5-Hydroxy-3,6-oxidovoacangine
AlkaPlorer ID: AK000308
Synonym: None
IUPAC Name: methyl (1R,11S,13R,15S,16S,18S,20R)-15-ethyl-20-hydroxy-5-methoxy-19-oxa-9,17-diazahexacyclo[15.2.1.02,10.03,8.011,16.013,18]icosa-2(10),3(8),4,6-tetraene-11-carboxylate
Structure
SMILES: CC[C@H]1C[C@@H]2C[C@@]3([C@H]1N4[C@H]2O[C@@H]([C@H]4O)C5=C3NC6=C5C=C(C=C6)OC)C(=O)OC
InChI: InChI=1S/C22H26N2O5/c1-4-10-7-11-9-22(21(26)28-3)17-15(13-8-12(27-2)5-6-14(13)23-17)16-19(25)24(18(10)22)20(11)29-16/h5-6,8,10-11,16,18-20,23,25H,4,7,9H2,1-3H3/t10-,11+,16+,18-,19+,20-,22+/m0/s1
InChIKey: VQGAYUYOVHVHFB-BCLNENTPSA-N
Reference
Discovery of indole alkaloids with cannabinoid CB1 receptor antagonistic activity
PubChem CID: 54582991
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Voacanga africana | Voacanga | Apocynaceae | Gentianales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 398.45900000000023
TPSA？: 84.02
MolLogP？: 2.437100000000001
Number of H-Donors: 2
Number of H-Acceptors: 6
RingCount: 7
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | Cannabinoid CB1 receptor | IC50 | 141.0 | nM | 10.1016/j.bmcl.2011.02.036 |