Isovoacangine

Isovoacangine
Identifiers
	IUPAC name methyl 17-ethyl-6-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate;
PubChem CID	494627;
ChemSpider	432954;
ChEMBL	ChEMBL360427;
Chemical and physical data
Formula	C22H28N2O3
Molar mass	368.477 g·mol−1
3D model (JSmol)	Interactive image;
	SMILES CCC1CC2CC3(C1N(C2)CCc4c3[nH]c5c4ccc(c5)OC)C(=O)OC;
	InChI InChI=1S/C22H28N2O3/c1-4-14-9-13-11-22(21(25)27-3)19-17(7-8-24(12-13)20(14)22)16-6-5-15(26-2)10-18(16)23-19/h5-6,10,13-14,20,23H,4,7-9,11-12H2,1-3H3; Key:FPUHKQMDWMVBRI-UHFFFAOYSA-N;

Isovoacangine is a naturally occurring substance related to voacangine. It showed negative chronotropic and negative inotropic activity.[1]

Chemistry

3-Hydroxyisovoacangine and 3-(2'-oxopropyl)isovoacangine are derivates of isovoacangine.[2]

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Danieli B, Palmisano G (January 1987). "Alkaloids from Tabernaemontana.". In Brossi A (ed.). The alkaloids: Chemistry and Pharmacology. 27. Academic Press. pp. 1–130 (82). ISBN 978-0-08-086551-5.
"Tabernaemontana undulata - Useful Tropical Plants". tropical.theferns.info.
Kam TS, Loh KY, Wei C (November 1993). "Conophylline and conophyllidine: new dimeric alkaloids from Tabernaemontana divaricata". Journal of Natural Products. 56 (11): 1865–71. doi:10.1021/np50101a001.

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