 | |
| Names | |
|---|---|
| IUPAC name Methyl 3,4-didehydroibogamine-18-carboxylate | |
| Systematic IUPAC name Methyl (6R,6aR,9S)-7-ethyl-9,10,12,13-tetrahydro-5H-6,9-methanopyrido[1′,2′:1,2]azepino[4,5-b]indole-6(6aH)-carboxylate | |
| Identifiers | |
3D model (JSmol) | |
| ChEBI | |
| ChemSpider | |
| ECHA InfoCard | 100.017.806 |
| UNII | |
| |
| |
| Properties | |
| C21H24N2O2 | |
| Molar mass | 336.435 g·mol−1 |
Except where otherwise noted, data are given for materials in theirstandard state (at 25 °C [77 °F], 100 kPa). | |
Catharanthine is a terpene indole alkaloid produced by the medicinal plantCatharanthus roseus andTabernaemontana divaricata. Catharanthine is derived fromstrictosidine, but the exact mechanism by which this happens is currently unknown. Catharanthine is one of the two precursors that formvinblastine, the other beingvindoline.
(+)-Catharanthine competitively inhibits α9α10nAChRs with potencies higher than that atα3β4 andα4β2 nAChRs and directly blocksCaV2.2.[1] Catharanthine alkaloids are non competitive antagonist of muscle typenAChRs and this is thought to be the case due to presence of catharanthine moiety in those compounds.[2] Inin vitro study, it increased the levels ofcAMP by inhibiting cAMP phosphodiesterase in brain.[3] It is a potent inhibitor of TRPM8, similar to BCTC.[4] Structural analysis of catharanthine shows activity onTRPM8,TRPA1, andbutyrylcholinesterase.[5]
