Raistrickindole A
AlkaPlorer ID: AK119614
Synonym: None
IUPAC Name: (1R,5S,8S,10S)-5-benzyl-10-hydroxy-2-oxa-3,6,17-triazatetracyclo[8.7.0.03,8.011,16]heptadeca-11,13,15-triene-4,7-dione
Structure
SMILES: O=C1N[C@@H](CC2=CC=CC=C2)C(=O)N2O[C@H]3NC4=CC=CC=C4[C@@]3(O)C[C@@H]12
InChI: InChI=1S/C20H19N3O4/c24-17-16-11-20(26)13-8-4-5-9-14(13)22-19(20)27-23(16)18(25)15(21-17)10-12-6-2-1-3-7-12/h1-9,15-16,19,22,26H,10-11H2,(H,21,24)/t15-,16-,19+,20-/m0/s1
InChIKey: FDOLIMSWIVRVGO-FEHORTKBSA-N
Reference
Raistrickindole A, an Anti-HCV Oxazinoindole Alkaloid from <i>Penicillium raistrickii</i> IMB17-034
PubChem CID: 145720909
LOTUS: LTS0180156
NPASS: NPC483792
{NPAtlas: NPA025137
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Penicillium raistrickii | Penicillium | Aspergillaceae | Eurotiales | Eurotiomycetes | Ascomycota | Fungi | Eukaryota |
Properties Information
Molecule Weight: 365.3890000000001
TPSA？: 90.9
MolLogP？: 0.8993999999999989
Number of H-Donors: 3
Number of H-Acceptors: 5
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Enterococcus faecalis | Enterococcus faecalis | MIC | 128.0 | ug.mL-1 | 10.1021/acs.jnatprod.9b00259 |
| Escherichia coli | Escherichia coli | MIC | 128.0 | ug.mL-1 | 10.1021/acs.jnatprod.9b00259 |
| Hepacivirus hominis | Hepatitis C virus | EC50 | 5700.0 | nM | 10.1021/acs.jnatprod.9b00259 |
| Homo sapiens | A549 | IC50 | 100000.0 | nM | 10.1021/acs.jnatprod.9b00259 |
| Homo sapiens | HCT-116 | IC50 | 100000.0 | nM | 10.1021/acs.jnatprod.9b00259 |
| Homo sapiens | NCI-H460 | IC50 | 100000.0 | nM | 10.1021/acs.jnatprod.9b00259 |
| Pseudomonas aeruginosa | Pseudomonas aeruginosa | MIC | 128.0 | ug.mL-1 | 10.1021/acs.jnatprod.9b00259 |
| Staphylococcus aureus | Staphylococcus aureus | MIC | 128.0 | ug.mL-1 | 10.1021/acs.jnatprod.9b00259 |
| None | Unchecked | CC50 | 200000.0 | nM | 10.1021/acs.jnatprod.9b00259 |
| None | Unchecked | Ratio CC50/EC50 | 35.0 | None | 10.1021/acs.jnatprod.9b00259 |