Prosopilosidine
AlkaPlorer ID: AK001333
Synonym: None
IUPAC Name: (2S,3R,6R)-6-[10-[8-[10-[(2R,5S,6R)-5-hydroxy-6-methylpiperidin-2-yl]decyl]-2,3-dihydro-1H-indolizin-4-ium-6-yl]decyl]-2-methylpiperidin-3-ol;chloride
Structure
SMILES: C[C@H]1[C@@H](CC[C@H](N1)CCCCCCCCCCC2=CC(=C3CCC[N+]3=C2)CCCCCCCCCC[C@@H]4CC[C@@H]([C@H](N4)C)O)O.[Cl-]
InChI: InChI=1S/C40H72N3O2.ClH/c1-32-39(44)27-25-36(41-32)22-17-13-9-5-3-7-11-15-20-34-30-35(38-24-19-29-43(38)31-34)21-16-12-8-4-6-10-14-18-23-37-26-28-40(45)33(2)42-37;/h30-33,36-37,39-42,44-45H,3-29H2,1-2H3;1H/q+1;/p-1/t32-,33+,36+,37+,39+,40-;/m0./s1
InChIKey: ZHYHXGNYAUJLON-JXPJECMRSA-M
Reference
Antiparasitic and Antimicrobial Indolizidines from the Leaves ofProsopis glandulosavar.glandulosa
PubChem CID: 49860127
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|
Properties Information
Molecule Weight: 662.4880000000005
TPSA？: 68.4
MolLogP？: 5.033900000000008
Number of H-Donors: 4
Number of H-Acceptors: 4
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Aspergillus fumigatus | Aspergillus fumigatus | Activity | nan | None | 10.1021/np800653z |
| Aspergillus fumigatus | Aspergillus fumigatus | IC50 | 3.0 | ug.mL-1 | 10.1021/np800653z |
| Aspergillus fumigatus | Aspergillus fumigatus | MFC | nan | None | 10.1021/np800653z |
| Aspergillus fumigatus | Aspergillus fumigatus | MIC | 5.0 | ug.mL-1 | 10.1021/np800653z |
| Candida albicans | Candida albicans | Activity | nan | None | 10.1021/np800653z |
| Candida albicans | Candida albicans | IC50 | 15.0 | ug.mL-1 | 10.1021/np800653z |
| Candida albicans | Candida albicans | MFC | nan | None | 10.1021/np800653z |
| Candida albicans | Candida albicans | MIC | nan | None | 10.1021/np800653z |
| Chlorocebus sabaeus | Vero | IC50 | 23.8 | ug.mL-1 | 10.1021/np800653z |
| Chlorocebus sabaeus | Vero | IC50 | nan | None | 10.1021/np800653z |
| Cryptococcus neoformans | Cryptococcus neoformans | Activity | 76.0 | % | 10.1021/np800653z |
| Cryptococcus neoformans | Cryptococcus neoformans | Activity | 83.0 | % | 10.1021/np800653z |
| Cryptococcus neoformans | Cryptococcus neoformans | Activity | nan | None | 10.1021/np800653z |
| Cryptococcus neoformans | Cryptococcus neoformans | IC50 | 0.4 | ug.mL-1 | 10.1021/np800653z |
| Cryptococcus neoformans | Cryptococcus neoformans | MFC | 1.25 | ug ml-1 | 10.1021/np800653z |
| Cryptococcus neoformans | Cryptococcus neoformans | MIC | 0.63 | ug.mL-1 | 10.1021/np800653z |
| Homo sapiens | BT-549 | IC50 | 8.75 | ug.mL-1 | 10.1021/np800653z |
| Homo sapiens | KB | IC50 | 7.5 | ug.mL-1 | 10.1021/np800653z |
| Homo sapiens | SK-MEL | IC50 | 4.5 | ug.mL-1 | 10.1021/np800653z |
| Homo sapiens | SK-OV-3 | IC50 | 7.5 | ug.mL-1 | 10.1021/np800653z |
| Leishmania donovani | Leishmania donovani | IC50 | 0.7 | ug.mL-1 | 10.1021/np800653z |
| Leishmania donovani | Leishmania donovani | IC90 | 1.9 | ug.mL-1 | 10.1021/np800653z |
| Mus musculus | Mus musculus | Activity | 2.5 | mg/kg/day | 10.1021/np800653z |
| Mus musculus | Mus musculus | Activity | nan | None | 10.1021/np800653z |
| Mycobacterium intracellulare | Mycobacterium intracellulare | Activity | nan | None | 10.1021/np800653z |
| Mycobacterium intracellulare | Mycobacterium intracellulare | IC50 | 0.9 | ug.mL-1 | 10.1021/np800653z |
| Mycobacterium intracellulare | Mycobacterium intracellulare | MBC | 20.0 | ug ml-1 | 10.1021/np800653z |
| Mycobacterium intracellulare | Mycobacterium intracellulare | MIC | 2.5 | ug.mL-1 | 10.1021/np800653z |
| Plasmodium berghei | Plasmodium berghei | Activity | 40.5 | % | 10.1021/np800653z |
| Plasmodium berghei | Plasmodium berghei | Activity | 48.0 | % | 10.1021/np800653z |
| Plasmodium berghei | Plasmodium berghei | Activity | 48.4 | % | 10.1021/np800653z |
| Plasmodium berghei | Plasmodium berghei | Activity | nan | None | 10.1021/np800653z |
| Plasmodium berghei | Plasmodium berghei | ED50 | 2.0 | mg.kg-1 | 10.1021/np800653z |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 0.039 | ug.mL-1 | 10.1021/np800653z |
| Plasmodium falciparum | Plasmodium falciparum | IC50 | 0.095 | ug.mL-1 | 10.1021/np800653z |
| Staphylococcus aureus | Staphylococcus aureus | Activity | nan | None | 10.1021/np800653z |
| Staphylococcus aureus | Staphylococcus aureus | IC50 | 0.35 | ug.mL-1 | 10.1021/np800653z |
| Staphylococcus aureus | Staphylococcus aureus | MBC | 5.0 | ug ml-1 | 10.1021/np800653z |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 1.25 | ug.mL-1 | 10.1021/np800653z |
| Sus scrofa | LLC-PK1 | IC50 | nan | None | 10.1021/np800653z |
| None | ADMET | IC50 | 16.0 | ug.mL-1 | 10.1021/np800653z |
| None | ADMET | Ratio IC50 | 4.0 | None | 10.1021/np800653z |
| None | Unchecked | Ratio IC50 | 250.0 | None | 10.1021/np800653z |
| None | Unchecked | Ratio IC50 | 610.0 | None | 10.1021/np800653z |