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Citropten

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(Redirected from Limettin)
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
3D model (JSmol)
ChemSpider
ECHA InfoCard 100.006.952 Edit this at Wikidata
PubChem CID
UNII
CompTox Dashboard (EPA)
InChI
  • InChI=1S/C11H10O4/c1-13-7-5-9(14-2)8-3-4-11(12)15-10(8)6-7/h3-6H,1-2H3Key: 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,1-2H3Key: NXJCRELRQHZBQA-UHFFFAOYAC
SMILES
  • O=C/2Oc1cc(OC)cc(OC)c1\C=C\2
Properties
Chemical formula C11H10O4
Molar mass 206.197 g·mol
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 , 100 kPa). Infobox references
Chemical compound

Citropten is a natural organic compound with the molecular formula C11H10O4. It is found in the essential oils of citrus such as lime, lemon, and bergamot.

Properties

Studies suggest it possesses several potential properties:

  • Antimicrobial activity – Citropten may exhibit antibacterial and antifungal properties. 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. 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. 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.
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