16-epi-Latrunculin B
AlkaPlorer ID: AK005315
Synonym: '', '76343-94-7'
IUPAC Name: (4S)-4-[(1R,4Z,8Z,10S,13R,15R)-15-hydroxy-5,10-dimethyl-3-oxo-2,14-dioxabicyclo[11.3.1]heptadeca-4,8-dien-15-yl]-1,3-thiazolidin-2-one
Structure
SMILES: C/C1=C/C(=O)O[C@@H]2C[C@@H](CC[C@H](C)/C=C\CC1)O[C@@](O)([C@H]1CSC(O)=N1)C2
InChI: InChI=1S/C20H29NO5S/c1-13-5-3-4-6-14(2)9-18(22)25-16-10-15(8-7-13)26-20(24,11-16)17-12-27-19(23)21-17/h3,5,9,13,15-17,24H,4,6-8,10-12H2,1-2H3,(H,21,23)/b5-3-,14-9-/t13-,15-,16-,17-,20-/m1/s1
InChIKey: NSHPHXHGRHSMIK-WAXGXQFOSA-N
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Negombata magnifica | Negombata | Latrunculiidae | Poecilosclerida | Demospongiae | Porifera | Metazoa | Eukaryota |
| Cacospongia mycofijiensis | Cacospongia | Thorectidae | Dictyoceratida | Demospongiae | Porifera | Metazoa | Eukaryota |
Properties Information
Molecule Weight: 395.5210000000001
TPSA？: 88.35000000000001
MolLogP？: 3.5078000000000022
Number of H-Donors: 2
Number of H-Acceptors: 6
RingCount: 3
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Aspergillus flavus | Aspergillus flavus | Activity | nan | None | 10.1016/j.bmc.2009.09.012 |
| Candida albicans | Candida albicans | Activity | nan | None | 10.1016/j.bmc.2009.09.012 |
| Homo sapiens | HCT-116 | IC50 | 38000.0 | nM | 10.1021/jm8008585 |
| Homo sapiens | MDA-MB-435 | IC50 | 17000.0 | nM | 10.1021/jm8008585 |
| Homo sapiens | MDA-MB-435 | Ratio IC50 | 0.5 | None | 10.1021/jm8008585 |
| Rattus norvegicus | A10 | Activity | 5.0 | ug ml-1 | 10.1021/np0340753 |
| Rattus norvegicus | A10 | Activity | nan | None | 10.1021/jm8008585 |
| Saccharomyces cerevisiae | Saccharomyces cerevisiae | Activity | nan | None | 10.1016/j.bmc.2009.09.012 |