Chemistry:Capillin

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Capillin
Capilline.png
Names
Preferred IUPAC name
1-Phenylhexa-2,4-diyn-1-one
Other names
Capillin
Identifiers
3D model (JSmol)
ChemSpider
UNII
Properties
C12H8O
Molar mass 168.195 g·mol−1
Melting point 82–83 °C
0.0177 mg/mL
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references
Tracking categories (test):

Capillin is a naturally occurring organic compound with the chemical formula C12H8O. The structure contains acetophenone and a polyyne (pentadiynyl) portion, conjugated together as an ynone.

Chemical taxonomy

Capillin is found in the essential oil of a number of Artemisia species, including Artemisia monosperma and Artemisia dracunculus (tarragon).[1] The substance was initially isolated from Artemisia capillaris in 1956.[2]

Applications

Capillin is a biologically active substance. It has strong antifungal activity, and it is possibly antitumoral. Capillin exhibits cytotoxic activity and could cause apoptosis of certain human tumor cells.[3]

References

  1. Wishart, David S.; Djombou Feunang, Yannick; Marcu, Ana; Guo, An Chi; Liang, Kevin; Vázquez Fresno, Rosa; Sajed, Tanvir; Johnson, Daniel et al.. "Showing metabocard for Capillin (HMDB32867)". http://www.hmdb.ca/metabolites/HMDB32867. 
  2. Nash, B. W.; Thomas, D. A.; Warburton, W. K.; Williams, Thelma D. (1965). "535. The preparation of capillin and some related compounds, and of some substituted pent-4-en-2-yn-1-ones". J. Chem. Soc.: 2983–2988. doi:10.1039/JR9650002983. 
  3. "Effects of the polyacetylene capillin on human tumour cell lines". Anticancer Research 24 (4): 2281–6. 2004. PMID 15330173.