Gelsemine
AlkaPlorer ID: AK003904
Synonym: '', 'Gelsemine', 'MLS002707369', 'MLSMR', 'MLS000728649', 'SMR001574761', 'SMR000470824'
IUPAC Name: (1'R,2'S,3S,5'S,6'S,8'R,11'S)-2'-ethenyl-4'-methylspiro[1H-indole-3,7'-9-oxa-4-azatetracyclo[6.3.1.02,6.05,11]dodecane]-2-one
Structure
SMILES: C=C[C@]12CN(C)[C@@H]3[C@H]4CO[C@H](C[C@H]41)[C@]1(C(O)=NC4=CC=CC=C41)[C@@H]32
InChI: InChI=1S/C20H22N2O2/c1-3-19-10-22(2)16-11-9-24-15(8-13(11)19)20(17(16)19)12-6-4-5-7-14(12)21-18(20)23/h3-7,11,13,15-17H,1,8-10H2,2H3,(H,21,23)/t11-,13+,15+,16+,17-,19-,20-/m0/s1
InChIKey: NFYYATWFXNPTRM-QJICHLCESA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Gelsemium elegans | Gelsemium | Gelsemiaceae | Gentianales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 322.408
TPSA？: 45.06
MolLogP？: 2.677100000000001
Number of H-Donors: 1
Number of H-Acceptors: 3
RingCount: 6
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | A-431 | EC50 | 100000.0 | nM | 10.1021/np060016o |
| Homo sapiens | Glycine receptor (alpha-1/beta) | IC50 | 30000.0 | nM | 10.1016/j.bmcl.2017.04.073 |
| Homo sapiens | Glycine receptor alpha-3/beta | IC50 | 30000.0 | nM | 10.1016/j.bmcl.2017.04.073 |
| Homo sapiens | Glycine receptor subunit alpha-1 | EC50 | 590.0 | nM | 10.1016/j.bmcl.2017.04.073 |
| Homo sapiens | Glycine receptor subunit alpha-1 | FC | 0.55 | None | 10.1016/j.bmcl.2017.04.073 |
| Homo sapiens | Glycine receptor subunit alpha-2/beta | IC50 | 30000.0 | nM | 10.1016/j.bmcl.2017.04.073 |
| Homo sapiens | KB | ED50 | nan | None | 10.1021/np50050a012 |
| Mus musculus | P388 | ED50 | nan | None | 10.1021/np50050a012 |
| Severe acute respiratory syndrome coronavirus 2 | SARS-CoV-2 | IC50 | 19952.62 | nM | 10.6019/CHEMBL4651402 |
| Severe acute respiratory syndrome coronavirus 2 | SARS-CoV-2 | IC50 | 20000.0 | nM | 10.6019/CHEMBL4651402 |