Voacangine

General

Type : Alkaloid || Indole || Natural

Chemical_Nomenclature : methyl (1S,15S,17S,18S)-17-ethyl-7-methoxy-3,13-diazapentacyclo[13.3.1.02,10.04,9.013,18]nonadeca-2(10),4(9),5,7-tetraene-1-carboxylate

Canonical SMILES : CCC1CC2CC3(C1N(C2)CCC4=C3NC5=C4C=C(C=C5)OC)C(=O)OC

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+\/m0\/s1

InChIKey : MMAYTCMMKJYIAM-RUGRQLENSA-N

Other name(s) : Carbomethoxyibogaine,     (-)-Voacangine,     CHEMBL182120


MW : 368.5

Formula : C22H28N2O3

CAS_number : 510-22-5

PubChem :

UniChem :

Iuphar :

Target

References (2)

Title : Biosynthesis of an Anti-Addiction Agent from the Iboga Plant - Farrow_2019_J.Am.Chem.Soc_141_12979
Author(s) : Farrow SC , Kamileen MO , Caputi L , Bussey K , Mundy JEA , McAtee RC , Stephenson CRJ , O'Connor SE
Ref : Journal of the American Chemical Society , 141 :12979 , 2019
Abstract : Farrow_2019_J.Am.Chem.Soc_141_12979
ESTHER : Farrow_2019_J.Am.Chem.Soc_141_12979
PubMedSearch : Farrow_2019_J.Am.Chem.Soc_141_12979
PubMedID: 31364847
Gene_locus related to this paper: tabib-TiPNAE1 , tabib-TiPNAE2 , tabib-TiPNAE3 , tabib-a0a5b8x6s2 , tabib-CorS

Title : Indole alkaloids from Tabernaemontana australis (Muell. Arg) Miers that inhibit acetylcholinesterase enzyme - Andrade_2005_Bioorg.Med.Chem_13_4092
Author(s) : Andrade MT , Lima JA , Pinto AC , Rezende CM , Carvalho MP , Epifanio RA
Ref : Bioorganic & Medicinal Chemistry , 13 :4092 , 2005
Abstract : Andrade_2005_Bioorg.Med.Chem_13_4092
ESTHER : Andrade_2005_Bioorg.Med.Chem_13_4092
PubMedSearch : Andrade_2005_Bioorg.Med.Chem_13_4092
PubMedID: 15911323