Guineesine information

Guineesine
	Chemical structure of guineesine
Clinical data
Other names	Guineensine; UNII-7DK8DMU9JX
Identifiers
	IUPAC name (2E,4E,12E)-13-(1,3-benzodioxol-5-yl)-N-(2-methylpropyl)trideca-2,4,12-trienamide;
CAS Number	55038-30-7;
PubChem CID	6442405;
ChemSpider	4946489;
UNII	7DK8DMU9JX;
ChEBI	CHEBI:181825;
ChEMBL	ChEMBL404184;
CompTox Dashboard (EPA)	DTXSID801336042 ;
Chemical and physical data
Formula	C24H33NO3
Molar mass	383.532 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CC(C)CNC(=O)/C=C/C=C/CCCCCC/C=C/C1=CC2=C(C=C1)OCO2;
	InChI InChI=1S/C24H33NO3/c1-20(2)18-25-24(26)14-12-10-8-6-4-3-5-7-9-11-13-21-15-16-22-23(17-21)28-19-27-22/h8,10-17,20H,3-7,9,18-19H2,1-2H3,(H,25,26)/b10-8+,13-11+,14-12+; Key:FPMPOFBEYSSYDQ-AUVZEZIHSA-N;

Guineesine (or guineensine) is a compound isolated from long pepper (Piper longum)^[1] and black pepper (Piper nigrum).^[2]

It was first isolated, studied and named from Piper guineense.^[3]^[4]

^ Liu W, Jiang Z, Chen J, Zhang X, Ma Y (May 2009). "荜茇三氯甲烷部位化学成分研究" [Chemical constituents from air-dried Piper longum]. Zhongguo Zhong Yao Za Zhi = Zhongguo Zhongyao Zazhi = China Journal of Chinese Materia Medica (in Chinese). 34 (9): 1101–3. PMID 19685743.
^ Park IK (2011). "Insecticidal activity of isobutylamides derived from Piper nigrum against adult of two mosquito species, Culex pipiens pallens and Aedes aegypti". Natural Product Research. 26 (22): 2129–31. doi:10.1080/14786419.2011.628178. PMID 22010905. S2CID 34316867.
^ OKOGUN, J.I. and Ekong, D.E.U. 1974 Extracts from the Fruits of the Piper guineense. Schum and Thonn. J. Chem. Soc. Perkin Transactions I, 1974, 2195-2198.
^ Okwute, S.K. OKOGUN, J.I. and Okorie, D.A. 1984 Revised Structure and Synthesis of Piperolein acids; Guineensine and Wisanine from Piper guineense, TETRAHEDRON, 40, 2541-2545.

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