dregamine
AlkaPlorer ID: AK002656
Synonym: '(-)-Tabernemontanine', 'MLS000728624', 'tabernaemontanine', '(-)-Dregamine', '20-Epitabernemontanine', 'tabernaemontanin', 'tabernemontanine', 'MLS000737276', 'Tabernaemontanin', '(-)-tabernemontanine', '(-)-tabernaemontanine', 'Dregamine', '20-epitabernemontanine', '20-epidregamine', '(-)-Tabernaemontanine', '20-Epidregamine\nTabernaemontanin\nTabernamontanine\nTabernaemontanine\n(-)-Tabernemontanine\nVobasan-17-oic acid, 19,20-dihydro-3-oxo-, methyl ester, (20.beta.)-\nTabernemontanine', 'MLSMR', '(-)-dregamine', 'Tabernaemontanine', 'SMR000470803', 'SMR000528498', '20-Epidregamine'
IUPAC Name: methyl (1S,14R,15R)-15-ethyl-17-methyl-12-oxo-10,17-diazatetracyclo[12.3.1.03,11.04,9]octadeca-3(11),4,6,8-tetraene-18-carboxylate
Structure
SMILES: CC[C@H]1CN(C)[C@H]2CC3=C(NC4=CC=CC=C34)C(=O)C[C@H]1C2C(=O)OC
InChI: InChI=1S/C21H26N2O3/c1-4-12-11-23(2)17-9-15-13-7-5-6-8-16(13)22-20(15)18(24)10-14(12)19(17)21(25)26-3/h5-8,12,14,17,19,22H,4,9-11H2,1-3H3/t12-,14+,17-,19?/m0/s1
InChIKey: FFVRRQMGGGTQRH-GYOUQHOJSA-N
Reference
Alcaloïdes du Pandaca calcarea et Pandaca debrayi
PubChem CID: 6711192
CAS: 2299-26-5
LOTUS: LTS0189069
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Tabernaemontana calcarea | Tabernaemontana | Apocynaceae | Gentianales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 354.45000000000016
TPSA？: 62.400000000000006
MolLogP？: 3.042400000000001
Number of H-Donors: 1
Number of H-Acceptors: 4
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | 786-0 | GI50 | 100000.0 | nM | None |
| Homo sapiens | A498 | GI50 | 100000.0 | nM | None |
| Homo sapiens | A549 | GI50 | 100000.0 | nM | None |
| Homo sapiens | ACHN | GI50 | 100000.0 | nM | None |
| Homo sapiens | BT-549 | GI50 | 100000.0 | nM | None |
| Homo sapiens | CCRF-CEM | GI50 | 97498.96 | nM | None |
| Homo sapiens | COLO 205 | GI50 | 100000.0 | nM | None |
| Homo sapiens | COLO 205 | IC50 | 40390.0 | nM | 10.1016/j.ejmech.2020.112985 |
| Homo sapiens | COLO 320 | IC50 | 71590.0 | nM | 10.1016/j.ejmech.2020.112985 |
| Homo sapiens | DU-145 | GI50 | 100000.0 | nM | None |
| Homo sapiens | EKVX | GI50 | 100000.0 | nM | None |
| Homo sapiens | HCC 2998 | GI50 | 100000.0 | nM | None |
| Homo sapiens | HCT-116 | GI50 | 100000.0 | nM | None |
| Homo sapiens | HCT-15 | GI50 | 100000.0 | nM | None |
| Homo sapiens | HL-60 | GI50 | 68865.23 | nM | None |
| Homo sapiens | HOP-62 | GI50 | 100000.0 | nM | None |
| Homo sapiens | HOP-92 | GI50 | 100000.0 | nM | None |
| Homo sapiens | Hs-578T | GI50 | 100000.0 | nM | None |
| Homo sapiens | HT-29 | GI50 | 100000.0 | nM | None |
| Homo sapiens | IGROV-1 | GI50 | 100000.0 | nM | None |
| Homo sapiens | KM12 | GI50 | 100000.0 | nM | None |
| Homo sapiens | LOX IMVI | GI50 | 100000.0 | nM | None |
| Homo sapiens | M14 | GI50 | 100000.0 | nM | None |
| Homo sapiens | Malme-3M | GI50 | 100000.0 | nM | None |
| Homo sapiens | MCF7 | GI50 | 100000.0 | nM | None |
| Homo sapiens | MDA-MB-231 | GI50 | 100000.0 | nM | None |
| Homo sapiens | MDA-MB-435 | GI50 | 100000.0 | nM | None |
| Homo sapiens | MDA-N | GI50 | 100000.0 | nM | None |
| Homo sapiens | MOLT-4 | GI50 | 73620.71 | nM | None |
| Homo sapiens | NCI/ADR-RES | GI50 | 100000.0 | nM | None |
| Homo sapiens | NCI-H226 | GI50 | 100000.0 | nM | None |
| Homo sapiens | NCI-H23 | GI50 | 100000.0 | nM | None |
| Homo sapiens | NCI-H322M | GI50 | 100000.0 | nM | None |
| Homo sapiens | NCI-H460 | GI50 | 100000.0 | nM | None |
| Homo sapiens | NCI-H522 | GI50 | 100000.0 | nM | None |
| Homo sapiens | OVCAR-3 | GI50 | 100000.0 | nM | None |
| Homo sapiens | OVCAR-4 | GI50 | 100000.0 | nM | None |
| Homo sapiens | OVCAR-5 | GI50 | 100000.0 | nM | None |
| Homo sapiens | OVCAR-8 | GI50 | 100000.0 | nM | None |
| Homo sapiens | PC-3 | GI50 | 100000.0 | nM | None |
| Homo sapiens | P-glycoprotein 1 | Ratio | 0.84 | None | 10.1016/j.ejmech.2020.112985 |
| Homo sapiens | P-glycoprotein 1 | Ratio | 0.95 | None | 10.1016/j.ejmech.2020.112985 |
| Homo sapiens | P-glycoprotein 1 | Ratio | 1.0 | None | 10.1016/j.ejmech.2020.112985 |
| Homo sapiens | P-glycoprotein 1 | Ratio | 1.53 | None | 10.1016/j.ejmech.2020.112985 |
| Homo sapiens | RPMI-8226 | GI50 | 57809.6 | nM | None |
| Homo sapiens | RXF 393 | GI50 | 100000.0 | nM | None |
| Homo sapiens | SF-268 | GI50 | 100000.0 | nM | None |
| Homo sapiens | SF-295 | GI50 | 100000.0 | nM | None |
| Homo sapiens | SF-539 | GI50 | 100000.0 | nM | None |
| Homo sapiens | SK-MEL-2 | GI50 | 100000.0 | nM | None |
| Homo sapiens | SK-MEL-28 | GI50 | 100000.0 | nM | None |
| Homo sapiens | SK-MEL-5 | GI50 | 100000.0 | nM | None |
| Homo sapiens | SK-OV-3 | GI50 | 100000.0 | nM | None |
| Homo sapiens | SN12C | GI50 | 100000.0 | nM | None |
| Homo sapiens | SNB-19 | GI50 | 100000.0 | nM | None |
| Homo sapiens | SR | GI50 | 100000.0 | nM | None |
| Homo sapiens | SW-620 | GI50 | 100000.0 | nM | None |
| Homo sapiens | T47D | GI50 | 100000.0 | nM | None |
| Homo sapiens | TK-10 | GI50 | 100000.0 | nM | None |
| Homo sapiens | U-251 | GI50 | 100000.0 | nM | None |
| Homo sapiens | UACC-257 | GI50 | 100000.0 | nM | None |
| Homo sapiens | UACC-62 | GI50 | 100000.0 | nM | None |
| Homo sapiens | UO-31 | GI50 | 100000.0 | nM | None |
| Mus musculus | L5178Y | IC50 | 62450.0 | nM | 10.1016/j.ejmech.2020.112985 |
| Mus musculus | L5178Y | IC50 | 91770.0 | nM | 10.1016/j.ejmech.2020.112985 |