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Wikipedia

Capillin

Capillin is a naturally occurring organic compound with the chemical formula C
12
H
8
O
. The structure contains acetophenone and a polyyne (pentadiynyl) portion, conjugated together as an ynone.

Capillin
Names
Preferred IUPAC name
1-Phenylhexa-2,4-diyn-1-one
Other names
Capillin
Identifiers
  • 495-74-9 Y
3D model (JSmol)
  • Interactive image
ChemSpider
  • 9899
  • 10321
UNII
  • 9JXZ3SJG0I Y
  • DTXSID90197812
  • InChI=1S/C12H8O/c1-2-3-5-10-12(13)11-8-6-4-7-9-11/h4,6-9H,1H3
    Key: RAZOKRUZEQERLH-UHFFFAOYSA-N
  • CC#CC#CC(=O)C1=CC=CC=C1
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).

Chemical taxonomy edit

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 edit

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 edit

  1. ^ Wishart, David S.; Guo, An Chi; Oler, Eponine; Wang, Fel; Anjum, Afia; Peters, Harrison; Dizon, Raynard; Sayeeda, Zinat; Tian, Siyang; Lee, Brian L.; Berjanskii, Mark; Mah, Robert; Yamamoto, Mai; Jovel Castillo, Juan; Torres Calzada, Claudia; Hiebert Giesbrecht, Mickel; Lui, Vicki W.; Varshavi, Dorna; Varshavi, Dorsa; Allen, Dana; Arndt, David; Khetarpal, Nitya; Sivakumaran, Aadhavya; Harford, Karxena; Sanford, Selena; Yee, Kristen; Cao, Xuan; Budinsky, Zachary; Liigand, Jaanus; Zhang, Lun; Zheng, Jiamin; Mandal, Rupasri; Karu, Naama; Dambrova, Maija; Schiöth, Helgi B.; Gautam, Vasuk. "Showing metabocard for Capillin (HMDB32867)". Human Metabolome Database, HMDB. 5.0.
  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. ^ Whelan LC, Ryan MF (2004). "Effects of the polyacetylene capillin on human tumour cell lines". Anticancer Research. 24 (4): 2281–6. PMID 15330173.

capillin, naturally, occurring, organic, compound, with, chemical, formula, structure, contains, acetophenone, polyyne, pentadiynyl, portion, conjugated, together, ynone, names, preferred, iupac, name, phenylhexa, diyn, other, names, identifiers, number, model. Capillin is a naturally occurring organic compound with the chemical formula C12 H8 O The structure contains acetophenone and a polyyne pentadiynyl portion conjugated together as an ynone Capillin Names Preferred IUPAC name 1 Phenylhexa 2 4 diyn 1 one Other names Capillin Identifiers CAS Number 495 74 9 Y 3D model JSmol Interactive image ChemSpider 9899 PubChem CID 10321 UNII 9JXZ3SJG0I Y CompTox Dashboard EPA DTXSID90197812 InChI InChI 1S C12H8O c1 2 3 5 10 12 13 11 8 6 4 7 9 11 h4 6 9H 1H3Key RAZOKRUZEQERLH UHFFFAOYSA N SMILES CC CC CC O C1 CC CC C1 Properties Chemical formula C 12H 8O Molar mass 168 195 g mol 1 Melting point 82 83 C Solubility in water 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 referencesChemical taxonomy editCapillin 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 editCapillin 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 edit Wishart David S Guo An Chi Oler Eponine Wang Fel Anjum Afia Peters Harrison Dizon Raynard Sayeeda Zinat Tian Siyang Lee Brian L Berjanskii Mark Mah Robert Yamamoto Mai Jovel Castillo Juan Torres Calzada Claudia Hiebert Giesbrecht Mickel Lui Vicki W Varshavi Dorna Varshavi Dorsa Allen Dana Arndt David Khetarpal Nitya Sivakumaran Aadhavya Harford Karxena Sanford Selena Yee Kristen Cao Xuan Budinsky Zachary Liigand Jaanus Zhang Lun Zheng Jiamin Mandal Rupasri Karu Naama Dambrova Maija Schioth Helgi B Gautam Vasuk Showing metabocard for Capillin HMDB32867 Human Metabolome Database HMDB 5 0 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 Whelan LC Ryan MF 2004 Effects of the polyacetylene capillin on human tumour cell lines Anticancer Research 24 4 2281 6 PMID 15330173 Retrieved from https en wikipedia org w index php title Capillin amp oldid 1181195994, wikipedia, wiki, book, books, library,

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