Pseudoprotopine
AlkaPlorer ID: AK011008
Synonym: 5,7,8,15-Tetrahydro-6-methylbis[1,3]benzodioxolo[5,6-c,5',6'-g]azecin-14(6H)-one
IUPAC Name: 14-methyl-7,9,20,22-tetraoxa-14-azapentacyclo[15.7.0.04,12.06,10.019,23]tetracosa-1(24),4,6(10),11,17,19(23)-hexaen-2-one
Structure
SMILES: CN1CCC2=CC3=C(C=C2C(=O)CC2=CC4=C(C=C2C1)OCO4)OCO3
InChI: InChI=1S/C20H19NO5/c1-21-3-2-12-5-17-20(26-11-23-17)8-15(12)16(22)4-13-6-18-19(25-10-24-18)7-14(13)9-21/h5-8H,2-4,9-11H2,1H3
InChIKey: ZAALQOFZFANFTF-UHFFFAOYSA-N
Reference
Stem alkaloids of Fumaria indica
PubChem CID: 185559
CAS: 24240-05-9
LOTUS: LTS0161219
SuperNatural Ⅲ: SN0464846
NPASS: NPC86469
COCONUT: CNP0221755
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|
Properties Information
Molecule Weight: 353.37400000000014
TPSA？: 57.23
MolLogP？: 2.557300000000001
Number of H-Donors: 0
Number of H-Acceptors: 6
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Candida albicans | Candida albicans | Activity | nan | None | 10.1021/np50007a014 |
| Cavia porcellus | Ileum | Activity | 40.0 | % | 10.1021/np50028a006 |
| Cavia porcellus | Ileum | Activity | 100.0 | % | 10.1021/np50028a006 |
| Cavia porcellus | Ileum | Activity | nan | None | 10.1021/np50028a006 |
| Cavia porcellus | Ileum | Activity | nan | None | 10.1021/np50059a043 |
| Cavia porcellus | Ileum | IC50 | 0.5 | ug.mL-1 | 10.1021/np50027a004 |
| Cavia porcellus | Ileum | IC50 | 0.5 | ug.mL-1 | 10.1021/np50028a006 |
| Cavia porcellus | Ileum | Inhibition | 40.0 | % | 10.1021/np50027a004 |
| Cavia porcellus | Ileum | Inhibition | 100.0 | % | 10.1021/np50027a004 |
| Cavia porcellus | Ileum | Kd | 724.44 | nM | 10.1021/np50059a043 |
| Cavia porcellus | Ileum | Kd | 1318.26 | nM | 10.1021/np50059a043 |
| Cavia porcellus | Ileum | Kd | 1348.96 | nM | 10.1021/np50059a043 |
| Entamoeba histolytica | Entamoeba histolytica | IC50 | 50.13 | ug.mL-1 | 10.1007/s00044-011-9767-1 |
| Entamoeba histolytica | Entamoeba histolytica | IC50 | 70700.0 | nM | 10.1021/np000144r |
| Escherichia coli | Escherichia coli | Activity | nan | None | 10.1021/np50007a014 |
| Homo sapiens | A549 | IC50 | 30000.0 | nM | 10.1016/j.bmcl.2010.06.035 |
| Homo sapiens | Cytochrome P450 2D6 | Ki | 78.0 | nM | 10.1021/acs.jmedchem.5b00417 |
| Homo sapiens | Cytochrome P450 3A4 | IC50 | 80000.0 | nM | 10.1021/np058114h |
| Homo sapiens | HCT-15 | IC50 | 30000.0 | nM | 10.1016/j.bmcl.2010.06.035 |
| Homo sapiens | KB | IC50 | 354000.0 | nM | 10.1021/np000144r |
| Homo sapiens | Serotonin 1a (5-HT1a) receptor | Activity | nan | None | 10.1021/np058114h |
| Homo sapiens | Serotonin 1a (5-HT1a) receptor | EC50 | 100000.0 | nM | 10.1021/np058114h |
| Homo sapiens | SK-MEL-2 | IC50 | 30000.0 | nM | 10.1016/j.bmcl.2010.06.035 |
| Homo sapiens | SK-OV-3 | IC50 | 30000.0 | nM | 10.1016/j.bmcl.2010.06.035 |
| Klebsiella pneumoniae | Klebsiella pneumoniae | Activity | nan | None | 10.1021/np50007a014 |
| Mus musculus | RAW264.7 | Activity | nan | None | 10.1016/j.bmcl.2011.09.128 |
| Mus musculus | RAW264.7 | IC50 | 50000.0 | nM | 10.1016/j.bmcl.2011.09.128 |
| Mycolicibacterium smegmatis | Mycolicibacterium smegmatis | Activity | 1000.0 | ug ml-1 | 10.1021/np50007a014 |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 34000.0 | nM | 10.1021/np000144r |
| Salmonella enterica subsp. enterica serovar Gallinarum | Salmonella enterica subsp. enterica serovar Gallinarum | Activity | nan | None | 10.1021/np50007a014 |
| Staphylococcus aureus | Staphylococcus aureus | Activity | nan | None | 10.1021/np50007a014 |
| Staphylococcus aureus | Staphylococcus aureus | Activity | nan | None | 10.1021/np990639k |