Aplysinone C
AlkaPlorer ID: AK043235
Synonym: None
IUPAC Name: (1'S,5S,6'R)-4'-bromo-N-[5-[[(5S,6R)-7,9-dibromo-6-hydroxy-8-methoxy-1-oxa-2-azaspiro[4.5]deca-2,7,9-triene-3-carbonyl]amino]pentyl]-5'-oxospiro[4H-1,2-oxazole-5,2'-7-oxabicyclo[4.1.0]hept-3-ene]-3-carboxamide
Structure
SMILES: COC1=C(Br)[C@H](O)[C@@]2(C=C1Br)CC(C(=O)NCCCCCNC(=O)C1=NO[C@]3(C=C(Br)C(=O)[C@@H]4O[C@@H]43)C1)=NO2
InChI: InChI=1S/C24H25Br3N4O8/c1-36-17-12(26)8-23(19(33)15(17)27)9-13(30-38-23)21(34)28-5-3-2-4-6-29-22(35)14-10-24(39-31-14)7-11(25)16(32)18-20(24)37-18/h7-8,18-20,33H,2-6,9-10H2,1H3,(H,28,34)(H,29,35)/t18-,19-,20-,23+,24+/m0/s1
InChIKey: GSUVKSRKZPOPBP-DRRHGHKVSA-N
Reference
Cytotoxic dibromotyrosine-derived metabolites from the sponge Aplysina gerardogreeni
PubChem CID: 44424474
LOTUS: LTS0196786
NPASS: NPC130714
Source
| Species | Genus | Family | Order | Class | Phylum | Kingdom | Domain |
|---|---|---|---|---|---|---|---|
| Aplysina gerardogreeni | Aplysina | Aplysinidae | Verongiida | Demospongiae | Porifera | Metazoa | Eukaryota |
Properties Information
Molecule Weight: 737.1960000000003
TPSA？: 160.43999999999997
MolLogP？: 1.9544
Number of H-Donors: 3
Number of H-Acceptors: 10
RingCount: 5
Activities Information
| Organism | Target Name | Standard Type | Standard Value | Standard Units | doi |
|---|---|---|---|---|---|
| Homo sapiens | A549 | GI50 | 10700.0 | nM | 10.1016/j.bmc.2007.05.014 |
| Homo sapiens | A549 | LC50 | 10.0 | ug.mL-1 | 10.1016/j.bmc.2007.05.014 |
| Homo sapiens | A549 | TGI | 10.0 | ug.mL-1 | 10.1016/j.bmc.2007.05.014 |
| Homo sapiens | HT-29 | GI50 | 12600.0 | nM | 10.1016/j.bmc.2007.05.014 |
| Homo sapiens | HT-29 | LC50 | 10.0 | ug.mL-1 | 10.1016/j.bmc.2007.05.014 |
| Homo sapiens | HT-29 | TGI | 10.0 | ug.mL-1 | 10.1016/j.bmc.2007.05.014 |
| Homo sapiens | MDA-MB-231 | GI50 | 5600.0 | nM | 10.1016/j.bmc.2007.05.014 |
| Homo sapiens | MDA-MB-231 | LC50 | 6400.0 | nM | 10.1016/j.bmc.2007.05.014 |
| Homo sapiens | MDA-MB-231 | TGI | 5800.0 | nM | 10.1016/j.bmc.2007.05.014 |