5,7-dimethoxycoumarin
2H-1-benzopyran-2-one, 5, 7-dimethoxy-
Identification
| Name | 5,7-dimethoxycoumarin |
| IUPAC | 5,7-dimethoxychromen-2-one |
| CAS Number | 487-06-9 |
| EINECS | 207-646-4 |
| FDA UNII | JWE1QQ247N |
| Molecular Formula | C11 H10 O4 |
| Molecular Weight | 206.19750000 |
| MDL Number | MFCD00006870 |
| Nikkaji Number | J6.016J |
| Beilstein | 0187066 |
Regulatory
Physical Properties
| Appearance | colorless crystals (est) |
| Assay | 95.00 to 100.00 |
| Food Chemicals Codex Listed | No |
| Melting Point | 146.00 to 147.00 °C. @ 760.00 mm Hg |
| Boiling Point | 388.14 °C. @ 760.00 mm Hg (est) |
| Flash Point | 349.00 °F. TCC ( 176.30 °C. ) (est) |
| logP (o/w) | 1.891 (est) |
| Soluble in | alcohol |
| Insoluble in | water |
No sensory data available
Safety Information
| Preferred SDS | View |
| Oral/Parenteral Toxicity | Not determined |
| Dermal Toxicity | Not determined |
| Inhalation Toxicity | Not determined |
GHS Classification
['GHS Classification in accordance with 29 CFR 1910 (OSHA HCS)', 'GHS Label elements, including precautionary statements']
Safety in Use
| Category | natural substances and extractives |
| Recommendation for 5,7-dimethoxycoumarin usage levels up to | not for fragrance use. |
| Recommendation for 5,7-dimethoxycoumarin flavor usage levels up to | not for flavor use. |
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Potential Uses
Natural Occurrence
Synonyms
2H-1-
benzopyran-2-one, 5, 7-dimethoxy-
citraptene
citropten
citroptene
coumarin, 5,7-dimethoxy-
5,7-
dimethoxy-2-benzopyrone
5,7-
dimethoxy-2H-1-benzopyran-2-one
5,7-
dimethoxy-2H-chromen-2-one
5,7-
dimethoxy-chromen-2-one
5,7-
dimethoxy-coumarin
5,7-
dimethoxychromen-2-one
limetin
limettin
PubMed:
Coumarins from Edgeworthia chrysantha.
PubMed:
Analysis of Fluorescence Quenching of Coumarin Derivatives by 4-Hydroxy-TEMPO in Aqueous Solution.
PubMed:
Simultaneous determination of 12 coumarins in bamboo leaves by HPLC.
PubMed:
5-Geranyloxy-7-methoxycoumarin inhibits colon cancer (SW480) cells growth by inducing apoptosis.
PubMed:
Evaluation of melanogenesis in A-375 melanoma cells treated with 5,7-dimethoxycoumarin and valproic acid.
PubMed:
Chemical composition of hexane extract of Citrus aurantifolia and anti-Mycobacterium tuberculosis activity of some of its constituents.
PubMed:
Synthesis and cytotoxic activity of non-naturally substituted 4-oxycoumarin derivatives.
PubMed:
Toddaculin, a natural coumarin from Toddalia asiatica, induces differentiation and apoptosis in U-937 leukemic cells.
PubMed:
Synthesis of (±)-8-deisopropyladunctin B.
PubMed:
In vitro photo-induced cytotoxic activity of Citrus bergamia and C. medica L. cv. Diamante peel essential oils and identified active coumarins.
PubMed:
New geranyloxycoumarins from Toddalia asiatica.
PubMed:
[Chemical constituents of Lobelia chinensis].
PubMed:
Limettin and furocoumarins in beverages containing citrus juices or extracts.
PubMed:
Relative photomutagenicity of furocoumarins and limettin in the hypoxanthine phosphoribosyl transferase assay in V79 cells.
PubMed:
Inhibition of Mek 1/2 kinase activity and stimulation of melanogenesis by 5,7-dimethoxycoumarin treatment of melanoma cells.
PubMed:
Characterization of Phaseolus vulgaris L. landraces cultivated in central Italy.
PubMed:
New constituents of Artemisia monosperma Del.
PubMed:
The structure-activity relationship between oxycoumarin derivatives showing inhibitory effects on iNOS in mouse macrophage RAW264.7 cells.
PubMed:
Cell cycle arrest and differentiation induction by 5,7-dimethoxycoumarin in melanoma cell lines.
PubMed:
Simultaneous determination of urinary metabolites of methoxypsoralens in human and Umbelliferae medicines by high-performance liquid chromatography.
PubMed:
Toxic effects of lemon peel constituents on Ceratitis capitata.
PubMed:
Degradation of flavonoid aglycones by rabbit, rat and human fecal flora.
PubMed:
Earl Grey tea intoxication.
PubMed:
Isolation and structure elucidation of a new prenylcoumarin from Murraya paniculata var. omphalocarpa (Rutaceae).
PubMed:
Coumarin-related compounds as plant growth inhibitors from two rutaceous plants in Thailand.
PubMed:
Isolation And Structure Elucidation Of 5,7-disubstituted Simple Coumarins In The Fruits Of Heracleum Mantegazzianum.
PubMed:
Antibacterial activity of extracts and constituents of Pelargonium sidoides and Pelargonium reniforme.
PubMed:
Synthesis of toddacoumaquinone, a coumarin-naphthoquinone dimer, and its antiviral activities.
PubMed:
Rapid identification of some coumarin derivatives in deterpenated citrus peel oil by gas chromatography.
PubMed:
Effect of occlusion on in vitro percutaneous absorption of two compounds with different physicochemical properties.
PubMed:
[Studies on the chemical constituents of Rutaceae++ plants. LXVI. The chemical constituents of Toddalia asiatica (L.) Lam. (T. aculeata Pers.). (1). Chemical constituents of the root bark].
PubMed:
High-performance liquid chromatographic determination of citropten and bergapten in suction blister fluid after solar product application in humans.
PubMed:
Citropten and bergapten suction blister fluid concentrations after solar product application in man.
PubMed:
Isolation and characterization of the photoadducts of 5,7-dimethoxycoumarin and adenosine.
PubMed:
Identification of psoralen, 8-methoxypsoralen, isopimpinellin, and 5,7-dimethoxycoumarin in Pelea anisata H. Mann.
PubMed:
The photobinding of 5,7-dimethoxycoumarin to adenovirus type-2 DNA. A method for in vitro mutagenesis.
PubMed:
Photobiological activity of 5,7-dimethoxycoumarin.
PubMed:
A pulse radiolysis study of the complexing of furocoumarins with DNA and proteins.
PubMed:
Photobinding of 8-methoxypsoralen and 5,7-dimethoxycoumarin to DNA and its effect on template activity.