citropten

{{Chembox

| ImageFile = Citropten.svg

| ImageSize = 200px

| PIN = 5,7-Dimethoxy-2H-1-benzopyran-2-one

| OtherNames = 5,7-Dimethoxy-2H-chromen-2-one
5,7-Dimethoxycoumarin
Citroptene
Citraptene
Limettin
Limetin

|Section1={{Chembox Identifiers

| CASNo = 487-06-9

| CASNo_Ref = {{cascite|correct|CAS}}

| UNII_Ref = {{fdacite|correct|FDA}}

| UNII = JWE1QQ247N

| PubChem = 2775

| ChemSpiderID = 2673

| SMILES = O=C/2Oc1cc(OC)cc(OC)c1\C=C\2

| InChI = 1/C11H10O4/c1-13-7-5-9(14-2)8-3-4-11(12)15-10(8)6-7/h3-6H,1-2H3

| InChIKey = NXJCRELRQHZBQA-UHFFFAOYAC

| StdInChI = 1S/C11H10O4/c1-13-7-5-9(14-2)8-3-4-11(12)15-10(8)6-7/h3-6H,1-2H3

| StdInChIKey = NXJCRELRQHZBQA-UHFFFAOYSA-N

}}

|Section2={{Chembox Properties

| C=11|H=10|O=4

| Appearance =

| Density =

| MeltingPtC = 146 to 149

| MeltingPt_ref = {{Cite web | url = http://www.sigmaaldrich.com/catalog/product/aldrich/116238?lang=en | publisher = Sigma-Aldrich | title = 5,7-Dimethoxycoumarin}}

| BoilingPt =

| Solubility =

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|Section3={{Chembox Hazards

| MainHazards =

| FlashPt =

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Citropten is a natural organic compound with the molecular formula C11H10O4.{{Cite journal |last1=Chouchi |first1=D. |last2=Barth |first2=D. |date=1994-06-24 |title=Rapid identification of some coumarin derivatives in deterpenated citrus peel oil by gas chromatography |url=https://pubmed.ncbi.nlm.nih.gov/8069393/ |journal=Journal of Chromatography A |volume=672 |issue=1–2 |pages=177–183 |doi=10.1016/0021-9673(94)80606-3 |issn=0021-9673 |pmid=8069393}} It is found in the essential oils of citrus such as lime, lemon, and bergamot.{{cite web | url = http://www.merriam-webster.com/dictionary/citropten | publisher = Merriam-Webster | title = Citropten}}{{Cite journal | doi = 10.1016/0378-4347(91)80049-I | title = High-performance liquid chromatographic determination of citropten and bergapten in suction blister fluid after solar product application in humans | year = 1991 | last1 = Makki | first1 = S. | last2 = Treffel | first2 = P. | last3 = Humbert | first3 = P. | last4 = Agache | first4 = P. | journal = Journal of Chromatography B | volume = 563 | issue = 2 | pages = 407–13| pmid = 2056004 }}{{Cite web |date=April 1, 2014 |title=5 Citrus Bergamot Benefits |url=https://botanicalinstitute.org/citrus-bergamot/ |access-date=2024-04-04 |website=Institute of botany}}{{Cite web |last= |title=5,7-Dimethoxycoumarin |url=https://pubchem.ncbi.nlm.nih.gov/compound/2775 |access-date=2024-04-04 |website=pubchem.ncbi.nlm.nih.gov |language=en}}

Properties

Studies suggest it possesses several potential properties:

  • Antimicrobial activity – Citropten may exhibit antibacterial and antifungal properties.{{Cite web |title=Buy Citropten {{!}} 487-06-9 |url=https://www.smolecule.com/products/s560700 |access-date=2024-04-04 |website=Smolecule |language=en}}{{bsn|date=April 2024}} 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.{{Cite web |title=Effects of citropten bergamottin and bergapten on IL-8 mRNA accumulation |url=https://www.researchgate.net/figure/Effects-of-citropten-bergamottin-and-bergapten-on-IL-8-mRNA-accumulation_fig5_51054202 |access-date=2024-04-04 |website=researchgate.net}} 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.{{Cite journal |last1=Bettero |first1=A. |last2=Benassi |first2=C.A. |date=1983-01-01 |title=Determination of bergapten and citropten in perfumes and suntan cosmetics by high-performance liquid chromatography and fluorescence |url=https://doi.org/10.1016/S0021-9673(00)91554-1 |journal=Journal of Chromatography A |volume=280 |pages=167–171 |doi=10.1016/s0021-9673(00)91554-1 |issn=0021-9673|url-access=subscription }} Its potential antimicrobial properties are also prompting exploration for use in medicine and pharmaceuticals.

References