Voacristine

Voacristine is a indole alkaloid occurring in Voacanga and Tabernaemontana genus. It is also an iboga type alkaloid.^[1]

Voacristine

Clinical data
Other names	19(S)-Heyneanine
Identifiers
IUPAC name methyl (1S,15R,17S,18S)-17-[(1S)-1-hydroxyethyl]-7-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	545-84-6
PubChem CID	196982
ChemSpider	170602
ChEMBL	ChEMBL463317
CompTox Dashboard (EPA)	DTXSID40969687
Chemical and physical data
Formula	C22H28N2O4
Molar mass	384.476 g·mol−1
3D model (JSmol)	Interactive image
SMILES C[C@@H]([C@H]1C[C@@H]2C[C@@]3([C@H]1N(C2)CCC4=C3NC5=C4C=C(C=C5)OC)C(=O)OC)O
InChI InChI=1S/C22H28N2O4/c1-12(25)16-8-13-10-22(21(26)28-3)19-15(6-7-24(11-13)20(16)22)17-9-14(27-2)4-5-18(17)23-19/h4-5,9,12-13,16,20,23,25H,6-8,10-11H2,1-3H3/t12-,13+,16+,20-,22+/m0/s1 Key:OYMQKBZMKFJPMH-VJMPXSKLSA-N

Chemistry

Its structure is almost similar to voacangine, an alkaloid used in semi-synthesis of ibogaine. Compared to voacangine, it has an extra O-atom. When it is degraded, iboxygaine and ibogaine are formed.^[2]

Sources

Voacristine is found in multiple species of Tabernaemontana including Tabernaemontana divaricata,^[3] Tabernaemontana heyneana,^[4] Tabernaemontana ventricosa,^[5] and Voacanga africana.^[6]

See also

• Heyneanine
• Voacamine
• Vobasine