Bastadin 13; 24Z-Isomer, 9-bromo
AlkaPlorer ID: AK290202
Synonym: (24Z)-Bastadin 19
IUPAC Name: (12Z,25Z)-5,16,21,32,36-pentabromo-4,17-dihydroxy-12,25-bis(hydroxyimino)-2,19-dioxa-10,27-diazapentacyclo[28.2.2.220,23.13,7.114,18]octatriaconta-1(32),3,5,7(38),14(37),15,17,20(36),21,23(35),30,33-dodecaene-11,26-dione
Structure
SMILES: O/N=C1\CC2=CC(Br)=C(OC3=CC(=CC(Br)=C3O)C/C(=N\O)C(O)=NCCC3=CC(Br)=C(O)C(=C3)OC3=CC=C(C=C3Br)CCN=C1O)C(Br)=C2
InChI: InChI=1S/C34H27Br5N4O8/c35-20-7-16-1-2-27(20)50-28-14-17(8-21(36)30(28)44)4-6-41-34(47)26(43-49)13-19-9-22(37)31(45)29(15-19)51-32-23(38)10-18(11-24(32)39)12-25(42-48)33(46)40-5-3-16/h1-2,7-11,14-15,44-45,48-49H,3-6,12-13H2,(H,40,46)(H,41,47)/b42-25+,43-26+
InChIKey: AHBBQQLIUBAPCY-DCRHPOARSA-N
Reference
New anticancer bastadin alkaloids from the sponge Dendrilla cactos
PubChem CID: 6413514
CAS: 1209465-00-8
LOTUS: LTS0051114
SuperNatural Ⅲ: SN0005440-03
NPASS: NPC110454
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| None | Ianthella | Ianthellidae | Verongiida | Demospongiae | Porifera | Metazoa | Eukaryota |
| Ianthella basta | Ianthella | Ianthellidae | Verongiida | Demospongiae | Porifera | Metazoa | Eukaryota |
Properties Information
Molecule Weight: 1019.13
TPSA？: 189.28
MolLogP？: 9.952099999999996
Number of H-Donors: 6
Number of H-Acceptors: 10
RingCount: 7
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | HCT-116 | Activity | nan | None | 10.1021/np9005986 |
| Homo sapiens | HUVEC | IC50 | 120.0 | nM | 10.1039/C2MD20199B |
| Homo sapiens | Ryanodine receptor 1 | EC50 | 100000.0 | nM | 10.1016/j.bmcl.2008.09.080 |
| Oryctolagus cuniculus | Ryanodine receptor 1 | EC50 | 100000.0 | nM | 10.1021/np960507g |
| Trypanosoma brucei brucei | Trypanosoma brucei brucei | IC50 | 1310.0 | nM | 10.1021/np9005986 |
| None | Unchecked | Ratio IC50 | 19.0 | None | 10.1039/C2MD20199B |