Homolycorine

Homolycorine
Names
	IUPAC name (5aR,11bS,11cS)-9,10-Dimethoxy-1-methyl-2,3,5,5a,11b,11c-hexahydroisochromeno[3,4-g]indol-7-one
	Other names 9,10-Dimethoxy-1-methyllycorenan-7-one
Identifiers
CAS Number	477-20-3 ;
3D model (JSmol)	Interactive image;
ChEMBL	ChEMBL1221973 ;
ChemSpider	141017 ;
PubChem CID	160473;
CompTox Dashboard (EPA)	DTXSID80963902 ;
	InChI InChI=1S/C18H21NO4/c1-19-7-6-10-4-5-13-16(17(10)19)11-8-14(21-2)15(22-3)9-12(11)18(20)23-13/h4,8-9,13,16-17H,5-7H2,1-3H3/t13-,16-,17-/m1/s1 Key: WXZAKVLYZHWSNF-KBRIMQKVSA-N ;
	SMILES COc1cc2[C@@H]3[C@@H](CC=C4CCN(C)[C@@H]34)OC(=O)c2cc1OC;
Properties
Chemical formula	C18H21NO4
Molar mass	315.369 g·mol−1
	Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
	(what is ?)
	Infobox references

Homolycorine is one of a number of toxic alkaloids found in various Amaryllidaceae species such as daffodils (Narcissus).

Sources

Four new Amaryllidaceae alkaloids from Zephyranthes candida. Shitara N, Hirasawa Y, Hasumi S, Sasaki T, Matsumoto M, Wong CP, Kaneda T, Asakawa Y, Morita H (2014 Jul) Journal of natural medicines, 68(3):610-4
Acta Crystallographica
T. Kitagawa, W. I. Taylor, S. Uyeo and H. Yajima. The constitution of homolycorine and lycorenine J. Chem. Soc., 1955, 1066-1068 DOI: 10.1039/JR9550001066
Bastida, Jaume, Rodolfo Lavilla, and Francesc Viladomat. "CHEMICAL AND BIOLOGICAL ASPECTS OF Narcissus ALKALOIDS", in “The Alkaloids: Chemistry and Biology” (G. A. Cordell, ed.), Vol. 63 pp. 87-179 (2006). Elsevier Inc. Amsterdam. DOI: 10.1016/S1099-4831(06)63003-4

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