501

Hazard Classifications

Acute Tox. 4 Oral

Storage Class Code

11 - Combustible Solids

WGK

WGK 3

Flash Point(F)

Not applicable

Flash Point(C)

Not applicable

Personal Protective Equipment

dust mask type N95 (US), Eyeshields, Gloves

Regulatory Listings

Regulatory Listings are mainly provided for chemical products. Only limited information can be provided here for non-chemical products. No entry means none of the components are listed. It is the user’s obligation to ensure the safe and legal use of the product.

JAN Code

116238-VAR:
116238-1G:
116238-5G:
116238-BULK:

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Certificates of Analysis (COA)

Lot/Batch Number
MKCP3252
MKCG9709
MKBX1108V
MKBT7412V
MKBP9757V

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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).
Earl Grey tea intoxication.
Josef Finsterer
Lancet (London, England), 359(9316), 1484-1484 (2002-05-04)
Ewa Chodurek et al.
Cellular & molecular biology letters, 17(4), 616-632 (2012-09-25)
Malignant melanoma (melanoma malignum) is one of the most dangerous types of tumor. It is very difficult to cure. In recent years, a lot of attention has been given to chemoprevention. This method uses natural and synthetic compounds to interfere
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)
Tomonori Nakamura et al.
Journal of natural medicines, 63(1), 15-20 (2008-07-09)
We have investigated the structure-activity relationship between 63 natural oxycoumarin derivatives and their effects on the expression of inducible-nitric oxide synthase (iNOS) induced by lipopolysaccharide. The protein expression of iNOS was screened by Western blot analysis, and four 5,7-dimethoxycoumarins were
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Global Trade Item Number

SKUGTIN
116238-1G4061838704184

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