18-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.0²,¹?.0?,?.0¹?,¹?]nonadeca-2,4(8),9,15-tetraen-17-yl acetate
AlkaPlorer ID: AK002177
Synonym: None
IUPAC Name: [(1S,17S,18S,19S)-18-hydroxy-5,7-dioxa-12-azapentacyclo[10.6.1.02,10.04,8.015,19]nonadeca-2,4(8),9,15-tetraen-17-yl] acetate
Structure
SMILES: CC(=O)O[C@H]1C=C2CCN3CC4=CC5=C(C=C4[C@H]([C@@H]1O)[C@@H]23)OCO5
InChI: InChI=1S/C18H19NO5/c1-9(20)24-15-4-10-2-3-19-7-11-5-13-14(23-8-22-13)6-12(11)16(17(10)19)18(15)21/h4-6,15-18,21H,2-3,7-8H2,1H3/t15-,16-,17+,18+/m0/s1
InChIKey: VDUHVXXNLXFPLR-WNRNVDISSA-N
Reference
Alkaloids from<i>Leucojum vernum</i>and Antiretroviral Activity of Amaryllidaceae Alkaloids
PubChem CID: 25147570
LOTUS: LTS0179085
NPASS: NPC304675
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Lycoris traubii | Lycoris | Amaryllidaceae | Asparagales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
| Leucojum vernum | Leucojum | Amaryllidaceae | Asparagales | Magnoliopsida | Streptophyta | Viridiplantae | Eukaryota |
Properties Information
Molecule Weight: 329.3520000000001
TPSA？: 68.23
MolLogP？: 1.3194
Number of H-Donors: 1
Number of H-Acceptors: 6
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Flavobacterium columnare | Flavobacterium columnare | MIC | 3.3 | ug.mL-1 | 10.1016/j.bmcl.2017.09.052 |
| Flavobacterium columnare | Flavobacterium columnare | MIC | 16.6 | ug.mL-1 | 10.1016/j.bmcl.2017.09.052 |
| Homo sapiens | A549 | IC50 | 10000.0 | nM | 10.1021/jm901031h |
| Homo sapiens | MRC5 | IC50 | 6.11 | ug.mL-1 | 10.1016/j.bmc.2008.10.061 |
| Homo sapiens | NHDF | IC50 | 100000.0 | nM | 10.1021/jm901031h |
| Homo sapiens | SK-MEL-28 | IC50 | 10000.0 | nM | 10.1021/jm901031h |
| Mus musculus | B16-F10 | IC50 | 10000.0 | nM | 10.1021/jm901031h |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 8.21 | ug.mL-1 | 10.1016/j.bmc.2008.10.061 |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | nan | None | 10.1016/j.bmc.2008.10.061 |
| Trypanosoma brucei brucei | Trypanosoma brucei brucei | IC50 | 0.15 | ug.mL-1 | 10.1016/j.bmc.2008.10.061 |
| None | ADMET | IC50 | 88500.0 | nM | 10.1021/jm901031h |
| None | ADMET | IC50 | 100000.0 | nM | 10.1021/jm901031h |
| None | NON-PROTEIN TARGET | IC50 | 10000.0 | nM | 10.1021/jm901031h |
| None | Unchecked | Ratio IC50 | 0.7 | None | 10.1016/j.bmc.2008.10.061 |
| None | Unchecked | Ratio IC50 | 40.7 | None | 10.1016/j.bmc.2008.10.061 |