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 =

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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}}

References