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  Y
3D model (JSmol)	Interactive image
ChemSpider	2673
ECHA InfoCard	100.006.952
PubChem CID	2775
UNII	JWE1QQ247N  Y
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) [1]
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

Studies suggest it possesses several potential properties:

• Antimicrobial activity – Citropten may exhibit antibacterial and antifungal properties. ^{[7] [ better source needed ]} 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

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.