Aflaquinolone A
AlkaPlorer ID: AK030460
Synonym: None
IUPAC Name: (3S,4S)-6-[(E)-2-[(1R,3S)-1,3-dimethyl-4-oxocyclohexyl]ethenyl]-4,5-dihydroxy-3-methoxy-4-phenyl-1,3-dihydroquinolin-2-one
Structure
SMILES: CO[C@@H]1C(O)=NC2=CC=C(/C=C/[C@]3(C)CCC(=O)[C@@H](C)C3)C(O)=C2[C@@]1(O)C1=CC=CC=C1
InChI: InChI=1S/C26H29NO5/c1-16-15-25(2,14-12-20(16)28)13-11-17-9-10-19-21(22(17)29)26(31,18-7-5-4-6-8-18)23(32-3)24(30)27-19/h4-11,13,16,23,29,31H,12,14-15H2,1-3H3,(H,27,30)/b13-11+/t16-,23+,25+,26-/m0/s1
InChIKey: QWVOGENNJWSIPL-KRLQRQCXSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Aspergillus nidulans | Aspergillus | Aspergillaceae | Eurotiales | Eurotiomycetes | Ascomycota | Fungi | Eukaryota |
| None | Aspergillus | Aspergillaceae | Eurotiales | Eurotiomycetes | Ascomycota | Fungi | Eukaryota |
| None | Aspergillus | Aspergillaceae | Eurotiales | Eurotiomycetes | Ascomycota | Fungi | Eukaryota |
Properties Information
Molecule Weight: 435.52000000000015
TPSA？: 99.35
MolLogP？: 4.653300000000005
Number of H-Donors: 3
Number of H-Acceptors: 5
RingCount: 4
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Artemia salina | Artemia salina | LD50 | 5.5 | uM | 10.1021/np4004646 |
| Homo sapiens | HL-60 | IC50 | 80000.0 | nM | 10.1021/np200958r |
| Homo sapiens | K562 | IC50 | 80000.0 | nM | 10.1021/np200958r |
| Homo sapiens | MDA-MB-231 | IC50 | 80000.0 | nM | 10.1021/np200958r |
| Mus musculus | B16-F10 | IC50 | 80000.0 | nM | 10.1021/np200958r |
| Respiratory syncytial virus | Respiratory syncytial virus | IC50 | 50000.0 | nM | 10.1021/np500650t |
| None | NON-PROTEIN TARGET | IC50 | 80000.0 | nM | 10.1021/np200958r |