Voacangine

Voacangine

Names
IUPAC name 12-Methoxyibogamine-18-carboxylic acid, methyl ester
Systematic IUPAC name Methyl 17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18] nonadeca-2(10),4,6,8-tetraene-1-carboxylate
Other names Methyl 12-methoxyibogamine-18-carboxylate
Identifiers
CAS Number	510-22-5 Y
3D model (Jmol)	Interactive image
ChEBI	CHEBI:407575 N
ChEMBL	ChEMBL182120 N
ChemSpider	8537141 N
ECHA InfoCard	100.214.137
MeSH	Voacangine
PubChem	73255
InChI InChI=1S/C22H28N2O3/c1-4-14-9-13-11-22(21(25)27-3)19-16(7-8-24(12-13)20(14)22)17-10-15(26-2)5-6-18(17)23-19/h5-6,10,13-14,20,23H,4,7-9,11-12H2,1-3H3/t13-,14+,20+,22-/m1/s1 N Key: MMAYTCMMKJYIAM-PHKAQXKASA-N N
SMILES O=C(OC)[C@@]43c2nc1ccc(OC)cc1c2CCN5[C@H]3[C@H](C[C@H](C4)C5)CC
Properties
Chemical formula	C22H28N2O3
Molar mass	368.48 g·mol−1
Melting point	136 to 137 °C (277 to 279 °F; 409 to 410 K)
log P	3.748
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
N  (what is YN ?)
Infobox references

Voacangine (12-methoxyibogamine-18-carboxylic acid methyl ester) is an alkaloid found predominantly in the rootbark of the Voacanga africana tree, as well as in other plants such as Tabernanthe iboga, Tabernaemontana africana, Trachelospermum jasminoides and Ervatamia yunnanensis. It is an iboga alkaloid which commonly serves as a precursor for the semi-synthesis of ibogaine. It has also been demonstrated in animals to have similar anti-addictive properties to ibogaine itself.