Citropten

Citropten
Names
	Preferred IUPAC name 5,7-Dimethoxy-2H-1-benzopyran-2-one
	Other names 5,7-Dimethoxy-2H-chromen-2-one; 5,7-Dimethoxycoumarin; Citroptene; Citraptene; Limettin; Limetin
Identifiers
CAS Number	487-06-9 ;
3D model (JSmol)	Interactive image;
ChemSpider	2673;
ECHA InfoCard	100.006.952
PubChem CID	2775;
UNII	JWE1QQ247N ;
CompTox Dashboard (EPA)	DTXSID1041421 ;
	InChI InChI=1S/C11H10O4/c1-13-7-5-9(14-2)8-3-4-11(12)15-10(8)6-7/h3-6H,1-2H3 Key: NXJCRELRQHZBQA-UHFFFAOYSA-N; InChI=1/C11H10O4/c1-13-7-5-9(14-2)8-3-4-11(12)15-10(8)6-7/h3-6H,1-2H3 Key: NXJCRELRQHZBQA-UHFFFAOYAC;
	SMILES O=C/2Oc1cc(OC)cc(OC)c1\C=C\2;
Properties
Chemical formula	C11H10O4
Molar mass	206.197 g·mol−1
Melting point	146 to 149 °C (295 to 300 °F; 419 to 422 K)
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa). Infobox references

Citropten is a natural organic compound with the molecular formula C₁₁H₁₀O₄.^[2] It is found in the essential oils of citrus such as lime, lemon, and bergamot.^[3]^[4]^[5]^[6]

Properties[edit]

The precise chemical structure of citropten can vary slightly depending on the source material. Studies suggest it possesses several potential properties:

Antimicrobial activity – Citropten may exhibit antibacterial and antifungal properties.^[7] This characteristic could be relevant for applications in disinfectants or preservatives.

Anti-inflammatory and antioxidant effects – Emerging research indicates citropten might have anti-inflammatory and antioxidant capabilities.^[8] These properties could hold promise for various health applications.

The pleasant aroma of citropten makes it a valuable component in the fragrance industry, used in perfumes and cosmetics.^[9] Its potential antimicrobial properties are also prompting exploration for use in medicine and pharmaceuticals.

References[edit]

^ "5,7-Dimethoxycoumarin". Sigma-Aldrich.
^ Chouchi, D.; Barth, D. (1994-06-24). "Rapid identification of some coumarin derivatives in deterpenated citrus peel oil by gas chromatography". Journal of Chromatography. A. 672 (1–2): 177–183. doi:10.1016/0021-9673(94)80606-3. ISSN 0021-9673. PMID 8069393.
^ "Citropten". Merriam-Webster.
^ Makki, S.; Treffel, P.; Humbert, P.; Agache, P. (1991). "High-performance liquid chromatographic determination of citropten and bergapten in suction blister fluid after solar product application in humans". Journal of Chromatography B. 563 (2): 407–13. doi:10.1016/0378-4347(91)80049-I. PMID 2056004.
^ "5 Citrus Bergamot Benefits". Institute of botany. April 1, 2014. Retrieved 2024-04-04.
^ "5,7-Dimethoxycoumarin". pubchem.ncbi.nlm.nih.gov. Retrieved 2024-04-04.
^ "Buy Citropten | 487-06-9". Smolecule. Retrieved 2024-04-04.
^ "Effects of citropten bergamottin and bergapten on IL-8 mRNA accumulation". researchgate.net. Retrieved 2024-04-04.
^ Bettero, A.; Benassi, C.A. (1983-01-01). "Determination of bergapten and citropten in perfumes and suntan cosmetics by high-performance liquid chromatography and fluorescence". Journal of Chromatography A. 280: 167–171. doi:10.1016/s0021-9673(00)91554-1. ISSN 0021-9673.

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[1] "5,7-Dimethoxycoumarin". Sigma-Aldrich.

[2] Chouchi, D.; Barth, D. (1994-06-24). "Rapid identification of some coumarin derivatives in deterpenated citrus peel oil by gas chromatography". Journal of Chromatography. A. 672 (1–2): 177–183. doi:10.1016/0021-9673(94)80606-3. ISSN 0021-9673. PMID 8069393.

[3] "Citropten". Merriam-Webster.

[4] Makki, S.; Treffel, P.; Humbert, P.; Agache, P. (1991). "High-performance liquid chromatographic determination of citropten and bergapten in suction blister fluid after solar product application in humans". Journal of Chromatography B. 563 (2): 407–13. doi:10.1016/0378-4347(91)80049-I. PMID 2056004.

[5] "5 Citrus Bergamot Benefits". Institute of botany. April 1, 2014. Retrieved 2024-04-04.

[6] "5,7-Dimethoxycoumarin". pubchem.ncbi.nlm.nih.gov. Retrieved 2024-04-04.

[7] "Buy Citropten | 487-06-9". Smolecule. Retrieved 2024-04-04.

[8] "Effects of citropten bergamottin and bergapten on IL-8 mRNA accumulation". researchgate.net. Retrieved 2024-04-04.

[9] Bettero, A.; Benassi, C.A. (1983-01-01). "Determination of bergapten and citropten in perfumes and suntan cosmetics by high-performance liquid chromatography and fluorescence". Journal of Chromatography A. 280: 167–171. doi:10.1016/s0021-9673(00)91554-1. ISSN 0021-9673.

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