Capillin
{{Chembox
| ImageFile = Capilline.png
| ImageSize = 200px
| ImageAlt =
| PIN = 1-Phenylhexa-2,4-diyn-1-one
| OtherNames = Capillin
| Section1 = {{Chembox Identifiers
| CASNo = 495-74-9
| CASNo_Ref = {{cascite|correct|CAS}}
| UNII_Ref = {{fdacite|correct|FDA}}
| UNII = 9JXZ3SJG0I
| PubChem = 10321
| ChemSpiderID = 9899
| EINECS =
| SMILES = CC#CC#CC(=O)C1=CC=CC=C1
| StdInChI= 1S/C12H8O/c1-2-3-5-10-12(13)11-8-6-4-7-9-11/h4,6-9H,1H3
| StdInChIKey= RAZOKRUZEQERLH-UHFFFAOYSA-N
}}
| Section2 = {{Chembox Properties
| C=12|H=8|O=1
| Appearance =
| Density =
| Solubility = 0.0177 mg/mL
| MeltingPt = 82–83 °C
| BoilingPt =
| VaporPressure =
}}
| Section3 = {{Chembox Hazards
| MainHazards =
| FlashPt =
| AutoignitionPt =
}}
}}
Capillin is a naturally occurring organic compound with the chemical formula {{chem|C|12|H|8|O}}. 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).{{cite HMDB|author1-link=David S. Wishart |title=Showing metabocard for Capillin (HMDB32867) |url=http://www.hmdb.ca/metabolites/HMDB32867}} The substance was initially isolated from Artemisia capillaris in 1956.{{cite journal|last1=Nash|first1=B. W.|last2=Thomas|first2=D. A.|last3=Warburton|first3=W. K.|last4=Williams|first4=Thelma D.|title=535. The preparation of capillin and some related compounds, and of some substituted pent-4-en-2-yn-1-ones|journal=J. Chem. Soc.|date=1965|pages=2983–2988|doi=10.1039/JR9650002983}}
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.{{cite journal |vauthors = Whelan LC, Ryan MF |title = Effects of the polyacetylene capillin on human tumour cell lines |journal = Anticancer Research |volume = 24 |issue = 4 |pages = 2281–6 |year = 2004 |pmid = 15330173}}