voacangine
AlkaPlorer ID: AK005569
Synonym: '(-)-Voacangine', '(-)-voacangine', 'Voacangine', 'carbomethoxyibogaine', '12-methoxyibogamine-18-carboxylic acid methyl ester', 'Carbomethoxyibogaine'
IUPAC Name: methyl (1S,15R,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
Structure
SMILES: CC[C@H]1C[C@H]2CN3CCC4=C(NC5=CC=C(OC)C=C45)[C@](C(=O)OC)(C2)[C@H]13
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
InChIKey: MMAYTCMMKJYIAM-PHKAQXKASA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Holacantha emoryi | Holacantha | Simaroubaceae | Sapindales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Tabernaemontana corymbosa | Tabernaemontana | Apocynaceae | Gentianales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Dorstenia zenkeri | Dorstenia | Moraceae | Rosales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 368.4770000000002
TPSA？: 54.56
MolLogP？: 3.2638000000000016
Number of H-Donors: 1
Number of H-Acceptors: 4
RingCount: 6
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| dengue virus type 2 | dengue virus type 2 | EC50 | 2600.0 | nM | 10.1016/j.ejmech.2019.05.010 |
| Homo sapiens | HeLa | EC50 | 40000.0 | nM | 10.1021/acs.jnatprod.9b00856 |
| Homo sapiens | Vascular endothelial growth factor receptor 2 | Activity | nan | None | 10.1021/acs.jmedchem.1c01168 |
| Homo sapiens | Vascular endothelial growth factor receptor 2 | IC50 | 10000.0 | nM | 10.1021/acs.jmedchem.1c01168 |
| Mycobacterium sp. | Mycobacterium sp. | MIC | 50.0 | ug.mL-1 | 10.1016/j.ejmech.2017.06.005 |