Pseurotin A
AlkaPlorer ID: AK001496
Synonym: None
IUPAC Name: (5S,8S,9R)-8-benzoyl-2-[(Z,1S,2S)-1,2-dihydroxyhex-3-enyl]-9-hydroxy-8-methoxy-3-methyl-1-oxa-7-azaspiro[4.4]non-2-ene-4,6-dione
Structure
SMILES: CC/C=C\[C@H](O)[C@H](O)C1=C(C)C(=O)[C@]2(O1)C(O)=N[C@@](OC)(C(=O)C1=CC=CC=C1)[C@@H]2O
InChI: InChI=1S/C22H25NO8/c1-4-5-11-14(24)15(25)16-12(2)17(26)21(31-16)19(28)22(30-3,23-20(21)29)18(27)13-9-7-6-8-10-13/h5-11,14-15,19,24-25,28H,4H2,1-3H3,(H,23,29)/b11-5-/t14-,15-,19+,21+,22+/m0/s1
InChIKey: SLYDIPAXCVVRNY-UOWMTANKSA-N
Source
Properties Information
Molecule Weight: 431.44100000000014
TPSA？: 145.88
MolLogP？: 0.8430999999999995
Number of H-Donors: 4
Number of H-Acceptors: 8
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Artemia salina | Artemia salina | LC50 | 100.0 | ug.mL-1 | 10.1021/jf300146n |
| Bacillus subtilis | Bacillus subtilis | MIC | 14490.0 | nM | 10.1021/np700737g |
| Eimeria tenella | Eimeria tenella | Activity | nan | None | 10.1021/np020556v |
| Escherichia coli | Escherichia coli | MIC | 14490.0 | nM | 10.1021/np700737g |
| Homo sapiens | K562 | IC50 | 10.0 | nM | 10.1016/j.bmcl.2009.01.029 |
| Homo sapiens | K562 | IC50 | 41000.0 | nM | 10.1021/np800700e |
| Homo sapiens | KB | Activity | nan | None | 10.1021/np800700e |
| Homo sapiens | MCF7 | Activity | nan | None | 10.1021/np800700e |
| Human alphaherpesvirus 1 | Human alphaherpesvirus 1 | IC50 | 50000.0 | nM | 10.1021/np020556v |
| Micrococcus luteus | Micrococcus luteus | MIC | 7420.0 | nM | 10.1021/np700737g |
| Mus musculus | RAW264.7 | Activity | 102.7 | % | 10.1021/acs.jnatprod.6b00407 |
| Mus musculus | RAW264.7 | Emax | 38.8 | % | 10.1021/acs.jnatprod.6b00407 |
| Mus musculus | RAW264.7 | IC50 | 100000.0 | nM | 10.1021/acs.jnatprod.6b00407 |
| Neospora caninum | Neospora caninum | Activity | nan | None | 10.1021/np020556v |
| Rattus norvegicus | PC-12 | Activity | nan | None | 10.1021/np800700e |
| Saccharomyces cerevisiae | Saccharomyces cerevisiae | Activity | nan | None | 10.1021/np070307c |
| None | ADMET | IC50 | 10000.0 | nM | 10.1016/j.bmcl.2009.01.029 |
| None | ADMET | Inhibition | 0.0 | % | 10.1016/j.bmcl.2009.01.029 |
| None | BMDM | Activity | nan | None | 10.1021/acs.jnatprod.8b01053 |
| None | Lymphocyte | Activity | nan | None | 10.1016/j.bmcl.2009.01.029 |
| None | Lymphocyte | IC50 | 10000.0 | nM | 10.1016/j.bmcl.2009.01.029 |
| None | NON-PROTEIN TARGET | Selectivity Index | 6.0 | None | 10.1021/np020556v |
| None | Unchecked | Activity | nan | None | 10.1021/acs.jnatprod.8b01053 |
| None | Unchecked | IC50 | 3600.0 | nM | 10.1016/j.bmcl.2009.01.029 |
| None | Unchecked | IC50 | 20000.0 | nM | 10.1021/acs.jnatprod.6b00407 |