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
CAS Number	596-54-3  Y
PubChem CID	494627
ChemSpider	432954
UNII	P8CJL984MK
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 that has action on heart muscles in pigs.^{[ citation needed ]}

Chemistry

Derivatives

3-Hydroxyisovoacangine and 3-(2'-oxopropyl)isovoacangine are derivates of isovoacangine. ^[1]

Natural occurrence

It occurs naturally in many Tabernaemontana (milkwood) species such as Tabernaemontana pachysiphon and Tabernaemontana divaricata . ^{[2] [3]}

See also

• Voacangine
• Tabernanthine
• Ibogaline
• Vinervine

References

1. Danieli B, Palmisano G (January 1987). "Alkaloids from Tabernaemontana.". In Brossi A (ed.). The alkaloids: Chemistry and Pharmacology. Vol. 27. Academic Press. pp. 1–130 (82). ISBN   978-0-08-086551-5.
2. "Tabernaemontana undulata - Useful Tropical Plants". tropical.theferns.info.
3. 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.